Crawfordorlandorealestate.com Search Results

$1,799,000

Rare 6+ Acre Sarasota Private Estate — 5,200+ SF Blank Canvas with Infinite Potential! Unleash your vision on this expansive 6.09-acre private sanctuary in one of Sarasota’s most desirable acreage communities! Offering over 5,200 sq. ft. of living space with 5 bedrooms and 4 bathrooms, this substantial home provides an incredible structural foundation and generous floor plan ready for your custom luxury footprint. Tucked away on serene Palomino Trail, this property is a dream opportunity for an investor, builder, or homeowner looking to earn instant sweat equity. The main residence features grand living areas, a fireplace, and plenty of room for multi-generational living or customized entertaining spaces. Outside, the sprawling 6+ acre grounds offer endless possibilities—reclaim the land for your dream equestrian facilities, a private resort-style pool complex, outbuildings, or lush Florida native landscaping. While the home and acreage need significant maintenance, land clearing, and updates, properties of this scale in Sarasota are increasingly hard to find. Saddle Creek community offers 25 miles of riding Trails and is approximately 20 minutes from the Terra Nova Equestrian Center. Property backs up to a canal, and is just a short drive to amazing beaches. Bring your contractor, your design ideas, and your imagination to transform this diamond-in-the-rough into a million-dollar trophy estate! Offered AS-IS.

5 Beds ⋅ 4 Baths ⋅ Saddle Creek SubDv. ⋅ 34241 Zip Code

Rare 6+ Acre Sarasota Private Estate — 5,200+ SF Blank Canvas with Infinite Potential! Unleash your vision on this expansive 6.09-acre private sanctuary in one of Sarasota’s most desirable acreage communities! Offering over 5,200 sq. ft. of living space with 5 bedrooms and 4 bathrooms, this substantial home provides an incredible structural foundation and generous floor plan ready for your custom luxury footprint. Tucked away on serene Palomino Trail, this property is a dream opportunity for an investor, builder, or homeowner looking to earn instant sweat equity. The main residence features grand living areas, a fireplace, and plenty of room for multi-generational living or customized entertaining spaces. Outside, the sprawling 6+ acre grounds offer endless possibilities—reclaim the land for your dream equestrian facilities, a private resort-style pool complex, outbuildings, or lush Florida native landscaping. While the home and acreage need significant maintenance, land clearing, and updates, properties of this scale in Sarasota are increasingly hard to find. Saddle Creek community offers 25 miles of riding Trails and is approximately 20 minutes from the Terra Nova Equestrian Center. Property backs up to a canal, and is just a short drive to amazing beaches. Bring your contractor, your design ideas, and your imagination to transform this diamond-in-the-rough into a million-dollar trophy estate! Offered AS-IS.

7350 Palomino Trail, Sarasota

$695,000

Turnkey furnished and completely remodeled, this two-bedroom plus study/den, two-bath pool home rests along a quiet cul-de-sac in Sarasota's established Beneva Park, with a deep lawn running back to the pond behind the property. The interior has been reworked with intent. Luxury vinyl plank and tile flooring run throughout, recessed lighting has been added room to room, and a custom navy slat accent wall anchors the living room. The kitchen runs the length of the home with soft gray cabinetry, bright quartz countertops, black stainless steel appliances, a deep single-basin sink beneath a garden window, and a built-in coffee and wine bar with a beverage cooler at the far end. The dining room opens through a wall of sliders to the lanai, with a navy brick fireplace and wood mantel as its focal point. Privacy defines the split plan. The primary suite sits on its own wing with a private bath and walk-in closet, while a dedicated guest bedroom, a versatile study/den, and a full bath occupy the opposite side of the home. Enter through the glass doors and the property opens up. An expansive screened lanai and pool enclosure spans approximately 1,500 square feet, with a custom pool at its center. Beyond it, the yard keeps going, running past mature shade trees and a paver fire pit area all the way to the water's edge. A covered carport with custom wood screening handles day-to-day parking, while the enclosed former garage now serves as climate-controlled flex space well suited to a home gym, media room, or private studio, with laundry adjacent. Free from HOA restrictions, the property offers room to keep a boat, RV, or trailer on site, subject to Sarasota County code. Gulf Gate Village and the Legacy Trail are minutes away, Siesta Key Beach is a short drive, and downtown Sarasota's restaurants and galleries are close enough for a spontaneous evening out. New finishes throughout. Roof 2019, AC 2020. Offered turnkey furnished.

2 Beds ⋅ 2 Baths ⋅ Beneva Park SubDv. ⋅ 34233 Zip Code

Turnkey furnished and completely remodeled, this two-bedroom plus study/den, two-bath pool home rests along a quiet cul-de-sac in Sarasota's established Beneva Park, with a deep lawn running back to the pond behind the property. The interior has been reworked with intent. Luxury vinyl plank and tile flooring run throughout, recessed lighting has been added room to room, and a custom navy slat accent wall anchors the living room. The kitchen runs the length of the home with soft gray cabinetry, bright quartz countertops, black stainless steel appliances, a deep single-basin sink beneath a garden window, and a built-in coffee and wine bar with a beverage cooler at the far end. The dining room opens through a wall of sliders to the lanai, with a navy brick fireplace and wood mantel as its focal point. Privacy defines the split plan. The primary suite sits on its own wing with a private bath and walk-in closet, while a dedicated guest bedroom, a versatile study/den, and a full bath occupy the opposite side of the home. Enter through the glass doors and the property opens up. An expansive screened lanai and pool enclosure spans approximately 1,500 square feet, with a custom pool at its center. Beyond it, the yard keeps going, running past mature shade trees and a paver fire pit area all the way to the water's edge. A covered carport with custom wood screening handles day-to-day parking, while the enclosed former garage now serves as climate-controlled flex space well suited to a home gym, media room, or private studio, with laundry adjacent. Free from HOA restrictions, the property offers room to keep a boat, RV, or trailer on site, subject to Sarasota County code. Gulf Gate Village and the Legacy Trail are minutes away, Siesta Key Beach is a short drive, and downtown Sarasota's restaurants and galleries are close enough for a spontaneous evening out. New finishes throughout. Roof 2019, AC 2020. Offered turnkey furnished.

3615 Egerton Circle, Sarasota

$225,000

Welcome to this charming 2-bedroom, 2-bath end-unit villa nestled in the lush, tropical community of Village Gardens. Offering 966 square feet of comfortable living space, this light-filled home combines privacy, convenience, and the relaxed Florida lifestyle. Step inside to an inviting open living and dining area that flows seamlessly into a bright enclosed lanai overlooking peaceful green space—the perfect spot to unwind at the end of the day. The well-appointed kitchen and in-unit washer and dryer add everyday convenience, while the split-bedroom layout provides comfort and privacy for residents and guests alike. Outside, you'll appreciate the rare double covered carport and additional storage space. Village Gardens offers an exceptional array of amenities, including a heated community pool, clubhouse, tennis and pickleball courts, and beautifully maintained grounds. Close proximity to downtown Sarasota, Sarasota-Bradenton International Airport, UTC shopping and dining, world-renowned beaches, museums, and Gulf Coast attractions, this home offers easy access to everything the area has to offer. Whether you're looking for a year-round residence, seasonal retreat, or investment opportunity, this villa delivers outstanding value in one of Sarasota's most convenient locations.

2 Beds ⋅ 2 Baths ⋅ Villa Gardens SubDv. ⋅ 34234 Zip Code

Welcome to this charming 2-bedroom, 2-bath end-unit villa nestled in the lush, tropical community of Village Gardens. Offering 966 square feet of comfortable living space, this light-filled home combines privacy, convenience, and the relaxed Florida lifestyle. Step inside to an inviting open living and dining area that flows seamlessly into a bright enclosed lanai overlooking peaceful green space—the perfect spot to unwind at the end of the day. The well-appointed kitchen and in-unit washer and dryer add everyday convenience, while the split-bedroom layout provides comfort and privacy for residents and guests alike. Outside, you'll appreciate the rare double covered carport and additional storage space. Village Gardens offers an exceptional array of amenities, including a heated community pool, clubhouse, tennis and pickleball courts, and beautifully maintained grounds. Close proximity to downtown Sarasota, Sarasota-Bradenton International Airport, UTC shopping and dining, world-renowned beaches, museums, and Gulf Coast attractions, this home offers easy access to everything the area has to offer. Whether you're looking for a year-round residence, seasonal retreat, or investment opportunity, this villa delivers outstanding value in one of Sarasota's most convenient locations.

5063 Village Gardens Drive Unit 9, Sarasota

$155,000

Charming, cozy, and move-in ready in the highly desirable 55+ gated community of Oakwood Manor, the ONLY resident-owned park within Sarasota city limits—meaning NO LOT RENT! This delightful FULLY FURNISHED 2-bedroom, 2-bath bungalow-style home is proof that great things come in the perfect-sized package. Thoughtfully updated with quality improvements throughout, this home offers a desirable split-bedroom floor plan, abundant natural light, exceptional storage, and an inviting open-concept design. The added space of the living room push-out creates the perfect area for additional living or dining space, enhancing both comfort and functionality. The beautifully updated kitchen is designed for both functionality and style, featuring a built-in cooktop, built-in oven, overhead microwave, new refrigerator, garbage disposal, and ample cabinetry—making the most of every inch of space. The spacious front guest bedroom is highlighted by a large bay window that fills the room with natural light and is complimented by an en-suite bathroom and indoor laundry with stackable washer and dryer. A fully enclosed Florida room with newer windows and sliding glass doors provides approximately 120 square feet of additional living or entertaining space and features a convenient pass-through entrance to the front bedroom and guest bath, creating flexibility for guests, hobbies, or a relaxing sitting area. Major improvements provide peace of mind for years to come. Previous updates include vinyl siding, replacement windows, and the main sewer line (2018). Recent renovations include new leveling and support piers (10/2025), all new subflooring throughout the home, including the Florida room (10/2025), fresh interior paint, luxury vinyl plank flooring throughout the main living areas, and all new carpet in both bedrooms (11/2025), a complete new TPO roofover and new carport with additional tie-downs rated up to 150 mph (2/2026), new HVAC system, electrical panel, and meter base (3/2026), a new rear concrete patio (4/2026), and a newly constructed framed, vinyl-sided storage shed (6/2026). Oakwood Manor is a beautifully maintained, gated 90-acre community offering an exceptional Florida lifestyle with a low $210/month maintenance fee, which includes lawn care, cable TV, access to the heated pool and spa, clubhouse amenities, and more. Residents enjoy a spacious clubhouse with a fitness room, library, billiards, commercial kitchen, event hall, stage, dance floor, and an active social calendar filled with year-round activities, clubs, shuffleboard, putt-putt, and community events. Ideally located adjacent to the Legacy Trail and Sarasota's city-managed pickleball courts. Oakwood Manor is located nearby downtown Sarasota and the sandy shores of Lido Beach is an easy drive, with convenient access to shopping, dining, Tamiami Trail, and I-75. Please note that Oakwood Manor is an age-restricted community and does not permit pets or motorcycles.

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

Charming, cozy, and move-in ready in the highly desirable 55+ gated community of Oakwood Manor, the ONLY resident-owned park within Sarasota city limits—meaning NO LOT RENT! This delightful FULLY FURNISHED 2-bedroom, 2-bath bungalow-style home is proof that great things come in the perfect-sized package. Thoughtfully updated with quality improvements throughout, this home offers a desirable split-bedroom floor plan, abundant natural light, exceptional storage, and an inviting open-concept design. The added space of the living room push-out creates the perfect area for additional living or dining space, enhancing both comfort and functionality. The beautifully updated kitchen is designed for both functionality and style, featuring a built-in cooktop, built-in oven, overhead microwave, new refrigerator, garbage disposal, and ample cabinetry—making the most of every inch of space. The spacious front guest bedroom is highlighted by a large bay window that fills the room with natural light and is complimented by an en-suite bathroom and indoor laundry with stackable washer and dryer. A fully enclosed Florida room with newer windows and sliding glass doors provides approximately 120 square feet of additional living or entertaining space and features a convenient pass-through entrance to the front bedroom and guest bath, creating flexibility for guests, hobbies, or a relaxing sitting area. Major improvements provide peace of mind for years to come. Previous updates include vinyl siding, replacement windows, and the main sewer line (2018). Recent renovations include new leveling and support piers (10/2025), all new subflooring throughout the home, including the Florida room (10/2025), fresh interior paint, luxury vinyl plank flooring throughout the main living areas, and all new carpet in both bedrooms (11/2025), a complete new TPO roofover and new carport with additional tie-downs rated up to 150 mph (2/2026), new HVAC system, electrical panel, and meter base (3/2026), a new rear concrete patio (4/2026), and a newly constructed framed, vinyl-sided storage shed (6/2026). Oakwood Manor is a beautifully maintained, gated 90-acre community offering an exceptional Florida lifestyle with a low $210/month maintenance fee, which includes lawn care, cable TV, access to the heated pool and spa, clubhouse amenities, and more. Residents enjoy a spacious clubhouse with a fitness room, library, billiards, commercial kitchen, event hall, stage, dance floor, and an active social calendar filled with year-round activities, clubs, shuffleboard, putt-putt, and community events. Ideally located adjacent to the Legacy Trail and Sarasota's city-managed pickleball courts. Oakwood Manor is located nearby downtown Sarasota and the sandy shores of Lido Beach is an easy drive, with convenient access to shopping, dining, Tamiami Trail, and I-75. Please note that Oakwood Manor is an age-restricted community and does not permit pets or motorcycles.

3402 Shingle Oak Terrace, Sarasota

$289,000

OAKWOOD MANOR — WHERE FUN & FRIENDSHIP HAPPENS TURNKEY LIVING • FRIENDLY NEIGHBORS • UNBEATABLE VALUE Own your piece of paradise in Oakwood Manor, Sarasota's highly desirable resident-owned 55+ community located within the city limits. Spanning 90 beautifully landscaped acres, this vibrant community offers an exceptional resort-style lifestyle with remarkably low HOA fees of just $210 a month and no CDD or master association fees. Residents enjoy an impressive array of amenities including a welcoming clubhouse with commercial kitchen and event stage, fitness center, library, heated pool, oversized hot tub, bocce ball, shuffleboard, putt-putt golf, cornhole, and ping pong. Pickleball enthusiasts will appreciate the brand-new courts located just a short bike ride away along the Legacy Trail. With an active social calendar filled with events and activities, Oakwood Manor truly lives up to its reputation—where fun and friendship happen. A Rare Find — Impeccably Maintained & Truly Move-In Ready If you've been waiting for that special home, your search ends here. Built in 2005, this beautifully maintained 3-bedroom, 2-bath residence offers 1,545 square feet of thoughtfully designed living space and is being sold turnkey. Situated within easy walking distance of the community pool and amenities, this home is genuinely move-in ready—just bring your clothes and toothbrush. From the moment you step inside, you'll appreciate the spacious open floor plan, soaring ceilings, and abundant natural light streaming through numerous windows. The gourmet kitchen is designed to impress, featuring beautiful cabinetry, generous counter space, and an inviting layout that's perfect for everyday living and entertaining. The spacious primary suite includes a walk-in closet and an en-suite bath with a double vanity and walk-in shower. A standout feature rarely found in modular homes is the drywall construction throughout the walls and ceilings in most rooms, providing the look and feel of a traditional site-built home. Recent Updates Include: • New Roof (2025) • A/C replaced (2023) • All kitchen appliances replaced (2023) • Nice Large she for plenty of storage • Inside Laundry room with Utility laundry tub • Covered Carport with plenty of space for 2 cars • Tile flooring throughout all wet areas and the laundry room • Beautiful Bahama shutters on most windows Location, Location, Location Conveniently located just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals, this home offers the perfect combination of comfort, convenience, and Florida lifestyle. Whether you're searching for a year-round residence or the perfect seasonal retreat, this exceptional home is an opportunity you won't want to miss.

3 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

OAKWOOD MANOR — WHERE FUN & FRIENDSHIP HAPPENS TURNKEY LIVING • FRIENDLY NEIGHBORS • UNBEATABLE VALUE Own your piece of paradise in Oakwood Manor, Sarasota's highly desirable resident-owned 55+ community located within the city limits. Spanning 90 beautifully landscaped acres, this vibrant community offers an exceptional resort-style lifestyle with remarkably low HOA fees of just $210 a month and no CDD or master association fees. Residents enjoy an impressive array of amenities including a welcoming clubhouse with commercial kitchen and event stage, fitness center, library, heated pool, oversized hot tub, bocce ball, shuffleboard, putt-putt golf, cornhole, and ping pong. Pickleball enthusiasts will appreciate the brand-new courts located just a short bike ride away along the Legacy Trail. With an active social calendar filled with events and activities, Oakwood Manor truly lives up to its reputation—where fun and friendship happen. A Rare Find — Impeccably Maintained & Truly Move-In Ready If you've been waiting for that special home, your search ends here. Built in 2005, this beautifully maintained 3-bedroom, 2-bath residence offers 1,545 square feet of thoughtfully designed living space and is being sold turnkey. Situated within easy walking distance of the community pool and amenities, this home is genuinely move-in ready—just bring your clothes and toothbrush. From the moment you step inside, you'll appreciate the spacious open floor plan, soaring ceilings, and abundant natural light streaming through numerous windows. The gourmet kitchen is designed to impress, featuring beautiful cabinetry, generous counter space, and an inviting layout that's perfect for everyday living and entertaining. The spacious primary suite includes a walk-in closet and an en-suite bath with a double vanity and walk-in shower. A standout feature rarely found in modular homes is the drywall construction throughout the walls and ceilings in most rooms, providing the look and feel of a traditional site-built home. Recent Updates Include: • New Roof (2025) • A/C replaced (2023) • All kitchen appliances replaced (2023) • Nice Large she for plenty of storage • Inside Laundry room with Utility laundry tub • Covered Carport with plenty of space for 2 cars • Tile flooring throughout all wet areas and the laundry room • Beautiful Bahama shutters on most windows Location, Location, Location Conveniently located just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals, this home offers the perfect combination of comfort, convenience, and Florida lifestyle. Whether you're searching for a year-round residence or the perfect seasonal retreat, this exceptional home is an opportunity you won't want to miss.

3324 Overcup Oak Terrace, Sarasota

$419,900

Investors with an eye for both stability and upside, take note: this fully occupied duplex delivers two distinct three-bedroom, one-and-a-half-bath residences under a single, income-producing roof. Each unit carries its own half bath cleverly tucked off the primary bedroom, with easy-care tile flowing throughout—a detail tenants adore and owners appreciate come maintenance time. The financials speak softly but persuasively. Both sides are leased to long-term residents, generating dependable monthly returns from day one, while a roster of meaningful upgrades quiets the usual investor anxieties: full re-piping completed in 2024, energy-conscious tankless water heaters, and a roof refreshed in 2017. Two detached storage sheds, each wired with electric, lend flexibility that savvy landlords rarely find. Currently served by well and septic, the property sits close to central utilities at the street, and an RMF-2 designation may even permit an accessory dwelling unit—an enticing avenue for amplified yield, subject to city verification. Location sweetens the proposition considerably. Lime Lake Park rests a short distance away, offering green respite within minutes. Booker High School anchors the neighborhood with educational appeal, while the Phuoc Loc Tho Oriental Supermarket adds delightful culinary character to weekly errands. Convenient bus access along North Lockwood Ridge Road keeps connectivity effortless for residents and prospective tenants alike. Rarely does a turnkey, dual-income asset arrive so thoughtfully maintained and so generously positioned. Schedule your private tour today and let the numbers, and the neighborhood, make the case.

6 Beds ⋅ 4 Baths ⋅ New Harlem SubDv. ⋅ 34234 Zip Code

Investors with an eye for both stability and upside, take note: this fully occupied duplex delivers two distinct three-bedroom, one-and-a-half-bath residences under a single, income-producing roof. Each unit carries its own half bath cleverly tucked off the primary bedroom, with easy-care tile flowing throughout—a detail tenants adore and owners appreciate come maintenance time. The financials speak softly but persuasively. Both sides are leased to long-term residents, generating dependable monthly returns from day one, while a roster of meaningful upgrades quiets the usual investor anxieties: full re-piping completed in 2024, energy-conscious tankless water heaters, and a roof refreshed in 2017. Two detached storage sheds, each wired with electric, lend flexibility that savvy landlords rarely find. Currently served by well and septic, the property sits close to central utilities at the street, and an RMF-2 designation may even permit an accessory dwelling unit—an enticing avenue for amplified yield, subject to city verification. Location sweetens the proposition considerably. Lime Lake Park rests a short distance away, offering green respite within minutes. Booker High School anchors the neighborhood with educational appeal, while the Phuoc Loc Tho Oriental Supermarket adds delightful culinary character to weekly errands. Convenient bus access along North Lockwood Ridge Road keeps connectivity effortless for residents and prospective tenants alike. Rarely does a turnkey, dual-income asset arrive so thoughtfully maintained and so generously positioned. Schedule your private tour today and let the numbers, and the neighborhood, make the case.

2228 25th Street Unit 2228/2232, Sarasota

$152,000

*Additional photos coming soon* Welcome to 3226 Sweet Bay Terrace in the highly desirable 55+ gated community of Oakwood Manor, the ONLY resident-owned manufactured home park within Sarasota city limits—meaning NO LOT RENT! This well-maintained 2-bedroom, 2-bathroom home offers seamless laminate flooring throughout the main living areas, kitchen, and bedrooms, creating a clean, cohesive look that's both stylish and easy to maintain. Enjoy added peace of mind with a June 2026 FULL ROOF RESTORATION, featuring a silicone roofing system over the existing metal pan roof and backed by a 10-YEAR TRANSFERABLE WARRANTY. Additional updates include a newer carport with upgraded tie-downs rated up to 150 mph (2017), HVAC (2016), and water heater (2011). Best of all, the home experienced no damage from the 2024 storms. Being offered FURNISHED, this home is truly move-in ready. Furnishings include, but are not limited to, a full-size bed in the primary bedroom, two twin beds in the guest bedroom, dining table and chairs, living room sofa, side table, TV stand with TV, chair with ottoman, some FL room/Lanai furniture, and an equipped kitchen with items needed for everyday living. The additional 8x12 shed provides for ample storage and utility space. Oakwood Manor is a beautifully maintained, gated 90-acre community offering an exceptional Florida lifestyle with a low $210/month maintenance fee, which includes lawn care, cable TV, access to the heated pool and spa, clubhouse amenities, and more. Residents enjoy a spacious clubhouse with a fitness room, library, billiards, commercial kitchen, event hall, stage, dance floor, and an active social calendar filled with year-round activities, clubs, shuffleboard, putt-putt, and community events. Ideally located adjacent to the Legacy Trail and Sarasota's city-managed pickleball courts. Oakwood Manor is located nearby downtown Sarasota and the sandy shores of Lido Beach is an easy drive, with convenient access to shopping, dining, Tamiami Trail, and I-75. Please note that Oakwood Manor is an age-restricted community and does not permit pets or motorcycles. Don't miss this opportunity to own an affordable home in one of Sarasota's most unique and sought-after resident-owned communities!

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

*Additional photos coming soon* Welcome to 3226 Sweet Bay Terrace in the highly desirable 55+ gated community of Oakwood Manor, the ONLY resident-owned manufactured home park within Sarasota city limits—meaning NO LOT RENT! This well-maintained 2-bedroom, 2-bathroom home offers seamless laminate flooring throughout the main living areas, kitchen, and bedrooms, creating a clean, cohesive look that's both stylish and easy to maintain. Enjoy added peace of mind with a June 2026 FULL ROOF RESTORATION, featuring a silicone roofing system over the existing metal pan roof and backed by a 10-YEAR TRANSFERABLE WARRANTY. Additional updates include a newer carport with upgraded tie-downs rated up to 150 mph (2017), HVAC (2016), and water heater (2011). Best of all, the home experienced no damage from the 2024 storms. Being offered FURNISHED, this home is truly move-in ready. Furnishings include, but are not limited to, a full-size bed in the primary bedroom, two twin beds in the guest bedroom, dining table and chairs, living room sofa, side table, TV stand with TV, chair with ottoman, some FL room/Lanai furniture, and an equipped kitchen with items needed for everyday living. The additional 8x12 shed provides for ample storage and utility space. Oakwood Manor is a beautifully maintained, gated 90-acre community offering an exceptional Florida lifestyle with a low $210/month maintenance fee, which includes lawn care, cable TV, access to the heated pool and spa, clubhouse amenities, and more. Residents enjoy a spacious clubhouse with a fitness room, library, billiards, commercial kitchen, event hall, stage, dance floor, and an active social calendar filled with year-round activities, clubs, shuffleboard, putt-putt, and community events. Ideally located adjacent to the Legacy Trail and Sarasota's city-managed pickleball courts. Oakwood Manor is located nearby downtown Sarasota and the sandy shores of Lido Beach is an easy drive, with convenient access to shopping, dining, Tamiami Trail, and I-75. Please note that Oakwood Manor is an age-restricted community and does not permit pets or motorcycles. Don't miss this opportunity to own an affordable home in one of Sarasota's most unique and sought-after resident-owned communities!

3226 Sweet Bay Terrace, Sarasota

$2,749,000

A rare opportunity to own a one of a kind custom built residence in the heart of downtown Sarasota, 1680 Cherry Lane is tucked into one of Laurel Park's most charming streets while being just moments from everything that makes downtown so special. Blending timeless architecture with modern luxury, this brand new residence offers an exceptional lifestyle defined by thoughtful design, refined finishes, and one of Sarasota's most coveted locations. Spanning 3,128 square feet, this thoughtfully designed two story home features five bedrooms and four bathrooms, including a first floor primary suite and an additional main level bedroom that can easily function as a private office, guest suite, or den. Upstairs, three additional bedrooms provide flexibility for family, guests, or multigenerational living, creating a floor plan that is equally suited for everyday living and entertaining. At the heart of the home, the open concept living spaces are centered around a beautifully appointed chef's kitchen featuring premium Thermador appliances, custom cabinetry, quartzite countertops, and an oversized island that seamlessly connects the kitchen, dining, and living areas. Expansive PGT impact rated windows and doors flood the home with natural light while creating a seamless connection to the outdoor living spaces, while the private pool provide the perfect backdrop for year round entertaining and relaxation. Located within the highly sought after Southside Elementary School district, this exceptional residence is just minutes from downtown Sarasota's acclaimed restaurants, boutique shopping, Burns Court, Bayfront Park, Marina Jack, the city's vibrant arts and cultural scene, and Sarasota's world renowned Gulf beaches. Combining custom craftsmanship, luxury finishes, and an unbeatable location, 1680 Cherry Lane presents a rare opportunity to own a brand new custom home in one of Sarasota's most desirable neighborhoods.

5 Beds ⋅ 4 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code

A rare opportunity to own a one of a kind custom built residence in the heart of downtown Sarasota, 1680 Cherry Lane is tucked into one of Laurel Park's most charming streets while being just moments from everything that makes downtown so special. Blending timeless architecture with modern luxury, this brand new residence offers an exceptional lifestyle defined by thoughtful design, refined finishes, and one of Sarasota's most coveted locations. Spanning 3,128 square feet, this thoughtfully designed two story home features five bedrooms and four bathrooms, including a first floor primary suite and an additional main level bedroom that can easily function as a private office, guest suite, or den. Upstairs, three additional bedrooms provide flexibility for family, guests, or multigenerational living, creating a floor plan that is equally suited for everyday living and entertaining. At the heart of the home, the open concept living spaces are centered around a beautifully appointed chef's kitchen featuring premium Thermador appliances, custom cabinetry, quartzite countertops, and an oversized island that seamlessly connects the kitchen, dining, and living areas. Expansive PGT impact rated windows and doors flood the home with natural light while creating a seamless connection to the outdoor living spaces, while the private pool provide the perfect backdrop for year round entertaining and relaxation. Located within the highly sought after Southside Elementary School district, this exceptional residence is just minutes from downtown Sarasota's acclaimed restaurants, boutique shopping, Burns Court, Bayfront Park, Marina Jack, the city's vibrant arts and cultural scene, and Sarasota's world renowned Gulf beaches. Combining custom craftsmanship, luxury finishes, and an unbeatable location, 1680 Cherry Lane presents a rare opportunity to own a brand new custom home in one of Sarasota's most desirable neighborhoods.

1680 Cherry Lane, Sarasota

$1,165,000

One of Sarasota’s most unique and sought-after acreage communities, DeSoto Acres combines country living with all the city conveniences! No HOA and No CDD makes this a unique choice for freedom. This stunning county estate is nestled on 2.24 acres of land that’s fully fenced and gated. This private estate features a beautifully updated main residence, a fully equipped guest house, sparkling pool, tranquil pond, fire pit gathering area, oversized workshop shed, and room to truly live the Florida lifestyle. The main home offers over 2,300 square feet of updated living space including a spacious living and dining area overlooking the pool, granite countertops throughout the home, custom cabinetry with pull-out shelving and built-in appliance storage. A convenient breakfast nook area with built-in seating and additional storage. Flexible office/den space that can serve as a fifth bedroom., and an outdoor private shower off of the primary suite which is also accessible to the pool. The guest house is perfect for guests, multigenerational living, rental income, or a private home office. The guest house is approximately 800-square-feet and includes a full kitchen, panty, spacious living room, large bedroom with walk in closet, and full bath. It also features a dedicated laundry room, screened lanai, and its own yard and garden areas. Step outside and enjoy your own private Sarasota retreat including a sparkling pool, scenic pond, fire pit overlooking the water, mature landscaping and a large shed with power. Half of the shed has been converted into a large chicken coop with room for 20+ chickens with its own run. This rare piece of paradise offers room for gardens, animals, RVs, boats, and is ready for your vision. Conveniently located near Sarasota's stunning beaches, SRQ airport, UTC and so much more! Additional Features include- • Fully fenced and gated 2.24 acres • Two separate gated entrances • 3-car side-entry garage • 2-car carport • Pull-through garage bay • Wind-rated garage doors • Two HVAC systems • Well with newer pump • Water softener, filtration, and aerator systems • Tankless water heaters • Workshop with dog wash station • X Flood Zone The neighborhood’s historic agricultural overlay allows horses, chickens, roosters, and many other farm animals while remaining just minutes from shopping, dining, medical facilities, downtown Sarasota, University Town Center, and Gulf Coast beaches. Rarely does a property offer this much land, flexibility, privacy, and value this close to everything Sarasota has to offer! Whether you’re seeking multigenerational living, a private retreat, space for a home-based business, hobby farm, or simply room to breathe, this property delivers opportunities that are increasingly difficult to find in Sarasota.

5 Beds ⋅ 3 Baths ⋅ Desoto Acres SubDv. ⋅ 34234 Zip Code

One of Sarasota’s most unique and sought-after acreage communities, DeSoto Acres combines country living with all the city conveniences! No HOA and No CDD makes this a unique choice for freedom. This stunning county estate is nestled on 2.24 acres of land that’s fully fenced and gated. This private estate features a beautifully updated main residence, a fully equipped guest house, sparkling pool, tranquil pond, fire pit gathering area, oversized workshop shed, and room to truly live the Florida lifestyle. The main home offers over 2,300 square feet of updated living space including a spacious living and dining area overlooking the pool, granite countertops throughout the home, custom cabinetry with pull-out shelving and built-in appliance storage. A convenient breakfast nook area with built-in seating and additional storage. Flexible office/den space that can serve as a fifth bedroom., and an outdoor private shower off of the primary suite which is also accessible to the pool. The guest house is perfect for guests, multigenerational living, rental income, or a private home office. The guest house is approximately 800-square-feet and includes a full kitchen, panty, spacious living room, large bedroom with walk in closet, and full bath. It also features a dedicated laundry room, screened lanai, and its own yard and garden areas. Step outside and enjoy your own private Sarasota retreat including a sparkling pool, scenic pond, fire pit overlooking the water, mature landscaping and a large shed with power. Half of the shed has been converted into a large chicken coop with room for 20+ chickens with its own run. This rare piece of paradise offers room for gardens, animals, RVs, boats, and is ready for your vision. Conveniently located near Sarasota's stunning beaches, SRQ airport, UTC and so much more! Additional Features include- • Fully fenced and gated 2.24 acres • Two separate gated entrances • 3-car side-entry garage • 2-car carport • Pull-through garage bay • Wind-rated garage doors • Two HVAC systems • Well with newer pump • Water softener, filtration, and aerator systems • Tankless water heaters • Workshop with dog wash station • X Flood Zone The neighborhood’s historic agricultural overlay allows horses, chickens, roosters, and many other farm animals while remaining just minutes from shopping, dining, medical facilities, downtown Sarasota, University Town Center, and Gulf Coast beaches. Rarely does a property offer this much land, flexibility, privacy, and value this close to everything Sarasota has to offer! Whether you’re seeking multigenerational living, a private retreat, space for a home-based business, hobby farm, or simply room to breathe, this property delivers opportunities that are increasingly difficult to find in Sarasota.

2515 49th Street, Sarasota

$739,000

Aggressively priced and ideally located West of the Trail just one block from Sarasota Bay, this spacious 4-bedroom, 4-bath residence offers exceptional value in one of Sarasota's most desirable neighborhoods. Situated on a beautifully maintained 1/3-acre lot, the property features over 2,800 square feet of living space with walk-up attic area. A sparkling pool, fully caged. A detached two-car garage with a attached two-car carport, and no HOA restrictions. The flexible floor plan includes three bedrooms on the main level, including a private guest suite with its own entrance, kitchenette, bedroom, and bath—ideal for multigenerational living, visiting guests, or as a proven income-producing rental opportunity. A dedicated laundry room is conveniently located off the kitchen. Upstairs, the walk-up attic level offers additional living space with a bedroom, a large bathroom with walk-in shower, and a smaller room perfect for a walk-in closet, office, or storage. A spacious bonus room provides excellent flexibility for a media room, game room, hobby space, or additional gathering area. The oversized lot offers plenty of room to enjoy Florida's outdoor lifestyle while providing privacy and space rarely found at this price point. Enjoy an unbeatable location just minutes from downtown Sarasota's dining, shopping, arts, and cultural attractions, SRQ Airport, UTC Mall, St. Armand's Circle, and the renowned beaches of Siesta Key, Lido Key, and Longboat Key. Nearby attractions also include the iconic The John and Mable Ringling Museum of Art. The home does require TLC and deferred maintenance, and has been priced accordingly to allow the next owner to make improvements and add personal touches while building immediate equity. Recent permitted improvements include impact windows (2022), new roof shingles on the main house (2021), reroofed garage and shed (2021), 3.5-ton 16 SEER HVAC system (2020), and interior renovations including closet modifications, enlarged living room entry, and bathroom vanity updates. Importantly, the property has never experienced flooding and sustained no hurricane damage in 2024. Opportunities combining this size, location, income potential, oversized lot, and value are increasingly rare. If you have vision and are looking for a home with great bones in a premier Sarasota location, this property is ready for its next chapter. All measurements are approximate and should be verified by the buyer.

4 Beds ⋅ 4 Baths ⋅ Bay Haven SubDv. ⋅ 34234 Zip Code

Aggressively priced and ideally located West of the Trail just one block from Sarasota Bay, this spacious 4-bedroom, 4-bath residence offers exceptional value in one of Sarasota's most desirable neighborhoods. Situated on a beautifully maintained 1/3-acre lot, the property features over 2,800 square feet of living space with walk-up attic area. A sparkling pool, fully caged. A detached two-car garage with a attached two-car carport, and no HOA restrictions. The flexible floor plan includes three bedrooms on the main level, including a private guest suite with its own entrance, kitchenette, bedroom, and bath—ideal for multigenerational living, visiting guests, or as a proven income-producing rental opportunity. A dedicated laundry room is conveniently located off the kitchen. Upstairs, the walk-up attic level offers additional living space with a bedroom, a large bathroom with walk-in shower, and a smaller room perfect for a walk-in closet, office, or storage. A spacious bonus room provides excellent flexibility for a media room, game room, hobby space, or additional gathering area. The oversized lot offers plenty of room to enjoy Florida's outdoor lifestyle while providing privacy and space rarely found at this price point. Enjoy an unbeatable location just minutes from downtown Sarasota's dining, shopping, arts, and cultural attractions, SRQ Airport, UTC Mall, St. Armand's Circle, and the renowned beaches of Siesta Key, Lido Key, and Longboat Key. Nearby attractions also include the iconic The John and Mable Ringling Museum of Art. The home does require TLC and deferred maintenance, and has been priced accordingly to allow the next owner to make improvements and add personal touches while building immediate equity. Recent permitted improvements include impact windows (2022), new roof shingles on the main house (2021), reroofed garage and shed (2021), 3.5-ton 16 SEER HVAC system (2020), and interior renovations including closet modifications, enlarged living room entry, and bathroom vanity updates. Importantly, the property has never experienced flooding and sustained no hurricane damage in 2024. Opportunities combining this size, location, income potential, oversized lot, and value are increasingly rare. If you have vision and are looking for a home with great bones in a premier Sarasota location, this property is ready for its next chapter. All measurements are approximate and should be verified by the buyer.

859 Patterson Drive, Sarasota

$2,799,000

Virtually Staged. Rare brand-new construction in the heart of Laurel Park, 1681 Oak Street offers the ideal blend of modern luxury, thoughtful functionality, and an unbeatable downtown Sarasota lifestyle. Perfectly positioned in one of Sarasota’s most sought-after neighborhoods, this newly built residence places you just moments from downtown dining, shopping, Bayfront Park, Burns Court, Marina Jack, and Sarasota’s world-renowned Gulf beaches, while offering the charm and convenience of coveted downtown living. Spanning 3,128 square feet, the thoughtfully designed two-story floor plan features five bedrooms and four baths, including a first-floor primary suite and an additional main-level bedroom that can easily function as a private office, guest suite, or den. Upstairs, three additional bedrooms provide flexibility for family, guests, or multigenerational living, creating a layout that balances everyday comfort with long-term versatility. Designed for both elevated entertaining and daily living, the open-concept interior is centered around a beautifully appointed kitchen with premium Thermador appliances, custom cabinetry, quartzite surfaces, and seamless connection to the main living spaces. Expansive impact-rated PGT windows and doors fill the home with natural light while providing peace of mind and enhancing the home’s clean, modern aesthetic. Outside, a serene private pool creates a true backyard retreat and extends the living experience outdoors for year-round enjoyment. Whether hosting friends after dinner downtown or enjoying a quiet afternoon at home, the outdoor setting offers the perfect balance of privacy and relaxation. Located within the highly sought-after Southside Elementary School district and just minutes from Sarasota’s beaches, cultural amenities, restaurants, parks, and waterfront, 1681 Oak Street presents a rare opportunity to own a newly built home in Laurel Park, where quality construction, location, and lifestyle come together in one exceptional offering.

5 Beds ⋅ 5 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code

Virtually Staged. Rare brand-new construction in the heart of Laurel Park, 1681 Oak Street offers the ideal blend of modern luxury, thoughtful functionality, and an unbeatable downtown Sarasota lifestyle. Perfectly positioned in one of Sarasota’s most sought-after neighborhoods, this newly built residence places you just moments from downtown dining, shopping, Bayfront Park, Burns Court, Marina Jack, and Sarasota’s world-renowned Gulf beaches, while offering the charm and convenience of coveted downtown living. Spanning 3,128 square feet, the thoughtfully designed two-story floor plan features five bedrooms and four baths, including a first-floor primary suite and an additional main-level bedroom that can easily function as a private office, guest suite, or den. Upstairs, three additional bedrooms provide flexibility for family, guests, or multigenerational living, creating a layout that balances everyday comfort with long-term versatility. Designed for both elevated entertaining and daily living, the open-concept interior is centered around a beautifully appointed kitchen with premium Thermador appliances, custom cabinetry, quartzite surfaces, and seamless connection to the main living spaces. Expansive impact-rated PGT windows and doors fill the home with natural light while providing peace of mind and enhancing the home’s clean, modern aesthetic. Outside, a serene private pool creates a true backyard retreat and extends the living experience outdoors for year-round enjoyment. Whether hosting friends after dinner downtown or enjoying a quiet afternoon at home, the outdoor setting offers the perfect balance of privacy and relaxation. Located within the highly sought-after Southside Elementary School district and just minutes from Sarasota’s beaches, cultural amenities, restaurants, parks, and waterfront, 1681 Oak Street presents a rare opportunity to own a newly built home in Laurel Park, where quality construction, location, and lifestyle come together in one exceptional offering.

1681 Oak Street, Sarasota

$152,000

Step inside 115 White Oak Way and you immediately feel it—this isn’t just a beautiful home, it’s a fresh start wrapped in Florida sunshine. Set in Oakwood Manor, Sarasota’s only gated, resident-owned manufactured home community, this beautifully updated 2 bedroom, 2 bath double-wide invites you to relax, unpack, and start living the lifestyle you’ve been picturing. With approximately 1,280 sq ft of living space, including a 240 sq ft enclosed lanai, there’s room to spread out, host friends, or simply enjoy a quiet morning coffee in your own private retreat. As you walk through the new front door, the luxury vinyl plank flooring with premium underlayment gives the home a seamless, designer look while staying easy to care for. Your eye is naturally drawn to the 2025 kitchen—a true showpiece—with new cabinetry, quartz countertops, and stainless steel appliances that make cooking feel effortless and entertaining feel fun again. Both bathrooms continue the story with tasteful, modern finishes, while new ceiling fans, updated lighting, refreshed outlets, and the new front door complete the move-in-ready, “no projects needed” experience buyers are hoping to find. The roof was resealed in 2024, and a 2014 3-ton Rheem HVAC system helps keep things cool and comfortable all year, giving you the peace of mind that the big items are already taken care of. Location inside the community matters, and this home delivers. Nestled near both access gates and just a short walk to the clubhouse, you’re close to everything without being in the middle of it. Oakwood Manor spans 90 beautifully maintained acres and is known as the place “where fun and friendship happen.” For a remarkably low $210/month, you enjoy land ownership plus resort-style amenities: a welcoming clubhouse with commercial kitchen, event stage, audio/visual setup, dance floor, fitness room, activity hall, and library. Step outside to a large heated pool with handicap ramp, hot tub, remodeled shower facilities, and plenty of tables and loungers under the Florida sky. Shaded by majestic oaks, the park-like setting offers a gazebo, picnic tables, community grill, putt-putt golf, bocce ball, shuffleboard, ping pong, horseshoes, and cornhole—perfect for days when you want to be as active or as relaxed as you choose. For those who love the outdoors, the location is hard to beat. The community sits adjacent to the Legacy Trail and just steps from 12 newer pickleball courts, making it easy to walk, bike, or play a quick match with friends. And when you’re ready to explore, you’re only a short drive to Sarasota’s crystal-sand beaches, downtown shops and restaurants, the marina, fishing pier, local golf courses, museums, SRQ airport, Sarasota Memorial, and Doctors Hospital. Please note: Oakwood Manor is a 55+ gated, land-owned community and the only manufactured home park within the Sarasota city limits. Community rules do not allow motorcycles or dogs; only qualified service or therapy animals are permitted. If you’ve been searching for a beautifully updated home in a friendly, amenity-rich neighborhood at an affordable monthly cost, 115 White Oak Way offers the lifestyle, location, and peace of mind you’ve been waiting for.

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

Step inside 115 White Oak Way and you immediately feel it—this isn’t just a beautiful home, it’s a fresh start wrapped in Florida sunshine. Set in Oakwood Manor, Sarasota’s only gated, resident-owned manufactured home community, this beautifully updated 2 bedroom, 2 bath double-wide invites you to relax, unpack, and start living the lifestyle you’ve been picturing. With approximately 1,280 sq ft of living space, including a 240 sq ft enclosed lanai, there’s room to spread out, host friends, or simply enjoy a quiet morning coffee in your own private retreat. As you walk through the new front door, the luxury vinyl plank flooring with premium underlayment gives the home a seamless, designer look while staying easy to care for. Your eye is naturally drawn to the 2025 kitchen—a true showpiece—with new cabinetry, quartz countertops, and stainless steel appliances that make cooking feel effortless and entertaining feel fun again. Both bathrooms continue the story with tasteful, modern finishes, while new ceiling fans, updated lighting, refreshed outlets, and the new front door complete the move-in-ready, “no projects needed” experience buyers are hoping to find. The roof was resealed in 2024, and a 2014 3-ton Rheem HVAC system helps keep things cool and comfortable all year, giving you the peace of mind that the big items are already taken care of. Location inside the community matters, and this home delivers. Nestled near both access gates and just a short walk to the clubhouse, you’re close to everything without being in the middle of it. Oakwood Manor spans 90 beautifully maintained acres and is known as the place “where fun and friendship happen.” For a remarkably low $210/month, you enjoy land ownership plus resort-style amenities: a welcoming clubhouse with commercial kitchen, event stage, audio/visual setup, dance floor, fitness room, activity hall, and library. Step outside to a large heated pool with handicap ramp, hot tub, remodeled shower facilities, and plenty of tables and loungers under the Florida sky. Shaded by majestic oaks, the park-like setting offers a gazebo, picnic tables, community grill, putt-putt golf, bocce ball, shuffleboard, ping pong, horseshoes, and cornhole—perfect for days when you want to be as active or as relaxed as you choose. For those who love the outdoors, the location is hard to beat. The community sits adjacent to the Legacy Trail and just steps from 12 newer pickleball courts, making it easy to walk, bike, or play a quick match with friends. And when you’re ready to explore, you’re only a short drive to Sarasota’s crystal-sand beaches, downtown shops and restaurants, the marina, fishing pier, local golf courses, museums, SRQ airport, Sarasota Memorial, and Doctors Hospital. Please note: Oakwood Manor is a 55+ gated, land-owned community and the only manufactured home park within the Sarasota city limits. Community rules do not allow motorcycles or dogs; only qualified service or therapy animals are permitted. If you’ve been searching for a beautifully updated home in a friendly, amenity-rich neighborhood at an affordable monthly cost, 115 White Oak Way offers the lifestyle, location, and peace of mind you’ve been waiting for.

115 White Oak Way, Sarasota

$229,900

Virtually Staged. Move-In Ready 3BR/2BA Condo in Villagio – Welcome to maintenance-free, resort-style living in the heart of Sarasota! This beautifully updated 3-bedroom, 2-bath condo in the sought-after gated community of Villagio offers comfort, style, and an unbeatable location just 10 minutes from vibrant downtown Sarasota. Step inside to find luxury vinyl plank flooring throughout, an open-concept living and dining area, and abundant natural light. The kitchen features updated stainless steel appliances and generous cabinet space, flowing seamlessly into the main living areas — perfect for entertaining. The spacious primary suite is a true retreat, complete with a walk-in closet and a private nook ideal for a home office, with sliders opening directly to your own patio. Both bathrooms have been tastefully updated with modern finishes. A large indoor laundry room adds everyday convenience, and two covered parking spaces are included. Major-system peace of mind comes standard: new water heater (2026), AC (2022) with a 10-year warranty, new roof (2021), and fresh exterior paint (2024). Living in Villagio means enjoying a wealth of resort-style amenities, including a heated community pool, clubhouse, fitness center, tennis court, putting green, picnic area, dog park, and playground — all maintained for you. The location simply can't be beat. You're directly across from Ed Smith Stadium (spring training home of the Baltimore Orioles), enjoy a private community entrance to Tuttle Elementary, and are minutes from downtown Sarasota's dining, shopping, arts, and world-famous Gulf Coast beaches. Don't miss this rare opportunity to own a turnkey condo in one of Sarasota's most convenient and amenity-rich communities. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code

Virtually Staged. Move-In Ready 3BR/2BA Condo in Villagio – Welcome to maintenance-free, resort-style living in the heart of Sarasota! This beautifully updated 3-bedroom, 2-bath condo in the sought-after gated community of Villagio offers comfort, style, and an unbeatable location just 10 minutes from vibrant downtown Sarasota. Step inside to find luxury vinyl plank flooring throughout, an open-concept living and dining area, and abundant natural light. The kitchen features updated stainless steel appliances and generous cabinet space, flowing seamlessly into the main living areas — perfect for entertaining. The spacious primary suite is a true retreat, complete with a walk-in closet and a private nook ideal for a home office, with sliders opening directly to your own patio. Both bathrooms have been tastefully updated with modern finishes. A large indoor laundry room adds everyday convenience, and two covered parking spaces are included. Major-system peace of mind comes standard: new water heater (2026), AC (2022) with a 10-year warranty, new roof (2021), and fresh exterior paint (2024). Living in Villagio means enjoying a wealth of resort-style amenities, including a heated community pool, clubhouse, fitness center, tennis court, putting green, picnic area, dog park, and playground — all maintained for you. The location simply can't be beat. You're directly across from Ed Smith Stadium (spring training home of the Baltimore Orioles), enjoy a private community entrance to Tuttle Elementary, and are minutes from downtown Sarasota's dining, shopping, arts, and world-famous Gulf Coast beaches. Don't miss this rare opportunity to own a turnkey condo in one of Sarasota's most convenient and amenity-rich communities. Schedule your private showing today!

1195 Villagio Circle Unit 101, Sarasota

$195,000

Welcome to Oakwood Manor, Sarasota's premier gated 55+ resident-owned community, offering an active resort-style lifestyle within the city limits of Sarasota. With owned lots (no land lease), low monthly fees, outstanding amenities, and beautifully maintained grounds, Oakwood Manor is one of the area's most desirable communities.This immaculate, move-in-ready home offers 1056 square ft of comfortable air-conditioned living space and is ideally situated on an oversized corner lot just a short stroll from the clubhouse and pool amenities. The thoughtfully designed floor plan features 2 bedrooms, 2 bathrooms, a spacious living area, and a beautifully remodeled kitchen complete with an island and open dining space. The open-concept design flows seamlessly into an oversized bonus room through sliding glass doors, creating the perfect setting for entertaining family and friends.Recent updates include attractive luxury laminate plank flooring throughout the main living areas and bedrooms, adding both style and durability. Outside, you'll find an extended driveway offering tandem parking, plus a large storage shed off the carport that's ideal for holiday decorations, tools, and additional belongings. The storage shed houses the washer and dryer, along with a convenient utility sink for outdoor projects and cleanup. The home is offered fully furnished (optional), providing a truly turnkey opportunity for its next owner.Oakwood Manor's exceptional amenities center around a spacious clubhouse featuring a commercial-grade kitchen, event stage, audio/visual equipment, dance floor, state-of-the-art fitness center, activities hall, library, movie and puzzle collection, and billiards room. Outdoor amenities include a large heated swimming pool with handicap-accessible ramp, a spacious kidney-shaped hot tub, ample lounge seating, umbrella tables, and updated shower facilities.Residents also enjoy beautifully shaded park areas beneath mature oak trees, picnic pavilions, community grills, a putting green, bocce ball, ping pong, cornhole, and a full calendar of social events and activities. The community is conveniently located adjacent to the Legacy Trail and 12 newer pickleball courts.Just minutes away are Sarasota's world-famous quartz sand beaches, including Siesta Key and Lido Key, as well as downtown Sarasota, marinas, fishing piers, golf courses, shopping, dining, cultural attractions, museums, the opera, Sarasota-Bradenton International Airport, UTC Mall, and Nathan Benderson Park.Don't miss this opportunity to enjoy affordable resort-style living in one of Sarasota's most sought-after resident-owned communities.

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

Welcome to Oakwood Manor, Sarasota's premier gated 55+ resident-owned community, offering an active resort-style lifestyle within the city limits of Sarasota. With owned lots (no land lease), low monthly fees, outstanding amenities, and beautifully maintained grounds, Oakwood Manor is one of the area's most desirable communities.This immaculate, move-in-ready home offers 1056 square ft of comfortable air-conditioned living space and is ideally situated on an oversized corner lot just a short stroll from the clubhouse and pool amenities. The thoughtfully designed floor plan features 2 bedrooms, 2 bathrooms, a spacious living area, and a beautifully remodeled kitchen complete with an island and open dining space. The open-concept design flows seamlessly into an oversized bonus room through sliding glass doors, creating the perfect setting for entertaining family and friends.Recent updates include attractive luxury laminate plank flooring throughout the main living areas and bedrooms, adding both style and durability. Outside, you'll find an extended driveway offering tandem parking, plus a large storage shed off the carport that's ideal for holiday decorations, tools, and additional belongings. The storage shed houses the washer and dryer, along with a convenient utility sink for outdoor projects and cleanup. The home is offered fully furnished (optional), providing a truly turnkey opportunity for its next owner.Oakwood Manor's exceptional amenities center around a spacious clubhouse featuring a commercial-grade kitchen, event stage, audio/visual equipment, dance floor, state-of-the-art fitness center, activities hall, library, movie and puzzle collection, and billiards room. Outdoor amenities include a large heated swimming pool with handicap-accessible ramp, a spacious kidney-shaped hot tub, ample lounge seating, umbrella tables, and updated shower facilities.Residents also enjoy beautifully shaded park areas beneath mature oak trees, picnic pavilions, community grills, a putting green, bocce ball, ping pong, cornhole, and a full calendar of social events and activities. The community is conveniently located adjacent to the Legacy Trail and 12 newer pickleball courts.Just minutes away are Sarasota's world-famous quartz sand beaches, including Siesta Key and Lido Key, as well as downtown Sarasota, marinas, fishing piers, golf courses, shopping, dining, cultural attractions, museums, the opera, Sarasota-Bradenton International Airport, UTC Mall, and Nathan Benderson Park.Don't miss this opportunity to enjoy affordable resort-style living in one of Sarasota's most sought-after resident-owned communities.

3318 Shingle Oak Terrace, Sarasota

$365,900

Virtually Staged. One or more photos have been virtually staged. Positioned in one of 34237’s most desirable and high-upside pockets, this 3-bedroom home offers the ultimate central lifestyle. Located just minutes from the quartz sands of Siesta Key Beach, the vibrant Downtown Arts District, Selby Gardens, and the Sarasota Memorial corridor, this mid-century block home perfectly balances character, location, and opportunity. Beyond the peace of mind of a newer roof, the residence showcases timeless mid-century elements, anchored by beautiful, seamless terrazzo flooring and striking exposed beam ceilings. The floor plan flows effortlessly, beginning with a curated kitchen that embraces its mid-century roots with bold turquoise cabinetry, stainless steel appliances, and a French-door refrigerator. The kitchen opens directly to an inviting dining area, while the neutral, sunlit living room provides an ideal layout for effortless entertaining or relaxed everyday living. The primary suite is bathed in natural Florida light through dual windows, balanced by a classic accent tone that adds distinct character. The third bedroom offers complete flexibility as a dedicated executive office, creative studio, or fitness space. A classic, pristine bathroom features a generous vanity and a deep tub/shower combination. For quiet moments, a versatile bonus room serves as a sun-drenched reading nook or a seamless bridge to the outdoors. Practicality meets lifestyle with a dedicated interior laundry and utility room equipped with built-in storage. Outside, the property transforms into a private tropical retreat, complete with mature landscaping, curated garden beds, and a substantial storage shed perfectly sized for your beach gear, e-bikes, and tools. With local farmers markets, neighborhood cafés, and cultural venues just around the corner—plus swift access to US-41, I-75, and SRQ Airport—this property is a rare find. Whether envisioned as a stylish primary residence, a seasonal getaway, or a short-term rental asset, this home delivers the quintessential Sarasota lifestyle at an increasingly rare price point. This kind of opportunity in central Sarasota doesn't sit long. Let's get you in for a private showing.

3 Beds ⋅ 1 Baths ⋅ Melody Heights SubDv. ⋅ 34237 Zip Code

Virtually Staged. One or more photos have been virtually staged. Positioned in one of 34237’s most desirable and high-upside pockets, this 3-bedroom home offers the ultimate central lifestyle. Located just minutes from the quartz sands of Siesta Key Beach, the vibrant Downtown Arts District, Selby Gardens, and the Sarasota Memorial corridor, this mid-century block home perfectly balances character, location, and opportunity. Beyond the peace of mind of a newer roof, the residence showcases timeless mid-century elements, anchored by beautiful, seamless terrazzo flooring and striking exposed beam ceilings. The floor plan flows effortlessly, beginning with a curated kitchen that embraces its mid-century roots with bold turquoise cabinetry, stainless steel appliances, and a French-door refrigerator. The kitchen opens directly to an inviting dining area, while the neutral, sunlit living room provides an ideal layout for effortless entertaining or relaxed everyday living. The primary suite is bathed in natural Florida light through dual windows, balanced by a classic accent tone that adds distinct character. The third bedroom offers complete flexibility as a dedicated executive office, creative studio, or fitness space. A classic, pristine bathroom features a generous vanity and a deep tub/shower combination. For quiet moments, a versatile bonus room serves as a sun-drenched reading nook or a seamless bridge to the outdoors. Practicality meets lifestyle with a dedicated interior laundry and utility room equipped with built-in storage. Outside, the property transforms into a private tropical retreat, complete with mature landscaping, curated garden beds, and a substantial storage shed perfectly sized for your beach gear, e-bikes, and tools. With local farmers markets, neighborhood cafés, and cultural venues just around the corner—plus swift access to US-41, I-75, and SRQ Airport—this property is a rare find. Whether envisioned as a stylish primary residence, a seasonal getaway, or a short-term rental asset, this home delivers the quintessential Sarasota lifestyle at an increasingly rare price point. This kind of opportunity in central Sarasota doesn't sit long. Let's get you in for a private showing.

330 Crosby Court, Sarasota

$270,000

Oakwood Manor — Where Fun and Friendship Happen Move-In Ready Home in One of Sarasota’s Most Loved 55+ Communities Experience resort-style living in the heart of Sarasota at Oakwood Manor, a beautifully maintained resident-owned 55+ community spanning 90 scenic acres. Enjoy an exceptional and affordable lifestyle with low HOA fees of just $210/ month and no CDD or master association fees. Pride of ownership shines throughout this meticulously maintained 1977-built home offering 2 bedrooms, 2 bathrooms, and 1,324 square feet of comfortable living space. Truly move-in ready, the owners have carefully updated and maintained the home so you can simply unpack and enjoy. Step inside to a spacious, light-filled sunroom surrounded by windows and accented with Plantation shutters — the perfect place to enjoy your morning coffee or unwind with a good book. The large kitchen features ample storage, granite countertops, designer cabinetry, and flows seamlessly into the dining area, creating an ideal layout for everyday living and entertaining. Kitchen Features: Granite countertops Updated kitchen cabinets Refrigerator only 3 months old Dishwasher Stove and microwave Tile backsplash Recent Updates Include: Newer windows A/C replaced in 2017 (3-ton, 14 SEER) Plumbing connected to city tap in 2017 Water heater replaced in 2025 Newer gutters Screened lanai added 2 years ago Whole-house water filtration system Upgraded tie-downs Carport screws replaced Community Amenities: Residents enjoy access to an impressive array of amenities, including: Clubhouse with commercial kitchen and event stage Fitness center Library Heated pool and spacious hot tub Bocce ball and shuffleboard courts Putt-putt golf Pickleball enthusiasts will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. This spotless home is ideally situated just steps from the clubhouse, providing convenient access to community activities and social events. Conveniently located near downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and nearby hospitals, Oakwood Manor offers the perfect blend of comfort, convenience, and active Florida living. Please note: no pets, motorcycles, or RVs permitted. Whether you are searching for a seasonal retreat or a full-time residence, this exceptional home is a must-see.

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

Oakwood Manor — Where Fun and Friendship Happen Move-In Ready Home in One of Sarasota’s Most Loved 55+ Communities Experience resort-style living in the heart of Sarasota at Oakwood Manor, a beautifully maintained resident-owned 55+ community spanning 90 scenic acres. Enjoy an exceptional and affordable lifestyle with low HOA fees of just $210/ month and no CDD or master association fees. Pride of ownership shines throughout this meticulously maintained 1977-built home offering 2 bedrooms, 2 bathrooms, and 1,324 square feet of comfortable living space. Truly move-in ready, the owners have carefully updated and maintained the home so you can simply unpack and enjoy. Step inside to a spacious, light-filled sunroom surrounded by windows and accented with Plantation shutters — the perfect place to enjoy your morning coffee or unwind with a good book. The large kitchen features ample storage, granite countertops, designer cabinetry, and flows seamlessly into the dining area, creating an ideal layout for everyday living and entertaining. Kitchen Features: Granite countertops Updated kitchen cabinets Refrigerator only 3 months old Dishwasher Stove and microwave Tile backsplash Recent Updates Include: Newer windows A/C replaced in 2017 (3-ton, 14 SEER) Plumbing connected to city tap in 2017 Water heater replaced in 2025 Newer gutters Screened lanai added 2 years ago Whole-house water filtration system Upgraded tie-downs Carport screws replaced Community Amenities: Residents enjoy access to an impressive array of amenities, including: Clubhouse with commercial kitchen and event stage Fitness center Library Heated pool and spacious hot tub Bocce ball and shuffleboard courts Putt-putt golf Pickleball enthusiasts will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. This spotless home is ideally situated just steps from the clubhouse, providing convenient access to community activities and social events. Conveniently located near downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and nearby hospitals, Oakwood Manor offers the perfect blend of comfort, convenience, and active Florida living. Please note: no pets, motorcycles, or RVs permitted. Whether you are searching for a seasonal retreat or a full-time residence, this exceptional home is a must-see.

3227 Bayberry Terrace, Sarasota

$460,000

Lender incentive available for qualified borrowers on primary residents only. Exceptional income-producing duplex located within the Sarasota city limits in desirable Flood Zone X, meaning no flood insurance is required. This solid block construction property offers multiple investment opportunities including owner-occupancy, short-term rentals, long-term rentals, student housing, or a hybrid income strategy. Located directly across from the revitalized North Water Tower Park, residents and guests can enjoy paved walking trails, a disc golf course, playground, covered picnic areas, public restrooms, and a water bottle filling station. Each private unit features 2 bedrooms and 1 bathroom with beautifully updated kitchens showcasing shaker cabinetry, quartz countertops, timeless restored terrazzo flooring, open-concept living areas, private laundry rooms, screened lanais, and covered carports with locked storage. Unlike many duplexes, the units do not share a common wall or yard space, offering enhanced privacy and reduced noise between occupants. Major capital improvements have already been completed within the past seven years, including the roof, dual HVAC systems, and water heaters. Additional investor-friendly features include separate utilities and durable block construction. The property’s central location provides quick access to Downtown Sarasota, Bradenton, Lakewood Ranch, SRQ Airport, Ringling College, New College, University of South Florida, and world-famous Gulf beaches, supporting a strong tenant and guest pipeline with future rental growth potential. According to the City of Sarasota permitting website, the occupancy use is listed as R1 Hotels/Motels/Boarding House, creating flexibility for multiple income-producing uses. Unit B has been operating as a short-term rental through Airbnb and VRBO since January 2026 and has already generated approximately $13,926 in rental revenue. Unit A is currently owner-occupied. The current owners originally purchased the property using FHA financing as their primary residence, demonstrating an excellent opportunity for buyers interested in “house hacking” by living in one unit while offsetting expenses with rental income from the other. With three major colleges nearby, the property also presents excellent potential for student housing demand. Whether you are an investor seeking cash flow, a buyer looking to offset monthly expenses through owner-occupancy, or someone searching for a flexible income-producing property in a rapidly growing Sarasota location, this duplex offers outstanding versatility and long-term upside potential.

4 Beds ⋅ 2 Baths ⋅ Harriet Sub SubDv. ⋅ 34234 Zip Code

Lender incentive available for qualified borrowers on primary residents only. Exceptional income-producing duplex located within the Sarasota city limits in desirable Flood Zone X, meaning no flood insurance is required. This solid block construction property offers multiple investment opportunities including owner-occupancy, short-term rentals, long-term rentals, student housing, or a hybrid income strategy. Located directly across from the revitalized North Water Tower Park, residents and guests can enjoy paved walking trails, a disc golf course, playground, covered picnic areas, public restrooms, and a water bottle filling station. Each private unit features 2 bedrooms and 1 bathroom with beautifully updated kitchens showcasing shaker cabinetry, quartz countertops, timeless restored terrazzo flooring, open-concept living areas, private laundry rooms, screened lanais, and covered carports with locked storage. Unlike many duplexes, the units do not share a common wall or yard space, offering enhanced privacy and reduced noise between occupants. Major capital improvements have already been completed within the past seven years, including the roof, dual HVAC systems, and water heaters. Additional investor-friendly features include separate utilities and durable block construction. The property’s central location provides quick access to Downtown Sarasota, Bradenton, Lakewood Ranch, SRQ Airport, Ringling College, New College, University of South Florida, and world-famous Gulf beaches, supporting a strong tenant and guest pipeline with future rental growth potential. According to the City of Sarasota permitting website, the occupancy use is listed as R1 Hotels/Motels/Boarding House, creating flexibility for multiple income-producing uses. Unit B has been operating as a short-term rental through Airbnb and VRBO since January 2026 and has already generated approximately $13,926 in rental revenue. Unit A is currently owner-occupied. The current owners originally purchased the property using FHA financing as their primary residence, demonstrating an excellent opportunity for buyers interested in “house hacking” by living in one unit while offsetting expenses with rental income from the other. With three major colleges nearby, the property also presents excellent potential for student housing demand. Whether you are an investor seeking cash flow, a buyer looking to offset monthly expenses through owner-occupancy, or someone searching for a flexible income-producing property in a rapidly growing Sarasota location, this duplex offers outstanding versatility and long-term upside potential.

993 Gary Street Unit A & B, Sarasota

$185,900

Welcome to Your Florida Lifestyle at Oakwood Manor BEAUTIFULLY UPDATED TURNKEY HOME NEAR DOWNTOWN SARASOTA AND BEACHES Live where every day feels like a vacation at Oakwood Manor — one of Sarasota’s most cherished resident-owned 55+ communities. Nestled within 90 beautifully landscaped acres inside the Sarasota city limits, Oakwood Manor offers the perfect blend of affordability, comfort, and active resort-style living — all for just $210/month HOA with no CDD or master association fees. This beautifully maintained 1976 home offers 2 bedrooms, 2 bathrooms, and 1,386 square feet of inviting living space. Being sold turnkey (excluding personal items), this home is truly move-in ready — just bring your suitcase and start enjoying the Florida sunshine. From the moment you arrive, you’ll appreciate the pride of ownership and meticulous care throughout. The bright and airy enclosed sunroom, wrapped in windows and filled with natural light, creates the perfect setting for morning coffee, afternoon reading, or gathering with friends. Inside, the spacious kitchen with abundant cabinetry flows effortlessly into the dining area, making entertaining easy and enjoyable. Both the kitchen and bathrooms have been tastefully updated, adding modern comfort while maintaining the home’s welcoming charm. Home Features & Recent Upgrades • Spacious 2-bedroom, 2-bath floor plan • Bright enclosed sunroom filled with natural light • Large kitchen with abundant cabinetry • Cooktop, wall oven, dishwasher, and refrigerator included • Updated kitchen and bathrooms • Newer windows throughout • A/C replaced in 2023 • Updated outdoor electrical service (2018) • PVC plumbing from home to street (2016) • Water heater less than 1 year old • Expanded shed featuring TWO air-conditioned rooms • Dedicated storage area • Laundry room with washer and dryer included • Decorative finished carport flooring Resort-Style Community Amenities Life at Oakwood Manor means there is always something to enjoy: • Heated swimming pool & oversized hot tub • Clubhouse with commercial kitchen & event stage • Fitness center • Library • Bocce ball & shuffleboard courts • Putt-putt golf • Active social calendar and friendly neighbors Love pickleball? You’re just a short bike ride from the Legacy Trail and its brand-new pickleball courts. Incredible Sarasota Location Enjoy being just minutes from everything that makes Sarasota special: • Downtown Sarasota • World-famous Siesta Key Beach • St. Armand's Circle shopping & dining • Sarasota-Bradenton International Airport • Nearby hospitals and medical facilities This spotless home is ideally located just steps from the clubhouse, making it easy to enjoy the community’s activities, events, and amenities. Please note: no pets, motorcycles, or RVs permitted. Whether you’re looking for a seasonal escape or a full-time Florida residence, this home offers the lifestyle you’ve been waiting for. Come discover why Oakwood Manor is one of Sarasota’s hidden gems.

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

Welcome to Your Florida Lifestyle at Oakwood Manor BEAUTIFULLY UPDATED TURNKEY HOME NEAR DOWNTOWN SARASOTA AND BEACHES Live where every day feels like a vacation at Oakwood Manor — one of Sarasota’s most cherished resident-owned 55+ communities. Nestled within 90 beautifully landscaped acres inside the Sarasota city limits, Oakwood Manor offers the perfect blend of affordability, comfort, and active resort-style living — all for just $210/month HOA with no CDD or master association fees. This beautifully maintained 1976 home offers 2 bedrooms, 2 bathrooms, and 1,386 square feet of inviting living space. Being sold turnkey (excluding personal items), this home is truly move-in ready — just bring your suitcase and start enjoying the Florida sunshine. From the moment you arrive, you’ll appreciate the pride of ownership and meticulous care throughout. The bright and airy enclosed sunroom, wrapped in windows and filled with natural light, creates the perfect setting for morning coffee, afternoon reading, or gathering with friends. Inside, the spacious kitchen with abundant cabinetry flows effortlessly into the dining area, making entertaining easy and enjoyable. Both the kitchen and bathrooms have been tastefully updated, adding modern comfort while maintaining the home’s welcoming charm. Home Features & Recent Upgrades • Spacious 2-bedroom, 2-bath floor plan • Bright enclosed sunroom filled with natural light • Large kitchen with abundant cabinetry • Cooktop, wall oven, dishwasher, and refrigerator included • Updated kitchen and bathrooms • Newer windows throughout • A/C replaced in 2023 • Updated outdoor electrical service (2018) • PVC plumbing from home to street (2016) • Water heater less than 1 year old • Expanded shed featuring TWO air-conditioned rooms • Dedicated storage area • Laundry room with washer and dryer included • Decorative finished carport flooring Resort-Style Community Amenities Life at Oakwood Manor means there is always something to enjoy: • Heated swimming pool & oversized hot tub • Clubhouse with commercial kitchen & event stage • Fitness center • Library • Bocce ball & shuffleboard courts • Putt-putt golf • Active social calendar and friendly neighbors Love pickleball? You’re just a short bike ride from the Legacy Trail and its brand-new pickleball courts. Incredible Sarasota Location Enjoy being just minutes from everything that makes Sarasota special: • Downtown Sarasota • World-famous Siesta Key Beach • St. Armand's Circle shopping & dining • Sarasota-Bradenton International Airport • Nearby hospitals and medical facilities This spotless home is ideally located just steps from the clubhouse, making it easy to enjoy the community’s activities, events, and amenities. Please note: no pets, motorcycles, or RVs permitted. Whether you’re looking for a seasonal escape or a full-time Florida residence, this home offers the lifestyle you’ve been waiting for. Come discover why Oakwood Manor is one of Sarasota’s hidden gems.

3221 Sumac Terrace, Sarasota

$599,000

**BACK ON MARKET! Buyer's financing fell through.** Tucked away on 2.15 private acres in the heart of DeSoto Acres, this One-of-a-Kind 3-bedroom, 3-bath property captures the essence of “Country Estates in the Heart of Town.” Spanning more than 850 acres of 2+ acre homesites, DeSoto Acres—renamed in 1945—remains Sarasota County’s largest RE-1 low-density community, celebrated for its rustic charm, canopy roads, and equestrian-friendly lifestyle just minutes from city conveniences. This inviting home offers exceptional versatility, making it an ideal primary residence, investment opportunity, or income-producing rental. Step inside to a welcoming, light-filled Florida sunroom that flows seamlessly into a screened patio—perfect for enjoying peaceful mornings and breezy evenings surrounded by nature. The thoughtfully designed layout includes a spacious primary suite with an en suite bathroom, large walk-in closet and a slider door that provides access to the tranquil side yard. A guest bedroom features a bonus den with direct access to a screened rear porch—an ideal retreat overlooking the shady, tree-filled preserve where birdsong and natural beauty abound. Adding even more value is a private 1-bedroom, 1-bath apartment with a kitchenette and separate entrance (completed in 2024), offering excellent potential for rental income, guest accommodations, or multigenerational living. The cozy main living area is anchored by a striking rock hearth fireplace and complemented by a Vermont Castings wood-burning stove, creating a warm and welcoming atmosphere. Recent upgrades include impact entry doors and a newer hot water heater for added peace of mind. Practical features abound with a 2-car carport, an attached 2.5-car garage, and ample storage space. Outdoors, the expansive property truly shines—featuring a 20' x 10' livestock corral ready for chickens, mini cows, or even a horse. With no deed restrictions, you’ll enjoy unmatched freedom, privacy, and the flexibility to create your own country lifestyle. This is a rare opportunity to own a slice of Old Florida charm with room to grow, invest, and live freely—all in a highly sought-after Sarasota location.

3 Beds ⋅ 3 Baths ⋅ Desoto Acres SubDv. ⋅ 34243 Zip Code

**BACK ON MARKET! Buyer's financing fell through.** Tucked away on 2.15 private acres in the heart of DeSoto Acres, this One-of-a-Kind 3-bedroom, 3-bath property captures the essence of “Country Estates in the Heart of Town.” Spanning more than 850 acres of 2+ acre homesites, DeSoto Acres—renamed in 1945—remains Sarasota County’s largest RE-1 low-density community, celebrated for its rustic charm, canopy roads, and equestrian-friendly lifestyle just minutes from city conveniences. This inviting home offers exceptional versatility, making it an ideal primary residence, investment opportunity, or income-producing rental. Step inside to a welcoming, light-filled Florida sunroom that flows seamlessly into a screened patio—perfect for enjoying peaceful mornings and breezy evenings surrounded by nature. The thoughtfully designed layout includes a spacious primary suite with an en suite bathroom, large walk-in closet and a slider door that provides access to the tranquil side yard. A guest bedroom features a bonus den with direct access to a screened rear porch—an ideal retreat overlooking the shady, tree-filled preserve where birdsong and natural beauty abound. Adding even more value is a private 1-bedroom, 1-bath apartment with a kitchenette and separate entrance (completed in 2024), offering excellent potential for rental income, guest accommodations, or multigenerational living. The cozy main living area is anchored by a striking rock hearth fireplace and complemented by a Vermont Castings wood-burning stove, creating a warm and welcoming atmosphere. Recent upgrades include impact entry doors and a newer hot water heater for added peace of mind. Practical features abound with a 2-car carport, an attached 2.5-car garage, and ample storage space. Outdoors, the expansive property truly shines—featuring a 20' x 10' livestock corral ready for chickens, mini cows, or even a horse. With no deed restrictions, you’ll enjoy unmatched freedom, privacy, and the flexibility to create your own country lifestyle. This is a rare opportunity to own a slice of Old Florida charm with room to grow, invest, and live freely—all in a highly sought-after Sarasota location.

2070 59th Street, Sarasota

$170,000

WELCOME TO WINDWARD ISLES – ONE OF SARASOTA’S MOST DESIRABLE RESIDENT-OWNED 55+ COMMUNITIES! This WELL-MAINTAINED 2 BEDROOM, 2 BATH DOUBLE-WIDE HOME offers the perfect blend of comfort, convenience, and FLORIDA LIFESTYLE LIVING. Built in 2003 and featuring APPROXIMATELY 930 SQ FT OF HEATED SPACE, this home sits on a nicely sized lot with COVERED PARKING, A PRIVATE DRIVEWAY, AND ADDITIONAL STORAGE SHED. Step inside to find a LIGHT AND BRIGHT FLOOR PLAN with LAMINATE FLOORING THROUGHOUT MAIN LIVING AREAS, a SPACIOUS LIVING ROOM, and a FUNCTIONAL KITCHEN equipped with CONVECTION OVEN, REFRIGERATOR, MICROWAVE, and more. The PRIMARY SUITE includes a WALK-IN CLOSET and EN-SUITE BATH, while the SPLIT BEDROOM DESIGN offers privacy for guests. Enjoy your morning coffee or evening relaxation from MULTIPLE OUTDOOR SPACES INCLUDING A SCREENED PORCH, FRONT PORCH, AND REAR PATIO—perfect for taking in Sarasota’s year-round sunshine. WINDWARD ISLES IS A LAND-OWNED CO-OP COMMUNITY offering residents access to a HEATED COMMUNITY POOL, RECREATIONAL FACILITIES, AND A FULL CALENDAR OF SOCIAL ACTIVITIES. The LOW HOA FEE (APPROX. $178/MONTH) INCLUDES WATER, TRASH, LAWN MAINTENANCE, AND COMMUNITY AMENITIES, making this an EXCEPTIONAL VALUE. Ideally located just minutes from SHOPPING, DINING, MEDICAL FACILITIES, AND WORLD-FAMOUS GULF BEACHES, this property offers both PEACEFUL COMMUNITY LIVING and EASY ACCESS TO EVERYTHING SARASOTA HAS TO OFFER. Whether you're looking for a SEASONAL RETREAT or a FULL-TIME RESIDENCE, this home is a fantastic opportunity to own in a HIGHLY SOUGHT-AFTER COMMUNITY. SCHEDULE YOUR PRIVATE SHOWING TODAY.

2 Beds ⋅ 2 Baths ⋅ Windward Isles SubDv. ⋅ 34233 Zip Code

WELCOME TO WINDWARD ISLES – ONE OF SARASOTA’S MOST DESIRABLE RESIDENT-OWNED 55+ COMMUNITIES! This WELL-MAINTAINED 2 BEDROOM, 2 BATH DOUBLE-WIDE HOME offers the perfect blend of comfort, convenience, and FLORIDA LIFESTYLE LIVING. Built in 2003 and featuring APPROXIMATELY 930 SQ FT OF HEATED SPACE, this home sits on a nicely sized lot with COVERED PARKING, A PRIVATE DRIVEWAY, AND ADDITIONAL STORAGE SHED. Step inside to find a LIGHT AND BRIGHT FLOOR PLAN with LAMINATE FLOORING THROUGHOUT MAIN LIVING AREAS, a SPACIOUS LIVING ROOM, and a FUNCTIONAL KITCHEN equipped with CONVECTION OVEN, REFRIGERATOR, MICROWAVE, and more. The PRIMARY SUITE includes a WALK-IN CLOSET and EN-SUITE BATH, while the SPLIT BEDROOM DESIGN offers privacy for guests. Enjoy your morning coffee or evening relaxation from MULTIPLE OUTDOOR SPACES INCLUDING A SCREENED PORCH, FRONT PORCH, AND REAR PATIO—perfect for taking in Sarasota’s year-round sunshine. WINDWARD ISLES IS A LAND-OWNED CO-OP COMMUNITY offering residents access to a HEATED COMMUNITY POOL, RECREATIONAL FACILITIES, AND A FULL CALENDAR OF SOCIAL ACTIVITIES. The LOW HOA FEE (APPROX. $178/MONTH) INCLUDES WATER, TRASH, LAWN MAINTENANCE, AND COMMUNITY AMENITIES, making this an EXCEPTIONAL VALUE. Ideally located just minutes from SHOPPING, DINING, MEDICAL FACILITIES, AND WORLD-FAMOUS GULF BEACHES, this property offers both PEACEFUL COMMUNITY LIVING and EASY ACCESS TO EVERYTHING SARASOTA HAS TO OFFER. Whether you're looking for a SEASONAL RETREAT or a FULL-TIME RESIDENCE, this home is a fantastic opportunity to own in a HIGHLY SOUGHT-AFTER COMMUNITY. SCHEDULE YOUR PRIVATE SHOWING TODAY.

346 Andros Drive, Sarasota

$435,000

Welcome to this well-maintained home located in the desirable Sarasota neighborhood of Sapphire Shores, offering comfort, style, and everyday convenience. The upgraded kitchen features sleek quartz countertops and GE Café appliances in a matte finish, delivering a modern, upscale look ideal for both daily living and entertaining. Wood laminate flooring flows throughout the main living areas, creating a warm, contemporary feel with easy maintenance. Enjoy the added value of a carport and a fully fenced yard, perfect for privacy, pets, or outdoor gatherings. The outdoor space offers endless potential—add a pool or create your own private oasis retreat. Cozy and conveniently located just minutes from Sarasota-Bradenton International Airport, this home combines comfort with accessibility. Ideally situated near shopping, dining, museums, and local attractions, this property offers a wonderful opportunity to enjoy Florida living in a sought-after area, with incredible sunset views at nearby Sun Circle Park or a short drive to all the entertainment and cultural offerings of Downtown Sarasota. ROOF 2018, A/C 2016, WH 2020, FENCE 2020

2 Beds ⋅ 1 Baths ⋅ Indian Beach Map Of SubDv. ⋅ 34234 Zip Code

Welcome to this well-maintained home located in the desirable Sarasota neighborhood of Sapphire Shores, offering comfort, style, and everyday convenience. The upgraded kitchen features sleek quartz countertops and GE Café appliances in a matte finish, delivering a modern, upscale look ideal for both daily living and entertaining. Wood laminate flooring flows throughout the main living areas, creating a warm, contemporary feel with easy maintenance. Enjoy the added value of a carport and a fully fenced yard, perfect for privacy, pets, or outdoor gatherings. The outdoor space offers endless potential—add a pool or create your own private oasis retreat. Cozy and conveniently located just minutes from Sarasota-Bradenton International Airport, this home combines comfort with accessibility. Ideally situated near shopping, dining, museums, and local attractions, this property offers a wonderful opportunity to enjoy Florida living in a sought-after area, with incredible sunset views at nearby Sun Circle Park or a short drive to all the entertainment and cultural offerings of Downtown Sarasota. ROOF 2018, A/C 2016, WH 2020, FENCE 2020

4111 Sarasota Avenue, Sarasota

$749,900

Welcome home to Corwood Park—where Sarasota living feels effortless. Tucked into one of the area's most sought-after pockets west of the Trail, this beautifully updated home offers the rare combination of move-in-ready comfort, a sparkling pool, and a lush, private setting on nearly a quarter acre. From the moment you arrive, mature tropical landscaping sets a peaceful, resort-like tone that continues throughout the property. Inside, the renovated kitchen is a standout, featuring crisp shaker cabinetry, new countertops, and stainless-steel appliances—a space designed for both everyday living and entertaining. New tile flooring flows throughout the home, the bathrooms have been tastefully updated, and impact-rated patio doors add both style and peace of mind. A new high-efficiency washer and dryer round out the thoughtful upgrades, so all you need to do is unpack and settle in. Step outside to your own private oasis: a refreshed pool area perfect for morning swims, weekend barbecues, or simply unwinding under the Florida sun. The spacious, beautifully shaded lot offers room to garden, play, or simply enjoy the outdoors in privacy. The location is hard to beat—just minutes from the shimmering waters of Sarasota Bay (hello, sunset views), the Ringling Museum, Sarasota Jungle Gardens, downtown Sarasota's dining and arts scene, SRQ Airport, and some of the area's most beautiful beaches. Whether you're searching for a forever home, a seasonal escape, or simply a place that feels like vacation every day, this Corwood Park gem checks every box—comfort, character, and an unbeatable address.

3 Beds ⋅ 2 Baths ⋅ Corwood Park SubDv. ⋅ 34234 Zip Code

Welcome home to Corwood Park—where Sarasota living feels effortless. Tucked into one of the area's most sought-after pockets west of the Trail, this beautifully updated home offers the rare combination of move-in-ready comfort, a sparkling pool, and a lush, private setting on nearly a quarter acre. From the moment you arrive, mature tropical landscaping sets a peaceful, resort-like tone that continues throughout the property. Inside, the renovated kitchen is a standout, featuring crisp shaker cabinetry, new countertops, and stainless-steel appliances—a space designed for both everyday living and entertaining. New tile flooring flows throughout the home, the bathrooms have been tastefully updated, and impact-rated patio doors add both style and peace of mind. A new high-efficiency washer and dryer round out the thoughtful upgrades, so all you need to do is unpack and settle in. Step outside to your own private oasis: a refreshed pool area perfect for morning swims, weekend barbecues, or simply unwinding under the Florida sun. The spacious, beautifully shaded lot offers room to garden, play, or simply enjoy the outdoors in privacy. The location is hard to beat—just minutes from the shimmering waters of Sarasota Bay (hello, sunset views), the Ringling Museum, Sarasota Jungle Gardens, downtown Sarasota's dining and arts scene, SRQ Airport, and some of the area's most beautiful beaches. Whether you're searching for a forever home, a seasonal escape, or simply a place that feels like vacation every day, this Corwood Park gem checks every box—comfort, character, and an unbeatable address.

630 Corwood Drive, Sarasota

$429,000

This well-maintained duplex is ideally situated just minutes from the airport, downtown Sarasota, and the area’s world-renowned beaches. The property features two separately metered units, offering strong rental appeal and ease of management: Unit 1: 3 bedrooms, 1 bathroom Unit 2: 2 bedrooms, 1 bathroom Both units are tenant-occupied with long-term leases in place, generating a gross monthly rent of $3,350. Tenants pay their own water and electric, keeping operating expenses low for the owner. Situated on a desirable corner lot, the property also includes laundry hookups for added tenant convenience. Major updates have already been completed, providing peace of mind for investors: Newer roof Updated central A/C units Upgraded electrical and plumbing systems Unique Financing Opportunity: The seller is open to creative financing options and currently has a mortgage on the property, making this an excellent opportunity for buyers seeking flexible terms.

5 Beds ⋅ 2 Baths ⋅ Newtown SubDv. ⋅ 34234 Zip Code

This well-maintained duplex is ideally situated just minutes from the airport, downtown Sarasota, and the area’s world-renowned beaches. The property features two separately metered units, offering strong rental appeal and ease of management: Unit 1: 3 bedrooms, 1 bathroom Unit 2: 2 bedrooms, 1 bathroom Both units are tenant-occupied with long-term leases in place, generating a gross monthly rent of $3,350. Tenants pay their own water and electric, keeping operating expenses low for the owner. Situated on a desirable corner lot, the property also includes laundry hookups for added tenant convenience. Major updates have already been completed, providing peace of mind for investors: Newer roof Updated central A/C units Upgraded electrical and plumbing systems Unique Financing Opportunity: The seller is open to creative financing options and currently has a mortgage on the property, making this an excellent opportunity for buyers seeking flexible terms.

1610 22nd Street, Sarasota

$3,750,000

There is only one – Shore Thing. Confident in name and effortless in design, Shore Thing captures the essence of coastal living with a refined, modern ease. Positioned a short stroll from the Lido Key’s beautiful beach with sweeping Gulf views, the residence blends natural textures, soft whites, and hues of blue to create a palette that feels both relaxed and elevated. Wicker accents, warm wood tones, and subtle gold finishes throughout the kitchen and baths introduce a layer of understated luxury that is both current and timeless. Designed for gathering across multiple levels, the home offers over 4,000 square feet of thoughtfully composed living space. The main living level features a fully equipped chef’s kitchen, expansive dining and living areas, and seamless access to a balcony for indoor-outdoor flow. Six bedrooms, including multiple en-suite retreats and custom bunk accommodations, provide flexibility for hosting family and guests with ease. A secondary club level introduces an additional living space complete with wet bar, gaming, and access to an upper terrace with panoramic views of the Gulf of Mexico, Lido Key, and downtown Sarasota. The rooftop deck offers a quiet vantage point for sunrise and sunset, reinforcing the home’s connection to its coastal surroundings. At ground level, the outdoor experience is equally considered — a resort-style pool and spa, covered patio with dining and lounge seating, outdoor grill, and recreational elements including ping pong create a private setting designed for both relaxation and entertainment. Ample parking, beach gear storage, and thoughtful utility spaces enhance everyday functionality. Playful in spirit yet composed in execution, Shore Thing is a residence that delivers exactly what its name suggests — a coastal experience that feels both certain and exceptional. This residence, teeming with innovative engineering and durable materials, is built to withstand coastal elements and the vibrancy of large gatherings and festive coastal vacations. More than a home, Shore Thing is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon. Furnishings available under a separate bill of sale.

6 Beds ⋅ 7 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code

There is only one – Shore Thing. Confident in name and effortless in design, Shore Thing captures the essence of coastal living with a refined, modern ease. Positioned a short stroll from the Lido Key’s beautiful beach with sweeping Gulf views, the residence blends natural textures, soft whites, and hues of blue to create a palette that feels both relaxed and elevated. Wicker accents, warm wood tones, and subtle gold finishes throughout the kitchen and baths introduce a layer of understated luxury that is both current and timeless. Designed for gathering across multiple levels, the home offers over 4,000 square feet of thoughtfully composed living space. The main living level features a fully equipped chef’s kitchen, expansive dining and living areas, and seamless access to a balcony for indoor-outdoor flow. Six bedrooms, including multiple en-suite retreats and custom bunk accommodations, provide flexibility for hosting family and guests with ease. A secondary club level introduces an additional living space complete with wet bar, gaming, and access to an upper terrace with panoramic views of the Gulf of Mexico, Lido Key, and downtown Sarasota. The rooftop deck offers a quiet vantage point for sunrise and sunset, reinforcing the home’s connection to its coastal surroundings. At ground level, the outdoor experience is equally considered — a resort-style pool and spa, covered patio with dining and lounge seating, outdoor grill, and recreational elements including ping pong create a private setting designed for both relaxation and entertainment. Ample parking, beach gear storage, and thoughtful utility spaces enhance everyday functionality. Playful in spirit yet composed in execution, Shore Thing is a residence that delivers exactly what its name suggests — a coastal experience that feels both certain and exceptional. This residence, teeming with innovative engineering and durable materials, is built to withstand coastal elements and the vibrancy of large gatherings and festive coastal vacations. More than a home, Shore Thing is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon. Furnishings available under a separate bill of sale.

209 Garfield Drive, Sarasota

$219,000

This home combines convenience and style in a welcoming well-maintained and vibrant gated community. ABOUT THE HOME: This beautifully designed 2008 Manufactured home has 1,278 sf of living space and an ideal layout with the 2-bedroom 2 bath split floor plan offering both privacy and comfort, featuring a spacious living room with high ceilings and windows, perfect for relaxing or entertaining. The home includes a formal dining area with an oval dining set and a large kitchen with ample cabinets and a tile backsplash, pantry, refrigerator, stove, dishwasher and garbage disposal, complemented by a cozy breakfast dinette with a round table and seating for 4, a mounted flat screen TV and a sliding glass door leading to the carport—an ideal space for casual dining, games or working a puzzle. Just off the breakfast dinette are the full sized washer and dryer housed in a laundry closet. The large primary suite serves as a private retreat with a king bed, chest drawers, desk and walk in closet. This space is complete with an expansive en suite bathroom featuring dual sinks, a walk-in shower and WC nook. Sky lights in both bathrooms provide natural lighting. The large carport is roomy enough for 2 vehicles and/or an outdoor covered living area. The shed provides extra storage space. Home is partially furnished. Shingle roof replaced 1/2024 - Drywall in Living, Dining, and both Bedrooms ABOUT THE COMMUNITY: Oakwood Manor is located in the ONLY Resident Owned Park in the City limits of Sarasota!! The gated 90 acre community boasts a low maintenance fee of $210/month - affording a big "bang for your buck" with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community shuffle board courts, putt putt course, bocce ball, ping pong and corn hole. Please note that Oakwood is a 55+, no pet, no motorcycle Park. AREA INTEREST: Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals.

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

This home combines convenience and style in a welcoming well-maintained and vibrant gated community. ABOUT THE HOME: This beautifully designed 2008 Manufactured home has 1,278 sf of living space and an ideal layout with the 2-bedroom 2 bath split floor plan offering both privacy and comfort, featuring a spacious living room with high ceilings and windows, perfect for relaxing or entertaining. The home includes a formal dining area with an oval dining set and a large kitchen with ample cabinets and a tile backsplash, pantry, refrigerator, stove, dishwasher and garbage disposal, complemented by a cozy breakfast dinette with a round table and seating for 4, a mounted flat screen TV and a sliding glass door leading to the carport—an ideal space for casual dining, games or working a puzzle. Just off the breakfast dinette are the full sized washer and dryer housed in a laundry closet. The large primary suite serves as a private retreat with a king bed, chest drawers, desk and walk in closet. This space is complete with an expansive en suite bathroom featuring dual sinks, a walk-in shower and WC nook. Sky lights in both bathrooms provide natural lighting. The large carport is roomy enough for 2 vehicles and/or an outdoor covered living area. The shed provides extra storage space. Home is partially furnished. Shingle roof replaced 1/2024 - Drywall in Living, Dining, and both Bedrooms ABOUT THE COMMUNITY: Oakwood Manor is located in the ONLY Resident Owned Park in the City limits of Sarasota!! The gated 90 acre community boasts a low maintenance fee of $210/month - affording a big "bang for your buck" with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community shuffle board courts, putt putt course, bocce ball, ping pong and corn hole. Please note that Oakwood is a 55+, no pet, no motorcycle Park. AREA INTEREST: Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals.

3319 Overcup Oak Terrace, Sarasota

$184,900

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN! ONE OF OAKWOOD MANORS MOST DESIRABLE PRIVATE LOT Welcome to Oakwood Manor, a highly sought-after 55+ resident-owned community located within Sarasota city limits. Nestled on 90 lush acres, this vibrant neighborhood offers an exceptional resort-style lifestyle for just $210/month. Residents enjoy an impressive array of amenities, including a lively clubhouse with commercial kitchen, event stage, fitness center, and library. Relax in the heated pool or spacious hot tub, or stay active with bocce ball, shuffleboard, cornhole, putt-putt, and ping pong. Pickleball enthusiasts will love the brand-new courts along the nearby Legacy Trail—just a short bike ride away. With a full calendar of activities and events, Oakwood Manor truly lives up to its motto: where fun and friendship happen. This move-in-ready, beautifully updated home is offered in stylish decorator colors—just bring your toothbrush! Pride of ownership is evident from the moment you step inside this spacious 2-bedroom, 2-bath home offering 1,120 sq. ft. under air. Looking for privacy? This is one of the most desirable lots in the community—no neighbors on one side and none behind. Enjoy peaceful canal views right from your dining and living areas, a rare find in Oakwood Manor. Notable Features & Updates: Plumbing from home to city tap replaced (2017) A/C replaced (2022) New roof (2023) New carport built to current building code (2024) Laminate flooring throughout (2020), New laminate flooring and subfloor replaced in both bedrooms 2026 Updated kitchen with ample storage, pantry, and wine rack Appliances: stove (2020), refrigerator (2020) Both bathrooms beautifully updated with decorator tile showers Enjoy outdoor living with a private backyard—perfect for barbecues or relaxing on cool Florida evenings. The charming front porch is another ideal spot to unwind. All of this is just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and medical facilities. Whether you're searching for a full-time residence or seasonal getaway, this home is a must-see. Purchase now and enjoy the upcoming season in your very own Sarasota paradise!

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN! ONE OF OAKWOOD MANORS MOST DESIRABLE PRIVATE LOT Welcome to Oakwood Manor, a highly sought-after 55+ resident-owned community located within Sarasota city limits. Nestled on 90 lush acres, this vibrant neighborhood offers an exceptional resort-style lifestyle for just $210/month. Residents enjoy an impressive array of amenities, including a lively clubhouse with commercial kitchen, event stage, fitness center, and library. Relax in the heated pool or spacious hot tub, or stay active with bocce ball, shuffleboard, cornhole, putt-putt, and ping pong. Pickleball enthusiasts will love the brand-new courts along the nearby Legacy Trail—just a short bike ride away. With a full calendar of activities and events, Oakwood Manor truly lives up to its motto: where fun and friendship happen. This move-in-ready, beautifully updated home is offered in stylish decorator colors—just bring your toothbrush! Pride of ownership is evident from the moment you step inside this spacious 2-bedroom, 2-bath home offering 1,120 sq. ft. under air. Looking for privacy? This is one of the most desirable lots in the community—no neighbors on one side and none behind. Enjoy peaceful canal views right from your dining and living areas, a rare find in Oakwood Manor. Notable Features & Updates: Plumbing from home to city tap replaced (2017) A/C replaced (2022) New roof (2023) New carport built to current building code (2024) Laminate flooring throughout (2020), New laminate flooring and subfloor replaced in both bedrooms 2026 Updated kitchen with ample storage, pantry, and wine rack Appliances: stove (2020), refrigerator (2020) Both bathrooms beautifully updated with decorator tile showers Enjoy outdoor living with a private backyard—perfect for barbecues or relaxing on cool Florida evenings. The charming front porch is another ideal spot to unwind. All of this is just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and medical facilities. Whether you're searching for a full-time residence or seasonal getaway, this home is a must-see. Purchase now and enjoy the upcoming season in your very own Sarasota paradise!

3218 Oakwood Boulevard S, Sarasota

$159,900

OAKWOOD MANOR — WHERE FUN, FRIENDSHIP, AND FLORIDA LIVING COME TOGETHER AFFORDABLE, ACTIVE AND ABSOLUTELY CHARMING Enjoy easy Florida living in one of Sarasota's most welcoming community where neighbors become friends and every day feels like a vacation. Located within the Sarasota city limits, Oakwood Manor is a beautifully maintained resident-owned 55+ community set on 90 lush acres. This highly sought-after neighborhood offers an exceptional and affordable lifestyle with an incredibly low $210 monthly fee, making it one of Sarasota’s best-kept secrets. Life here is all about enjoying the moment. Residents gather at the spacious clubhouse featuring a commercial kitchen, event stage, fitness center, and library. Spend your days relaxing in the heated pool or oversized hot tub, or stay active with bocce ball, shuffleboard, putt-putt, ping-pong, and the brand-new pickleball courts. The nearby Legacy Trail offers beautiful biking and walking just minutes from your door. Step inside this pristine, beautifully updated and fully furnished 2-bedroom, 2-bath home offering 1,120 sq. ft. of bright, open living space A BRAND NEW ROOF (2024) NEW 15 SEER AC WITH UPDATED DUCTWORK and updated bathrooms. Other Recent updates include: Beautifully updated bathrooms (2024) Full-size washer and dryer Refrigerator, range, and dishwasher included Freshly painted walls and ceilings in soft designer colors New Florida room flooring (2025) Perfectly located just steps from the amenity center, where you can enjoy the best of Oakwood Manor without even needing to get in the car. When you do venture out, you are only minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals. Please note: Oakwood Manor does not allow pets, motorcycles, or RVs. This isn’t just a home — it’s a lifestyle filled with sunshine, friendships, and the relaxed Florida living you’ve been dreaming of.

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

OAKWOOD MANOR — WHERE FUN, FRIENDSHIP, AND FLORIDA LIVING COME TOGETHER AFFORDABLE, ACTIVE AND ABSOLUTELY CHARMING Enjoy easy Florida living in one of Sarasota's most welcoming community where neighbors become friends and every day feels like a vacation. Located within the Sarasota city limits, Oakwood Manor is a beautifully maintained resident-owned 55+ community set on 90 lush acres. This highly sought-after neighborhood offers an exceptional and affordable lifestyle with an incredibly low $210 monthly fee, making it one of Sarasota’s best-kept secrets. Life here is all about enjoying the moment. Residents gather at the spacious clubhouse featuring a commercial kitchen, event stage, fitness center, and library. Spend your days relaxing in the heated pool or oversized hot tub, or stay active with bocce ball, shuffleboard, putt-putt, ping-pong, and the brand-new pickleball courts. The nearby Legacy Trail offers beautiful biking and walking just minutes from your door. Step inside this pristine, beautifully updated and fully furnished 2-bedroom, 2-bath home offering 1,120 sq. ft. of bright, open living space A BRAND NEW ROOF (2024) NEW 15 SEER AC WITH UPDATED DUCTWORK and updated bathrooms. Other Recent updates include: Beautifully updated bathrooms (2024) Full-size washer and dryer Refrigerator, range, and dishwasher included Freshly painted walls and ceilings in soft designer colors New Florida room flooring (2025) Perfectly located just steps from the amenity center, where you can enjoy the best of Oakwood Manor without even needing to get in the car. When you do venture out, you are only minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals. Please note: Oakwood Manor does not allow pets, motorcycles, or RVs. This isn’t just a home — it’s a lifestyle filled with sunshine, friendships, and the relaxed Florida living you’ve been dreaming of.

3312 Overcup Oak Terrace, Sarasota

$165,000

Welcome to this well maintained turnkey furnished home located in the ONLY Resident Owned Park in the City limits of Sarasota!! This 2 bed 2 bath 1,056sf home is positioned close to the clubhouse and both access gates. The comfortably furnished large living room is just off the kitchen and dining and has sliders that lead to the 220 sf Florida room. The kitchen is a wide galley with a breakfast counter space, pantry and storage closet. The dining room has a built in server giving plenty of additional storage. The primary suite has a king bed set, extra large walk in closet and remodeled bath with a step in shower. The guest bedroom is outfitted with a queen bed set. The full guest bath has a tub/shower and high profile stool. The Florida room has a newer insulated roof, wall to wall windows that overlook the greenbelt ( no mobile home directly across ) and exterior access door, carpet installed 2019 and a newer ceiling fan/light. The shed houses the washer/dryer water heater, utility sink plus plenty of space for additional storage. Updates include: Galv Metal Roof Over to main home 2019, Florida Room Insulated Roof Over 2021, Carport has reinforced braces, HVAC 2013, Luxury Vinyl plank flooring 2020, carpeting 2009 & 2019, subfloors replaced throughout with plywood, some windows updated, water heater 40 gal 2023 in shed, interior breaker box 2022, vapor barrier 2013, sewer line PVC, plumbing lines 2012. Hurricane shutters give added protection to the East and South windows. The gated 90 acre community boasts a low maintenance fee with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community putt putt course, bocce ball, ping pong and corn hole. Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals. Please note that Oakwood is a 55+, no pet, no motorcycle Park.

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

Welcome to this well maintained turnkey furnished home located in the ONLY Resident Owned Park in the City limits of Sarasota!! This 2 bed 2 bath 1,056sf home is positioned close to the clubhouse and both access gates. The comfortably furnished large living room is just off the kitchen and dining and has sliders that lead to the 220 sf Florida room. The kitchen is a wide galley with a breakfast counter space, pantry and storage closet. The dining room has a built in server giving plenty of additional storage. The primary suite has a king bed set, extra large walk in closet and remodeled bath with a step in shower. The guest bedroom is outfitted with a queen bed set. The full guest bath has a tub/shower and high profile stool. The Florida room has a newer insulated roof, wall to wall windows that overlook the greenbelt ( no mobile home directly across ) and exterior access door, carpet installed 2019 and a newer ceiling fan/light. The shed houses the washer/dryer water heater, utility sink plus plenty of space for additional storage. Updates include: Galv Metal Roof Over to main home 2019, Florida Room Insulated Roof Over 2021, Carport has reinforced braces, HVAC 2013, Luxury Vinyl plank flooring 2020, carpeting 2009 & 2019, subfloors replaced throughout with plywood, some windows updated, water heater 40 gal 2023 in shed, interior breaker box 2022, vapor barrier 2013, sewer line PVC, plumbing lines 2012. Hurricane shutters give added protection to the East and South windows. The gated 90 acre community boasts a low maintenance fee with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community putt putt course, bocce ball, ping pong and corn hole. Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals. Please note that Oakwood is a 55+, no pet, no motorcycle Park.

3232 Ash Terrace, Sarasota

$1,800,000

One or more photo(s) has been virtually staged. 425 Partridge Circle is a rare Mid-century Modern gem in the heart of Bird Key, originally designed in the 1960s by noted architect John M. Crowell. Set on a lush garden lot surrounded by mature tropical landscaping, this home blends iconic architectural features with thoughtful modern updates. The residence offers an open floor plan enhanced by expansive windows that invite in beautiful natural light and frame the vibrant tropical landscape and pool area. The striking coral-mantled woodburning/gas fireplace, high ceilings, stone countertops, Viking gas range with vent hood, and wine refrigerator all contribute to the home’s refined character. The two-story pool cage further elevates the setting, creating a dramatic sense of space and a completely private outdoor oasis. The main-floor primary suite features a spacious bathroom with a private outdoor shower, along with two closets—one a generous walk-in and the other a built-in wardrobe. Upstairs, a secluded guest suite offers ideal privacy and is complemented by a versatile flex room that can serve as an additional bedroom, office, or media room, along with its own full bath. Outdoors, the property transforms into a resort-like retreat with a heated saltwater pool designed by Lucas Lagoons, complete with a waterfall, spa, and grotto elements. The screened-in pool area includes an outdoor kitchen and shower, perfect for year-round enjoyment. The landscaping and irrigation system have been fully renewed, including a dedicated irrigation well. The metal roof was installed in 2024 and pool equipment replaced in 2023. In addition to its architectural significance, the property offers exceptional flexibility—whether you choose to further enhance this mid-century modern residence or start fresh and build a custom home from the ground up you have the freedom to bring your vision to life without limitation. Located just minutes from Lido Beach, St. Armands Circle, downtown Sarasota, and SRQ Airport, and within close proximity to the Bird Key Yacht Club, this home offers an exceptional combination of architectural pedigree, modern comfort, and an unparalleled island lifestyle. This is a rare opportunity to own a piece of Sarasota’s design history in one of its most sought-after neighborhoods.

2 Beds ⋅ 3 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code

One or more photo(s) has been virtually staged. 425 Partridge Circle is a rare Mid-century Modern gem in the heart of Bird Key, originally designed in the 1960s by noted architect John M. Crowell. Set on a lush garden lot surrounded by mature tropical landscaping, this home blends iconic architectural features with thoughtful modern updates. The residence offers an open floor plan enhanced by expansive windows that invite in beautiful natural light and frame the vibrant tropical landscape and pool area. The striking coral-mantled woodburning/gas fireplace, high ceilings, stone countertops, Viking gas range with vent hood, and wine refrigerator all contribute to the home’s refined character. The two-story pool cage further elevates the setting, creating a dramatic sense of space and a completely private outdoor oasis. The main-floor primary suite features a spacious bathroom with a private outdoor shower, along with two closets—one a generous walk-in and the other a built-in wardrobe. Upstairs, a secluded guest suite offers ideal privacy and is complemented by a versatile flex room that can serve as an additional bedroom, office, or media room, along with its own full bath. Outdoors, the property transforms into a resort-like retreat with a heated saltwater pool designed by Lucas Lagoons, complete with a waterfall, spa, and grotto elements. The screened-in pool area includes an outdoor kitchen and shower, perfect for year-round enjoyment. The landscaping and irrigation system have been fully renewed, including a dedicated irrigation well. The metal roof was installed in 2024 and pool equipment replaced in 2023. In addition to its architectural significance, the property offers exceptional flexibility—whether you choose to further enhance this mid-century modern residence or start fresh and build a custom home from the ground up you have the freedom to bring your vision to life without limitation. Located just minutes from Lido Beach, St. Armands Circle, downtown Sarasota, and SRQ Airport, and within close proximity to the Bird Key Yacht Club, this home offers an exceptional combination of architectural pedigree, modern comfort, and an unparalleled island lifestyle. This is a rare opportunity to own a piece of Sarasota’s design history in one of its most sought-after neighborhoods.

425 Partridge Circle, Sarasota

$525,000

Investment opportunity, a corner lot duplex, located between downtown and Ringling College. Each unit has 725 sq ft with 2 bedrooms, 1 bath and the convenience of an attached carport. New Roof in 2025, Re-pipe, roof 2011. Each unit has a fenced in yard, Mango and Avocado trees in one side. Tenants are currently in place on a month to month. Being sold As Is. Please do not disturb tenants. A great investment in an unbeatable location, with all of the amenities of downtown Sarasota, local colleges, St Armands Circle, and beaches near by.

4 Beds ⋅ 2 Baths ⋅ Walpoles Sub SubDv. ⋅ 34237 Zip Code

Investment opportunity, a corner lot duplex, located between downtown and Ringling College. Each unit has 725 sq ft with 2 bedrooms, 1 bath and the convenience of an attached carport. New Roof in 2025, Re-pipe, roof 2011. Each unit has a fenced in yard, Mango and Avocado trees in one side. Tenants are currently in place on a month to month. Being sold As Is. Please do not disturb tenants. A great investment in an unbeatable location, with all of the amenities of downtown Sarasota, local colleges, St Armands Circle, and beaches near by.

2100 9th Street, Sarasota