Crawfordorlandorealestate.com Search Results

$479,500

Welcome to your next home at 5338 Foxwood Dr. Conveniently located in Ridgewood Estates. Within 10 to 15 minutes to all the wonderful attractions within Sarasota with no HOA, CDD fee’s or deed restrictions. This Home certainly offers the Coastal vibe. The amenities include heated private pool, air-conditioned private workshop, additional parking for RV with conduit installed for connection, hurricane shutters, irrigation and new roof and HVAC system within the last few years. Relax in your private swimming pool with screened-in lanai overlooking a fully fenced backyard, perfect for pets and peaceful enjoyment.

3 Beds ⋅ 2 Baths ⋅ Ridgewood Estates 19th Add SubDv. ⋅ 34232 Zip Code

Welcome to your next home at 5338 Foxwood Dr. Conveniently located in Ridgewood Estates. Within 10 to 15 minutes to all the wonderful attractions within Sarasota with no HOA, CDD fee’s or deed restrictions. This Home certainly offers the Coastal vibe. The amenities include heated private pool, air-conditioned private workshop, additional parking for RV with conduit installed for connection, hurricane shutters, irrigation and new roof and HVAC system within the last few years. Relax in your private swimming pool with screened-in lanai overlooking a fully fenced backyard, perfect for pets and peaceful enjoyment.

Sarasota

$499,900

Wake up to peaceful pond views, spend the afternoon beside your private pool, and enjoy Florida living from the comfort of a screened lanai. Set on a cul-de-sac with a very quiet street, this home offers a welcome sense of separation while remaining convenient to Sarasota-area destinations. BE SURE TO SEE THE VIRTUAL TOUR. Expect to see a home that defines what "move-in" condition really means. Inside, open, beautifully updated living spaces make it easy to gather, entertain, or unwind. The home underwent a complete update just a few years ago, starting with new tile floors throughout. A 2023 roof, plus a kitchen, both baths, and a fireplace updated within the past two years, add meaningful value. The home was then repainted throughout. This 3-bedroom, 2-bath single-story home offers 1,579 square feet, with the dining area, kitchen, and living room connected in one comfortable arrangement. The kitchen features white cabinetry, a generous center island with seating, pendant lighting, and stainless-steel appliances. The fireplace feature wall creates a natural focal point, while sliding glass doors bring in natural light and open to the pool and lanai from the primary bedroom, living room, and kitchen. Beyond the enclosure, established landscaping frames the backyard and lake view. The primary bedroom is positioned near the pool area, with two additional bedrooms providing flexibility for guests, work, or hobbies. A separate laundry room and attached garage add practical convenience. Colonial Oaks Park offers a playground, picnic facilities, basketball, tennis, pickleball, and a recreation building. The neighborhood is convenient to I-75, shopping and dining, Doctors Hospital, The Mall at University Town Center, Nathan Benderson Park, the Celery Fields, downtown Sarasota, and Gulf beaches including Siesta Key and Lido Beach.

3 Beds ⋅ 2 Baths ⋅ Colonial Oaks SubDv. ⋅ 34232 Zip Code

Wake up to peaceful pond views, spend the afternoon beside your private pool, and enjoy Florida living from the comfort of a screened lanai. Set on a cul-de-sac with a very quiet street, this home offers a welcome sense of separation while remaining convenient to Sarasota-area destinations. BE SURE TO SEE THE VIRTUAL TOUR. Expect to see a home that defines what "move-in" condition really means. Inside, open, beautifully updated living spaces make it easy to gather, entertain, or unwind. The home underwent a complete update just a few years ago, starting with new tile floors throughout. A 2023 roof, plus a kitchen, both baths, and a fireplace updated within the past two years, add meaningful value. The home was then repainted throughout. This 3-bedroom, 2-bath single-story home offers 1,579 square feet, with the dining area, kitchen, and living room connected in one comfortable arrangement. The kitchen features white cabinetry, a generous center island with seating, pendant lighting, and stainless-steel appliances. The fireplace feature wall creates a natural focal point, while sliding glass doors bring in natural light and open to the pool and lanai from the primary bedroom, living room, and kitchen. Beyond the enclosure, established landscaping frames the backyard and lake view. The primary bedroom is positioned near the pool area, with two additional bedrooms providing flexibility for guests, work, or hobbies. A separate laundry room and attached garage add practical convenience. Colonial Oaks Park offers a playground, picnic facilities, basketball, tennis, pickleball, and a recreation building. The neighborhood is convenient to I-75, shopping and dining, Doctors Hospital, The Mall at University Town Center, Nathan Benderson Park, the Celery Fields, downtown Sarasota, and Gulf beaches including Siesta Key and Lido Beach.

2461 Gold Oak Court E, Sarasota

$550,000

Spacious three-bedroom plus office pool home in Lakes Estates offering 2,284 square feet under air and plenty of potential! This bright and generously sized home features a flexible floor plan, private pool, and ample living space. The property is being offered in its current condition and is ideal for a buyer looking to renovate, customize, and add value. Price reflects the current condition. Located in Lakes Estates, the community offers an array of amenities, including a recreation center with pool, playground, tennis courts, and fitness center, plus a clubhouse with full kitchen, heated pool, and meeting room. Centrally located near shopping, dining, entertainment, and everyday conveniences. Bring your vision and make this spacious pool home your own!

3 Beds ⋅ 2 Baths ⋅ Lakes Of Sarasota SubDv. ⋅ 34232 Zip Code

Spacious three-bedroom plus office pool home in Lakes Estates offering 2,284 square feet under air and plenty of potential! This bright and generously sized home features a flexible floor plan, private pool, and ample living space. The property is being offered in its current condition and is ideal for a buyer looking to renovate, customize, and add value. Price reflects the current condition. Located in Lakes Estates, the community offers an array of amenities, including a recreation center with pool, playground, tennis courts, and fitness center, plus a clubhouse with full kitchen, heated pool, and meeting room. Centrally located near shopping, dining, entertainment, and everyday conveniences. Bring your vision and make this spacious pool home your own!

4481 Oak View Drive, Sarasota

$375,000

Investor friendly Sarasota pool home with seasonal rental potential. This 3 bedroom, 2 bath single story residence offers flexible use as a primary home, seasonal retreat, or income producing property, with a 3 month minimum lease period noted in MLS and no HOA fees. Inside, the home features bright living spaces, ceramic tile flooring, central air, interior laundry, and a well equipped kitchen. Sliding doors open to a screened rear porch and fenced backyard with a private above ground pool and deck, creating an easy setting for enjoying Sarasota’s year round sunshine. Located near Bee Ridge, Honore, shopping, dining, schools, and everyday conveniences, this property offers accessibility, lifestyle, and rental appeal in one package.

3 Beds ⋅ 2 Baths ⋅ Cedar Grove SubDv. ⋅ 34233 Zip Code

Investor friendly Sarasota pool home with seasonal rental potential. This 3 bedroom, 2 bath single story residence offers flexible use as a primary home, seasonal retreat, or income producing property, with a 3 month minimum lease period noted in MLS and no HOA fees. Inside, the home features bright living spaces, ceramic tile flooring, central air, interior laundry, and a well equipped kitchen. Sliding doors open to a screened rear porch and fenced backyard with a private above ground pool and deck, creating an easy setting for enjoying Sarasota’s year round sunshine. Located near Bee Ridge, Honore, shopping, dining, schools, and everyday conveniences, this property offers accessibility, lifestyle, and rental appeal in one package.

5320 Moeller Avenue, Sarasota

$474,900

Enjoy the Florida lifestyle to the max at this centrally located Sarasota home situated on a HUGE double lot with plenty of room to spread out! Equipped with a **Newer Metal Roof**, **New Pool**, **Fresh Landscaping**, **Boat/RV/Trailer/Truck Covered Parking**and more! **No HOA and No Deed Restrictions**! Soak in the sun in and around the sparkling swimming pool with paver decking, tropical landscaping, multiple areas for lounging and entertaining, and plenty of additional green space. The extended driveway and large covered parking area provide excellent parking/storage for a boat, RV, trailer, or additional vehicles. Inside, the home offers a light and comfortable layout with wood-look vinyl flooring throughout the main living areas. The kitchen features white cabinetry, a SS refrigerator, breakfast bar/island seating, and an adjoining dining area, while multiple living spaces provide flexibility for everyday living, guests, a home office, or additional entertaining space. Indoor laundry as well for convenience. With no HOA, abundant outdoor space, a private pool, and room for your recreational toys, this property offers a combination with features and price that's hard to find in Sarasota! Conveniently located near shopping, dining, Downtown Sarasota, parks, and the beaches, this home is ready to enjoy as a primary residence, seasonal getaway, or investment opportunity. Reach out today for more information and/or to schedule a private tour! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2 Beds ⋅ 1 Baths ⋅ Sarasota Springs SubDv. ⋅ 34232 Zip Code

Enjoy the Florida lifestyle to the max at this centrally located Sarasota home situated on a HUGE double lot with plenty of room to spread out! Equipped with a **Newer Metal Roof**, **New Pool**, **Fresh Landscaping**, **Boat/RV/Trailer/Truck Covered Parking**and more! **No HOA and No Deed Restrictions**! Soak in the sun in and around the sparkling swimming pool with paver decking, tropical landscaping, multiple areas for lounging and entertaining, and plenty of additional green space. The extended driveway and large covered parking area provide excellent parking/storage for a boat, RV, trailer, or additional vehicles. Inside, the home offers a light and comfortable layout with wood-look vinyl flooring throughout the main living areas. The kitchen features white cabinetry, a SS refrigerator, breakfast bar/island seating, and an adjoining dining area, while multiple living spaces provide flexibility for everyday living, guests, a home office, or additional entertaining space. Indoor laundry as well for convenience. With no HOA, abundant outdoor space, a private pool, and room for your recreational toys, this property offers a combination with features and price that's hard to find in Sarasota! Conveniently located near shopping, dining, Downtown Sarasota, parks, and the beaches, this home is ready to enjoy as a primary residence, seasonal getaway, or investment opportunity. Reach out today for more information and/or to schedule a private tour! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

4519 Brooksdale Drive, Sarasota

$959,900

Welcome to the beautiful Woodland Park Community. One of Sarasota's most sought-after neighborhoods. Driving through the picturesque oak-lined streets, you arrive at this beautiful home tucked away on a quiet cul-de-sac. Set on a generously sized .71 acre lot with gorgeous mature oaks & native landscaping. The 3,045 sq ft interior has room for everyone. Including four large bedrooms & three bathrooms, plus a large (approximately 345 sq ft) In-law suite, making this a 5-bed, 4-bath residence. Upon entering the home, you approach the great room and dining room, leading to the kitchen, all overlooking the pool area. The floor plan is ideal for large family gatherings and entertaining! The kitchen features granite countertops, newer stainless steel appliances, plenty of cabinet space, and a large breakfast bar. The oversized primary bedroom is located on the south wing of the home and has direct access to the pool area. Other features include a large walk-in closet, an oversized bathroom with a garden tub & a separate shower. On the north wing of the home are bedrooms 2 & 3, with a Jack & Jill bathroom leading to the pool area. The in-law suite features a kitchenette with a full-size refrigerator, sink, microwave, plenty of cabinet space, a wheelchair-accessible shower, a walk-in closet, and its own private exterior access with a screened-in lanai. The fourth bedroom is located just off the living room with an en-suite and would be an ideal room for a home office/den. The pool area is completely screened and has a large covered area for rain-or-shine enjoyment. The oversized pool is heated by a 250-gallon submerged propane tank. The beautiful lawn is kept watered by an irrigation system fed by a well. The roof was replaced in 2023 and has a transferable warranty to the new owner. The community is centrally located to UTC, hospitals, restaurants, shops, beaches, and downtown. Call today to schedule your private showing.

5 Beds ⋅ 4 Baths ⋅ Woodland Park Estates SubDv. ⋅ 34232 Zip Code

Welcome to the beautiful Woodland Park Community. One of Sarasota's most sought-after neighborhoods. Driving through the picturesque oak-lined streets, you arrive at this beautiful home tucked away on a quiet cul-de-sac. Set on a generously sized .71 acre lot with gorgeous mature oaks & native landscaping. The 3,045 sq ft interior has room for everyone. Including four large bedrooms & three bathrooms, plus a large (approximately 345 sq ft) In-law suite, making this a 5-bed, 4-bath residence. Upon entering the home, you approach the great room and dining room, leading to the kitchen, all overlooking the pool area. The floor plan is ideal for large family gatherings and entertaining! The kitchen features granite countertops, newer stainless steel appliances, plenty of cabinet space, and a large breakfast bar. The oversized primary bedroom is located on the south wing of the home and has direct access to the pool area. Other features include a large walk-in closet, an oversized bathroom with a garden tub & a separate shower. On the north wing of the home are bedrooms 2 & 3, with a Jack & Jill bathroom leading to the pool area. The in-law suite features a kitchenette with a full-size refrigerator, sink, microwave, plenty of cabinet space, a wheelchair-accessible shower, a walk-in closet, and its own private exterior access with a screened-in lanai. The fourth bedroom is located just off the living room with an en-suite and would be an ideal room for a home office/den. The pool area is completely screened and has a large covered area for rain-or-shine enjoyment. The oversized pool is heated by a 250-gallon submerged propane tank. The beautiful lawn is kept watered by an irrigation system fed by a well. The roof was replaced in 2023 and has a transferable warranty to the new owner. The community is centrally located to UTC, hospitals, restaurants, shops, beaches, and downtown. Call today to schedule your private showing.

902 Drakeswood Court, Sarasota

$690,000

Calling all nature lovers- welcome to Sherwood Forest! True to its name, this enchanting community welcomes you with a magical, tree-lined setting from the moment you arrive. This established neighborhood is centrally located in Sarasota, offering convenient access to downtown, area beaches, shopping, dining, and excellent schools. The home itself offers a wonderful flow between indoor and outdoor living, creating an inviting setting for both everyday life and entertaining. The spacious living room is beautifully separated from the family room by a striking double-sided gas fireplace wrapped in gorgeous coral stone. Throughout the home, engineered hardwood flooring and upscale finishing touches create a sophisticated yet comfortable atmosphere. The open kitchen offers custom high-gloss cabinetry and high-end appliances. A thoughtfully designed split floor plan provides privacy, while the spacious primary suite serves as its own peaceful retreat, featuring two walk-in closets and a generous spa-inspired bathroom. The patio is a real Florida oasis. An outstanding outdoor kitchen and bar make entertaining effortless, while the inviting pool features a refreshing tanning ledge perfect for relaxing in the Florida sunshine.

2 Beds ⋅ 3 Baths ⋅ Sherwood Forest SubDv. ⋅ 34232 Zip Code

Calling all nature lovers- welcome to Sherwood Forest! True to its name, this enchanting community welcomes you with a magical, tree-lined setting from the moment you arrive. This established neighborhood is centrally located in Sarasota, offering convenient access to downtown, area beaches, shopping, dining, and excellent schools. The home itself offers a wonderful flow between indoor and outdoor living, creating an inviting setting for both everyday life and entertaining. The spacious living room is beautifully separated from the family room by a striking double-sided gas fireplace wrapped in gorgeous coral stone. Throughout the home, engineered hardwood flooring and upscale finishing touches create a sophisticated yet comfortable atmosphere. The open kitchen offers custom high-gloss cabinetry and high-end appliances. A thoughtfully designed split floor plan provides privacy, while the spacious primary suite serves as its own peaceful retreat, featuring two walk-in closets and a generous spa-inspired bathroom. The patio is a real Florida oasis. An outstanding outdoor kitchen and bar make entertaining effortless, while the inviting pool features a refreshing tanning ledge perfect for relaxing in the Florida sunshine.

4502 Friar Tuck Lane, Sarasota

$349,900

Central Sarasota pool home with a NEW roof and NEW owned solar, updated kitchen and baths, no HOA, and outdoor living that makes this home feel far larger than its square footage. Step into the heart of the home — a remodeled kitchen with wood cabinetry, granite counters, stainless appliances, backsplash, recessed lighting, and a large peninsula/breakfast bar. From the kitchen, a wall of windows looks directly across the dining area to the pool, bringing the backyard into view throughout the main living space. The kitchen, dining, and living areas flow together in a bright, open layout. Outside, the large screened pool, generous pool deck, and covered lanai create one substantial outdoor living area with space to swim, dine, grill, and relax. A child-safety fence separates the pool, while the fully fenced yard provides plenty of grass space for dogs. The primary bedroom is generously sized, and the renovated primary bath is notably spacious with an oversized vanity, abundant storage, large-format tile, and natural light. The second bath has also been updated. Additional features include a screened front porch, lots of storage closets, oversized driveway/parking pad, attached 1-car garage, storage shed, palms and landscaping. Concrete block construction. Flood Zone X. The central Sarasota location provides convenient access to US-41, I-75, downtown Sarasota, area beaches, UTC, shopping, dining, and major employment centers.

2 Beds ⋅ 2 Baths ⋅ Sarasota Springs SubDv. ⋅ 34232 Zip Code

Central Sarasota pool home with a NEW roof and NEW owned solar, updated kitchen and baths, no HOA, and outdoor living that makes this home feel far larger than its square footage. Step into the heart of the home — a remodeled kitchen with wood cabinetry, granite counters, stainless appliances, backsplash, recessed lighting, and a large peninsula/breakfast bar. From the kitchen, a wall of windows looks directly across the dining area to the pool, bringing the backyard into view throughout the main living space. The kitchen, dining, and living areas flow together in a bright, open layout. Outside, the large screened pool, generous pool deck, and covered lanai create one substantial outdoor living area with space to swim, dine, grill, and relax. A child-safety fence separates the pool, while the fully fenced yard provides plenty of grass space for dogs. The primary bedroom is generously sized, and the renovated primary bath is notably spacious with an oversized vanity, abundant storage, large-format tile, and natural light. The second bath has also been updated. Additional features include a screened front porch, lots of storage closets, oversized driveway/parking pad, attached 1-car garage, storage shed, palms and landscaping. Concrete block construction. Flood Zone X. The central Sarasota location provides convenient access to US-41, I-75, downtown Sarasota, area beaches, UTC, shopping, dining, and major employment centers.

4018 Dyer Lane, Sarasota

$3,895,000

Modern architecture, exceptional craftsmanship and resort-style outdoor living define this barely lived-in 2023-built contemporary residence. Offered furnished and immediately move-in ready, 1960 Boyce Street features 4 bedrooms, 4.5 baths and 4,033 square feet of sophisticated living space, complemented by a private pool and spa and oversized 3-car garage. Beyond the gated entry and expansive pavered driveway, the home's contemporary lines immediately set the tone. Inside, soaring cathedral ceilings, impact-rated windows and doors, sophisticated smart home conveniences, designer lighting and 32”x32” Maxxi tile flooring establishes the home’s clean contemporary aesthetic. A dramatic glass-railed staircase provides a striking focal point, while solid-core interior doors with concealed hinges and a shaft designed for a future elevator reflect the attention given to both form and function. The open living and dining areas center around a sleek fireplace and custom built-in wine bar, while a glass-walled office creates a private workspace without interrupting the home’s open flow. The gourmet kitchen impresses with 3cm quartz countertops with waterfall edge, custom Mouser cabinetry, full-height quartz backsplash, floating shelves, pot filler, Kohler fixtures and an oversized island with seating. Premium appliances include a Wolf 6-burner range with griddle, Wolf microwave, Sub-Zero wine and beverage refrigeration, Cove dishwasher and dedicated icemaker. Also positioned on the main level, the primary suite creates a private retreat removed from the upstairs guest accommodations. Its spa-inspired bath is finished with quartz countertops, custom tiled walls, a freestanding soaking tub, expansive glass-enclosed shower and Toto fixtures. The main-floor arrangement also includes a second bedroom suite, powder room and dedicated laundry, allowing the home to function comfortably for primarily single-level living while retaining the flexibility of a full second floor. Upstairs, DuChateau engineered European oak flooring brings warmth to the home's contemporary palette. An open loft-style family room creates a second gathering space and extends to its own balcony, while additional bedroom suites offer privacy for family and guests. One is particularly generous in scale—large enough to function as a second primary suite—and opens to a private balcony. Glass railings and porcelain tile continue the architectural vocabulary outdoors, while the open upper level overlooks the dramatic spaces below. Outdoor living takes center stage with an expansive porcelain-tiled patio, covered lounge and dining areas and summer kitchen with built-in natural gas grill. The heated pool features a sun shelf and fountain, accompanied by a heated spa and private tropical surroundings. Ideally positioned near Southside Village, Arlington Park and Sarasota Memorial Hospital, the home is also minutes from Downtown Sarasota, Marie Selby Botanical Gardens, Bayfront Park and Marina Jack, with Siesta Key, Lido Key and St. Armands Circle within easy reach. Built in 2023, furnished and barely lived in, 1960 Boyce Street delivers sophisticated contemporary design and exceptional indoor-outdoor living in one of Sarasota’s most desirable in-town locations.

4 Beds ⋅ 5 Baths ⋅ Hartsdale SubDv. ⋅ 34239 Zip Code

Modern architecture, exceptional craftsmanship and resort-style outdoor living define this barely lived-in 2023-built contemporary residence. Offered furnished and immediately move-in ready, 1960 Boyce Street features 4 bedrooms, 4.5 baths and 4,033 square feet of sophisticated living space, complemented by a private pool and spa and oversized 3-car garage. Beyond the gated entry and expansive pavered driveway, the home's contemporary lines immediately set the tone. Inside, soaring cathedral ceilings, impact-rated windows and doors, sophisticated smart home conveniences, designer lighting and 32”x32” Maxxi tile flooring establishes the home’s clean contemporary aesthetic. A dramatic glass-railed staircase provides a striking focal point, while solid-core interior doors with concealed hinges and a shaft designed for a future elevator reflect the attention given to both form and function. The open living and dining areas center around a sleek fireplace and custom built-in wine bar, while a glass-walled office creates a private workspace without interrupting the home’s open flow. The gourmet kitchen impresses with 3cm quartz countertops with waterfall edge, custom Mouser cabinetry, full-height quartz backsplash, floating shelves, pot filler, Kohler fixtures and an oversized island with seating. Premium appliances include a Wolf 6-burner range with griddle, Wolf microwave, Sub-Zero wine and beverage refrigeration, Cove dishwasher and dedicated icemaker. Also positioned on the main level, the primary suite creates a private retreat removed from the upstairs guest accommodations. Its spa-inspired bath is finished with quartz countertops, custom tiled walls, a freestanding soaking tub, expansive glass-enclosed shower and Toto fixtures. The main-floor arrangement also includes a second bedroom suite, powder room and dedicated laundry, allowing the home to function comfortably for primarily single-level living while retaining the flexibility of a full second floor. Upstairs, DuChateau engineered European oak flooring brings warmth to the home's contemporary palette. An open loft-style family room creates a second gathering space and extends to its own balcony, while additional bedroom suites offer privacy for family and guests. One is particularly generous in scale—large enough to function as a second primary suite—and opens to a private balcony. Glass railings and porcelain tile continue the architectural vocabulary outdoors, while the open upper level overlooks the dramatic spaces below. Outdoor living takes center stage with an expansive porcelain-tiled patio, covered lounge and dining areas and summer kitchen with built-in natural gas grill. The heated pool features a sun shelf and fountain, accompanied by a heated spa and private tropical surroundings. Ideally positioned near Southside Village, Arlington Park and Sarasota Memorial Hospital, the home is also minutes from Downtown Sarasota, Marie Selby Botanical Gardens, Bayfront Park and Marina Jack, with Siesta Key, Lido Key and St. Armands Circle within easy reach. Built in 2023, furnished and barely lived in, 1960 Boyce Street delivers sophisticated contemporary design and exceptional indoor-outdoor living in one of Sarasota’s most desirable in-town locations.

1960 Boyce Street, Sarasota

$560,000

Virtually Staged. Spacious Pool Home with 2,265 sq ft of living space in Emerald Gardens located in Central Sarasota in a Top Rated School District. 3 Bedrooms, 2.5 Baths, Split Plan. The Master Bedroom opens to the beautiful pool area with a screened lanai. The Spacious Family Room has a lovely wood fireplace to enjoy in the cooler months. There is a Formal Dining Room and a Living Room. The Kitchen has a Breakfast Bar and a Breakfast Nook. There is a vaulted ceiling and skylights in the Family Room. The Interior Laundry Rm is attached to the 2 Car Garage with a new Hurricane Protected Garage Door. There are Storm Shutters for the Windows and special hurricane removeable screens for the lanai. Backyard has mature landscaping and fruit trees and there's a Well for Irrigation. Enjoy the Circular Driveway for easy parking. Ideally located to shopping, Siesta Key Beaches, Downtown Sarasota for the Arts and Cultual Events.

3 Beds ⋅ 3 Baths ⋅ Emerald Gardens SubDv. ⋅ 34233 Zip Code

Virtually Staged. Spacious Pool Home with 2,265 sq ft of living space in Emerald Gardens located in Central Sarasota in a Top Rated School District. 3 Bedrooms, 2.5 Baths, Split Plan. The Master Bedroom opens to the beautiful pool area with a screened lanai. The Spacious Family Room has a lovely wood fireplace to enjoy in the cooler months. There is a Formal Dining Room and a Living Room. The Kitchen has a Breakfast Bar and a Breakfast Nook. There is a vaulted ceiling and skylights in the Family Room. The Interior Laundry Rm is attached to the 2 Car Garage with a new Hurricane Protected Garage Door. There are Storm Shutters for the Windows and special hurricane removeable screens for the lanai. Backyard has mature landscaping and fruit trees and there's a Well for Irrigation. Enjoy the Circular Driveway for easy parking. Ideally located to shopping, Siesta Key Beaches, Downtown Sarasota for the Arts and Cultual Events.

4494 Diamond Circle E, Sarasota

$649,900

LOCATION, LOCATION, LOCATION! Welcome to this charming South Gate pool home, ideally situated on a quiet street just minutes from Sarasota Memorial Hospital, Downtown Sarasota, shopping, dining, schools and world-famous Siesta Key Beach. Set on a generous quarter-acre lot, this property offers a wonderful combination of location, privacy, character and Florida outdoor living with plenty of opportunity to make it your own. The true showstopper is the private backyard tropical oasis, surrounded by lush mature landscaping and mango trees. At the heart of the outdoor space is a stunning free-form saltwater pool, renovated in 2015, surrounded by an expansive travertine pool deck perfect for relaxing, entertaining and enjoying the Florida sunshine year-round. The fully fenced backyard provides exceptional privacy and plenty of room for gatherings, gardening or simply unwinding in your own tropical retreat. Inside the home is filled with character and distinctive architectural details. A dramatic floor-to-ceiling Coral Keystone wood-burning fireplace anchors the living room, while beautifully restored terrazzo flooring flows through the living room, dining room, kitchen and hallways. All three bedrooms feature warm wood flooring. The kitchen offers solid-surface countertops, stainless steel appliances, a skylight and a charming garden window overlooking the courtyard entry and established herb garden. Additional features include thermal-pane windows, two tankless water heaters and a convenient interior laundry room. The second bathroom, added in 2017, features an interior sink and toilet and also functions as a convenient pool bath with an outdoor shower. The third bedroom currently does not have a closet but can easily be converted back, offering flexibility for use as a bedroom, home office or den. An oversized two-car garage provides excellent storage and includes a dedicated 7' x 7' workshop area. Additional improvements include a full reroof in 2017, AC replacement in 2024, new 4-inch PVC sewer piping from the home to the Air Vac tap and fresh interior paint in the living room, dining room and kitchen. With its generous lot, established tropical setting, private saltwater pool and highly desirable South Gate location, this home offers something increasingly difficult to find, a property that can be enjoyed today while still providing the opportunity to update and make it uniquely your own. Whether you're relaxing poolside beneath the mature landscaping, entertaining friends in the expansive backyard or enjoying convenient access to Sarasota's beaches, downtown and everyday amenities, 3536 Jaffa Drive is ready for its next chapter. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code

LOCATION, LOCATION, LOCATION! Welcome to this charming South Gate pool home, ideally situated on a quiet street just minutes from Sarasota Memorial Hospital, Downtown Sarasota, shopping, dining, schools and world-famous Siesta Key Beach. Set on a generous quarter-acre lot, this property offers a wonderful combination of location, privacy, character and Florida outdoor living with plenty of opportunity to make it your own. The true showstopper is the private backyard tropical oasis, surrounded by lush mature landscaping and mango trees. At the heart of the outdoor space is a stunning free-form saltwater pool, renovated in 2015, surrounded by an expansive travertine pool deck perfect for relaxing, entertaining and enjoying the Florida sunshine year-round. The fully fenced backyard provides exceptional privacy and plenty of room for gatherings, gardening or simply unwinding in your own tropical retreat. Inside the home is filled with character and distinctive architectural details. A dramatic floor-to-ceiling Coral Keystone wood-burning fireplace anchors the living room, while beautifully restored terrazzo flooring flows through the living room, dining room, kitchen and hallways. All three bedrooms feature warm wood flooring. The kitchen offers solid-surface countertops, stainless steel appliances, a skylight and a charming garden window overlooking the courtyard entry and established herb garden. Additional features include thermal-pane windows, two tankless water heaters and a convenient interior laundry room. The second bathroom, added in 2017, features an interior sink and toilet and also functions as a convenient pool bath with an outdoor shower. The third bedroom currently does not have a closet but can easily be converted back, offering flexibility for use as a bedroom, home office or den. An oversized two-car garage provides excellent storage and includes a dedicated 7' x 7' workshop area. Additional improvements include a full reroof in 2017, AC replacement in 2024, new 4-inch PVC sewer piping from the home to the Air Vac tap and fresh interior paint in the living room, dining room and kitchen. With its generous lot, established tropical setting, private saltwater pool and highly desirable South Gate location, this home offers something increasingly difficult to find, a property that can be enjoyed today while still providing the opportunity to update and make it uniquely your own. Whether you're relaxing poolside beneath the mature landscaping, entertaining friends in the expansive backyard or enjoying convenient access to Sarasota's beaches, downtown and everyday amenities, 3536 Jaffa Drive is ready for its next chapter. Schedule your private showing today!

3536 Jaffa Drive, Sarasota

$1,295,000

EXCEPTIONAL SOUTH GATE RESIDENCE – COMPLETELY REBUILT IN 2023 WITH A PRIVATE RESORT-STYLE BACKYARD OASIS! Welcome to 2410 Siesta Drive, where modern luxury meets the quintessential Sarasota lifestyle. Completely rebuilt in 2023, with virtually everything new except portions of the original exterior block walls, this exceptional residence offers the feel and quality of newer construction in one of Sarasota's most established and desirable neighborhoods. The light-filled, open-concept interior immediately impresses with beautiful finishes and effortless indoor/outdoor living. At the heart of the home is a spectacular chef's kitchen featuring expansive quartz countertops, premium Café appliances, abundant cabinetry and panoramic views of the backyard oasis. Pocketing impact-glass sliders disappear to seamlessly connect the living areas with the covered outdoor entertaining space, creating the perfect setting for gatherings large or small. A generous walk-in pantry is complemented by an oversized laundry/mudroom with extensive storage. The thoughtfully designed floor plan includes a private guest suite with en-suite bath, two additional bedrooms sharing a beautifully appointed dual-vanity bath, and exceptional custom closet storage throughout. The oversized luxurious primary suite is a true private retreat, featuring two custom walk-in closets, blackout shades, a beautifully finished spa-inspired bath and direct access to the pool and outdoor living areas. Step outside and discover what truly sets this property apart—an extraordinary, fully fenced private backyard oasis designed for year-round Florida living. The stunning saltwater pool and spa are surrounded by an expansive travertine deck, covered patio and outdoor kitchen, while electric retractable screens provide shade and comfort throughout the seasons. Tucked away from the main entertaining area, a secluded fire-pit retreat creates the perfect setting to escape on a crisp evening with a glass of wine under the stars. Beyond the pool is a gardener's paradise with a dedicated vegetable garden and an incredible collection of mature tropical and fruit-producing trees, including olive, banana, papaya, lemon, orange, passion fruit, avocado and loquat, complemented by an impressive variety of palms and exotic landscaping. There's even an in-ground trampoline, creating an outdoor environment designed equally for entertaining, relaxing and enjoying time with family and friends. Located in sought-after South Gate and within the Southside Elementary School district, the location is every bit as impressive as the home itself. Walk or bike to some of Sarasota's favorite boutique restaurants, cafés and shops, while the North Bridge to world-famous Siesta Key is just over a mile away. A beautiful paver circular driveway provides abundant guest parking, along with dedicated boat/RV parking, a two-car garage and EV charging capability. Designed with Florida living in mind, the home features double-pane impact-resistant windows, exterior doors and sliding glass doors for enhanced storm protection, energy efficiency and peace of mind. From the extensive 2023 rebuild and sophisticated interiors to the spectacular resort-style grounds and exceptional proximity to Siesta Key, 2410 Siesta Drive delivers a rare combination of luxury, privacy, location and lifestyle in the heart of Sarasota.

4 Beds ⋅ 3 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code

EXCEPTIONAL SOUTH GATE RESIDENCE – COMPLETELY REBUILT IN 2023 WITH A PRIVATE RESORT-STYLE BACKYARD OASIS! Welcome to 2410 Siesta Drive, where modern luxury meets the quintessential Sarasota lifestyle. Completely rebuilt in 2023, with virtually everything new except portions of the original exterior block walls, this exceptional residence offers the feel and quality of newer construction in one of Sarasota's most established and desirable neighborhoods. The light-filled, open-concept interior immediately impresses with beautiful finishes and effortless indoor/outdoor living. At the heart of the home is a spectacular chef's kitchen featuring expansive quartz countertops, premium Café appliances, abundant cabinetry and panoramic views of the backyard oasis. Pocketing impact-glass sliders disappear to seamlessly connect the living areas with the covered outdoor entertaining space, creating the perfect setting for gatherings large or small. A generous walk-in pantry is complemented by an oversized laundry/mudroom with extensive storage. The thoughtfully designed floor plan includes a private guest suite with en-suite bath, two additional bedrooms sharing a beautifully appointed dual-vanity bath, and exceptional custom closet storage throughout. The oversized luxurious primary suite is a true private retreat, featuring two custom walk-in closets, blackout shades, a beautifully finished spa-inspired bath and direct access to the pool and outdoor living areas. Step outside and discover what truly sets this property apart—an extraordinary, fully fenced private backyard oasis designed for year-round Florida living. The stunning saltwater pool and spa are surrounded by an expansive travertine deck, covered patio and outdoor kitchen, while electric retractable screens provide shade and comfort throughout the seasons. Tucked away from the main entertaining area, a secluded fire-pit retreat creates the perfect setting to escape on a crisp evening with a glass of wine under the stars. Beyond the pool is a gardener's paradise with a dedicated vegetable garden and an incredible collection of mature tropical and fruit-producing trees, including olive, banana, papaya, lemon, orange, passion fruit, avocado and loquat, complemented by an impressive variety of palms and exotic landscaping. There's even an in-ground trampoline, creating an outdoor environment designed equally for entertaining, relaxing and enjoying time with family and friends. Located in sought-after South Gate and within the Southside Elementary School district, the location is every bit as impressive as the home itself. Walk or bike to some of Sarasota's favorite boutique restaurants, cafés and shops, while the North Bridge to world-famous Siesta Key is just over a mile away. A beautiful paver circular driveway provides abundant guest parking, along with dedicated boat/RV parking, a two-car garage and EV charging capability. Designed with Florida living in mind, the home features double-pane impact-resistant windows, exterior doors and sliding glass doors for enhanced storm protection, energy efficiency and peace of mind. From the extensive 2023 rebuild and sophisticated interiors to the spectacular resort-style grounds and exceptional proximity to Siesta Key, 2410 Siesta Drive delivers a rare combination of luxury, privacy, location and lifestyle in the heart of Sarasota.

2410 Siesta Drive, Sarasota

$525,000

Beautifully renovated 4-bedroom Sarasota HEATED pool home available as a seasonal vacation rental with a 30-day minimum or month-to-month rental. Enjoy a bright open floor plan, modern kitchen with stainless steel appliances, spacious bedrooms, Smart TVs, high-speed WiFi and in-home laundry. The private fenced backyard features a resort-style pool, lounge area and tropical landscaping. Conveniently located near Siesta Key Beach, Downtown Sarasota, shopping, dining and entertainment. Large driveway provides parking for up to 4 vehicles. Fully equipped and ready for your Sarasota stay!

4 Beds ⋅ 3 Baths ⋅ South Gate Ridge SubDv. ⋅ 34233 Zip Code

Beautifully renovated 4-bedroom Sarasota HEATED pool home available as a seasonal vacation rental with a 30-day minimum or month-to-month rental. Enjoy a bright open floor plan, modern kitchen with stainless steel appliances, spacious bedrooms, Smart TVs, high-speed WiFi and in-home laundry. The private fenced backyard features a resort-style pool, lounge area and tropical landscaping. Conveniently located near Siesta Key Beach, Downtown Sarasota, shopping, dining and entertainment. Large driveway provides parking for up to 4 vehicles. Fully equipped and ready for your Sarasota stay!

4460 Emerald Ridge Drive, Sarasota

$465,000

Incredible coastal home with all the right touches. This Light and bright and airy home features 3 bedrooms, 2 baths and a garage.. This heart of this home centers around the kitchen and great room . The kitchen features; white cabinets and stainless appliances ,and a center island with quartz counters ....... make hors d'oeuvres while your guests are seated around the large center island . The Split bedroom plan allows both the owner and the guests privacy . Swim or float around in the large heated and cooled pool, cook on the barbecue at the built in outside kitchen area or play corn hole in the fenced yard. Many extras include ;crown molding , ceramic tile in all the right places , new shaker doors, new baseboards , fresh paint, new ceiling fans, New roof in 2023 , HVAC 2024, water heater is newer , some newer double pane windows. ...........(Furniture is available with a separate Bill of Sale )

3 Beds ⋅ 2 Baths ⋅ Ridgewood Estates SubDv. ⋅ 34232 Zip Code

Incredible coastal home with all the right touches. This Light and bright and airy home features 3 bedrooms, 2 baths and a garage.. This heart of this home centers around the kitchen and great room . The kitchen features; white cabinets and stainless appliances ,and a center island with quartz counters ....... make hors d'oeuvres while your guests are seated around the large center island . The Split bedroom plan allows both the owner and the guests privacy . Swim or float around in the large heated and cooled pool, cook on the barbecue at the built in outside kitchen area or play corn hole in the fenced yard. Many extras include ;crown molding , ceramic tile in all the right places , new shaker doors, new baseboards , fresh paint, new ceiling fans, New roof in 2023 , HVAC 2024, water heater is newer , some newer double pane windows. ...........(Furniture is available with a separate Bill of Sale )

2861 Indianwood Drive, Sarasota

$2,690,000

Rarely available in Cherokee Park, widely regarded as one of Sarasota’s most desirable West of Trail neighborhoods, 1722 North Drive presents an extraordinary opportunity on a remarkably oversized 150-by-150-foot homesite with an impressive 150 feet of street frontage. Significantly larger and more generously proportioned than many properties in the neighborhood, the square parcel offers the scale, symmetry, and flexibility increasingly difficult to find in Sarasota’s most established luxury enclaves. Cherokee Park is distinguished by its quiet, tree-lined streets and an architectural landscape where beautifully restored historic residences sit alongside prominent new custom homes designed and built by some of Sarasota’s most respected architects and builders. Within that setting, this property stands apart. Mature, century-old oak trees frame the perimeter, creating a park-like canopy of privacy, shade, and character while leaving the heart of the lot remarkably open. The combination of its ideal square configuration, substantial street presence, and undisturbed tree canopy creates a compelling canvas for a future luxury residence, with room to build a custom home, pool, outdoor living areas, and landscaped grounds without overwhelming the site. The existing home is charming, comfortable, and move-in ready, giving its next owner the flexibility to enjoy the property immediately, renovate over time, or hold it while designing a future custom residence. Recent improvements include a new air-conditioning system, hot water heater, sewer line, and resurfaced pool, all completed in 2024. A separate bonus space offers an ideal setting for a work-from-home office, art studio, gym, or creative retreat. Located just moments from Southside Elementary School and close to Southside Village, downtown Sarasota, the bayfront, and Sarasota Memorial Hospital, 1722 North Drive combines one of the city’s most coveted residential settings with the dimensions and character of a truly distinctive homesite. Whether enjoyed as it stands today or reimagined as a significant new estate, this is a rare opportunity to secure an unusually substantial parcel and lasting value in the heart of Cherokee Park.

3 Beds ⋅ 2 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code

Rarely available in Cherokee Park, widely regarded as one of Sarasota’s most desirable West of Trail neighborhoods, 1722 North Drive presents an extraordinary opportunity on a remarkably oversized 150-by-150-foot homesite with an impressive 150 feet of street frontage. Significantly larger and more generously proportioned than many properties in the neighborhood, the square parcel offers the scale, symmetry, and flexibility increasingly difficult to find in Sarasota’s most established luxury enclaves. Cherokee Park is distinguished by its quiet, tree-lined streets and an architectural landscape where beautifully restored historic residences sit alongside prominent new custom homes designed and built by some of Sarasota’s most respected architects and builders. Within that setting, this property stands apart. Mature, century-old oak trees frame the perimeter, creating a park-like canopy of privacy, shade, and character while leaving the heart of the lot remarkably open. The combination of its ideal square configuration, substantial street presence, and undisturbed tree canopy creates a compelling canvas for a future luxury residence, with room to build a custom home, pool, outdoor living areas, and landscaped grounds without overwhelming the site. The existing home is charming, comfortable, and move-in ready, giving its next owner the flexibility to enjoy the property immediately, renovate over time, or hold it while designing a future custom residence. Recent improvements include a new air-conditioning system, hot water heater, sewer line, and resurfaced pool, all completed in 2024. A separate bonus space offers an ideal setting for a work-from-home office, art studio, gym, or creative retreat. Located just moments from Southside Elementary School and close to Southside Village, downtown Sarasota, the bayfront, and Sarasota Memorial Hospital, 1722 North Drive combines one of the city’s most coveted residential settings with the dimensions and character of a truly distinctive homesite. Whether enjoyed as it stands today or reimagined as a significant new estate, this is a rare opportunity to secure an unusually substantial parcel and lasting value in the heart of Cherokee Park.

1722 North Drive, Sarasota

$1,400,000

Extensively renovated, fully furnished and move-in ready, this exceptional South Gate residence offers over 4,000 square feet of beautifully updated living space with a flexible floor plan designed for everyday living and entertaining. Recent upgrades include a completely redesigned and expanded kitchen featuring custom high-end cabinetry, premium appliances, quartz countertops, a large center island, wine refrigerator, abundant workspace and a spacious eat-in dining area ideal for casual family meals. Renovations also include a new roof (2026), fresh interior and exterior paint (2026), extensive custom carpentry with shiplap accent walls, and the addition of a dedicated laundry room, creating a home that is as functional as it is beautiful. Offering four spacious bedrooms and four full baths, three of the baths have been completely renovated with stylish, high-end finishes, creating luxurious spaces for family and guests. One of the baths was just completed (2026). The versatile layout includes a dramatic great room with soaring vaulted ceilings and a fireplace, plus a separate family room featuring a second fireplace (renovated 2026), full second kitchen and laundry closet with private exterior entrance. This space can function as a private one-bedroom, one-bath guest suite with its living area, kitchen and entrance, ideal for guests, multi-generational living or potential rental income. The outdoor spaces are one-of-a-kind, featuring the first pool designed by renowned pool designer Lucas Lagoons. The heated PebbleTec pool showcases a grotto, waterfall, fountain and color-changing lighting. The sprawling tropical backyard offers many gathering areas with tiki lights, a fire pit, outdoor shower, rooftop seating area and a covered front porch with hanging swing chairs. The largest gathering area features a fully turfed space beneath a majestic oak tree surrounded by a lush bamboo hedge. Additional features include HVAC system (2024), water heater (2018), whole-house water filtration system (2018), pool enclosure screens (2019), one-car garage and circular driveway. Ideally in the desirable South Gate neighborhood, this home offers exceptional convenience just minutes from downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota Memorial Hospital, shopping and dining. This rare property combines extensive renovations, extraordinary outdoor living and over 4,000 square feet in one of the sought-after central locations in Sarasota.

4 Beds ⋅ 4 Baths ⋅ Southgate SubDv. ⋅ 34239 Zip Code

Extensively renovated, fully furnished and move-in ready, this exceptional South Gate residence offers over 4,000 square feet of beautifully updated living space with a flexible floor plan designed for everyday living and entertaining. Recent upgrades include a completely redesigned and expanded kitchen featuring custom high-end cabinetry, premium appliances, quartz countertops, a large center island, wine refrigerator, abundant workspace and a spacious eat-in dining area ideal for casual family meals. Renovations also include a new roof (2026), fresh interior and exterior paint (2026), extensive custom carpentry with shiplap accent walls, and the addition of a dedicated laundry room, creating a home that is as functional as it is beautiful. Offering four spacious bedrooms and four full baths, three of the baths have been completely renovated with stylish, high-end finishes, creating luxurious spaces for family and guests. One of the baths was just completed (2026). The versatile layout includes a dramatic great room with soaring vaulted ceilings and a fireplace, plus a separate family room featuring a second fireplace (renovated 2026), full second kitchen and laundry closet with private exterior entrance. This space can function as a private one-bedroom, one-bath guest suite with its living area, kitchen and entrance, ideal for guests, multi-generational living or potential rental income. The outdoor spaces are one-of-a-kind, featuring the first pool designed by renowned pool designer Lucas Lagoons. The heated PebbleTec pool showcases a grotto, waterfall, fountain and color-changing lighting. The sprawling tropical backyard offers many gathering areas with tiki lights, a fire pit, outdoor shower, rooftop seating area and a covered front porch with hanging swing chairs. The largest gathering area features a fully turfed space beneath a majestic oak tree surrounded by a lush bamboo hedge. Additional features include HVAC system (2024), water heater (2018), whole-house water filtration system (2018), pool enclosure screens (2019), one-car garage and circular driveway. Ideally in the desirable South Gate neighborhood, this home offers exceptional convenience just minutes from downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota Memorial Hospital, shopping and dining. This rare property combines extensive renovations, extraordinary outdoor living and over 4,000 square feet in one of the sought-after central locations in Sarasota.

3624 S Lockwood Ridge Road, Sarasota

$5,500,000

Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef’s kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods—where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

5 Beds ⋅ 6 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef’s kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods—where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

1740 S Orange Avenue, Sarasota

$525,000

Located in South Gate Ridge, this updated three-bedroom, two-bath home offers a private backyard designed for Florida living. Currently operating as an active short-term rental, the home is being sold fully furnished and turnkey. The outdoor area features a large heated saltwater pool, an expansive covered lanai and a pool cage. The roof was replaced in 2023. Inside, the updated kitchen features quartz countertops and stainless steel appliances. The adjacent dining area provides direct access to the lanai and flows into the spacious living room, which also features sliding glass doors overlooking the outdoor area. The primary suite includes a generously sized bedroom with direct lanai access and an en-suite bath featuring a walk-in shower and an updated quartz-topped vanity. The second bedroom is also very well sized and includes a large closet. The third bedroom is positioned between the main hallway and the primary suite and serves as the interior passage to the primary bedroom. This versatile space features a large window, sliding glass doors to the lanai and interior doors that provide privacy from both the hallway and primary bedroom. A swinging bookshelf conceals a full-size built-in Murphy bed and provides access to the room’s closet area. The room may also function as a guest room, home office or den. The fully fenced backyard includes a paver area off the carport that is ideal for grilling. The hall bath features a new vanity and sink with a granite countertop. A separate laundry room is located at the rear of the carport and provides plenty of additional storage space. The listing agent is a part-owner of the property.

3 Beds ⋅ 2 Baths ⋅ South Gate Ridge SubDv. ⋅ 34233 Zip Code

Located in South Gate Ridge, this updated three-bedroom, two-bath home offers a private backyard designed for Florida living. Currently operating as an active short-term rental, the home is being sold fully furnished and turnkey. The outdoor area features a large heated saltwater pool, an expansive covered lanai and a pool cage. The roof was replaced in 2023. Inside, the updated kitchen features quartz countertops and stainless steel appliances. The adjacent dining area provides direct access to the lanai and flows into the spacious living room, which also features sliding glass doors overlooking the outdoor area. The primary suite includes a generously sized bedroom with direct lanai access and an en-suite bath featuring a walk-in shower and an updated quartz-topped vanity. The second bedroom is also very well sized and includes a large closet. The third bedroom is positioned between the main hallway and the primary suite and serves as the interior passage to the primary bedroom. This versatile space features a large window, sliding glass doors to the lanai and interior doors that provide privacy from both the hallway and primary bedroom. A swinging bookshelf conceals a full-size built-in Murphy bed and provides access to the room’s closet area. The room may also function as a guest room, home office or den. The fully fenced backyard includes a paver area off the carport that is ideal for grilling. The hall bath features a new vanity and sink with a granite countertop. A separate laundry room is located at the rear of the carport and provides plenty of additional storage space. The listing agent is a part-owner of the property.

4474 Coco Ridge Circle, Sarasota

$2,650,000

Another exceptional Courtyard Modern residence is HERE! Welcome to 2419 Hillview Street, in the heart of Sarasota’s highly desirable Arlington Park neighborhood. This all-new, Sarasota School of Architecture-inspired design is currently being finalized and will showcase the clean lines, sophisticated finishes, and indoor-outdoor lifestyle Courtyard Modern is known for. Want to experience the quality, Schedule a private appointment to tour the completed model home at 2163 Hillview Street, where you can see the finishes, craftsmanship, and design details firsthand. Designed for modern Florida living, the new home features 5 bedrooms, 5½ baths, an elevator, and a 3-car open garage, along with a flexible, livable floor plan ideal for both everyday living and entertaining. The interior features concrete-style tile flooring, custom cabinetry, quartz countertops, professional-grade appliances, and beautifully designed baths. Outside, your private retreat will include a resort-style heated saltwater pool and spa, fenced backyard, low-maintenance xeriscape landscaping, and dramatic landscape lighting—creating a private oasis just minutes from everything Sarasota has to offer. The location is exceptional. Enjoy the convenience of Arlington Park with Morton's Gourmet Market, restaurants, shopping, parks, downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and the area's renowned beaches all within easy reach. For investors, the property's City of Sarasota location may offer the opportunity for one-week minimum vacation rentals, subject to applicable City regulations and requirements. call today to review the plans, specifications, finishes, and construction details. Other lots may also be available. Buyer to pay title-related charges, documentary stamp taxes, and applicable closing fees.

5 Beds ⋅ 6 Baths ⋅ Hyde Park Heights SubDv. ⋅ 34239 Zip Code

Another exceptional Courtyard Modern residence is HERE! Welcome to 2419 Hillview Street, in the heart of Sarasota’s highly desirable Arlington Park neighborhood. This all-new, Sarasota School of Architecture-inspired design is currently being finalized and will showcase the clean lines, sophisticated finishes, and indoor-outdoor lifestyle Courtyard Modern is known for. Want to experience the quality, Schedule a private appointment to tour the completed model home at 2163 Hillview Street, where you can see the finishes, craftsmanship, and design details firsthand. Designed for modern Florida living, the new home features 5 bedrooms, 5½ baths, an elevator, and a 3-car open garage, along with a flexible, livable floor plan ideal for both everyday living and entertaining. The interior features concrete-style tile flooring, custom cabinetry, quartz countertops, professional-grade appliances, and beautifully designed baths. Outside, your private retreat will include a resort-style heated saltwater pool and spa, fenced backyard, low-maintenance xeriscape landscaping, and dramatic landscape lighting—creating a private oasis just minutes from everything Sarasota has to offer. The location is exceptional. Enjoy the convenience of Arlington Park with Morton's Gourmet Market, restaurants, shopping, parks, downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and the area's renowned beaches all within easy reach. For investors, the property's City of Sarasota location may offer the opportunity for one-week minimum vacation rentals, subject to applicable City regulations and requirements. call today to review the plans, specifications, finishes, and construction details. Other lots may also be available. Buyer to pay title-related charges, documentary stamp taxes, and applicable closing fees.

2419 Hillview Street, Sarasota

$1,495,000

Classic Sarasota charm takes on a fresh, sophisticated spirit in this beautifully updated residence, where relaxed interiors, thoughtful details and lush outdoor spaces create an inviting retreat designed for modern Florida living. At the heart of the home, an open and inviting floor plan creates an easy flow for everyday living and entertaining alike. The spacious great room transitions naturally into the kitchen and continues onto the expansive screened lanai, blurring the line between indoors and out and creating a welcoming space to enjoy throughout the year. The primary suite is a private sanctuary with a beautifully appointed, spa-inspired bath. An ensuite guest bedroom, along with a second guest room featuring a Murphy bed and adjacent full bath, offers versatility for hosting family and friends. Outside, a lushly landscaped and fully fenced backyard feels like a private resort. The newly added pool is complemented by an outdoor shower and tropical surroundings, creating an intimate setting for quiet afternoons or evenings spent entertaining. A detached, air-conditioned studio, currently used as an artists workspace, adds a unique dimension to the property and can easily serve as a home office, fitness studio, or flexible bonus space. Thoughtful updates include a newer metal roof, A/C units, a tankless water heater, and a whole-house generator. An oversized one-car garage with abundant storage adds another layer of everyday functionality. Completing the home is a location that puts the best of Sarasota minutes away. From the powder-soft sands of Siesta Key, the boutiques and neighborhood favorites of Southside Village, and the vibrant dining, shopping and cultural scene of Downtown Sarasota, this residence offers all that makes Sarasota special.

3 Beds ⋅ 3 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code

Classic Sarasota charm takes on a fresh, sophisticated spirit in this beautifully updated residence, where relaxed interiors, thoughtful details and lush outdoor spaces create an inviting retreat designed for modern Florida living. At the heart of the home, an open and inviting floor plan creates an easy flow for everyday living and entertaining alike. The spacious great room transitions naturally into the kitchen and continues onto the expansive screened lanai, blurring the line between indoors and out and creating a welcoming space to enjoy throughout the year. The primary suite is a private sanctuary with a beautifully appointed, spa-inspired bath. An ensuite guest bedroom, along with a second guest room featuring a Murphy bed and adjacent full bath, offers versatility for hosting family and friends. Outside, a lushly landscaped and fully fenced backyard feels like a private resort. The newly added pool is complemented by an outdoor shower and tropical surroundings, creating an intimate setting for quiet afternoons or evenings spent entertaining. A detached, air-conditioned studio, currently used as an artists workspace, adds a unique dimension to the property and can easily serve as a home office, fitness studio, or flexible bonus space. Thoughtful updates include a newer metal roof, A/C units, a tankless water heater, and a whole-house generator. An oversized one-car garage with abundant storage adds another layer of everyday functionality. Completing the home is a location that puts the best of Sarasota minutes away. From the powder-soft sands of Siesta Key, the boutiques and neighborhood favorites of Southside Village, and the vibrant dining, shopping and cultural scene of Downtown Sarasota, this residence offers all that makes Sarasota special.

1907 Magnolia Street, Sarasota

$2,299,000

Completely rebuilt from the ground up, this is a rare opportunity to own essentially new construction on one of the largest usable lots in Granada, one of Sarasota's most sought-after West of the Trail neighborhoods. The home was taken down and rebuilt with all-new major systems, including electrical, plumbing, HVAC, insulation, windows, doors, finishes and interior construction, creating the quality and confidence of a custom build without the years of planning, permitting and construction. Surrounded by luxury homes and new construction beginning around $4 million, this property offers an exceptional combination of location, quality and value. Situated on nearly half an acre, the property offers over 18,500 square feet of beautifully landscaped grounds, creating exceptional privacy and outdoor living that is increasingly difficult to find in this location. Hurricane-rated windows and doors, spray-foam insulation, dual HVAC systems, custom cabinetry, oak-grain flooring, plantation shutters, a chef's kitchen with GE Profile appliances, oversized island, wine cooler, and beautifully designed living spaces combine modern efficiency with timeless character. The flexible floor plan includes three bedrooms, three full baths, and a bonus cabana room overlooking the pool that also serves beautifully as a home office, guest suite, or additional living space. Multiple rooms open directly to the completely renovated resort-style pool and outdoor entertaining areas, creating seamless indoor-outdoor living. Just minutes from downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach, this is an opportunity to enjoy the charm of Granada with the confidence and peace of mind of a home that has been rebuilt from the ground up.

3 Beds ⋅ 3 Baths ⋅ Granada SubDv. ⋅ 34239 Zip Code

Completely rebuilt from the ground up, this is a rare opportunity to own essentially new construction on one of the largest usable lots in Granada, one of Sarasota's most sought-after West of the Trail neighborhoods. The home was taken down and rebuilt with all-new major systems, including electrical, plumbing, HVAC, insulation, windows, doors, finishes and interior construction, creating the quality and confidence of a custom build without the years of planning, permitting and construction. Surrounded by luxury homes and new construction beginning around $4 million, this property offers an exceptional combination of location, quality and value. Situated on nearly half an acre, the property offers over 18,500 square feet of beautifully landscaped grounds, creating exceptional privacy and outdoor living that is increasingly difficult to find in this location. Hurricane-rated windows and doors, spray-foam insulation, dual HVAC systems, custom cabinetry, oak-grain flooring, plantation shutters, a chef's kitchen with GE Profile appliances, oversized island, wine cooler, and beautifully designed living spaces combine modern efficiency with timeless character. The flexible floor plan includes three bedrooms, three full baths, and a bonus cabana room overlooking the pool that also serves beautifully as a home office, guest suite, or additional living space. Multiple rooms open directly to the completely renovated resort-style pool and outdoor entertaining areas, creating seamless indoor-outdoor living. Just minutes from downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach, this is an opportunity to enjoy the charm of Granada with the confidence and peace of mind of a home that has been rebuilt from the ground up.

3606 Palonia Court, Sarasota

$2,150,000

Welcome to this 3,675-square-foot, single story residence on an expansive 15,625-square-foot lot in Sarasota's sought-after West of Trail neighborhood of Bay View Heights. The refreshed open floor plan features new custom kitchen cabinetry, Thermador appliances, Mexican tile and Wood flooring throughout the main living areas, and PGT impact windows and doors throughout the home. The spacious owners suite includes a separate seating area and a well-appointed primary bath. Three additional bedrooms, an office/flex room, and three additional baths provide flexible space for everyday living and guests. Outdoors, enjoy a pool and spa surrounded by professionally landscaped grounds. Set on a quiet street, in a high-and-dry location with no flood insurance required, this home offers convenient access to Sarasota Memorial Hospital, Southside School, Siesta Key, and the shops and restaurants of Southside Village. Don't miss the opportunity to make this exceptional West of Trail residence your own.

4 Beds ⋅ 4 Baths ⋅ Bay View Heights SubDv. ⋅ 34239 Zip Code

Welcome to this 3,675-square-foot, single story residence on an expansive 15,625-square-foot lot in Sarasota's sought-after West of Trail neighborhood of Bay View Heights. The refreshed open floor plan features new custom kitchen cabinetry, Thermador appliances, Mexican tile and Wood flooring throughout the main living areas, and PGT impact windows and doors throughout the home. The spacious owners suite includes a separate seating area and a well-appointed primary bath. Three additional bedrooms, an office/flex room, and three additional baths provide flexible space for everyday living and guests. Outdoors, enjoy a pool and spa surrounded by professionally landscaped grounds. Set on a quiet street, in a high-and-dry location with no flood insurance required, this home offers convenient access to Sarasota Memorial Hospital, Southside School, Siesta Key, and the shops and restaurants of Southside Village. Don't miss the opportunity to make this exceptional West of Trail residence your own.

2631 Puritan Terrace, Sarasota

$2,995,000

Experience Sarasota living at its finest in this beautifully crafted new-construction home West of Trail. Offering five bedrooms and five-and-a-half baths, the residence features a thoughtfully designed floor plan with spacious interiors and seamless access to the outdoors. The first floor centers around an open kitchen and living area with expansive sliding glass doors leading to the private pool and outdoor entertaining space. The primary suite is also located on the first floor, offering a private retreat with a spa-inspired bathroom and generous closet space. Take the elevator upstairs, where you'll find additional bedroom suites for comfortable accommodations and privacy for family and guests. The location is hard to beat. You’re just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital and the Gulf beaches, with some of Sarasota’s best dining, shopping and everyday conveniences close by. New construction, a great floor plan and a location that puts you close to everything Sarasota has to offer.

5 Beds ⋅ 6 Baths ⋅ Lewis Combs Sub SubDv. ⋅ 34239 Zip Code

Experience Sarasota living at its finest in this beautifully crafted new-construction home West of Trail. Offering five bedrooms and five-and-a-half baths, the residence features a thoughtfully designed floor plan with spacious interiors and seamless access to the outdoors. The first floor centers around an open kitchen and living area with expansive sliding glass doors leading to the private pool and outdoor entertaining space. The primary suite is also located on the first floor, offering a private retreat with a spa-inspired bathroom and generous closet space. Take the elevator upstairs, where you'll find additional bedroom suites for comfortable accommodations and privacy for family and guests. The location is hard to beat. You’re just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital and the Gulf beaches, with some of Sarasota’s best dining, shopping and everyday conveniences close by. New construction, a great floor plan and a location that puts you close to everything Sarasota has to offer.

1671 Arlington Street, Sarasota

$795,000

Total makeover on this beautiful 4 Bedroom 3 Bath home!! Check this out… First a fantastic location in the highly sought-after Sarasota Springs, downtown Sarasota shopping and those sandy beaches. Second, NO fees for a Homeowners’ Association so short rent or simply move in yourself. Third, oversized 15,000 sq. ft. lot with plenty of room to park your boat or RV with a newer 12x20 detached storage building, and lastly this wonderfully appointed home boasts many updated features in a coastal cottage setting that is so warm and inviting, you’ll instantly be hooked! This home comes fully furnished with 4 bedrooms, 3 baths plus access to the pool from the hall bathrooms, offers a split floor plan that has 2 Master Suites. The kitchen has been remodeled with newer appliances. Both bathrooms are fully upgraded. New flooring has been installed. This home was designed professionally. A modern home ready to be moved in. You’ll love the big backyard with the large 14x28 heated lap pool for fun and relaxation. Many fun memories are sure to be made with family and friends enjoying bar-b-ques and pool parties. Plus, if dogs are family too, they’ll love the fenced area as their playground. The roof was replaced in 2022 and the A/C in 2022. Schedule your showing today – this adorable home is a must see!

4 Beds ⋅ 3 Baths ⋅ Sarasota Springs SubDv. ⋅ 34232 Zip Code

Total makeover on this beautiful 4 Bedroom 3 Bath home!! Check this out… First a fantastic location in the highly sought-after Sarasota Springs, downtown Sarasota shopping and those sandy beaches. Second, NO fees for a Homeowners’ Association so short rent or simply move in yourself. Third, oversized 15,000 sq. ft. lot with plenty of room to park your boat or RV with a newer 12x20 detached storage building, and lastly this wonderfully appointed home boasts many updated features in a coastal cottage setting that is so warm and inviting, you’ll instantly be hooked! This home comes fully furnished with 4 bedrooms, 3 baths plus access to the pool from the hall bathrooms, offers a split floor plan that has 2 Master Suites. The kitchen has been remodeled with newer appliances. Both bathrooms are fully upgraded. New flooring has been installed. This home was designed professionally. A modern home ready to be moved in. You’ll love the big backyard with the large 14x28 heated lap pool for fun and relaxation. Many fun memories are sure to be made with family and friends enjoying bar-b-ques and pool parties. Plus, if dogs are family too, they’ll love the fenced area as their playground. The roof was replaced in 2022 and the A/C in 2022. Schedule your showing today – this adorable home is a must see!

4610 Ardale Street, Sarasota

$1,700,000

Discover the ultimate in modern Sarasota living in this stunning, completely renovated home located in the highly desirable West of Trail gated community near downtown Sarasota. Thoughtfully redesigned with exceptional attention to detail, this residence offers a sophisticated open-concept floor plan, luxurious finishes, and seamless indoor-outdoor living. The spacious living room, dining area, and gourmet kitchen flow effortlessly together, creating an ideal setting for entertaining family and friends. The brand-new custom kitchen features premium GE Monogram appliances and elegant finishes. Every bathroom has been fully renovated with high-end materials and contemporary design. The private primary suite serves as a relaxing retreat, complete with a luxurious ensuite bathroom and tranquil views of the pool and backyard oasis. The serene second bedroom offers direct access to the pool and lanai and shares a beautifully renovated Jack-and-Jill bathroom. A versatile third bedroom can also function as a private home office, guest room, or flex space. This extensively upgraded home includes: New hurricane-impact windows and doors, including the garage door, New porcelain tile flooring throughout, New tile roof, New tankless water heater, New air-conditioning system, New electric, Re-piped plumbing, Refinished pool and jacuzzi with new control system and components, Re-Screened lanai, New planked lanai ceiling, New pool pavers, Fresh interior and exterior paint, and New landscaping and landscape lighting. Ideally situated near downtown Sarasota, this exceptional home is just minutes from the renowned beaches of Siesta Key, Lido Key, and Longboat Key, as well as Sarasota-Bradenton International Airport and University Town Center (UTC) Mall. With its extensive renovations, resort-style amenities, and premier location, this is a rare opportunity to enjoy a turnkey Sarasota lifestyle in one of the area’s most sought-after neighborhoods.

3 Beds ⋅ 3 Baths ⋅ Mandarin Park SubDv. ⋅ 34239 Zip Code

Discover the ultimate in modern Sarasota living in this stunning, completely renovated home located in the highly desirable West of Trail gated community near downtown Sarasota. Thoughtfully redesigned with exceptional attention to detail, this residence offers a sophisticated open-concept floor plan, luxurious finishes, and seamless indoor-outdoor living. The spacious living room, dining area, and gourmet kitchen flow effortlessly together, creating an ideal setting for entertaining family and friends. The brand-new custom kitchen features premium GE Monogram appliances and elegant finishes. Every bathroom has been fully renovated with high-end materials and contemporary design. The private primary suite serves as a relaxing retreat, complete with a luxurious ensuite bathroom and tranquil views of the pool and backyard oasis. The serene second bedroom offers direct access to the pool and lanai and shares a beautifully renovated Jack-and-Jill bathroom. A versatile third bedroom can also function as a private home office, guest room, or flex space. This extensively upgraded home includes: New hurricane-impact windows and doors, including the garage door, New porcelain tile flooring throughout, New tile roof, New tankless water heater, New air-conditioning system, New electric, Re-piped plumbing, Refinished pool and jacuzzi with new control system and components, Re-Screened lanai, New planked lanai ceiling, New pool pavers, Fresh interior and exterior paint, and New landscaping and landscape lighting. Ideally situated near downtown Sarasota, this exceptional home is just minutes from the renowned beaches of Siesta Key, Lido Key, and Longboat Key, as well as Sarasota-Bradenton International Airport and University Town Center (UTC) Mall. With its extensive renovations, resort-style amenities, and premier location, this is a rare opportunity to enjoy a turnkey Sarasota lifestyle in one of the area’s most sought-after neighborhoods.

1354 Tearose Place, Sarasota

$6,999,900

Welcome to this exceptional waterfront home in the highly sought-after Harbor Acres neighborhood. With more than 5,000 square feet of living space, this five-bedroom, five-full-and-two-half-bath residence combines classic Spanish/Mediterranean style with comfortable living and beautiful waterfront views. Located on a private waterfront basin with direct access to Sarasota Bay, the home offers spectacular sunsets and an ideal setting for enjoying the Florida lifestyle. The home features two primary suites, one on each level. The first-floor suite has private garage access and is well suited for guests, extended family, or multigenerational living. The additional bedrooms offer flexibility for offices, a fitness room, or other uses. The spacious interior includes a gourmet kitchen with granite and quartz countertops, wet bar, wine cooler, breakfast bar, and open access to the family room. Multiple electric fireplaces add warmth and character, and an interior elevator provides easy access between floors. Outdoor living is a major highlight. Covered lanais on both levels overlook the heated PebbleTec pool, spa, and waterfront. A covered outdoor dining area with summer sink and pool bath provides an ideal space for entertaining. Tropical landscaping adds privacy and creates a relaxing resort-style setting. Boating enthusiasts will appreciate the deep-water dock with boat lift and room for a large vessel, with convenient access to Sarasota Bay and the surrounding waterways. The home is move-in ready and has been meticulously maintained. Recent improvements include three new AC/HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, and a 22KW Generac generator, along with more than $50,000 in additional upgrades. Harbor Acres is conveniently located near Downtown Sarasota, Lido Key, and Siesta Key, as well as excellent restaurants, boutique shopping, hospitals, medical offices, banks, and everyday conveniences. A rare opportunity to own a spacious waterfront home with direct Sarasota Bay access, excellent boating amenities, a private pool and spa, and flexible living spaces in one of Sarasota's most desirable neighborhoods.

5 Beds ⋅ 7 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Welcome to this exceptional waterfront home in the highly sought-after Harbor Acres neighborhood. With more than 5,000 square feet of living space, this five-bedroom, five-full-and-two-half-bath residence combines classic Spanish/Mediterranean style with comfortable living and beautiful waterfront views. Located on a private waterfront basin with direct access to Sarasota Bay, the home offers spectacular sunsets and an ideal setting for enjoying the Florida lifestyle. The home features two primary suites, one on each level. The first-floor suite has private garage access and is well suited for guests, extended family, or multigenerational living. The additional bedrooms offer flexibility for offices, a fitness room, or other uses. The spacious interior includes a gourmet kitchen with granite and quartz countertops, wet bar, wine cooler, breakfast bar, and open access to the family room. Multiple electric fireplaces add warmth and character, and an interior elevator provides easy access between floors. Outdoor living is a major highlight. Covered lanais on both levels overlook the heated PebbleTec pool, spa, and waterfront. A covered outdoor dining area with summer sink and pool bath provides an ideal space for entertaining. Tropical landscaping adds privacy and creates a relaxing resort-style setting. Boating enthusiasts will appreciate the deep-water dock with boat lift and room for a large vessel, with convenient access to Sarasota Bay and the surrounding waterways. The home is move-in ready and has been meticulously maintained. Recent improvements include three new AC/HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, and a 22KW Generac generator, along with more than $50,000 in additional upgrades. Harbor Acres is conveniently located near Downtown Sarasota, Lido Key, and Siesta Key, as well as excellent restaurants, boutique shopping, hospitals, medical offices, banks, and everyday conveniences. A rare opportunity to own a spacious waterfront home with direct Sarasota Bay access, excellent boating amenities, a private pool and spa, and flexible living spaces in one of Sarasota's most desirable neighborhoods.

1444 Harbor Drive, Sarasota

$2,999,000

Welcome to an understated masterclass in coastal sophistication. Custom-built by renowned builder Jonas Yoder, this new construction residence offers over 3,000 square feet of impeccably crafted living space in one of Sarasota’s most desirable neighborhoods. From the instant you step toward the entrance—welcomed by the warm, flickering glow of a classic Bevolo gas lantern—it becomes clear that this home was curated for those who appreciate bespoke quality and timeless style. At the heart of the main floor lies a culinary haven engineered for both daily living and grand entertaining. The chef’s kitchen is outfitted with top-tier Thermador appliances, an integrated wine refrigerator, and a massive walk-in pantry equipped with custom built-in cabinetry. Adjoining the kitchen, the formal dining area is anchored by a striking sculptural light fixture, setting the stage for memorable dinner parties. Unwind in the generous great room, where a backlit feature wall with a unique fireplace serves as an eye-catching focal point. Sunlight pours into every corner, while expansive glass doors slide away to connect the interior with the outdoor oasis, mastering the seamless art of indoor-outdoor living. Positioned privately on the main level, the owner's suite is a light-drenched sanctuary designed for ultimate comfort. Framed by serene views of the backyard, this retreat features not one, but two expansive walk-in closets. The master bath resembles a high-end spa, beautifully appointed with classic finishes, double vanities, a deep soaking tub, and a spacious walk-in shower. Also on the first floor, a versatile fourth bedroom or dedicated office offers quiet flexibility for remote work or guests. Upstairs, two additional ensuite bedrooms with large closets provide private quarters for family or visitors, complemented by generous hallway storage. Step through the glass doors onto the covered porch, complete with automated screens that adjust for comfort and shade at the touch of a button. The backyard is a private resort designed for effortless outdoor living: take a dip in the sparkling pool, framed by a pristine, low-maintenance turf lawn illuminated by a low-voltage lighting system. A fully equipped outdoor kitchen boasting a gas grill, sink, and outdoor refrigerator promises endless evenings of effortless hosting under the stars. Location completes the story. Peacefully situated outside of high-risk flood zones, this property places you just steps from desirable Southside Village. Stroll to Morton’s Gourmet Market, explore boutique shopping, or sample approximately 17 nearby neighborhood restaurants. With vibrant downtown Sarasota and the quartz-sand beaches of Siesta and Lido Key only minutes away, this residence isn't just an incredible home it is a masterpiece of Sarasota living.

4 Beds ⋅ 4 Baths ⋅ Matheneys Sub SubDv. ⋅ 34239 Zip Code

Welcome to an understated masterclass in coastal sophistication. Custom-built by renowned builder Jonas Yoder, this new construction residence offers over 3,000 square feet of impeccably crafted living space in one of Sarasota’s most desirable neighborhoods. From the instant you step toward the entrance—welcomed by the warm, flickering glow of a classic Bevolo gas lantern—it becomes clear that this home was curated for those who appreciate bespoke quality and timeless style. At the heart of the main floor lies a culinary haven engineered for both daily living and grand entertaining. The chef’s kitchen is outfitted with top-tier Thermador appliances, an integrated wine refrigerator, and a massive walk-in pantry equipped with custom built-in cabinetry. Adjoining the kitchen, the formal dining area is anchored by a striking sculptural light fixture, setting the stage for memorable dinner parties. Unwind in the generous great room, where a backlit feature wall with a unique fireplace serves as an eye-catching focal point. Sunlight pours into every corner, while expansive glass doors slide away to connect the interior with the outdoor oasis, mastering the seamless art of indoor-outdoor living. Positioned privately on the main level, the owner's suite is a light-drenched sanctuary designed for ultimate comfort. Framed by serene views of the backyard, this retreat features not one, but two expansive walk-in closets. The master bath resembles a high-end spa, beautifully appointed with classic finishes, double vanities, a deep soaking tub, and a spacious walk-in shower. Also on the first floor, a versatile fourth bedroom or dedicated office offers quiet flexibility for remote work or guests. Upstairs, two additional ensuite bedrooms with large closets provide private quarters for family or visitors, complemented by generous hallway storage. Step through the glass doors onto the covered porch, complete with automated screens that adjust for comfort and shade at the touch of a button. The backyard is a private resort designed for effortless outdoor living: take a dip in the sparkling pool, framed by a pristine, low-maintenance turf lawn illuminated by a low-voltage lighting system. A fully equipped outdoor kitchen boasting a gas grill, sink, and outdoor refrigerator promises endless evenings of effortless hosting under the stars. Location completes the story. Peacefully situated outside of high-risk flood zones, this property places you just steps from desirable Southside Village. Stroll to Morton’s Gourmet Market, explore boutique shopping, or sample approximately 17 nearby neighborhood restaurants. With vibrant downtown Sarasota and the quartz-sand beaches of Siesta and Lido Key only minutes away, this residence isn't just an incredible home it is a masterpiece of Sarasota living.

1426 S Osprey Avenue, Sarasota

$545,000

Arbor Oaks Sarasota • 3 bedrooms + office • Pool • Pond view • Cul-de-sac. Centrally located off Fruitville Road, this well-maintained home offers convenient access to downtown Sarasota, Gulf beaches, shopping, dining and the I-75 corridor. The light-filled floor plan features 3 bedrooms, 2 baths and a dedicated home office with tile flooring throughout, fresh interior paint, vaulted and tray ceilings, and architectural trim. The primary suite includes direct pool access, walk-in closet and an updated bath. The kitchen offers updated countertops, white cabinetry, breakfast bar and views across the living area to the pool. Outdoor living features a screened and caged pool overlooking the pond. Major updates include HVAC approximately 3 years old, roof approximately 10 years old and pool resurfacing around 2018. Located on a cul-de-sac in the established Arbor Oaks community and offered for sale for the first time in decades.

3 Beds ⋅ 2 Baths ⋅ Arbor Oaks SubDv. ⋅ 34232 Zip Code

Arbor Oaks Sarasota • 3 bedrooms + office • Pool • Pond view • Cul-de-sac. Centrally located off Fruitville Road, this well-maintained home offers convenient access to downtown Sarasota, Gulf beaches, shopping, dining and the I-75 corridor. The light-filled floor plan features 3 bedrooms, 2 baths and a dedicated home office with tile flooring throughout, fresh interior paint, vaulted and tray ceilings, and architectural trim. The primary suite includes direct pool access, walk-in closet and an updated bath. The kitchen offers updated countertops, white cabinetry, breakfast bar and views across the living area to the pool. Outdoor living features a screened and caged pool overlooking the pond. Major updates include HVAC approximately 3 years old, roof approximately 10 years old and pool resurfacing around 2018. Located on a cul-de-sac in the established Arbor Oaks community and offered for sale for the first time in decades.

23 Arbor Oaks Drive, Sarasota

$1,039,000

A private garden retreat in one of Sarasota’s most coveted West of Trail locations.** Nestled among lush tropical gardens and mature landscaping, 3424 Old Oak Drive is a captivating Sarasota bungalow where privacy, character, and effortless coastal living come together. From the moment you arrive, the home unfolds through a collection of intimate, inviting spaces. A charming front patio beneath a mature, vine-covered pergola offers a welcoming setting for morning coffee or an evening glass of wine. Winding garden paths and established tropical foliage create the feeling of a secluded sanctuary. The outdoor living experience continues around the heated pool, surrounded by greenery for exceptional privacy. A hot-and-cold outdoor shower adds resort-style convenience—ideal after a relaxing afternoon poolside or a day at nearby Siesta Key Beach. Multiple outdoor gathering areas invite you to follow the sun, unwind in a quiet garden corner, or entertain beneath the Florida sky. Inside, the three-bedroom, two-bath residence is filled with warmth and personality. Vaulted ceilings enhance the sense of openness, while a wood-burning fireplace creates an unexpected and inviting focal point. French doors connect the interior living spaces to the gardens and pool, creating a seamless flow between indoor and outdoor living. The home’s distinctive character is matched by its exceptional West of Trail location. Just over the North Bridge from Siesta Key, you are minutes from its renowned beaches while remaining conveniently close to Southside Village, Sarasota Memorial Hospital, downtown Sarasota, dining, shopping, arts, and entertainment. 3424 Old Oak Drive offers something increasingly difficult to find: an established tropical setting, mature gardens, exceptional privacy, and authentic Sarasota charm. In a location that keeps the best of the city and coast within easy reach.

3 Beds ⋅ 2 Baths ⋅ Shoreland Woods SubDv. ⋅ 34239 Zip Code

A private garden retreat in one of Sarasota’s most coveted West of Trail locations.** Nestled among lush tropical gardens and mature landscaping, 3424 Old Oak Drive is a captivating Sarasota bungalow where privacy, character, and effortless coastal living come together. From the moment you arrive, the home unfolds through a collection of intimate, inviting spaces. A charming front patio beneath a mature, vine-covered pergola offers a welcoming setting for morning coffee or an evening glass of wine. Winding garden paths and established tropical foliage create the feeling of a secluded sanctuary. The outdoor living experience continues around the heated pool, surrounded by greenery for exceptional privacy. A hot-and-cold outdoor shower adds resort-style convenience—ideal after a relaxing afternoon poolside or a day at nearby Siesta Key Beach. Multiple outdoor gathering areas invite you to follow the sun, unwind in a quiet garden corner, or entertain beneath the Florida sky. Inside, the three-bedroom, two-bath residence is filled with warmth and personality. Vaulted ceilings enhance the sense of openness, while a wood-burning fireplace creates an unexpected and inviting focal point. French doors connect the interior living spaces to the gardens and pool, creating a seamless flow between indoor and outdoor living. The home’s distinctive character is matched by its exceptional West of Trail location. Just over the North Bridge from Siesta Key, you are minutes from its renowned beaches while remaining conveniently close to Southside Village, Sarasota Memorial Hospital, downtown Sarasota, dining, shopping, arts, and entertainment. 3424 Old Oak Drive offers something increasingly difficult to find: an established tropical setting, mature gardens, exceptional privacy, and authentic Sarasota charm. In a location that keeps the best of the city and coast within easy reach.

3424 Old Oak Drive, Sarasota

$865,000

4134 Eastwood Drive — Custom Luxury Meets Florida Living Prepare to fall in love. This extraordinary 4-bedroom, 3-bath custom-designed residence delivers the style, finishes, and attention to detail rarely found in this price range. Positioned on an oversized corner lot with beautiful pond views, the home has been completely transformed into a sophisticated luxury retreat designed for both impressive entertaining and comfortable everyday living. The moment you enter, soaring ceilings, an open and airy layout, and elevated designer details create an immediate sense of luxury. The showpiece kitchen is truly unforgettable, centered around a dramatic statement stone island with a rich leathered finish, complemented by custom cabinetry and carefully selected high-end finishes. A beautifully designed wet bar adds another exceptional space for entertaining. The luxury continues throughout the private living spaces. Every bedroom features en-suite bath access and custom California-style closets, offering exceptional comfort, organization, and a boutique-hotel feel. The bathrooms have been thoughtfully redesigned with sophisticated finishes that carry the home's modern luxury aesthetic throughout. Step outside and discover a Florida entertainer's dream. The custom outdoor kitchen provides the perfect setting for hosting friends, weekend gatherings, or relaxing evenings overlooking the peaceful pond. The oversized corner lot adds a wonderful sense of space and privacy rarely found in the neighborhood. Even the major systems have been updated, including a NEW 2025 ROOF and an approximately 3-year-old HVAC system, combining beautiful design with valuable peace of mind. This is not simply a renovated home—it is a thoughtfully curated, custom-designed luxury residence where every detail was chosen to make a statement. From the dramatic kitchen and designer closets to the outdoor entertaining space and serene water views, 4134 Eastwood Drive is a home that must be experienced in person.

4 Beds ⋅ 3 Baths ⋅ Tamaron SubDv. ⋅ 34232 Zip Code

4134 Eastwood Drive — Custom Luxury Meets Florida Living Prepare to fall in love. This extraordinary 4-bedroom, 3-bath custom-designed residence delivers the style, finishes, and attention to detail rarely found in this price range. Positioned on an oversized corner lot with beautiful pond views, the home has been completely transformed into a sophisticated luxury retreat designed for both impressive entertaining and comfortable everyday living. The moment you enter, soaring ceilings, an open and airy layout, and elevated designer details create an immediate sense of luxury. The showpiece kitchen is truly unforgettable, centered around a dramatic statement stone island with a rich leathered finish, complemented by custom cabinetry and carefully selected high-end finishes. A beautifully designed wet bar adds another exceptional space for entertaining. The luxury continues throughout the private living spaces. Every bedroom features en-suite bath access and custom California-style closets, offering exceptional comfort, organization, and a boutique-hotel feel. The bathrooms have been thoughtfully redesigned with sophisticated finishes that carry the home's modern luxury aesthetic throughout. Step outside and discover a Florida entertainer's dream. The custom outdoor kitchen provides the perfect setting for hosting friends, weekend gatherings, or relaxing evenings overlooking the peaceful pond. The oversized corner lot adds a wonderful sense of space and privacy rarely found in the neighborhood. Even the major systems have been updated, including a NEW 2025 ROOF and an approximately 3-year-old HVAC system, combining beautiful design with valuable peace of mind. This is not simply a renovated home—it is a thoughtfully curated, custom-designed luxury residence where every detail was chosen to make a statement. From the dramatic kitchen and designer closets to the outdoor entertaining space and serene water views, 4134 Eastwood Drive is a home that must be experienced in person.

4134 Eastwood Drive, Sarasota