Crawfordorlandorealestate.com Search Results

$349,900

Sweet Downtown Sarasota Cottage with Timeless Southern Charm - Charming, inviting, and full of character, this delightful 2-bedroom, 1-bath cottage captures the essence of old-Florida living in the heart of Downtown Sarasota. Framed by a classic picket fence and welcoming front porch, this is the kind of home that immediately feels special. Picture yourself relaxing with a glass of sweet tea on the porch, enjoying the easy pace of cottage living, then strolling to some of Sarasota’s wonderful restaurants, shops, galleries, and cultural destinations just beyond your doorstep. Inside, timeless details and thoughtful improvements create a warm and comfortable atmosphere. Beautiful hardwood floors grace the main living spaces, while built-in kitchen features add the character and charm that are increasingly hard to find in today’s homes. With 8-foot ceilings and an inviting layout, the home offers an appealing blend of vintage personality and everyday functionality. Numerous updates provide peace of mind, including new windows (2021), new refrigerator (2019), new washer and dryer (2019), new ceiling fans (2019), added insulation (2019), and new vinyl fencing (2019), roof is few years old and electric totally updated. Whether you’re searching for a charming primary residence, a Sarasota getaway, or an income-producing property, this cottage offers exceptional versatility. Located within Sarasota’s Downtown Neighborhood (DTN) district, the property is surrounded by the energy and convenience of downtown while retaining the intimate feel of a true neighborhood. There is no HOA and no CDD fee, and the property is located in the X flood zone, meaning flood insurance is not required by the lender based on the information provided. Enjoy downtown dining, shopping, art, entertainment, and cultural attractions virtually at your doorstep, with convenient access to bus routes and the beautiful Gulf beaches.

2 Beds ⋅ 1 Baths ⋅ Park East Mhp Tpp SubDv. ⋅ 34237 Zip Code

Sweet Downtown Sarasota Cottage with Timeless Southern Charm - Charming, inviting, and full of character, this delightful 2-bedroom, 1-bath cottage captures the essence of old-Florida living in the heart of Downtown Sarasota. Framed by a classic picket fence and welcoming front porch, this is the kind of home that immediately feels special. Picture yourself relaxing with a glass of sweet tea on the porch, enjoying the easy pace of cottage living, then strolling to some of Sarasota’s wonderful restaurants, shops, galleries, and cultural destinations just beyond your doorstep. Inside, timeless details and thoughtful improvements create a warm and comfortable atmosphere. Beautiful hardwood floors grace the main living spaces, while built-in kitchen features add the character and charm that are increasingly hard to find in today’s homes. With 8-foot ceilings and an inviting layout, the home offers an appealing blend of vintage personality and everyday functionality. Numerous updates provide peace of mind, including new windows (2021), new refrigerator (2019), new washer and dryer (2019), new ceiling fans (2019), added insulation (2019), and new vinyl fencing (2019), roof is few years old and electric totally updated. Whether you’re searching for a charming primary residence, a Sarasota getaway, or an income-producing property, this cottage offers exceptional versatility. Located within Sarasota’s Downtown Neighborhood (DTN) district, the property is surrounded by the energy and convenience of downtown while retaining the intimate feel of a true neighborhood. There is no HOA and no CDD fee, and the property is located in the X flood zone, meaning flood insurance is not required by the lender based on the information provided. Enjoy downtown dining, shopping, art, entertainment, and cultural attractions virtually at your doorstep, with convenient access to bus routes and the beautiful Gulf beaches.

2048 5th Street, Sarasota

$149,900

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! LOW-MAINTENANCE LIVING IN A HIGH-VALUE LOCATION ** Welcome to Oakwood Manor, Sarasota’s only resident-owned 55+ community within the Sarasota city limits—where affordability meets an active, social lifestyle. This 2-bedroom, 1.5-bath home offers 749 sq. ft. of living space and sits on a desirable oversized lot (50 x 80.5), giving you extra room and exciting potential. A spacious covered and screened Florida room welcomes you at the front of the home—perfect for morning coffee, entertaining guests, or simply enjoying the Florida lifestyle year-round. Major Updates Already Done: ** A/C replaced in 2020 ** Roof replaced in 2023, new flooring through out 2026, new Kitchen, new baths and half bath and newly painted interior. Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees and friendly, welcoming atmosphere. Community Amenities Include: ** Clubhouse with fitness room, dance floor & library ** Heated pool & hot tub ** Putt-putt golf, bocce ball, shuffleboard & cornhole ** Ping-pong & pool table ** Shaded seating areas & picnic park with grill ** Full calendar of social events and activities Love pickleball? Courts are just a short bike ride away along the Legacy Trail, located right next to the community. You’re also just minutes from downtown Sarasota, Gulf beaches, shopping, dining, and major hospitals—everything you need, right at your fingertips. Note: no pets, motorcycles or trucks community

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

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! LOW-MAINTENANCE LIVING IN A HIGH-VALUE LOCATION ** Welcome to Oakwood Manor, Sarasota’s only resident-owned 55+ community within the Sarasota city limits—where affordability meets an active, social lifestyle. This 2-bedroom, 1.5-bath home offers 749 sq. ft. of living space and sits on a desirable oversized lot (50 x 80.5), giving you extra room and exciting potential. A spacious covered and screened Florida room welcomes you at the front of the home—perfect for morning coffee, entertaining guests, or simply enjoying the Florida lifestyle year-round. Major Updates Already Done: ** A/C replaced in 2020 ** Roof replaced in 2023, new flooring through out 2026, new Kitchen, new baths and half bath and newly painted interior. Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees and friendly, welcoming atmosphere. Community Amenities Include: ** Clubhouse with fitness room, dance floor & library ** Heated pool & hot tub ** Putt-putt golf, bocce ball, shuffleboard & cornhole ** Ping-pong & pool table ** Shaded seating areas & picnic park with grill ** Full calendar of social events and activities Love pickleball? Courts are just a short bike ride away along the Legacy Trail, located right next to the community. You’re also just minutes from downtown Sarasota, Gulf beaches, shopping, dining, and major hospitals—everything you need, right at your fingertips. Note: no pets, motorcycles or trucks community

3415 Spanish Oak Terrace, Sarasota

$349,000

Welcome to your fully remodeled Sarasota retreat in the highly sought after Central Cocoanut neighborhood within City limits allowing WEEKLY RENTALS. Where historic charm meets exceptional investment potential with NO HOA! Whether you're searching for a primary residence, vacation home, or income producing property, this beautifully updated 3 bedroom, 2 bathroom home offers endless possibilities. Perfectly positioned on nearly LARGE LOT, the property allows weekly rentals, making it a rare opportunity in one of Sarasota's most desirable locations. Major improvements provide peace of mind, including windows, 2014 ROOF, 2023 HVAC system, and 2026 WATER HEATER allowing you to move right in or begin generating rental income immediately. The oversized lot offers ample space for expansion, including the potential to build an approximately 650 square foot ADU, guest house, or granny flat. Zoned RMF-2 (Residential Multi Family), the property may also present the opportunity for a duplex or additional income producing improvements, subject to buyer verification with the City of Sarasota. Just minutes from Downtown Sarasota, the Bayfront, St. Armands Circle, Lido Beach, restaurants, shopping, and entertainment, this is a rare chance to own a move in ready home with incredible flexibility in one of Sarasota's fastest growing neighborhoods. Whether you're looking to live, invest, or both, this property checks every box. (Washer/Dryer & Fridge to be installed)

3 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 34234 Zip Code

Welcome to your fully remodeled Sarasota retreat in the highly sought after Central Cocoanut neighborhood within City limits allowing WEEKLY RENTALS. Where historic charm meets exceptional investment potential with NO HOA! Whether you're searching for a primary residence, vacation home, or income producing property, this beautifully updated 3 bedroom, 2 bathroom home offers endless possibilities. Perfectly positioned on nearly LARGE LOT, the property allows weekly rentals, making it a rare opportunity in one of Sarasota's most desirable locations. Major improvements provide peace of mind, including windows, 2014 ROOF, 2023 HVAC system, and 2026 WATER HEATER allowing you to move right in or begin generating rental income immediately. The oversized lot offers ample space for expansion, including the potential to build an approximately 650 square foot ADU, guest house, or granny flat. Zoned RMF-2 (Residential Multi Family), the property may also present the opportunity for a duplex or additional income producing improvements, subject to buyer verification with the City of Sarasota. Just minutes from Downtown Sarasota, the Bayfront, St. Armands Circle, Lido Beach, restaurants, shopping, and entertainment, this is a rare chance to own a move in ready home with incredible flexibility in one of Sarasota's fastest growing neighborhoods. Whether you're looking to live, invest, or both, this property checks every box. (Washer/Dryer & Fridge to be installed)

1468 19th Street, Sarasota

$214,000

Welcome to this charming three-bedroom, one-bath home offering 864 square feet of comfortable living space in the historic Newtown Heights area, just minutes from the heart of downtown Sarasota. This home offers several important updates for added peace of mind, including a 2023 roof, 2025 AC system, an updated electrical panel installed in 2016, and newer windows. Inside, you’ll find newly installed luxury vinyl plank flooring throughout the main living areas and bathroom, while the kitchen features granite countertops and plenty of potential to make the space your own. Outside, the property includes a raised storage shed in the backyard, providing additional space for tools, equipment, and storage, along with a separate exterior laundry area. Conveniently located approximately two miles from downtown Sarasota, this home offers easy access to shopping, dining, entertainment, area beaches, and I-75 for convenient travel throughout the region. Whether you’re looking for an affordable place to call home or a property with plenty of potential, this Sarasota home is ready for its next owner. Buyer to verify public records for square footage, permitting, and home details.

3 Beds ⋅ 1 Baths ⋅ Newtown Heights SubDv. ⋅ 34234 Zip Code

Welcome to this charming three-bedroom, one-bath home offering 864 square feet of comfortable living space in the historic Newtown Heights area, just minutes from the heart of downtown Sarasota. This home offers several important updates for added peace of mind, including a 2023 roof, 2025 AC system, an updated electrical panel installed in 2016, and newer windows. Inside, you’ll find newly installed luxury vinyl plank flooring throughout the main living areas and bathroom, while the kitchen features granite countertops and plenty of potential to make the space your own. Outside, the property includes a raised storage shed in the backyard, providing additional space for tools, equipment, and storage, along with a separate exterior laundry area. Conveniently located approximately two miles from downtown Sarasota, this home offers easy access to shopping, dining, entertainment, area beaches, and I-75 for convenient travel throughout the region. Whether you’re looking for an affordable place to call home or a property with plenty of potential, this Sarasota home is ready for its next owner. Buyer to verify public records for square footage, permitting, and home details.

2947 Gillespie Avenue, Sarasota

$174,900

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! PRICED TO PERSONALIZE IN SARASOTAS BEST KEPT SECRET PERFECT FLORIDA RETREAT!! Welcome to Oakwood Manor, Sarasota's only resident-owned 55+ community within the city limits—where affordability, convenience, and an active social lifestyle come together. This spacious 2-bedroom, 2-bath home offers 1,344 square feet of living space and is situated on a desirable lot within the community. A large covered and screened Florida room welcomes you home and provides the perfect space for morning coffee, entertaining friends, or simply enjoying Florida's beautiful weather year-round. The attached oversized shed houses the washer and dryer and offers plenty of additional storage or room for hobbies and projects. This home is priced to give you options: • Move in and enjoy as-is • Update and personalize to your own style • Create the Florida retreat you've always wanted Major Updates Already Completed: • A/C replaced in 2021 • Electrical panel replaced in 2026 Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees, strong sense of community, and welcoming atmosphere. You'll be hard-pressed to find a better value anywhere within the City of Sarasota. Community Amenities Include: • Clubhouse with fitness center, dance floor, and library • Heated swimming pool and hot tub • Mini golf, bocce ball, shuffleboard, and cornhole • Ping-pong and pool table • Shaded gathering areas and picnic park with grill • Full calendar of social activities, events, and clubs Love pickleball? Public courts are just a short bike ride away via the Legacy Trail, located adjacent to the community. Conveniently located just minutes from downtown Sarasota, world-famous Gulf beaches, shopping, dining, cultural attractions, and major medical facilities, you'll have everything you need right at your fingertips. Community Restrictions: No pets, motorcycles, or trucks permitted

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

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! PRICED TO PERSONALIZE IN SARASOTAS BEST KEPT SECRET PERFECT FLORIDA RETREAT!! Welcome to Oakwood Manor, Sarasota's only resident-owned 55+ community within the city limits—where affordability, convenience, and an active social lifestyle come together. This spacious 2-bedroom, 2-bath home offers 1,344 square feet of living space and is situated on a desirable lot within the community. A large covered and screened Florida room welcomes you home and provides the perfect space for morning coffee, entertaining friends, or simply enjoying Florida's beautiful weather year-round. The attached oversized shed houses the washer and dryer and offers plenty of additional storage or room for hobbies and projects. This home is priced to give you options: • Move in and enjoy as-is • Update and personalize to your own style • Create the Florida retreat you've always wanted Major Updates Already Completed: • A/C replaced in 2021 • Electrical panel replaced in 2026 Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees, strong sense of community, and welcoming atmosphere. You'll be hard-pressed to find a better value anywhere within the City of Sarasota. Community Amenities Include: • Clubhouse with fitness center, dance floor, and library • Heated swimming pool and hot tub • Mini golf, bocce ball, shuffleboard, and cornhole • Ping-pong and pool table • Shaded gathering areas and picnic park with grill • Full calendar of social activities, events, and clubs Love pickleball? Public courts are just a short bike ride away via the Legacy Trail, located adjacent to the community. Conveniently located just minutes from downtown Sarasota, world-famous Gulf beaches, shopping, dining, cultural attractions, and major medical facilities, you'll have everything you need right at your fingertips. Community Restrictions: No pets, motorcycles, or trucks permitted

3329 Oakwood Boulevard S, Sarasota

$427,500

STEP BACK IN TIME and experience the charm of "OLD FLORIDA" in this beautifully preserved bungalow located west of North Tamiami Trail in the highly sought after Ringling College Art District Situated on a spacious lot with a large fenced backyard, private driveway, and covered carport, this 2-bedroom home showcases timeless architectural details, including gleaming terrazzo floors, graceful arched openings, and elegant plaster cove ceilings that capture the character of the 1950s. The thoughtfully updated interior features a beautifully remodeled kitchen with new cabinetry, quartz countertops, modern lighting, and newer appliances, along with an updated bathroom, All 19 windows have been replaced, an almost-new HVAC system, a 150-amp electrical panel, updated tilt-in windows throughout, restored terrazzo flooring, and luxury vinyl plank flooring in the inviting Florida room. Additional living spaces include a welcoming front porch, rear porch, spacious living room, bright Florida room, and an oversized laundry room. Adding to the home's long-term appeal, the former motel at the corner of 23rd Street and North Tamiami Trail is slated for redevelopment into Artscape Sarasota – One Stop Housing, an innovative mixed-use community designed to provide affordable housing and creative space for artists to live, work, and learn. Offering historic character, modern updates, and an outstanding location just minutes from downtown Sarasota, the Bayfront, dining, shopping, and the arts, this exceptional home is attractively priced at $427,500.

2 Beds ⋅ 1 Baths ⋅ Ringling Park SubDv. ⋅ 34234 Zip Code

STEP BACK IN TIME and experience the charm of "OLD FLORIDA" in this beautifully preserved bungalow located west of North Tamiami Trail in the highly sought after Ringling College Art District Situated on a spacious lot with a large fenced backyard, private driveway, and covered carport, this 2-bedroom home showcases timeless architectural details, including gleaming terrazzo floors, graceful arched openings, and elegant plaster cove ceilings that capture the character of the 1950s. The thoughtfully updated interior features a beautifully remodeled kitchen with new cabinetry, quartz countertops, modern lighting, and newer appliances, along with an updated bathroom, All 19 windows have been replaced, an almost-new HVAC system, a 150-amp electrical panel, updated tilt-in windows throughout, restored terrazzo flooring, and luxury vinyl plank flooring in the inviting Florida room. Additional living spaces include a welcoming front porch, rear porch, spacious living room, bright Florida room, and an oversized laundry room. Adding to the home's long-term appeal, the former motel at the corner of 23rd Street and North Tamiami Trail is slated for redevelopment into Artscape Sarasota – One Stop Housing, an innovative mixed-use community designed to provide affordable housing and creative space for artists to live, work, and learn. Offering historic character, modern updates, and an outstanding location just minutes from downtown Sarasota, the Bayfront, dining, shopping, and the arts, this exceptional home is attractively priced at $427,500.

1020 23rd Street, Sarasota

$270,000

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

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

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

3227 Bayberry Terrace, Sarasota

$185,900

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

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

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

3221 Sumac Terrace, Sarasota

$314,900

Welcome to this beautiful 2-bedroom, 2-bathroom single-family home with a 2-car garage in the highly desirable gated Woodbrook community of Sarasota, FL 34243. Offering 1,080 square feet of thoughtfully designed living space, this move-in ready home combines modern upgrades, comfort, and low-maintenance Florida living in an unbeatable Sarasota location near University Town Center (UTC).Inside, you’ll find a bright open-concept floor plan filled with natural light, spacious living and dining areas, and a well-appointed kitchen ideal for both everyday living and entertaining. Recent upgrades include a brand-new AC system (2026) and brand-new luxury vinyl plank flooring throughout the home, with tile flooring in both bathrooms for added durability and style. The private primary suite features an en-suite bathroom and generous closet space, while the split-bedroom layout offers flexibility for guests, family, or a home office.Enjoy peaceful outdoor living in a beautifully maintained gated neighborhood featuring a community pool and playground, perfect for enjoying the Florida lifestyle year-round. Located in Flood Zone X, this property offers added peace of mind with low flood risk.Ideally located just minutes from UTC shopping and dining, Nathan Benderson Park, Sarasota-Bradenton International Airport, downtown Sarasota, Lakewood Ranch, and the world-famous Gulf Coast beaches including Siesta Key and Lido Key. With convenient access to I-75, this home places shopping, restaurants, golf, entertainment, and top Sarasota attractions right at your fingertips.Whether you’re searching for a primary residence, seasonal retreat, retirement home, or investment property in Sarasota, this Woodbrook home offers exceptional value in one of Sarasota’s most convenient and desirable 34243 communities.

2 Beds ⋅ 2 Baths ⋅ Woodbrook SubDv. ⋅ 34243 Zip Code

Welcome to this beautiful 2-bedroom, 2-bathroom single-family home with a 2-car garage in the highly desirable gated Woodbrook community of Sarasota, FL 34243. Offering 1,080 square feet of thoughtfully designed living space, this move-in ready home combines modern upgrades, comfort, and low-maintenance Florida living in an unbeatable Sarasota location near University Town Center (UTC).Inside, you’ll find a bright open-concept floor plan filled with natural light, spacious living and dining areas, and a well-appointed kitchen ideal for both everyday living and entertaining. Recent upgrades include a brand-new AC system (2026) and brand-new luxury vinyl plank flooring throughout the home, with tile flooring in both bathrooms for added durability and style. The private primary suite features an en-suite bathroom and generous closet space, while the split-bedroom layout offers flexibility for guests, family, or a home office.Enjoy peaceful outdoor living in a beautifully maintained gated neighborhood featuring a community pool and playground, perfect for enjoying the Florida lifestyle year-round. Located in Flood Zone X, this property offers added peace of mind with low flood risk.Ideally located just minutes from UTC shopping and dining, Nathan Benderson Park, Sarasota-Bradenton International Airport, downtown Sarasota, Lakewood Ranch, and the world-famous Gulf Coast beaches including Siesta Key and Lido Key. With convenient access to I-75, this home places shopping, restaurants, golf, entertainment, and top Sarasota attractions right at your fingertips.Whether you’re searching for a primary residence, seasonal retreat, retirement home, or investment property in Sarasota, this Woodbrook home offers exceptional value in one of Sarasota’s most convenient and desirable 34243 communities.

4735 Woodbrook Dr, Sarasota

$699,000

Opportunity, versatility and charm all come together in this beautifully maintained Sarasota County property on an oversized, fully fenced lot just over 1/2-acre! Featuring two bedrooms, two baths and multiple outdoor entertaining areas, this property offers endless possibilities for homeowners, investors or business owners alike with its multi-zoning potential allowing for commercial use, duplex possibilities and RV storage. Inside, you’ll find durable LVP flooring throughout, an open living room and kitchen layout, and a spacious kitchen featuring rich wood cabinetry, black Corian countertops, tile backsplash, and newer stainless appliances including a new dishwasher and refrigerator. The primary suite offers a walk-in closet, sliding glass doors leading to a private patio, and an en-suite bath complete with double sinks, soaking tub and separate shower. Home has new solar panels, which are transferable to a new owner at only $61 a month. Go outside and enjoy the shaded, treed property with multiple sitting areas, a fire pit, oversized lanai, storage shed, and plenty of room for RVs, toys or future expansion. City water and septic are in place, with the septic recently pumped and a newer drain field providing added peace of mind. Major updates include roof replaced 03/29/2023, windows replaced in 2023, solar panels installed 09/23/2025 and main electrical panel updated 12/09/2025. Air conditioner is 2005. Conveniently near the Orioles spring training facility, 17th Street Park, with baseball and BMX fields, the airport and downtown amenities, this unique property offers flexibility, convenience and incredible potential all in one package!

2 Beds ⋅ 2 Baths ⋅ Lorraine Park SubDv. ⋅ 34234 Zip Code

Opportunity, versatility and charm all come together in this beautifully maintained Sarasota County property on an oversized, fully fenced lot just over 1/2-acre! Featuring two bedrooms, two baths and multiple outdoor entertaining areas, this property offers endless possibilities for homeowners, investors or business owners alike with its multi-zoning potential allowing for commercial use, duplex possibilities and RV storage. Inside, you’ll find durable LVP flooring throughout, an open living room and kitchen layout, and a spacious kitchen featuring rich wood cabinetry, black Corian countertops, tile backsplash, and newer stainless appliances including a new dishwasher and refrigerator. The primary suite offers a walk-in closet, sliding glass doors leading to a private patio, and an en-suite bath complete with double sinks, soaking tub and separate shower. Home has new solar panels, which are transferable to a new owner at only $61 a month. Go outside and enjoy the shaded, treed property with multiple sitting areas, a fire pit, oversized lanai, storage shed, and plenty of room for RVs, toys or future expansion. City water and septic are in place, with the septic recently pumped and a newer drain field providing added peace of mind. Major updates include roof replaced 03/29/2023, windows replaced in 2023, solar panels installed 09/23/2025 and main electrical panel updated 12/09/2025. Air conditioner is 2005. Conveniently near the Orioles spring training facility, 17th Street Park, with baseball and BMX fields, the airport and downtown amenities, this unique property offers flexibility, convenience and incredible potential all in one package!

2549 19th Street, Sarasota

$142,900

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN SPOTLESS STYLISH AND MOVE IN READY SOLD FURNISHED Welcome to Oakwood Manor, a sought-after 55+ resident-owned community in the heart of Sarasota. Spanning 90 beautifully maintained acres, this vibrant neighborhood offers true resort-style living at an incredibly affordable $210/month. Enjoy a full lineup of amenities including a welcoming clubhouse with commercial kitchen and stage, fitness center, library, heated pool, hot tub, bocce ball, shuffleboard, and putt-putt golf. Love pickleball? You’re just a short bike ride to the Legacy Trail with brand-new courts. (Please note: no pets, motorcycles, or RVs permitted.) This meticulously maintained 2-bedroom, 2-bath home is being sold turnkey—just bring your suitcase and start enjoying the Florida lifestyle. Step inside to a bright, sun-filled living room surrounded by windows—perfect for morning coffee or relaxing afternoons. The spacious kitchen offers abundant cabinetry and flows seamlessly into the dining area, ideal for entertaining. It comes fully equipped with stove, microwave, refrigerator, plus a washer and dryer conveniently located just steps away. **Recent updates and features include: *New laminate flooring throughout 2023 *Updated subflooring *Roof repairs (2024) *Hurricane straps on home and carport *AC with annual service contract *Tastefully updated guest bath **Located just steps from the clubhouse, you’ll have easy access to all community activities and social events. Prime Sarasota Location: Minutes to downtown, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and top medical facilities. **Move-in ready, spotless, and truly maintenance-free—this home is a must-see!

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

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN SPOTLESS STYLISH AND MOVE IN READY SOLD FURNISHED Welcome to Oakwood Manor, a sought-after 55+ resident-owned community in the heart of Sarasota. Spanning 90 beautifully maintained acres, this vibrant neighborhood offers true resort-style living at an incredibly affordable $210/month. Enjoy a full lineup of amenities including a welcoming clubhouse with commercial kitchen and stage, fitness center, library, heated pool, hot tub, bocce ball, shuffleboard, and putt-putt golf. Love pickleball? You’re just a short bike ride to the Legacy Trail with brand-new courts. (Please note: no pets, motorcycles, or RVs permitted.) This meticulously maintained 2-bedroom, 2-bath home is being sold turnkey—just bring your suitcase and start enjoying the Florida lifestyle. Step inside to a bright, sun-filled living room surrounded by windows—perfect for morning coffee or relaxing afternoons. The spacious kitchen offers abundant cabinetry and flows seamlessly into the dining area, ideal for entertaining. It comes fully equipped with stove, microwave, refrigerator, plus a washer and dryer conveniently located just steps away. **Recent updates and features include: *New laminate flooring throughout 2023 *Updated subflooring *Roof repairs (2024) *Hurricane straps on home and carport *AC with annual service contract *Tastefully updated guest bath **Located just steps from the clubhouse, you’ll have easy access to all community activities and social events. Prime Sarasota Location: Minutes to downtown, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and top medical facilities. **Move-in ready, spotless, and truly maintenance-free—this home is a must-see!

3226 Sweet Gum Terrace, Sarasota

$649,000

Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.

3 Beds ⋅ 2 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code

Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.

708 42nd Street, Sarasota

$1,450,000

An exceptional opportunity awaits to create your dream waterfront retreat in one of Sarasota’s most desirable locations. This unique property offers the rare chance to either complete the existing structure to your exact specifications or design and build a custom home tailored to your vision. Set on a private, serene lot surrounded by lush greenery, the property provides a peaceful, tucked-away feel while still being remarkably close to everything Sarasota has to offer. Enjoy excellent boating water with direct access to Sarasota Bay and the Gulf, making it a true paradise for boating and water sport enthusiasts. The property is already equipped with a dock and boat lift, so you can start enjoying the waterfront lifestyle right away. Located on a quiet, tree-lined street, this homesite combines tranquility with convenience. You’ll be just minutes from Bayfront Park, downtown Sarasota’s vibrant shops and restaurants, the Ringling Museum, Sarasota-Bradenton International Airport, and the University Town Center. Whether you envision a modern coastal masterpiece or a timeless waterfront estate, this is a rare chance to bring your vision to life in an unbeatable location with outstanding boating access and exceptional privacy.

3 Beds ⋅ 2 Baths ⋅ Sylvan Shores SubDv. ⋅ 34234 Zip Code

An exceptional opportunity awaits to create your dream waterfront retreat in one of Sarasota’s most desirable locations. This unique property offers the rare chance to either complete the existing structure to your exact specifications or design and build a custom home tailored to your vision. Set on a private, serene lot surrounded by lush greenery, the property provides a peaceful, tucked-away feel while still being remarkably close to everything Sarasota has to offer. Enjoy excellent boating water with direct access to Sarasota Bay and the Gulf, making it a true paradise for boating and water sport enthusiasts. The property is already equipped with a dock and boat lift, so you can start enjoying the waterfront lifestyle right away. Located on a quiet, tree-lined street, this homesite combines tranquility with convenience. You’ll be just minutes from Bayfront Park, downtown Sarasota’s vibrant shops and restaurants, the Ringling Museum, Sarasota-Bradenton International Airport, and the University Town Center. Whether you envision a modern coastal masterpiece or a timeless waterfront estate, this is a rare chance to bring your vision to life in an unbeatable location with outstanding boating access and exceptional privacy.

1040 Sylvan Drive, Sarasota

$184,900

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

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

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

3218 Oakwood Boulevard S, Sarasota

$159,900

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

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

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

3312 Overcup Oak Terrace, Sarasota

$229,000

(RENT TO OWN OPTION AVAILABLE, 10K DOWN, PORTION OF RENT GOES TO PRINCIPLE. PLEASE INQUIRE FOR MORE DETAILS. GOOD CREDIT AND JOB REQUIRED.) All the upgrades added in this renovation! Luxurious living at an affordable price (reduced again to encourage offers!) less than a mile from FSU Center for Performing Arts, Ringling Museum, New World College, Asolo Theater, and SRQ (10 minutes to downtown, 15 minutes to St Armand’s Circle/Lido Key Beach, 20 minutes to Siesta Key)! This condo has been renovated beyond the usual with perks like a new reverse osmosis water system in the kitchen and water filters on both showers and bathroom sinks. There are also high-end, first-class touches like seagrass wallpaper and crown molding and gorgeous quartz countertops! Tucked into the desirable Barrington Woods (gated) complex, this is a great location for a fraction of what you would pay for a comparable unit just a couple of miles south in downtown. New hurricane windows, freshly painted interior and exterior. New roof in 2022. New A/C unit in 2022. Lots of natural light. Kitchen: new white with gold, blue, and gray marbled quartz countertops, stylish white cabinets, new stainless double sink with disposal, new faucet fixtures, new reverse osmosis tankless water filtration system, lots of cabinets and a pantry for storage. Stainless refrigerator, black glass-top stove, dishwasher. Bathrooms: new fixtures, gorgeous Victorian wooden vanities, multi-layered filtration systems on sinks so you can brush your teeth and wash your face with the cleanest water as well as shower heads. There is also a versatile Florida room (aka lanai) is fully enclosed with big sliding glass windows overlooking new landscaping (palm trees and flowers) with a new tropical ceiling fan. Gorgeous easy to care for gray waterproof laminate wood floors throughout the unit. Large family room open area for couches, tables, dining, whatever. Front-loading large-capacity washer and dryer in their own closeted area with storage shelves above. Large primary suite with walk-in closet, new stylish barn door to bath and dressing area, Charming guest bedroom with seagrass wallpaper, crown molding, baseboards and white piping on the walls. Front porch big enough for sitting or for large potted plants. Outdoor storage closet (that locks securely) for storing your gardening tools or your beach chairs or bicycle. Lawn maintenance is included. Sprinkler system and drip lines for landscaping. Sparkling pool just across the quaint wooden pedestrian bridge over the lake where birds and turtles frolic. Your own parking space in front of the unit under the cover of a carport. Plenty of guest parking available nearby. Pets allowed up to 40 lbs. Move-in ready. Furnished or not (or partial).

2 Beds ⋅ 2 Baths ⋅ Barrington Woods SubDv. ⋅ 34234 Zip Code

(RENT TO OWN OPTION AVAILABLE, 10K DOWN, PORTION OF RENT GOES TO PRINCIPLE. PLEASE INQUIRE FOR MORE DETAILS. GOOD CREDIT AND JOB REQUIRED.) All the upgrades added in this renovation! Luxurious living at an affordable price (reduced again to encourage offers!) less than a mile from FSU Center for Performing Arts, Ringling Museum, New World College, Asolo Theater, and SRQ (10 minutes to downtown, 15 minutes to St Armand’s Circle/Lido Key Beach, 20 minutes to Siesta Key)! This condo has been renovated beyond the usual with perks like a new reverse osmosis water system in the kitchen and water filters on both showers and bathroom sinks. There are also high-end, first-class touches like seagrass wallpaper and crown molding and gorgeous quartz countertops! Tucked into the desirable Barrington Woods (gated) complex, this is a great location for a fraction of what you would pay for a comparable unit just a couple of miles south in downtown. New hurricane windows, freshly painted interior and exterior. New roof in 2022. New A/C unit in 2022. Lots of natural light. Kitchen: new white with gold, blue, and gray marbled quartz countertops, stylish white cabinets, new stainless double sink with disposal, new faucet fixtures, new reverse osmosis tankless water filtration system, lots of cabinets and a pantry for storage. Stainless refrigerator, black glass-top stove, dishwasher. Bathrooms: new fixtures, gorgeous Victorian wooden vanities, multi-layered filtration systems on sinks so you can brush your teeth and wash your face with the cleanest water as well as shower heads. There is also a versatile Florida room (aka lanai) is fully enclosed with big sliding glass windows overlooking new landscaping (palm trees and flowers) with a new tropical ceiling fan. Gorgeous easy to care for gray waterproof laminate wood floors throughout the unit. Large family room open area for couches, tables, dining, whatever. Front-loading large-capacity washer and dryer in their own closeted area with storage shelves above. Large primary suite with walk-in closet, new stylish barn door to bath and dressing area, Charming guest bedroom with seagrass wallpaper, crown molding, baseboards and white piping on the walls. Front porch big enough for sitting or for large potted plants. Outdoor storage closet (that locks securely) for storing your gardening tools or your beach chairs or bicycle. Lawn maintenance is included. Sprinkler system and drip lines for landscaping. Sparkling pool just across the quaint wooden pedestrian bridge over the lake where birds and turtles frolic. Your own parking space in front of the unit under the cover of a carport. Plenty of guest parking available nearby. Pets allowed up to 40 lbs. Move-in ready. Furnished or not (or partial).

5061 Barrington Circle Unit 1302, Sarasota

$399,900

Virtually Staged. Extremely motivated Seller! Tremendous Value: This 2/2 property is located in Paver Park.A neighborhood in transition! A well-established neighborhood close to downtown Sarasota, Sarasota Memorial Hospital, Shopping, Public Transportation, and the renowned Mall, University Town Center. Not to mention easy access to I-75 with Tampa, a 60-minute drive. This wonderful home has been completely renovated. Including but not limited to a new roof, hurricane windows, A/C, custom-made cabinets in the kitchen, new appliances, flooring, lighting, electrical, and hurricane doors (2). Legacy Trail is out your back door. Motivated Seller. Please note that the pictures were virtually staged for marketing purposes. Please note“One or more photo(s) was virtually staged.”

2 Beds ⋅ 2 Baths ⋅ Paver Park Estates SubDv. ⋅ 34237 Zip Code

Virtually Staged. Extremely motivated Seller! Tremendous Value: This 2/2 property is located in Paver Park.A neighborhood in transition! A well-established neighborhood close to downtown Sarasota, Sarasota Memorial Hospital, Shopping, Public Transportation, and the renowned Mall, University Town Center. Not to mention easy access to I-75 with Tampa, a 60-minute drive. This wonderful home has been completely renovated. Including but not limited to a new roof, hurricane windows, A/C, custom-made cabinets in the kitchen, new appliances, flooring, lighting, electrical, and hurricane doors (2). Legacy Trail is out your back door. Motivated Seller. Please note that the pictures were virtually staged for marketing purposes. Please note“One or more photo(s) was virtually staged.”

2722 Nancy Street, Sarasota

$2,516,000

SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion.

2 Beds ⋅ 1 Baths ⋅ Halls Sub James S SubDv. ⋅ 34236 Zip Code

SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion.

1569 7th Street, Sarasota