Location: Sarasota , 34231
Do Not Show Listings
2037 and 2039 Jo an Dr JO AN DR, SARASOTA, FL 34231
$619,00049 Days on yellowkey MLS ID: A4692288
REDUCED by $10,000 (1.6%) on 06/08/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 1988 Built: 1955 Tax: $5,534 (2024)Community: High AcresSpa: YesHalf Duplex
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,534
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Live the Florida Dream for Free – Premier Sarasota Duplex with Income Potential Why choose between a luxury home and a smart investment? At 2037 & 2039 Jo An Drive, you can have both. This meticulously maintained side-by-side duplex offers a rare opportunity to occupy a beautiful 2BR/2BA residence while the identical neighboring unit generates significant rental income to offset your costs. The Lifestyle: Enjoy your own private oasis featuring a luxurious swim spa and a massive, deep-bay garage perfect for boat storage—all just 3 miles from the world-famous Siesta Key Public Beach. The Income: With RMF-1 zoning, this property is a turnkey powerhouse. Whether you prefer stable long-term tenants or want to capitalize on the high-demand short-term rental market, the numbers work in your favor. The Location: Tucked away on a quiet street but only minutes from Southside Village, premier dining, and top-rated schools. Ideal for: The "House Hacker": Live in one side and let the other pay your mortgage. The Seasonal Resident: Live here in the winter and rent both units during the peak vacation season. The Savvy Investor: Maximize your ROI with two updated units in a prime coastal location. Don’t just buy a home—buy an asset. Contact us today for a private tour and a full rental income projection.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Marcus Mumm (920-960-0413)
2445 CONSTITUTION BLVD, SARASOTA, FL 34231
$599,00095 Days on yellowkey MLS ID: O6391266
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1321 Built: 1961 Tax: $4,448 (2025)Community: Phillippi Gardens 03Single Family
Taxes:$4,448
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Virtually Staged. Welcome to this stunning fully renovated beach cottage in the highly desirable Gulf Gate neighborhood, just minutes from the world-famous Siesta Key Beach and centrally located to everything Sarasota has to offer. Step inside to a bright and inviting open layout filled with natural light, coastal finishes, and designer touches throughout. The updated kitchen features custom cabinetry, stylish backsplash, modern appliances, and elegant gold fixtures, creating a space that is both functional and beautiful for everyday living or entertaining. The home offers a relaxing coastal vibe with light wood flooring, updated lighting, and thoughtfully designed spaces that make the home feel airy and welcoming. The primary suite includes a private ensuite bath featuring a stunning rain-head walk-in shower, creating a spa-like retreat. Additional bathrooms have been tastefully updated with modern tile and fixtures. Outside, enjoy your private backyard oasis, perfect for entertaining, relaxing, or enjoying the Florida lifestyle. With space for outdoor dining, recreation, and plenty of room to unwind, it’s ideal for both families and guests. Located just minutes from Siesta Key Beach, shopping, restaurants, and downtown Sarasota, this home offers the perfect combination of coastal charm, modern upgrades, and unbeatable location. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this beautifully updated Gulf Gate cottage is ready to enjoy.
Listing is courtesy of: BLUE LIGHTHOUSE REALTY INC (855-550-0528)
Listing Agent: Jorge Zea (855-550-0528)
6139 HOLLYWOOD BLVD, SARASOTA, FL 34231
$999,90024 Days on yellowkey MLS ID: TB8512156
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2088 Built: 1953 Tax: $9,362 (2025)Community: Pine Shores Estate 4Th SecSpa: YesSingle Family
Taxes:$9,362
Remarks: Offered below appraised value at $999,900, this truly one-of-a-kind Sarasota property presents a rare opportunity to own a private family compound just minutes from Siesta Key and located West of the Trail in the highly desirable Pine Shores neighborhood. Set on an oversized 0.34-acre gated, fenced, and walled homesite, this exceptional property offers two separate living residences, incredible flexibility, and resort-style outdoor living — all with NO HOA and NOT located in a flood zone. This property also represents an outstanding investment opportunity with a proven rental history and strong income-producing potential, making it ideal for seasonal rentals, multigenerational living, guest accommodations, or long-term investment strategies. The beautifully maintained main residence features 3 bedrooms and 3 baths with approximately 1,685 square feet of living space and is being offered fully turnkey furnished. ROOF (3 - 4 years old), HVAC 2025, TANKLESS WATER HEATER 2025. Pride of ownership is evident from the moment you arrive, with a long paver driveway leading to a charming, gated breezeway entrance and lush, low-maintenance tropical landscaping. The main home showcases polished terrazzo flooring, crown molding, remodeled kitchen and baths, granite countertops, impact-resistant windows and doors, and a state-of-the-art water filtration system. Outdoor living is exceptional with a heated saltwater pool, spa, summer kitchen, and expansive entertaining areas designed for the ultimate Florida lifestyle. Built in 2013, the detached oversized two-car garage structure adds tremendous value and versatility. Upstairs, guests or extended family will enjoy a spacious studio apartment complete with a full kitchen, breakfast bar, custom cabinetry, hardwood flooring, upgraded lighting and fans, built-in hideaway bed, full bath, and private laundry area. The garage also includes built-in storage shelving and an additional side carport. The oversized paver driveway and side access provide abundant room for boat, RV, or recreational vehicle parking. The expansive lot also offers future flexibility with room to potentially expand, add additional structures, or create a custom luxury estate environment. Located just minutes from Siesta Key Beach, Phillippi Estate Park, shopping, dining, and Sarasota’s vibrant cultural attractions, this is a truly special property combining location, privacy, flexibility, lifestyle, and investment value in one extraordinary offering.
Listing is courtesy of: MARZUCCO REAL ESTATE (239-776-5194)
Listing Agent: Lisa Kohan (239-272-5901)
3443 CLARK RD #242, SARASOTA, FL 34231
$169,00071 Days on yellowkey MLS ID: A4688551
0 Days Off yellowkey (back on 6/18/2026)
REDUCED by $4,000 (2.3%) on 06/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 555 Built: 1974 Tax: $1,883 (2025)Community: SiennaCondo
Taxes:$1,883
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Great investment opportunity! This 1 bedroom 1 bathroom 2nd floor unit comes Turn Key furnished! Long term rental has the potential net ROI over 6%. The low $365 monthly fee includes: water, sewer, trash collection, building insurance and outside maintenance including the roof and grounds. Upgrades includes: open and updated kitchen and bathroom, no carpet. Enjoy access to amenities such as swimming pool, fenced doggie park, BBQ grill and fitness center. Minutes from the famous Siesta Beach, shopping, dining, entertainment and the highway.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Julianna Kovacs (941-518-6485)
4078 GROVELAND AVE, SARASOTA, FL 34231
$335,000234 Days on yellowkey MLS ID: A4669478
REDUCED by $10,000 (2.9%) on 06/15/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1240 Built: 1981 Tax: $2,704 (2024)Community: Grove ParkSingle Family
Taxes:$2,704
Elementary School: Wilkinson Elementary
Remarks: In a city where home prices often feel out of reach, this well-maintained three-bedroom, one-bath residence offers something increasingly rare: a real opportunity to plant roots in Sarasota without sacrificing location or potential. Set on a quiet, non-HOA neighborhood just minutes from the beach, downtown, shopping, and restaurants, this home proves that owning in Sarasota does not mean choosing between charm, location, and affordability. Inside, you will find an open layout with tile and laminate flooring, natural light throughout, and a warm, welcoming feel ready to be personalized. The kitchen has been thoughtfully updated with granite countertops and refreshed cabinetry that seamlessly blends function and simplicity, while unifying the living and dining areas. A cozy brick fireplace, featuring an above-mantel TV mount, anchors the living room, making it perfect for both quiet evenings with a book and hosting game day with friends. The primary bedroom features two closets and a dual-access ensuite bath that connects to the hallway leading to the home's two additional bedrooms. Step outside to a fully fenced backyard with a spacious deck, fire pit, and a large permitted shed that offers flexibility for storage or creative use, along with ample room for a home addition or pool, if desired. While it is not the biggest or flashiest house in town, it is real, it is ready, and it can be yours to shape. Whether you are a first-time buyer looking to stay in Sarasota on a budget, a seasonal visitor in need of a winter retreat, or someone who values authenticity, this is a home where you can begin to build not just equity, but a meaningful life. QUALIFIED BUYERS MAY HAVE THE OPPORTUNITY TO ASSUME THE EXISTING FHA LOAN AT A 2.9% INTEREST RATE. THIS RARE FINANCING OPTION COULD MEAN SIGNIFICANT MONTHLY SAVINGS COMPARED TO CURRENT MARKET RATES. ASSUMPTION IS SUBJECT TO LENDER APPROVAL AND BUYER QUALIFICATION. CONTACT THE LISTING AGENT FOR DETAILS.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
5917 OLIVE AVE, SARASOTA, FL 34231
$448,99922 Days on yellowkey MLS ID: O6411402
REDUCED by $24,001 (5.1%) on 06/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1330 Built: 1957 Tax: $3,209 (2025)Community: Golden AcresSingle Family
Taxes:$3,209
Remarks: Virtually Staged. Located in the desirable coastal community of Sarasota, this inviting home offers a relaxed Florida lifestyle with a comfortable layout and bright, open living spaces. The interior features a functional flow designed for everyday living and easy entertaining, with well-sized bedrooms and versatile common areas. Outdoor space provides room to enjoy the warm weather year-round, whether relaxing, gardening, or hosting gatherings. Conveniently situated near Gulf beaches, shopping, dining, and cultural attractions, this property delivers both lifestyle and location in one of Sarasota’s most sought-after areas.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
2657 WOODGATE LN #E4, SARASOTA, FL 34231
$189,50093 Days on yellowkey MLS ID: A4686420
REDUCED by $5,500 (2.8%) on 06/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1980Monthly Fee: $563 Tax: $909 (2025)Community: Pinewood Village VCondo
Taxes:$909
Remarks: Well kept and updated first level condo. The kitchen has been updated cabiinets and countertops. The primary bathroom has been updated as well. This unit come partially furnished. Parking couldn't be easier with a carport parking spot right in front of the unit. The front porch has been screened in for the morning coffee and book. All the kitchen appliances convey including the washer and dryer. This community offers a community pool, community center that offers a pool table and fitness area.
Listing Agent: Eric Martin (941-274-8718)
2654 GRAND CAYMAN ST, SARASOTA, FL 34231
$357,00025 Days on yellowkey MLS ID: A4694859
REDUCED by $10,000 (2.7%) on 06/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1190 Built: 1959 Tax: $2,737 (2025)Community: Bahama HeightsSingle Family
Taxes:$2,737
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!! Step into this move-in ready 2-bedroom, 2-bath home just minutes from world-famous Siesta Key and downtown Sarasota with no HOA restrictions! Enjoy the ultimate Florida lifestyle with top-rated schools and restaurants all within short distance, including Riverview High School and Phillippi Shores Elementary School. The open-concept living area features beautiful hand-painted ceiling details, abundant natural light, and a warm atmosphere perfect for relaxing. Major upgrades include a 50-year metal roof (2019), upgraded windows, new hot water heater (2025), upgraded kitchen and primary bathroom, and fresh interior paint (2026). High and Dry no flood insurance required! Schedule your private showing today! Move-in ready. List agent is owner.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Mary Birkhold (941-266-8679)
5927 DRIFTWOOD AVE, SARASOTA, FL 34231
$500,00030 Days on yellowkey MLS ID: A4694069
REDUCED by $75,000 (13.0%) on 06/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1412 Built: 1969 Tax: $3,188 (2025)Community: FlorenceSpa: NoSingle Family
Taxes:$3,188
Remarks: Welcome to 5927 Driftwood Ave., Sarasota, FL 34231—a classic Florida ranch home nestled in a desirable “West of Trail” community, just one block from the Intracoastal Waterway. Set on over a quarter of an acre, this Sarasota property offers a rare combination of timeless charm and modern updates in a location central to Siesta Key’s world-famous beaches, Phillippi Estate Park, and all the shopping, dining, and entertainment Sarasota is known for. The curb appeal stands out with a covered front porch and a welcoming Florida feel. Inside, the great room features open living and dining spaces with tile floors, a chandelier with ceiling medallion, and a crown-molding accent wall. Sliding doors connect the living area to a bright home office, offering an ideal setting for relaxation or entertaining. The kitchen is designed for both style and function, featuring custom white cabinetry with generous storage, gold hardware and fixtures, gold-veined white countertops, and a dedicated coffee station. A gas range is exciting for anyone who loves to cook, and the laundry is conveniently located just off the kitchen. Enjoy an apron sink, custom floor-to-ceiling pantry, stainless steel appliances, and a peninsula bar with drop lighting. There is also direct entry to the attached two-car garage with attic storage. Out back, your private backyard oasis awaits—surrounded by palm trees and privacy fencing. The heated open-air pool and covered lounge area—equipped with double ceiling fans—create a true Sarasota retreat for dining, relaxing, or entertaining. The pool bath features artisan blue scalloped tile, a walk-in shower with dual rainfall heads, a vessel sink atop a white shaker vanity with gold fixtures, and a sculptured mirror, all in an airy, light-filled palette. Both bedrooms offer wood-tone flooring, ceiling fans, and customized closet storage. The primary suite includes a walk-in closet and a recently updated en suite bathroom with a glass-enclosed, walk-in shower and marble-topped vanity. The second bedroom features mirrored closet doors and built-in organizer shelving. Additional storage is available in the hallway closet and attic. Practical features include partially updated windows and a propane tank. With no HOA restrictions at 5927 Driftwood Ave., you’ll enjoy the flexibility to bring your boat, RV, or other recreational vehicles—offering convenience for a variety of interests. Updates have already been started, allowing for your own finishing touches over time. Built in 1969, this home reflects the enduring craftsmanship of its era while providing endless opportunities for personalization. The unbeatable location, spacious lot, and flexible amenities make this Sarasota home a fantastic choice for those seeking a full-time residence or investment in a rapidly appreciating neighborhood. Experience the best of Sarasota living at 5927 Driftwood Ave.—just blocks from the Intracoastal Waterway, minutes to Siesta Key, and close to everything that makes Sarasota, Florida, such a desirable place to call home.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
2242 CIRCLEWOOD DR #24, SARASOTA, FL 34231
$225,0008 Days on yellowkey MLS ID: TB8517647
1 Days Off yellowkey (back on 6/18/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1974Monthly Fee: $695 Tax: $1,028 (2025)Community: Woodside Village EastVilla
Taxes:$1,028
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 2242 Circle Wood Drive, a beautifully maintained 2-bedroom, 2-bath villa offering the perfect blend of comfort, convenience, and maintenance-free living in one of Sarasota’s most desirable locations. Inside, you'll find spacious living areas filled with natural light, an inviting floor plan, and a beautiful sunroom/den that provides the perfect space for a home office, reading room, or additional living area. Covered parking adds everyday convenience, while the lush tropical landscaping creates a peaceful setting you'll love coming home to. The community amenities elevate the lifestyle even further with a heated pool, tennis and pickleball courts, and beautifully maintained grounds. Location is everything, and this villa delivers. You're just minutes from Siesta Key Beach, St. Armands Circle, Downtown Sarasota, world-class dining, shopping, entertainment, and golf. Whether you're looking for a full-time residence, seasonal retreat, or low-maintenance Florida getaway, this villa offers the Sarasota lifestyle you've been dreaming of.
Listing is courtesy of: ELEVE REAL ESTATE LLC (813-562-5002)
Listing Agent: Danielle Davis (813-526-5002)
1436 PINE BAY DR, SARASOTA, FL 34231
$4,698,00096 Days on yellowkey MLS ID: A4683228
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4128 Built: 2026Monthly Fee: $17 Tax: $7,062 (2025)Community: Johnson EstatesSpa: YesSingle Family
Taxes:$7,062
Remarks: Pre-Construction. To be built. Experience modern coastal living at its finest with the Coral Isle by Heritage Builders. Nestled on an expansive 20,000+ sq. ft. homesite in the highly coveted Oyster Bay neighborhood, this newly crafted ranch-style residence effortlessly blends contemporary design with timeless architectural elements. With 4,128 sq. ft. of air-conditioned living space all on one level, the home offers an ideal layout featuring four spacious bedrooms, a dedicated media room, private office, casual dining area, and an impressive four-car side-load garage. Inside, Heritage Builders’ signature high-end finishes take center stage. White oak flooring flows throughout the home, complemented by elegant arched entryways and thoughtfully designed details at every turn. The primary suite is a serene retreat, complete with an outdoor shower accessible directly from the luxurious primary bath—perfect for embracing the Florida lifestyle. The heart of the home is the expansive Great Room and open-concept kitchen, designed to bring family and friends together. A disappearing corner slider in the casual dining area blurs the lines between indoors and out, opening to the covered lanai, pool, and spa—an entertainer’s dream. The chef’s kitchen impresses with an oversized island, true walk-in butler’s pantry, and a full suite of Thermador appliances, offering ample space for prep, cooking, and hosting. Situated just 5 minutes from the world-famous Siesta Key Beach, a short walk to the exclusive Field Club, and mere minutes from the boutiques and dining of Southside Village, this location places you at the center of Sarasota’s most desirable amenities. Enjoy quick access to the arts and culture of downtown Sarasota, only 7 minutes away, all while residing in one of the area’s most charming and established neighborhoods. The Coral Isle brings modern luxury, thoughtful design, and unrivaled convenience together in one extraordinary home.
Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)
Listing Agent: Sara Boudarga (941-321-6352)
2049 CHAMPION ST, SARASOTA, FL 34231
$65,00081 Days on yellowkey MLS ID: A4688156
REDUCED by $10,000 (13.3%) on 06/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 736 Built: 1963Monthly Fee: $215 Tax: $958 (2025)Community: Mobile EstatesMobile Home
Taxes:$958
Remarks: Opportunity awaits with this Sarasota property located in a 55+ community in a convenient area near US-41, Bee Ridge Road, and the Gulf Coast beaches. The home is being offered as-is and presents strong potential for buyers looking to renovate, update, or create value through thoughtful improvements. This property offers a compelling opportunity for those seeking a project in a desirable Sarasota location. With the right vision, the home can be transformed into a comfortable full-time residence or a seasonal retreat. Ideally positioned just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and everyday conveniences, the location provides access to many of the area's most desirable amenities. Nearby parks, retail centers, and major roadways allow convenient connectivity throughout Sarasota and surrounding communities. For buyers looking to take on a renovation project and customize a property to their preferences, this home offers solid potential within a well-located Sarasota neighborhood. The property is being sold as-is. Buyers are encouraged to conduct their own due diligence and verify all information.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
4003 BOOTH PL, SARASOTA, FL 34231
$355,90065 Days on yellowkey MLS ID: A4690238
REDUCED by $19,100 (5.1%) on 05/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1952 Tax: $2,979 (2025)Community: BrooksideSingle Family
Taxes:$2,979
Remarks: Under contract-accepting backup offers. Welcome to this FRESH and Bright centrally located home in Sarasota! It offers 3 bedrooms, 2 bathrooms, and valuable updates that provide both comfort and peace of mind. A BRAND NEW ROOF is scheduled for installation in mid-June 2026, while the freshly painted interior (May 2026), finished in a soft/neutral white, creates a light-filled and inviting atmosphere throughout the home. The beautifully updated kitchen features newer appliances, cabinetry, white quartz countertops, and fixtures, blending style and functionality for everyday living and entertaining. The spacious primary suite is complemented by a stunning bathroom renovation completed in March 2026, showcasing modern finishes and thoughtful design. The water softener is also new. UPDATED PHOTOS WILL BE TAKEN after the new roof is completed. Step outside and enjoy the spacious screened lanai, an ideal setting for morning coffee, evening relaxation, or gathering with family and friends. The large private backyard is shaded by mature trees, offering both beauty and privacy. A one-car carport under the main roofline adds convenience and enhances the property's overall value. Located within the highly sought-after Riverview School District, this home is just minutes from Siesta Key's world-famous beaches, vibrant downtown Sarasota, premier shopping and dining, parks, and major medical facilities. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional location offers enduring appeal. With many of the major improvements already completed—including the new roof, fresh interior paint, updated kitchen, renovated primary bathroom, and new water softener—this property presents an outstanding opportunity to enjoy the Sarasota lifestyle from day one. Combining desirable updates, a prime location, and room to make it your own, this home is ready to welcome its next owner.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Julie Shaw (941-408-4760)
3174 REGATTA CIR, SARASOTA, FL 34231
$428,90059 Days on yellowkey MLS ID: A4689148
REDUCED by $5,000 (1.2%) on 06/18/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1279 Built: 1963Monthly Fee: $6 Tax: $4,089 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$4,089
Remarks: Bright and light, charming, nicely updated two bedroom, two bath home sold TURNKEY furnished in the lovely Gulf Gate community on a quiet circle street! Don’t miss this tropical oasis with a beautiful backyard and screened in patio ready for new owners – just bring your toothbrush! This community has an optional HOA and no CDD fees! This one car garage home includes the following updates: new exterior paint 2026, new interior paint in 2021, new wind rated sliding doors in 2021, new screened in patio 2021, new range and refrigerator in 2021, new garage exterior door in 2024, garage painted in 2023, new gas grill in 2026, new updated lighting in 2021, and new HVAC installed in 2020. Close to shopping, restaurants, and only 3.9 miles to the famous #1 Beach in the USA - Siesta Key! Enjoy as your personal home or as a great investment opportunity. Don't miss this home, make your appointment to see today!
Listing Agent: Alice Lewis (941-402-5564)
1473 LANDINGS CIR #44, SARASOTA, FL 34231
$438,888304 Days on yellowkey MLS ID: A4662144
REDUCED by $10,000 (2.2%) on 06/18/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2040 Built: 1981 Tax: $6,233 (2024)Community: Landings TreehouseCondo
Taxes:$6,233
Remarks: Welcome to The Landings Treehouse, one of Sarasota’s most sought-after gated communities. This spacious 3-bedroom, 2.5-bath residence offers over 2,000 sq. ft. of living space with a thoughtfully designed open floor plan that balances comfort and style. The main level features a bright living and dining area with soaring ceilings, skylights, a cozy fireplace, and access to a private lanai surrounded by lush tropical landscaping. The updated kitchen boasts granite counters, a center island, breakfast bar, solid wood cabinetry, and stainless-steel appliances—perfect for both everyday living and entertaining. Upstairs, the primary suite offers a walk-in closet, high ceilings, and a spa-inspired bathroom with skylights that fill the space with natural light. Two additional bedrooms provide plenty of room for guests, one with its own en suite bath. Throughout the home, you’ll find luxury vinyl and tile flooring, designer finishes, and built-in features that enhance functionality. Set among mature trees and serene nature, The Landings Treehouse community is known for its exclusive amenities, including a heated community pool, tennis courts, walking trails, and private access to the Intracoastal Waterway through the Landings Racquet Club (membership optional). This desirable location places you just minutes from Siesta Key Beach, Downtown Sarasota, St. Armands Circle, and a variety of shopping, dining, and cultural attractions. With its generous floor plan, resort-style amenities, and unbeatable location, this home is the perfect opportunity to enjoy the relaxed yet vibrant Sarasota lifestyle. The quarterly fee includes flood insurance, roof, outdoor maintenance and landscaping, gutter cleaning, pest control, Treehouse community pool, kayak launch, cable, internet. No additional assessments.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Michel (941-702-3889)
6688 SCHOONER BAY CIR #6688, SARASOTA, FL 34231
$755,00033 Days on yellowkey MLS ID: A4693436
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1988 Tax: $3,716 (2025)Community: Schooner BayCondo
Taxes:$3,716
Remarks: Tucked within the quiet gated boating community of Schooner Bay, this beautifully remodeled 3 bedroom, 2 bath, 2 car garage waterfront condo blends relaxed Florida living with effortless boating convenience just minutes from Siesta Key’s world-famous white sand beaches. With over 1,800 square feet of thoughtfully designed living space and a 23-foot boat dock and boat lift just outside your door, this residence is perfectly suited for those looking to fully embrace the coastal boating way of life. A semi-private side entrance welcomes you inside, where a distinctive front-to-back view immediately draws your eye through the expansive sliding glass doors to the peaceful saltwater canal beyond. Light wood-look vinyl flooring, high sloped ceilings, oversized front windows, and an open-concept layout create a bright and airy atmosphere filled with natural light. The crisp white kitchen features bar-top seating, counter-to-ceiling tile backsplash, recessed lighting, stainless steel appliances, and seamless flow into the dining and living areas, ideal for both relaxed daily living and gathering with guests. Just beyond, the enclosed sunroom provides a relaxing extension of the living space with picturesque canal views and a tranquil setting to enjoy morning coffee or unwind at the end of the day. The spacious primary suite offers private access to the sunroom through sliding glass doors, peaceful water views, a walk-in closet, and an en suite bath complete with a dual sink vanity, separate shower, and private toilet room. Two generously sized guest bedrooms share a second full bath, offering comfort and flexibility for family or visitors. Residents of Schooner Bay enjoy access to a clubhouse and heated community pool, along with an unbeatable location just minutes from Siesta Key Beach which is consistently ranked among the best beaches in the world for its soft white sand and turquoise waters. From here, you’re also close to a variety of local dining, casual waterfront restaurants, boutique shopping, and vibrant entertainment, all just a short walk or bike ride away. Crisp, comfortable, and inviting, this condo delivers the best of easy living– with boating from your private dock, beach days on Siesta Key, and peaceful canal views right at home. A rare opportunity to enjoy it all in one place, this is a home you truly need to see today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
2120 LA SALLE ST, SARASOTA, FL 34231
$360,0004 Days on yellowkey MLS ID: A4697106
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1194 Built: 1956 Tax: $2,087 (2025)Community: Las Lomas De SarasotaSingle Family
Taxes:$2,087
Middle School: Sarasota Middle
Remarks: Updated, move-in ready, and ideally located just minutes from Siesta Key—this 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and peace of mind. Major updates provide exceptional value and peace of mind, including a NEW roof (2026) with transferable warranty, NEW central A/C installed in February 2026, NEW attic insulation, NEW garbage disposal, NEW washer just 2 months old, and even a NEW mailbox. The screened patio also features a NEW roof, while the driveway was replaced and expanded just two years ago, enhancing both functionality and curb appeal. Enjoy Florida living with NO HOA and the added benefit of Flood Zone X. The large, fully fenced backyard offers plenty of room for pets, play, entertaining—or even your dream pool. Nestled in a desirable family-friendly neighborhood with top-rated schools, this home is zoned for Phillippi Shores Elementary, Sarasota Middle School, and Riverview High School. Conveniently located near shopping, restaurants, and recreation, you'll be just minutes from Phillippi Estate Park's walking trails, kayaking, and community events, as well as approximately 10 minutes from Siesta Key. With major improvements already completed and an unbeatable location, this home is ready for its next owner to move right in and enjoy all thing Sarasota.
Listing Agent: Marcia Nelson (941-321-6691)
2131 PALM TER, SARASOTA, FL 34231
$309,9007 Days on yellowkey MLS ID: A4697017
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1950 Tax: $3,179 (2025)Community: Harbor OaksSingle Family
Taxes:$3,179
Remarks: Come and make your this nice house. Only minutes to our wonderful Siesta Key Beach. This house have great possibilities. Seller very motivated and could help with some buyers closing cost.
Listing is courtesy of: GULF COAST PARADISE REALTY INC (941-536-3039)
Listing Agent: Carmen Melendez (941-536-3039)
4808 RIVERWOOD AVE, SARASOTA, FL 34231
$625,000131 Days on yellowkey MLS ID: A4679255
REDUCED by $23,500 (3.6%) on 05/30/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2707 Built: 1957 Tax: $5,443 (2025)Community: Riverwood Park ResubSingle Family
Taxes:$5,443
Remarks: Spacious and versatile 2,700 sq. ft. block home situated on a large double corner lot in a fantastic family-friendly neighborhood! This well-maintained property features a **new roof in 2025**, 3 bedrooms, 2 bathrooms, a dedicated office, and an additional private bedroom/mother-in-law suite with its own separate entrance—perfect for extended family, guests, or potential rental income. Property is high and dry! Enjoy the freedom of **no deed restrictions**, offering flexibility for boats, RVs, or additional toys. The oversized corner lot provides ample outdoor space with endless possibilities for expansion, a pool, or entertaining. Unique development opportunity! This oversized parcel offers the potential to be divided into two buildable lots, subject to Sarasota County approval and all applicable zoning and land-use requirements. Buyers are encouraged to conduct their own due diligence with Sarasota County regarding subdivision possibilities, building requirements, and future development plans. An excellent opportunity for investors, builders, or those seeking additional flexibility for future use. Walking distance to A Rated Schools. Just 3.5 miles to the world-famous Siesta Key beaches and only 10 minutes to vibrant downtown dining, shopping, and entertainment. Close to everything yet tucked into a wonderful neighborhood setting—an ideal place to raise a family. This property combines location, space, and flexibility—an exceptional opportunity you won’t want to miss! The garage is converted into a mother-in-law suite which is included in the under air square footage. It can be easily switched back to an extra large two car garage.
Listing Agent: Amy Disalvo (941-780-8080)
5430 MATTHEW CT, SARASOTA, FL 34231
$511,90031 Days on yellowkey MLS ID: A4692322
REDUCED by $10,000 (1.9%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1629 Built: 1995Monthly Fee: $33 Tax: $3,760 (2025)Community: Forest OaksSingle Family
Taxes:$3,760
Remarks: 5430 Matthew Court is nestled at the end of a peaceful cul-de-sac in Sarasota’s highly desirable Forest Oaks community. This inviting 3-bedroom, 2-bath residence instantly feels like the Florida home you are seeking. It features two spacious primary suites, making it ideal for multi-generational living or hosting guests. Step inside to discover a thoughtfully designed floor plan. The home includes QUARTZ COUNTERTOPS, PORCELAIN TILE FLOORING, UPDATED CABNETRY, 2023 APPLIANCES/ WASHER/DRYER, TANKLESS HOT WATER HEATER, HURRICANE RESISTANT FRONT WINDOW, ELECTRIC/CRANK METAL SHUTTERS, RE-PIPED, TREX DECKING, 2024 MASTER SHOWER FLOOR RE-TILED and 2023 INTERIOR AND EXTERIOR PAINT. Seller currently using electric appliances but natural gas is available. Whether you are seeking a full-time residence, seasonal getaway, or income-producing investment, this versatile property is ready to fit your needs. Location is everything and this home delivers. It is just minutes from the powdery white sands of world-famous Siesta Key Beach. Families will appreciate being situated within a top-rated school district. Riverview High School is a walk or bike ride away. Walk to Red Bug Slough, a scenic 72-acre preserve. The preserve offers shaded walking trails, picnic areas, and birding opportunities. In addition, you’ll enjoy effortless access to premier shopping, dining, and entertainment, when based at this residence. 5430 Matthew Court combines a prime central location with both privacy and convenience. This home captures the very best of the Florida lifestyle.
Listing Agent: Kadie Nolan (941-404-6192)
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