Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4078 GROVELAND AVE, SARASOTA, FL 34231
$335,000238 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,704
Elementary School: Wilkinson Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
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)
3618 MEDFORD LN #1538, SARASOTA, FL 34232
$255,00020 Days on yellowkey MLS ID: A4694975
0 Days Off yellowkey (back on 6/18/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1651 Built: 1975 Tax: $2,660 (2025)Community: Village Green Sec 15Spa: NoVilla
Taxes:$2,660
High School: Sarasota High
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Experience easy, low-maintenance living in this beautifully updated 2-bedroom, 2-bath residence located in the desirable 55+ Village Green community. Offering 1,651 square feet of comfortable living space, recent improvements include impact windows (2022), a new HVAC system (2022), roof replacement (2024), updated flooring, and a recently replaced dishwasher. Designed for both everyday comfort and entertaining, the spacious living and dining areas flow seamlessly into a bright Florida Room overlooking tranquil park-like green space just beyond your back door. Enjoy peaceful mornings, relaxing afternoons, and scenic views from this inviting retreat. Village Green residents enjoy access to a heated community pool, walking paths, mature oak trees, and beautifully maintained landscaping. Conveniently located near award-winning beaches, shopping, dining, medical facilities, and public transportation, this home combines comfort, convenience, and an active Florida lifestyle in one exceptional package.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
5917 OLIVE AVE, SARASOTA, FL 34231
$448,99926 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
Elementary School: Gulf Gate Elementary
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)
2654 GRAND CAYMAN ST, SARASOTA, FL 34231
$357,00029 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
Elementary School: Phillippi Shores Elementary
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)
3751 S SCHOOL AVE #11, SARASOTA, FL 34239
$145,000121 Days on yellowkey MLS ID: A4683405
1 Days Off yellowkey (back on 4/23/2026)
REDUCED by $4,900 (3.3%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972 Tax: $1,774 (2025)Community: Sunland AptsCondo
Taxes:$1,774
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Stunning and move-in ready, this beautifully renovated and fully furnished 2-bedroom, 2-bath condo offers effortless living in an exceptionally convenient central Sarasota location. Perfectly positioned in the heart of the city, you are just minutes from Downtown Sarasota, Sarasota Memorial Hospital, and a straight drive to Siesta Key’s world-famous beaches. Enjoy the rare combination of accessibility and everyday walkability, with popular dining, cafés, and entertainment only a short stroll away. Inside, the condo has been updated to the nines, showcasing a bright, naturally light interior and a complete 2023 renovation including a modern kitchen with quartz countertops and breakfast bar, fully renovated bathrooms, updated flooring throughout, impact (hurricane-rated) windows, and custom window treatments. Offered fully furnished and move-in ready, this residence is ideal for seasonal living, downsizing, or anyone seeking a low-maintenance Sarasota retreat. Ground-floor convenience, a quiet private setting, parking directly outside the unit, and the added benefit of not being located in a flood zone further enhance the appeal. The community pool and laundry facilities are just steps away, adding to the ease of everyday living. Located within a desirable 55+ community, this condo delivers comfort, simplicity, and exceptional lifestyle appeal. Spend your time enjoying Sarasota’s favorite attractions while living in the heart of the city — mornings on Siesta Key’s world-renowned beaches, afternoons exploring local markets and boutiques, and evenings spent dining at the area’s exceptional restaurants. The property can be rented after 1 year of ownership with 4 month lease minimums - no pets allowed. Schedule your tour today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
2224 BAHIA VISTA ST #E6, SARASOTA, FL 34239
$212,00020 Days on yellowkey MLS ID: A4695961
REDUCED by $3,000 (1.4%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,936 (2025)Community: Cordova Gardens IiCondo
Taxes:$2,936
Elementary School: Alta Vista Elementary
Remarks: Welcome to maintenance-free living the the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condominium offers an ideal blend of comfort, convenience and location. The spacious floor plan is light filled and has a great split bedroom floor plan and an ideal blend of comfort, convenience and location. In addition to the bright living areas, a functional kitchen and generously sized bedrooms there is a private primary suite with en suite bath. Enjoy relaxing mornings on one of 2 private lanais and take advantage of the community pool. Located just minutes from downtown and minutes to world class Siesta Key Beach and Village as well as South Side Village with many restaurants and shops as well as Sarasota Memorial Hospital. Whether you're looking for a year-round residence, seasonal retreat, or investment opportunity, this move-in ready condo is a fantastic value in a highly desireable location. New AC
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lena Oberwetter (608-444-9009)
2242 CIRCLEWOOD DR #24, SARASOTA, FL 34231
$225,00012 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
$4,698,000100 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)
4003 BOOTH PL, SARASOTA, FL 34231
$355,90069 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
$428,90063 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)
2135 DATURA ST, SARASOTA, FL 34239
$1,725,000102 Days on yellowkey MLS ID: A4685791
REDUCED by $75,000 (4.2%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2539 Built: 2021 Tax: $7,357 (2025)Community: Grove Lawn RepSingle Family
Taxes:$7,357
Remarks: This exceptional custom-built residence seamlessly blends modern farmhouse design with superior craftsmanship and high-end finishes throughout. Offering 3 bedrooms, 2.5 baths, and an open-concept floor plan, the home delivers the perfect combination of style, comfort, and functionality in one of Sarasota’s most desirable locations. Striking curb appeal is highlighted by a custom cypress garage door, cypress porch accents, and a dramatic glass entry that welcomes you into a thoughtfully designed interior filled with natural light. European oak flooring, recessed lighting, and refined architectural details create a warm yet sophisticated atmosphere throughout the two-story home. At the heart of the residence, the spacious great room features soaring 12-foot vaulted ceilings accented by a decorative cypress beam and a sleek electric fireplace, creating an inviting space for both everyday living and entertaining. The chef-inspired kitchen is equally impressive, showcasing a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom soft-close cabinetry, a waterfall-edge island, floating cypress shelving, designer brass fixtures, and a generous walk-in pantry. The luxurious primary suite serves as a private retreat, complete with a custom walk-in closet and a spa-like bath featuring dual showers, double vanities, and custom cypress shelving. Additional highlights include beautifully crafted wood staircases with wrought-iron railings leading to a versatile second-floor bonus room, as well as a spacious laundry and mudroom offering abundant storage and workspace. Outdoor living is equally appealing with a large, private backyard enclosed by a six-foot cypress shadowbox fence. With ample space for a future pool, the yard provides endless opportunities for entertaining, pets, and enjoying Florida’s year-round sunshine. Ideally located east of the Trail, this remarkable home is just minutes from Sarasota Memorial Hospital, Southside Village, and highly regarded Southside Elementary School. Downtown Sarasota’s vibrant dining, arts, cultural attractions, and world-renowned Gulf beaches are all within easy reach, making this a rare opportunity to enjoy modern luxury living in a premier Sarasota location.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,290,000103 Days on yellowkey MLS ID: A4685652
REDUCED by $100,000 (4.2%) on 04/02/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1989Monthly Fee: $1,400 Tax: $15,416 (2025)Community: Hamilton ClubSingle Family
Taxes:$15,416
Remarks: Welcome to coastal luxury living in the exclusive Hamilton Club community on Siesta Key. This beautifully updated 3-bedroom, 3.5-bath waterfront residence offers an exceptional blend of elegance, comfort, and boating convenience in one of the island’s most desirable locations. Designed for effortless everyday living and entertaining, the home features a private elevator, impact-rated windows and doors, and a private 10,000-lb boat lift with quick access to Sarasota’s waterways and the Gulf beyond. A spacious screened lanai overlooking the water provides the perfect setting for morning coffee, evening cocktails, and year-round enjoyment of peaceful coastal breezes. Each spacious bedroom includes its own en-suite bath, offering privacy and comfort for both residents and guests. Thoughtfully updated throughout, the residence showcases renovated bathrooms completed in 2022–2023, kitchen enhancements in 2023, updated lighting, and beautiful new wood flooring, all contributing to a refined coastal aesthetic. Additional improvements include a new water softener and water pressure pump installed in 2025 for added functionality and peace of mind. Offered furnished or unfurnished, the home provides flexibility for immediate enjoyment or personalization to suit your style. Hamilton Club residents will also benefit from upcoming community landscaping improvements this summer and exterior building painting scheduled for 2027, both covered by HOA dues. Ideally located just minutes from Siesta Key’s world-renowned beaches, dining, shopping, and entertainment, this exceptional waterfront residence delivers the ultimate combination of modern upgrades, private boating access, and relaxed island living.
548A BEACH RD, SARASOTA, FL 34242
$1,725,00054 Days on yellowkey MLS ID: A4691951
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2080 Built: 1981Monthly Fee: $1,500 Tax: $16,762 (2025)Community: Tiffany SandsTownhouse
Taxes:$16,762
Remarks: Beautifully renovated Tiffany Sands townhome offering the perfect combination of coastal elegance, spacious living, and an exceptional Siesta Key location with tranquil beach views. This 3-bedroom, 3.5-bath residence features an open, light-filled floor plan designed for effortless island living. Each generously sized bedroom includes a walk-in closet, providing ample comfort and storage. A versatile first-floor bonus room with a full bath and private entrance offers endless possibilities as a guest suite, home office, media room, or additional living space. The home also features a one-car garage with extra storage, multiple expansive decks, and a private patio ideal for enjoying Gulf breezes and picturesque views of Siesta Key's turquoise waters. Just steps away, deeded beach access leads to the world-famous quartz sand beaches of Siesta Key. Ideally situated near Siesta Key Village, residents enjoy convenient access to boutique shopping, acclaimed restaurants, entertainment, and everyday conveniences. Move-in ready and impeccably updated, this is a rare opportunity to own a stylish coastal retreat in one of Siesta Key's most desirable beachfront communities.
2437 FLOYD ST, SARASOTA, FL 34239
$749,0007 Days on yellowkey MLS ID: A4696668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1119 Built: 1925 Tax: $8,828 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$8,828
Remarks: Step into a piece of Sarasota history with this charming 1925 Spanish Revival home in the highly sought-after Arlington Park neighborhood. Offering 2 bedrooms, 2 bathrooms, and just over 1,100 square feet of living space, this home perfectly blends timeless character with thoughtful modern updates. From the moment you arrive, the home’s exceptional curb appeal stands out, highlighted by custom landscaping and a distinctive brick circular driveway. Inside, you’ll find an inviting living space centered around an original brick wood-burning fireplace, complemented by updated lighting, hurricane-impact windows and doors, and a beautifully renovated kitchen featuring white cabinetry, butcher block countertops, farmhouse sink, and stainless-steel appliances. The split-bedroom layout provides privacy, with the guest bedroom and bath positioned toward the front of the home, while the primary suite is tucked away in the rear and features French doors opening to your own private backyard retreat. The true showstopper is the custom-designed saltwater pool and spa, creating a resort-style outdoor oasis rarely found in homes of this size and price range. The covered lanai, fenced yard, and tropical setting make it the perfect space for entertaining, relaxing, or enjoying Sarasota’s year-round sunshine. Significant improvements include a newer roof (2019), HVAC system (2017), hurricane windows and doors (2017), hot water heater (2022), and sewer line replacement (2022). Located just minutes from Arlington Park, Sarasota Memorial Hospital, Southside Village, Downtown Sarasota, Siesta Key Beach, Lido Key, and St. Armands Circle, this property places you at the center of everything that makes Sarasota one of Florida’s most desirable coastal destinations. The surrounding neighborhood continues to experience significant growth, with extensive renovations and luxury new construction homes enhancing the area’s long-term appeal and value. Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity in one of Sarasota’s most desirable neighborhoods, this distinctive Spanish-style home offers charm, location, and lifestyle in one exceptional package
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Randy Fallon (941-321-0997)
1473 LANDINGS CIR #44, SARASOTA, FL 34231
$438,888308 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 Agent: Lisa Michel (941-702-3889)
6688 SCHOONER BAY CIR #6688, SARASOTA, FL 34231
$755,00037 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)
6282 BONAVENTURE CT, SARASOTA, FL 34243
$449,00030 Days on yellowkey MLS ID: TB8509376
0 Days Off yellowkey (back on 6/17/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1652 Built: 1987Monthly Fee: $73 Tax: $4,499 (2025)Community: Cedar CreekSingle Family
Taxes:$4,499
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. Stunning Updated Cedar Creek Home with Water Views! Schedule your showing today to see this beautifully updated 3-bedroom, 2-bathroom, 2-car garage home located in the desirable Cedar Creek community. Situated on a spacious corner lot, this home offers an open floor plan and a fully fenced-in yard featuring a water view. The interior boasts high-end finishes, including vein-cut travertine floors, custom baseboards, and a master suite elevated by a teak beam. The kitchen and bathrooms were fully renovated in 2022 with new cabinets and modern toilets. The guest bath also features a jacuzzi tub and a custom glass shower door installed in 2023. Major System Updates: - Roof & Gutters: New for 2025 - HVAC (AC): New for 2024 - Water Heater: New for 2024 - Sprinkler System: New for 2024 - Appliances: Whirlpool Gold suite (2019) Conveniently located just minutes from the University Town Center Mall, Sarasota Beaches, and Downtown Sarasota, this move-in-ready home combines luxury with an unbeatable location. Key Features: - 3 Bedrooms | 2 Bathrooms | 2-Car Garage - Open floor plan with abundant natural light - Corner lot with water views and fenced yard - Extensive modern renovations throughout -5 zone mini splits allow each room to have it own temperature -hurricane windows 2023 Please use showtime for showing instructions.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Taryn Cash (727-641-4989)
3233 BENEVA RD #104, SARASOTA, FL 34232
$110,00070 Days on yellowkey MLS ID: A4690227
REDUCED by $9,900 (8.3%) on 06/17/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1978 Tax: $1,932 (2025)Community: Village Brooke Sec 3Condo
Taxes:$1,932
Remarks: Home without the homework is yours with this condo/home. You'll love the beautifully groomed grounds in this community. You can live affordably. Look at what the maintenance fee includes!!! All the neighbors have been so nice and helpful. Picturesque view from your lanai overlooking a picnic area and pond...or...you can bask in the sunshine poolside. Minutes to Siesta Key which has one of the best beaches in the world. Under 10 minutes to I-75 which leads to international airport SRQ. Buyer and/or agent to verify all information.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Debbie Roth (941-713-0522)
5830 MIDNIGHT PASS RD #63, SARASOTA, FL 34242
$598,000215 Days on yellowkey MLS ID: A4672897
0 Days Off yellowkey (back on 5/21/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 728 Built: 1963Monthly Fee: $1,232 Tax: $6,113 (2024)Community: Jamaica RoyaleCondo
Taxes:$6,113
Remarks: Under contract-accepting backup offers. Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly desirable extra half bath—a rare and valuable upgrade that enhances comfort for both owners and guests. Inside, you’ll find premium ceramic tile flooring with a warm, wood-inspired finish, European-imported cabinets and interior doors, and modern quartz countertops. The renovated kitchen blends clean lines with elegant finishes, creating a stylish space for cooking, gathering, or entertaining. Other recent upgrades include a new AC and water heater installed in October 2024, providing year-round comfort and peace of mind. Outside your door, you’ll enjoy direct private beach access to Siesta Key’s legendary shoreline—perfect for daily walks, sunset lounging, or soaking up the Gulf breeze. The community also offers three resort-style pools, giving you multiple options for relaxation, swimming, or enjoying the Florida sunshine in a beautifully maintained setting. Whether you're seeking a personal island getaway, a high-demand investment property, or both, this impeccably finished condo delivers the ultimate Siesta Key lifestyle—modern, effortless, and just moments from the Gulf.
Listing Agent: Noelle Vihrachoff (570-262-4594)
7333 POINT OF ROCKS RD, SARASOTA, FL 34242
$3,495,000417 Days on yellowkey MLS ID: A4651061
0 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 4566 Built: 2014 Tax: $1,151 (2025)Community: White Beach Fruit Companys SuSpa: YesSingle Family
Taxes:$1,151
Remarks: Repositioned to the market - $500,000 Price Adjustment. Exquisite custom estate in one of Siesta Key’s exclusive neighborhoods. Positioned just across from Gulf-front homes in a private enclave on Siesta Key, this exceptional residence offers the ultimate in island luxury. Masterfully built by Perrone Construction and designed by acclaimed architect Rick Oswald, this custom home is a testament to craftsmanship, quality, and elegant coastal living. Sited on a nearly 22,000-square-foot homesite, the home makes a striking first impression with its stately paver driveway and welcoming entry. Inside, wide-plank engineered hardwood floors and rich architectural detailing define the refined interiors, while soaring beam-and-plank ceilings elevate the spacious great room. The heart of the home is the gourmet kitchen, featuring a Thermador six-burner gas range, custom cabinetry, stone countertops, a generous island and breakfast bar, and an adjacent grilling deck for entertaining. The dining room opens seamlessly to the expansive covered lanai, where you’ll enjoy views of the lushly landscaped backyard oasis. A luxurious main-floor primary suite offers a private retreat with exquisite finishes and spa-style comforts, designed for relaxation and ease. Two upper-level guest suites provide privacy for family or visitors and are easily accessed by either the elegant staircase or a private elevator serving all levels. On the main level, a versatile game room doubles as a fourth bedroom with an adjacent half bath, ideal for guests, hobbies or additional living space. Designed with luxury and peace of mind, this home is built with solid concrete-and-steel frame construction and includes a generator, impact-rated doors and windows, lightning protection, Lutron lighting on the main level, tankless water heaters, central vacuum, and a refreshing outdoor shower. The showstopper? One of the largest residential pools on Siesta Key—nearly 44 feet long—designed for swimmers and hydrophiles alike. You'll find multiple places to relax in the sun or shade, surrounded by lush, tropical foliage and an expansive, fenced yard. Car enthusiasts will appreciate the dual two-car twin garages, while the lower-level non-conforming space offers flexibility for an exercise room, pool cabana or additional recreation space. Though built in 2014, this home rivals new construction in design and condition, with a freshly painted exterior and timeless appeal. Just moments from the world-renowned sands of Siesta Beach and Turtle Beach, with easy access to Turtle Beach Marina, island dining, boutique shopping and downtown Sarasota’s vibrant cultural scene, this residence offers a rare opportunity to own a home that blends location, luxury and lifestyle.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
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