Location: Sarasota , 34231
Do Not Show Listings
3165 REGATTA CIR, SARASOTA, FL 34231
$459,000106 Days on yellowkey MLS ID: A4683961
REDUCED by $5,900 (1.3%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1193 Built: 1964Monthly Fee: $6 Tax: $3,638 (2025)Community: Gulf GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,638
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Completely remodeled with all work permitted and completed to the highest standards, this move-in ready Gulf Gate home lives large and showcases exceptional quality, thoughtful design, and true craftsmanship. Live where others vacation — perfectly positioned just 2.4 miles from the nearest Siesta Key beach access, placing world-renowned white sand beaches and breathtaking Gulf sunsets just minutes from your doorstep! The designer-curated kitchen features solid wood white shaker cabinetry, premium quartz countertops, a custom tile backsplash, and new stainless-steel appliances. Just off the kitchen, a spacious dining area is anchored by a beautifully crafted custom solid wood banquette with an integrated bookcase, bench seating, and built-in storage — a rare and functional design feature. Both full bathrooms have been beautifully renovated with new vanities, updated countertops, and custom tiled showers. Additional interior upgrades include new luxury vinyl plank flooring, fresh interior and exterior paint, new doors and trim, and updated lighting & fixtures. Indoor laundry adds everyday convenience. Major system improvements provide peace of mind, including new PVC underground sewer drain lines, new water lines, a new water heater, updated electrical panel, HVAC (2020), and a *BRAND NEW ROOF* (2026)! All windows are equipped with hurricane shutters. Designed for seamless indoor/outdoor living, multiple sliding glass doors open to a spacious screened and covered back porch featuring upgraded Trex decking — the perfect space for morning coffee or relaxed evenings under the twinkle lights. The backyard is truly special, highlighted by a custom PAVER FIRE PIT with built-in bench seating. Enjoy fresh landscaping, a new front paver walkway, and a large fenced backyard. Covered carport parking includes an outdoor storage closet, plus an additional shell parking space which provides plenty of parking. Centrally located on a quiet circle in prime Gulf Gate, this home offers easy access to world-famous Siesta Key Beach and is within walking or biking distance to an array of local restaurants and shopping in Gulf Gate. Publix, Trader Joe’s and Costco are all just minutes away, and Gulf Gate Elementary School is right around the corner. Turnkey furnishing option is also available which could make for an easy second home. Bright, cheerful, and beautifully finished — this home is truly move-in ready! Buyer’s agent to verify all MLS information including room sizes, utilities and HOA if applicable.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Jonah Wright (941-932-1661)
3501 N VILLAGE CT #220, SARASOTA, FL 34231
$288,31064 Days on yellowkey MLS ID: A4688282
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1686 Built: 1978Monthly Fee: $367 Tax: $1,929 (2025)Community: Village In The PinesSpa: NoCondo
Taxes:$1,929
Remarks: Virtually Staged. Great location near Siesta Beach, Gulf Gate, shopping and restaurants! Come see this spacious corner lot Condominium/ 1/2 Duplex, located in Village In The Pines NORTH- a private hidden community of 2 cul-de-sac streets w/ community pool and a total of 42 extra large duplex/condominiums, all with actual attached garages, which is a very rare commodity. This 2250 sq ft villa is a 2 bd/2ba split floor plan featuring all tile, except carpeted spare bdrm and neutral paint throughout. The spacious entry features an expensive, beautiful solid brass Waterford crystal ceiling light and a large double 5 shelf closet. Remodeled kitchen w/ tray ceiling, beautiful solid wood Glendale oak cabinets w/ 12 extra large drawers, 12 double cabinets and 1 single + neutral light Silestone counter tops & 2018 all stainless hardware & appliances, stainless sink & faucet, digital 3 rack solid surface oven & stove combo w/pull out storage drawer, digital micro +fan combo. Kitchen sliders open onto a fenced pavered patio that could be extended to the length of the unit. The dining room features an expensive Hinkley solid brass chandelier w/ 2 matching side wall decor only sconces, french doors open to a 2026 remodeled outdoor atrium w/ shell drained floor, a perfect place for private sunbathing or plants or table. Living room has 2 vertical windows and steps down to the connecting Florida room w/ large picture windows & a solid metal stained glass look light and fan combo. Master bedroom features terracotta ceramic tile, stainless steel fan, 2 vertical windows, room for king bed & large furniture, PROFESSIONALLY DESIGNED WALK IN CLOSET w/ 18 shelves 8 lrg drawers, single & double hung; next to walk in is a large 5 shelf closet + en-suite bathroom w/ safety bars & handles, tiled step in shower & bench, 3 light fixtures, extra long solid wood vanity w/ marble top & lots of drawers. Other side of unit has large spare bedroom w/ 2 long vertical windows, cross wall closet & light beige carpet. Spare bath has sliding door shower/tub combo, lrg solid wood vanity w/ drawers, upscale chrome fixtures & window. Hall has 5 shelf linen closet & brass Waterford crystal ceiling light, same light in laundry room w/ washer, dryer & full wall closet + A/C handler. The door opens into 2 car garage w/ 2 lrg peg boards, lrg work bench, laundry sink tub, 28 gal water heater, moisture barrier reinforced ceiling, digital coded opener & 2 car driveway. This home highlights additional upgrades of new inside solid wood doors throughout with Baldwin brass handles & hinges, upgraded security system, 2023 new roof under warranty and 2020 repiped and replumbed entire interior. Gated community heated pool is 5 driveways east on same side of street, includes Cabana w/ bath, shower + changing facilities. Community is 55+, pet free & low fees. Located right behind Beneva Village shopping center w/ over 40 different retail, fast food, hardware, restaurants, grocery, gym, banks, etc. Bus stop just outside front gate connects to Sarasota Westfield Mall to go anywhere. Ready to move right in & enjoy the Florida lifestyle you've been waiting for. Won't last!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Yvonne Blackburn (941-350-6398)
5515 ASHTON WAY #5515, SARASOTA, FL 34231
$250,000107 Days on yellowkey MLS ID: A4683535
REDUCED by $25,000 (9.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1993Monthly Fee: $315 Tax: $2,155 (2025)Community: Ashton Lakes 08Condo
Taxes:$2,155
Middle School: Booker Middle
Remarks: Price Improvement!! Motivated sellers!! Bring Offers!! Location! Location! Location! Only 3.5 miles to the world-famous Siesta Key Beach. Experience the unique fine quartz sand from the Appalachian Mountains. Close to I-75, rte. 41, shopping, schools, hospitals and restaurants. This 2-bedroom 2 bath walk-up unit has high ceiling, attic space, bright and airy. Unfurnished. Assigned new carport and screened lanai with lake view. Relax on the lanai watching our flora & fauna. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts & 4 pickleball courts,2 heated pools, one large with lap lane, shuffleboard, clubhouse, grilling stations, and other amenities. Our complex is connected by a foot bridge to Merchants Mart shopping center. Shops include CVS, ace hardware, liquor, Dollar store and the famous Detwiller's farm market for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Roof 2020. See attachments for disclosures and updates. Welcome to Ashton Lakes...a well-kept secret location!!
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
5697 ASHTON LAKE DR #6, SARASOTA, FL 34231
$236,000175 Days on yellowkey MLS ID: A4675578
REDUCED by $9,000 (3.7%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 848 Built: 1984Monthly Fee: $315 Tax: $3,029 (2024)Community: Ashton LakesSpa: NoCondo
Taxes:$3,029
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Location! Location! Location! Only 3.5 miles to the World Famous Siesta Key Beach, with its fine sugary quartz sand. This much sought after 2-bedroom 2 bath unit is on the ground floor, overlooking the vast expanse of a natural spring fed lake with very pleasant view. The screened lanai faces east. Unit is bright and airy. Unit was updated in 2012 with vinyl floors, kitchen cabinets, granite counter tops and updated bathrooms. Ashton Lakes is located on 33 acres of luscious greenery, 4 lakes, 2 heated pools, one with lap lane, 2 tennis courts with 2 pickle ball courts on each, shuffleboard, clubhouse and other amenities. Close to I-75, trte.41, hospitals, schools, restaurants and shopping. We are also connected to Merchant Mart shopping center with CVS, ACE hardware, restaurants, and the famous Detwiler Farm Market. Roof 2009. Come be a part of this friendly community....
6283 GREEN VIEW CIR S #102, SARASOTA, FL 34231
$179,9004 Days on yellowkey MLS ID: D6147713
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1545 Built: 1973Monthly Fee: $656 Tax: $260,930 (2024)Community: Village In The PinesVilla
Taxes:$260,930
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Bright and Open floor plan, immaculate villa has many updates including new in 2025 roof, refrigerator, washer and dryer. Other important upgrades included are whole house re-pipe, new plumbing from the villa to outside. (no cast iron) Primary bath has been remodeled with walk in shower, updated kitchen with recent granite. Tile floors throughout all main areas, this well maintained villa is ready for a new owner who would like a wonderful carefree lifestyle in this active over 55 community with large heated pool, clubhouse with lovely new updates. Just minutes to Siesta key and its world famous white sand beaches. Plus walk to Publix and restaurants. Great south Sarasota location. Sellers will also entertain an annual rental.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Gail Cristello (941-400-8878)
3262 CROSS CREEK DR #3262, SARASOTA, FL 34231
$200,00011 Days on yellowkey MLS ID: TB8512221
3 Days Off yellowkey (back on 6/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1984Monthly Fee: $624 Tax: $1,327 (2025)Community: Crooked Creek Sec 6Townhouse
Taxes:$1,327
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Embrace the ultimate Sarasota lifestyle in this 2 Bedroom, 2 Bathroom condo in the serene and very private Cross Creek community - A 78-unit community offering a heated resurfaced pool, updated poolside kitchen, gazebo with seating, gas and charcoal grills, tennis/pickleball court, community storage with individual lockers, newer roofs (2021), new carports, and recently painted buildings. The community itself is nestled among native foliage in a secluded environment with a charming wooden bridge. This 1,027 SqFt. retreat features bright, open living spaces along with a walk-in closet, in-unit laundry, and sliding doors to a covered screened lanai that overlooks tranquil creek and water views. The unit features a highly functional layout with a living/dining room combo. There is a covered carport and ample guest parking. Enjoy direct access to the gated 72 acre Red Bug Slough Preserve which is perfect for birdwatching, hiking, and walking your dog. Despite this natural oasis, you are nearby the world-famous sands of Siesta Key Beach, Gulf Gate, downtown Sarasota and all of the premier dining and shopping that it has to offer. A true nature lover’s paradise.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Conner Mcbride (813-819-3489)
2852 NASSAU ST, SARASOTA, FL 34231
$352,50063 Days on yellowkey MLS ID: A4689690
REDUCED by $7,500 (2.1%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1344 Built: 1996 Tax: $4,033 (2025)Community: Virginia Heights SubSingle Family
Taxes:$4,033
Remarks: Virtually Staged. PRICE IMPROVEMENT!! This beautifully updated two-story home offers 3 bedrooms, 2 bathrooms, and a spacious open loft across 1,344 square feet of living space. The primary bedroom is conveniently located on the first floor. The renovated kitchen features shaker-style cabinets, stainless steel appliances, and sleek quartz countertops, while both bathrooms have been tastefully updated. Luxury vinyl plank flooring runs throughout the first floor of the home and carpet on the 2nd, adding both style and durability. Enjoy the convenience of a one-car garage and relax on the private deck overlooking a peaceful preserve and running brook. Nestled on a quiet dead-end street, this home is ideally located less than 4 miles from Siesta Key Beach and close to shopping, dining, schools, hospitals, and downtown amenities.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
2822 SAFE HARBOR CIR, SARASOTA, FL 34231
$369,90022 Days on yellowkey MLS ID: A4694591
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1224 Built: 1970Monthly Fee: $6 Tax: $3,108 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$3,108
Remarks: One or more photo(s) has been virtually staged. Lowest priced (active) home in Gulf Gate and the seller will provide a credit for a shingle roof (for the main roof) at closing or replace the main roof with a shingle roof prior to closing. Look no further for this "priced to sell" home that is available for immediate occupancy ... don't wait; just won't last! Split Plan, "Built by Richmond", Air conditioner (York 14 Seer 2.5 ton Package unit w/8kw heat kit) replaced 2019 & the plumbing replaced overhead 1995. The location is on a quiet cul-de-sac and is ideal with little traffic. Primary Bedroom Suite offers a bay window and is 20 x 11 with a walk-in-closet. Both bathrooms are large. Wonderful neighbors and the enforced deed restricted community keeps the homes nice. Membership is optional at $75 a year but the deed restrictions must be followed. Sidewalks line the neighborhood and Gulf Gate is a community of good neighbors! World renowned Siesta Key beaches are within 10 minutes and cultural downtown Sarasota is only 20 minutes away and it offers fine dining, entertainment, shopping, movie theaters, opera, Selby Gardens and more! Make this Gulf Gate Gem yours today!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
2311 SANDRALA DR, SARASOTA, FL 34231
$875,00080 Days on yellowkey MLS ID: A4687185
REDUCED by $20,000 (2.2%) on 06/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1968 Built: 2024 Tax: $6,846 (2025)Community: RidgewoodSingle Family
Taxes:$6,846
Elementary School: Phillippi Shores Elementary
Remarks: Virtually Staged. This stunning home represents a rare opportunity to acquire a newly constructed residence located inside the City of Sarasota, offers an open-concept layout 3 bedrooms, 2 and a half bathrooms, 2 car garage, featuring custom closets, high ceilings, and abundant natural light through hurricane-rated impact-resistant windows, sliders, and doors, concrete block construction, and elevated hurricane standards.The kitchen stands out with quartz countertops, soft-close cabinetry, stainless-steel appliances, flowing seamlessly into the dining area and expansive great room with perfect sightline to the enclosed patio and rear green yard. No HOA restrictions.Ideally located for effortless travel and coastal lifestyle enjoyment, this home is approximately 25 minutes from Sarasota–Bradenton International Airport, about 1 hour 10 minutes from Tampa International Airport, 20 minutes to Lido Key, and about 15 minutes to Siesta Key, unforgettable Gulf sunsets. Situated outside of a flood zone, this exceptional residence presents a rare opportunity to own a custom-built contemporary home where design, craftsmanship, location, and lifestyle converge. Easy access to Van Wezel Performing Arts Hall, top-rated schools, Southside Village, Ringling College, USF Sarasota-Manatee, and I-75. Short drive to iconic St. Armands Circle and Lido Beach.Don't miss the opportunity, schedule your showing time.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jarek Chudoba (941-400-4850)
1541 CARIBBEAN DR, SARASOTA, FL 34231
$5,500,0009 Days on yellowkey MLS ID: A4695466
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 6035 Built: 2004 Tax: $41,012 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$41,012
Remarks: Perfectly positioned on approximately 130 feet of deep sailboat water, this exceptional waterfront estate offers an extraordinary opportunity to experience the very best of Sarasota’s luxury lifestyle. Encompassing over 6,100 square feet, the residence was thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. A dramatic two-story living room, sweeping staircase, extensive custom millwork, and walls of glass create a sense of timeless elegance while framing breathtaking water views throughout the home. The gourmet kitchen serves as the heart of the residence, seamlessly connecting to multiple gathering spaces and opening effortlessly to the expansive waterfront terrace. Corner sliding glass doors dissolve the boundaries between indoors and out, revealing a resort-style infinity-edge pool, summer kitchen, covered entertaining areas, and sparkling bay views beyond. The luxurious primary suite is a private waterfront retreat featuring a separate dressing room, generous dual closets, and serene water vistas. Additional guest suites provide exceptional comfort and privacy for family and visitors alike. Designed for both recreation and relaxation, the home also features a private office/library, elevator access, media and game room with full bar, and a four-car split garage. Outside, the lifestyle continues with a private dock, boat lift, fishing pier, and immediate access to Sarasota Bay. Whether enjoying sunset cruises, waterfront dining, or simply relaxing poolside while watching dolphins and boats pass by, every day feels like a vacation. Rarely does a property combine this level of space, waterfront presence, boating access, and location. Just minutes from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a home designed for those who expect the very best.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Daria Fairchild (941-650-7207)
5420 EAGLES POINT CIR #402, SARASOTA, FL 34231
$650,00029 Days on yellowkey MLS ID: A4692894
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1715 Built: 1993Monthly Fee: $167 Tax: $5,645 (2025)Community: Eagles Point At The Landings 1Condo
Taxes:$5,645
Remarks: Perched atop the building, this exceptional penthouse offers sweeping, unobstructed views over a lush green preserve, complemented by enticing peek-a-boo glimpses of the Intracoastal Waterway. Enjoy these panoramic vistas from the living room, primary bedroom or a stunning glassed-in seating area. This unique space captures expansive scenery while inviting gentle coastal breezes, creating a seamless blend of indoor comfort and outdoor beauty. The kitchen features a cozy breakfast nook, perfect for starting your day. The spacious primary suite includes a large walk-in closet, separate vanities, a walk-in shower with a rainhead, plus a semi-private water closet. The versatile den or study is outfitted with a closet, offering flexibility, and can easily be converted into a third bedroom to suit your needs. Located behind the gates of The Landings, this maintenance-free residence is ideal as a full-time home or seasonal getaway, offering both tranquility and convenience. Just minutes from vibrant downtown Sarasota, you’ll have easy access to an array of dining, shopping and cultural attractions, while world-famous Siesta Key Beach is only a short drive away. Residents of The Landings enjoy an impressive array of amenities within this private, gated community. Take advantage of Har-Tru tennis courts, a fitness center and an active clubhouse. The junior Olympic-sized swimming pool provides a place to relax or stay active, while kayak storage and a launch area make it easy to explore the nearby Intracoastal Waterway. A scenic nature trail further enhances the community’s appeal, offering peaceful surroundings and direct access to the water. This penthouse delivers an exceptional lifestyle defined by natural beauty, comfort and convenience.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
2431 BISPHAM RD, SARASOTA, FL 34231
$550,00064 Days on yellowkey MLS ID: A4687726
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1707 Built: 1966 Tax: $4,993 (2025)Community: Gulf GateSingle Family
Taxes:$4,993
Remarks: LOOKING FOR EXCEPTIONAL VAULE? THIS IS IT!!!!! This beautifully renovated home has been completely updated inside and out. Featuring brand-new tile flooring throughout, hurricane-impact windows, and a new A/C system, no detail has been overlooked. The fully updated kitchen offers wood cabinetry with soft-close doors and pull-out shelving, along with high-end appliances including a cooktop, range hood, dishwasher, refrigerator, double built-in oven, and drawer microwave. An instant hot water feature has also been added at the sink for added convenience. The primary suite includes a spacious glass walk-in shower, dual sinks, wood cabinetry, and modern lighted mirrors. The second bathroom has also been fully updated with new tile, wood cabinetry, and a lighted mirror. A permitted and completed bathroom addition provides a third full bathroom and a private suite located off the rear of the garage, featuring its own entrance—ideal for guests, an in-law suite, or flexible living space. With extensive upgrades throughout, this home offers outstanding value and is priced to sell. Schedule your private showing today!
Listing Agent: Jodi Fleming (941-993-6331)
3122 REGATTA CIR, SARASOTA, FL 34231
$685,000128 Days on yellowkey MLS ID: A4680447
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1642 Built: 1965 Tax: $5,399 (2025)Community: Gulf Gate WestSpa: NoSingle Family
Taxes:$5,399
Remarks: Gulf Gate transformation in this meticulously renovated 3-bedroom, 2-bathroom sanctuary. Situated on a quiet circle just minutes from the world-class sands of Siesta Beach, this home has been professionally redesigned from top to bottom with uncompromising attention to detail. Enjoy total peace of mind with a comprehensive list of 2022–2025 upgrades, including a new roof, HVAC and ductwork, PEX plumbing, and new sewer lines. The exterior features durable Hardie siding, fresh paint, and hurricane-impact windows and doors at the front, ensuring both efficiency and protection. Designer Interiors The heart of the home is a chef’s kitchen featuring Level 4 Cambria Quartz, solid wood shaker cabinetry, and a custom built-in banquet. Modern luxury vinyl flooring flows through the open living spaces, leading to a charming shiplap-accented living room with an electric fireplace. Both bathrooms have been fully redone with high-end vanities, fixtures, and custom tile. Private Backyard Oasis Step outside to a brand-new inground pool with a custom water feature, all framed by a new wood privacy fence. The grounds are completed by professional landscaping, new lighting, and a modern irrigation system. Fully permitted and ready for its next chapter, this "better-than-new" gem offers the luxury of a custom build in an established, sought-after Sarasota location.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Deanna Boileau Gilman (860-884-7198)
1612 STICKNEY POINT RD #1612-1, SARASOTA, FL 34231
$274,90068 Days on yellowkey MLS ID: A4688336
REDUCED by $15,000 (5.2%) on 06/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 872 Built: 1975Monthly Fee: $919 Tax: $2,989 (2025)Community: Castel Del MareCondo
Taxes:$2,989
Remarks: PRICE CHANGE!!! AMAZING OPPOTUNITY TO OWN THIS COMPLETED REMODELED 1 BEDROOM/1 BATH CONDO IN CASTEL DEL MARE WHICH HAS BEEN NICKNAMED THE "HIDDEN JEWEL ON THE BAY" BECAUSE OF ITS DESIRABLE LOCATION WHICH SERVES AS THE GATEWAY TO SIESTA KEY. LOCATED JUSTH SOUTH OF THE DRAWBRIDGE TO SIESTA KEY, YOU CAN WALK, BIKE OR DRIVE RIGHT OVER THE BRIGE AND BE AT THE AMAZING BEACHES, RESTAURANTS, AND SHOPPING VENUES. THIS STUNNING CONDO HAS BEEN COMPLETELY UPDATED. THE KITCHEN BOASTS AN OPEN-CONCEPT WITH GRANITE COUNTERTOPS, PENDANT AND OVER CABINET LIGHTING. A LARGE ISLAND OPENS INTO A SPACIOUS LIVING AREA WHICH FEATURES CROWN MOLDING AND WAINSCOTING. THE LANAI HAS BEEN FINISHED TO CREATE EXTRA LIVING SPACE WITH A HUGE WAL-IN CLOSET. THE MASTER BEDROOM HAS A BUILT-IN CLOSET AND A FULL WALK-IN CLOSET WITH BUILT-IN CABINET AND COUNTERTOP ALLOWING PLENTY OF EXTRA STORAGE. THE BATHROOM HAS BEEN COMPLETELY REMODELED WITH BEAUTIFUL TILED WALK-IN SHOWER. THE UNIT HAS A TANKLESS WATER HEATER (2023) AND A NEW AIR CONDITIONING SYSTEM (2021). THIS CONDO IS TURN-KEY FURNISHED SO IT A GREAT PLACE TO CALL IT A VACATION GET-A-WAY OR HOME! (LIVING ROOM FAN TO BE REPLACED)
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Linda Ren (941-928-1393)
1705 FIELD RD, SARASOTA, FL 34231
$2,295,000220 Days on yellowkey MLS ID: A4671008
1 Days Off yellowkey (back on 5/11/2026)
REDUCED by $204,000 (8.2%) on 05/06/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2409 Built: 2020 Tax: $9,575 (2024)Community: Oyster Bay EstatesSingle Family
Taxes:$9,575
Remarks: Under contract-accepting backup offers. Welcome to this stunning, fully reimagined residence in Oyster Bay Estates, one of Sarasota’s most coveted West of the Trail neighborhoods. Renovated down to the studs with an effective build date of 2020, this exceptional home blends timeless coastal elegance with modern sophistication, showcasing the level of craftsmanship and finish quality typically found in five million dollar plus luxury properties. Thoughtfully designed throughout, the home features wide-plank wood flooring, custom millwork, and an open-concept floor plan designed for both everyday living and effortless entertaining. The gourmet kitchen serves as the centerpiece of the home, offering designer cabinetry, quartz countertops, an oversized island, Sub-Zero and Wolf appliances, and luxury Perrin & Rowe fixtures. The residence includes four spacious bedrooms, three full bathrooms, and two half baths, each beautifully finished with premium materials and spa-inspired details. The beachy character continues with an outdoor shower. Major systems and components have all been replaced, including the electrical, plumbing, HVAC systems, roof, siding, and hurricane-impact windows and doors, including the garage door, providing both comfort and peace of mind. Located in Flood Zone X, flood insurance is not required. Privately set back from the street, the property offers a quiet, resort-like setting with lush new tropical landscaping featuring coconut palms, cabbage palms, orchid trees, pitch apple hedges, and bougainvillea to name a few. The outdoor spaces have been completely transformed with shell-finished hardscape, new patios, elegant walkways, and a private irrigation well. Offered fully furnished, this move-in-ready home is ideally located just moments from downtown Sarasota, St. Armands Circle, world-renowned beaches, shopping, dining, top-rated schools, and less than a block from the historic The Field Club. Buyer and Buyer’s Agent to verify all room dimensions.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Albert Joerger (941-685-6145)
1717 JOYCE ST, SARASOTA, FL 34231
$379,00037 Days on yellowkey MLS ID: A4691080
REDUCED by $20,000 (5.0%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1382 Built: 1966 Tax: $3,784 (2025)Community: Tropical ShoresSingle Family
Taxes:$3,784
Remarks: Tropical Shores Community is Sarasota’s most budget-friendly boating spot with no HOA or deed restrictions! This charming 2-bedroom, 2-bath home, on a great lot, was recently painted, boasts a newer A/C system from 2022, a newer roof (2021), and septic tank replaced in 2021. It also features updated sewer lining and a stack replacement (2021). You’ll be just a short stroll from the community’s private marina and clubhouse. This affordable membership is voluntary and gives you access to the boat ramp, kayak/canoe launch, and slip rentals for easy access to the bay. Plus, you’re just a few minutes away from the nation's top beach, Siesta Key, and some great restaurants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
3363 CROSS CREEK DR #3363, SARASOTA, FL 34231
$259,000135 Days on yellowkey MLS ID: A4680117
REDUCED by $20,000 (7.2%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1984Monthly Fee: $632 Tax: $2,727 (2025)Community: Crooked Creek Sec 7Condo
Taxes:$2,727
Remarks: Welcome to Crooked Creek, a hidden gem in Sarasota with its own private gated access to the Red Bug Slough Preserve. This beautifully maintained 2-bedroom, 2-bath 2nd floor residence was completely updated in 2021 and offers serene views of Crooked Creek, a charming wooden bridge, and lush park-like surroundings. The open and airy floor plan features hardwood floors and tile throughout, plantation shutters, a skylight at entry, and modern finishes. The updated kitchen includes white cabinetry, solid surface countertops with a large peninsula, tile backsplash, smart stainless steel appliances ( fridge and dishwasher 2025, oven and microwave 2021), a spacious pantry, and a garden window. Additional updates are water heater 2018, and reverse osmosis for kitchen sink 2025. The primary suite enjoys peaceful water, a walk-in closet, linen closet and sliding doors to a covered screened lanai. The updated bath has a washer/ dryer (2021)in separate laundry closet, as well as tile floors, a modern vanity, and tile shower . The guest bedroom offers flexible use with a built-in workstation and queen-size Murphy bed. Additional features include two screened covered lanais, reverse osmosis water system for kitchen sink, covered carport, and ample guest parking. Crooked Creek is a 78-unit community offering a heated resurfaced pool, updated poolside kitchen, gazebo with seating, gas and charcoal grills, tennis/pickleball court, community storage with individual lockers, newer roofs (2021), new carports, and recently painted buildings. HOA fees have been reduced by $69 per month from 2025, reflecting strong reserves and excellent financial management. Conveniently located minutes from Siesta Key Beach, Gulf Gate, downtown Sarasota, shopping, and dining. A true nature lover’s paradise.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
5800 HOLLYWOOD BLVD #214, SARASOTA, FL 34231
$217,00016 Days on yellowkey MLS ID: TB8510864
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 679 Built: 1976Monthly Fee: $741 Tax: $2,332 (2025)Community: Baywood Colony Garden AptsCondo
Taxes:$2,332
Remarks: Located in the highly desirable Baywood Colony community, this rare ground-floor condo offers the perfect blend of convenience, comfort, and Sarasota lifestyle. Just minutes from world-renowned Siesta Key Beach, this 1-bedroom, 1-bath residence is one of the only units in the community featuring a private in-unit washer and dryer - a highly sought-after upgrade. Enjoy easy first-floor access, an open and bright layout, open concept living, and your own private exterior storage unit for bikes or beach gear. Ideally situated West of the Trail and adjacent to Phillippi Estate Park, residents enjoy quick access to waterfront dining, shopping, downtown Sarasota, the Farmers Market, and endless outdoor activities. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this move-in ready condo delivers location, lifestyle, and rare added conveniences in one of Sarasota's most desirable areas.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-828-8615)
Listing Agent: Tara Kurtz (904-894-3399)
4937 LANDINGS CT, SARASOTA, FL 34231
$1,525,00066 Days on yellowkey MLS ID: A4689027
REDUCED by $100,000 (6.2%) on 06/10/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3504 Built: 1985Monthly Fee: $29 Tax: $8,703 (2025)Community: The LandingsSpa: NoSingle Family
Taxes:$8,703
Remarks: Now offered at a significantly improved price, this is an outstanding opportunity to own a custom home in one of Sarasota's most desirable gated communities. Soaring ceilings and an abundance of natural light define this spacious 4-bedroom, 4-bath residence, thoughtfully designed and custom built by the original owner for both everyday living and effortless entertaining. Rich Cypress siding, elegant crown molding, plantation shutters, and imported Italian porcelain tile add warmth, architectural refinement, and timeless style throughout the home. The open floor-plan creates a seamless flow between living spaces, while a striking floor-to-ceiling white brick wood-burning fireplace serves as a dramatic focal point in the great room. Clerestory windows and skylights enhance the bright, airy ambiance, and custom built-in cabinetry compliments the home's clean, coastal-inspired design. Step outside to a private pool with an inviting setting for relaxing or hosting guests. A flexible office/den provides the ideal space for working from home or enjoying a quiet retreat, while generously sized bedrooms ensure comfort and privacy for family and visitors alike. Located within The Landings, a highly sought-after and gated West-of-Trail community, residents enjoy a lush, park-like environment with mature landscaping, scenic walking trails, and access to the Intracoastal Waterway. Community amenities include a kayak launch, kayak racks (as available), and a fishing pier situated at the end of a scenic nature trail, perfect for embracing Sarasota's waterfront lifestyle. Optional membership to the Landings Racquet Club offers tennis courts, a fitness center, clubhouse, and a vibrant social calendar. Ideally situated just minutes from downtown Sarasota, fine dining, shopping, and the world-renowned beaches of Siesta Key, The Landings offers an exceptional blend of privacy, natural beauty, and active living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
6136 HOLLYWOOD BLVD, SARASOTA, FL 34231
$1,775,000184 Days on yellowkey MLS ID: A4674886
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2121 Built: 2016 Tax: $17,739 (2024)Community: 1206 - Aqualane Estates 3Rd UnitSpa: YesSingle Family
Taxes:$17,739
Remarks: Built in 2016, this exquisite home is perfectly positioned at the end of a highly coveted canal in Aqualane Estates, offering unparalleled privacy and breathtaking water views. Designed with both elegance and resilience in mind, the property remained completely unscathed during Hurricanes Helene and Milton (12.5 feet above sea level as well as impact windows/slider), providing peace of mind for future homeowners. This exceptional 3-bedroom, 2-bathroom residence boasts soaring 10-foot ceilings, luxurious marble finishes, and a versatile bonus room—ideal as an office, playroom, or creative space. At the heart of the home, the open-concept living area seamlessly blends indoor and outdoor living, making it perfect for entertaining or unwinding in style. Step outside to your private waterfront oasis, where a stunning pool and hot tub (added in 2021) set the stage for unforgettable sunsets over the canal. Boating enthusiasts will appreciate the convenience of direct backyard access to Sarasota Bay, allowing for effortless days on the water. Beyond the home’s serene waterfront setting, you’re just one mile from pristine powdery sand beaches and mere minutes from Siesta Key Village, as well as everyday essentials like Publix, Costco, and more. Whether you’re seeking a full-time residence or a luxurious retreat, this Aqualane Estates gem offers the best of Florida living. Home can be purchased Fully Furnished and ready to be moved into!
Listing is courtesy of: SOLUTIONS REALTY (941-302-4812)
Listing Agent: Priscilla Gratton (941-737-9100)
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