Location: Sarasota , 34231
Do Not Show Listings
1404 KENILWORTH ST, SARASOTA, FL 34231
$5,200,000156 Days on yellowkey MLS ID: A4672697
REDUCED by $450,000 (8.0%) on 04/06/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2007Monthly Fee: $333 Tax: $52,740 (2024)Community: Oyster Bay LandingsSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$52,740
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Privately positioned in gated Oyster Bay Landings with water views stretching down a short canal to Sarasota Bay, this stunning iconic masterpiece from world-renowned architect Guy Peterson is a breathtaking example of the Sarasota School of Architecture’s style and vision. A comfortable modernistic ambiance flows freely throughout the 5,428 sq. ft. of open living where walls of glass capture spectacular displays of the cerulean blue water and evening skies of fiery beauty. No detail has been overlooked. No expense has been spared. Architecturally striking, this 4-bedroom, 4.5-bath waterfront residence is the ultimate indulgence offering rarity, cachet and grandeur. Dock with 2 lifts is conveniently situated on a waterway unencumbered by any bridge. Floor to ceiling windows frame expansive vistas and abundant natural light complements the thoughtfully-appointed and expertly-planned space. Over 4,000 square feet of outdoor area is inviting and festive, and presents unique vantage points to deliver an exhilarating experience. Expansive terraces promote seamless indoor-outdoor living. Covered entertaining is abundant among the verdant tropical gardens and immaculately manicured grounds. Resort-style amenities including an elevator, courtyard with fire pit and heated pool/spa, and breathtaking reflecting pool with fountain. The stunning kitchen is a culinary delight and complemented by an extravagant amenities package of top-tier appliances, island with seating for 6, 20-ft. long counter for 2 desk workstations, side-by-side but separate refrigerator and freezer, 2 dishwashers, and deep walk-in pantry. The family room is equipped with built-in entertainment wall and opens to a waterfront patio with outdoor cooking center. The great room has travertine floors and cypress ceiling detail, and the office provides a desk with stone countertops and plenty of solid wood cabinetry. A 400-bottle wine room is the highlight of the gaming area with wet bar, electric shades and unique glass chandelier. On the second level are spa-inspired en-suite bedrooms with custom closet systems and elevated ceilings. A 30-ft. bridge leads to the master wing highlighted by incredible water views, sitting room with morning bar, and home gym/office. The primary bath creates an immersive experience with a 16-ft. long dressing hall with a wall of built-ins and mirrors, large walk-in specialty closet, multi-faceted shower, deep soaker Jacuzzi tub, separate bidet and laundry chute. In addition, there are two laundry areas, an elevator from ground level to the 2nd and 3rd floors, Creston music and lighting system, Generac generator, and 4-car garage. In one of Sarasota’s most coveted locations along the waterfront, this home redefines coastal living is just minutes from beaches, golf, fine dining and downtown Sarasota’s beloved arts and cultural offerings. When scheduling your exclusive tour of this amazing MODERN waterfront estate, make sure to allow plenty of time for exploring its incredible features, both inside and out. It must be seen in person to be fully appreciated. Even the most discerning buyer will fall in love!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
5800 TIDEWOOD AVE, SARASOTA, FL 34231
$3,149,000275 Days on yellowkey MLS ID: A4664806
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5167 Built: 2000 Tax: $25,244 (2024)Community: Baywood Colony Westport Sec 2Spa: YesSingle Family
Taxes:$25,244
Remarks: Welcome to ‘The Retreat at Tidewood’, a boater’s paradise nestled in one of Sarasota’s most desirable and secluded waterfront communities. Imagine living just minutes from downtown, fine dining, and shopping, all without the hassle of an HOA. This home offers the perfect blend of convenience and tranquility for those who love life on the water. Elevated 12 feet, this residence ensures peace of mind protection from flooding. Step inside to discover an updated gourmet kitchen with custom cabinetry and premium finishes, a spacious living and dining room, and a luxurious master suite with Venetian Plastering and his-and-hers closets. Every room on the ground floor opens directly to the pool, creating a seamless indoor-outdoor flow to over 2,500 sq. ft. of screened outdoor living — perfect for entertaining or relaxing in total privacy. For the avid boater, the property features a concrete seawall for easy canoe or kayak launching, making it effortless to explore the serene Intercoastal Waterway. Additionally, a boat yard just a short distance away accommodates larger watercraft and offers concierge services, ensuring your boating adventures are always within reach. Upstairs, a private “in-law suite” is accessible by elevator or stairs and includes three flexible rooms, full bath with tub/shower combo, kitchenette, a large walk-in closet, room to add an additional bathroom, and a screened porch overlooking the tranquil waterway, Siesta Key, and timeless sunsets. Surrounded by protected mangroves, the views are as peaceful as they are timeless. Designed for multi-generational living or hosting guests with ease, this home blends thoughtful functionality with waterfront luxury. Its location combines seclusion and convenience — tucked away in a peaceful community, yet close to everything Sarasota has to offer. The adjacent lot could also be purchased for additional acreage, offering even more space and potential. The ‘Retreat at Tidewood’ offers a once-in-a-lifetime opportunity to own a piece of paradise. This unique experience awaits you with the perfect blend of comfort, privacy, coastal beauty, and a lifestyle tailored for those who cherish the water.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Nancy Grenier (941-364-4000)
2607 RIVERBLUFF PKWY #V145, SARASOTA, FL 34231
$229,900605 Days on yellowkey MLS ID: A4626176
REDUCED by $10,000 (4.2%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1971Monthly Fee: $725 Tax: $2,876 (2023)Community: Strathmore RiversideSpa: NoCondo
Taxes:$2,876
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: SUBSTANCIAL PRICE REDUCTION ---REINTRODUCED AT AN ATTRACTIVE NEW PRICE POINT AND AGRESSIVELY PRICED FOR TODAY'S MARKET. Experience the perfect blend of comfort, style, and coastal living in this beautifully updated, single-level villa, steps away from all amenities, nestled within a highly desirable 55+ waterfront community. This move-in-ready residence offers 2 spacious bedrooms, 2 bathrooms, and a thoughtfully designed floor plan that combines modern finishes with timeless appeal. Step inside to discover a light-filled interior with luxury vinyl flooring, updated lighting, and elegant touches throughout. The kitchen boasts granite countertops, stainless steel appliances, and seamlessly flowing into the open-concept living/dining areas. New roof and gutters (2024) add peace of mind, while large windows fill the home with natural light, creating an inviting, airy atmosphere. This active, resort-style community offers an exceptional array of amenities only steps away, designed for recreation and relaxation. Enjoy a heated swimming pool, clubhouse, fitness center, sauna, library, and a billiards room. The on-site marina features dock available on a first-come, first-served basis for just $1,344 year, offering access to the Intercoastal, perfect for the boating enthusiast. The community’s robust social calendar includes planned activities, live entertainment, card games, and casual gatherings, fostering a vibrant and friendly neighborhood atmosphere. Perfectly situated just minutes from world-renowned Siesta Key Beach and only a short drive to downtown Sarasota. Two pets allowed (subject to HOA size). This meticulously maintained property truly embodies the Florida lifestyle—relaxed, refined, and effortlessly enjoyable. MONTHLY FESS INCLUDE TRASH REMOVAL, WATER, SEWER AND BASIC CABLE. Don't miss out on this wonderful opportunity., call to see it today and make it your home!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jo James, Llc (941-928-3175)
1564 STICKNEY POINT RD #303, SARASOTA, FL 34231
$749,900171 Days on yellowkey MLS ID: A4675533
REDUCED by $69,100 (8.4%) on 05/07/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1982Monthly Fee: $1,007 Tax: $3,816 (2024)Community: The BoatyardSpa: NoCondo
Taxes:$3,816
Elementary School: Gulf Gate Elementary
Remarks: The Boatyard is a New England styled gated community of twenty one units located on the Intracoastal Waterway just across the south bridge from Siesta Key and its number one rated beach. Nearby are numerous opportunities for the shopping, dining, sports, and cultural activites that Sarasota is famous for. This furnished two bedroom, two bath unit feaures water views from most rooms, a bright open concept living/dining room with a tray ceiling, a wood burning fireplace, an enclosed balcony overlooking the water, updated kitchen and bathrooms, an oversized one car garage, a bonus room on the canal, and a 27 foot boat slip.In addition, the community amenities include a sundeck on the bay, a boardwalk along the canal, and a heated swimming pool. This is the Florida lifestyle you've been looking for.
Listing is courtesy of: ALAN J STEVENS (941-925-1818)
Listing Agent: Murphy Stevens (941-925-1818)
1552 STICKNEY POINT RD #403, SARASOTA, FL 34231
$695,000527 Days on yellowkey MLS ID: A4634781
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1982Monthly Fee: $1,007 Tax: $4,591 (2024)Community: The BoatyardSpa: NoCondo
Taxes:$4,591
Remarks: The Boatyard is a New England styled gated community of twenty one units located on the Intracoastal Waterway just across the south bridge from Siesta Key and its number one rated beach. Nearby are numerous opportunities for the shopping, dining, sports, and cultural activies that Sarasota is famous for. This furnished two bedroom, two bath unit features water views from most rooms, a bright open concept living/dining room with a tray ceiling and wood burning fireplace, an enclosed balcony overlooking a canal, updated kitchen and bathrooms, an oversized one car garage, and a ground level bonus room off the canal. In addition, the community amenities include a sundeck on the intracoastal waterway, a boardwalk along the canal, and a heated swimming pool. This is the Florida lifestyle you've been looking for.
2431 BISPHAM RD, SARASOTA, FL 34231
$550,00071 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
Tax Year: 2025
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 is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Jodi Fleming (941-993-6331)
1921 MONTE CARLO DR #603, SARASOTA, FL 34231
$450,000178 Days on yellowkey MLS ID: A4676140
REDUCED by $20,000 (4.3%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1706 Built: 2006 Tax: $6,676 (2025)Community: Phillippi Landings ACondo
Taxes:$6,676
Remarks: Price Adjustment! An exceptional value for the view, location, and lifestyle—this sixth-floor, two-bedroom, two-bath residence is a rare opportunity that should not be overlooked. From the moment you enter, expansive water views command your attention, setting the tone for this open and inviting floor plan where water surrounds you in every direction. The spacious, light-filled kitchen offers abundant storage and serves as a natural gathering place for guests. Just beyond, you’ll find a convenient laundry closet, a full guest bath, and a generously sized second bedroom—ideal for visitors or a home office. The main living area easily accommodates both comfortable seating and a formal dining arrangement, flowing seamlessly into the great room and out to the oversized screened balcony. This elevated vantage point is perfect for relaxing, entertaining, and taking in sweeping waterfront views that are increasingly hard to find at this price point. The owner’s suite is thoughtfully positioned for privacy and features direct access to the lanai, allowing you to wake up to tranquil water views each morning. Two walk-in closets and a spacious en-suite bath with both a soaking tub and separate shower complete this retreat. This unit has a deeded parking space under cover in the garage. There is also a storage unit assigned to this unit for seasonal accents. Set within a beautifully maintained 10-acre waterfront community, residents enjoy resort-style amenities including a heated pool and spa, fitness center, clubhouse, and an expansive promenade along the water—ideal for sunset strolls. There is a Kayak launch access and private storage racks offer direct connection to Phillippi Creek for boating and nature lovers. The location further elevates the value: minutes from The Landings Shopping Center, Southside Village, downtown Sarasota, UTC Mall, and the white-sand beaches that define Florida’s Gulf Coast. When combined with the views, amenities, and low-maintenance lifestyle, this residence represents an outstanding opportunity—offering coastal living at a price that is increasingly rare for this setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Diane Fogo Harter (941-445-2431)
2225 FLORINDA ST, SARASOTA, FL 34231
$1,500,00024 Days on yellowkey MLS ID: A4690756
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2607 Built: 2026 Tax: $1,570 (2025)Community: Tamiami TerraceSpa: YesSingle Family
Taxes:$1,570
Remarks: Virtually Staged. 2225 Florinda Street — arrival as destination. Pull into the driveway, pass the two car garage and follow a landscaped walkway to arrive at a gracious covered entry; decorative metal screening catches the Florida light accenting the french pattern travertine entry and frames an oversize full glass door. Step inside and the experience unfolds: Large format porcelain tile, 10' ceilings and abundant windows bathing the open plan in natural light. Gulfside Homes, a Sarasota Custom Home builder for over 25 years, crafted this over 2,600 sq ft Calista model showcase with thoughtful and custom upgrades you’ll notice throughout—builtin conveniences, premium appliances and finish selections that read like an owner’s wish list already checked. The main level is made for living and entertaining: an elegant dining area flows to a true gourmet kitchen with gas range, pot filler, LG stainless appliances, microwave drawer and an oversized quartz waterfall island. The family room sits beyond, flooded by light from large windows and glass doors that frame the ivory travertine pool deck and spa. Opposite the island and tucked under the stairs is a purposeful coffee bar and prep station with a deep sink (cuttingboard/dryingrack/colander), coordinated floating shelving, abundant storage and a twozone undercabinet beverage refrigerator—one of the many touches that make daily rituals effortless. Also on the first floor is a flexible, large en-suite guest room whose bath doubles as a powder room and provides direct access to the outdoors and access to the pool—perfect for visitors and carefree pool days. Upstairs the home is arranged for privacy and function: a split bedroom plan placing the primary suite apart from two large secondary bedrooms. The primary is a serene retreat with a spa caliber bath—soaking vessel tub, floor to ceiling Calacatta porcelain shower with double rain heads, dual vanities—and generous closet space. A dedicated laundry on the bedroom level adds convenience. A roomy office/den/media room opens to a covered deck for quiet moments or flexible workspace. Outside is your private Sarasota oasis: 12×24 pool with six person spa, travertine decking and glass waterline tile, pre-plumbed for heating and framed by an 8' fenced yard. Premium systems and Gulfside upgrades that other builders don’t automatically provide—impact windows, underground 500gal propane tank, Rinnai tankless water heater with recirculating system, large format porcelain tile on the main level, waterproof luxury vinyl plank upstairs, timber stairs with stainless cable railing, upgraded lighting and hardware, Ring cameras and low maintenance tropical landscaping—deliver comfort, security and low upkeep. Only blocks to The Landings shopping center with several restaurants, gym, and Publix. Minutes from the John and Mable Ringling Museum of Art, Sarasota Art Museum, Van Wezel Performing Arts Hall, Marina Jack, downtown dining, farmers’ markets, marinas and Siesta Key and gulf beaches, 2225 Florinda is a refined, turnkey Sarasota lifestyle crafted by an experienced custom builder. Schedule your private showing to experience the details in person.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
1654 STICKNEY POINT RD #54-201, SARASOTA, FL 34231
$299,00053 Days on yellowkey MLS ID: A4691665
REDUCED by $11,000 (3.5%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,415 (2025)Community: Castel Del MareSpa: NoCondo
Taxes:$3,415
Remarks: Bayfront community one block to the south bridge to Siesta Key • Turnkey furnished • 3D walkthrough available Second-floor 2-bedroom, 2-bath condo in Castel Del Mare, a waterfront community on Little Sarasota Bay at the gateway to Siesta Key. Just minutes to Siesta Key Beach at a fraction of island pricing. This 1,016 sq ft turnkey furnished residence features a partially updated kitchen, living/dining combo with ceiling fans, walk-in closet, and a screened lanai with west-facing exposure. Assigned parking included. Settle into the bayside heated pool and watch boats cruise the Intracoastal Waterway, or launch a kayak from the community dock. Castel Del Mare offers two heated pools, tennis and pickleball courts, shuffleboard, fitness center, clubhouse, bayside fishing gazebo, kayak storage with launch access, and a scenic boardwalk along Little Sarasota Bay. Rental minimum 30 days, 3 rentals per year. Near public transit with easy access to Siesta Key Beach, Siesta Village dining, and the Stickney Point Bridge. Nearby dining includes Merci Café and La Dolce Vita. Publix and Detwiler's Farm Market within 1 mile. Red Bug Slough Preserve and Gulf Gate Village nearby. Includes 3D tour for virtual viewing.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
3122 REGATTA CIR, SARASOTA, FL 34231
$685,000135 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)
1541 CARIBBEAN DR, SARASOTA, FL 34231
$5,500,00016 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 Agent: Daria Fairchild (941-650-7207)
7460 MARIANA DR, SARASOTA, FL 34231
$499,990311 Days on yellowkey MLS ID: A4662030
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1418 Built: 1971Monthly Fee: $6 Tax: $2,167 (2024)Community: Gulf Gate WoodsSpa: YesSingle Family
Taxes:$2,167
Remarks: Come to see this charming Florida gem!! Beautifully updated two-bedroom, two-bathroom POOL home that embodies comfortable coastal living with easy access to the world's best beaches. The property showcases a thoughtfully designed layout, featuring a primary bedroom with an ensuite bathroom for added privacy and convenience, as well as a walk-in closet and an additional closet for ample storage. Sliding doors from both the living room, kitchen, and bedrooms provide easy access to the main attraction of the home—the POOL and paver patio area with a spa! New pool heater installed October 2025. What a perfect place for indoor/outdoor living and entertaining! Step outside to your private fenced backyard haven, where you'll enjoy the Florida sunshine and gorgeous sunsets by the pool, ideal for relaxing or hosting family gatherings. The fully fenced (new modern shadowbox private fence) backyard provides a secure space for outdoor activities and relaxation with beautiful views of famous Florida sunsets. Inside, this property can come turnkey furnished and includes washer and dryer, new stainless steel appliances, allowing you to move in with ease and start living the Florida lifestyle immediately. Multiple sliding glass doors along the back of the home create a seamless indoor-outdoor connection while flooding the interior with natural light and offering the option to welcome in refreshing Florida breezes. Outside pool area and deck is facing west and offers amazing sunset views. Plus, no carpet throughout makes maintenance a breeze! A versatile Florida bonus living area is accessible from the bedrooms, offering flexibility for a home office, relaxation space, or additional entertaining area. The breakfast nook provides a cozy dining spot, perfect for casual mornings. Major updates include a brand-new AC (2024), a newer hot water heater, (2021) and a tile roof from 2012 (remaining life 12 years), Smarthouse electronic locks, all four corners camera system with night vision (included in sale, no ongoing fees), Smarthouse connected to the pool equipment, HVAC, thermostat… The garage features an epoxy floor and a hurricane-rated door, adding both durability and appeal. The home also boasts an inside laundry room for convenience. Whether you are looking for an investment, retreat, or a family home, this exceptional Sarasota residence in the Gulf Gate Neighborhood is for you. Minutes away from world-famous Siesta Key beaches, Gulf Gate shops, fine dining restaurants, Costco, movie theaters, Legacy Trail, several fitness centers, A+ schools (Gulf Gate Elementary, Mangrove School of Sarasota, Suncoast Technical College..), and the Gulf Gate Library. All located in South Sarasota but within minutes to cultural downtown Sarasota and St. Armands Circle. Gulf Gate Woods is one of the most sought-after communities with deed restrictions, low dues and excellent schools nearby.
Listing is courtesy of: ENVISION REALTY PARTNERS LLC (941-840-3188)
Listing Agent: Alex Zvak (941-928-3739)
2822 SAFE HARBOR CIR, SARASOTA, FL 34231
$369,90029 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)
6283 GREEN VIEW CIR S #102, SARASOTA, FL 34231
$179,90011 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
Remarks: One or more photo(s) has been 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. Great versatile floor plan, 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)
5425 MATTHEW CT, SARASOTA, FL 34231
$595,00010 Days on yellowkey MLS ID: N6144628
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1634 Built: 1996Monthly Fee: $33 Tax: $3,460 (2025)Community: Forest OaksSpa: NoSingle Family
Taxes:$3,460
Remarks: Virtually Staged. Welcome to this beautifully maintained 3-bedroom, 2-bath saltwater pool home ideally situated on a quiet cul-de-sac in the highly desirable Forest Oaks community. Offering 1,634 square feet of living space, this inviting residence combines comfort, privacy, and the best of Florida living in one of Sarasota’s most sought-after locations. Nestled in a peaceful neighborhood with mature landscaping and minimal through traffic, this home offers a wonderful sense of privacy while remaining just minutes from Sarasota’s premier attractions. The thoughtfully designed split-bedroom floor plan provides an ideal balance of togetherness and personal space. At the heart of the home, the updated kitchen features tall soft-close cabinetry, granite countertops, newer appliances, and a natural gas stove, making it perfect for both everyday living and entertaining. The adjacent living and dining areas flow effortlessly to the covered lanai and screened saltwater pool, creating a seamless indoor-outdoor lifestyle that Florida homeowners love. The spacious primary suite serves as a private retreat, offering direct access to the lanai and pool area. The en-suite bathroom features a walk-in shower, ample vanity space and a walk-in closet with built-in organizers, providing convenient storage and everyday functionality. Two additional guest bedrooms and a well-appointed second bathroom are thoughtfully located on the opposite side of the home, ensuring comfort and privacy for family and visitors. Step outside to enjoy the beautiful saltwater pool, creating a private retreat to relax, unwind, and enjoy Florida’s year-round sunshine. The screened lanai offers a comfortable setting for morning coffee, outdoor dining, or entertaining family and friends. Updates provide added value and peace of mind, including a full roof replacement in 2018, new A/C system (2024), and new water heater (2024). Hurricane preparedness is enhanced with electric shutters on the front entry and lanai, along with manualy operated shutters for the windows. No carpet, tile flooring throughout the entire home. The home is connected to natural gas and is located in an X Flood Zone, meaning flood insurance is typically not required by lenders. Location is truly exceptional. Just a short drive away you’ll find the world-famous beaches of Siesta Key Beach, upscale shopping and dining at St. Armands Circle, waterfront restaurants and marina activities at Marina Jack, as well as downtown Sarasota’s vibrant arts, dining, and cultural scene. Nearby parks, golf courses, medical facilities, and top-rated schools further enhance this outstanding location. Whether you’re looking for a year-round residence, winter getaway, or investment opportunity, this exceptional home offers the perfect combination of location, comfort, and lifestyle. Schedule your private showing today and discover everything this wonderful Forest Oaks property has to offer.
Listing is courtesy of: GULF SHORES REALTY ERA POWERED (941-212-1922)
Listing Agent: Emilia Hankiewicz (941-323-3734)
2103 LUSITANIA DR, SARASOTA, FL 34231
$899,9008 Days on yellowkey MLS ID: A4696955
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 1969 Tax: $6,524 (2025)Community: Phillippi GardensSpa: NoSingle Family
Taxes:$6,524
Middle School: Sarasota Middle
Remarks: You won’t believe this waterfront opportunity in central Sarasota. With almost half an acre of land on a nice wide part of Phillippi Creek, this home offers the pairing of fantastic central location and tons of opportunity to expand. Upon entering the fenced driveway area to this home, you will notice a classic Sarasota ranch-style home. When you take one look into the back yard you might be amazed the abundant open space, trees, park-like setting and water views. This one story block home has been updated to include laminate floors throughout, a new 2024 metal roof, nice recessed can lighting, stainless steel kitchen appliances, and fresh exterior paint. The floor plan includes a dining room area as well as an oversized laundry area and two-car garage. This property could be ideal for boaters or water enthusiasts who, subject to permitting, could add a dock and boat lift. Just a short cruise to the mouth Phillippi Creek will allow access to Sarasota Bay and ultimately the Gulf! This body of water is often very tranquil and is great for paddle-boarding, fishing, kayaking, or just watching the water drift by. The location allows for easy access to US41 and is just minutes from Siesta Key, Downtown Sarasota, and all sorts of convenient dining and retail. There’s a lot to love about this slice of paradise, come and set up your private showing today!
Listing Agent: Drew Russell (941-993-3739)
2731 RIVERBLUFF WAY #V76, SARASOTA, FL 34231
$229,0008 Days on yellowkey MLS ID: A4696921
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1480 Built: 1971Monthly Fee: $725 Tax: $3,438 (2025)Community: Strathmore Riverside ISpa: NoVilla
Taxes:$3,438
Remarks: TURN-KEY OR UNFURNISHED | FULLY RENOVATED | 55+ WATERFRONT COMMUNITY Less than 18 minutes to Siesta Key Beach, this renovated 2 bedroom, 2 bath villa with two bonus rooms offers the Florida lifestyle many buyers are searching for. Residents enjoy a heated and chilled waterfront pool overlooking the marina, clubhouse, fitness center, residents' library, shuffleboard courts, and marina access. Boat slips are available for rent, providing direct boating access through Phillippi Creek to the Gulf of America. This home offers more usable living space than many comparable units in the community, with two bonus rooms ideal for a home office, hobby room, reading area, or guest space. Major updates include impact windows (2020), newer roof, 2022 A/C, updated plumbing and electrical systems, a whole house surge protector, fresh insulation, laminate flooring, sliding barn doors, granite countertops, under-cabinet lighting, and modern finishes throughout. Offered turn-key, furnished or unfurnished, this move-in-ready home is conveniently located near shopping, dining, medical facilities, downtown Sarasota, St. Armands Circle, and Siesta Key Beach. A rare opportunity to enjoy boating, resort-style amenities, and a renovated home in one of Sarasota's desirable 55+ waterfront communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: David Valencia (647-686-7973)
2920 GULF GATE DR, SARASOTA, FL 34231
$495,0009 Days on yellowkey MLS ID: A4696797
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1572 Built: 1965 Tax: $4,521 (2025)Community: Gulf GateSingle Family
Taxes:$4,521
Remarks: Welcome to this stunning, fully renovated home that feels brand new from top to bottom. Featuring 3 bedrooms, 2 beautifully updated bathrooms, and a bright, open-concept floor plan, this home is perfectly designed for both comfortable everyday living and effortless entertaining. The spacious Florida room extends your living space and overlooks a large paver patio, creating the perfect setting for outdoor gatherings in the private, fully fenced backyard. Thoughtfully updated throughout, this move-in-ready home boasts new hurricane rated windows, a stylish kitchen with new appliances, fully remodeled bathrooms, tile flooring, restored terrazzo floors, a paver driveway and patio, and a whole-house water filtration system. The chef-inspired kitchen showcases white shaker-style solid wood cabinetry, elegant granite countertops, a custom tile backsplash, stainless steel appliances, a generous pantry, and a large center island with breakfast bar seating—ideal for casual dining and entertaining. Located in a highly desirable Sarasota area, you'll enjoy convenient access to shopping, dining, top-rated schools, and the vibrant cultural attractions of downtown Sarasota, including theaters, opera, and museums. Best of all, you're just minutes from world-famous Siesta Key Beach, consistently ranked among the best beaches in the country. This exceptional home combines modern updates, indoor-outdoor living, and an unbeatable location—everything today's buyers are looking for. Call for a private showing!
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Otto Hajek (941-966-6836)
2534 WANETA DR, SARASOTA, FL 34231
$495,000152 Days on yellowkey MLS ID: A4678870
REDUCED by $10,000 (2.0%) on 06/07/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1667 Built: 1962 Tax: $4,454 (2025)Community: Phillippi Gardens 06Single Family
Taxes:$4,454
Remarks: One or more photo(s) has been virtually staged. Live the Siesta Key lifestyle—just minutes from Siesta Key Beach, this updated pool home offers the rare combination of NO HOA, oversized lot space, and move-in-ready upgrades in one of Sarasota’s most desirable locations. For buyers searching for a Siesta Key area home with room for an RV or boat, private outdoor living, and beach-close convenience, this property checks the boxes. Set on a fully fenced 10,400 SF lot, the home features a wide driveway with space for RV parking, extra vehicles, or recreational storage—features that are increasingly hard to find this close to the beach. The freshly painted exterior (2025) creates strong curb appeal, while the durable metal roof (only 8 years old) adds long-term value and peace of mind. Inside, the home feels bright, fresh, and welcoming with newly painted interior walls and beautifully restored terrazzo floors that have been professionally shined and waxed(2026). Buyers looking for charm, easy maintenance, and true Florida character will appreciate this timeless feature. The private screened swimming pool and lanai were remodeled in 2025, creating a turnkey outdoor retreat ready for year-round enjoyment. Host gatherings, unwind after a beach day, or enjoy a quiet morning coffee poolside—this is the indoor-outdoor lifestyle buyers want in Sarasota. Additional highlights include an updated new electrical panel (2025), dedicated laundry room, and a flexible office/den ideal for remote work, hobbies, fourth bedroom, and or guest accommodations. Conveniently located near Gulf Gate dining and shopping, with Siesta Promenade nearby, this property is equally appealing as a primary residence, vacation getaway, or investment opportunity. No HOA. Pool home. Oversized lot. RV parking. Minutes to Siesta Key. Rarely does one home have this much flexibility, location, and lifestyle.
Listing Agent: Karlenn Peluso (941-356-5345)
3174 PEACHTREE ST, SARASOTA, FL 34231
$468,00043 Days on yellowkey MLS ID: A4692949
0 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 1988 Tax: $4,143 (2025)Community: Flora-Villa SubSingle Family
Taxes:$4,143
Elementary School: Wilkinson Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. An actual peach! This lovely sunshine-y home on Peachtree Street is ready for new memories to be made. Located right in the heart of Sarasota, the neighborhood of South Gate Ridge is 10 minutes from everything. This lofty, light filled house is one block from the locally adored Bee Ridge Park, where neighbors gather to play in local softball games; enjoy an evening walk with the puppy; push their kiddos on the swing; or tend to their vegetables in the robust community garden. Tucked back on this spacious lot, this home feels private and peaceful. Once inside, the open and airy floor plan is punctuated by an open loft that is framed by a beautiful wood bannister, adding warmth and dimension to the entire space. A LARGE Primary Suite with West facing windows, wide closets, and a newly remodeled double vanity bathroom, sits on the main level. The already sizable living room, anchored around a stone fireplace, feels even more voluminous with vaulted ceilings and large windows. A BRAND NEW kitchen has been recently completed featuring soft close cabinets and drawers with built in organizers. Coastal blue tiles add a vibrant pop of color that will be on trend for years to come. Upstairs, two large bedrooms share the cozy loft space as well as the freshly RENOVATED second bathroom. Large, New Impact Sliders open up the entire back of the home to the large private backyard with an awesome deck and room for a pool. A true two car garage has its own loft space for extra storage and the brand new washer and dryer conveys with the sale. NEW ROOF in 2023!! Fresh paint inside AND out. All this home needs is you ;) This peach of a property could not be cuter and is completely move-in ready!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Drost (941-822-6926)
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