Location: Sarasota , 34231
Do Not Show Listings
1404 KENILWORTH ST, SARASOTA, FL 34231
$5,200,000137 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)
3541 WILKINSON WOODS DR #40, SARASOTA, FL 34231
$289,900195 Days on yellowkey MLS ID: A4672490
1 Days Off yellowkey (back on 5/26/2026)
REDUCED by $5,000 (1.7%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 1980 Tax: $3,658 (2025)Community: Wilkinson WoodsVilla
Taxes:$3,658
Elementary School: Wilkinson Elementary
Tax Year: 2025
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Skip the renovation stress and discover an UNBEATABLE VALUE in this updated 2-bedroom, 2-bath attached villa, offering IMPACT WINDOWS, New A/C (2026) and NEWER APPLIANCES. Bathed in natural light, this home features elegant QUARTZ COUNTERTOPS throughout, designer LED-illuminated mirrors, and sleek, durable laminate flooring. Beyond the stylish interior lies a charming paver patio—a relaxing retreat for morning coffee or sunset breezes. Located in an enclave that feels like a hidden secret in South Sarasota, you are minutes from Siesta Key’s white sands, casual and world-class dining, entertainment...but miles from the stress of a fixer-upper. Experience just how effortless Florida living can be by taking this stylish, move-in-ready villa off your screen and scheduling your in-person tour today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Elisa Gersman (941-735-0595)
1632 WORRINGTON ST, SARASOTA, FL 34231
$735,000180 Days on yellowkey MLS ID: A4673616
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $30,000 (3.9%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1547 Built: 1973 Tax: $2,729 (2024)Community: Johnson EstatesSingle Family
Taxes:$2,729
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. EXCEPTIONAL WEST OF THE TRAIL OPPORTUNITY – RARE 1/3 ACRE LOT! Exceptional opportunity in a coveted area West of the Trail! Situated at the secluded end of a tranquil dead-end street, this oversized 0.33-acre lot is nearly 50% larger than typical area parcels. Whether you are looking for your first home, a high-demand investment rental, or a premier location for a new build on a rare huge lot—the choice is yours! Inside, the great room’s soaring skylights and front-to-back windows frame peaceful nature views, perfectly complementing the fresh interior paint and sun-drenched open floor plan. UNBEATABLE PROXIMITY: Phillippi Shores Elementary School: Less than a mile away. Everyday Conveniences: Less than a mile to Trader Joe’s and Siesta Row shopping. Sarasota Memorial Hospital: Only 2 miles away. Downtown Sarasota: Just 3 miles to dining, arts, and culture. Siesta Key Beach: Less than 4 miles to world-class sands. This is the best land-to-value play in 34231. Bring your offer and secure your spot West of the Trail today!
Listing is courtesy of: LIVE MODERN (941-587-8871)
Listing Agent: Mara Daniel (941-587-8871)
1711 PELICAN COVE RD #443, SARASOTA, FL 34231
$325,000238 Days on yellowkey MLS ID: A4667279
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1112 Built: 1979Monthly Fee: $771 Tax: $3,667 (2024)Community: Pelican Cove XivSpa: YesCondo
Taxes:$3,667
Elementary School: None
High School: None
Middle School: None
Remarks: It is easy to enjoy the beauty of coastal waterfront living in Pelican Cove and this 2 bedroom/2 bath condo. The open floor plan with high ceilings and natural light/skylights creates a spacious and inviting atmosphere. The split floor plan includes a master bedroom with updated bathroom, walk-in closet and upstairs attic space for additional storage as well as luxury vinyl flooring throughout. As you drive past the gate, the lush tropical setting, fruit trees, bird watching and manatee sightings in the harbor will offer instant serenity and relaxation. Amenities include art studio, woodworking shop, sculpting garden, 6 pools, yoga, tennis, pickleball, water aerobics, biking, new exercise room and kayak launches to name a few activities. Enjoy an impressive offering of performing arts, annual art show, cinema & culinary club, bridge and fiber arts club.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
7300 COVE TER, SARASOTA, FL 34231
$2,350,000124 Days on yellowkey MLS ID: A4680113
REDUCED by $45,000 (1.9%) on 05/26/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3686 Built: 2009Monthly Fee: $19 Tax: $18,405 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$18,405
Elementary School: Gulf Gate Elementary
Remarks: Looking for waterfront living and a boating lifestyle? Look no further! This grand residence, located in Coral Cove, provides direct access to the Intracoastal waterway, yet safely tucked away and situated on an elevated lot well above flood risk. With proximity to one of the top-rated beaches in the US – Siesta Key, this refined home offers flexible and open living spaces – indoor and out. A double-door entry opens to a grand foyer and a spacious great room with a two-story volume ceiling, fireplace, and a wall of sliding glass doors showcasing the saltwater pool and tranquil water views beyond. Extensively renovated in 2009 per public records, this home features four bedrooms and four baths with marble, granite, and Egyptian limestone surfaces throughout. Two of these are full en suites with water views; either can serve as a primary suite – one on the first floor, the other above. The first-floor suite overlooks the pool, spa, and waterway and includes a marble bath accented with onyx lighting. The second floor suite showcases bamboo flooring and a custom en suite bath with stunning Caesarstone quartz walls and flooring, LED lighting inserts, recycled glass, a jetted tub, dual gray Caesarstone vanities, and built-in closets. The gourmet kitchen is appointed with custom distressed wood and cherry cabinetry, a large Victoria Regia granite island, limestone countertops, high-end appliances, and a built-in Miele coffee system. Enjoy tranquil outdoor living and beautiful sunset views from the elevated covered lanai featuring a wood plank ceiling, a summer kitchen with granite countertops, a roll-in grill, and granite tiled decking that surrounds the pool and spa. Hop on your boat from the low-maintenance composite dock with direct access to the Intracoastal Waterway and the Gulf of Mexico. As an owner of this waterfront residence you will have access to the private Coral Cove intracoastal waterfront park and boat launch with a voluntary HOA. Surrounded by tropical landscaping and exterior lighting, this beautiful residence offers luxury finishes and thoughtful design, just minutes from Siesta Key Beach, fine dining, shopping, and the cultural amenities that make Sarasota special. Come see for yourself the extraordinary value this home offers a future owner with vision!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Liz Arme (941-266-4003)
2852 NASSAU ST, SARASOTA, FL 34231
$360,00051 Days on yellowkey MLS ID: A4689690
REDUCED by $29,900 (7.7%) on 05/26/2026
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: One or more photo(s) has been 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)
2271 PINE VIEW CIR, SARASOTA, FL 34231
$474,900404 Days on yellowkey MLS ID: A4649803
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1980Monthly Fee: $7 Tax: $4,966 (2024)Community: Gulf Gate PinesSingle Family
Taxes:$4,966
Remarks: Under contract-accepting backup offers. Welcome to your perfect Sarasota retreat! Nestled in the beloved Gulf Gate Pines neighborhood, this lovingly maintained three-bedroom, two-bath home provides a rare combination of space, comfort, and unbeatable location. With 1,920 square feet of thoughtfully designed living space, this home is filled with natural light that brings a peaceful, happy energy to every room. Whether you are a city dweller or a beach lover, this is the ideal location in south Sarasota! Step inside and discover spacious living areas perfect for gatherings or quiet moments. Generous closets, a two-car garage, and a practical split-bedroom floor plan provides everyday convenience, while charming touches like a cozy wood-burning fireplace and a screened lanai invite you to slow down and savor the Florida lifestyle. Tucked away on a quiet street, yet minutes from the quartz sands of Siesta Key-recently voted #1 Beach in the United States for 2025 (again), vibrant shopping, delicious dining, parks, and all of life's necessities, this home makes everyday living feel like a getaway. It's easy to imagine morning coffee on the lanai, afternoon beach adventures, and evenings under the soft glow of the setting sun — all from a home filled with wonderful memories and ready for yours. Well-cared for and ready to welcome its next chapter, this is truly a home with great bones, great energy, and endless possibilities. Whether you're looking for a full-time residence, a winter retreat, or a smart investment, 2271 Pine View Circle is waiting to welcome you home. Very low HOA fees lend this home to many options and freedom of living. Designated for Flood Zone X (to be verified by buyer) is a relief for many concerned with owning a piece of Florida paradise! Seller is not interested in owner-financing so please stop asking.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Christine Williams (941-287-5112)
2763 WOODGATE LN #307, SARASOTA, FL 34231
$149,9501144 Days on yellowkey MLS ID: S5083103
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979Monthly Fee: $490 Tax: $1,424 (2022)Community: Pinewood Village IiCondo
Taxes:$1,424
Tax Year: 2022
Remarks: Charming 1 bed/1 bath condo located in Pinewood Village. This 3rd floor unit boasts an abundance of natural light, offering a bright and airy living space that is perfect for entertaining guests or simply enjoying a peaceful afternoon at home. The building itself offers elevators for convenient access, as well as additional secured storage space to hold your belongings. Residents of Pinewood Village have access to a range of impressive amenities, including a heated pool to enjoy all year round, shuffleboard court, clubhouse with kitchen, billiard room, fitness room to keep your workouts on track, and even dry-heat saunas for ultimate relaxation. The community also features laundry facilities for added convenience. This condo is located in a prime location, with Riverview High School just a short half-mile walk away, and Phillipi Shores Elementary School only 1 mile away. For those looking for a beautiful day at the beach, Siesta Key is less than 5 miles away and is known for its stunning powder sand beaches, rated among the most beautiful in the world. This is the perfect opportunity to own a condo in Pinewood Village, offering both comfort and convenience. Whether it’s a primary residence, second home, or an investment, don't miss out on the chance to make this condo yours! Seller financing and rent-to-own options are available.
Listing is courtesy of: LPT REALTY (877-366-2213)
Listing Agent: Amber Koepke (512-630-8394)
4311 FOREMERE PL, SARASOTA, FL 34231
$299,90070 Days on yellowkey MLS ID: A4686842
3 Days Off yellowkey (back on 5/25/2026)
REDUCED by $20,000 (6.3%) on 04/30/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1015 Built: 1973 Tax: $1,318 (2025)Community: Forest HillsSingle Family
Taxes:$1,318
Remarks: Under contract-accepting backup offers. Artistic, charming and inviting 2/2 home with extra room that could be turned into a 3rd bedroom easily, in the heart of Sarasota. Just minutes from the world famous Siesta Key, this home puts beaches, shopping, dining, and entertainment all within easy reach. This home offers both comfort and convenience. It features a one-car garage (currently set up as a workshop) plus a carport, giving plenty of space for vehicles or extra storage. Step outside from the Florida room, to mature trees and a large patio area and fire pit perfect for entertaining or relaxing in the Florida sun. Extremely high fences surround the entire property, providing privacy, security, and peace of mind. Inside, the home has been well cared for. The roof was replaced in 2018, and the seller is willing to replace the HVAC system prior to closing, ensuring you move in ready to enjoy year-round comfort. Whether you’re looking for a full-time residence or a second-home getaway, this property combines privacy, outdoor living, and a prime Sarasota location. It’s a perfect place to call home, with everything you love just minutes away. Don’t miss the chance to make this private, spacious, and convenient home yours—schedule a showing today!
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Thomas Fara (941-209-0335)
2247 BISPHAM RD #50, SARASOTA, FL 34231
$239,00028 Days on yellowkey MLS ID: A4692145
1 Days Off yellowkey (back on 5/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1170 Built: 1974Monthly Fee: $700 Tax: $2,170 (2025)Community: Woodside Village EastVilla
Taxes:$2,170
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Charming 2-bedroom, 2-bath villa in the highly desirable Gulf Gate area, just a few miles from the pristine sands of Siesta Key. This move-in ready, updated home features an open floor plan with cathedral ceilings and a bright, airy Florida room, creating a light and inviting living space. Enjoy the feel of a beach retreat without being in a flood zone. Furniture is available and included. The villa has been tastefully updated with quartz countertops in the kitchen, luxury vinyl flooring throughout, newer appliances, remodeled bathrooms, added can lighting, a new electrical panel, and HVAC replaced in 2022. Pavers have been added to create a charming front porch sitting area—perfect for relaxing outdoors. Additional highlights include covered parking and a shared circular drive that provides added guest parking convenience. Woodside Village East offers beautifully maintained grounds with mature landscaping and a community pool, all in a prime location close to beaches, shopping, dining, and entertainment.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Janice Melzer Langa (941-404-0802)
4848 CAMPHOR AVE, SARASOTA, FL 34231
$380,000149 Days on yellowkey MLS ID: A4675711
0 Days Off yellowkey (back on 5/24/2026)
REDUCED by $15,000 (3.8%) on 05/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1420 Built: 1973 Tax: $3,594 (2025)Community: Madison ParkSpa: NoSingle Family
Taxes:$3,594
Remarks: Under contract-accepting backup offers. DON'T MISS THIS OPPORTUNITY to own a move-in ready home in the heart of SARASOTA! No HOA. Great INVESTMENT OPPORTUNITY or STARTER HOME! This charming 3-bedroom, 2-bathroom ranch-style pool home is perfectly situated in a quiet, established neighborhood just minutes from top-rated Riverview High School. HUGE BACKYARD! Just waiting for you and your family! Plenty of room to build a garage or just enjoy the beautiful trees and POOL! Fully fenced yard provides privacy and safety for pets. Just around the corner from public park RED BUG SLOUGH. Step through the back doors to your private tropical oasis. The large yard features a sparkling swimming pool, providing a secluded space for year-round relaxation or weekend BBQs. The expansive, fenced-in backyard offers plenty of room for pets and play. Key Features: New Hurricane impact-resistant windows 2023. FRESH PAINT inside and out! including driveway coating. Updated LVL flooring in bedrooms. Huge backyard with a beautiful pool just waiting for you! Ceramic tile in main living, dining and kitchen area. NO CARPET! Prime Location: Less than a 5-minute drive to Riverview High School and close to Gulf Gate Elementary, Phillippi Shores Elementary and Wilkinson Elementary. Convenience: Situated near the Proctor and Beneva corridor, you are minutes away from Publix, local dining, and the Landings Shopping Center. Outdoor Living: Pool and private backyard. Beach Access: Only a 10-minute drive to the world-famous Siesta Key Beach. Whether you are looking for a move-in-ready family home or an investment property in a high-demand school district, this Sarasota gem offers the perfect balance of location and lifestyle. Schedule a private showing to view this property today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Roberta Rodgers-Mislyan (941-400-0639)
2094 DETROITER ST, SARASOTA, FL 34231
$229,900422 Days on yellowkey MLS ID: A4647704
REDUCED by $5,000 (2.1%) on 04/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1000 Built: 1964Monthly Fee: $215 Tax: $1,107 (2024)Community: Mobile Estates Mobile Home ParkMobile Home
Taxes:$1,107
Remarks: A stunning 3 bedroom home on a delightful RESIDENT OWNED-NO LOT RENT 55+ community situated less 5 minutes from the world renowned Siesta Key beach. Indulge in worry free living with a monthly HOA of only $215 a month. Discover comfort and convenience in this beautifully maintained 3-bedroom, 2-bathroom DOUBLE-WIDE home located in the highly desirable Mobile Estates community in Sarasota. This home has been totally remodeled and offers the perfect blend of relaxed coastal living and everyday practicality. Step inside to find stylish tile flooring throughout, offering both elegance and easy maintenance. With recent additions in 2006, the open and airy layout creates a welcoming atmosphere, ideal for both quiet evenings and entertaining guests. What truly sets this home apart is its exceptional outdoor space and large storage spaces (4 sheds!). Located close to shopping, dining, and all that Sarasota has to offer, this home is a rare find in a fantastic location.
Listing is courtesy of: FLATFEE.COM (954-965-3990)
Listing Agent: Cliff Glansen
1632 STARLING DR #101, SARASOTA, FL 34231
$335,00013 Days on yellowkey MLS ID: A4694065
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1712 Built: 1987 Tax: $4,624 (2025)Community: The Landings South ISpa: NoCondo
Taxes:$4,624
Remarks: Welcome to your new home in The Landings. This light-filled, ground-floor end-unit Coach House offers peaceful preserve views and the feel of a private backyard retreat. Thoughtfully updated with newly installed luxury vinyl plank flooring, the open-concept floor plan seamlessly connects the kitchen, living, and dining areas, creating a bright and inviting living space filled with natural light. The kitchen features stainless steel appliances, classic subway tile accents, and clean, neutral finishes that complement the home’s relaxed coastal style. In the great room, upgraded frosted glass doors open to a customized storage closet or second pantry, adding both style and functionality. Adjacent to the living area, the glass-enclosed Florida room provides flexible additional living space with tranquil views of the surrounding nature preserve. The spacious primary suite includes a built-in office area with abundant storage, a walk-in closet, and a generously sized ensuite bath featuring a large walk-in shower with upgraded frameless glass doors. A separate guest bedroom, full guest bath, and dedicated laundry room complete the home’s well-designed layout. Step outside to the sunny back patio and enjoy serene nature views in a peaceful, private setting. Sold partially furnished. Ideal as a seasonal getaway or full-time residence. Ownership includes membership to The Landings Racquet Club, offering 8 Har-Tru tennis courts, a pool, hot tub, fitness center, library, and a vibrant calendar of social activities. This gated “west of the trail” community is a hidden gem with mature landscaping, scenic lakes, and a nature trail leading to a dock on the Intracoastal Waterway. Conveniently located just minutes from Siesta Key, dining, shopping, and downtown Sarasota.
Listing Agent: Tina Von Kessel (941-266-2848)
7143 WOOD CREEK DR #203, SARASOTA, FL 34231
$246,000115 Days on yellowkey MLS ID: A4681524
REDUCED by $4,000 (1.6%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1981 Tax: $1,380 (2025)Community: Woodside Terrace Ph 1Condo
Taxes:$1,380
Remarks: Just minutes from SIESTA KEY this fully furnished 2/2 condo boasts an open floor plan w/ a modern/coastal decor. Vacation, Investment or year-round, this open & bright condo has a screened lanai, w/ new 2005 hurricane shield protecting both sliders. The baths have been updated & the open kitchen has stainless appliances, granite counters & a bar area. The unit has a spacious laundry rm w/ storage. Low maintenance fees include cable TV, ROOF REPLACEMENT, ext maint, HEATED POOL, insurance, pest control, management, landscaping etc. The remodeled clubhouse has a grill, full kitchen, internet, lg TV, darts, Tiki bar & a library. There's always fun social events in this 55+, well maintained community. The complex & unit did not experience any water damage during the last hurricanes. Located just a few blocks from the fun & funky village of GULF GATE it's an easy walk, bike or drive. Downtown Sarasota & the airport are just a short drive away. Surrounded by golf courses, beaches, marinas, & the Legacy bike/hiking trail, thus unit & community are a must see.... and easy to show.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Donna Portale (716-308-8189)
1971 DEBBIE ST, SARASOTA, FL 34231
$429,00024 Days on yellowkey MLS ID: A4692193
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1062 Built: 1971 Tax: $3,663 (2025)Community: North Vamo Sub 2Single Family
Taxes:$3,663
Remarks: West of the Trail pool home on over a half-acre lot! This 2-bedroom, 2-bath split-plan with office or extra bedroom. This home offers a rare opportunity in one of Sarasota’s most desirable locations, just minutes from Siesta Key Beach, shopping, dining, Costco, and everyday conveniences. The home is designed around a private caged pool and large covered lanai, creating a peaceful outdoor living space surrounded by mature landscaping and a fenced yard. The spacious floor plan includes a large primary suite, two guest bedrooms, ceramic tile flooring, crown molding, and raised panel doors. With no deed restrictions, there is flexibility for boat or RV parking. The property does need some repairs. This a great opportunity for a buyer looking to add value in a prime Sarasota location. For the right investor, Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this West of the Trail pool home offers location, lot size, privacy, and potential. or the right investor, there is a possibility to divide property into 3 buildable lots.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniel Henson (941-232-6287)
2431 BISPHAM RD, SARASOTA, FL 34231
$550,00052 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 is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Jodi Fleming (941-993-6331)
2974 CAPTIVA GARDENS DR #17, SARASOTA, FL 34231
$269,90057 Days on yellowkey MLS ID: A4688730
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1975 Tax: $1,511 (2025)Community: Captiva GardensSpa: NoVilla
Taxes:$1,511
Remarks: It's time for you to start enjoy living in Captiva Gardens, a small community located on 7 plus acres in the popular Gulf Gate area of Sarasota. This 2b/2b villa is a great unit and no noise from street traffic currently available in the community. The 1206 SF under air provides spacious living space with the fully applianced kitchen has ample storage with a pass through to the screened lanai and views of the private rear garden area. From the kitchen, you enter a "Extra" room. Visualize a formal dining room, a room for crafts or watching TV or maybe a home office. It's up to you! The living room allows for various furniture arrangements. You will be comfortable in the large ensuite master bedroom which has both a walk-in and double-door closet. Guests will enjoy the light and bright second bedroom and its easy access to the guest bath. The one car attached garage provides quick access to your home and conveniently includes the laundry with separate washer and dryer. This is a wonderful opportunity! Don't miss out. Call today for a personal tour of your new home.
Listing is courtesy of: SHORE TO SHORE R.E. (941-357-7076)
Listing Agent: Jim Claydon (941-504-3398)
2149 WASON RD, SARASOTA, FL 34231
$577,000109 Days on yellowkey MLS ID: A4682139
REDUCED by $20,000 (3.4%) on 05/19/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1766 Built: 1956 Tax: $2,157 (2025)Community: River ForestSingle Family
Taxes:$2,157
Remarks: Classic Florida charm meets thoughtful modern updates at this prime Sarasota location! This beautifully maintained 3-bedroom, 3-bathroom home offers character, space, and an exceptional lifestyle just minutes from world-renowned Siesta Key Beach and vibrant Downtown Sarasota. Inside, you’ll find timeless original built-ins that add warmth and charm, paired with an open concept layout designed for comfortable living. The home features an UPDATED KITCHEN AND BATHROOMS with modern finishes, updated flooring throughout, and abundant natural light that enhances the inviting atmosphere. The spacious primary suite includes a great walk-in closet, providing generous storage and everyday convenience. A great bonus is one of the additional bedrooms is an ensuite! Major improvements provide peace of mind, including a 2024 METAL ROOF, NEWER WINDOWS AND DOORS, and an UPDATED SEWER LINE — offering both durability and long-term value. Step outside to exceptional outdoor living in a large, fully fenced backyard designed for both relaxation and recreation. Enjoy beautiful paver areas perfect for entertaining, a private putting green for golf enthusiasts, and a storage shed for added convenience. There is ample space to park your boat or RV, and a private well irrigation system helps maintain a lush landscape efficiently while keeping water costs down. Located near iconic Phillippi Creek, residents enjoy access to a community dock for boating, kayaking, and fishing. The optional annual HOA of $150 provides outstanding value, including landscape maintenance, pond and park upkeep, dock maintenance for boaters, a community savings fund, and social gatherings such as an annual Easter egg hunt — blending convenience with neighborhood connection. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property delivers location, lifestyle, and lasting quality in one of Sarasota’s most desirable areas. NO FLOOD ZONE, NO CDD FEE.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Jillian Sacco (941-445-3144)
3501 N VILLAGE CT #220, SARASOTA, FL 34231
$288,31052 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 Pines NorSpa: NoVilla
Taxes:$1,929
Remarks: One or more photo(s) has been virtually staged. Great location near Siesta Beach, Gulf Gate, shopping and restaurants! Come see this spacious corner lot villa located in Village In The Pines NORTH- a private hidden community of 2 cul-de-sac streets w/ community pool and a total of 43 extra large villas, 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 Agent: Yvonne Blackburn (941-350-6398)
1749 SANDALWOOD DR, SARASOTA, FL 34231
$2,799,00090 Days on yellowkey MLS ID: A4684519
REDUCED by $50,000 (1.8%) on 05/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3204 Built: 1963 Tax: $10,926 (2025)Community: Southpointe ShoresSpa: YesSingle Family
Taxes:$10,926
Remarks: Tucked in the waterfront enclave of Southpointe Shores, 1749 Sandalwood Drive is a refined expression of coastal elegance and modern sophistication in a rare private compound estate in one of Sarasota’s exclusive and premier waterfront communities. Positioned just moments from the world-renowned beaches of Siesta Key, this exceptional, furnished residence offers a lifestyle defined by tranquility, beauty and effortless access to the best of Sarasota. Set beneath a canopy of mature palms and lush tropical landscaping, the home welcomes you with understated architectural grace and a sense of privacy that feels exclusive and serene. The heart of the home was thoughtfully redesigned with a complete kitchen, dining, bar and living transformation featuring Lube of Italy imported custom cabinetry, Thermador appliances including a warming drawer, Brazilian granite with semi-precious stone detailing, Italian marble flooring, and curated lighting throughout. Impact glass windows and doors enhance safety and natural light, with integrated indoor/outdoor Sonos audio, a whole-house security system with 12 cameras (2024), and dedicated electronics infrastructure providing seamless technology integration. Expansive living and entertaining areas flow seamlessly to an impressive lanai with pool and spa, creating an ideal setting for indoor-outdoor entertaining. Whether hosting sunset gatherings, enjoying a quiet morning coffee with coastal breezes, or relaxing poolside beneath the Florida sky, the home is designed to celebrate everyday living and special occasions. This home is two homes from the intercoastal. For boating enthusiasts, deepwater access provides a gateway to Sarasota Bay and beyond. A 12,000-pound boat lift and 50-amp dock service ensure convenience and capability, supporting a waterfront lifestyle, within minutes of open water and two houses from the intercoastal. Southpointe Shores is treasured for its wide canals, boating culture and established residential character. Residents enjoy proximity to premier marinas, fine dining, boutique shopping, and Sarasota’s vibrant arts and cultural scene. Siesta Key Beach, consistently ranked among the finest in the world, is just a short drive away, offering powder-soft quartz sand and breathtaking Gulf sunsets. Major updates include a new roof (2018), room addition (2018), full re-pipe (2021), pool equipment replacement (2023) and new air-conditioning systems (2024), reflecting the care and investment made throughout the years. A rare opportunity to embrace refined waterfront living in one of Sarasota’s desirable neighborhoods, where every day feels like a retreat and every evening captures the essence of coastal Florida.
Listing Agent: Stephen Ault (513-368-8569)
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