Location: Sarasota , 34231
Do Not Show Listings
3024 WILLIAMSBURG ST, SARASOTA, FL 34231
$235,60096 Days on yellowkey MLS ID: C7521739
REDUCED by $12,400 (5.0%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 837 Built: 1965 Tax: $925 (2025)Community: Golden Acres 2Nd AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$925
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This ranch-style home offers potential on a lot close to town. This property presents a compelling investment opportunity with much potential. The two-bedroom, one-bathroom configuration offers flexibility for renovation and customization to suit various needs. The single-level design provides practical living convenience while allowing for creative updates and improvements. With thoughtful renovation, this home could be transformed into an attractive residence that maximizes its inherent possibilities and location advantages. Schedule your showing today to explore this ranch home's potential and spacious layout. This is a Fannie Mae Homepath property.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
1630 ASSISI DR #18, SARASOTA, FL 34231
$1,997,00013 Days on yellowkey MLS ID: A4695360
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3602 Built: 2008Monthly Fee: $388 Tax: $12,299 (2025)Community: Portofino On The BaySingle Family
Taxes:$12,299
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Welcome to a beautiful custom residence in Portofino on the Bay, a boutique waterfront community nestled along Little Sarasota Bay. Privately positioned on a quiet cul-de-sac and just a short walk from the water and its private deeded boat slip, this stunning Mediterranean-inspired home offers an elevated lifestyle defined by elegance, comfort, and exceptional design. A dramatic yet inviting entry introduces soaring 23-foot ceilings, abundant natural light, and expansive living spaces thoughtfully designed for entertaining and effortless everyday living. The grand living room, anchored by a fireplace and walls of glass sliders, seamlessly opens to the screened saltwater pool and spa, creating a true indoor-outdoor retreat. The state-of-the-art chef’s kitchen is both beautiful and functional, featuring granite countertops, custom cabinetry, an oversized island, premium appliances, a Viking range, and a warming drawer designed to impress culinary enthusiasts and guests alike. The luxurious first-floor primary suite is a private sanctuary, offering spacious custom his-and-her closets and a spa-inspired ensuite bath complete with dual vanities, a large soaking tub, and a steam shower featuring three shower heads. Also conveniently located on the first floor are a spacious den/office with two built-in desks and a Murphy bed, as well as one of the guest bedrooms. Upstairs, a dramatic balcony overlooks the main living spaces below, while three additional guest bedrooms offer beautifully appointed accommodations with custom built-in closets. One bedroom features an ensuite bath, while the other two share an elegant Jack-and-Jill bathroom. Designed with comfort and wellness in mind, the home also features a whole-house water filtration system and reverse osmosis water systems with remineralization in both the kitchen and upstairs living area. With no flood insurance required, enjoy the benefits of living near waterfront, including peaceful walks to watch spectacular sunsets, fishing from the dock, and effortless boating from your private deeded boat slip with a 10,000-pound lift and direct access to the Intracoastal Waterway and Gulf waters beyond. Additional community amenities include kayak launch access, dedicated kayak storage, and a guest boat slip for visiting boaters. Ideally located just minutes from the nationally recognized Pine View School, world-class dining, shopping, downtown Sarasota's cultural attractions, and the white sands of Siesta Key Beach, as well as Nokomis Beach and charming downtown Venice. Opportunities like this in Portofino on the Bay are rare—don't miss your chance to make this stunning home your own!
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Tatyana Mullin (850-294-9225)
2107 PINE TER, SARASOTA, FL 34231
$725,00067 Days on yellowkey MLS ID: S5147369
REDUCED by $20,000 (2.7%) on 06/04/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2016 Built: 1959 Tax: $5,021 (2025)Community: Harbor OaksSingle Family
Taxes:$5,021
Elementary School: Phillippi Shores Elementary
Remarks: Fully furnished with a full price... Stunning Turn-Key Dual-Unit Income Property | Fully Renovated Top to Bottom | Prime Sarasota Location This meticulously renovated single-family residence with 4 bedrooms and 3 bathrooms has been completely transformed into a modern, income-producing gem on a spacious 10,048 sq ft lot (approx. 0.23 acres). The property features extensive updates throughout, including brand-new plumbing, electrical, roof, and air conditioning systems. The interior has been beautifully refreshed with a renovated kitchen featuring granite countertops, new cabinets, and an open-concept design, along with tile flooring throughout and fully renovated bathrooms. The exterior boasts fresh stucco paint for enhanced curb appeal. The interior floor plan has been thoughtfully reconfigured to include a completely independent studio unit with its own private entrance, full kitchenette, dedicated washer and dryer, and complete autonomy — ideal for multi-generational living, guests, or maximizing rental income. Both units are beautifully furnished and move-in ready, making this a true turn-key opportunity. Each unit enjoys its own private backyard space, while the generous lot size offers plenty of room to add a pool in the backyard if desired. The property also provides ample parking for multiple vehicles. Perfect for investors or owner-occupants seeking strong short- and mid-term rental performance, this home comes with proven rental records available upon request. The thoughtful design provides privacy and functionality for both living spaces. This fully renovated property offers unbeatable central Sarasota location — just minutes to Siesta Key Beach, downtown Sarasota, and surrounded by an abundance of restaurants, shopping, and entertainment options. Whether you're looking for a low-maintenance primary residence with income potential or a high-performing investment property, this fully updated and furnished dual-unit home delivers exceptional value in one of Sarasota’s most convenient and desirable neighborhoods. Don’t miss this rare opportunity — schedule your showing today!
Listing is courtesy of: DREAMPRENEURS LLC (321-754-1738)
Listing Agent: Laura Ortenzio (321-512-2886)
6233 ROCKEFELLER AVE, SARASOTA, FL 34231
$489,00012 Days on yellowkey MLS ID: A4695266
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1334 Built: 1973 Tax: $4,869 (2025)Community: Shadow LakesSingle Family
Taxes:$4,869
Remarks: Your Private Sarasota Sanctuary Awaits! Tucked away in a quiet neighborhood, this beautifully updated 2-bedroom, 2-bathroom pool home perfectly blends serene seclusion with an unbeatable coastal lifestyle. Step inside to a sun-drenched, open-concept floor plan defined by elegant tile flooring, completely updated kitchen including solid surface countertops, Updated cabinetry and stainless steel appliances. Beyond the kitchen, awaits a flexible bonus sunroom that opens to the outdoors through elegant French doors. The beautifully upgraded main bathroom features a spa-like double-sink vanity. Outside, the impressive lot serves as your personal tropical oasis, boasting a sparkling screened in swimming pool equipped with a pool heater, alongside a sprawling open-air brick terrace bordered by a secure privacy fence, mature palms, and soaring bamboo. Complete with a durable metal roof and spectacular curb appeal, this move-in-ready retreat sits just minutes away from the vibrant dining and shopping of Gulf Gate and the world-famous quartz sands of Siesta Key beach. Schedule your tour today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
1624 STICKNEY POINT RD #206, SARASOTA, FL 34231
$369,90047 Days on yellowkey MLS ID: A4691682
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,939 (2025)Community: Castel Del MareCondo
Taxes:$3,939
Remarks: Experience the best of Sarasota living in this beautifully furnished 2-bedroom, 2-bath condominium in the sought-after community of Castel Del Mare. Perfectly positioned at the south bridge to Siesta Key, this community offers a rare combination of waterfront ambiance and everyday convenience just minutes from world-famous Siesta Key Beach. Inside, the open-concept floor plan is bright and inviting, with generous living and dining areas designed for comfort and ease. Large sliding doors lead to a screened lanai and frame serene views of lush tropical landscaping, tennis courts and the intracoastal waterway. The updated kitchen features granite countertops, elegant wood cabinetry, tile flooring and a stylish back splash. The spacious primary suite offers a peaceful retreat with access to the screened lanai, views of the Intracoastal Waterway, an en-suite bath and walk in closet with custom built-ins. A comfortable guest bedroom and second full bath provide privacy for family and visitors. Additional features include impact rated windows and sliders, assigned parking and tasteful furnishings. Castel Del Mare is beloved for its exceptional amenities and unbeatable location. Residents enjoy two heated pools, tennis and pickleball courts, shuffleboard, kayak storage, a fishing pier, bayside gazebo, clubhouse, grilling areas, bike storage and beautifully landscaped grounds. This community offers direct access to the scenic waterfront boardwalk and is just a short stroll to restaurants, shops, marinas and boating options nearby. Whether you are seeking a full-time residence, seasonal escape or investment opportunity, this condo offers outstanding flexibility, strong lifestyle appeal and the relaxed coastal atmosphere that makes Sarasota so desirable. Enjoy sunrise walks, sunset views, dolphins along the bay, and the convenience of being close to everything Siesta Key has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
3084 SPIREA ST, SARASOTA, FL 34231
$615,00037 Days on yellowkey MLS ID: TB8506821
REDUCED by $10,000 (1.6%) on 06/04/2026
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1972 Tax: $2,484 (2025)Community: Flora-VillaSingle Family
Taxes:$2,484
Remarks: One or more photo(s) has been virtually staged. Welcome to 3084 Spirea Residence a beautifully renovated 5-bedroom Sarasota pool home tucked away on a quiet dead-end cul-de-sac just minutes from Siesta Key Beach and Downtown Sarasota. Situated on an oversized 0.36-acre lot directly next to Bee Ridge Park, this rare property offers privacy, space, and freedom with no HOA and no flood zone. Fully updated throughout with a brand-new 2026 roof, new windows and doors, updated flooring, quartz kitchen countertops, new appliances, and more, this move-in-ready home blends modern luxury with everyday comfort. The spacious layout includes two private suites, ideal for guests, multigenerational living, or a home office. Step outside to your own tropical retreat featuring a screened-in pool, covered outdoor entertaining area, lush landscaping, and plenty of room for RVs, boats, trailers, or additional parking through a separate gated entrance. Located in a highly desirable area with top-rated schools, excellent highway access, and close proximity to parks, shopping, dining, and Sarasota’s best attractions, this home is a rare combination of location, flexibility, and lifestyle.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Anton Kozub (727-900-2173)
2305 RIVERBLUFF PKWY #V256, SARASOTA, FL 34231
$255,500192 Days on yellowkey MLS ID: A4674260
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971 Tax: $2,425 (2023)Community: Strathmore Riverside IiiVilla
Taxes:$2,425
Tax Year: 2023
Remarks: Experience the best of coastal luxury in this beautifully upgraded villa—designed for comfort, style, and effortless living. Step inside and feel the difference: brand-new PGT hurricane-impact windows and doors, fresh interior paint, elegant crown molding, tray ceilings, and luxury vinyl flooring that flows throughout. A modern kitchen with granite countertops, new ceiling fans, and thoughtful custom details add both beauty and function to every room. Convenience continues outdoors with a covered carport and additional storage in the laundry room—perfect for tools, hobbies, and your beach gear. Set within the highly desirable 55+ community of Strathmore Villas, this property offers more than just a home—it's a lifestyle. Located minutes from Siesta Key's world-famous beaches, you're also steps from the marina with direct access to Phillippi Creek, Sarasota Bay, and the Gulf of Mexico. Boat slips are available on a first-come, first-serve basis, making this a dream opportunity for boating enthusiasts. Residents enjoy a resort-style array of amenities including a heated pool, clubhouse, fitness center, library, sauna, billiards, shuffleboard, meeting rooms, and an active social calendar. Friendly neighbors, active living, and coastal convenience—it’s all here. Welcome home—your Sarasota retreat is waiting.
Listing Agent: Larisa Trexler (941-928-1347)
2763 WOODGATE LN #301, SARASOTA, FL 34231
$140,00066 Days on yellowkey MLS ID: N6143851
REDUCED by $9,900 (6.6%) on 06/03/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979 Tax: $1,162 (2025)Community: Pinewood Village IiCondo
Taxes:$1,162
Middle School: Sarasota Middle
Remarks: Location, Location, Location! This charming 1-bedroom, 1-bath condo is the perfect opportunity for a permanent residence, seasonal getaway or investment property in the heart of Sarasota. Ideally situated just 7 minutes from world-famous Siesta Key Beach, 7 minutes to nearby hospitals and only 1 mile to Publix, you’ll enjoy convenient access to shopping, dining, and everything the area has to offer. This well-maintained unit features ceramic tile and durable PVC flooring, a spacious walk-in closet in the bedroom, an additional entry closet and the convenience of an in-unit washer and dryer. Recent updates include new flooring, new bedroom windows and a newer A/C unit (approximately 5 years old). The building also boasts a newly installed elevator and experienced no damage during recent hurricanes, offering peace of mind. Residents enjoy a beautifully maintained community with a clubhouse, fitness center and a large pool surrounded by an inviting paver patio—perfect for relaxing or entertaining. Don’t miss this exceptional opportunity to own in a prime Sarasota location!
Listing is courtesy of: PELICAN REALTY CORP (941-270-2650)
Listing Agent: Anna Bridinger, Pa (941-544-8195)
4431 CAMINO REAL, SARASOTA, FL 34231
$4,400,000601 Days on yellowkey MLS ID: A4626321
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3787 Built: 2025 Tax: $4,370 (2023)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$4,370
Remarks: Under Construction. Estimated Completion July 2026. You have to see this one in person to understand. Prestigious Oyster Bay Estates Modern design built by The Holliday Group. Nestled on a generous 18,991 sq ft lot with 71 feet of serene lake frontage, this modern oasis offers a blend of style, comfort, and sophistication. This home is not located in a flood zone and everything is on one level (no walking up or down stairs). This residence offers a fantastic alternative to barrier island living, with close proximity to award-winning beaches without the hustle and bustle of island traffic. Designed with durability and safety in mind, this home is built to today's hurricane codes, featuring concrete block construction, impact-rated windows and doors and a 26KW LP gas generator to ensure comfort and piece of mind during any power outages. KEY FEATURES • Open-concept floor plan, featuring a state-of-the-art kitchen with Professional Grade Appliances, quartz countertops, custom cabinetry, Super Vaulted ceilings, oversized windows and sliders and a large kitchen island * This space flows seamlessly into the great room and dining area. The generous primary suite is split from the 2 additional en suite bedrooms and a flex room that can also serve as a 4th bedroom suite • Wide Plank Oak flooring through out the home except for the bathrooms *Attached side entry 3-car garage• Incredible outdoor living area includes a saltwater swimming pool and spa, paver decking, and lush landscaping – perfect for entertaining or relaxing by the water. Green Features: • Icynene open spray foam insulation • 16 SEER multi-zone HVAC system with advanced filtration • Energy-efficient gas grill, cooktop, and fireplace. Located in an excellent school district, this home offers the perfect combination of luxury, convenience, safety and Florida living at its finest. Incredible property and neighborhood on a prime oversized lot.
Listing Agent: Ryan Carson (941-685-2879)
4812 KESTRAL PARK CIR #20, SARASOTA, FL 34231
$325,000405 Days on yellowkey MLS ID: A4651548
1 Days Off yellowkey (back on 6/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1982Monthly Fee: $167 Tax: $2,723 (2024)Community: Landings Carriagehouse IiVilla
Taxes:$2,723
Tax Year: 2024
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. REDUCED! BEST PRICE ON A LANDINGS VILLA! LOCATION, LOCATION! Situated in the Landings, this spacious villa offers maintenance free living in one of Sarasota's favorite communities! 2 bedrooms with an additional den that can be used as a third bedroom or a perfect office. Two enclosed lanais, one on the rear and one on the side, present unlimited opportunities for extra space. Huge living area with fireplace along with an oversized dining area, perfect for entertaining. Beautiful, attached courtyard, perfect for your plants or just relaxing. Access to the lanai or courtyard from each bedroom. One car garage with extra storage space. All of this in a beautiful, gated community located near beaches, downtown & more! The Landings is known for its lush, beautiful mature landscaping, access to the intercoastal and great social activities. Optional membership is available for the Landings Racquet Club. Don't miss this opportunity to live in one the most sought-after communities in Sarasota! PLEASE NOTE: December 2025, unit has been painted throughout, wallpaper removed and some doors replaced.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
4509 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$510,00031 Days on yellowkey MLS ID: A4693665
REDUCED by $10,000 (1.9%) on 06/03/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2190 Built: 1956 Tax: $4,158 (2025)Community: Flora VillaSingle Family
Taxes:$4,158
Elementary School: Wilkinson Elementary
Remarks: Unique and enchanting, this charming four-bedroom, two-bath split-plan home offers 2,190 square feet of character-filled living space. Vaulted ceilings with exposed wood beams, an ample-sized loft ideal for an office or guest space and a cozy wood-burning fireplace create a warm and inviting atmosphere. The thoughtfully designed layout and distinctive architectural details provide both comfort and versatility, ideal for everyday living and entertainment. The spacious primary suite features a large walk-in closet and added benefit of a newer separate air-conditioning unit (2023). The kitchen is well-appointed with granite countertops, wood cabinetry with over- and under-cabinet lighting and a convenient indoor laundry room nearby. The flexible fourth bedroom is positioned and generously sized to easily serve as a family room or dining area. Outside, enjoy a fully fenced backyard that feels like a private oasis, showcasing lush gardens in a peaceful, serene setting, ideal for attracting butterflies and native birds. Recent upgrades include a roof (2021), HVAC system (2019), water heater (2021) and PGT hurricane-rated windows and doors. Additional features include a putting green, a quiet dead-end street, a covered two-car carport with a breezeway, an outdoor storage shed, room for a pool and a large double driveway with plenty of space for RV or boat parking. Ideally located near downtown Sarasota’s fine dining and arts district, St. Armands Circle, UTC Mall, Interstate 75, Sarasota Memorial Hospital, parks, boat ramps, short distance to Riverview High School and Wilkinson Elementary School and the world-renowned Siesta Key and Lido beaches. This home offers a blend of charm, convenience and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Cindy Pierro (941-920-6818)
2551 WILKINSON RD, SARASOTA, FL 34231
$399,90030 Days on yellowkey MLS ID: A4691540
REDUCED by $35,100 (8.1%) on 06/03/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1469 Built: 1955 Tax: $3,559 (2025)Community: Forest HillsSingle Family
Taxes:$3,559
Remarks: A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded double lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!
Listing is courtesy of: BOUDRIE REAL ESTATE GROUP INC (941-730-5674)
Listing Agent: Rebekah Boudrie (941-730-5674)
8963 FISHERMENS BAY DR, SARASOTA, FL 34231
$1,500,000373 Days on yellowkey MLS ID: A4654953
REDUCED by $75,000 (4.8%) on 06/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3300 Built: 1993Monthly Fee: $125 Tax: $10,372 (2024)Community: Fishermens BaySpa: YesSingle Family
Taxes:$10,372
Remarks: Live the Dream in Fishermen’s Bay – Private Bayfront Paradise with Deeded Boat Slip & Designer Touches. Welcome to a rare opportunity in the exclusive gated enclave of Fishermen’s Bay, a serene waterfront community of just 20 custom luxury homes, perfectly situated West of the Trail on the shimmering shores of Little Sarasota Bay. Tucked away at the end of a quiet cul-de-sac and nestled on a lush half-acre tropical estate, this Key West-style masterpiece offers over 3,200 square feet of elegant indoor living and expansive outdoor spaces designed for the ultimate Florida lifestyle. Enjoy Sarasota Bay views, water access, and a deeded boat slip, and private gate leading to Vamo Park for easy kayak launching just steps away. Crafted by renowned Yoder Construction, the home is a stunning blend of craftsmanship, comfort, and coastal sophistication. Step inside to discover wood floors, crown moldings, and stone countertops throughout. The chef’s kitchen is a dream, featuring a Viking range, Sub-Zero refrigerator, Fisher & Paykel dishwasher, quartz countertops ideal for entertaining. The main living and dining area opens through sets of French doors to a screened-in deck where you can relax and soak in the tranquil views of the bay and your private heated pool with sun shelf and 5-person spa (installed in 2020). Whether you’re enjoying your morning coffee or hosting sunset dinners, the setting is simply magical. The 3rd-floor master suite is a private sanctuary complete with a fireplace, dual walk-in closets, updated spa bath, and a private balcony offering serene water views. On the ground floor, a large bonus area opens to lush, Selby Garden-style landscaping with rambling paver walkways, and plenty of storage for kayaks and beach toys. Enjoy peace of mind with electric hurricane shutters, a 3-zone A/C system, engineered walls, and a sprinkler system fed by your own well. Additional Highlights: • Deeded boat slip with quick access to the Intracoastal • kayak launch • 2 fireplaces • Screened and covered porches for year-round enjoyment • 2-car garage with ample storage • Minutes to Siesta Key Beach, Pine View School, shopping, and dining This is more than a home—it’s a lifestyle. Discover the timeless charm of Old Florida with every modern luxury you could desire. Paradise is calling in Fishermen’s Bay!
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
1500 CARIBBEAN DR, SARASOTA, FL 34231
$4,250,000142 Days on yellowkey MLS ID: A4678685
2 Days Off yellowkey (back on 6/3/2026)
REDUCED by $225,000 (5.0%) on 05/02/2026
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5222 Built: 2009 Tax: $21,155 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$21,155
Remarks: Under contract-accepting backup offers. Substantial price change, $750,000 less. Positioned at the end of a quiet cul-de-sac, this exceptional bayfront residence is a haven for boaters and sunset enthusiasts alike. Set directly at end of a peninsula on the Intracoastal Waterway, the home enjoys sweeping open-water views and effortless access to the Gulf, while capturing breathtaking, mango-hued sunsets that paint the sky each evening. Designed to fully embrace its remarkable waterfront setting, the home offers gracious formal living and dining rooms alongside a warm and inviting family room with fireplace, seamlessly open to a chef’s kitchen appointed with high-end appliances and generous workspace, ideal for entertaining against a backdrop of ever-changing bay views. Walls of glass invite the outdoors in, opening to a terrace-style balcony overlooking the water, where evenings unfold with glowing skies and gentle bay breezes. From the terrace-style balcony, the home transitions naturally down to a resort-style bayfront heated pool and spa, and expansive waterfront yard, creating a stunning setting for alfresco dining, relaxation and waterfront gatherings. Boaters will appreciate the private bayfront dock and lift, protected Intracoastal waters ideal for kayaking and paddleboarding, and daily encounters with dolphins and abundant marine life, all enjoyed right from the comfort of home. The primary bedroom suite encompasses the entire top floor, creating a private sanctuary above it all. Thoughtfully designed for tranquility and privacy, the suite features expansive bay views, a private balcony positioned for sunset watching and a spa-inspired bath designed for relaxation. This serene retreat offers an owner’s haven, secluded, elevated, and immersed in the beauty of the surrounding water and sky. Offering four bedrooms, four full baths and three additional half baths, the residence provides exceptional comfort and flexibility for family and guests. A three-car garage and a one-year-old metal roof complete the home, balancing refined elegance with everyday functionality. Quietly tucked away in Sarasota’s sought-after Coral Cove neighborhood, yet moments from world-famous Siesta Beach and Sarasota’s cultural, dining, and coastal attractions, this exceptional estate delivers an extraordinary waterfront lifestyle, where boating, sunsets and refined living come together in harmony. Tranquil, elegant and undeniably special.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
2603 RIVERBLUFF PKWY #V141, SARASOTA, FL 34231
$239,500115 Days on yellowkey MLS ID: A4683240
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1569 Built: 1971 Tax: $2,192 (2025)Community: Strathmore Riverside IiVilla
Taxes:$2,192
Remarks: In Strathmore Riverside, a well-maintained and socially active 55-plus community, this beautifully updated two-bedroom, two-bath corner villa offers space, comfort and exceptional value. The open floor plan is enhanced by attractive wood flooring throughout, while the thoughtfully designed layout includes a welcoming main living area, separate family room and an enclosed Florida room. ideal bonus space for year-round living or a seasonal retreat. The corner location provides added privacy and abundant natural light. Major 2025 improvements, including a new roof, new air-conditioning system and new water heater add meaningful value for the next owner. The home also features covered parking and is surrounded by beautifully landscaped grounds, enhancing curb appeal and the overall setting. Residents enjoy a resort-style lifestyle with a heated community pool, clubhouse, exercise room, billiards room and a wide variety of clubs and organized activities. Boat dock availability is an added benefit for boating enthusiasts on a first-come, first-served basis (buyers to verify availability, waitlist and fees with the association), and the community is pet-friendly, permitting two small animals.
Listing Agent: Rita Pogany (941-400-7125)
8915 VAMO RD, SARASOTA, FL 34231
$449,000297 Days on yellowkey MLS ID: A4662681
0 Days Off yellowkey (back on 6/3/2026)
Bed: 1 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 870 Built: 2017 Tax: $4,268 (2024)Community: Mead Helen DSpa: NoSingle Family
Taxes:$4,268
Remarks: Discover a rare opportunity in the historic Vamo community, one of Sarasota's hidden gems known for its Old Florida charm, quiet tree-lined streets, and direct access to the waters of Little Sarasota, Midnight Pass, and Siesta Key. Situated on an expansive 25,054 sq.lot (over half an acre!), this property offers incredible potential. With plenty of space to build an additional home, add a guest cottage, or design a multi-use retreat thanks to being zoned RSF3. The home was built in 2017 and features hurricane impact windows, granite countertops, 42" Solid Wood cabinets in the kitchen, newer appliances, and cathedral ceilings. Currently a 1 bd/1ba. in an 860 sq.ft. floorpan, but 1,680 sq.ft. under roof that seller designed for easy conversion into a 3 bd/2ba. Seller was a classic car enthusiast and this current configuration was conducive to his lifestyle, but home can be easily reconfigured or use the over-sized lot to build your dream home!! Another added bonus to this fantastic location is its proximity to the Sarasota Square Mall Re- Development, and the new Trader Joes moving into the former Staples. Costco, The Legacy Trail, Siesta Key Beach, and Downtown Sarasota are also just a short distance away. Vacant or lots are rare in this area, especially since this one is NOT IN A FLOOD ZONE, they do sell at a premium!! Make an offer today, and start building on that Suncoast Dream.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
2911 WOODPINE CT, SARASOTA, FL 34231
$508,000159 Days on yellowkey MLS ID: W7881796
REDUCED by $7,000 (1.4%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1275 Built: 1979 Tax: $4,622 (2025)Community: Woodpine LakeSpa: NoSingle Family
Taxes:$4,622
Remarks: PRICE TO SELL! MOTIVATED SELLER Located at 2911 Woodpine Ct in Sarasota, Florida, this beautifully renovated 3-bedroom, 2-bathroom home offers the perfect balance of modern comfort, thoughtful design, and an unbeatable West of the Trail location. Tucked away on a quiet cul-de-sac within the highly regarded Riverview High School district, this move-in-ready property places you just minutes from the sugar-white sands of Siesta Key Beach, Lido Beach, and the vibrant energy of downtown Sarasota. Inside, the home features a bright and open layout that effortlessly connects the living, dining, and kitchen spaces, creating an inviting atmosphere ideal for both everyday living and entertaining. Abundant natural light pours in through large windows and sliding glass doors, offering peaceful views of the lush backyard and enhancing the home’s airy feel. The updated kitchen is designed with both style and function in mind, featuring modern cabinetry, sleek countertops, and ample workspace for hosting gatherings or preparing quiet meals at home. A unique and highly desirable split floor plan provides a private primary suite set apart from the additional bedrooms, offering a true retreat with generous closet space and a tastefully updated en-suite bathroom. The two additional bedrooms are well-sized and versatile, perfect for guests, a home office, or additional living needs. Step outside to enjoy a spacious backyard surrounded by mature landscaping, offering endless possibilities for outdoor living, entertaining, or future enhancements. The screened-in porch provides a relaxing spot to enjoy morning coffee or unwind in the evenings while taking in the serene surroundings. With no HOA restrictions, the property allows flexibility for personal use or investment. The two-car garage offers convenient parking and extra storage. Nearby attractions include the restaurants and boutiques of Gulf Gate, Southside Village, and St. Armands Circle, as well as cultural destinations such as Selby Botanical Gardens, Marina Jack, and Sarasota Bayfront. Outdoor enthusiasts will appreciate easy access to boating, kayaking, and waterfront parks, while everyday conveniences like grocery stores, coffee shops, and fitness studios are just minutes away. Healthcare is close by with Sarasota Memorial Hospital, Doctors Hospital of Sarasota, and multiple medical offices nearby. Whether you’re seeking a primary residence, seasonal retreat, or investment opportunity, this home delivers exceptional location, comfort, and lifestyle appeal in one of Sarasota’s most desirable areas.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Maidelin Moreira Miranda (813-482-3920)
1473 LANDINGS CIR #44, SARASOTA, FL 34231
$448,888298 Days on yellowkey MLS ID: A4662144
REDUCED by $20,000 (4.3%) on 05/13/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2040 Built: 1981 Tax: $6,233 (2024)Community: Landings TreehouseCondo
Taxes:$6,233
Remarks: Welcome to The Landings Treehouse, one of Sarasota’s most sought-after gated communities. This spacious 3-bedroom, 2.5-bath residence offers over 2,000 sq. ft. of living space with a thoughtfully designed open floor plan that balances comfort and style. The main level features a bright living and dining area with soaring ceilings, skylights, a cozy fireplace, and access to a private lanai surrounded by lush tropical landscaping. The updated kitchen boasts granite counters, a center island, breakfast bar, solid wood cabinetry, and stainless-steel appliances—perfect for both everyday living and entertaining. Upstairs, the primary suite offers a walk-in closet, high ceilings, and a spa-inspired bathroom with skylights that fill the space with natural light. Two additional bedrooms provide plenty of room for guests, one with its own en suite bath. Throughout the home, you’ll find luxury vinyl and tile flooring, designer finishes, and built-in features that enhance functionality. Set among mature trees and serene nature, The Landings Treehouse community is known for its exclusive amenities, including a heated community pool, tennis courts, walking trails, and private access to the Intracoastal Waterway through the Landings Racquet Club (membership optional). This desirable location places you just minutes from Siesta Key Beach, Downtown Sarasota, St. Armands Circle, and a variety of shopping, dining, and cultural attractions. With its generous floor plan, resort-style amenities, and unbeatable location, this home is the perfect opportunity to enjoy the relaxed yet vibrant Sarasota lifestyle. The quarterly fee includes flood insurance, roof, outdoor maintenance and landscaping, gutter cleaning, pest control, Treehouse community pool, kayak launch, cable, internet. No additional assessments.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Michel (941-702-3889)
1971 DEBBIE ST, SARASOTA, FL 34231
$429,00037 Days on yellowkey MLS ID: A4692193
0 Days Off yellowkey (back on 6/2/2026)
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: Under contract-accepting backup offers. 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)
1844 MARBETH ST, SARASOTA, FL 34231
$425,00019 Days on yellowkey MLS ID: A4694572
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1679 Built: 1979 Tax: $3,869 (2025)Community: North Vamo Sub 2Spa: NoHalf Duplex
Taxes:$3,869
Remarks: DUPLEX... One Building with two units with 2 bedrooms and 1 bath each. Both units have a separate driveway and separate carport and a laundry closet in the carport. Addresses are 1844 and 1846 MARBETH Street. The tenant in 1844 pays $1700/Month and the tenant in 1846 is month to month and pays $1,800/month. The building is on septic tank AND County water with one meter...(the landlord pays the low water bill without a sewer bill.). back yard is fenced. Each unit's electric is metered separately and tenant pays electric bill.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
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