Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
862 HUDSON AVE #862, SARASOTA, FL 34236
$874,90057 Days on yellowkey MLS ID: A4695298
REDUCED by $25,000 (2.8%) on 07/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1362 Built: 1989Monthly Fee: $1,439 Tax: $10,348 (2025)Community: Hudson LandingsCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,348
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Waterfront elegance meets downtown convenience in Hudson Landings, one of Sarasota's most desirable West of Trail enclaves. **Now confirmed, the DEEDED BOAT SLIP accommodates a vessel up to 34 feet**, making this a rare opportunity for boating enthusiasts seeking direct access to Sarasota Bay and the Gulf of Mexico. Privately positioned along a tranquil canal, this exceptional ground-floor residence offers an effortless waterfront lifestyle just moments from downtown Sarasota's acclaimed dining, arts and cultural attractions. Spanning 1,362 square feet, the thoughtfully curated interior features three bedrooms and two baths, blending timeless coastal sophistication with modern comfort. The open-concept design is filled with natural light and anchored by a beautifully updated kitchen appointed with granite countertops, stainless steel appliances and casual seating that flows seamlessly into the living and dining areas. Elevated ceilings enhance the sense of openness, while expansive windows invite the waterfront setting indoors. The serene primary suite overlooks the bayou and community pool, creating a peaceful retreat framed by water views and lush tropical landscaping. Two additional guest bedrooms provide flexibility for family and friends. Hurricane-rated windows and sliders, a detached one-car GARAGE, and a heated community pool further enhance the ease of ownership. For the ultimate in convenience, the residence is offered FULLY FURNISHED, creating a truly turnkey opportunity to begin enjoying Sarasota's coveted waterfront lifestyle from day one.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
5400 OCEAN BLVD #17-04, SARASOTA, FL 34242
$1,559,00024 Days on yellowkey MLS ID: A4698764
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1970 Tax: $13,856 (2024)Community: TerraceSpa: YesCondo
Taxes:$13,856
Tax Year: 2024
Remarks: The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Carol Thomas (941-349-3444)
2542 22ND ST, SARASOTA, FL 34234
$319,90052 Days on yellowkey MLS ID: A4695742
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1320 Built: 1986 Tax: $3,189 (2025)Community: Lorraine Park Rep Of PtSpa: NoSingle Family
Taxes:$3,189
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Welcome home! Nestled in a quiet, established Sarasota neighborhood on a dead end street, this charming 3-bedroom, 1-bath single-family home offers comfort, convenience, and plenty of outdoor space This 3 bedroom 1 bathroom was originally rehabbed 2018 and remodeled 2026 move in ready. Garage door 2018, new sewer service 2018, new roof 2018, new fence 2026 Seller ordered new impact windows will be installed in 6 weeks ((Front Window is PHOTO Changed Not Installed Yet! )) No HOA here Conveniently located minutes away from downtown Sarasota and Lido Beach. You are minutes away from world-class Gulf beaches, local parks, premier shopping, and the Sarasota-Bradenton International Airport
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Michel Ruiz (941-914-2460)
3535 VILLAGE GREEN DR, SARASOTA, FL 34239
$439,90065 Days on yellowkey MLS ID: A4694600
1 Days Off yellowkey (back on 7/22/2026)
REDUCED by $8,000 (1.8%) on 07/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 1968Monthly Fee: $8 Tax: $2,805 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$2,805
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. STUNNINGLY RENOVATED HOME IN THE HIGHLY DESIRABLE VILLAGE GREEN ESTATES! Situated on a premium oversized lot, this beautifully updated 3-bedroom, 2-bath residence delivers the perfect blend of luxury, comfort, and location. From the moment you arrive, the fresh landscaping, updated exterior, and BRAND-NEW VINYL PRIVACY FENCE create incredible curb appeal and backyard seclusion. Inside, you’ll find a completely reimagined interior with designer finishes throughout. The show-stopping kitchen features elegant waterfall quartz countertops, soft-close cabinetry, premium finishes, and an open-concept design ideal for entertaining. Wide-plank luxury vinyl flooring flows seamlessly throughout the home, accented by stylish matte black fixtures and hardware for a modern, sophisticated feel. Both bathrooms have been transformed into spa-inspired retreats with custom tile work, upscale vanities, and contemporary finishes. The spacious living areas open to a screened and covered lanai, creating the perfect indoor-outdoor Florida lifestyle. Major upgrades provide peace of mind, including impact windows and doors, newer tile roof, new HVAC ductwork, and new water heater — making this home truly move-in ready. Located in the well-established Village Green Estates community with only a low $100 annual fee and NO CDD fees. Optional membership at the nearby Village Green Golf Club offers easy access to golf just moments away. Exceptional Sarasota location close to shopping, dining, Starbucks, Publix, Legacy Trail, Downtown Sarasota, UTC Mall, I-75, and world-famous Siesta Key Beach.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
2121 CLEMATIS CT, SARASOTA, FL 34239
$2,595,00067 Days on yellowkey MLS ID: A4692569
REDUCED by $180,000 (6.5%) on 06/18/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3881 Built: 2026 Tax: $3,632 (2024)Community: Arlington ParkSpa: YesSingle Family
Taxes:$3,632
Remarks: Not just another house but a carefully curated masterpiece by Segatto Property Solutions Inc. Come experience a blend of modern luxury, sophisticated design, and effortless Florida living in this stunning, newly completed custom residence. This move-in-ready, two-story block home offers four bedrooms and 4.5 baths plus an office, thoughtfully designed with impeccable attention to detail, soaring ceilings, and an open-concept layout ideal for everyday living and elevated entertaining. From the moment you enter, you’re greeted by 10-foot ceilings throughout, with dramatic 22-foot ceilings in the great room that create a grand, light-filled space. The office and primary suite also feature 12-foot ceilings, adding an extra layer of refinement and comfort. The designer kitchen is the heart of the home, showcasing quartz countertops, all Moen fixtures in bronze gold, and matte black, a premium KitchenAid appliance package, custom cabinetry, walk-in pantry, and an oversized island that flows seamlessly into the great room and dining areas. Expansive sliders open to the outdoor living space, delivering the ultimate indoor-outdoor lifestyle. Go outside to your fully fenced, private oasis featuring a heated saltwater pool, a fully equipped covered outdoor kitchen with grill and refrigerator, and an outdoor shower, ideal for entertaining or unwinding in total privacy. The first floor primary suite offers a spa-like retreat with luxurious finishes, generous space and a beautifully appointed bath, featuring dual shower heads, free-standing tub and an oversized walk-in closet. Upstairs, two additional en suites and a versatile loft area with a wet bar provide the ideal setting for a media room, lounge or guest retreat. Practicality meets luxury with a well-appointed first-floor laundry room featuring LG smart washer and dryer, additional built-in storage and a utility sink. Personalize your new home with a Builder Allowance of $50,000 to be used for your closet buildouts. Every detail of this home reflects quality craftsmanship and modern elegance, delivering the feel of a high-end model home without the wait. Ideally in Arlington Park, near shopping, dining, beaches and everything Sarasota has to offer, this exceptional home is ready for its first owners. Schedule your private showing today. Homes of this caliber, completed and move-in ready, are a rare opportunity.
1880 LOMA LINDA ST, SARASOTA, FL 34239
$1,795,000111 Days on yellowkey MLS ID: A4688301
REDUCED by $100,000 (5.3%) on 06/04/2026
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2904 Built: 1954 Tax: $17,468 (2025)Community: Floyd & Cameron SubSpa: YesSingle Family
Taxes:$17,468
Remarks: Sought after West of Trail location close to Southside Village and on a cul-de-sac street. The home boasts almost 3000 square feet of airy living space and an open floor plan with vaulted ceilings. The kitchen with countertop seating overlooks the great room and dining room. The bedroom layout is a split plan with the large primary suite opening to the pool area and featuring a rainfall shower and garden tub plus double vanities. Two guest bedrooms share an updated bathroom with the fourth bedroom on the other side of the home and a separate bathroom with shower in hallway. A large family room is off the kitchen and dining room areas and has another full bathroom and French doors that open to the pool. An over-sized utility room off the kitchen has an extra refrigerator and built in cabinetry. The expansive caged in pool area with spa allows for ample entertaining space with plenty of fenced backyard beyond, allowing for wonderful indoor/outdoor entertaining.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
33 S GULFSTREAM AVE #404, SARASOTA, FL 34236
$325,00043 Days on yellowkey MLS ID: A4695460
REDUCED by $20,000 (5.8%) on 07/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 754 Built: 1964 Tax: $4,270 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$4,270
Remarks: Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Brooke Mailloux (941-538-8307)
7245 MEADOWSHADE CT, SARASOTA, FL 34241
$859,990156 Days on yellowkey MLS ID: TB8478629
INCREASED by $10,000 (1.2%) on 07/01/2026
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3035 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Taxes:$8,259
Elementary School: Lakeview Elementary
Tax Year: 2026
Middle School: Sarasota Middle
Remarks: Live in luxury with The Colston floor plan, by David Weekley homes, located in the brand-new, suburban lifestyle, gated community of Lakeview Crossing in Sarasota. This single-story home gives you over 3,000 sq ft of comfort, sitting peacefully on a pond, where you can imagine coming home to serene views with sightlines of the pond from the moment you walk in the front door. Once inside, you’ll love the thoughtfully designed open concept with vaulted ceilings in the main living areas, flooded with natural light and a designer kitchen perfect for celebrating all of life’s milestones. The French County interior design selections give this home a warm and comforting feel you won’t want to leave. The owner’s retreat is split from the guest bedrooms, so you will have your own private oasis to wind down and feel royal in. In addition to the 4 bedrooms, there is a dedicated den with French doors where you can work in peace as well as a TV/bonus room the family can sneak away in. The 4-car tandem garage gives you plenty of storage and space to park all your vehicles, and the extra spacious indoor utility room will make you want to do your laundry more. Enjoy your morning coffee or evening glass of wine out back on your extended lanai or even on the spacious front porch where you can watch the kids play. Sitting on an oversized lot, you have plenty of room to add a pool and create the backyard oasis of your dreams. Also, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Experience the Best in Design, Choice and Service with this new David Weekley home in Sarasota, FL. **This property offers a limited-time interest rate incentive.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
7249 MEADOWSHADE CT, SARASOTA, FL 34241
$834,990100 Days on yellowkey MLS ID: TB8498668
INCREASED by $15,000 (1.8%) on 07/01/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2850 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Remarks: The Rubytail floor plan by David Weekley Homes in Lakeview Crossing showcases a home layout designed to delight discerning Homeowners and first-time Homebuyers alike. This home sits peacefully on a serene pond which you will see right away with the welcoming view from the front door, extending through the sunny family and dining spaces and out to the lanai. In this single-story dream home, you will find 4 bedrooms, 3 full baths, 1 half bath, dedicated study & car wide garage. Birthday cakes, holiday celebrations, and shared memories will all begin in the lovely kitchen. Start each day refreshed in the Owner’s Retreat, which includes a large walk-in closet and a contemporary Owner’s Bath. Three secondary bedrooms provide ample privacy and great places for unique styles to grow. A sunlit study rests across from the family foyer, offering a versatile location for a home office, student library or a welcoming lounge. Experience the Best in Design, Choice and Service with this new home in Sarasota, FL. At Lakeview crossing you will also be close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles).**This property offers a limited-time interest rate incentive
6823 HERON MEADOW DR, SARASOTA, FL 34241
$799,99097 Days on yellowkey MLS ID: TB8499636
INCREASED by $10,000 (1.3%) on 07/01/2026
Remarks: Under Construction. The Rubytail floor plan by David Weekley Homes in Lakeview Crossing showcases a home layout designed to delight discerning Homeowners and first-time Homebuyers alike. The welcoming view from the front door extends through the sunny family and dining spaces and out to the serene lanai. In this single story dream home you will find 4 bedrooms, 3 full baths, 1 half bath, dedicated study & 3 car wide garage. Birthday cakes, holiday celebrations, and shared memories will all begin in the lovely kitchen. Start each day refreshed in the Owner’s Retreat, which includes a large walk-in closet and a contemporary Owner’s Bath. Three secondary bedrooms provide ample privacy and great places for unique styles to grow. A sunlit study rests across from the family foyer, offering a versatile location for a home office, student library or a welcoming lounge. Experience the Best in Design, Choice and Service with this new home in Sarasota, FL. At Lakeview crossing you will also be close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles).
6821 CHLOE CT, SARASOTA, FL 34241
$674,990135 Days on yellowkey MLS ID: TB8486434
INCREASED by $10,000 (1.5%) on 07/01/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2627 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Taxes:$6,217
Remarks: You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign? refinements that grant this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with french doors as well as a convenient powder room and indoor laundry. Make your way upstairs to privacy and personality, making each extra bedroom and the retreat a great place to thrive. In the fully gated community of Lakeview Crossing, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Come see what quality construction and thoughtful design looks like for yourself and make this David Weekly Home yours today. **This property offers a limited-time interest rate incentive.
1714 SOUTH DR, SARASOTA, FL 34239
$2,095,000128 Days on yellowkey MLS ID: A4686448
REDUCED by $150,000 (6.7%) on 06/24/2026
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3105 Built: 1950 Tax: $11,204 (2025)Community: Cherokee ParkSpa: NoSingle Family
Taxes:$11,204
Remarks: Virtually Staged. Tucked beneath a canopy of mature trees in one of Sarasota’s most coveted neighborhoods, 1714 South Drive presents a rare opportunity to secure a prime homesite in Cherokee Park, West of the Trail and moments from the very best of Sarasota living. Set on a beautifully established lot with lush, mature landscaping, a paver driveway, and a combination of garage and carport parking, the property offers an immediate sense of privacy and presence. Inside, the home unfolds with a surprisingly expansive footprint and a floor plan that captures natural light throughout. A welcoming entry with a leaded stained-glass door opens to multiple living spaces, including a living room with a wood-burning fireplace, custom built-ins, and distinctive Saltillo tile flooring, alongside a light-filled family room wrapped in windows with views of the pool and direct access to the lanai. The dining room, positioned with a bay window overlooking the pool, connects seamlessly to the kitchen, which features granite countertops, glass-front cabinetry, a center island with cooktop, and a breakfast nook with access to a private side deck. The layout offers flexibility with multiple bedroom and office options, including a front bedroom or office with a wall of windows and an in-wall safe, and a private guest suite with its own bath showcasing vintage turquoise tile and retro detailing. A secondary guest bedroom includes built-in workspaces and shelving, ideal for dual office use or creative space. The primary suite is tucked privately toward the rear of the home, offering direct access to the lanai, abundant natural light, and a spacious bath with dual vanities, soaking tub, walk-in shower, and skylight above. Additional spaces include a bonus room off the garage with bedroom conversion potential, a pool bath, and a separate flex space off the lanai with wood-paneled walls and its own mini-split system, ideal for a studio, gym, or additional lounge. Outdoors, the home continues to deliver with an oversized, caged pool and covered lounging areas, surrounded by mature landscaping, stone walkways, and a fully fenced yard. An existing outdoor kitchen structure and multiple access points from the home create a true indoor-outdoor flow that aligns perfectly with Sarasota’s year-round lifestyle. What truly elevates this property is its location. Just moments from the shops and restaurants of Southside Village or downtown Sarasota’s waterfront, cultural venues, and marina. It is close to Sarasota Bay and just a short drive to Siesta Key’s north bridge. This is a setting that defines convenience and coastal luxury. Cherokee Park remains one of the most desirable addresses in Sarasota, and 1714 South Drive offers the rare combination of location, lot, and layout, an exceptional opportunity in the heart of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
8773 MIDNIGHT PASS RD #302G, SARASOTA, FL 34242
$500,00082 Days on yellowkey MLS ID: A4691760
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $4,030 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$4,030
Elementary School: Phillippi Shores Elementary
Remarks: Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week.
Listing Agent: Marlene Marshall (941-539-8850)
1833 OAK VIEW DR, SARASOTA, FL 34232
$599,90021 Days on yellowkey MLS ID: A4699075
REDUCED by $60,100 (9.1%) on 07/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1703 Built: 1980Monthly Fee: $19 Tax: $4,942 (2025)Community: TamaronSpa: NoSingle Family
Taxes:$4,942
Elementary School: Alta Vista Elementary
Middle School: McIntosh Middle
Remarks: Welcome to one of Sarasota’s hottest neighborhoods—Tamaron—where this beautifully updated heated pool home offers the perfect blend of comfort, style, and privacy. A newer screened front porch with custom tile accents creates a warm welcome and the ideal spot to enjoy your morning coffee or unwind at the end of the day. Inside, the expanded coastal-inspired kitchen serves as the heart of the home, featuring granite countertops, custom built-in shelving, a charming window bench, Whirlpool appliances, and ample space for casual dining. The open floor plan flows effortlessly through the spacious living and dining areas, highlighted by updated light fixtures, tile flooring throughout the main living spaces, and warm wood flooring in the bedrooms. The primary suite provides a spa-like retreat with a custom stone walk-in rain shower featuring four body jets. Designed for entertaining, the oversized Florida Room includes a beautifully remodeled wet bar and overlooks the screened lanai, heated pool, and private backyard oasis. The fully fenced backyard showcases low-maintenance, eco-friendly gravel landscaping, a striking double waterfall with a three-tier water feature, accent lighting, and an irrigation system that supports the surrounding tropical landscaping. Whether relaxing poolside or hosting friends and family, this outdoor space is designed to impress. Recent improvements provide peace of mind and modern convenience, including a new roof (2020), air conditioning system (2020), upgraded electrical panel, updated pool pump system, newer windows, exterior paint, gutters, brick paver driveway, updated kitchen backsplash, Nest thermostat, Ring doorbell, newer pool cage and patio enclosure, and paver enhancements throughout the outdoor living areas. Perfectly located just minutes from Downtown Sarasota, world-renowned Siesta Key Beach, UTC shopping and dining, and countless restaurants, parks, and cultural attractions, this move-in-ready Tamaron home offers exceptional indoor-outdoor living in one of Sarasota’s most desirable established communities.
Listing Agent: Thomas Hedge, Jr (941-587-6660)
1100 BENJAMIN FRANKLIN DR #305, SARASOTA, FL 34236
$550,00055 Days on yellowkey MLS ID: A4695506
0 Days Off yellowkey (back on 7/22/2026)
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 918 Built: 1976 Tax: $5,481 (2025)Community: Lido Surf & SandCondo
Taxes:$5,481
Elementary School: Pine View School
Remarks: Under contract-accepting backup offers. Rare private open-air courtyard patio with breathtaking Gulf and beach views! One of only a select handful of residences within Lido Surf & Sand to offer this highly sought-after outdoor living space, this furnished 1-bedroom, 1.5-bath beachfront condominium delivers a lifestyle opportunity rarely available on Lido Key. Whether enjoying your morning coffee while watching the waves roll in or relaxing at sunset with the sound of the Gulf in the background, the expansive patio creates an outdoor experience that few condominium residences can match. Inside, the residence features a bright and inviting floor plan with updated flooring, spacious living and dining areas, abundant natural light, and beautiful water views. Offered furnished, the condo is ready to enjoy immediately as a primary residence, seasonal retreat, or investment property. Offered furnished and with a history of seasonal rental demand, the property also presents an attractive opportunity for buyers seeking a beachside investment, seasonal residence, or personal coastal retreat. Lido Surf & Sand is a premier Gulf-front community offering residents an exceptional collection of amenities, including private beach access, a beachfront heated pool and spa overlooking the Gulf, fitness center, covered parking, private storage, bicycle storage, elevators, grilling areas, shuffleboard courts, beautifully maintained walking paths and sidewalks, multiple gathering and entertaining spaces, on-site property management, and secure building access. The location is equally impressive. Situated just moments from world-famous St. Armands Circle, residents enjoy convenient access to an incredible selection of restaurants, boutique shopping, cafes, galleries, and year-round events. Downtown Sarasota, Marina Jack, cultural attractions, and Sarasota-Bradenton International Airport are all within easy reach. Opportunities to own one of the community's rare patio residences are exceptionally limited. Combining beachfront living, spectacular Gulf views, resort-style amenities, strong rental appeal, and an unbeatable location near St. Armands Circle, this is coastal Florida living at its finest.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Dillon Hegarty (443-534-1666)
5371 CRESTLAKE BLVD #68, SARASOTA, FL 34233
$327,50081 Days on yellowkey MLS ID: A4691243
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1382 Built: 1984Monthly Fee: $600 Tax: $3,372 (2025)Community: Crestwood VillasSpa: NoVilla
Taxes:$3,372
Elementary School: Ashton Elementary
Remarks: This beautifully updated villa in the desirable Crestwood Villas community offers the rare combination of tranquil lake views and modern comforts, all just steps from the community pool. The bright, open floor plan features soaring vaulted ceilings that flow seamlessly into a spacious enclosed lanai overlooking the peaceful lake. Tile flooring throughout ensures easy maintenance, while the updated kitchen shines with granite counters, fresh cabinetry and appliances, and a generous granite breakfast bar—perfect for casual meals or entertaining. The primary suite is a true retreat, boasting calming lake views, dual walk-in closets, and a luxurious bath with a tiled shower and ample vanity space. A second updated full bath with tile finishes completes the home. Located near Honore Avenue and Wilkinson Road, this villa provides effortless access to everything Sarasota has to offer—world-class beaches, shopping, dining, and the vibrant arts scene. This is a rare opportunity to own a lakefront villa in a prime location. Ideal for those seeking both relaxation and convenience in one of Sarasota’s most convenient communities.
Listing Agent: Larry Brzostek (941-993-3125)
33 S GULFSTREAM AVE #704, SARASOTA, FL 34236
$429,00087 Days on yellowkey MLS ID: A4691764
0 Days Off yellowkey (back on 6/1/2026)
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 590 Built: 1964 Tax: $3,354 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$3,354
Remarks: Under contract-accepting backup offers. Your pied-à-terre for city living in Sarasota awaits you in Gulfstream Towers! Where fully renovated interiors meet panoramic Sarasota Bay and Marina Jack views. This move-in ready residence offers the ideal combination of waterfront living, walkability, and flexible space design in one of downtown Sarasota’s most desirable locations. This light-filled residence features impact windows and doors and expansive glass framing unobstructed views of Sarasota Bay and Marina Jack. The interior has been fully renovated with high-end finishes, highlighted by a modern galley kitchen with quartz countertops, large single-basin sink, wine cooler, sleek cabinetry, stainless steel appliances, water filtration system, and LED accent lighting, all flowing seamlessly into the open living and dining areas. A standout feature is the Clei Italian custom-built Murphy bed system, allowing the space to effortlessly transition between a living area and bedroom, ideal for full-time living, seasonal use, or a lock-and-leave lifestyle. Additional highlights include tile flooring throughout, contemporary finishes, efficient layout, and abundant natural light. Located in a secure waterfront building, residents enjoy amenities including a heated pool with expansive furnished sun deck, fitness center, private storage, community/entertaining room with full kitchen and dining area, library, bike storage, and laundry facilities on each floor. With only 9 units per floor, the building offers a quiet, boutique feel. Prime downtown Sarasota location—just steps to Marina Jack, Bayfront Park, Selby Gardens, award-winning restaurants, theaters, the Sarasota Opera House, and year-round cultural events. Complimentary trolley service provides convenient access to St. Armands Circle and Lido Key beaches. Buyer to verify all measurements, HOA fees, rental restrictions, and pet policies.
3820 FLAMINGO AVE, SARASOTA, FL 34242
$8,395,000235 Days on yellowkey MLS ID: A4673215
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4775 Built: 1962 Tax: $18,005 (2024)Community: Bay IslandSpa: YesSingle Family
Taxes:$18,005
Remarks: Under Construction. Incredible opportunity in highly desirable Bay Island, easy access to downtown Sarasota and Siesta beaches. Currently under construction with acclaimed Voigt Brothers construction, early 2027 completion date. Walls are up, roof is on, time to make your selections!!
Listing Agent: Fred Sassen (404-408-5956)
1700 BENJAMIN FRANKLIN DR #10F, SARASOTA, FL 34236
$585,00031 Days on yellowkey MLS ID: A4697846
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 981 Built: 1968 Tax: $5,651 (2025)Community: Lido RegencySpa: NoCondo
Taxes:$5,651
Remarks: Spectacular Waterfront Living with Panoramic Views! Experience the best of Sarasota's coastal lifestyle in this beautiful, fully furnished, move-in-ready 10th-floor condominium, offering breathtaking, unobstructed views of the nature preserve, Sarasota Bay, and the city skyline. Thoughtfully designed, this spacious 1-bedroom, 1½-bath residence features an open floor plan that maximizes natural light and showcases the stunning scenery from nearly every angle. The inviting living area offers ample space for relaxation and entertaining, while a dedicated home office provides the ideal setting for remote work, complete with a wall of built-in cabinets for ample storage. An elegant dining area flows seamlessly into the fully equipped kitchen, which features electric appliances and a generous kitchen island. Designed for comfort and peace of mind, the residence features hurricane-impact windows, a new HVAC system, and a new water heater. The building has undergone numerous recent upgrades, further enhancing its value and appeal. Located on a premier private beachfront on Lido Key, the community offers residents resort-style amenities, on-site management, secure building access, and assigned covered parking. It is just minutes from the renowned shops and restaurants of Saint Armands Circle and the vibrant cultural and entertainment district of downtown Sarasota. Whether you're seeking a year-round residence, a seasonal retreat, or an investment opportunity, this exceptional condominium offers stunning views, modern updates, and an unbeatable location within one of Sarasota's most desirable beachfront communities.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Shauna Ruby (941-544-2070)
5400 OCEAN BLVD #8-05, SARASOTA, FL 34242
$630,000263 Days on yellowkey MLS ID: A4670371
REDUCED by $60,000 (8.7%) on 07/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 522 Built: 1970 Tax: $6,969 (2025)Community: Beach TerraceCondo
Taxes:$6,969
Remarks: BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.
Listing Agent: Mickey Kiernan (941-402-9115)
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