Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
5128 OXFORD DR, SARASOTA, FL 34242
$1,300,00039 Days on yellowkey MLS ID: A4697056
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1908 Built: 1967 Tax: $8,580 (2025)Community: Siesta BeachSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,580
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Nestled beneath majestic oak trees, this beautifully updated home has a flexible floor plan. It boasts multiple sleeping areas that comfortably accommodates visiting family and guests. Tastefully furnished and decorated, this residence underwent extensive renovations in recent years and features a newly installed roof, new impact rated windows, restored terrazzo flooring complemented by updated tile throughout. The kitchen is well-appointed with stainless steel appliances. Both bathrooms have been tastefully remodeled with granite countertops, updated fixtures, modern sinks, and designer finishes. Walk, Bike or golf cart just a short distance to the Siesta Key Village and America's most celebrated beach. Step outside to enjoy the enclosed, heated, chlorine-free pool and a private backyard oasis, perfect for relaxing or entertaining. Nearby, Siesta Key Village offers boutique shopping, acclaimed dining, live entertainment, vibrant nightlife, charming cafés, and peaceful parks. Aside from the stunning Siesta Key beaches... pickle ball, tennis courts and parks just a short bike ride away, provide fantastic outdoor recreation opportunities. Throughout the year, the island hosts a variety of special events that celebrate the unique lifestyle and beauty of the area. Experience the best of island living on world-famous Siesta Key, renowned for its powder-soft white sand, crystal-clear turquoise waters, and laid-back coastal charm. Whether you're seeking a full-time residence, vacation getaway, or income-producing investment, this exceptional property presents an opportunity to own your own slice of paradise. With strong year-round rental demand, it offers both an outstanding lifestyle and excellent investment potential. All measurements are approximate and need to be confirmed by the buyer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jessica Hoffman (941-400-5778)
800 BENJAMIN FRANKLIN DR #509, SARASOTA, FL 34236
$899,00083 Days on yellowkey MLS ID: A4691604
1 Days Off yellowkey (back on 7/18/2026)
REDUCED by $100,000 (10.0%) on 07/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $13,735 (2025)Community: Lido AmbassadorCondo
Taxes:$13,735
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. PRICE REDUCED and ready for its new owner! WELCOME to the Lido Ambassador where a true beachfront residence with a NEW A/C unit becomes your everyday reality. PERFECTLY positioned directly on the sands of Lido Beach, this exceptional offering captures unobstructed, panoramic views of the Gulf of Mexico. There are no angles, no interruptions, just an uninterrupted horizon of turquoise water and unforgettable sunsets. This is coastal living in its purest, most elevated form. THIS two-bedroom, two-bathroom residence is thoughtfully designed, with water views from every room, including the primary suite, guest bedroom, and main living areas. Even from the kitchen, the gentle rhythm of the waves becomes part of your daily experience. Situated on an upper floor, the vantage point enhances both the depth of the Gulf views and the drama of Sarasota’s celebrated sunsets. THE layout offers a seamless canvas, perfectly livable as is, yet equally compelling for a bespoke redesign tailored to your personal vision. For the discerning buyer, it presents a rare opportunity to curate a refined beachfront retreat in one of Sarasota’s most coveted locations. THE community itself has been thoughtfully refreshed, with a newly enhanced poolside environment and updated outdoor spaces designed to feel both inviting and serene. WHILE amenities include a fitness room and meeting space, the true luxury lies just beyond your door with the sand beneath your feet and the sound of the Gulf as your constant backdrop. LOCATION here is effortless. Ideally positioned on Lido Key, you are moments from the charm and sophistication of St. Armands Circle, known for its boutiques, fine dining, and vibrant social scene. Nearby, Ted Sperling Park offers a more natural escape with kayaking and mangrove trails, while the neighboring Lido Beach Resort provides the added luxury of a beachfront dining experience at its iconic tiki bar or fine dining at The Drift Kitchen and Bar. THIS is a place where mornings begin with tranquil walks along the shoreline and evenings are defined by the glow of the setting sun over the Gulf. It is a setting that must be experienced to be fully appreciated—serene, rare, and undeniably captivating. PRIVATE showings are encouraged.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
1350 MAIN ST #502, SARASOTA, FL 34236
$462,000146 Days on yellowkey MLS ID: A4684303
0 Days Off yellowkey (back on 7/18/2026)
REDUCED by $7,000 (1.5%) on 06/29/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Remarks: Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including a heated lap pool and spa, fitness center, catering kitchen, BBQ grill, social room, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.
Listing Agent: John Forberger (305-905-1842)
4562 FOREST WOOD TRL #15, SARASOTA, FL 34241
$265,0009 Days on yellowkey MLS ID: A4700097
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1609 Built: 1981 Tax: $1,900 (2025)Community: Hammocks Ii, Bent TreeVilla
Taxes:$1,900
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Extremely well maintained and improved split plan 2 bedroom, 2 bath villa in active plus 55 community in gated Bent Tree Hammocks II. The property features a comfortable living area with wood burning fireplace, engineered hardwood floors, 2 car garage, indoor utility, new roof 2021, new garage door 2021, new air conditioning 2022,new water heater 2025. Hammocks II is located in a maturely landscaped area of Bent Tree and features a heated pool, gate protection & easy access to all Sarasota amenities. This is truly the answer to your care free living search.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
6535 JARVIS RD, SARASOTA, FL 34241
$450,0008 Days on yellowkey MLS ID: A4699814
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1422 Built: 1979 Tax: $3,178 (2025)Community: Lake SarasotaSpa: YesSingle Family
Taxes:$3,178
Remarks: Welcome home to this charming 3-bedroom, 2-bathroom pool home in the desirable Lake Sarasota community—where you'll enjoy the freedom of no HOA fees and no deed restrictions. Inside, the updated kitchen features granite countertops, stainless steel appliances, and plenty of space for everyday living and entertaining. Step outside to your own private backyard oasis, complete with a screened-in pool and fully fenced yard, offering the perfect place to relax, entertain, or unwind after a long day. Conveniently located near a variety of restaurants, shopping, and everyday amenities, this home also provides easy access to some of the area's most popular destinations. You'll be just 25 minutes from vibrant Downtown Sarasota and the world-famous beaches of Siesta Key. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this home offers comfort, convenience, and Florida living at its best. Schedule your showing today!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Nick Paape (941-320-2609)
1386 TANGIER WAY, SARASOTA, FL 34239
$16,000,0009 Days on yellowkey MLS ID: A4699485
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4865 Built: 2027Monthly Fee: $13 Tax: $43,041 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$43,041
Remarks: Pre-Construction. To be built. Situated in San Remo Estates, one of Sarasota's most exclusive waterfront communities, this upcoming new construction home, designed and built by Pham Development, represents the pinnacle of luxury living in one of the city's most sought-after locations. Perfectly positioned West of the Trail, just before the North Siesta Key Bridge, the home provides effortless access to Siesta Key's world-renowned beaches while remaining minutes from Southside Village, Sarasota Memorial Hospital, St. Armands Circle, downtown Sarasota, exceptional dining, shopping, and the area's renowned arts and culture. Set on a 0.37-acre homesite with 100 feet of seawall along Roberts Bay, the property enjoys breathtaking sunset views and deep-water boating with no fixed bridges to the Gulf of Mexico. Designed for both elegant entertaining and everyday comfort, the residence will feature 4,865 square feet of thoughtfully designed living space with 4 bedrooms, 4 full bathrooms, and 2 half baths. The home's well-planned layout emphasizes the convenience of primarily single-level living, with the main living areas, chef's kitchen, primary suite, and secondary bedrooms all situated on the same floor. A private office, media room or den, home gym, elevator, and designer three-car garage further enhance the home's exceptional functionality, while timeless architecture, premium finishes, and superior craftsmanship create an atmosphere of understated luxury throughout. The chef's kitchen is centered around a striking 60-inch Wolf range hood above the professional-grade cooking area, while a second 60-inch Wolf range hood anchors the fully equipped outdoor summer kitchen, creating exceptional spaces for both indoor and outdoor entertaining. An elite appliance package includes premium Wolf appliances and three 72-inch Sub-Zero refrigerators thoughtfully positioned throughout the home. Expansive 12-foot pocket sliding glass doors open to an extraordinary outdoor living area, where retractable Eisenglass screens can enclose the covered lanai to help retain conditioned air for enhanced comfort. A separate remote-controlled screen system provides protection from mosquitoes and the sun, allowing the outdoor living spaces to be enjoyed throughout the year. Completing this remarkable waterfront retreat are a 20,000-pound boat lift, generous dockage, and 100 feet of seawall, providing direct deep-water access to Sarasota Bay and the Gulf of Mexico. Every detail of this exceptional residence has been thoughtfully curated to deliver an unparalleled waterfront lifestyle in one of Sarasota's most desirable luxury communities.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
732 SIESTA DR, SARASOTA, FL 34242
$2,995,000512 Days on yellowkey MLS ID: A4640849
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3743 Built: 1956 Tax: $13,183 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$13,183
Tax Year: 2024
Remarks: Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—an exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.
Listing Agent: Jay Mitchell Jr., Pllc (941-586-1754)
2223 BENEVA TER #2222, SARASOTA, FL 34232
$165,00054 Days on yellowkey MLS ID: A4695362
REDUCED by $10,000 (5.7%) on 06/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 966 Built: 1967 Tax: $1,328 (2025)Community: Terraces Of Forest LakesCondo
Taxes:$1,328
Elementary School: Wilkinson Elementary
Middle School: None
Remarks: Renovated, Turn-Key Furnished Ground-Floor Condo - Rare Find in the Heart of Sarasota Welcome to 2223 Beneva Ter #2222, a beautifully renovated 2-bedroom, 2-bath ground-floor end unit in the sought-after Terraces of Forest Lakes. With no steps to climb and just under 1,000 square feet of easy, single-level living, this one checks the boxes for comfort and convenience alike. Best of all, it's being sold turn-key furnished, so you can move right in and start enjoying it from day one. A major 2025 renovation means there's nothing left to do but unpack. The kitchen shines with new soft-close shaker-style cabinetry, countertops, a tile backsplash, and a stainless-steel sink. Luxury vinyl flooring runs throughout, complemented by the fresh coastal light grey walls and glossy white baseboards, crown molding, and all new interior panel doors and sliding closet doors. Both bathrooms feature new vanities, and behind the scenes, new water supply lines and stack vents add lasting peace of mind. Additional updates include a new front exterior door in 2018 and HVAC in 2015. From your screened, covered lanai, step out into the large backyard with lush green views where you can enjoy nature at its best – squirrels, rabbits, Sand Hill cranes, ducks and even parrots – your own private, peaceful bird sanctuary! Golfers will appreciate the proximity to The Palms Golf Club at Forest Lakes and sharpening your game at the aquatic driving range. The Palms has several flexible membership options. The Terraces of Forest Lakes is a delightful, no age restricted community with 53 units, block construction and “garage-like” carports with covered roof from the carport to your front door. With Siesta Key under 4 miles away, you’ll appreciate the spacious storage closet for beach chairs, bikes, golf clubs or whatever you need to store. The location is hard to beat. You're truly in the center of it all, within 5-20 minutes of Siesta Key and Lido Key beaches, Downtown Sarasota, the UTC Mall, the Legacy Trail, The Palms Golf Club at Forest Lakes, and quick I-75 access. Available units in Terraces of Forest Lakes are few and far between - don't miss your chance to make this one yours.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Julie Larson, Llc (941-284-9826)
2215 GROVE ST, SARASOTA, FL 34239
$470,00057 Days on yellowkey MLS ID: A4695061
2 Days Off yellowkey (back on 7/10/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1960 Tax: $6,725 (2025)Community: Blossom BrookSingle Family
Taxes:$6,725
Remarks: Under contract-accepting backup offers. **Mid-Century Modern Gem in Arlington Park** This well-maintained mid-century modern home is located just blocks from Southside Elementary. Featuring a new metal roof, clean lines, and timeless style, it offers comfortable living with many original features like terrazzo floors and built-in cabinetry. Inside, you'll find bright, open spaces and a versatile area perfect for a possible third bedroom, office, or studio. The backyard is a standout, with an easement providing natural privacy and no direct rear neighbors. Just minutes from all the best of downtown Sarasota, the North Bridge to Siesta Key, and The Arlington Park And Aquatic Center complete with a dog park, 50 meter pool, pickleball courts, and walking trails. A rare blend of character, comfort, and unbeatable location. Call for a showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Wade Ongstad (941-705-0537)
2904 ARCH DR, SARASOTA, FL 34232
$324,90048 Days on yellowkey MLS ID: O6414119
0 Days Off yellowkey (back on 7/17/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1086 Built: 1977 Tax: $3,347 (2025)Community: Sarasota SpgsSingle Family
Taxes:$3,347
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to this three-bedroom, two-bathroom home located in the desirable Sarasota Springs neighborhood! This home features a classic, traditional floor plan that provides distinct and comfortable living spaces. The updated kitchen is beautifully appointed with sleek countertops and stainless-steel appliances, making it a highly functional space for daily cooking. The primary bedroom boasts a large walk-in closet for ample storage, while the exterior offers a spacious backyard that provides a great space for outdoor activities and relaxation. Located just minutes from the Legacy Trail, 10 miles from Siesta Key Beach, and 6.7 miles from Downtown Sarasota, this property delivers peaceful seclusion with exceptional access to dining, entertainment, and outdoor recreation. Schedule your private showing today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
119 MCKINLEY DR, SARASOTA, FL 34236
$5,895,000108 Days on yellowkey MLS ID: A4688706
REDUCED by $200,000 (3.3%) on 07/17/2026
Bed: 10 Bath: 11.0 Gar: 4 Liv Area Sq Ft: 4443 Built: 2023 Tax: $69,719 (2025)Community: Lido BeachSpa: YesSingle Family
Taxes:$69,719
Elementary School: Fruitville Elementary
Remarks: Coastal luxury meets exceptional investment opportunity on Lido Key. Just steps from the white sands and turquoise waters of Lido Beach, this custom one of a kind residence offers 10 bedrooms, 10 full baths, and 2 half baths in a beautifully designed turnkey furnished setting. Built with a sophisticated contemporary aesthetic, the home features an open concept floor plan spanning multiple living levels, designed for both effortless entertaining and comfortable everyday living. The chef’s kitchen is a true centerpiece, complete with a large quartz island, walk in pantry, panel ready refrigerator, premium appliances, and custom lighting. Each of the 10 bedrooms includes its own ensuite bath, creating a private and luxurious experience for guests and making the home ideal for large gatherings or vacation rental use. Thoughtful design elements, including unique accent walls and upscale finishes, add character and cohesion throughout. Outdoor living is equally impressive, with multiple balconies, an expansive patio, and a private pool and spa that create a true resort-style atmosphere. The upper level offers an additional entertaining space with a wet bar, while the rooftop terrace delivers stunning views and the perfect setting to relax or host guests. An elevator services the home for added convenience, and the spacious primary suite provides a serene retreat with a double vanity, walk-in shower, and a freestanding soaking tub. Located just minutes from St. Armands Circle and a short drive to downtown Sarasota’s dining, shopping, and cultural attractions, this property offers the best of coastal living with strong income potential.
Listing is courtesy of: AMI REALTY GROUP (941-794-0204)
Listing Agent: George Desear (941-725-7163)
4242 DRYDEN CIR, SARASOTA, FL 34241
$449,99949 Days on yellowkey MLS ID: A4696289
REDUCED by $39,001 (8.0%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2324 Built: 1981Monthly Fee: $27 Tax: $2,992 (2025)Community: Bent Tree VillageSingle Family
Taxes:$2,992
Remarks: Under contract-accepting backup offers. Virtually Staged. Experience stylish living in Sarasota's sought-after community of Bent Tree Village. This spacious 3-bedroom, 2-bath home offers convenient single-level living on a fenced homesite in desirable eastern Sarasota County. A welcoming entry garden creates a warm first impression, while the open and inviting floor plan seamlessly connects the main living areas, making the home ideal for both everyday living and entertaining. The generously sized primary suite features an ensuite bath with soaking tub and enclosed shower. The primary bedroom also has 4 walk-in closets designed to accommodate even the most extensive wardrobe. Don't need that much space? Turn two of them into office space or crafting room. Significant updates provide peace of mind, including a roof that is just four years old, enhanced with 18 inches of rodent-resistant insulation. Additional improvements include a newer HVAC system (2022), fresh interior and exterior paint, and upgraded gutters with 8-inch coverage along the rear of the home. The enclosed lanai is large enough to accommodate an inground pool. Complete with durable epoxy flooring, it offers the perfect space to relax or turn part of it into a private pickleball/tennis court the possibilities are endless. Conveniently located just minutes from I-75, this home provides easy access to shopping, dining, downtown Sarasota, and the world-renowned beaches of Siesta Key and Florida's Gulf Coast. A one-year home warranty will be included with an acceptable offer.
Listing is courtesy of: ABUNDANT FIELDS REALTY LLC (941-302-1414)
Listing Agent: Summer Mcmillan (941-302-1414)
5103 WINDWARD AVE, SARASOTA, FL 34242
$3,475,000204 Days on yellowkey MLS ID: A4676707
REDUCED by $64,000 (1.8%) on 06/26/2026
Bed: 3 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3034 Built: 2026 Tax: $4,091 (2024)Community: Sara SandsSpa: YesSingle Family
Taxes:$4,091
Remarks: Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
3644 TIN CUP BLVD, SARASOTA, FL 34232
$430,00065 Days on yellowkey MLS ID: A4694311
REDUCED by $20,000 (4.4%) on 07/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1837 Built: 2016Monthly Fee: $345 Tax: $2,939 (2025)Community: Enclave At Forest LakesTownhouse
Taxes:$2,939
Remarks: Welcome to 3644 Tin Cup Blvd, nestled in the heart of beautiful Sarasota! This impeccably maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of comfort, style, and low-maintenance Florida living. Step inside to a bright and inviting open-concept floor plan featuring tasteful upgrades and charming designer touches throughout. The spacious first-floor primary suite provides both privacy and convenience, creating an ideal retreat at the end of the day. Just beyond the living area, the extended lanai offers the perfect space to relax or entertain while overlooking peaceful green space — ideal for pets and outdoor enjoyment. This is an upgraded feature from the builder. Upstairs, you’ll find a versatile loft area, two additional bedrooms, and a bonus room currently used for storage or office space. With the addition of air conditioning, this flexible area could easily become a fourth bedroom. The attached two-car garage is equipped with a generator outlet, providing added convenience and peace of mind. Located within the exclusive gated community of Enclave, residents enjoy access to exceptional amenities including a resort-style heated pool- great for year round swimming, an outdoor gathering area with a grill, and a dog park. Just minutes from two public golf courses and with direct access to the Legacy Trail, this location offers the perfect balance of recreation, relaxation, and an active lifestyle. Fresh interior paint and evident pride of ownership make this home truly move-in ready. Ideally situated just minutes from Sarasota’s world-renowned beaches, shopping, dining, and easy interstate access, this property offers the best of Florida living. Don’t miss this incredible opportunity — schedule your private showing today before it’s gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Carolyn Carino, Llc (941-374-8522)
1350 MAIN ST #707, SARASOTA, FL 34236
$699,00055 Days on yellowkey MLS ID: A4695236
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1165 Built: 2007Monthly Fee: $1,188 Tax: $5,588 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,588
Remarks: Virtually Staged. Step into your dream downtown sanctuary at 1350 Main — freshly updated and ready for your personal style. Beautifully refreshed with brand-new large-format tile flooring and crisp, modern paint throughout, this 7th-floor residence is offered unfurnished — giving you a clean, move-in-ready canvas to make it uniquely yours. Every surface has been thoughtfully prepared, so you can skip the renovation timeline and walk in ready to design your dream downtown retreat from day one. Location, location, location. Positioned in the absolute heart of downtown Sarasota, 1350 Main puts you steps from the city's best galleries, boutique shopping, award-winning restaurants, and the legendary theatre district. Marina Jack is just around the corner, Lido Beach and the iconic St. Armands Circle are a quick drive over the bridge, and Sarasota Bayfront Park is literally one block away. This is the address that turns "going out" into "stepping out." The view is the showstopper. From your private balcony and main living areas, enjoy serene, elevated views of the resort-style pool deck and courtyard below — a tranquil oasis that's the perfect contrast to the energy of the city just beyond your door. Imagine your morning coffee with the sunrise, or sunset cocktails watching the pool deck come alive. Inside, every detail elevates daily living. The thoughtful open floor plan features two spacious bedrooms and two full baths. The guest bedroom offers ample room. The primary suite is a true retreat with a generous custom-designed walk-in closet and a spa-inspired bathroom featuring dual sinks, a walk-in shower, and a relaxing garden tub. Tray ceilings, elegant crown molding, and the fresh large-format tile create a expansive yet welcoming atmosphere. The kitchen is appointed with stainless steel appliances, granite countertops, abundant storage, and a layout that works equally well for quick weeknight meals or entertaining friends after a night downtown. Bring your designer and your style — the heavy lifting is done. With fresh tile, fresh paint, and a clean palette throughout, this residence is ready to receive your furnishings, artwork, and personal touches without delay. Resort-style amenities at your doorstep. 1350 Main delivers the full luxury high-rise experience: 24-hour concierge service, a beautifully appointed club room, catering kitchen, fully equipped fitness center, library, conference room, heated pool and spa, outdoor kitchen, and cabana. Add secured under-building parking and a true lock-and-leave lifestyle whether you're here year-round or escaping the snowbird season. The bottom line: Freshly updated. Unfurnished and move-in ready. Unbeatable downtown location. Tranquil pool views. Resort amenities. This is downtown Sarasota living done right.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Timothy Guerrette (239-249-9423)
3807 JAFFA DR, SARASOTA, FL 34239
$499,00011 Days on yellowkey MLS ID: A4698939
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1962 Tax: $2,093 (2025)Community: South GateSingle Family
Taxes:$2,093
Remarks: Under contract-accepting backup offers. Virtually Staged. Discover the timeless appeal of this classic 1962 Mid-Century Modern waterfront residence, perfectly positioned on Phillippi Creek in Sarasota's highly coveted South Gate neighborhood. Set on an oversized quarter-acre-plus homesite, this exceptional property captures breathtaking water views and offers endless potential to restore or reimagine a true architectural gem. A 430-square-foot screened lanai stretches across the rear of the home, seamlessly connecting the living and dining areas, kitchen, and primary suite to the tranquil waterfront setting. The thoughtfully designed split-bedroom floor plan features three bedrooms, including a spacious primary retreat with picturesque creek views, an en-suite bath, and a generous walk-in closet. Authentic Mid-Century Modern details abound, including iconic pink and yellow vintage tile baths, terrazzo flooring beneath the carpeting in the main living areas and bedrooms, and Saltillo tile in the eat-in kitchen and lanai, where a wall of glass frames the serene waterfront and opens to the lanai. A large laundry and storage room adjoins the one-car garage, while the circular driveway provides abundant parking for family and guests. Ideally located within the sought-after Southside Elementary School district and two blocks to Brookside Middle School, this home is just minutes from world-renowned Siesta Key Beach, vibrant downtown Sarasota, premier shopping, dining, and cultural attractions. South Gate has an optional $200/annual HOA membership allowing use of the community pool and Sarasota School of Architecture clubhouse. Situated in Flood Zone X, the property experienced no recent flooding. Whether preserving its iconic Mid-Century character or creating a stunning custom waterfront showcase, this is a rare opportunity to own an exceptional piece of Sarasota waterfront living. Home needs TLC and a roof replacement.
Listing Agent: Suki Scollo (941-587-2289)
4136 BOWLING GREEN CIR #23, SARASOTA, FL 34233
$334,90043 Days on yellowkey MLS ID: A4696926
REDUCED by $5,000 (1.5%) on 07/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1980Monthly Fee: $463 Tax: $2,499 (2025)Community: Center Gate Village 5Villa
Taxes:$2,499
Elementary School: Ashton Elementary
Remarks: PRICE REDUCTION!!! Discover the perfect blend of comfort, privacy, and convenience in this beautifully updated lakefront villa located in the highly sought-after Center Gate Village, a desirable 55+ community. A maintenance-free Sarasota lakefront community. This move-in ready, spacious 2-bedroom, 2-bathroom, 2-car garage villa features serene lake views from its private setting. Recent improvements in this updated home provide peace of mind and modern appeal, including updated kitchen appliances, A/C with heat pump, water heater, luxury flooring, LED track lighting, ceiling fans, bathroom fixtures and vanities, custom real wood cabinetry, and matching granite countertops in both the kitchen and bathrooms. Designed with comfort in mind, this home offers cathedral ceilings, generously sized rooms, and an inviting open floor plan that creates a bright and airy atmosphere. The spacious screened lanai is the perfect place to relax, enjoy your morning coffee, or watch the abundant wildlife on the picturesque lake. The thoughtful layout provides both privacy and functionality, making it ideal for everyday living as well as entertaining family and friends. Guests will feel right at home in this welcoming residence. Residents of Center Gate Village enjoy access to a heated community pool and a large lakeside observation deck, providing the perfect setting to socialize, relax, and enjoy Florida's year-round sunshine. Ideally located in the heart of Sarasota, this villa is just minutes from shopping, dining, medical facilities, houses of worship, Sarasota-Bradenton International Airport, world-class beaches, and spring training facilities for Major League Baseball teams. Nearby attractions include Nathan Benderson Park, renowned for world-class rowing events, and University Town Center (UTC), one of the area's premier shopping and entertainment destinations. Enjoy easy access to Tampa's professional sports venues, approximately one hour away, while Orlando's theme parks, including Disney, and the beautiful beaches and attractions of Naples are within a convenient 90-minute drive. Whether you're seeking a seasonal retreat or a year-round Florida residence, this move-in-ready lakefront villa offers the lifestyle you've been searching for.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Steve Zeris (941-518-6450)
290 N WASHINGTON DR, SARASOTA, FL 34236
$6,945,000420 Days on yellowkey MLS ID: A4652926
REDUCED by $5,000 (0.1%) on 05/26/2026
Bed: 5 Bath: 5.0 Gar: 6 Liv Area Sq Ft: 6799 Built: 2008 Tax: $78,313 (2024)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$78,313
Remarks: A boater's dream and RARE opportunity—One of just 39 homes on this EXCLUSIVE side of St. Armands Circle offering -DIRECT GULF ACCESS- NO FIXED BRIDGES - and NO OBSTACLES. True deep-water dockage that comfortably accommodates a vessel over 60 feet. Enjoy full waterfront views of Sarasota Bay and the iconic downtown Sarasota skyline from every north-facing room in this home. This stunning, gated waterfront estate showcases the timeless elegance of Mediterranean architecture, blending classical design with refined coastal living. Expertly engineered with solid poured concrete walls reinforced by structural steel beams, this residence offers unmatched strength, integrity, and long-term value—an ideal foundation for both luxury and peace of mind. This Venetian-inspired estate is a rare architectural masterpiece, showcasing meticulously hand-applied Venetian plaster walls that exude artisan-crafted elegance—both refined and truly one-of-a-kind. The home features unmatched fit and finish throughout the entire residence. The primary floor of this home is thoughtfully designed for seamless living and exceptional entertaining value. Take in full waterfront views of Sarasota Bay and the downtown skyline while preparing a meal in the master-crafted kitchen or relaxing on the expansive waterfront veranda. The kitchen is an authentic showpiece and a true chef’s dream, featuring professional-grade appliances, a robust gas range with multiple burners, hand-carved cabinetry, and marble flooring throughout. This four-story home is equipped with a whole-house elevator for effortless access to each level. With an expansive extended garage, it’s ideal for car enthusiasts, offering multiple storage bays and additional space for organization. Looking for ease of maintenance? Enjoy the recently installed, top-of-the-line polymer turf surrounding the home. The luxury pool and spa features all brand new equipment and water heater, a premium-grade saltwater chlorination system, complete with full automation and water features. Delivering crystal-clear water and low-maintenance convenience. St. Armands Circle is one of Sarasota’s most coveted and prestigious addresses. This home's premier location places you just steps from Lido Beach. Frequent festivals, classic car shows, and seasonal events make the area lively year-round. Choose from gourmet restaurants, boutique shops, and family-friendly activities as you stroll the Circle. Downtown Sarasota’s theaters, museums, and fine arts venues are just a short drive away. For golf enthusiasts, this home is minutes from The Longboat Key Club—one of Sarasota’s most prestigious private clubs. The club features 45 holes of championship golf across two beautifully maintained courses and a full-service, resort-style experience including a world-class tennis center, private beach, deepwater marina slips, full-service spa, upscale dining, and an active calendar of social events.
Listing Agent: Allen Smith, Iv (407-460-1564)
2542 TULIP ST, SARASOTA, FL 34239
$428,50067 Days on yellowkey MLS ID: A4694240
3 Days Off yellowkey (back on 7/17/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1270 Built: 1956 Tax: $4,670 (2025)Community: South GateSingle Family
Taxes:$4,670
Remarks: Under contract-accepting backup offers. Experience the best of Sarasota living in this beautifully updated South Gate residence, where timeless Florida charm meets an unbeatable location just 15 minutes to Siesta Key. Downtown Sarasota, the arts district, theaters, fine dining, and the boutiques of St. Armands Circle are all just a short drive away, while nearby top-rated schools add to the home’s exceptional location and everyday convenience. Set on a spacious homesite with mature landscaping and a large backyard, this 3-bedroom, 2-bathroom home offers a relaxed and comfortable atmosphere. Inside, natural light fills the expansive living areas, while classic terrazzo flooring flows throughout the home. Sliding glass doors open to a large, screened lanai that extends the living space outdoors, creating the perfect setting for morning coffee, casual gatherings, or relaxing while enjoying the privacy of the backyard. The oversized yard offers plenty of room for pets, play, gardening, or the future addition of a pool. Additional features include a 2023 metal roof and covered carport parking. Whether you are searching for a primary residence or investment opportunity close to Siesta Key and Downtown Sarasota, this property presents an exceptional opportunity to enjoy the Florida lifestyle in one of Sarasota’s most convenient and established neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
209 GARFIELD DR, SARASOTA, FL 34236
$3,750,000114 Days on yellowkey MLS ID: A4688244
REDUCED by $195,000 (4.9%) on 07/17/2026
Bed: 6 Bath: 6.5 Liv Area Sq Ft: 3601 Built: 2021 Tax: $42,569 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$42,569
Remarks: There is only one – Shore Thing. Confident in name and effortless in design, Shore Thing captures the essence of coastal living with a refined, modern ease. Positioned a short stroll from the Lido Key’s beautiful beach with sweeping Gulf views, the residence blends natural textures, soft whites, and hues of blue to create a palette that feels both relaxed and elevated. Wicker accents, warm wood tones, and subtle gold finishes throughout the kitchen and baths introduce a layer of understated luxury that is both current and timeless. Designed for gathering across multiple levels, the home offers over 4,000 square feet of thoughtfully composed living space. The main living level features a fully equipped chef’s kitchen, expansive dining and living areas, and seamless access to a balcony for indoor-outdoor flow. Six bedrooms, including multiple en-suite retreats and custom bunk accommodations, provide flexibility for hosting family and guests with ease. A secondary club level introduces an additional living space complete with wet bar, gaming, and access to an upper terrace with panoramic views of the Gulf of Mexico, Lido Key, and downtown Sarasota. The rooftop deck offers a quiet vantage point for sunrise and sunset, reinforcing the home’s connection to its coastal surroundings. At ground level, the outdoor experience is equally considered — a resort-style pool and spa, covered patio with dining and lounge seating, outdoor grill, and recreational elements including ping pong create a private setting designed for both relaxation and entertainment. Ample parking, beach gear storage, and thoughtful utility spaces enhance everyday functionality. Playful in spirit yet composed in execution, Shore Thing is a residence that delivers exactly what its name suggests — a coastal experience that feels both certain and exceptional. This residence, teeming with innovative engineering and durable materials, is built to withstand coastal elements and the vibrancy of large gatherings and festive coastal vacations. More than a home, Shore Thing is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon. Furnishings available under a separate bill of sale.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.