Location: Sarasota
Do Not Show Listings
3535 VILLAGE GREEN DR, SARASOTA, FL 34239
$479,900132 Days on yellowkey MLS ID: A4674495
REDUCED by $10,100 (2.1%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 1968Monthly Fee: $8 Tax: $2,805 (2024)Community: Village Green Club EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,805
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: AMAZING VALUE! BRAND NEW VINYL PRIVACY FENCE JUST INSTALLED IN BACK YARD! THIS IS THE ONE! Welcome to your Sarasota dream home in the highly sought-after Village Green Estates! This stunning, fully renovated, 3-bedroom 2-bathroom residence offers luxurious living on a premium oversized lot that sits high and dry! Step inside to discover a home where every detail has been carefully curated. The brand-new kitchen is a chef's delight, featuring sleek waterfall quartz countertops, modern soft close cabinetry, and top-of-the-line finishes. Enjoy the seamless flow of brand-new luxury vinyl plank flooring throughout the entire home, complemented by chic matte black hardware and light fixtures that add a touch of contemporary elegance. Both bathrooms have been completely transformed into spa-like retreats with exquisite tile work and designer vanities. The living space extends outdoors to a screened-in covered lanai, perfect for enjoying the Florida weather in comfort and style. The exterior is just as impressive as the interior. The property boasts new landscaping and paint that enhances its curb appeal, and significant updates ensure the home is move-in ready and low maintenance. Other key features include new impact windows/doors, newer tile roof, new HVAC duct work, and new water heater! Village Green Estates is well maintained and established community that offers the nearby golf clubhouse and no CDD fees, for only a low $100 annual fee! Join the optional golf membership at Village Green Golf Club to enjoy a day out on the course right in your back yard! This is a fabulous location close to everything - Publix Grocery Store, Walmart, Walgreens, Starbucks, Legacy Bike Trail, Downtown Sarasota, I-75, UTC Mall, and Siesta Key!
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Brent Martin, Llc (941-231-4662)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,695,000416 Days on yellowkey MLS ID: A4641614
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. Located West-of-Trail in one of Sarasota’s sought-after neighborhoods, Oyster Bay Estates, this stunning waterfront home is designed for those who appreciate breathtaking views and effortless entertaining. With a prime position on Sarasota Bay, this gated estate captures panoramic vistas of the city skyline, preserve and mangrove islands, and beyond. Blending timeless elegance with modern comforts, the home offers seamless indoor-outdoor living, quality finishes and thoughtfully designed spaces. A grand entrance sets the stage, with travertine stairs leading to stately double doors completed by a transom arch window. Inside, the living and dining areas boast a detailed coffered ceiling framed by a wall of sliders that showcase uninterrupted water views. A gas fireplace with a carved stone mantle anchors the space while custom wood shelving, wainscoting-lined hallways and artisanal millwork accentuate timeless craftsmanship. For culinary enthusiasts, the gourmet kitchen is functional and luxurious. Anchored by an oversized central island with a prep sink, it offers abundant workspace, granite countertops and custom wood cabinetry. A top-of-the-line Viking® appliance package pairs seamlessly with a Sub-Zero professional-grade refrigerator, while a deep basin sink and a spacious walk-in pantry with custom organization enhance convenience. An adjoining butler’s pantry elevates the space with glass-faced cabinetry, a beverage cooler and dishwasher drawers. The casual dining area is positioned to take in breathtaking water views, making every meal a scenic experience. The expansive great room boasts windows that capture views of mangrove islands, city lights and the tranquil waters beyond. Multiple bar areas, each equipped with beverage coolers, prep sinks, dishwasher drawers and granite countertops, ensure effortless entertaining. Retreat to the primary suite, a private sanctuary with a custom tray ceiling, a designer chandelier and bay windows that invite the amazing view in. The spa-inspired en-suite bath features travertine tile, dual vanities, a spacious walk-in shower with multiple showerheads, a jetted tub and an expansive custom-organized closet. A gracefully curved wood staircase ascends to the upper level, where four additional en-suite guest rooms offer luxurious accommodations, most with private balconies that frame breathtaking views. A three-stop elevator provides easy access across all levels. Ideal for large-scale entertaining, the home features a ground-level bonus area, storage and workshop, opening to the resort-style pool deck for seamless indoor-outdoor living. A private guest apartment, accessible via a separate staircase and above the garage, provides a serene retreat with a living room kitchenette, a spacious bedroom, a full bath and a private balcony. This estate has been thoughtfully crafted for elegance and entertainment, featuring Brazilian cherrywood floors, custom-trimmed doorways, wainscoting accent walls, crown molding, plantation shutters, custom-designed coffered and tray ceilings, and a central vacuum system, among other fine details. With stunning water vistas as its backdrop, this is more than just a home, it is a lifestyle conveniently near The Field Club, Southside Village and downtown Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1714 SOUTH DR, SARASOTA, FL 34239
$2,245,00029 Days on yellowkey MLS ID: A4686448
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
Elementary School: Southside Elementary
Tax Year: 2025
Remarks: One or more photo(s) has been 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.
1389 TANGIER WAY, SARASOTA, FL 34239
$5,985,00092 Days on yellowkey MLS ID: A4677509
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5310 Built: 2003 Tax: $39,106 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$39,106
Remarks: One or more photo(s) has been virtually staged. Step into a private, gated waterfront estate in Sarasota offering deep-water boating access, refined coastal architecture, and an unsurpassed location just minutes to Siesta Key Beach, Southside Village, and downtown Sarasota. Located in the coveted San Remo Estates community, this exceptional residence blends timeless elegance with modern functionality—perfect for buyers searching for a luxury Sarasota waterfront home with privacy and proximity to the city’s best dining, shopping, and beaches. Designed by renowned architect Walter Hamm and built by Bill McGinness, the home is engineered for lasting stability with construction supported by 54 concrete pilings, a powerful value point for buyers seeking a well-built coastal property. Set on a sprawling private lot with mature landscaping and serene surroundings, the home captures panoramic water views and features a protected deep-water harbor, ideal for boaters who want quick access to Sarasota Bay and Gulf. Inside, the home showcases a bright, open layout filled with natural light, elevated by custom millwork, coffered ceilings, rich wood flooring, and polished travertine. The gourmet kitchen is designed for both entertaining and everyday living, featuring an oversized center island, quartz countertops, premium wood cabinetry, granite perimeter counters, subway tile backsplash, and stainless-steel appliances, along with an inviting breakfast nook that overlooks the water. The adjacent family room creates a warm gathering space, while the formal dining room is ideal for hosting. A private office provides a quiet, dedicated workspace, ideal for today’s lifestyle. The primary suite on the main level is a true waterfront retreat with oversized windows framing tranquil views, two custom walk-in closets, and a spa-style bath with a floating vanity, illuminated mirrors, a freestanding soaking tub, and an oversized walk-in shower. Upstairs, the second level is designed for comfort and entertaining with three generous bedroom suites, a TV/game room, a convenient kitchenette, and a terrace that overlooks the pool and peaceful waterscape, perfect for guests, multi-generational living, or extended stays. Outdoor living is equally impressive, featuring an expansive travertine pool deck, a heated pool and spa, a fenced and spacious yard, and lush tropical landscaping that creates a resort-style environment with exceptional privacy. Andersen sliding doors and windows enhance the indoor-outdoor connection and raise the overall quality of the home. A comprehensive renovation completed in 2015 elevated the interiors with sophisticated, updated finishes, while key improvements include a new roof (2020) and updated AC systems (2023 & 2024). Additional features include an ADT security system, generous storage, abundant closet space, a large laundry room, provisions for an elevator, and an oversized three-car garage. Sought-after San Remo Estates is positioned at the heart of Sarasota, just before the north bridge to Siesta Key, making it one of the most desirable locations for those wanting a Sarasota luxury waterfront home with both convenience and privacy. This exceptional coastal estate delivers the ultimate Florida lifestyle: deep-water boating, serene water views, and effortless access to Sarasota’s beaches, culture, and world-class amenities.
836 MAGELLAN DR, SARASOTA, FL 34243
$635,00050 Days on yellowkey MLS ID: A4683886
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2425 Built: 1964Monthly Fee: $3 Tax: $3,050 (2025)Community: Whitfield Country ClubSpa: NoSingle Family
Taxes:$3,050
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Enjoy exceptional golf course living overlooking the 15th hole at Sara Bay Country Club, designed in the 1920s by renowned golf course architect Donald Ross. Ideally positioned on a premium 18,750 sq. ft. lot with sweeping fairway views, this 3-bedroom, 2.5-bath residence offers exceptional space and flexibility rarely found at this price point. The open great room floor plan is ideal for entertaining, with seamless flow to the patio where you can relax, watch play unfold, or refine your own short game on the private putting green. Cool off in the above-ground pool, or have it removed to create a more expansive outdoor retreat tailored to your vision. The kitchen features granite countertops, solid wood cabinetry with soft-close drawers, and convenient roll-out shelving, combining style and functionality. The oversized primary suite is a true retreat, offering a spacious sitting area, walk-in closet, and private bath. The second bedroom features a large walk-in cedar closet, while the third bedroom—currently serving as a home office—offers flexibility to suit your needs as a guest room, den, or workspace. A workshop area in the garage adds versatility for hobbies, projects, or additional storage. Conveniently located just minutes from downtown Sarasota, you will enjoy easy access to dining, shopping, cultural venues, and Gulf beaches. A distinctive opportunity to own along one of Sarasota’s most storied fairways—combining historic golf course prestige, generous lot size, and everyday livability.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
4305 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$819,000101 Days on yellowkey MLS ID: A4676006
REDUCED by $30,000 (3.5%) on 04/07/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2612 Built: 1990Monthly Fee: $196 Tax: $6,993 (2025)Community: The HighlandsSingle Family
Taxes:$6,993
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Walk through the front gate and courtyard to discover refined Florida living in a beautifully updated 3 bedroom, 3 bath pool home located in the heart of The Meadows, a golf course community in Sarasota. This move in ready residence blends comfort, functionality, and lifestyle driven design, making it ideal for full time living or a seasonal retreat. Inside, the home offers a thoughtful layout with generous living spaces, an open concept dining room/living room combination with a peaceful and private view of the saltwater pool. Need to work from home? A spacious private office featuring sliders that open directly to the pool, perfect for today’s work from home lifestyle. An additional pool and game room with wine fridge and bar area creates an inviting space for entertaining guests, hosting game nights, or relaxing after a day at the beach. Recent updates elevate the home throughout, including a resurfaced saltwater pool with new lighting, a new dishwasher, new ceiling fans, updated bathroom vanities, and upgraded landscaping that enhances curb appeal and outdoor enjoyment. There is even a clean well irrigation system for ease of maintenance. The backyard is designed for easy Florida living, complete with a dedicated dog run and plenty of space to lounge, entertain, or soak up the sun. Located within The Meadows, residents enjoy a serene, established community known for mature landscaping, walking and biking trails, golf, and a central Sarasota location close to University Town Center, Nathan Benderson Park, shopping, dining, downtown Sarasota, and Gulf Coast beaches.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
5270 VANDERIPE RD, SARASOTA, FL 34241
$839,00048 Days on yellowkey MLS ID: A4684146
1 Days Off yellowkey (back on 3/12/2026)
Bed: 3 Bath: 2.0 Gar: 6 Liv Area Sq Ft: 2400 Built: 1976Monthly Fee: $58 Tax: $3,585 (2025)Community: Myakka Valley RanchesSpa: YesSingle Family
Taxes:$3,585
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Rustic Modern Retreat located in desirable Myakka Valley Ranches, just 25 mins from Siesta Key Beach and 40 mins to downtown Sarasota. Situated on 5.67 private acres, with zero visibility to your neighbors, Vanderipe Retreat offers exceptional space for cars, boats, RVs, horses, hobby farming, workshop use, gardening, or simply enjoying nature and privacy. The 2,400 sq.ft. Cypress home features 3 bedrooms and 2 bathrooms, including a private upstairs guest suite with full bath ideal for visitors, multigenerational living, or home office use. Interior highlights include polished concrete floors throughout the main level, vintage wood burning fireplace, updated kitchen with granite countertops, wood cabinetry, stainless steel sink, electric oven, gas range with exterior propane tank, and vented hood. All popcorn ceilings have been removed and refinished with skip-trowel texture, and bathrooms have been tastefully updated. Enjoy indoor-outdoor living from the expansive 1,060 sq.ft. screened porches, featuring entertaining areas, hot tub, outdoor shower, and peaceful wooded views. The property includes an impressive 2,600 sq.ft. metal garage/barn with five garage doors, room for at least 6 cars, loft storage, two covered carports, and four stalls suitable for horses or farm animals. Ideal for car enthusiasts, workshop space, equipment storage, or recreational vehicles. Additional features include metal roof, durable termite-resistant cypress siding, asphalt paved driveway, paver walkway, mature Old Florida landscaping, and updated well pump and control box. Residents of Myakka Valley Ranches enjoy private paved roads, two community nature parks, miles of riding and walking trails, and close proximity to Myakka River State Park, offering a unique outdoor lifestyle while remaining convenient to Sarasota amenities and highly rated schools. This property offers the rare combination of privacy, versatility, and natural beauty — a true Florida lifestyle retreat. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
843 NORSOTA WAY, SARASOTA, FL 34242
$5,499,000109 Days on yellowkey MLS ID: A4676472
0 Days Off yellowkey (back on 2/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2467 Built: 1963 Tax: $51,752 (2025)Community: Bay IslandSpa: NoSingle Family
Taxes:$51,752
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Set along one of Siesta Key’s most coveted bayfront streets, this exceptional property offers some of the most breathtaking views in all of Sarasota—spanning open water, the city skyline, and endlessly changing sunsets. Positioned in an enclave of multi-million-dollar homes, the location alone is extraordinary, with deep, open boating water and immediate access to Sarasota Bay. While the true value lies in the irreplaceable bayfront land, the home itself has been recently remodeled and exudes a charming Siesta Key cottage vibe—warm, inviting, and perfectly suited for relaxed coastal living. Thoughtful updates blend seamlessly with the home’s character, creating a space that feels both comfortable and refined. Outdoors, enjoy a private pool overlooking the water, ideal for entertaining or unwinding after a day on the bay. A two-car garage provides convenience and storage, while the property’s proximity to world-famous Siesta Beach, downtown Sarasota, and Sarasota Memorial Hospital offers unmatched lifestyle appeal. Whether envisioned as a serene waterfront retreat, a rental investment, or the future site of a custom estate, this bayfront opportunity combines remarkable views, premier boating, and one of the finest locations on Siesta Key.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tom Cail, Pa (941-780-2245)
276 ISLAND CIR, SARASOTA, FL 34242
$3,100,000196 Days on yellowkey MLS ID: A4667090
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2292 Built: 2026 Tax: $13,048 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$13,048
Remarks: Under Construction. Update as of 4/15/26: The home is nearly completed! Landscaping will be completed by 4/16. Inside, the final painting has taken place. There are a few odds and ends left that are almost finished! Call today to arrange your private showing! Photos are of a previous model, finishings vary. Located less than a half mile from the world-famous Siesta Key Beach, this brand-new coastal retreat is nestled on Palm Island, one of the Key’s most coveted waterfront enclaves. Sophisticated yet welcoming, this four bedroom, three bathroom home is thoughtfully designed and set on an oversized lot with a brand new 107-foot seawall. Built by Clark Horne Construction, this home showcases exceptional craftsmanship, quality materials, and thoughtful design throughout. Step through double doors into a sunlit open floor plan where every detail has been curated for modern coastal living. The gourmet kitchen is as functional as it is beautiful, featuring a Wolf range with custom hood, paneled Sub-Zero refrigerator, Bosch paneled dishwasher, Sharp microwave drawer, and a wine cooler showcased within a stunning glass-door pantry. Elegant statement lighting highlights waterfall quartz countertops, creating the perfect ambiance for quiet evenings or vibrant gatherings. The primary suite is a true sanctuary, offering volume ceilings, a spa-inspired bath, two spacious walk-in closets, and sliding glass doors that open directly onto the resort-style pool deck. Designed for seamless indoor-outdoor living, the oversized lot provides room to roam and enjoy waterfront activities—from kayaking and paddle boarding to simply soaking in the serene setting. Here, a sparkling pool and flush spa overlook tranquil canal views, completing this tropical paradise of comfort and relaxation. The expansive covered patio and entertainment-ready pool deck make every day feel like a getaway. Situated just moments from the quartz-white sands of Siesta Key Beach and the vibrant Siesta Key Village, you'll enjoy easy access to dining, boutique shopping, and live entertainment. On Palm Island, every day is a retreat—boat from your backyard, walk to the beach at sunset, and return to your own slice of tropical paradise. Call today to schedule your private showing!
Listing is courtesy of: CELLA'S REAL ESTATE INC (941-952-8649)
Listing Agent: Michael Cella (941-952-8649)
5779 AARON CT, SARASOTA, FL 34232
$514,90024 Days on yellowkey MLS ID: A4687398
REDUCED by $10,000 (1.9%) on 04/15/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2324 Built: 2010Monthly Fee: $108 Tax: $694 (2025)Community: Oak VistasSingle Family
Taxes:$694
Remarks: This stunning 4 bedroom 2.5 bathroom home (built in 2010) is located in the quaint, quiet community known as Oak Vistas and includes tree lined streets with paver driveways and tile roofs. There is nothing "cookie cutter" about this neighborhood and it is truly a hidden gem! Upon entering this home your grand two-story foyer will lead to your spacious family room. The first floor is an entertainers dream and provides ample space for the family to gather together. The first floor is an open concept with large family room, gourmet kitchen, eating space, formal dining space and an additional space that can be used as a home office, gym, play room, or whatever suits your needs! Upstairs you will find the primary bedroom and 3 additional guest bedrooms. One of the guest bedrooms is tucked in the corner providing additional privacy. This home provides peace of mind with a BRAND NEW A/C UNIT! The owners also had the roof professionally inspected and it has ample life left! Although you will feel tucked away in your own piece of paradise, this home provides extremely easy access to I-75 and to major roads such as Bee Ridge and Fruitville that will take you to the pristine beaches and gorgeous waterways this area has to offer! To top it off this home has a very LOW HOA and NO CDD FEE! This is a home you surely don't want to miss!
Listing is courtesy of: CENTURY 21 INTEGRA (941-792-2111)
Listing Agent: Kayla Cerquozzi (941-914-2451)
4078 GROVELAND AVE, SARASOTA, FL 34231
$345,000171 Days on yellowkey MLS ID: A4669478
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1240 Built: 1981 Tax: $2,704 (2024)Community: Grove ParkSingle Family
Taxes:$2,704
Remarks: In a city where home prices often feel out of reach, this well-maintained three-bedroom, one-bath residence offers something increasingly rare: a real opportunity to plant roots in Sarasota without sacrificing location or potential. Set on a quiet, non-HOA neighborhood just minutes from the beach, downtown, shopping, and restaurants, this home proves that owning in Sarasota does not mean choosing between charm, location, and affordability. Inside, you will find an open layout with tile and laminate flooring, natural light throughout, and a warm, welcoming feel ready to be personalized. The kitchen has been thoughtfully updated with granite countertops and refreshed cabinetry that seamlessly blends function and simplicity, while unifying the living and dining areas. A cozy brick fireplace, featuring an above-mantel TV mount, anchors the living room, making it perfect for both quiet evenings with a book and hosting game day with friends. The primary bedroom features two closets and a dual-access ensuite bath that connects to the hallway leading to the home's two additional bedrooms. Step outside to a fully fenced backyard with a spacious deck, fire pit, and a large permitted shed that offers flexibility for storage or creative use, along with ample room for a home addition or pool, if desired. While it is not the biggest or flashiest house in town, it is real, it is ready, and it can be yours to shape. Whether you are a first-time buyer looking to stay in Sarasota on a budget, a seasonal visitor in need of a winter retreat, or someone who values authenticity, this is a home where you can begin to build not just equity, but a meaningful life. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
12287 MYRTLE BAY CT, SARASOTA, FL 34238
$499,000160 Days on yellowkey MLS ID: A4671501
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 2020Monthly Fee: $417 Tax: $3,571 (2024)Community: Hammock Preserve Ph 1A-4Single Family
Taxes:$3,571
Remarks: Beautiful maintenance free paired villa with pond views in popular Hammock Preserve on Palmer Ranch. 2 bedroom plus office/den & 2 baths. Open floor plan. Kitchen with white cabinets, quartz counters & stainless appliances. Luxury vinyl throughout the main living area with carpet in the bedrooms. Screened covered lanai. Hurricane shutters for all windows. Hammock Preserve is a lifestyle resort community. Amenities include: dog park, clubhouse, activity director, tennis, pickle ball, bocci, fitness, heated pool & spa. Fee includes all grounds & irrigation system maintenance, gated community. (no flood insurance needed).
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Cynthia Bowers (941-650-4808)
8072 GLENBROOKE LN, SARASOTA, FL 34243
$531,00066 Days on yellowkey MLS ID: A4681070
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2090 Built: 1991Monthly Fee: $95 Tax: $3,114 (2024)Community: Vintage CreekSpa: YesSingle Family
Taxes:$3,114
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Tired of shoveling snow, scraping windshields, and bundling up just to step outside? Imagine trading those endless northern winters for sun-drenched days where the thermometer hovers in the 70s all season long—no coat required. Welcome to Vintage Creek in sunny Sarasota, Florida—your perfect escape to year-round warmth and coastal living. Nestled just off Lockwood Ridge near University Parkway, this prime location puts everything you crave right at your fingertips. Hop over to Sarasota International Airport for easy flights back north (or to anywhere else), or indulge in world-class shopping, dining, and entertainment at the vibrant University Town Center—think upscale boutiques, mouthwatering restaurants from casual to fine dining, and that perfect outdoor lifestyle you've been dreaming of. Craving the beach? It's an effortless drive west over the bridge to Longboat Key, where pristine white-sand shores, turquoise Gulf waters, and elegant seaside dining await. Shelling, sunset strolls, or simply soaking up the rays—it's all just minutes away. Back in the community, Vintage Creek offers the relaxed Florida vibe you want: a sparkling community pool to cool off, friendly neighbors out walking dogs under palm trees, and wide streets that invite evening strolls in shorts and sandals. This lovingly maintained home was built when yards actually mattered—and it delivers. Enjoy your own private screened pool with a covered lanai for shaded lounging, plus plenty of grassy space for pets to romp or kids to play. Step inside to an inviting open flow: enter through a gracious living/dining area, then discover the heart of the home—a bright kitchen/family room combo that's been thoughtfully transformed into the kind of cozy, story-worthy gathering space everyone gravitates toward. (Picture family game nights, holiday dinners, or just relaxing with the pool view.) Two guest bedrooms and a full bath are conveniently off the family room, while the primary suite sits privately off the living area for true retreat. Recent updates mean peace of mind and modern comfort: New roof (June 2022) with added insurance-friendly nailing pattern for lower premiums Fresh exterior paint (June 2024) Rescreened pool enclosure with new hardware and a crisp coat of paint New pool equipment (pump in 2023, spa pump and electric panel/breaker box in Jan 2026) Gorgeous California Bamboo flooring throughout, with durable ceramic plank in entry and wet areas This is more than a house—it's your ticket out of the snow and into the Sarasota sunshine. Leave the boots behind, grab your flip-flops, and come home to where winter feels like summer. Your Florida escape is waiting! University Town Center (UTC) in Sarasota, Florida, is the ultimate lifestyle destination — a vibrant, walkable hub that's become the go-to spot for shopping, dining, entertainment, and everyday enjoyment in the Sarasota-Bradenton area. Often called the "center of it all," UTC combines an outdoor lifestyle district (the UTC District) with an indoor enclosed mall (The Mall at University Town Center), creating one seamless, massive experience right at the intersection of I-75 and University Parkway — super convenient from Vintage Creek just a quick drive away. Over 300 shops and boutiques total across the district and mall A mix of high-end national brands, popular chains, and unique local favorites
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Patricia Baker (941-527-8669)
1725 BAYWOOD DR, SARASOTA, FL 34231
$2,695,00075 Days on yellowkey MLS ID: A4680848
REDUCED by $100,000 (3.6%) on 04/15/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3612 Built: 1984 Tax: $20,152 (2025)Community: Bay View AcresSpa: YesSingle Family
Taxes:$20,152
Remarks: Experience refined waterfront living in this thoughtfully updated, move-in-ready residence sold furnished, ideally located West of the Trail, just minutes from shopping, dining, and the world-renowned Siesta Key Beach. Positioned at the end of a quiet cul-de-sac and only two lots from open bay, this property offers sweeping water views and sunset backdrops. The interior is filled with natural light, with impact-rated windows and sliding glass doors throughout the residence. Neutral coastal finishes including whitewashed oak flooring, porcelain tile, custom cabinetry, and a striking steel-and-cable stair railing creates a modern yet timeless aesthetic throughout the home. The kitchen serves as the heart of the home, featuring quartz countertops, gas range, an oversized island, and a custom stainless steel and glass hood perfectly suited for everyday living and entertaining. Adjacent living and dining spaces are anchored by a stacked-stone gas fireplace and open directly to a waterfront terrace. The main living area includes a primary suite along with two additional bedrooms and baths, all conveniently accessible by both a staircase and two-stop elevator. A third-floor loft offers flexible living or guest accommodations, complete with a wet bar and an expansive deck. The ground level provides a generous bonus space, dual two-car garages, and the perfect outdoor retreat featuring a summer kitchen, pool, and fire pit. Recent upgrades include new pool equipment, refreshed landscaping and fencing and a renovated dock equipped with a 20,000-lb boat lift. An exceptional waterfront setting and desirable location makes this residence a rare opportunity to enjoy the best of coastal living in Sarasota.
Listing Agent: Kelly Quigley (941-356-9954)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000203 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Elementary School: Alta Vista Elementary
Tax Year: 2023
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you. Seller Financing Available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
2544 ORSOVA WAY, SARASOTA, FL 34231
$499,000182 Days on yellowkey MLS ID: A4668849
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1545 Built: 1964 Tax: $4,430 (2023)Community: Phillippi Gardens 14Single Family
Taxes:$4,430
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT TO $499,000. SELLER LOOKING FOR OFFERS!!! This amazing property is nestled in a highly sought-after South Sarasota location. It is located off Constitution Blvd. just south of Proctor Road. This unique location provides serenity and privacy yet close to endless dining options and shops. Located just 1 mile from Siesta Key’s world-renowned beaches! It’s a place where luxury meets practicality, creating a perfect balance for modern living. This cozy home is equipped with modern WALL TO WALL TILE, an upgraded SECOND BATH with no expense spared, a large heated pool (RECENTLY resurfaced), newly RESCREENED pool cage, a BRAND NEW ROOF ( FALL 2025) with 15 year warranty, new hurricane windows (FALL 2025), and lastly an over-sized two-car garage. One side of two-car garage is currently using a portion for a game room/ storage/office and can continue to be utilized in this manner or SELLER will remove the walls at buyers request to revert back to the standard garage. NEW PAINT and landscaping complete this wonderful home making it ready to call your own. It’s an ideal setting for hosting gatherings and creating unforgettable memories with friends and family. No HOA, no deed restrictions and no CDD. Some photos are virtually staged.Seller is updating MASTER BATH please be patient and cautions as work is in progress.
Listing is courtesy of: D'AGOSTINO REAL ESTATE CONSULTING LLC (941-320-0044)
Listing Agent: Kenneth Dagostino (941-320-0044)
7087 TAMWORTH PKWY, SARASOTA, FL 34241
$1,000,00026 Days on yellowkey MLS ID: A4687007
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2797 Built: 2018Monthly Fee: $163 Tax: $9,330 (2025)Community: Waverley SubSpa: NoSingle Family
Taxes:$9,330
Remarks: Nestled within the sought-after gated community of Waverley, this immaculate 4-bedroom + den, 3-bath, 3-car garage residence is the definition of move-in ready. From the moment you arrive, a beautifully paved walkway leads you to the front entry, where a covered patio invites you to pause and take it all in. Inside, every room impresses with generous proportions and refined finishes, including soaring tray ceilings in both the living room and primary suite. The primary bedroom is a true retreat, featuring a spa-inspired en-suite with a double shower and an oversized walk-in closet. The chef's kitchen delivers wide-open prep space, a spacious pantry, and the added convenience of a whole-home reverse osmosis water system. Thoughtful upgrades are found at every turn, a built-in drying rack in the dedicated laundry room, a custom wet room off the garage for easy shoe removal, and rich large-format tile flooring throughout. The extended lanai is an entertainer's dream, already plumbed with a sink and electric hookup for a future outdoor kitchen. Step outside to your heated pool, complete with a child safety fence for peace of mind. The home is outfitted with hurricane shutters plus electric drop-down shutters protecting the front entry and rear lanai. Smart home features include Wi-Fi-enabled thermostat, security security system with exterior cameras, a zoned irrigation system, and pre-wired sound system infrastructure. Plantation shutters adorn every window, providing style and privacy in equal measure. Located minutes from top-rated schools, premier shopping, and a vibrant restaurant scene, this exceptional home checks every box, and then some.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
523 REID ST, SARASOTA, FL 34242
$749,00074 Days on yellowkey MLS ID: A4681042
2 Days Off yellowkey (back on 4/15/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2249 Built: 1967 Tax: $3,377 (2025)Community: Ocean Beach RepSingle Family
Taxes:$3,377
Remarks: Under contract-accepting backup offers. Bring your vision to this Siesta Key property located directly across from The Out-of-Door Academy! The home experienced hurricane flooding, with drywall removed approximately four feet up in much of the interior and flooring removed in several areas. Property is being sold as-is. With abundant natural light, vaulted ceilings, and an existing layout ready for redesign, this home offers a blank canvas for renovation. The private lot features mature trees, deck space, and a peaceful setting in a highly sought-after location close to Siesta Key beaches and everyday conveniences. An excellent opportunity for buyers seeking to renovate in a premier school district and established neighborhood.
Listing Agent: Curt Ware (941-587-9122)
1705 WISCONSIN LN, SARASOTA, FL 34239
$3,950,0006 Days on yellowkey MLS ID: A4689693
1 Days Off yellowkey (back on 4/15/2026)
Bed: 5 Bath: 6.0 Gar: 5 Liv Area Sq Ft: 4871 Built: 2016 Tax: $39,893 (2025)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$39,893
Remarks: Under contract-accepting backup offers. Tucked behind a gate on a quiet, private road in one of Sarasota’s most sought-after neighborhoods, this is the kind of property families wait years for—where space, privacy, and lifestyle all come together just minutes from everything. Located West of Trail, just blocks from Southside Elementary and Southside Village, and a short drive to downtown Sarasota and Siesta Key Beach, this estate offers a rare balance: a secure, expansive family compound in the heart of it all. Set on over half an acre and fully gated, fenced, and lushly landscaped, the property is designed for those who want room to live, grow, and entertain privately—without sacrificing convenience. The main residence spans nearly 4,000 square feet with 5 bedrooms, 4 full bathrooms, 2 half baths, a private office, and a large game room or playroom with its own wet bar—perfect for families who need flexibility in how they live day-to-day. Whether it’s a dedicated workspace, kids’ zone, or media room, the layout adapts to your lifestyle. The kitchen is built for real life and entertaining alike, featuring Viking appliances, generous storage, and an open flow into the main living areas and outdoor spaces. Every bedroom includes an ensuite bath, offering comfort and privacy for family and guests. Step outside and the home truly opens up. A large covered lanai with outdoor kitchen overlooks the heated, self-sanitizing saltwater pool and spa, with a sunken firepit seating area creating a natural gathering space for evenings with friends or family. A dedicated pool bath adds convenience, while the entire outdoor experience is designed for year-round Florida living. For those who need more than just bedrooms, the detached guest apartment above the garage provides over 700 square feet of private living space—ideal for multi-generational living, a nanny suite, long-term guests, a studio, or a secluded home office. And for the car enthusiast or collector, this property stands apart. With 5+ climate-controlled garage spaces—including room for lifts—plus a large all-season carport with motorized louvers, you have the flexibility to showcase, protect, and enjoy your collection. The garages are outfitted with SwissTrax flooring, vacuum systems, and Mitsubishi in-wall AC units—built with intention, not as an afterthought. Beyond comfort and design, the home is equipped for peace of mind. Impact windows and doors, a full CCTV security system, smart home integration, and a Generac generator ensure both safety and ease of living. This is a home for a family who wants it all—space to spread out, privacy to feel secure, proximity to top schools and amenities, and the ability to live an active Sarasota lifestyle, whether that’s golf cart rides to dinner, beach days on Siesta Key, or quiet evenings at home. Because homes that check every box like this—location, land, layout, and lifestyle—are rare. And when they come up, they don’t last.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
6161 ANISE DR, SARASOTA, FL 34238
$674,90067 Days on yellowkey MLS ID: A4681990
REDUCED by $14,800 (2.1%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2056 Built: 2016Monthly Fee: $193 Tax: $6,606 (2025)Community: Arbor Lakes On Palmer RanchSingle Family
Taxes:$6,606
Remarks: Welcome to this meticulously maintained Pinehurst III Model with a custom SALTWATER POOL and stunning LAKE VIEWS. Situated in the highly sought after Arbor Lakes community! This exquisite home exudes elegance from the moment you arrive with beautiful landscaping, an extended driveway, pavers walkway, and an 8-ft door that opens to this bright and spacious home. Featuring high ceilings, 3 bedrooms plus a Den/Office, 2 bathrooms, and many impressive upgrades. Just off the foyer you will find double doors leading to the den that can be used as an office/playroom/media room which includes a built-in desk with ample storage and a custom murphy bed. The kitchen provides newer stainless-steel appliances, updated 42-inch cabinets, quartz counters, a natural gas stove, a pantry, and an eat-in dining area. Retreat to the spacious master bedroom that is highlighted with a gorgeous custom feature wall, large his and hers walk-in closets, and a private en-suite bathroom with double vanities, a garden tub, and a large walk-in shower with a frameless glass enclosure. This home was freshly painted inside and out and also comes with updated lighting, fans, in-wall pest control system, reclaimed water sprinkler system, shelving in the garage and much more. Step outside into your private OASIS! Your eyes will immediately be drawn to the gorgeous custom saltwater pool with added water features, a sundeck, lighting, and heat pump pool heater. Relax outside on the extended patio overlooking the beautiful lake and amazing sunsets. Surround sound outdoors and TV hook-ups are provided for added entertainment. The built-in outdoor cooking area is equipped with granite countertops and a Blacktone Griddle & Air Frier. This impressive home shows like a model!!! Located in one of the most sought-after communities in Palmer Ranch with A-rated schools, No CDD fee, 8 Miles east of Siesta Key Beach, 1 mile to the Legacy Trail, shopping and restaurants nearby. Arbor Lakes offers a wide variety of activities including a basketball court, beach volleyball, a resort style community pool, a hot tub, pavilion with grills, a splash park, fire pit, playground, sidewalks throughout, and a dog park. Come enjoy all that Arbor Lakes has to offer!!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Caroline Morales (941-448-0600)
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