Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Beds: 4 to 4
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Sarasota - 471 properties found
8072 GLENBROOKE LN, SARASOTA, FL 34243
$531,00082 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,114
Elementary School: Kinnan Elementary
High School: Braden River High
Tax Year: 2024
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
$2,695,00091 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
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelly Quigley (941-356-9954)
2290 VINTAGE ST, SARASOTA, FL 34240
$549,500116 Days on yellowkey MLS ID: A4676970
0 Days Off yellowkey (back on 4/10/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2054 Built: 2001Monthly Fee: $154 Tax: $3,061 (2025)Community: Laurel MeadowsSingle Family
Taxes:$3,061
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. This is the one * LAKE VIEWS * 'A' RATED SCHOOL DISTRICT INCLUDES TATUM ELEMENTARY * A TRUE 4 BEDROOM * 3 BATHS * 3 CAR GARAGE * Beautiful, Heated Caged Pool * NEW IMPACT GLASS WINDOWS & DOORS FOR YOUR PEACE OF MIND * NEW ROOF 2022 * Formal Living Room & Formal Dining Room * NEW Chef's Kitchen with NEW Solid Wood Cabinets, NEW Center Island and NEW QUARTZ Countertops * The Kitchen is open to the SPACIOUS Family Room * The 3 Full Baths have all been LOVINGLY RENOVATED with NEW Cabinets & QUARTZ Countertops * NEW Beautiful PORCELAIN TILE Throughout * NEW Paint * The Primary Suite is a true retreat with a Spa-style Bath showcasing Dual Sinks, Dual Closets, a Garden Tub and a Walk-in Shower * Split Plan Design * Volume Ceilings * This home shows LIGHT & BRIGHT with an ABUNDANCE OF NATURAL LIGHT * MOTORIZED SHADE FOR LANAI IS AROUND 18' * All of this wraps your OUTDOOR OASIS perfect for family & friends gathering or simply relaxing in your slice of paradise * PANORAMIC LAKE VIEWS YOU DON'T WANT TO MISS * Caged Pool with New Pebbletec surface & Covered Lanai with a SPACIOUS Pool Deck area * THIS THOUGHTFULLY REIMAGINED HOME IS READY FOR YOUR FAMILY - ALL THE RENOVATIONS ARE DONE - ALL YOU HAVE TO DO IS MOVE IN! * Country feel yet 5 minutes to the NEW Publix shopping plaza & Rothenbach Park * 20 minute drive to Siesta Key Beach or UTC Mall * "A" RATED SCHOOL DISTRICT * One look & you'll fall in love * REALTORS: BE SURE TO READ THE REALTOR REMARKS PRIOR TO SHOWING.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
5625 SOFT SKIES DR, SARASOTA, FL 34238
$543,900115 Days on yellowkey MLS ID: A4677533
REDUCED by $35,000 (6.0%) on 04/15/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2045 Built: 2020Monthly Fee: $268 Tax: $5,824 (2025)Community: Promenade Estates Ph 1Single Family
Taxes:$5,824
Remarks: Gorgeous 4-bedroom, 2.5-bath home built in 2020! This immaculate residence offers a generous open-concept floor plan featuring a spacious kitchen that flows seamlessly into the living and dining areas—perfect for everyday living and entertaining. A desirable split layout provides two guest bedrooms at the front of the home, along with a versatile flex room ideal for a den or home office. The expansive primary suite boasts dual walk-in closets, an oversized shower, and a relaxing garden tub. Upgraded large subway tile flooring runs throughout the home and is complemented by beautiful matching stone countertops. The kitchen is well appointed with stainless steel appliances, a walk-in pantry, and stylish cabinetry offering abundant storage. This home blends functionality with modern design and is located in a gated community featuring an impressive community center with a resort-style pool, basketball court, playground, sand volleyball court, and golf cart parking. Low HOA fees, no CDD, and no flood insurance required. Schedule your private showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Anthony Rudolph (702-286-5251)
3314 CHARLES MACDONALD DR, SARASOTA, FL 34240
$1,850,00087 Days on yellowkey MLS ID: A4681339
1 Days Off yellowkey (back on 4/15/2026)
REDUCED by $100,000 (5.1%) on 04/04/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3221 Built: 1999Monthly Fee: $369 Tax: $8,486 (2025)Community: Laurel Oak Estates Sec 01Spa: YesSingle Family
Taxes:$8,486
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Welcome to this exceptional custom Arthur Rutenberg residence, thoughtfully updated with luxurious finishes throughout. This rare offering blends timeless architectural design, quality craftsmanship, privacy, and breathtaking golf course views—creating a serene setting for elevated Florida living. Perfectly positioned along the 8th hole of the Jones Golf Course, the home offers a tranquil backdrop for everyday living and entertaining. A dramatic arrival begins with a complete landscape redesign, professional lighting for privacy and evening ambiance, a pavered driveway and walkways, and modernized entry pillars. Enter through grand African mahogany doors into a striking interior featuring rich luxury wood flooring, wood beam accents, and an open flowing floor plan. A dramatic stone accent wall and custom niches define the main hallway, while redesigned living spaces throughout offer both elegance and versatility. The formal dining room showcases a dedicated wine cellar accented by a distinctive antique door. The game room provides flexibility and can also serve as a formal living room. The chef’s kitchen is the heart of the home, featuring custom Magnolia cabinetry with quartz counters, a striking custom copper hood, an oversized six-burner gas range with double ovens and griddle, and two expansive islands with both main and prep sinks. High-end built-in appliances complete this incredible kitchen and include an integrated refrigerator, refrigerator drawers, warming drawer, two Bosch dishwashers, and an under-counter microwave drawer. The adjacent living area features a custom wood entertainment wall designed to accommodate a large television—ideal for hosting gatherings. The spacious primary suite offers a peaceful retreat with his-and-hers walk-in closets and a generously sized bath with dual vanities ready for personal customization. Two additional guest bedrooms are equally well-appointed plus a 4th bedroom currently being used as a den providing ideal living for family or guests. All guest bathrooms plus powder room have been completely updated with designer tile and custom vanities. Step outside to the stunning outdoor living area, where the pool and lanai were completely remodeled in 2023. Updated pool/lanai highlights include marble decking, a sun shelf, pool water features, a clear-view pool cage enclosure and a saltwater pool system including new equipment/gas heater. A decorative tile accent wall and wood-paneled ceiling complete this outdoor private oasis, offering unmatched tranquility with panoramic golf course views. Additional upgrades of this stunning home include hurricane-impact windows (2022), plantation shutters throughout, a new slate tile roof (2022), new AC (2024), hot water heater (2025), interior and exterior paint (2025), and a whole-house Kinetico water treatment system. Residents of Laurel Oak Estates enjoy the option to join the Laurel Oak Country Club, featuring two 18-hole championship golf courses, 12 Har-Tru tennis courts, six pickleball courts, a junior Olympic-size heated pool, a beautifully updated clubhouse, and an active social calendar. Reciprocal privileges with Bird Key Yacht Club, along with close proximity to I-75, downtown Sarasota, UTC Mall, medical facilities, dining, entertainment, and world-famous Siesta Key Beach, complete this lifestyle. This is resort-style living at its finest—offering privacy, serenity, and an unparalleled setting within one of Sarasota’s premier gated communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Lori Lockhart, Pa (941-724-0595)
1740 S ORANGE AVE, SARASOTA, FL 34239
$1,500,00098 Days on yellowkey MLS ID: A4679755
REDUCED by $100,000 (6.3%) on 04/15/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3168 Built: 1967 Tax: $11,676 (2025)Community: Harbor Acres Sec 2Single Family
Taxes:$11,676
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Discover the ultimate Sarasota lifestyle in this charming home situated in one of the city's most coveted neighborhoods. This property offers the rare luxury of true walkability; stroll to Southside Village for your morning coffee, pick up fresh ingredients at Morton’s Gourmet Market, or enjoy dinner at a handful of top-rated local restaurants just steps from your door. For those who love the city energy, downtown Sarasota is just a short walk or bike ride away. Enjoy the peace of mind that comes with a home where the major work is already complete. A comprehensive plumbing update replaced both supply and drain lines throughout the majority of the home in 2020/2021. The property feels brand new, featuring fresh exterior paint (2026) and pristine flooring installed in the bedrooms in 2024 and the main living areas in 2026. This residence is also perfectly suited for multi-generational living; the flexible floor plan offers the ideal opportunity to convert a portion of the home into a private in-law suite. Outside, you will find a massive, wide-open backyard that is a true private oasis. The expansive green space is perfect for family activities, entertaining, or future expansion. It features a variety of lush plants and mature trees, all kept vibrant by a custom irrigation system installed in 2021. Don’t miss this opportunity to own a move-in ready home in the heart of it all.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jose Hugo Martinez (941-373-5570)
105 ISLAND CIR, SARASOTA, FL 34242
$2,680,950382 Days on yellowkey MLS ID: A4647817
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2750 Built: 1953 Tax: $7,593 (2024)Community: Palm IslandSpa: YesSingle Family
Taxes:$7,593
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. IMAGINE a Custom Coastal Contemporary Home on Palm Island, Siesta Key. Picture a thoughtfully designed residence offering 2,750 sf of indoor living space and 3,467 sf of total indoor/outdoor space. E/M Custom Homes is renowned for their impeccable craftsmanship and modern coastal design creating a one-of-a-kind residence to be tailored to your lifestyle. This stunning 4-bedroom, 3.5-bath home includes an open Concept Floor Plan, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for entertaining. Enjoy a First-Floor Master Suite with a spa-inspired en suite bath and a large walk-in closet. The Second Floor boasts 3 bedrooms, a second gathering room, an office, a laundry room, and a Balcony to relax and enjoy island breezes and views. Be inspired to grill in your Outdoor Kitchen on the expansive covered lanai, perfect for alfresco dining. Lounge in your Custom Designed Private Pool, appreciating outdoor living. You also have an Oversized 2-Car Garage with easy access to the downstairs Laundry/Mudroom entry. Set on 2 lots, totaling 0.45 acres (19,456 sf), this property offers a rare combination of space and luxury. Just a 2 block stroll to sink your toes into the luxurious quartz sand and sparkling water of our award-winning Siesta Key Beach. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Your dream coastal lifestyle awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Linda Scheller, Llc (941-806-7981)
5883 WHISTLEWOOD CIR, SARASOTA, FL 34232
$485,000174 Days on yellowkey MLS ID: A4671389
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 1979 Tax: $5,067 (2024)Community: Ridgewood Estates 20Th AddSpa: NoSingle Family
Taxes:$5,067
Elementary School: Brentwood Elementary
Remarks: Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it. Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine. Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room. The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round. Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
319 BIRD KEY DR, SARASOTA, FL 34236
$5,749,90066 Days on yellowkey MLS ID: A4684204
REDUCED by $250,000 (4.2%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4498 Built: 1998Monthly Fee: $110 Tax: $40,743 (2025)Community: Bird Key SubSingle Family
Taxes:$40,743
Middle School: Booker Middle
Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
3787 EAGLE HAMMOCK DR, SARASOTA, FL 34240
$940,000101 Days on yellowkey MLS ID: A4679340
REDUCED by $10,000 (1.1%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2893 Built: 2006Monthly Fee: $138 Tax: $6,538 (2025)Community: HammocksSpa: YesSingle Family
Taxes:$6,538
Remarks: Located in the desirable gated community of The Hammocks, this custom pool home is set on a premium preserve-view lot with mature landscaping. 4 bedroom 3 bathrooms an office and a three-car garage! The open layout flows from the formal living areas to an expansive lanai with a heated pool and spa overlooking tranquil preserve views. The chef’s kitchen features a five-burner gas cooktop with updated vent, double ovens, large center island, slide-out cabinetry, and a double-sided gas fireplace shared with the living room. A unique highlight is the fully enclosed, climate-controlled second kitchen/outdoor entertaining space with gas grill, side burner, commercial vent hood, refrigerator, dishwasher, wine and beverage coolers, and direct pool access. The primary suite includes double-door entry, private lanai access, dual walk-in closets with upgraded systems, tray ceiling with crown molding, Jacuzzi tub, walk-in shower, and dual vanities. Additional features include a custom-built office with wood flooring, full hurricane protection, and a whole-house gas generator (2019). Major updates include A/C systems (2021 & 2016), pool pump (2020), pool heater (2023), dishwasher (2025), washer and dryer (2021), wine and beverage refrigerators (2021), refrigerator (2025) and a new water heater. Private well irrigation and landscape lighting complete this well-maintained home in one of Sarasota’s desirable gated communities.
Listing Agent: Laura Rode (941-724-9957)
312 CANAL RD, SARASOTA, FL 34242
$1,899,00032 Days on yellowkey MLS ID: A4688233
1 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1792 Built: 1986 Tax: $15,534 (2025)Community: Sarasota BeachSingle Family
Taxes:$15,534
Remarks: Under contract-accepting backup offers. Income-producing duplex in one of Siesta Key’s most desirable locations, just 0.1 miles to Siesta Key Village and a short 0.3 mile walk to Siesta Key Beach. The property is configured as two separate residences, each offering 2 bedrooms and 1.5 bathrooms, private entrances, full kitchens, in-unit laundry, and spacious living areas. Ideal for investors or buyers looking for a flexible setup with strong income potential. Both units feature bright interiors, updated kitchens with modern appliances, and dedicated dining areas. Comfortable living spaces flow easily throughout, creating a functional and inviting layout. Smart TVs are included throughout, and bedroom layouts offer flexibility for guests or extended use. Upstairs includes two bedrooms with a shared full bathroom, while the additional half bath downstairs add convenience. The outdoor space is designed for the Florida lifestyle, featuring a private heated pool, spa, outdoor dining areas, and multiple lounge spaces. Each unit also includes its own grill and outdoor setup, ideal for entertaining or relaxing. Located in the heart of the Siesta Key Village, you’re within walking distance to dining, shopping, and nightlife, with close proximity to Siesta Key Marina and a short drive to Downtown Sarasota. A rare opportunity to own a high-demand property in one of the Gulf Coast’s most sought-after beach markets.
Listing Agent: Curt Ware (941-587-9122)
2538 TRINIDAD ST, SARASOTA, FL 34231
$825,00039 Days on yellowkey MLS ID: A4686703
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3152 Built: 1995 Tax: $4,864 (2025)Community: Phillippi CoveSpa: NoSingle Family
Taxes:$4,864
High School: Riverview High
Remarks: Under contract-accepting backup offers. Welcome to 2538 Trinidad Street in Sarasota, in the Philippi Cove community. This single-family residence offers 3,152 square feet of interior living space with four bedrooms and four baths, thoughtfully remodeled and updated in 2025 to reflect modern systems, materials and functional design. The main living area features an open layout with high ceilings and expansive sliding glass doors that provide direct access to the outdoor living space and pool area. Impact-rated glass and doors are installed throughout, contributing to structural integrity and storm protection. The dining area is integrated within the main living space, creating a cohesive environment for everyday living and entertaining. The kitchen is designed with a focus on utility and scale, featuring Thor stainless steel appliances, including a 36-inch electric range, wall ovens and microwave. Additional elements include a wine and beverage refrigerator, butler’s pantry and a large center island that accommodates food preparation, storage and seating. Additional interior spaces include a dedicated media or office room with an electric fireplace and wet bar, providing separation for work or leisure. The foyer introduces the home with a built-in wet bar or coffee bar, adding functionality at the entry point. The residence includes two sets of washer and dryer, with one on the first floor and an additional set on the second floor for convenience and multi-level living. Outdoor living is centered around a saltwater pool completed in 2025, with direct connectivity from the interior living spaces. The property also includes a front patio and a fenced yard, offering defined outdoor areas. Solar panels are installed and fully paid, contributing to long-term energy efficiency. A metal roof installed in 2008 provides additional durability. The property includes a large parking area that accommodates multiple vehicles. Within proximity to Riverview High School and close to downtown Sarasota and Siesta Key, the property offers convenient access to dining, cultural amenities and Gulf Coast beaches. Offered turnkey, furnished with designer furniture, the residence excludes artwork and personal items. This property presents a combination of updated interiors, integrated indoor and outdoor living and functional design in the Philippi Cove area of Sarasota.
Listing Agent: David Liberatore Pllc (941-900-9995)
4922 COMMONWEALTH DR, SARASOTA, FL 34242
$1,795,000220 Days on yellowkey MLS ID: A4666313
4 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2767 Built: 1995 Tax: $6,523 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$6,523
Remarks: Welcome your Siesta Key dream home Commonwealth Drive, a stunning custom residence located directly on the Grand Canal. This four bedroom, four bathroom home exudes island style and warmth from the moment you see it. The Key West style build has a concrete base level, hardy plank cement siding, and a standing seam metal roof. The main living areas all give way to sunny and palm-lined views of pool deck with saltwater canal in the background. The open living areas on the main level feature hardwood flooring, a gas built-in fireplace, built-in shelving, and lots of windows to enjoy the view. The primary suite features lots of space, dual walk-in and an upper level balcony with incredible views. There’s a second larger suite with sitting area to make guests feel at home, and two more bedrooms for the ultimate in flexibility. This home is truly all about the location- want to go paddleboarding or out on your kayaks? Right in the back yard. The beach is just a few blocks away and the northern Siesta Key location gives easy access to downtown Sarasota and beyond. If you’re looking for the perfect combination of space, privacy, convenience, and of course a little sand between your toes- this may be the perfect home for you. Boaters will also love this Grand Canal location, with only one large fixed bridge and easy access to Sarasota Bay. Don’t hesitate, schedule your showing of this fine home today!
Listing Agent: Drew Russell (941-993-3739)
4439 WESTWOOD LN, SARASOTA, FL 34231
$2,995,000201 Days on yellowkey MLS ID: A4664741
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3777 Built: 1991Monthly Fee: $25 Tax: $20,186 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$20,186
Remarks: **BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence is being Sold FURNISHED and offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner’s Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities — just a half mile to The Field Club… and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video**
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
6832 CHLOE CT, SARASOTA, FL 34241
$599,99088 Days on yellowkey MLS ID: TB8471985
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2329 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Taxes:$6,217
Elementary School: Lakeview Elementary
Tax Year: 2026
Middle School: Sarasota Middle
Remarks: Under Construction. Fulfill your lifestyle goals with the innovative and elegant Stratum floor plan by David Weekley Homes in the brand new, rural lifestyle community of Lakeview Crossing. This single-story home offers 4 bedrooms, 3 full baths, a den, and 3-car tandem garage. The open family and dining spaces provide a splendid setting for special celebrations and enjoying your day-to-day life to the fullest. A contemporary kitchen rests at the heart of this home, balancing impressive style with a streamlined layout for maximum culinary delight. It features a gas cooktop with hood vent, ample cabinetry, built-in oven and microwave and a large island to meet all of your chef-inspired meals needs. Begin and end each day in the spectacular Owner’s Retreat, which features a contemporary en suite bathroom and walk-in closet. Each secondary bedroom and guest suite maximizes privacy, personal space, and individual appeal. Create your ideal home office or entertainment lounge in the enclosed study with beautiful glass french doors. Enjoy a cup of coffee or evening glass of wine out back on your relaxing extended lanai. “The Quarry” interior design selections blend natural materials with a soft, neutral color palette for a fresh, organic inspiration. Build your future with the peace of mind that our Industry-leading Warranty brings to your new home in Lakeview Crossing. Here you are just steps away from Lakeview Park with walking trails, dog park, disc golf course and kayak launch. Also you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles).
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
2841 EDGEWOOD LN, SARASOTA, FL 34231
$849,900118 Days on yellowkey MLS ID: A4674633
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2163 Built: 2026 Tax: $1,144 (2024)Community: Hyde Park TerraceSingle Family
Taxes:$1,144
Remarks: Under Construction. Don’t miss this exceptional custom home by W. G. Singletary Construction, thoughtfully designed for modern living and flexibility. This striking residence offers 2,163 square feet of well-planned living space and is built to current hurricane-rated building codes. Featuring 4 bedrooms, 3.5 baths, a 2-car garage, and a beautifully caged, heated pool, this home blends quality craftsmanship with contemporary design. The open-concept main living area on the first floor includes a spacious living room, dining area, kitchen, and half bath—ideal for everyday living and entertaining. Upstairs, the second floor hosts a luxurious primary suite, two additional bedrooms, a full bath, and a convenient laundry room. A standout feature of this home is the fully self-contained 500 sq. ft. in-law suite located on the first floor. This private space includes an ensuite bedroom, closet, sitting area, and full kitchen. Designed with advanced soundproofing, the suite offers exceptional versatility—perfect for multigenerational living, extended guests, or as an income-producing rental with its private exterior entrance and parking. Quality and attention to detail are evident throughout, with luxury vinyl plank and tile flooring, high ceilings, impact-rated windows and doors, granite countertops, and more. Buyers still have time to personalize select finishes and colors. Ideally located in the heart of Sarasota, this home is minutes from downtown dining, shopping, theater, and the arts district. A short drive brings you to the award-winning sands of Siesta Key Beach and the lively atmosphere of Siesta Key Village. Expected completion May 2026. Schedule your showing today and secure the opportunity to customize this truly unique home.
Listing Agent: Tim Yocum, Sr (941-915-4545)
1880 LOMA LINDA ST, SARASOTA, FL 34239
$1,895,00028 Days on yellowkey MLS ID: A4688301
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2904 Built: 1954 Tax: $17,468 (2025)Community: Floyd & Cameron SubSpa: YesSingle Family
Taxes:$17,468
Remarks: Sought after West of Trail location close to Southside Village and on a cul-de-sac street. The home boasts almost 3000 square feet of airy living space and an open floor plan with vaulted ceilings. The kitchen with countertop seating overlooks the great room and dining room. The bedroom layout is a split plan with the large primary suite opening to the pool area and featuring a rainfall shower and garden tub plus double vanities. Two guest bedrooms share an updated bathroom with the fourth bedroom on the other side of the home and a separate bathroom with shower in hallway. A large family room is off the kitchen and dining room areas and has another full bathroom and French doors that open to the pool. An over-sized utility room off the kitchen has an extra refrigerator and built in cabinetry. The expansive caged in pool area with spa allows for ample entertaining space with plenty of fenced backyard beyond, allowing for wonderful indoor/outdoor entertaining.
Listing Agent: Barbara May (404-822-9264)
476 MEADOW LARK DR, SARASOTA, FL 34236
$4,495,00023 Days on yellowkey MLS ID: A4689563
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3336 Built: 1985Monthly Fee: $110 Tax: $41,567 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$41,567
Remarks: A Key West-inspired waterfront retreat in prestigious Bird Key, this residence blends timeless coastal design with extensive updates and exceptional indoor-outdoor living. Set along 101 feet of canal frontage with direct access to Sarasota Bay, the property offers a rare opportunity to enjoy a boating lifestyle in one of the area’s most sought-after neighborhoods. Manicured landscaping and inviting front porches introduce the home’s architectural charm, while inside, nearly 3,400 square feet of living space unfolds across two levels (furnishings may be purchased separately). Beautiful hardwood flooring connects the open layout, where vaulted ceilings, skylights, and impact-rated PGT windows and doors fill the interiors with natural light. The double glass and solid wood entry opens to a bright, contemporary living space that flows effortlessly into the formal dining area. At the heart of the home, the eat-in chef’s kitchen is thoughtfully designed with shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, and a breakfast bar peninsula. A dedicated cafe-style dining area is complemented by a wet bar featuring dual wine cooler/beverage refrigerator, and floating shelving. Impact sliding glass doors open to the covered outdoor entertaining area and pool deck beyond. This inviting space overlooks the family room. Upstairs, the oversized primary suite offers a private retreat with terrace access, a spacious en-suite bathroom, and a walk-in closet. A second en-suite bedroom also enjoys its own terrace, while two additional guest bedrooms share a third bath, providing flexibility for family and visitors. Outdoor living is designed for both relaxation and entertaining. The heated swimming pool is surrounded by a brick paver deck, with an additional open deck ideal for lounging. Just beyond, the extended dock and newly reinforced seawall (2025) create a seamless connection to the water, offering direct access to the waterway that flows out to Sarasota Bay, for boating and waterfront enjoyment. A long list of improvements enhances the home’s value and peace of mind, including a 2023 metal roof, impact PGT windows and doors, updated mechanical systems, and recent exterior upgrades such as new soffit, fascia, and gutters (2026). Bird Key is known for its central location between downtown Sarasota and St. Armands Circle, offering residents convenient access to waterfront dining, boutique shopping, and cultural venues. Just minutes away, Lido Beach and Longboat Key provide some of the region’s most celebrated Gulf-front shorelines, while nearby marinas and yacht clubs complement the boating lifestyle that defines this exceptional community.
Listing Agent: Roger Pettingell (941-387-1840)
1621 DR MARTIN LUTHER KING WAY, SARASOTA, FL 34234
$525,00032 Days on yellowkey MLS ID: O6395721
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2075 Built: 2009 Tax: $1,424 (2026)Community: Newtown Heights First Add ToSingle Family
Taxes:$1,424
Remarks: This multi-tribe property at 1621 Dr Martin Luther King Way is a fantastic investment opportunity. Open concept layout with an elegant fireplace in the living room and a kitchen design for entertaining with stainless steel appliances and granite countertops. Conveniently located near shopping, dining, and public transportation. This home is 10 minutes from Sarasota's nearest award winning sugar sand beach, the library, Van Wenzel performing Art Hall, restaurants, walking distance to downtown Sarasota, hospital, major shopping Mall, Ringling Museum and Ringling Art school, five minutes from Sarasota - Bradenton airport. The property provides easy access to everything the area has to accord. The exterior boasts well-maintained landscaping, providing a welcoming first impression. Don't miss the chance to own this versatile income-producing property. The home has two bedrooms with attached bathrooms, one on the first floor, and the other on the second floor.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1504 S LODGE DR, SARASOTA, FL 34239
$6,990,00056 Days on yellowkey MLS ID: A4683855
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 5450 Built: 1965Monthly Fee: $25 Tax: $15,432 (2025)Community: Cherokee LodgeSpa: YesSingle Family
Taxes:$15,432
Remarks: First time available in 40 years! "Tween Bridges" is a rare bayfront property located in highly sought-after Cherokee Park, West of Trail. This 4-bedroom,3.5 bath residence offers unobstructed panoramic views of Sarasota Bay. The breathtaking sunsets and stunning vistas of Ringling Bridge, Siesta Key and downtown are truly mesmerizing. Boating enthusiasts will appreciate the brand-new dock with a 16,000lb lift and direct access to Sarasota's exceptional boating waters. Enjoy the home as it is or take advantage of this rare opportunity to build a custom waterfront estate on this magnificent property. Offered at $6,990,000, do not miss your chance to own one of Sarasota's finest waterfront locations. "Tween Bridges" is named for its location between The Ringling Bridge and The Siesta Key north bridge.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Melody Davis (908-202-4085)
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