Location: Sarasota
Do Not Show Listings
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,000149 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$22,275
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Bridget Spiess (941-720-6304)
1166 W PEPPERTREE DR #112D, SARASOTA, FL 34242
$725,000155 Days on yellowkey MLS ID: A4678257
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1974 Tax: $5,936 (2025)Community: Peppertree Bay IiiCondo
Taxes:$5,936
Elementary School: None
High School: None
Middle School: None
Remarks: Located on Siesta Key, this updated first-floor 2-bedroom, 2-bath condo at 1166 W Peppertree Drive offers an excellent combination of coastal living and rental potential. This home is offered TURN KEY! Just steps from the world-famous Siesta Key Beach, residents enjoy easy access to the island’s renowned white-sand shoreline, along with nearby shopping, dining, and local restaurants. The well-maintained open floor plan features an updated kitchen with granite countertops, custom cabinetry, and stainless-steel appliances. An enclosed lanai provides additional living space with a built-in quartz workspace and owner storage. Both bathrooms offer granite countertops and walk-in showers. Additional features include wood plank tile flooring throughout, updated windows, in-unit washer and dryer, and a remodeled kitchen. Peppertree is a Beach-to-Bay community with resort-style amenities, on-site management, optional rental program, and security, making this property ideal as a primary residence, seasonal retreat, or investment opportunity. Conveniently located near marinas, golf, Siesta village, and downtown Sarasota.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Mike Aveni (941-961-8730)
259 ROBIN DR, SARASOTA, FL 34236
$7,900,000179 Days on yellowkey MLS ID: A4675575
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $110 Tax: $31,490 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$31,490
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: An exceptional opportunity on coveted Robin Drive in Bird Key, this fully reimagined bayfront home captures Sarasota’s waterfront lifestyle at its finest. Recently transformed through a meticulous, top-tier renovation, the residence showcases impeccable craftsmanship, elevated finishes, and a seamless blend of sophistication and comfort—where every detail and major system has been thoughtfully curated for effortless, modern coastal living. Elevated above the floodplain with a ground level over 10 feet, sweeping panoramic views span Sarasota Bay, the downtown skyline, and the iconic Ringling Bridge—creating a breathtaking backdrop from sunrise to sunset, with city lights shimmering across the water in the evening. Inside, more than 4,000 square feet of light-filled living space unfolds across two thoughtfully designed levels. Soaring ceilings up to 14 feet and expansive walls of glass bathe the interiors with natural light while framing unobstructed bay views throughout. The main living areas flow seamlessly from the inviting sitting room with a statement fireplace to the dining area and custom-designed kitchen, opening to the family room with a built-in bar—a wonderful gathering area to enjoy the gorgeous backdrop of the bay and downtown lights. The kitchen is anchored by a striking waterfall island and features designer-appointed custom cabinetry, premium Sub-Zero, Wolf, Bosch, and Miele appliances, and refined integrated details throughout. A fully equipped back kitchen and pantry, complete with an additional sink, appliances, and generous prep space, enhances functionality while maintaining a clean, polished aesthetic. The primary suite, privately positioned on the main level, offers direct access to the pool, dual walk-in closets, and a spa-inspired bath with a soaking tub, dual vanities, and elegant finishes. A dedicated office and two powder baths complete the main level. Upstairs, two en-suite bedrooms with bay views, a versatile bonus room, and an additional office space provide comfortable accommodations for family and guests. Outdoor living is equally compelling, featuring an expansive paver terrace, heated pool and spa, and unobstructed views of Sarasota Bay, downtown, and the Ringling Bridge—creating a serene waterfront retreat designed for everyday enjoyment. Set on protected waters, the property offers 120 feet of deep-water frontage along Bird Key’s Pompano Pass, with direct access to Sarasota Bay, Big Pass, and the Gulf. A newly constructed seawall and Trex dock feature fish and dock lighting, a 24,000-pound boat lift, and dedicated kayak and jet ski lifts—perfectly suited for an exceptional boating lifestyle. Additional highlights include a circular driveway, three-car garage with Tesla charger, and irrigation well. Bird Key offers an exceptional coastal lifestyle in one of Sarasota’s most coveted neighborhoods, just moments from downtown’s restaurants, shopping, and cultural venues, as well as the boutiques and dining of St. Armands Circle and the shoreline of Lido Beach. The Bird Key Yacht Club is currently undergoing a full redevelopment and is expected to reopen as a premier destination for boating, tennis, dining, and an active social scene.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
1345 MOONMIST DR #T6, SARASOTA, FL 34242
$620,000267 Days on yellowkey MLS ID: A4654050
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1575 Built: 1968 Tax: $3,545 (2024)Community: Polynesian GardensVilla
Taxes:$3,545
Remarks: Welcome to your dream villa! This spacious coastal villa retreat on Siesta Key boasts 2-bedrooms and 2-bathrooms and offers 1,575 square feet of comfortable, open-concept living space, perfect for both relaxing and entertaining. Step inside to a freshly painted interior featuring a modern, neutral palette that complements any décor. This wonderful detached-villa is in a serene location just across the street from million-dollar residences on the Bay and offers low-maintenance living with a luxurious feel. It is high and dry and has never flooded. This villa has an impressive list of updates including a new Barrel Tile Roof and complete Air Conditioning System. The large open dinning/living room area has bamboo flooring and sliding glass doors leading to your retractable awning-covered paved patio. A separate office area with built in desk and shelving and the potential for adding a sleeper sofa. A spacious primary bedroom with en-suite bathroom has a walk in closet and separate storage area. The second bedroom is roomy, light and pleasant ideal for either family or guests. The kitchen was completely remolded in 2016 and has a built in pantry, shaker cabinets with pullout shelving and a breakfast nook. Don’t miss this move-in ready gem with big-ticket upgrades already done! Polynesian Gardens is ideally located and provides a tranquil and unique Siesta Key escape for owners and guests alike. Relax and enjoy the tropical palms, large heated pool and peaceful intracoastal pier that provide a relaxing Siesta Key experience. Either take a short walk or take the free trolley which stops directly in the front of the community to world famous Siesta Key Beach, local restaurants, shopping, boat and fishing charters and rentals for all outdoor and water activities. Additional Features: •New Barrel Tile Roof. •This home features a spacious carport, offering sheltered parking and added storage potential. •Laundry room with full-size washer & dryer. •Quiet, well-maintained community. •Community amenities included; landscaping, exterior maintenance, cable tv, water, intracoastal pier and large heated pool. *The Polynesian Gardens Home Owners Association has plans in effect to paint the exterior of this Villa at no cost to the owner. Potentially the new owner will have their choice of colors. The unit is VACANT!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Dean Hall (941-726-7197)
2208 BAHIA VISTA ST #F1, SARASOTA, FL 34239
$250,000185 Days on yellowkey MLS ID: A4675125
1 Days Off yellowkey (back on 5/31/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1313 Built: 1980 Tax: $3,563 (2025)Community: Cordova GardensCondo
Taxes:$3,563
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. EXCEPTIONAL VALUE AND LOCATION. This first-floor entry condo lives like a house! It is so spacious and open with a flexible plan. The community is minutes to downtown Sarasota located in Cordova Gardens which is known for its beautifully maintained gardens, community pool and unbeatable location. This unfurnished condominium has three bedrooms and three full baths (two en suite master baths) and three outdoor patios. READY TO MOVE IN! There are numerous closets, storage space including walk-ins, a pantry and office loft space. The condo is exceptionally clean. The community known as Cordova Gardens is minutes to downtown Sarasota as well as Southside Village and known for its beautifully maintained gardens, community pool and PRIME location for the price. The condo also includes an outdoor storage closet, assigned and guest parking, pool, grounds and building maintenance, pest control, fire/smoke detection and Association management covered by the HOA. The complex is 5 minutes from downtown Sarasota and 15 minutes from Lido and Siesta Key beaches.
Listing is courtesy of: SECURE CAPITAL (203-981-4682)
Listing Agent: Frank Dinardo, Jr (203-981-4682)
2042 COUNTRY MEADOWS PL, SARASOTA, FL 34235
$515,000200 Days on yellowkey MLS ID: A4673225
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2052 Built: 1989Monthly Fee: $46 Tax: $2,868 (2024)Community: Country MeadowsSpa: NoSingle Family
Taxes:$2,868
Elementary School: Gocio Elementary
High School: Booker High
Remarks: LOCATION AND CONDITION ARE A+++ From the moment you arrive, you’ll feel right at home in this impeccably maintained residence. Meticulous care and attention to detail are evident throughout. The welcoming foyer opens seamlessly to the dining and living areas, offering views of the expansive lanai and oversized backyard. The beautifully remodeled kitchen is truly the heart of the home, designed to inspire and impress. Featuring porcelain tile floors, bright granite countertops, new cabinetry, and new appliances, it opens effortlessly to the family room with a cozy fireplace—perfect for both entertaining and everyday living. A smart thermostat and Ring doorbell add modern convenience and peace of mind. Whether seated at the breakfast bar or in the sunny nook beneath cathedral ceilings and skylights, you’ll appreciate the light-filled, open atmosphere. A generously sized pantry will delight any home chef. The split-bedroom floor plan provides privacy for all. Two guest bedrooms offer walk-in closets and share a roomy bath with direct lanai access. The primary suite is a true retreat, featuring a spacious walk-in closet and a stunning, newly renovated bath with updated tile flooring, new cabinetry, linen storage, and a solid-surface dual-sink vanity. Impact-resistant windows and doors are installed throughout, including private lanai access from the primary suite. Additional highlights include an oversized laundry room, ample floored attic storage, and an extended lanai designed for outdoor enjoyment—complete with granite counter space, sink, gas grill, and vented stainless-steel hood. The oversized lot provides abundant outdoor space and room for a future pool, if desired. Ideally located with convenient access to Downtown Sarasota, UTC Mall, Benderson Park, golf courses, dog parks, and recreation for all ages, this home places you just 15–20 minutes from the airport, Ringling Museum, marinas, colleges, and Lakewood Ranch Main Street. Move-in ready and thoughtfully updated, this exceptional property offers the lifestyle you’ve been waiting for. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
156 SIESTA DR, SARASOTA, FL 34242
$1,649,000310 Days on yellowkey MLS ID: A4661717
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2901 Built: 1977 Tax: $19,016 (2024)Community: Siesta Rev ResubSingle Family
Taxes:$19,016
Remarks: Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal. Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain. The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
2561 SUNNYSIDE ST, SARASOTA, FL 34239
$825,00027 Days on yellowkey MLS ID: A4694467
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2123 Built: 1958 Tax: $3,928 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,928
Remarks: Under contract-accepting backup offers. Welcome to the sunny side of South Gate---- This bright and inviting 3-bedroom, 3-bathroom pool home offers 2,123 square feet of living space designed for both entertaining and everyday comfort. Inside, the home features an open and airy floor plan filled with natural light, along with a spacious sunroom that provides additional flexible living space. Step outside to your own private tropical retreat complete with mature landscaping, a sparkling open-air saltwater pool with sunshelf, and a spacious backyard perfect for relaxing or hosting family and friends. Ideally located in the heart of Sarasota, South Gate is known for its prime location near top-rated schools, shopping, dining, downtown Sarasota, and the area’s beautiful beaches. Updates include whole-house replumbing in 2015, impact glass windows throughout in 2015, saltwater pool with sunshelf in 2016, new roof in 2025, and updated primary bathroom in 2026. Located within the sought-after school districts of Southside Elementary, Brookside Middle, and Sarasota High School, this cheerful and welcoming home truly offers the best of Sarasota living. Homes of this size are a rare find in the neighborhood, making this an exceptional opportunity. Schedule your private showing today before this rare opportunity is gone.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lindsey Nussbaum (941-260-7208)
5908 BRIAR ROSE WAY, SARASOTA, FL 34232
$435,00031 Days on yellowkey MLS ID: A4693050
REDUCED by $33,900 (7.2%) on 05/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 2019Monthly Fee: $81 Tax: $2,999 (2025)Community: Garden Village Ph 1Single Family
Taxes:$2,999
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Welcome home! This beautifully updated 3-bedroom, 2-bath home with a 2-car garage checks all the boxes. It is located in one of the most affordable gated communities in the area. The main living area flows effortlessly from room to room, perfect for everyday living and entertaining. You will find thoughtful upgrades throughout including crown moulding in the common areas, electrical upgrades and fresh interior paint. The kitchen has been upgraded for you with granite countertops, all appliances and even a new kitchen sink. Step into the master suite with an ensuite bathroom with granite countertops, upgraded toilet and new shower enclosure. The guest bathroom also features the same granite countertops, upgraded toilet and new shower enclosure as well. Comfort is covered with a whole-home water softener, carpet lain over tile, that could easily be removed, for cozy underfoot warmth. Continue through the home and step outside to your private backyard retreat featuring stunning paver and stonework — low maintenance with a drip irrigation system in the backyard keeping things lush without the work yet designed to impress. Located 2 mins away from I75 for easy commuting and 15 min to Siesta Key Beaches and 10 min from downtown, so conveniently located to everything! This home is truly a move-in ready gem. Come see it before it's gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Gary Turner (941-914-2500)
5713 AVISTA DR #4112, SARASOTA, FL 34243
$259,00029 Days on yellowkey MLS ID: A4694010
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1242 Built: 1985 Tax: $3,086 (2025)Community: Avistas Of Palm-AireSpa: NoCondo
Taxes:$3,086
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Golf Course Views, Your Own Garage, and a Community That Feels Like Home. Welcome to Avista of Palm-Aire — one of Sarasota's most charming condominium communities, where a quiet park-like setting, and golf course views from your private lanai make every day feel a little like a gift. Situated on the second floor, this 2-bedroom, 2-bath condo plus den offers 1,242 square feet of living space with no neighbors above — just the quiet you came to Florida for. The kitchen, wet bar, and baths were fully updated in 2012 with new cabinetry, granite countertops, and tile flooring. All kitchen appliances were replaced with stainless steel. In the living room you’ll find vaulted ceilings and an air-conditioned lanai overlooking the ponds and the 18th fairway of the beautifully renovated golf course at Palm Aire. This west facing lanai includes upgraded shades that reduce heat without blocking those stunning sunset views. The primary suite includes ensuite bath and walk-in closet, and the guest suite has a pocket door for privacy. A flex room can be used as a den, additional guest or hobby space. The unit conveys furnished including a well equipped kitchen and fully stocked linen closets — a convenient starting point for a new homeowner who wants to move in and enjoy from day one. A full-size washer and dryer set is included. One small pet up to 30 pounds is welcome. An oversized, private one-car garage is included — a genuine rarity at this price point and a welcome luxury with extra space for a golf cart or workshop. The community offers plenty of guest parking, a heated pool and spa, and a clubhouse available to reserve for private gatherings. Flood Zone X means no flood insurance requirement. You're minutes from UTC Mall and plenty of other abundant shopping, top Sarasota dining, SRQ Airport, and I-75 — centrally located without the chaos. For those days when the beach is calling you, you’re just 11 miles from Lido beach and 14 miles to Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
2749 GREENDALE DR, SARASOTA, FL 34232
$550,00035 Days on yellowkey MLS ID: A4692947
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1899 Built: 1981 Tax: $4,248 (2025)Community: Cathedral Oaks EstatesSingle Family
Taxes:$4,248
Elementary School: Brentwood Elementary
Remarks: Located in one of Sarasota’s best-kept secrets, Cathedral Oak Estates, this 3-bedroom, 2-bathroom home sits on a spacious 13,214 sq ft fenced lot on a quiet oak canopied cul-de-sac just a short walk to Legacy Trail. Not in a flood zone and no HOA, this centrally located property offers convenient access to downtown Sarasota, UTC, I-75, and the beaches. Lovingly maintained, the home has endless potential with room for your personal updates and design touches. The oversized driveway and 2-car garage provide plenty of space for a boat, RV, or work vehicles. Recent improvements include a new shingle roof with third nail retrofitting (2024) and sewer pipes lined (2024) with a 10-year warranty. Updated homes in the neighborhood have recently sold for approximately $365 sq ft, making this a fantastic opportunity to update and build equity.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christina Jenkins (425-381-1917)
9085 LUNA LN, SARASOTA, FL 34241
$940,00043 Days on yellowkey MLS ID: A4691879
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3334 Built: 2021Monthly Fee: $251 Tax: $9,809 (2025)Community: Cassia At Skye RanchSpa: NoSingle Family
Taxes:$9,809
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Magazine-Worthy Luxury Meets Resort Living in Skye Ranch! This sought after Barbados Model offers an impressive 4,347 total area sq ft, showcasing refined finishes, extensive upgrades, and exceptional attention to detail throughout. At the heart of the home, the entertaining chef's kitchen is a true showpiece, appointed with an expanded generous quartz-topped island with touchless faucet, insta hot and insta cold filtered water, double pantry and a spacious dining area with bay windows overlooking the beautiful outdoor landscape. The open main level also offers 2 dedicated living rooms, providing flexibility for work, relaxation, or recreation. A homeowner's everyday living delight with a dedicated drop zone off the garage and front entrance, designed for a central area of organization. The main living areas are enhanced by soaring ceilings, 8 foot interior doors and expansive open spaces designed for both everyday comfort and effortless entertaining. Upstairs is ideal for guests or multigenerational living. Meticulously maintained and beautifully appointed, this 4 bedroom residence features 3 full bathrooms and 1 half bath. The spacious primary suite serves as a private retreat, offering direct access to a private screened balcony, along with two custom walk-in closets and a spa-inspired bathroom. The second level also includes one other private ensuite bedroom and bathroom and additionally two bedrooms linked with a shared bathroom. Lastly a spacious bonus room with almost 250 square feet of versatile space allows it to be tailored to your lifestyle with effortless flow. Outdoor living is truly resort-inspired. The screened in lanai is a graciously sized area overlooking the beautifully landscaped yard. Additional highlights include a large laundry room and 3 car air conditioned garage offering ample storage or a car enthusiast dream. Halo REMI air purification system on dual-zone air conditioning units. Both the interior and exterior have been newly painted, enhancing the home’s fresh move-in-ready appeal. The home is ideally situated on a wide, well-planned street with generous shoulder space, offering convenient parking for residents and guests. Perfectly positioned alongside a scenic nature trail, the home provides direct access to the community’s main entertainment and amenity areas, seamlessly blending tranquility with an active lifestyle. Indulge in luxury living at its finest within the Cassia at Skye Ranch community. Residents enjoy privileged access to The HUB, an extraordinary 25,000+ square-foot amenity center designed to rival a private resort. This features a state-of-the-art fitness center, movement studios, game room, indoor basketball and pickleball courts, rock-climbing wall and a stylish café creating an elevated daily experience just moments from home. Outdoors, a collection of resort-style pools, a junior Olympic lap pool, splash zone, and beautiful gathering spaces invite relaxation and recreation year-round. The community further offers scenic nature trails, playgrounds, outdoor sports courts and a calendar of social events, fostering a true sense of connection and belonging. Skye Ranch provides quick access to I-75, along w/ Sarasota’s premier Beaches, Myakka Park, shopping, dining and cultural destinations. Located in one of the best school districts in the state and direct access to the new K-8 Skye Ranch School. LOW CDD. Don’t miss the opportunity to experience this exceptional lifestyle.
Listing Agent: Chelsie Mocoroa Gobel (425-343-2437)
4708 OCEAN BLVD #E4, SARASOTA, FL 34242
$2,199,00067 Days on yellowkey MLS ID: A4689440
REDUCED by $91,000 (4.0%) on 05/21/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 1981 Tax: $16,662 (2025)Community: Windward PassageCondo
Taxes:$16,662
Remarks: Expansive floor-to-ceiling sliders open wide to welcome refreshing Gulf breezes and showcase unobstructed, panoramic water views, turning your open-floorplan living space into an indoor/outdoor oasis. With over 2,300 square feet, this light-filled condominium lives like a private home suspended above shimmering waters. The gourmet kitchen is both elegant and functional, featuring quartz countertops, custom wood cabinetry, and premium appliances, including a Thermador refrigerator and freezer, Wolf double ovens, Wolf microwave, and a Thermador induction cooktop. Panel-ready finishes, a built-in beverage cooler, and exceptional storage make this space ideal for both everyday living and entertaining. Rich acacia engineered wood flooring adds warmth and sophistication throughout the main living areas. The spacious primary suite captures sweeping Gulf views and offers a serene escape, complete with a beautifully renovated spa-inspired bath featuring split vanities and a large walk-in shower. Two additional bedrooms and stylishly updated baths are thoughtfully positioned on the opposite side of the residence for added privacy. Impact-rated windows and sliders provide peace of mind, eliminating the need for hurricane shutters. A private two-car garage with ample storage adds to the home’s convenience. Windward Passage features a Gulf-side pool, lushly landscaped grounds, and a pet-friendly setting. Perfectly positioned on the sought-after north end of the key, you’re just a short walk to the Village for charming boutiques, dining, and live entertainment.
Listing Agent: Mina Johnson (941-404-9347)
7125 WESTMORELAND DR, SARASOTA, FL 34243
$3,595,000183 Days on yellowkey MLS ID: A4675672
REDUCED by $30,000 (0.8%) on 05/06/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4343 Built: 2025 Tax: $4,490 (2024)Community: North IslesSingle Family
Taxes:$4,490
Elementary School: Bayshore Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: One or more photo(s) has been virtually staged. The Abaco Model is a stunning Sarasota luxury residence offering 4,343 square feet of refined living space and 6,273 square feet under roof, featuring four true bedrooms and six total rooms. This home is Florida Green Home Bronze Certified, reflecting thoughtful construction, energy efficiency, and sustainable building practices. Upon arrival through dramatic 10-foot iron front doors, the foyer provides a breathtaking sightline through the home to the pool and canal beyond. The oversized great room is ideal for entertaining and showcases stained cypress beams, a gas fireplace with full-height tile surround, and a 16-foot-wide by 10-foot-high pocketing sliding glass door that opens seamlessly to the outdoor living and pool area. The chef’s kitchen features an oversized island with gas cooktop, walk-in pantry, and sunlit windows above the sink for abundant natural light. The private owner’s wing includes a refined library or office adjacent to the owner’s suite, both enjoying water views. Dual oversized customized built in walk-in closets and a spa-inspired owner’s bath complete the retreat with a freestanding soaking tub, walk-in shower, private water closet, and separate his-and-her vanities. Two additional guest suites accommodate king-sized beds and feature ensuite baths and walk-in closets. A waterfront bonus room at the rear of the home also enjoys water views and is serviced by a nearby full bath that also functions as a powder bath and pool bath. Two additional flexible sleeping rooms bring the total sleeping capacity to six. The expansive outdoor living and dining area overlooks the pool and spa and includes a cozy gas fireplace, creating the perfect waterfront entertaining setting. The three-car garage leads into a walk-in laundry room with a dedicated storage closet. All windows and exterior doors feature Low-E impact glass, all interior doors are 8-foot shaker style, all interior walls include sound batt insulation, walls and ceilings have smooth finishes, and all interior floors are tiled throughout. Cabinetry is by Wood-Mode/Brookhaven. The West Indies–inspired exterior elevation features shutters, corbels, decorative brackets, and a concrete tile roof. The private dock includes a high-capacity 33,000-pound boat lift with water and power and is capable of accommodating 40–50-foot vessels with protected deep-water access and quick entry to Sarasota Bay making this property ideal for the serious boater.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Lauren Holt, Pllc (941-928-7211)
5252 LAKE VILLAGE DR ## 54, SARASOTA, FL 34235
$249,00061 Days on yellowkey MLS ID: A4690508
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1983 Tax: $2,454 (2025)Community: Village LakeCondo
Taxes:$2,454
Remarks: Rare tree-house feel from the lanai overlooking a lush nature trail distinguishes this upgraded, turnkey residence in The Meadows—offering refined, maintenance-free living just steps from resort-style amenities. A true move-in-ready opportunity, enhanced by a 2023 HVAC system, 2025 kitchen and bath updates, and tasteful furnishings included, delivering effortless Florida luxury in a serene, pet-friendly setting. A private lanai frames tranquil, preserved natural views, complemented by nearby access to a heated community pool & gas BBQ grilling area, ideal for relaxed outdoor living. Thoughtfully updated, the residence features new carpeting (2024) and a new HVAC system (April 2023) with annual maintenance. The kitchen is appointed with dolomite and marble countertops, new appliances—including refrigerator, stove, dishwasher, sink, and faucet—and upgraded fixtures and hardware, along with refined lighting enhancements (2023, 2026). The desirable split-bedroom layout ensures privacy for owners and guests, with each bedroom offering its own ensuite bath. The primary suite enjoys serene treetop views, dual closets, and a vanity with tub/shower combination, while the guest suite provides a private full bath. Offered fully furnished(in 2021), this residence is completely turnkey and includes linens, cookware, dishes, TV, and essential household items. Additional conveniences include in-unit laundry with stacked washer and dryer, assigned parking, and guest parking. Ideally located within walking distance to Meadows Village Shops, residents enjoy immediate access to dining, wellness services, medical offices, and the seasonal Farmers Market. The Meadows community is renowned for its extensive trail system, scenic lakes, fitness center, pickleball courts, pool and spa, dog park, and vibrant calendar of social activities—all within a secure, 24-hour gated environment. Optional tennis and golf memberships further enhance the lifestyle offering. Not located in a flood zone and offering small dog approval (per association guidelines), this residence presents an exceptional opportunity to experience elevated, turnkey living in one of the area’s most desirable communities. A secure storage facility for boats, RVs, and trailers is also available within The Meadows.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Kathleen Niedospial (941-780-2884)
1097 WILLIS AVE, SARASOTA, FL 34232
$434,900100 Days on yellowkey MLS ID: A4685461
REDUCED by $10,000 (2.2%) on 05/31/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1855 Built: 1974 Tax: $4,452 (2024)Community: Peaceful Vista HomesSpa: NoSingle Family
Taxes:$4,452
Remarks: One or more photo(s) has been virtually staged. Looking for space, flexibility, and freedom without HOA restrictions? This 4-bedroom, 2-bath Sarasota pool home offers exactly that. The backyard is built for enjoying Florida living, featuring a private pool, tiki hut, outdoor entertaining space, and a storage shed for added functionality. Whether you're hosting friends, relaxing by the water, or simply enjoying the sunshine, this outdoor setup creates a true backyard retreat. The front and side yard also offer a ton of activity space due to the corner lot positioning. Inside, the home offers a spacious and adaptable layout with multiple living areas that can easily be tailored to your needs. Create a formal dining area, home office, media room, playroom, or additional lounge space depending on your lifestyle. The kitchen has been updated with granite countertops, refreshed cabinetry, and newer appliances, blending practicality with a clean modern feel. The home also features solar panels to help offset electric costs, plus a newer well and septic system for added peace of mind and efficiency. Conveniently located near UTC Mall, Downtown Sarasota, Nathan Benderson Park, Bobby Jones Golf Club, Siesta Key Beach, shopping, dining, dog parks, sports fields, and everyday essentials, this property combines accessibility with the flexibility that’s becoming harder to find in Sarasota. If you’ve been searching for a pool home with room to spread out and fewer restrictions, this is an opportunity worth seeing.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
3711 ALMERIA AVE #3N, SARASOTA, FL 34239
$285,00032 Days on yellowkey MLS ID: A4693862
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 976 Built: 1979 Tax: $2,670 (2025)Community: GranadaSpa: NoCondo
Taxes:$2,670
Remarks: Discover this hidden gem 1st floor 2 BR, 2BA condo in Sarasota’s historic Granada neighborhood along Siesta Drive. Walkable to Red Rock Park, Publix, Southside Elem. Easily accessible to Sarasota Memorial Hospital and the restaurants, shops and entertainment of Southside Village and the nearby national award winning Siesta Key Beach, Marie Selby Botanical Gardens and The Bay. Enjoy southwest Florida living at its best! Condo can come furnished, also has a Murphy Bed making the second bedroom spacious! Down Payment assistance and buy down rate options are available thru our preferred lender, qualifications maybe required.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (941-706-2142)
Listing Agent: Anita Mcgillin (239-744-9380)
5519 PALM AIRE DR, SARASOTA, FL 34243
$344,90089 Days on yellowkey MLS ID: A4686305
0 Days Off yellowkey (back on 5/31/2026)
REDUCED by $5,000 (1.4%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1632 Built: 1977 Tax: $4,154 (2025)Community: Palm-Aire At Sarasota 7-CVilla
Taxes:$4,154
Remarks: Under contract-accepting backup offers. Beautifully updated Palm Aire villa with expansive GOLF COURSE AND POND VIEWS, offering exceptional privacy and serene natural surroundings. This TURNKEY FURNISHED home is move-in ready, perfect for full-time or seasonal living. Thoughtfully upgraded throughout, the villa features luxury vinyl plank flooring in the main living areas, creating a bright, open feel. The updated kitchen includes wood cabinetry, quartz countertops, pantry, stainless steel appliances, breakfast bar, and a spacious dining area. The primary suite offers a walk-in closet and updated en-suite bath with quartz countertops, modern cabinetry, and walk-in shower. The guest bedroom provides comfortable accommodations, and the second bath features updated finishes and a tub/shower combination. A remodeled Florida Room with hurricane impact windows serves as an ideal bonus space for dining, relaxing, card playing or entertaining while enjoying tranquil lake and nature views. Additional highlights include a GARAGE, fresh interior paint, new window treatments, and updated ceiling fans. The interior furnishings are high quality and will not disappoint! Enjoy carefree living as the roof, exterior building and ground maintenance are handled by the association. Conveniently located near shopping, dining, entertainment, and world-renowned beaches. Enjoy easy access to Conservatory Park and a community pool just a short walk away. Optional membership to Palm Aire Country Club offers golf, tennis, pickleball, fitness, and dining. Schedule your private showing today—this one won’t last! I
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
1350 MAIN ST #712, SARASOTA, FL 34236
$589,000141 Days on yellowkey MLS ID: A4680431
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 944 Built: 2007 Tax: $6,909 (2024)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$6,909
Remarks: Experience the best of downtown Sarasota living in this light-filled residence, ideally positioned in the heart of the city with an exceptional walkable lifestyle. Restaurants, coffee shops, galleries, the marina, and Sarasota Bay are just steps from your door, placing you at the center of Sarasota’s vibrant cultural and culinary scene. Located on the desirable bayfront-facing side of the building, the residence enjoys open views along Palm Avenue and abundant natural light through expansive windows and sliding glass doors. The private balcony offers the perfect vantage point for morning coffee or evening relaxation while overlooking the energy of downtown. Inside, high ceilings and an open-concept layout create an inviting sense of space. Tile flooring flows throughout the main living areas, connecting seamlessly to the European-style kitchen. Designed for both everyday living and entertaining, the kitchen features streamlined cabinetry, generous counter space, stainless steel appliances, and a serving bar that opens to the living area. The oversized bedroom serves as a peaceful retreat, complete with a spacious walk-in closet and a well-appointed en-suite bath featuring dual vanities, a soaking tub, and a frameless glass shower. A separate powder room, ample storage, and a building-wide water softener and filtration system add everyday comfort and convenience. This pet-friendly residence includes one assigned parking space and a climate-controlled storage unit. Residents enjoy access to a full suite of amenities, including 24-hour concierge service, a state-of-the-art fitness center with steam rooms, a 72-foot heated lap pool and spa, media and social rooms, a library, and a guest suite for visiting friends and family (available on a first-come basis). Step outside and enjoy Sarasota’s renowned lifestyle offerings—walk to the farmers market, dine along Palm Avenue, attend performances at the Sarasota Opera House or Van Wezel Performing Arts Hall, or head over the bridge to Lido Key Beach and St. Armands Circle. Whether as a full-time residence or seasonal retreat, this downtown Sarasota property delivers modern comfort, resort-style amenities, and unmatched proximity to everything that defines city living on Florida’s Cultural Coast.
Listing Agent: Roger Pettingell (941-387-1840)
1125 LONGFELLOW WAY #125-B, SARASOTA, FL 34243
$155,00051 Days on yellowkey MLS ID: A4691728
REDUCED by $10,000 (6.1%) on 05/31/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1979Monthly Fee: $631 Tax: $2,421 (2025)Community: Shadybrook Village AmdCondo
Taxes:$2,421
Remarks: If you’re searching for a Sarasota townhome that offers low-maintenance living, peaceful preserve views, and a central location, this upgraded end-unit is a standout. Move-in ready and thoughtfully updated, the home features an open-concept layout with 3 bedrooms and 2.5 baths designed for comfortable everyday living. As an end unit, it enjoys additional natural light and enhanced privacy features that set it apart within the community. Step outside to your private patio overlooking a tranquil preserve, creating a quiet outdoor retreat. Inside, the home has been refreshed with quartz countertops, updated cabinetry, modern lighting and plumbing fixtures, fresh interior paint, and new carpet throughout. The washer and dryer are included, making this a true turnkey opportunity. The community has also recently completed new roofs, adding to the home’s overall value and peace of mind. Location is one of the property’s strongest assets. Just minutes from University Parkway, UTC Mall, dining, golf, SRQ Airport, downtown Sarasota, and the Gulf beaches, it offers exceptional convenience for both full-time and seasonal residents. Community amenities include a swimming pool, tennis courts, basketball court, and clubhouse, supporting an active Florida lifestyle without the upkeep of a single-family home.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
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