Location: Sarasota
Do Not Show Listings
5290 DESCANSO CT #201B19, SARASOTA, FL 34238
$459,90038 Days on yellowkey MLS ID: A4694500
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1969 Built: 2005Monthly Fee: $758 Tax: $5,097 (2025)Community: Parisienne GardensCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,097
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Nestled behind the gates of the highly sought-after Botanica on Palmer Ranch community, this beautifully updated, furnished residence offers the perfect blend of comfort, style, and effortless Florida living. Located at 5290 Descanso Court, this spacious 3-bedroom, 2-bath home is ideal as a primary residence, seasonal retreat, or income-producing property. Step inside and immediately appreciate the bright, open layout enhanced by new tile flooring, new carpet, and an abundance of natural light. The eat-in kitchen overlooks a peaceful water view and features new appliances, making it as functional as it is inviting. Relax and unwind on the screened lanai while enjoying tranquil lakefront scenery and Sarasota’s year-round sunshine. Additional upgrades include a new WiFi-controlled thermostat, overhead garage storage and cabinetry, and an installed elevator room for future elevator capability. The community itself has been thoughtfully maintained with a new roof, fresh exterior paint, newly paved streets, gated entry, two resort-style pools with grilling stations, and a beautifully appointed clubhouse complete with a fitness center, meeting rooms, and a kitchen. The HOA fee is a bargain because it includes: landscaping, roof and exterior maintenance, trash pickup, water, common area and gate maintenance, and cable and Wi-Fi are discounted to $25/month. Conveniently located near world-famous Siesta Key Beach, shopping, dining, golf, and top-rated schools, this move-in-ready Palmer Ranch gem delivers the ultimate Sarasota lifestyle buyers are searching for.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: David Mills (770-572-9444)
214 GAINES AVE, SARASOTA, FL 34243
$660,00084 Days on yellowkey MLS ID: A4688411
REDUCED by $20,000 (2.9%) on 05/14/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1992 Built: 1955 Tax: $6,877 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$6,877
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Experience the best of Sarasota living in this beautifully updated single-story ranch home with pool, nestled in sought-after Whitfield Estates—a Manatee County gem with a Sarasota address. Situated near Sarasota Bay, this home sits among multi-million-dollar residences and offers the perfect blend of comfort, charm, and opportunity. This 3-bedroom, 3-bath home welcomes you with bright, open living spaces filled with natural light. The primary bedroom and 2nd bedroom both feature walk-in closets and ensuite baths. The open-concept floorplan connects the living, dining, and kitchen areas—ideal for entertaining or relaxing by the cozy fireplace. A stylish kitchen bar provides extra seating and a central gathering spot. Step outside to your private Florida oasis: a heated pool with screened enclosure, surrounded by lush landscaping on a spacious 1/3-acre lot. Enjoy morning coffee on the front patio with peek-a-boo views of Sarasota Bay, or take an evening stroll to the bay and watch the sunset. Whether you’re searching for a full-time residence, seasonal retreat, or short-term rental investment, this property offers endless possibilities in one of Sarasota’s most desirable neighborhoods. This property is built of concrete block construction, has impact windows, and sits in the desirable X flood zone (flood insurance is not required). Roof is membrane material (2017). AC (2023). For an optional annual HOA fee of just $35, homeowners in Whitfield Estates may obtain a culinary membership at Sara Bay Country Club, granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). You and your guests will have plenty of entertainment and convenience options within a short drive including Sarasota Bay, IMG Academy, SRQ Airport, University Towne Center Mall, downtown Sarasota, St. Armands Circle, Lido Key and gulf beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
4516 TUSCANA DR, SARASOTA, FL 34241
$1,150,00046 Days on yellowkey MLS ID: A4693430
1 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3489 Built: 2006Monthly Fee: $169 Tax: $6,785 (2025)Community: TuscanaSpa: YesSingle Family
Taxes:$6,785
Elementary School: Lakeview Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Built by renowned LEE WETHERINGTON HOMES and tucked behind the gates of the highly sought-after community of Tuscana, this exceptional residence offers the perfect blend of quality craftsmanship, timeless design, and elevated Florida living. Situated on a PREMIUM AND OVERSIZED LOT NESTLED IN A CUL-DE-SAC, surrounded by preserve and lush landscaping, the property offers exceptional privacy and peacefulness. From the moment you arrive, the home makes a striking impression with its long paver driveway, lush tropical landscaping, landscape lighting, tile roof, and stunning heavy impact-rated front doors. Freshly painted inside and out, the home has been thoughtfully updated and meticulously maintained throughout. Designed for both everyday comfort and entertaining, the spacious floor plan features 4 bedrooms, 3 bathrooms, a private den/office, and a versatile upstairs bonus room, ideal for a media room, fitness space, playroom, or additional bedroom/guest retreat. Elegant formal living and dining spaces are complemented by open-concept gathering areas filled with natural light and seamless indoor-outdoor flow through dramatic disappearing sliders. TWO BEAUTIFUL FIREPLACES anchor the main living areas, adding warmth and character to the home. At the center of the home is the gourmet kitchen featuring STUNNING NEW WHITE DOLOMITE COUNTERTOPS, natural gas cooking, paneled refrigerator, stainless appliances, custom cabinetry, oversized island seating, walk-in pantry, and reverse osmosis drinking water at kitchen sink, and an inviting breakfast area overlooking the pool and preserve through aquarium glass windows. The expansive screened lanai was designed to embrace the Florida lifestyle with multiple covered seating and entertaining spaces, outdoor kitchen, saltwater pool and spa, newer pool heater, and tranquil preserve views that create your own private outdoor oasis. The fenced backyard offers additional flexibility for pets and play, and there is a raised garden area perfect for growing vegetables, herbs, or flowers. Additional highlights include a NEW TILE ROOF completed in 11/2025, NATURAL GAS COMMUNITY, tankless water heater, newer Trane A/C in Zone 1, newer Rheem A/C in Zone 2, WHOLE-HOUSE GENERATOR powered by natural gas that also operates the air conditioning systems, WHOLE HOUSE WATER FILTRATION SYSTEM, tray and coffered ceilings, crown molding, oversized 3-car garage, and numerous quality upgrades throughout. Tuscana is an intimate gated community of only 99 homes featuring charming gas lantern-lined streets, no CDD fees, and a prime Sarasota location close to top-rated schools, golf, dining, shopping, UTC, Waterside, downtown Sarasota, and world-famous Siesta Key Beach. Rarely does a home with this combination of lot, privacy, upgrades, and location become available in Tuscana.
Listing is courtesy of: INTEGRA REALTY GROUP INC (941-527-8700)
Listing Agent: Leigh Ann Grooms (941-527-8700)
3975 SQUARE EAST LN #9, SARASOTA, FL 34238
$450,000247 Days on yellowkey MLS ID: A4669269
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2196 Built: 2002 Tax: $4,674 (2024)Community: Palmer Square EastSpa: YesTownhouse
Taxes:$4,674
Elementary School: Gulf Gate Elementary
Tax Year: 2024
Remarks: PRIME LOCATION WITHIN PALMER RANCH, PRIVATE COMMUNITY, CLOSE TO SHOPPING AS WELL AS FAMOUS SIETA KEY BEACH AND THE LEGACY TRAIL. PET FRIENDLY, THREE BEDROOMS, TWO AND 1/2 BATHS, TWO CAR GARGAGE, PAVER DRIVEWAY, SHORT OF 3,000 SQ FT. RARE TOWNHOME WITH ELEVATOR TO THE SECOND FLOOR. THE GRAND MASTER BEDROOM HAS A TREY CEILING, LARGE BATHROOM REMODELED WITH ALL NEW SHOWER AND GRANITE COUNTER TOPS ALONG WITH A ROMAN TUB WITH LARGE WALK-IN CLOSET. THIRD BEDROOM WAS CONVERTED TO A MUST-SEE OFFICE WITH A BUILT IN DESK SHELFING, DAY KITCHEN AND CAN EASILY MAKE BACK INTO A BEDROOM.
Listing Agent: Jeff Wallace (941-248-4686)
3908 OAK GROVE DR, SARASOTA, FL 34243
$849,900151 Days on yellowkey MLS ID: A4680171
0 Days Off yellowkey (back on 5/23/2026)
REDUCED by $20,100 (2.3%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3240 Built: 1986 Tax: $4,197 (2024)Community: Oakwood AcresSpa: NoSingle Family
Taxes:$4,197
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: MAJOR PRICE ADJUSTMENT! Seller motivated! Don't miss this moment to enjoy your own slice of Florida Paradise! A rare find in a quiet neighborhood with over an acre of land. As soon as you turn into the queen palm lined drive you will feel right at home. Schedule your appointment now to see this spacious property that would be a lovely full time home, winter retreat, or multi-generational property. With so many spaces to stretch out, you will find this 4 BR, 3 BA home with bonus/flex areas to exceed your wildest imagination. The unique ranch style home features an expansive Living Room, Family room with wood burning fireplace, Primary Retreat, and Den/Study all on one level. Newer appliances and a huge walk in pantry add to the charm of the kitchen. Cabinet upgrades include a built-in pantry with pull out shelves. Quality dovetail construction and pan drawers add to the kitchen features. The Primary Retreat boasts a huge bonus area for private relaxation, exercise equipment, or a separate entry for the en-suite. Visitors will enjoy the additional guest/family en-suite with pool entry. One of the updated bathrooms features a jetted soaking tub. Start your day off right by the sparkling, heart shaped 15,000 gallon pool. The screened enclosure was replaced in 2025. The thoughtful layout makes the best use of space with storage galore, including platform storage space in the attic with built-in catwalk for ease of access. The large indoor laundry room also has additional closet storage. Architectural shingle roof is 6 years old with transferable warranty. Other key features are double paned windows and sliding glass doors for improved insulation. Pre-cut, pre-drilled, numbered storm panels with storm hardware are ready for hurricane protection. Large septic system and HVAC system were recently serviced. Use your imagination to make the best use of the oversized, air-conditioned, two-car garage with a workbench. There is no HOA, so bring all of your toys...RV, boat, jet skis, and more! This property is a secluded sanctuary in the middle of the city with trees galore! Home is located with easy access to UTC, Sarasota Airport, I75, restaurants, and beaches. Call today to snatch up this enchanting property before it is gone! Own your slice of Florida Paradise today!
Listing is courtesy of: FLORIDA STYLE REALTY (941-380-9399)
Listing Agent: Robin Weaver (941-780-8557)
6480 MIDNIGHT PASS RD #503, SARASOTA, FL 34242
$1,199,00047 Days on yellowkey MLS ID: N6144252
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1979 Tax: $9,073 (2025)Community: Siesta BreakersCondo
Taxes:$9,073
Elementary School: Phillippi Shores Elementary
Remarks: Turnkey-furnished and move-in ready, experience the ultimate coastal lifestyle in this beautifully maintained beachfront condo located on the beautiful, world-famous Siesta Key. Enjoy the soft, white sand of Crescent beach, with a Beach Attendant managing a 200 ft section of private beach. Whether you’re searching for a full-time residence, seasonal getaway, or income-producing investment property, this luxury condo offers the perfect blend of comfort, convenience, and breathtaking Gulf views. Enjoy relaxing mornings and stunning sunsets from your private screened balcony overlooking the sparkling heated pool, tropical courtyard, and turquoise waters of the Gulf of Mexico. Inside, the condo features an open and airy floor plan filled with natural light, tile flooring throughout the main living areas, and tasteful coastal finishes. The kitchen offers ample cabinetry, stainless steel appliances, recessed lighting, tray ceiling detail, and space for entertaining guests with a breakfast bar & dining area. The spacious primary suite provides a peaceful retreat with pool view, plantation shutters and sliding doors that open to the balcony. The ensuite has been updated with dual granite vanities, large walk-in shower and abundant storage. Open the sliders to the balcony for a seamless indoor-outdoor living experience. Residents and guests enjoy resort-style amenities including a beachfront heated pool, direct private beach access with free beach lounge chairs, option to rent an umbrella or cabana, beautifully maintained grounds, covered parking, grills and lighted tennis / pickleball courts. This condo also offers excellent rental potential, making it a fantastic opportunity for investors seeking vacation rental income in one of Florida’s most desirable beach destinations. Ideally located, walk to restaurants, bars, grocery, boat/bike/kayak/jet ski rentals, gift shops and more! Wake up to the beautiful beach & ocean views, where every day feels like a vacation!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Heather Lakeman (941-412-6083)
2901 POPLAR ST, SARASOTA, FL 34237
$375,00066 Days on yellowkey MLS ID: A4691230
REDUCED by $24,000 (6.0%) on 05/23/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1516 Built: 1955 Tax: $3,602 (2025)Community: Glen RidgeSingle Family
Taxes:$3,602
Elementary School: None
High School: None
Middle School: None
Remarks: PRICE IMPROVEMENT!! Completely renovated 3-bedroom, 2 1/2-bath home offering 1,516 sq ft of beautifully updated living space. This property features quartz countertops, stylishly designed bathrooms, and an open floor plan that includes a formal dining area with built-in cabinets, a welcoming living room, and a bright Florida room. A spacious laundry/mud room adds convenience, while the low-maintenance fenced backyard is perfect for relaxing or entertaining with its open cabana, workshop with cabinets, and additional shed. Ideally located in the City of Sarasota near downtown, you’ll enjoy easy access to vibrant shopping, dining, arts venues, waterfront parks, and the stunning Gulf Coast beaches.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
1749 SANDALWOOD DR, SARASOTA, FL 34231
$2,799,000118 Days on yellowkey MLS ID: A4684519
REDUCED by $50,000 (1.8%) on 05/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3204 Built: 1963 Tax: $10,926 (2025)Community: Southpointe ShoresSpa: YesSingle Family
Taxes:$10,926
Middle School: Brookside Middle
Remarks: Tucked in the waterfront enclave of Southpointe Shores, 1749 Sandalwood Drive is a refined expression of coastal elegance and modern sophistication in a rare private compound estate in one of Sarasota’s exclusive and premier waterfront communities. Positioned just moments from the world-renowned beaches of Siesta Key, this exceptional, furnished residence offers a lifestyle defined by tranquility, beauty and effortless access to the best of Sarasota. Set beneath a canopy of mature palms and lush tropical landscaping, the home welcomes you with understated architectural grace and a sense of privacy that feels exclusive and serene. The heart of the home was thoughtfully redesigned with a complete kitchen, dining, bar and living transformation featuring Lube of Italy imported custom cabinetry, Thermador appliances including a warming drawer, Brazilian granite with semi-precious stone detailing, Italian marble flooring, and curated lighting throughout. Impact glass windows and doors enhance safety and natural light, with integrated indoor/outdoor Sonos audio, a whole-house security system with 12 cameras (2024), and dedicated electronics infrastructure providing seamless technology integration. Expansive living and entertaining areas flow seamlessly to an impressive lanai with pool and spa, creating an ideal setting for indoor-outdoor entertaining. Whether hosting sunset gatherings, enjoying a quiet morning coffee with coastal breezes, or relaxing poolside beneath the Florida sky, the home is designed to celebrate everyday living and special occasions. This home is two homes from the intercoastal. For boating enthusiasts, deepwater access provides a gateway to Sarasota Bay and beyond. A 12,000-pound boat lift and 50-amp dock service ensure convenience and capability, supporting a waterfront lifestyle, within minutes of open water and two houses from the intercoastal. Southpointe Shores is treasured for its wide canals, boating culture and established residential character. Residents enjoy proximity to premier marinas, fine dining, boutique shopping, and Sarasota’s vibrant arts and cultural scene. Siesta Key Beach, consistently ranked among the finest in the world, is just a short drive away, offering powder-soft quartz sand and breathtaking Gulf sunsets. Major updates include a new roof (2018), room addition (2018), full re-pipe (2021), pool equipment replacement (2023) and new air-conditioning systems (2024), reflecting the care and investment made throughout the years. A rare opportunity to embrace refined waterfront living in one of Sarasota’s desirable neighborhoods, where every day feels like a retreat and every evening captures the essence of coastal Florida.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Stephen Ault (513-368-8569)
7725 SANDHILL LAKE DR, SARASOTA, FL 34241
$750,000197 Days on yellowkey MLS ID: A4675249
REDUCED by $30,000 (3.8%) on 04/25/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2600 Built: 2019Monthly Fee: $465 Tax: $8,351 (2024)Community: Sandhill LakeSpa: YesSingle Family
Taxes:$8,351
Remarks: One or more photo(s) has been virtually staged. Motivated Seller!! Welcome to your dream home! This stunning Magnolia designer model, quality built by the esteemed luxury builder Heritage Builders, offers an impressive 3 bedrooms, 3 bathrooms, and a versatile den, all within a spacious 2,600 square feet of expertly crafted living space. Ideal for multi-generational living, this home features two separate garages; one accommodating a single car and the other providing room for two, ensuring ample parking and convenience. Step inside to discover an award-winning open floor plan enhanced by soaring 12-foot ceilings and an abundance of natural light. Elegant laminated flooring and crown molding create a welcoming ambiance throughout. The gourmet kitchen is a chef's delight, featuring brand-new quartz countertops, a gas stove, custom cabinetry, and a walk-in pantry. Entertain effortlessly as the dining area opens directly to your heated saltwater pool and spa, beautifully illuminated by new pool lights and surrounded by lush landscaping for maximum privacy. The main bedroom offers direct pool access, a stylish tray ceiling, and two spacious custom walk-in closets. The spa-like en suite bathroom features porcelain tile and a generous shower for a truly indulgent experience. Outdoor entertaining is a breeze with the pre-plumbed area ready for your dream outdoor kitchen. This exquisite home also includes a new refrigerator, new garbage disposal, and a one-year home warranty for your peace of mind. Conveniently located just minutes from fantastic dining, premier golf courses, and the breathtaking Siesta Key beach, this residence boasts low HOA fees that cover lawn maintenance and pest control, with no CDD fees. Plus, it’s situated in a highly-rated school district, making it perfect for families. Don’t miss out on this exceptional lifestyle in a welcoming gated community; check out the attached Features Sheet for more details! Experience comfortable living at its finest today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Andrea Cohen (786-773-0370)
3710 RILMA AVE, SARASOTA, FL 34234
$325,00057 Days on yellowkey MLS ID: A4692166
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1040 Built: 1949 Tax: $4,614 (2025)Community: Ford SubSingle Family
Taxes:$4,614
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 3710 Rilma Avenue! This welcoming cottage home is conveniently located just minutes from downtown Sarasota, the Sarasota-Bradenton International Airport, New College of Florida, the University of South Florida and Ringling College of Art and Design, offering access to a range of cultural, educational and lifestyle amenities. The home features three bedrooms plus a flexible bonus room suitable for an office or additional living space. The kitchen has been updated with granite countertops and stainless-steel appliances, providing durable surfaces and modern functionality. Interior comfort is enhanced by energy-efficient double-pane windows. The exterior of the property is defined by established Clusia hedges that provide privacy, along with mature palm landscaping surrounding the residence. Additional outdoor features include an outdoor shower and an irrigation system from a well. Parking and storage options include a one-car garage, a one-car carport and additional space suitable for a boat or recreational vehicles. With no HOA or deed restrictions, this residence presents a compelling opportunity for a first-time home buyer, an investor seeking property within Sarasota city limits where short-term rentals are permitted, or anyone simply looking to relocate to beautiful Sarasota.
Listing Agent: Christopher Takeda (941-587-4545)
5132 JUNGLE PLUM RD, SARASOTA, FL 34242
$5,985,000411 Days on yellowkey MLS ID: A4651663
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 6928 Built: 2008Monthly Fee: $247 Tax: $45,860 (2024)Community: Hidden HarborSpa: YesSingle Family
Taxes:$45,860
Remarks: Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
7223 CLOISTER DR #111, SARASOTA, FL 34231
$250,000231 Days on yellowkey MLS ID: C7517166
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1257 Built: 1984Monthly Fee: $525 Tax: $2,876 (2024)Community: Gulf Gate GardensCondo
Taxes:$2,876
Remarks: This thoughtfully updated and coveted corner/end unit is ready for you to call it home! A rare 2 Bedroom 2-1/2 bath townhome that boasts newer updates which include granite countertops and soft close cabinetry throughout, a stylishly designed dining room ceiling, luxury vinyl plank flooring, and an enclosed rear porch so you can enjoy the outdoors in comfort 365 days a year. Conveniently close parking and a community pool are just steps away from your door! With an abundance of shopping and restuarants in the area as well as plans for more in the old Sarasota mall location, there will be no shortage of activities. Located approximately 6 miles away from the white sands of Siesta Key beach, know that you picked a great location with all of SW Florida's prized amenities at an excellent price point! Book your showing today!
Listing is courtesy of: ERA ADVANTAGE REALTY, INC. (941-255-5300)
Listing Agent: Khari Nixon (317-503-5350)
1339 22ND ST, SARASOTA, FL 34234
$475,00077 Days on yellowkey MLS ID: TB8497340
REDUCED by $5,000 (1.0%) on 05/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1681 Built: 1959 Tax: $3,260 (2025)Community: Cocoanut HeightsSingle Family
Taxes:$3,260
Elementary School: Gocio Elementary
Remarks: Charming Updated 3BR/2.5BA Home in Sarasota – Move-In Ready! Discover this beautifully renovated gem at 1339 22nd St, Sarasota, FL 34234 (1,681 sq ft living space on an 8,871 sq ft lot). Perfect blend of modern updates and classic Florida charm! Key Features: Prime Corner Lot with Double Street Access: Unique lot connecting to two streets (22nd & adjacent), offering exceptional curb appeal and flexibility. Ample Parking + 2-Car Attached Garage: Wide driveway spaces multiple vehicles easily – no parking hassles! Brand New Luxury Vinyl/Porcelain Tile Flooring Throughout: Sleek, durable, and easy-care for coastal living. Fully Updated Bathrooms: 2.5 modern baths with contemporary finishes. New AC System: Efficient, quiet cooling for year-round comfort. All-New Electrical & Plumbing: Complete modern rewiring and piping for safety and peace of mind. Gourmet Kitchen Shines: White shaker cabinets, stunning gray granite counters, blue subway tile backsplash, stainless steel appliances (fridge, dishwasher, range, microwave), and spacious breakfast bar open to the living/dining area. No HOA! Walk to Ringling College, minutes to Siesta Key beaches, downtown Sarasota dining/shopping, and SRQ airport. Built 1959, feels brand new inside. Zoned RSF3 – ideal for families, investors, or downsizers.
Listing is courtesy of: RADIUS REALTY GROUP LLC (407-541-0779)
Listing Agent: Guillermo Gomez (407-497-9846)
7340 PALOMINO TRL, SARASOTA, FL 34241
$6,950,000256 Days on yellowkey MLS ID: O6352294
Bed: 11 Bath: 9.5 Gar: 10 Liv Area Sq Ft: 15311 Built: 1981Monthly Fee: $150 Tax: $22,398 (2024)Community: Saddle CreekSingle Family
Taxes:$22,398
Remarks: Welcome to The Palomino Estate — a private, 17-acre gated oasis unlike anything else in Sarasota County. Located just 10 miles from Siesta Key Beach and 15 miles to downtown Sarasota, this extraordinary property blends resort-style living with the peace and privacy of the countryside. Set within the equestrian community of Saddle Creek, where horse enthusiasts are welcome to use the 31 miles of riding trails, this multi-residence estate offers over 15,000 sq ft under air across multiple structures, including two custom homes, a 5,000 sq ft air-conditioned “barndominium” and entertainment pavilion, and multiple garages. Behind an eight-foot perimeter fence with dual gated entries, you’ll find lush tropical landscaping, privacy berms, and nature trails weaving through the property. You can stroll through the bamboo forest and reflection garden while enjoying multiple ponds for fishing or kayaking. A raised wooden boardwalk winds through the property offering biking and hiking adventures, while a lighted pickleball, tennis, and basketball court with gazebo creates endless opportunities for recreation. In the center of the compound, a massive stone firepit anchors the grounds for gatherings under the stars. There is plenty of space to have a garden or raise livestock.This expansive estate features two custom residences with pools, plus an entertainment barn constructed of solid block. The barn includes two bedrooms, two bathrooms, a full-saloon-style bar, kitchenette, gym, sauna, golf simulator, movie theater, game room, and outdoor kitchen, creating a space that feels like a private resort. A separate air-conditioned garage with 11-foot ceilings offers space for cars, boats, equipment, and more, while another detached garage adds even more covered parking and storage.Together with the barn, the two homes offer eleven bedrooms, nine and a half bathrooms, and over fifteen thousand square feet under air (more than twenty-two thousand total), making this property ideal for multi-generational living, entertaining, or use as a private retreat.Each structure is equipped with whole-home generators, water filtration systems, and impact windows and doors, along with modern security and digital gate entry panels.Recent improvements include new roofs on every structure in 2023, resurfaced pools with travertine and flagstone decking, composite decking and railings, landscape lighting, golf simulator and sauna installations in 2023, and freshly paved asphalt and concrete driveways, and fencing for pets.The main residence offers expansive living areas, soaring ceilings, a massive stone fireplace great room, multiple en-suite bedrooms, an in-law suite with its own kitchen, and relaxing poolside views. The guest residence has been completely renovated with high quality finishes and could serve as a primary home for your extended family. It features a bright open floor plan with gourmet kitchen and second story wrap-around deck for 360-degree nature views. This home also features a private resort-style outdoor area overlooking the lake. This estate was designed for comfort, recreation, and peace of mind, with every detail crafted for privacy and long-term enjoyment.Whether used as a private family compound, equestrian hideaway, or corporate retreat,The Palomino Estate represents a property that truly has it all—green space, activities, security, luxury, and serenity—all just minutes from Sarasota's world-famous beaches, dining, and shopping.
Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)
Listing Agent: Justin Pekarek (407-808-3695)
4119 VIA SIENNA CIR, SARASOTA, FL 34243
$385,000178 Days on yellowkey MLS ID: TB8460377
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1910 Built: 2022Monthly Fee: $250 Tax: $3,747 (2025)Community: Sienna Park Twnhms/UniversityTownhouse
Taxes:$3,747
Remarks: STUNNING TOWNHOME WITH EXPANSIVE POND VIEWS! This impeccably maintained 3-bedroom, 2.5-bath townhome offers approximately 1,920 square feet of thoughtfully designed living space, complete with a one-car garage and serene water views that create a truly peaceful setting. Upon entering, you are welcomed into a spacious and open great room with plenty of room for both living and dining—perfect for everyday comfort and entertaining alike. The stylish kitchen features quartz countertops, stainless steel appliances, abundant cabinetry, and bar seating, making it both functional and inviting. A convenient pantry provides additional storage, while the open layout allows natural light to flow throughout the space. The entire first floor is finished with elegant wood-look ceramic tile, adding warmth and durability. Upstairs, upgraded wood flooring continues through the stairway and hallway, leading to a well-designed split bedroom layout. The spacious owner’s suite overlooks the tranquil pond and features a large walk-in closet and an oversized en-suite bathroom with dual sinks. Two additional bedrooms are nicely sized and finished with plush carpeting, offering flexibility for family, guests, or a home office. The upstairs laundry room adds everyday convenience and ease. Step out onto the lanai and relax while enjoying peaceful pond views and abundant wildlife, creating a private and serene outdoor retreat. This home is move-in ready, very well maintained, and offers modern finishes throughout. Ideally located near shopping, dining, and everyday conveniences, this townhome combines low-maintenance living with comfort, style, and beautiful water views—an exceptional opportunity you won’t want to miss.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Robert Johnson (813-364-2250)
350 GOLDEN GATE PT #62, SARASOTA, FL 34236
$1,175,000200 Days on yellowkey MLS ID: A4674150
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1677 Built: 1969 Tax: $9,359 (2024)Community: Bay Point AptsCondo
Taxes:$9,359
Elementary School: Southside Elementary
Remarks: The first thing you notice is the view: a full sweep of Sarasota Bay through a wall of windows that defines the main living space. Natural light fills the open living and dining areas, where the water, the John Ringling Bridge, and the downtown skyline sit in clear, uninterrupted sight. A sizeable, light-filled great room anchors the floor plan, offering generous space for living, dining, and relaxing. The kitchen is designed for function and ease, with quartz countertops, white soft-close cabinetry, glass-front display cabinets, and stainless-steel appliances. A peninsula with bar seating connects the kitchen to the main living area, and a built-in desk overlooks the bay as an ideal workspace or breakfast bar with a true waterfront backdrop. The primary suite continues the same water-facing views, offering a wide picture window, recessed lighting, and an en-suite bath with a dual-sink vanity, quartz countertops, tall storage cabinetry, and a seamless-glass walk-in shower. The guest bedroom offers bay views as well, and a second full bathroom features an updated vanity and walk-in shower. Tile flooring runs throughout, maintaining a cohesive flow from room to room. Bay Point Apartments offers a relaxed waterfront lifestyle with a community pool, outdoor lounging space, and a day dock for fishing, launching kayaks, or welcoming friends arriving by boat. Located on quiet Golden Gate Point, the building is minutes to downtown Sarasota, St. Armands Circle, and Lido Beach.
5424 AMERICA DR, SARASOTA, FL 34231
$1,350,000157 Days on yellowkey MLS ID: A4679427
REDUCED by $145,000 (9.7%) on 05/15/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1706 Built: 1983 Tax: $14,691 (2025)Community: Phillippi Gardens 08Spa: NoSingle Family
Taxes:$14,691
Remarks: Nestled on a quiet cul-de-sac in Sarasota, this stunning three-bedroom, three-bath waterfront home offers the perfect blend of tranquility and lifestyle. Enjoy your own private pool with sweeping views over the water, plus direct Intracoastal Waterway access via Philippi Creek. Deep water and a nine-foot bridge clearance make it easy for most 30-foot center console boats to come and go. Just across the creek lies a protected Sarasota watercourse barrier and wildlife refuge, preserving breathtaking, unobstructed views. Recent updates include a brand-new roof, a freshly painted exterior, and the timeless charm of a paver-brick driveway. It also features a 1.5 car garage, perfect for parking a full-size vehicle and a golf cart, bikes, or beach gear. While the interior would benefit from cosmetic updates, the bones and location of this property are truly unbeatable. From your private waterfront retreat, every day feels like a vacation. Best of all, you’re just a five-minute drive from world-famous Siesta Key Beach. Call the listing agent today to schedule your private showing!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Bradley Kayser (941-809-7396)
3301 BAY SHORE RD, SARASOTA, FL 34234
$3,995,000728 Days on yellowkey MLS ID: A4613341
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2703 Built: 1914 Tax: $9,843 (2023)Community: Indian Beach Map OfSpa: NoSingle Family
Taxes:$9,843
Tax Year: 2023
Remarks: Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it’s been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It’s an idyllic paradise reminding us of why people have come to these shores for millennia. Even the beachfront appears unadulterated as do several others along Sarasota’s north shore. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At “the end of the road” is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. The original home on property evokes a bygone era but land values, building codes and FEMA regulations point toward new construction. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential “footprints” for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca’ d Zan. John Ringling’s gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.
Listing Agent: David Jennings (941-650-7354)
4100 TEE RD, SARASOTA, FL 34235
$399,00039 Days on yellowkey MLS ID: A4694503
1 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 1971 Tax: $3,991 (2025)Community: Kensington ParkSingle Family
Taxes:$3,991
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Tucked away at the end of a quiet cul-de-sac in a charming neighborhood, this beautifully renovated 4-bedroom, 2-bath residence offers the perfect blend of style, comfort, and convenience. Ideally located just minutes from Downtown Sarasota, world-renowned beaches, dining, shopping, and cultural attractions, this move-in-ready home is a rare find. Inside, enjoy a light and inviting interior featuring brand-new luxury vinyl wood-look flooring, fresh interior paint throughout, and a thoughtfully redesigned floor plan with four true bedrooms — a feature not often found. The fully updated kitchen showcases new cabinetry, modern finishes, and a fresh contemporary feel perfect for everyday living and entertaining alike. Both bathrooms have been tastefully renovated with stylish updates and timeless appeal. The spacious garage offers excellent storage and functionality, complete with a laundry sink, washer, and dryer. Additional highlights include a newer roof and quality renovations throughout, providing peace of mind for years to come. Privately positioned at the end of the street with minimal traffic, this home combines the tranquility of a tucked-away setting with close proximity to everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
6290 BUCKINGHAM ST, SARASOTA, FL 34238
$500,000139 Days on yellowkey MLS ID: A4681325
REDUCED by $30,000 (5.7%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1835 Built: 1997Monthly Fee: $83 Tax: $3,021 (2025)Community: Wellington ChaseSpa: NoSingle Family
Taxes:$3,021
Remarks: Under contract-accepting backup offers. Welcome to your private oasis in the heart of Wellington Chase, one of Sarasota’s most desirable and centrally located communities. This charming 3 bedroom, 2 bathroom pool home presents a rare opportunity to own a piece of paradise where you can add your own personal touches to create the ultimate dream home. From the moment you step inside, you are greeted by a bright and airy living room that feels spacious, thanks to large sliding glass doors that lead directly to the screened-in pool area. This seamless indoor-outdoor flow is perfect for entertaining or simply enjoying the peaceful, sun-drenched Florida lifestyle. The floor plan is thoughtfully designed for both comfort and functionality, featuring a dedicated dining space and a kitchen equipped with Corian countertops and a convenient closet pantry. Nearby, the oversized laundry room with a brand NEW washer and dryer and built-in shelving offers plenty of extra storage and utility space. The master suite serves as a true sanctuary, boasting a massive walk-in closet and a master bathroom complete with dual sinks, a relaxing soaking tub, and a separate shower. Ensuring privacy for family or guests, the second and third bedrooms are joined by a Jack-and-Jill bathroom. Outside, the backyard is a hidden gem, offering a level of privacy that is hard to find. Whether you are lounging by the pool or enjoying the lush surroundings, this space feels like a personal retreat. Best of all, Wellington Chase offers incredibly low annual HOA fees while keeping you close to everything Sarasota is famous for; including world-class beaches, top-rated schools, and the Legacy Trail. This home is ready for its next chapter and is waiting for someone to unlock its full potential in a premier location.
Listing Agent: Mairead Smialek (847-334-4848)
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