Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
3092 VIA SIENNA CIR, SARASOTA, FL 34243
$425,00017 Days on yellowkey MLS ID: A4695432
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2221 Built: 2022Monthly Fee: $250 Tax: $4,580 (2025)Community: Sienna Park Twnhms/UniversityTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,580
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to 3092 Via Sienna Circle, a light, bright, and beautifully designed end unit townhome in the gated community of Sienna Park at University. With 3 bedrooms, 2.5 baths, a 2-car garage, 2 separate living spaces, and peaceful permanent conservation views, this home offers the space, privacy, and feel of a single family home with the low-maintenance convenience of townhome living. From the moment you arrive, you will notice the extra breathing room this end unit provides. The pavered driveway easily fits up to 4 cars, and guest parking is conveniently located right across the street. Inside, the home feels open and inviting, with natural light pouring in and private views that make you forget you are in a townhome. The well-appointed kitchen is both beautiful and functional, featuring plenty of workspace, great storage, and a huge Costco-sized pantry that everyone dreams about. The layout offers flexibility for everyday living, entertaining, working from home, or creating separate spaces for relaxing and gathering. Upstairs, all 3 bedrooms are generously sized and feature large walk-in closets, giving everyone the storage they need. The spacious laundry room adds even more convenience, while the epoxy-coated garage floor gives the garage a clean, finished feel. Sienna Park at University is a quaint, gated community with a community pool and a charming neighborhood feel. The location is hard to beat, just moments from University Town Center, SRQ Airport, Downtown Sarasota, dining, shopping, entertainment, and some of Florida’s most beautiful world-class beaches. If you have been looking for a townhome that truly lives more like a single family home, with privacy, space, storage, and an unbeatable Sarasota location, this is the one.
Listing is courtesy of: INNOVATE REAL ESTATE (941-202-1723)
Listing Agent: Jennifer Young (484-560-0809)
5737 FORESTER LAKE DR, SARASOTA, FL 34243
$525,00019 Days on yellowkey MLS ID: A4695165
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1990 Built: 1988Monthly Fee: $67 Tax: $4,933 (2025)Community: Cedar CreekSpa: NoSingle Family
Taxes:$4,933
Remarks: Welcome to Cedar Creek, one of Sarasota's most sought-after communities, where tree-lined streets, mature landscaping, and an unbeatable location create the perfect place to call home. This beautifully maintained 4-bedroom, 2-bath pool home combines modern updates with comfortable Florida living. Step inside to discover an open-concept floor plan filled with natural light, soaring ceilings, fresh interior paint, and stylish plank tile flooring throughout the home. At the heart of the home, the fully renovated kitchen shines with elegant quartz countertops, crisp white cabinetry, and an inviting layout that seamlessly connects to the living and dining spaces—ideal for everyday living and entertaining alike. Designed with privacy in mind, the split-bedroom floor plan offers a peaceful retreat for owners and guests. The spacious primary suite features direct access to the lanai, a generous walk-in closet, and an ensuite bath with a large walk-in shower. Multiple sliding glass doors from the family room, dining room, and primary suite open to the expansive screened lanai, creating a true indoor-outdoor lifestyle. Relax under the covered seating area, take a refreshing swim in the sparkling pool, or enjoy the privacy provided by lush tropical landscaping that surrounds the outdoor living space. This home has been lovingly maintained and thoughtfully updated, including a newer roof (2021), A/C (2018), newer pool pump (2026), and recently replaced lanai screens, offering peace of mind for years to come. Residents of Cedar Creek enjoy low HOA fees, no CDD fees, and a prime location just minutes from UTC shopping and dining, Nathan Benderson Park, Lakewood Ranch, Sarasota-Bradenton International Airport, world-class golf courses, downtown Sarasota, vibrant arts and entertainment venues, and the area's renowned Gulf Coast beaches. Move-in ready and perfectly positioned in the heart of Sarasota, this exceptional pool home offers the lifestyle you've been searching for. Schedule your private showing today!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Daria Chmyl (941-900-4344)
5655 BENTGRASS DR #9-116, SARASOTA, FL 34235
$299,00050 Days on yellowkey MLS ID: A4691878
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $3,278 (2025)Community: Las Palmas Of SarasotaTownhouse
Taxes:$3,278
Remarks: One of the most spectacular renovations in all of Las Palmas is now available. This unit has been meticulously and professionally redone in 2024; designed to appeal to the discerning buyer. Beautiful tile floors throughout greet you when you first enter this three-story townhouse. Up one flight of stairs brings you to the heart of the home. A beautiful and tasteful kitchen with solid wood cabinets, granite counter tops, stainless appliances and a tile backsplash. The kitchen has an open feel and flows seamlessly into the family room. A generous dining area completes this special space. From the family room, you can step out onto your private balcony, recently sealed and rescreened with screening meant to keep out the bugs. The view of the serene lake is a sight to behold. On this level there is also a bedroom, and full bath which underwent a total renovation. Up another flight of stairs brings you to the main bedroom, with a spa like renovated main bathroom and walk in closet. Another bedroom on this level can be utilized with endless possibilities. The closet contains custom shelving. The washer and dryer are also on this level making laundry day a breeze. All the doors have been replaced and repainted, all the railings have been repainted as well. Add these to the total interior painting and this wonderful unit is move in ready. A private one car garage, new impact windows on the third floor and a NEW ROOF make this unit a must see. Come live the dream.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Susan Noah (941-468-9286)
1685 LAUREL ST #3, SARASOTA, FL 34236
$849,500170 Days on yellowkey MLS ID: A4676566
REDUCED by $25,490 (2.9%) on 05/13/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1667 Built: 2005Monthly Fee: $850 Tax: $7,785 (2025)Community: The Villas On LaurelTownhouse
Taxes:$7,785
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Virtually Staged. Just one block from Burns Court and 2 more blocks to Main Street, this beautifully updated three-bedroom, three-bath townhome with loft offers a rare combination of privacy, sophistication, and truly walkable downtown living. Thoughtfully positioned within an intimate community of 9 units, this residence enjoys views of the pool and lush greenery through tall impact casement windows from nearly every room—creating a far more private and serene setting than typically found in downtown living. Spanning two thoughtfully designed levels, the home blends architectural character with modern comfort and functionality. Recent improvements include new luxury vinyl flooring, fresh interior and exterior paint, a new HVAC system, and a new roof, offering both style and peace of mind. The kitchen is designed for everyday ease and entertaining alike, featuring a gas range and complemented by the efficiency of a tankless water heater. The first floor features a private guest bedroom with a full bath just across the hall—ideal for visitors, a home office, or flexible living needs. Upstairs, the spacious primary suite and additional guest suite each offer ensuite baths, while the loft provides the perfect flex space for a media room, office, fitness area, or reading retreat. Located within a pet-friendly community, residents enjoy effortless access to acclaimed restaurants, boutiques, galleries, theaters, waterfront parks, marinas and directly adjacent to Laurel Community Park. The association has recently completed an extensive capital improvement program, significantly enhancing the long-term value and stability of the community while maintaining comparatively low HOA dues. Major completed projects include roof replacement, exterior painting, pool resurfacing with pebble quartz finish, asphalt paving, updated landscaping and irrigation systems, outdoor lighting improvements, garbage enclosure replacement, and continued preventative maintenance. A comprehensive property assessment completed in 2025 confirmed the property’s well-maintained condition and long-life asset profile, with most major systems recently renewed or significantly extended through capital investment. Additional conveniences include two dedicated parking spaces, access to a community storage room ideal for beach gear and bicycles, and shared outdoor space with room for grilling and entertaining. Elegant yet comfortable, private yet connected, this impeccably maintained residence captures the essence of refined downtown living in one of Sarasota’s most desirable neighborhoods, Historic Laurel Park.
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Mandy Mapp (941-650-6009)
1065 LEWIS AVE, SARASOTA, FL 34237
$389,90021 Days on yellowkey MLS ID: A4695338
REDUCED by $10,000 (2.5%) on 06/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1295 Built: 1996 Tax: $2,544 (2025)Community: FairwaySpa: NoSingle Family
Taxes:$2,544
Elementary School: Tuttle Elementary
Remarks: NO HOA • NO FLOOD ZONE • BLOCK CONSTRUCTION • NEW ROOF 2022 • OVERSIZED 2-CAR GARAGE Welcome to this beautifully maintained 3-bedroom, 2-bath home ideally located in the heart of Sarasota. Built with durable block construction and featuring a new roof installed in 2022, this property offers peace of mind, flexibility, and exceptional value. Inside, you'll find a bright open floor plan filled with natural light, updated finishes, and a spacious kitchen featuring granite countertops, stainless steel appliances, and modern cabinetry—perfect for both everyday living and entertaining. Step outside to enjoy the large screened lanai overlooking a fully fenced backyard complete with a storage shed, offering plenty of space for pets, gardening, outdoor gatherings, or simply relaxing in your own private retreat. One of this home's biggest advantages is its unbeatable location. Just minutes from Downtown Sarasota, Payne Park, Sarasota Memorial Hospital, Ed Smith Stadium, shopping, dining, and Sarasota's world-famous beaches, you'll enjoy easy access to everything that makes Sarasota one of Florida's most desirable places to live.Whether you're a first-time homebuyer, looking to downsize, or searching for a solid investment opportunity, this home offers the perfect combination of location, comfort, and everyday convenience. Schedule your private showing today.
Listing is courtesy of: PARADISUS REALTY GROUP CO (941-281-4973)
Listing Agent: Andres Salgado (941-875-2949)
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,00058 Days on yellowkey MLS ID: A4690932
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,366 (2025)Community: The Strand Of SarasotaCondo
Taxes:$6,366
Elementary School: Gocio Elementary
Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
630 CORWOOD DR, SARASOTA, FL 34234
$799,00062 Days on yellowkey MLS ID: A4690643
REDUCED by $25,500 (3.1%) on 06/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1897 Built: 1963 Tax: $7,711 (2025)Community: Corwood ParkSpa: NoSingle Family
Taxes:$7,711
Remarks: Welcome home to Corwood Park—where Sarasota living feels effortless. Tucked into one of the area's most sought-after pockets west of the Trail, this beautifully updated home offers the rare combination of move-in-ready comfort, a sparkling pool, and a lush, private setting on nearly a quarter acre. From the moment you arrive, mature tropical landscaping sets a peaceful, resort-like tone that continues throughout the property. Inside, the renovated kitchen is a standout, featuring crisp shaker cabinetry, new countertops, and stainless-steel appliances—a space designed for both everyday living and entertaining. New tile flooring flows throughout the home, the bathrooms have been tastefully updated, and impact-rated patio doors add both style and peace of mind. A new high-efficiency washer and dryer round out the thoughtful upgrades, so all you need to do is unpack and settle in. Step outside to your own private oasis: a refreshed pool area perfect for morning swims, weekend barbecues, or simply unwinding under the Florida sun. The spacious, beautifully shaded lot offers room to garden, play, or simply enjoy the outdoors in privacy. The location is hard to beat—just minutes from the shimmering waters of Sarasota Bay (hello, sunset views), the Ringling Museum, Sarasota Jungle Gardens, downtown Sarasota's dining and arts scene, SRQ Airport, and some of the area's most beautiful beaches. Whether you're searching for a forever home, a seasonal escape, or simply a place that feels like vacation every day, this Corwood Park gem checks every box—comfort, character, and an unbeatable address.
Listing is courtesy of: CCI REALTY (954-667-6692)
Listing Agent: Oscar Betancourt (954-854-3959)
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$449,90044 Days on yellowkey MLS ID: A4689277
REDUCED by $10,100 (2.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985Monthly Fee: $617 Tax: $2,477 (2025)Community: ChanteclaireVilla
Taxes:$2,477
Remarks: Virtually Staged. Welcome to this beautifully reimagined villa in the highly sought-after Meadows community, where timeless design meets modern sophistication. This fully renovated residence offers 2 bedrooms with a flexible third space that can serve as a private den, office, or easily function as a third bedroom tailored to fit your lifestyle. Every detail has been thoughtfully curated, showcasing a light, bright interior with an elegant, airy aesthetic. As reflected in the virtual staging, the open-concept design is complemented by clean lines, upscale finishes, and a seamless flow between living spaces perfect for both relaxed everyday living and effortless entertaining. Natural light fills the home, enhancing the soft, neutral palette and creating a warm yet refined ambiance throughout. Ideally located in The Meadows, known for its lush landscapes, walking trails, and proximity to dining, shopping, and Sarasota’s finest amenities, this residence offers the perfect balance of tranquility and convenience. Unlock exceptional living in one of Sarasota’s most desirable communities.
Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)
Listing Agent: Robin Eekhof (941-504-1941)
1221 N PALM AVE #202, SARASOTA, FL 34236
$425,00035 Days on yellowkey MLS ID: A4693884
0 Days Off yellowkey (back on 6/14/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1924 Tax: $4,361 (2025)Community: Frances CarltonCondo
Taxes:$4,361
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Own a piece of downtown Sarasota history. Set along iconic Palm Avenue, the Frances Carlton is a 1924 Mediterranean Revival landmark listed on the National Register of HISTORIC Places, placing theaters, galleries, dining, and the marina nearby, while offering a sense of character and permanence rarely found today. This intimate boutique building of just 19 residences is thoughtfully maintained, with FULLY FUNDED RESERVES, completed Structural Integrity Inspection, and amenities including a private pool, garden areas, and gated assigned parking. This FULLY REMODELED second-floor residence has never been lived in since its renovation and offers a clean, modern interpretation of the building’s historic charm. With windows on three sides, a rare feature in condominium living, the home is filled with natural light throughout the day. The layout reflects its European-influenced design, with defined spaces, arched windows, and a sense of proportion setting it apart from more conventional layouts. The bright sunroom extends the living space and overlooks the pool below, ideal as a reading room, office, or quiet retreat. The residence offers one assigned, secured parking space. This is your opportunity to own a thoughtfully updated home in one of Sarasota’s most recognizable historic buildings, in a truly walkable downtown location. Don't let this one get away!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
140 S BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$2,350,000114 Days on yellowkey MLS ID: A4683280
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2206 Built: 1951 Tax: $19,449 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$19,449
Remarks: Welcome to an extraordinary opportunity on Lido Key, where refined coastal elegance meets exceptional investment potential. This beautifully appointed three-bedroom, two-bath pool home is being offered fully turnkey furnished and has an established history as a successful income-producing rental property, making it as smart as it is stunning. Nestled beneath mature shade trees on an oversized 10,285 square foot lot, the property offers rare privacy just moments from the beach. Lush tropical landscaping surrounds the home, creating a serene island setting that feels worlds away while remaining close to everything that makes Lido Key so desirable. Inside, soaring ceilings and expansive windows flood the home with natural light, enhancing the open-concept layout designed for effortless entertaining and everyday comfort. Warm wood floors, thoughtfully curated finishes, and a soft coastal palette create a relaxed yet sophisticated ambiance throughout. Every space feels intentional, welcoming, and ready to enjoy from day one. The chef’s kitchen is a true centerpiece, featuring rich custom cabinetry, granite countertops, stainless steel appliances, double ovens, a wine fridge, and an extended breakfast bar perfect for hosting family and guests. The adjacent dining area opens seamlessly through sliding glass doors to the outdoor living space, blurring the lines between indoor comfort and Florida sunshine. The spacious primary suite serves as a private retreat, complete with vaulted ceilings and a spa-inspired bath offering dual vanities, custom cabinetry, and a walk-in shower. Two additional guest bedrooms provide flexibility for visitors or vacation renters, while a full-size laundry area, built-in workspace, and generous storage add convenience to the home’s thoughtful design. Step outside and discover your own private resort. The sparkling pool and expansive patio create the ultimate backdrop for entertaining, relaxing, and soaking in the year-round Florida lifestyle. Covered dining areas and multiple lounging spaces make this backyard oasis ideal for everything from quiet mornings with coffee to lively sunset gatherings. Location is everything, and this home delivers. Just minutes from the pristine sands of Lido Beach and the iconic boutiques and dining of St. Armands Circle, you’ll enjoy immediate access to world-class shopping, waterfront restaurants, boating, and the vibrant arts and culture of downtown Sarasota. Lido Key continues to be one of the Gulf Coast’s most coveted destinations, prized for its laid-back luxury and strong vacation rental demand. Whether you are searching for a sophisticated island residence, a luxury vacation retreat, or a high-performing investment property with proven income history, this exceptional Lido Key home offers the rare combination of lifestyle, location, and long-term value. This is more than a home — it is the island dream realized.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
1010 VILLAGIO CIR #106, SARASOTA, FL 34237
$249,9001227 Days on yellowkey MLS ID: A4560093
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002Monthly Fee: $329 Tax: $2,049 (2021)Community: Villagio CondominiumCondo
Taxes:$2,049
Tax Year: 2021
Remarks: WONDERFUL. UNIQUE SARASOTA CONDO ON A VERY CONVENIENT PLACE. NEAR DOWNTOWN, BEACHES, ST. ARMANDS CIRCLE SHOPPING-RESTAURANTS AND ORIOLES BASEBALL STADIUM. AFFORDABLE PRICE.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Gloria Insua Massa (941-302-8123)
5552 BENTGRASS DR #7-116, SARASOTA, FL 34235
$250,0009 Days on yellowkey MLS ID: A4695756
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $2,892 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$2,892
Remarks: GORGEOUS AND PRICED TO SELL! Impressive upgrades, stylish, and great location! Step into the largest three-bedroom, two-bath floor plan in Las Palmas, where thoughtful design meets exceptional updates. This unique residence offers peaceful water views, lush mature landscaping, and a layout that truly stands out. From the moment you enter, you'll be captivated by the second story soaring ceilings, enhanced by an impressive catwalk feature that allows natural light to flood the space. The beautifully updated kitchen, modern laminate flooring, and meticulous upkeep make this home move-in ready. Newer AC system, a newer hot water heater, upgrades kitchen floors, and modern updates throughout. Las Palmas is a highly sought-after gated community offering an unparalleled lifestyle. Enjoy direct access to Benderson Park through a private gate, making morning walks, bike rides, or trips to UTC effortless. No need to worry about parking for special events ... simply stroll or cycle to Sarasota's premier shopping and dining destination. Residents also have access to resort-style amenities, including two heated swimming pools, tennis courts, two clubhouses with a TV room, two fitness centers , a car wash station, a dog park, and even extra storage for RVs and large trucks. This home is a rare find and beautifully maintained, thoughtfully updated, and priced to sell. Don't miss your chance to own one of the best values in Sarasota. This condo is not only exciting to view but it's also priced below well below it's value, and incredibly well taken care of by it's current owners. Schedule your showing today!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
1100 IMPERIAL DR #108, SARASOTA, FL 34236
$569,00036 Days on yellowkey MLS ID: A4692243
REDUCED by $30,000 (5.0%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $7,769 (2025)Community: Bays Bluff Atps Sec 1Spa: YesCondo
Taxes:$7,769
Remarks: MOTIVATED SELLER! DON'T MISS THIS OPPORTUNITY! This 1st floor end-unit directly faces Sarasota Bay and offers the ability to walk right out to the bayfront. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Nicely updated, this unit is move-in ready with some furniture included. Hurricane-impact windows provide added peace of mind. The screened lanai is a wonderful place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. Are you a dog lover? Imagine being able to take your dog out directly from your unit and walk with them along the bayfront. * * * The waterfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with water views and a prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
5071 BARRINGTON CIR #1602, SARASOTA, FL 34234
$149,90056 Days on yellowkey MLS ID: A4691290
0 Days Off yellowkey (back on 5/19/2026)
REDUCED by $15,000 (9.1%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1982 Tax: $497 (2025)Community: Barrington WoodsVilla
Taxes:$497
Remarks: Spectacular Sarasota end-unit villa offering 2 bedrooms and 2 bathrooms, perfectly positioned with a 1-car carport conveniently located near the unit entry. Enjoy serene pond views from the primary bedroom, living room, and glass-enclosed lanai, creating a peaceful and private retreat. Features include a screened front entry leading into a welcoming foyer, a spacious kitchen with eat-in area and breakfast bar, and an in-unit laundry closet with full-size washer & dryer. Additional highlights include a large exterior storage closet, security system, central vacuum, impact glass windows, and major updates with a new AC (October 2023) and hot water heater (February 2022). Offered as an estate sale and sold with all contents in the unit and storage closet. Residents also enjoy access to a community pool and a prime location just minutes from Gulf beaches, the Ringling Museum, Sarasota-Bradenton International Airport, and vibrant downtown Sarasota.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
5019 STEVENS DR, SARASOTA, FL 34234
$635,000116 Days on yellowkey MLS ID: A4683765
1 Days Off yellowkey (back on 6/13/2026)
REDUCED by $5,000 (0.8%) on 06/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1592 Built: 1957 Tax: $5,172 (2025)Community: Sapphire HeightsSpa: NoSingle Family
Taxes:$5,172
Remarks: Under contract-accepting backup offers. Fully renovated mid-century gem in the charming and highly coveted Indian Beach Sapphire Shores neighborhood of Sarasota. This exceptional three-bedroom, two-bathroom home has been lovingly preserved and thoughtfully restored with a strong emphasis on period-appropriate mid-century design and timeless style. Original terrazzo floors sparkle throughout the main living areas, honoring the home’s architectural roots. The fully renovated kitchen features new high-end appliances and blends seamlessly with the home’s classic aesthetic. The former Florida room has been transformed into comfortable year-round living space with permanent climate control, with the design anchored by an authentic vintage 1960s Preway wood-burning cone fireplace — a true statement piece. High-end mid-century light fixtures are showcased throughout, including multiple authentic Herman Miller pieces. Major updates provide peace of mind, including a new roof (2023), brand-new HVAC system and ductwork (2024), and a new solid wood privacy fence (2024). All bedrooms offer sizable closets, and the large zero-scaped front yard ensures beauty with minimal maintenance. The expansive backyard is a private retreat, featuring a generous paver patio and ample space for a pool or future additions. A newly installed barrel sauna and cold plunge create a spa-like sanctuary along the side yard, with convenient access from the principal suite. The true highlight of the home is the architect-designed principal bedroom and bathroom suite, completed in 2025 — an incredibly rare feature for this neighborhood and era. Designed as a private oasis, the light-filled bedroom includes a picture window and charming window seat, thoughtfully separated from the two guest bedrooms on the opposite wing of the home. The spacious en-suite bathroom is professionally interior designed and features high-end fixtures, a large walk-in shower, a freestanding spa tub, double vanity, and a walk-in closet. An exterior door provides direct access to the outdoor spa area for seamless indoor-outdoor living. Ideally located, this home is within a short distance to multiple beautiful waterfront parks and the renowned The John and Mable Ringling Museum of Art. Just five minutes to downtown Sarasota and ten minutes to the pristine beaches of Lido Key, you’ll enjoy the very best of Sarasota’s natural beauty and vibrant cultural scene — all from the comfort of your exquisitely restored mid-century home in one of the city’s most beloved neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Agnes Cameron (941-388-3966)
266 OAK HILL DR #34, SARASOTA, FL 34232
$285,0008 Days on yellowkey MLS ID: A4696620
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1024 Built: 1985Monthly Fee: $559 Tax: $2,638 (2025)Community: Village Oaks Sec AVilla
Taxes:$2,638
Remarks: Welcome to this beautifully maintained 2BR/2BA villa with a private single-car garage, offering comfort, updates, and peace of mind in a prime Sarasota location. Major improvements have already been done, including impact windows and sliding glass doors (2025), a new A/C system (2025), new roof and gutters (2024), and water heater (2020), updated master bathroom making this home truly move-in ready with lower maintenance costs for years to come Located in a quiet, established community surrounded by mature oak trees and lush green space, this villa offers a relaxed Florida lifestyle just minutes from everything: Downtown Sarasota, I-75, UTC Mall, St. Armands Circle, and the world-famous Lido Key beaches. Residents enjoy resort-style amenities including a lakeside heated pool, tennis courts, and pickleball—perfect for staying active or socializing with neighbors in a friendly, well-kept neighborhood.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Julianna Kovacs (941-518-6485)
2542 22ND ST, SARASOTA, FL 34234
$319,90016 Days on yellowkey MLS ID: A4695742
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1320 Built: 1986 Tax: $3,189 (2025)Community: Lorraine Park Rep Of PtSpa: NoSingle Family
Taxes:$3,189
Remarks: Welcome home! Nestled in a quiet, established Sarasota neighborhood on a dead end street, this charming 3-bedroom, 1-bath single-family home offers comfort, convenience, and plenty of outdoor space This 3 bedroom 1 bathroom was originally rehabbed 2018 and remodeled 2026 move in ready. Garage door 2018, new sewer service 2018, new roof 2018, new fence 2026 Seller ordered new impact windows will be installed in 6 weeks ((Front Window is PHOTO Changed Not Installed Yet! )) No HOA here Conveniently located minutes away from downtown Sarasota and Lido Beach. You are minutes away from world-class Gulf beaches, local parks, premier shopping, and the Sarasota-Bradenton International Airport
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Michel Ruiz (941-914-2460)
4481 ASCOT CIR N, SARASOTA, FL 34235
$285,000304 Days on yellowkey MLS ID: A4662740
REDUCED by $13,000 (4.4%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience. Step inside this home peacefully knowing the major concerns have been upgraded a NEWER ROOF, A/C 2023, WATER HEATER 2023, EXTERIOR PAINT IN 2023 AND NEW BACKFLOW METER IN 2026. Seller is offering a $3000 CREDIT for HOA fees! Ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
776 ANEGADA LN, SARASOTA, FL 34234
$794,1708 Days on yellowkey MLS ID: A4696936
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2201 Built: 2025Monthly Fee: $250 Tax: $4,506 (2025)Community: Gracewater At SarasotaSpa: YesSingle Family
Taxes:$4,506
Remarks: Pool home in the sought after Gracewater Community right in the heart of Sarasota. Our Waters Edge home offers generous living space for the whole family to enjoy. With 4 bedrooms, 2.5 bathrooms there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and pool area add even more excitement to this already impressive home. Gracewater is a maintenance free, gated community minutes to downtown and beaches.
Listing is courtesy of: PRIVADA REALTY (941-233-6000)
Listing Agent: Perry Pope (941-737-9124)
1900 BENJAMIN FRANKLIN DR #V11, SARASOTA, FL 34236
$799,00012 Days on yellowkey MLS ID: A4696174
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1967 Tax: $5,712 (2025)Community: Lido HarbourVilla
Taxes:$5,712
Remarks: Beachside living awaits in this beautifully renovated, turnkey-furnished villa just steps from the sugar-white sands of Lido Beach. This two-bedroom, two-bath residence offers a relaxed island lifestyle in an unbeatable location. The thoughtfully redesigned interior features an open floor plan centered around a spacious great room. The kitchen is beautifully appointed with contemporary cabinetry, quartz countertops, stylish backsplash, and premium KitchenAid appliances, including an induction cooktop and beverage refrigerator. Stylish finishes throughout include large-format porcelain tile flooring, crown molding, recessed LED lighting with dimmer switches, and custom remote-controlled window treatments. The primary suite features a walk-in closet and ensuite bath, while both bathrooms offer floor-to-ceiling porcelain tiled walk-in showers with frameless glass enclosures, built-in niches, and LED lighted mirrors. Additional upgrades include updated plumbing and water lines, underground sewer drains, an updated electrical panel and wiring, and a newer A/C system. A large laundry room with built-in cabinetry, counterspace, Maytag washer and dryer, and direct access to the attached carport adds convenience and functionality. Located on the quiet southern end of Lido Key, this ground-level villa offers the privacy of a single-family home with the ease of maintenance-free living. Enjoy direct beach access and a heated Gulf-front pool with clubhouse just moments from your door. Ideally located near South Lido Park, St. Armands Circle, and downtown Sarasota, you'll enjoy easy access to dining, shopping, nature trails, kayaking, cultural attractions, and breathtaking Gulf sunsets. Move right in and start enjoying the best of Sarasota's beach lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Judy Nimz (941-374-0196)
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