Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
2480 ALAMEDA AVE, SARASOTA, FL 34234
$1,450,00014 Days on yellowkey MLS ID: A4695803
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2421 Built: 1960 Tax: $8,192 (2025)Community: Sarasota Bay ParkSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,192
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Located within Sarasota city limits in the Indian Beach/Sapphire Shores neighborhood, 2480 Alameda Ave offers a beautifully remodeled, move-in ready home with real flexibility for how you use it. This 4-bedroom, 3.5-bathroom home was completely remodeled starting in 2021 with all-new plumbing, updated HVAC, new flooring, a reimagined kitchen, and fully remodeled bathrooms. The open floor plan is warm and inviting, featuring a custom fireplace with mantle, quartz counters, wood cabinetry, and a pantry off the kitchen leading to a dedicated laundry room. Outside, a saltwater pool and paver patio added in 2025 create a private oasis perfect for full-time living or generating exceptional rental income. A separate detached structure on the property opens the door to even more possibilities — artist studio, home office, she-shed, or additional guest accommodations. Already a proven rental performer before the pool was added, this property is primed for even stronger returns. Live here full time, rent it seasonally, or lease it annually — the choice is yours. Minutes to Downtown Sarasota, St. Armand's Circle, and Sarasota's famous Gulf beaches.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Catherine Aganmayo (612-910-9915)
1750 BENJAMIN FRANKLIN DR #5F, SARASOTA, FL 34236
$850,00014 Days on yellowkey MLS ID: A4693130
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1781 Built: 1970 Tax: $8,633 (2025)Community: Key Tower SouthCondo
Taxes:$8,633
Elementary School: Southside Elementary
Remarks: Experience the best of beachfront living at Key Tower South on Lido Beach. The expansive beach views are nothing short of spectacular from the moment you enter the lobby. As your guests enter this spacious 1,781-square-foot residence, their first impression will be the lovely hospitality bar in the large foyer area. This well-appointed unit features a large open living and dining area bordered by a 23 foot long sunroom. * * * There are two generous bedrooms plus a versatile den with a built-in Murphy bed concealed within attractive custom wood cabinetry. Large travertine stone tile flooring flows throughout the main living areas, while the primary suite offers brand-new carpeting, two large walk-in closets, a dual sink vanity, a comfort-height toilet, a walk-in shower and its own private sunroom. Abundant storage throughout the entire residence adds to its everyday convenience and the recessed lighting creates a contemporary feel. The kitchen is well laid out with lots of counter space and areas for admirers or critics to pull up a bar stool and watch the chef work their magic. * * * Enjoy the peaceful eastern exposure on the private terraces off both the living room and primary bedroom, providing inviting sunlit spaces to relax and take in views of the Sarasota skyline, which sparkles beautifully after sunset. One of the home's two air-conditioning systems is brand new and the other was installed in 2022. * * * Key Tower South has undergone extensive renovations, including a complete transformation of the lobby and common areas in 2025. The building also features its own perimeter hurricane and storm-surge protection system for added peace of mind. Residents enjoy 220 feet of private Gulf-front beach, direct beach access, a heated beachfront pool, expansive sun deck, fitness center, saunas, library, bike storage, and on-site management. This exceptional residence offers the comfort, convenience, and lifestyle that make Lido Beach one of Sarasota's most desirable waterfront destinations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
3092 VIA SIENNA CIR, SARASOTA, FL 34243
$425,00014 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
Taxes:$4,580
Elementary School: Emma E. Booker Elementary
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
$525,00016 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
$299,00047 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)
1065 LEWIS AVE, SARASOTA, FL 34237
$389,90018 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)
7247 TIDELAND LN, SARASOTA, FL 34240
$559,99035 Days on yellowkey MLS ID: TB8507248
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1751 Built: 2026Monthly Fee: $284 Tax: $5,511 (2025)Community: Emerald Landing At WatersideTownhouse
Taxes:$5,511
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: This spectacular Seawater TownHome embodies modern living while giving you breath taking lake views and a large front porch area. The oversized garage is epoxy coated and will allow for parking of 2 cars with ample room for bikes or a golf cart. Laminate wood floors cover the entire first floor and you have floor to ceiling tile in the owner's shower. Emerald Landing amenities include a lakefront pool, pickleball courts, dog park and clubhouse. We are a 12 min walk to waterside place with all of its shopping and restaurants. Come visit Emerald Landing to see what waterfront living is all about!
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
7212 SUTTON LN, SARASOTA, FL 34240
$649,99035 Days on yellowkey MLS ID: TB8507320
REDUCED by $25,000 (3.7%) on 06/11/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2344 Built: 2025Monthly Fee: $284 Tax: $3,395 (2025)Community: Emerald Landing At WatersideTownhouse
Taxes:$3,395
Remarks: Discover the Coastline floor plan by David Weekley Homes in the highly sought-after Emerald Landing community. Perfectly positioned on a desirable End-Unit next to open green space, this home offers added privacy, extra natural light, and a more spacious feel rarely found in typical homesites. Inside, the thoughtfully designed open-concept layout seamlessly connects the kitchen, dining, and family room—creating the perfect space for entertaining guests or enjoying everyday living on the first level. The gourmet kitchen features a large center island overlooking the main living area, ample counter space, and an inviting layout that makes it the heart of the home. Expansive windows fill the home with natural light, while the corner location provides peaceful views and a sense of openness thanks to Lake view. The private owner's suite is designed for relaxation with a spacious bedroom, well-appointed bathroom, and generous walk-in closet. Additional bedrooms provide flexible space for family, guests, or a home office. Built with the quality craftsmanship and energy-efficient features that David Weekley Homes is known for, this home offers comfort, style, and long-term value. Located in Emerald Landing, residents enjoy a welcoming neighborhood atmosphere with convenient within walking to Waterside for access to shopping, dining, entertainment, and major roadways. Emerald Landing offers a Resort Style pool with lap lanes, Cabanas, Entertainment lawn, Pickelball Courts, Fire Pit, Dog Park, Boat Dock, and a Water Taxi, and Walking & jogging paths overlooking picturesque Lake view within 1 block to the ammentity center. Don't miss the opportunity to own this beautiful End Unit in Emerald Landing—a rare combination of location!
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,00055 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
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
$799,00059 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
$449,90041 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
$425,00032 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)
1079 WATERLINE CT, SARASOTA, FL 34240
$599,0006 Days on yellowkey MLS ID: A4696172
0 Days Off yellowkey (back on 6/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1810 Built: 2024Monthly Fee: $397 Tax: $7,154 (2025)Community: Lakehouse Cove/Waterside Ph 5Single Family
Taxes:$7,154
Remarks: Under contract-accepting backup offers. Nearly new and beautifully upgraded, this exceptional Tiller floor plan is nestled within the upscale and highly sought-after LakeHouse Cove at Waterside, one of the premier neighborhoods in Lakewood Ranch. Thoughtfully designed and impeccably maintained, this residence offers three bedrooms, two bathrooms, and a two-car garage with professionally finished flooring, all positioned on a desirable preserve homesite that provides a peaceful backdrop and enhanced privacy. From the moment you enter, the home's elevated design and attention to detail are evident. Elegant tile flooring extends throughout the entire residence, creating a seamless and sophisticated look. The open-concept layout is enhanced by custom built-in cabinetry, a striking feature wall, designer wallpaper, upgraded light fixtures, stylish ceiling fans, and custom window coverings that add warmth, character, and refinement to every room. At the heart of the home, the kitchen is both functional and beautiful, featuring an upgraded designer backsplash, abundant cabinetry, and a spacious island that overlooks the dining area and great room, making it ideal for entertaining and everyday living. Sliding glass doors open to the screened lanai where tranquil preserve views create a serene outdoor setting perfect for morning coffee or evening relaxation. Additional upgrades include a whole-house water purification system, providing enhanced comfort and peace of mind. Every detail has been carefully selected to create a move-in-ready residence that blends luxury with everyday convenience. Residents of LakeHouse Cove enjoy an exceptional lifestyle surrounded by stunning natural beauty and world-class amenities. The community features a resort-style pool and spa, state-of-the-art fitness center, elegant clubhouse, pickleball courts, kayak launch, boathouse, scenic walking trails, and vibrant social activities. Just a short stroll from Waterside Place and minutes from Lakewood Ranch Main Street, University Town Center, downtown Sarasota, and the area's renowned Gulf Coast beaches, the location offers unparalleled access to shopping, dining, entertainment, and recreation. This is an outstanding opportunity to own a highly upgraded home in one of the region's most desirable and upscale communities.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Joe Suarez (941-799-9397)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000643 Days on yellowkey MLS ID: N6134516
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Tax Year: 2023
Remarks: Resort-Style Living Maintenance-Free includes Tile Roof. One of Sarasota’s most desirable communities. This spacious 2 bedroom, 2 bath, car garage home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and tranquil greenbelt view from the lanai. Ideally positioned not direct-facing neighbors, this home boasts a generous front yard and privacy. Enjoy true ease of living—landscaping and TILE roof maintenance are covered by the HOA, with reserves in place for future care. Recent upgrades include HVAC (2021), Water Heater (2023), Washing Machine (2024), Refrigerator (2022), as well as a new kitchen faucet, range hood fan, and light (2024). The Meadows Country Club offers membership access to 54 holes of golf, 17 Har-Tru tennis courts, pickleball, a junior Olympic-size pool, fitness center, two restaurants, and over 200 annual events. Explore 14 miles of scenic walking, biking, and nature trails, all just minutes from downtown Sarasota, UTC Mall, and I75. Come home to comfort, community, and the carefree lifestyle you’ve been looking for. Resort-Style Living in The Meadows Golf & Country Club Welcome to The Vivienda, a maintenance-free enclave within The Meadows, one of Sarasota’s most desirable communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
1020 23RD ST, SARASOTA, FL 34234
$465,00011 Days on yellowkey MLS ID: A4695931
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 856 Built: 1954 Tax: $4,267 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Taxes:$4,267
Remarks: TAKE A STROLL back in time to "OLD FLORIDA" and land in an incredible location WEST of N. Trail in RINGLING PARK! What a fabulous, and WELL PRESERVED home complete with a large fenced back yard, private driveway and carport. You will fall in love with the beautiful, Terrazzo Floors accented by 1950's interior architectural features such as arched vestibules and Plaster Cove Ceilings. This is a 2 bedroom bungalow with a front and rear porch, ample size living room, fabulous Florida room and a large laundry room. Updates include a new kitchen and updated bathroom, almost new HVAC, updated 150 amp electric panel, all 20 windows have been updated with tilt in, single pane windows, Terrazzo floors updated and new LPV flooring in the Florida room. This Fantastic home is a great opportunity! $465,000
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
6544 CALYPSO CORAL LN, SARASOTA, FL 34240
$395,00047 Days on yellowkey MLS ID: TB8501819
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1717 Built: 2022Monthly Fee: $171 Tax: $3,743 (2025)Community: Bay LandingTownhouse
Taxes:$3,743
Remarks: Welcome to the highly desirable Bay Landing community, where modern design meets effortless Florida living. Built in 2022, this beautifully maintained townhome with designer touches throughout features 3 bedrooms, 2.5 bathrooms, and an attached one-car garage—ideal for full-time residents or seasonal enjoyment. Step inside to a bright, open-concept floor plan designed for both everyday living and entertaining. The spacious kitchen is a standout, complete with granite countertops, stainless steel appliances, a generous pantry, and a stainless appliances. The living and dining areas flow seamlessly to a screened-in lanai—where this home truly shines—overlooking a private, wooded backdrop that offers a rare sense of peace and privacy not often found in the community. It’s the perfect setting for relaxing mornings or quiet evenings. Upstairs, the oversized primary suite serves as a peaceful retreat with a large walk-in closet and en-suite bath. Two additional bedrooms and a full bath offer flexibility for family, guests, or a home office. Built for durability and peace of mind, this home features all concrete block construction with quality craftsmanship. Bay Landing is a maintenance-free community with no CDD fees and low HOA fees, offering resort-style amenities including a clubhouse, sparkling swimming pool, fitness center, tot-lot, and dog park. Ideally located just minutes to I-75 for easy commutes along with close convenience to UTC, Waterside, downtown Sarasota, and world-renowned Gulf Coast beaches, this home delivers the perfect combination of comfort, great location and the ultimate Florida lifestyle—enhanced by one of the most private and serene settings in the neighborhood.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Denise Antonewitz (727-204-3138)
8420 WEBBER RD, SARASOTA, FL 34240
$1,399,00085 Days on yellowkey MLS ID: A4687127
REDUCED by $101,000 (6.7%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3104 Built: 2010Monthly Fee: $133 Tax: $5,532 (2025)Community: Regent LakeSpa: NoSingle Family
Taxes:$5,532
Remarks: One or more photo(s) has been virtually staged. LUXURY,LAND & 24 ACRE LAKE VIEW THE ULTIMATE FLORIDA LIFESTYLE Experience the pinnacle of Sarasota luxury living in this exceptional lakefront pool home estate set on over one plus private acre in the exclusive Regent Lake community. Showcasing the highly desirable Osprey floor plan, this expansive residence with 3104 sq ft of living space offers 4-bedrooms, office /library 3-bath offers refined living with an oversized 3-car garage and a thoughtfully designed split floor plan ideal for both entertaining and everyday comfort. From the moment you arrive, you are greeted with breathtaking panoramic views of a 25-acre spring-fed lake, delivering stunning sunsets and a peaceful, no-through-traffic setting that is truly rare to find. Inside, elegance meets functionality with formal living and dining rooms, a spacious family room, and a gourmet kitchen designed to impress. Featuring stainless steel appliances, granite countertops, upgraded wood cabinetry, built in oven microwave combination, cooktop, custom wood vent hood, walk-in pantry, breakfast bar, center island, and a bright morning room — this kitchen is truly the heart of the home. The luxurious primary suite is a private retreat, offering direct access to the pool and lanai along with serene lake views. The spa-style bath includes a garden tub, walk-in shower, dual vanities, and dual closets, including an oversized walk-in. Step outside to your screened lanai and pool area where indoor and outdoor living blend seamlessly. Enjoy tranquil lakefront views, breathtaking sunsets, and a private fenced area perfect for pets. Recent upgrades provide peace of mind and modern efficiency, including: ** Bahama hurricane shutters throughout ** New A/C (2025) ** New water heater (2025) ** Whole-house generator with buried 500-gallon propane tank ** Reinforced garage door (150 mph rated) ** Added attic insulation ** All Bedrooms have brand new Laminate flooring just installed last week Regent Lake is an intimate community of just 13 homes, offering low HOA fees, no CDD, and a lifestyle centered around privacy and nature. The spring-fed lake is navigable by canoe or kayak, adding to the unique charm of this one-of-a-kind property. Conveniently located near shopping and top-rated Tatum Ridge Elementary School, this home offers the perfect blend of luxury, location, and lifestyle. This is more than a home — it’s a rare opportunity to own a private waterfront estate in one of Sarasota’s most exclusive settings.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
5552 BENTGRASS DR #7-116, SARASOTA, FL 34235
$250,0006 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
$569,00033 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.
5071 BARRINGTON CIR #1602, SARASOTA, FL 34234
$149,90053 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)
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