Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
5727 RIEGELS POINT RD, SARASOTA, FL 34242
$4,295,000638 Days on yellowkey MLS ID: A4618421
REDUCED by $300,000 (6.5%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3616 Built: 1982Monthly Fee: $125 Tax: $19,884 (2024)Community: Riegels LandingSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,884
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water shoreline on a private basin with direct Intracoastal access. It’s a true boater’s paradise, complete with two 10,000-lb boat lifts, a floating kayak launch, water and electricity at the dock, and lit pilings perfect for nighttime fishing. The water is deep enough for a large-scale yacht to sit comfortably at your dock. Expansive Shellstone patios wrap around the home, offering countless spaces to relax, dine, and entertain. The saltwater pool and raised spa, framed by fire and water features anchor this private resort experience. Remote smart controls make it easy to unwind in the pool and spa after a sunset cruise. The front entry showcases coastal curb appeal with double frosted glass doors, leading into an interior that blends casual sophistication with the ease of turnkey living. The great room is open and airy, with engineered wood floors and abundant natural light. Large sliders provide seamless access to the outdoor amenities, creating a perfect space for both entertaining and casual relaxation. The chef’s kitchen is designed for both form and function, featuring Wolf cooking appliances, a Sub-Zero refrigerator, a Miele dishwasher, a galley sink, and custom cabinetry throughout. Hidden outlets at the cabinet base and multiple pantries, plus clever storage built into the island, keep everything organized with ease. The primary suite is a serene retreat with engineered hardwood floors, a access to a waterfront terrace with Trex decking that wraps around the entire home, and well-thought-out blind and electrical automation. The luxurious bath features lighted mirrors, dual sinks, a makeup vanity, a free-standing tub, a walk-in shower, and a Toto commode. The suite also includes a spacious walk-in closet with custom built-ins. Upstairs, two generous guest suites share a well-appointed full bathroom. Two loft areas provide the perfect space for reading, working, or relaxing. The lower level offers a multifunctional space, featuring a living space, fitness room, sliders to access the outdoor space, and a wine room with plumbing for a cooler. Additional features include a spacious 2-car garage with custom built-ins, Control4 smart home technology for lighting, AV, security, and more, four HVAC zones for comfort, turnkey furnishings, a whole-house water softener system (salt and carbon filters), a whole house generator and an oversized laundry room with custom organization. At 5727 Riegels Point, enjoy island living with easy access to Sarasota and Siesta Key Village’s dining, shopping, and entertainment. Siesta Key Beach, recently named the No. 1 beach in America by Tripadvisor, is just moments away, offering powdery sand, clear waters, and stunning sunsets. From dockside mornings to poolside evenings, this is coastal living at its best—a full-time escape where your dream lifestyle unfolds.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5099 FLAG ST, SARASOTA, FL 34232
$499,00087 Days on yellowkey MLS ID: A4680473
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 2017Monthly Fee: $345 Tax: $5,291 (2025)Community: Enclave At Forest LakesVilla
Taxes:$5,291
Elementary School: Wilkinson Elementary
Tax Year: 2025
Remarks: A beautiful, rare corner-unit, single-story residence in the gated Enclave at Forest Lakes, ideally located in the heart of Sarasota. This meticulously maintained home offers privacy, natural light, and an open layout designed for effortless living, all just minutes from Siesta Key Beach, downtown Sarasota, major highways, shopping, dining, and everyday conveniences. Featuring 2 bedrooms, a dedicated office/den with double French doors, and 2 bathrooms, the home showcases over $60,000 in builder upgrades. Interior highlights include 9-foot ceilings, 8-foot paneled doors, rich hardwood flooring throughout, and stylish tile in both bathrooms. The chef’s kitchen is a standout with light cabinetry, pull-out storage features, quartz countertops, a large island with a breakfast bar, stainless steel appliances, and a marble backsplash. The primary suite serves as a private retreat with a tray ceiling and a spa-like bath offering a walk-in shower, dual sinks, quartz counters, and ample storage. The great room opens to a full-width covered and screened lanai with remote-controlled fans and ceiling speakers, creating an ideal indoor-outdoor living space. Residents enjoy maintenance-free living with access to a heated resort-style pool, pavilion, dog park, and nearby Legacy Trail access. This corner-unit home combines luxury, privacy, and a central Sarasota location that puts beaches, culture, recreation, and shopping all within easy reach.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
4297 OAKHURST CIR E #3051, SARASOTA, FL 34233
$167,000190 Days on yellowkey MLS ID: A4667705
0 Days Off yellowkey (back on 3/11/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1346 Built: 1981Monthly Fee: $599 Tax: $2,633 (2024)Community: Oakhurst Ph IVilla
Taxes:$2,633
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. OVER $40,000 PRICE REDUCTION!! Welcome home to this 55-PLUS freshly painted (walls and all trim) two-bedroom, two-bath villa nestled in the serene and highly sought-after Oakhurst community, complete with a 2-car garage. Designed for comfortable living and effortless Florida style, this spacious home offers an inviting open layout filled with natural light and neutral tones—ready for your personal touch. Step inside to find a bright living and dining area that flows seamlessly into the kitchen and enclosed lanai, creating the perfect space for relaxing or entertaining guests. Both bedrooms are generously sized, offering ample storage and privacy. The primary suite includes a convenient en-suite bath and large walk-in closet, while the second bedroom and full guest bath make hosting family or friends easy and comfortable with 2 closets. Enjoy peaceful mornings in your private lanai or take a short stroll to the community’s sparkling heated pool—an ideal spot to unwind and socialize with friendly neighbors. Oakhurst is a quiet, well-established neighborhood known for its mature landscaping, walkable neighborhood, and welcoming atmosphere. Enjoy the pool, clubhouse, and all the activities planned by residents for residents! Perfectly located just minutes from I75, airport, shopping, dining, medical centers, and Sarasota’s world-famous beaches, this villa combines tranquility with convenience.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Karin Robison (847-323-5209)
6456 TARAWA DR, SARASOTA, FL 34241
$399,90043 Days on yellowkey MLS ID: A4686718
REDUCED by $15,100 (3.6%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 1979 Tax: $3,692 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,692
Elementary School: Lakeview Elementary
Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom, 2-car garage single-family home offering 1,436 square feet of comfortable living in the desirable Lake Sarasota community. This inviting residence features an updated kitchen with stone countertops, wood cabinetry, and stainless steel appliances, along with a convenient passthrough window to the covered and screened patio—perfect for indoor-outdoor entertaining. The home offers a spacious layout including a large living room, dining area, and separate family room, all enhanced by recessed lighting throughout. Step outside to a generously sized, fully fenced backyard with ample space to ADD a swimming pool, creating your own private oasis. Major updates include a ROOF replacement in 2013, A/C in 2015, and updated PLUMBING lines in 2020. The home is also fitted with HURRICANE SHUTTERS for the windows and doors that add protection when needed. Perfectly located, this home is just minutes from I-75, Rothenbach, Urfer Family Park, shopping centers, restaurants, and the Mall at UTC. The neighborhood offers outstanding outdoor amenities including a dog park, disc golf course, and a kayak launch into Lake Sarasota—perfect for active lifestyles and nature lovers. SRQ International Airport, Downtown Sarasota, and Siesta Key are all within 30 minutes. Zoned for Lakeview Elementary, Sarasota Middle, and Sarasota High School, this is a rare opportunity to own one of the best homes in a truly great community. With NO HOA and NO DEED RESTRICTIONS, homeowners enjoy exceptional flexibility while still benefiting from a well-established, friendly neighborhood. ***This home located in approved USDA area that qualifies for 100% financing (no downpayment required), as well as downpayment assistance programs from, up to 5% of the purchase price! Ask about how you can get access to lenders who utilize those programs.*** Come see this one by appointment only.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
2440 VALENCIA DR, SARASOTA, FL 34239
$599,0009 Days on yellowkey MLS ID: A4690679
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1330 Built: 1956 Tax: $3,188 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,188
Elementary School: Southside Elementary
Remarks: Charming Sarasota home for sale with 2 bedrooms, 2 baths, over 1,300 square feet, a one-car garage, and a fully fenced backyard. Located in the highly sought-after Southside Elementary school district, this residence offers the perfect blend of charm, comfort, and convenience. Inside, beautiful terrazzo floors, integrated built-ins, and a light-filled Florida room create an inviting atmosphere with flexible space for relaxing, entertaining, or working from home. This home’s midcentury appeal and classic Florida style make it especially inviting. Ideally located near downtown Sarasota, Southside Village, Sarasota Memorial Hospital, restaurants, shopping, parks, and the beaches, this is an excellent opportunity for buyers seeking a primary residence, seasonal retreat, or investment property in Sarasota real estate, with its character, ease of living, and optimal location.
Listing Agent: Kelly Mooney (941-587-8430)
3693 DIVOT LN, SARASOTA, FL 34232
$479,9009 Days on yellowkey MLS ID: A4689299
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1962 Built: 2016Monthly Fee: $345 Tax: $5,215 (2025)Community: EnclaveTownhouse
Taxes:$5,215
Remarks: Location is everything, and this exceptional townhome in Enclave at Forest Lakes delivers. Ideally situated in the heart of Sarasota, this gated community offers easy access to two public golf courses, the Legacy Trail, and all major routes, along with resort-style amenities including a pool, dog park, grilling area, and gathering spaces. Built in 2018, the home features ceramic tile flooring and a thoughtfully designed open layout perfect for everyday living and entertaining. The kitchen blends style and function with rich cabinetry, granite and quartz countertops, stainless steel appliances, a stacked stone backsplash, wall oven and microwave, and an electric cooktop. The living and dining areas flow seamlessly to a screened, covered lanai, ideal for year-round enjoyment. Upstairs offers a versatile loft and flex space, along with two spacious bedrooms and a well-appointed bath. The main-level primary suite provides a private retreat with crown molding, dual sinks, a walk-in shower, and a large walk-in closet. Positioned on one of the largest lots in the community and directly across from the pool and dog park, the home offers a rare combination of space and convenience. With no CDD fees and a prime Sarasota location near beaches, dining, and top-rated schools, this home offers comfort, quality, and lifestyle in one exceptional package.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Greg Sheller (941-266-8777)
4307 VIA PIEDRA CIR #6-102, SARASOTA, FL 34233
$315,00056 Days on yellowkey MLS ID: A4684964
REDUCED by $4,000 (1.3%) on 04/21/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2006Monthly Fee: $394 Tax: $3,346 (2025)Community: Stoneridge Ph 1 2 3 7 8 9Condo
Taxes:$3,346
Remarks: Move-in ready and meticulously maintained, this 3-bedroom, 2.5-bath home with a 1-car garage is tucked inside a gated, maintenance-free community in an unbeatable Sarasota location. Convenient to top-rated schools, beaches, downtown Sarasota, dining, shopping, and medical- this one checks the boxes buyers wait for. Once inside, you will love the updated kitchen with quartz countertops and newer appliances, updated light fixtures throughout, plus hurricane-impact windows for peace of mind. The garage is a true upgrade with epoxy flooring and an insulated garage door- clean, polished, and functional. And for those who care about solid construction, this home is block (block-on-block) construction. Step outside and you’re walking distance to Urfer Family Park-morning walks, weekend trails, and fresh-air escapes without ever getting in the car. Homes in this condition, with this location and these upgrades, don’t last- if you’ve been waiting for the right one, this is your opportunity!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Valerie Padur (315-489-7872)
1320 MOONMIST DR #B-11, SARASOTA, FL 34242
$1,200,00097 Days on yellowkey MLS ID: A4679270
REDUCED by $100,000 (7.7%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1790 Built: 1968 Tax: $5,819 (2025)Community: Polynesian GardensCondo
Taxes:$5,819
Remarks: Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
5723 EASTWIND DR, SARASOTA, FL 34233
$655,900135 Days on yellowkey MLS ID: A4675503
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2206 Built: 2004Monthly Fee: $46 Tax: $6,761 (2024)Community: Three OaksSingle Family
Taxes:$6,761
Remarks: Welcome to this well-loved 3-bedroom, 2-bath home located in a quiet, beautifully maintained community that offers a blend of comfort, care, and easy Florida living. Every space has been thoughtfully maintained, creating a truly move-in-ready home. Inside, you'll find a bright and inviting layout with comfortable living areas, a functional kitchen ideal for everyday use, and bedrooms that each provide a cozy retreat, and a generous office space. Step outside to a peaceful backyard—perfect for morning coffee, evening sunsets, or simply enjoying the Florida outdoors. Big-ticket updates are already done, including a NEW roof 25', NEW pool heater, and a NEW HVAC 25', offering added peace of mind. Conveniently located near shopping and dining, just 8 miles from the world-famous Siesta Key Beach, and with easy access to I-75. This charming property is ready for its next chapter—schedule your showing today.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Marina Paige (941-263-9545)
8911 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$635,000112 Days on yellowkey MLS ID: A4677015
1 Days Off yellowkey (back on 3/13/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1415 Built: 1973 Tax: $6,230 (2025)Community: Sunrise Cove Sec 2Condo
Taxes:$6,230
Remarks: Welcome to Sunrise Cove and the coveted and quiet south end of Siesta Key. This DIRECT BAYFRONT condo is a 3 BEDROOM CONDO and is directly across the road from TURTLE BEACH with plenty of PUBLIC BEACH ACCESS. This condo unit was re-configured and now has three full bedrooms and two full bathrooms. Features include new interior paint, opened and central kitchen, split bedroom floor plan, washer/dryer inside unit, and it comes completely furnished. The open kitchen features a solid beadboard cabinetry, pantry, and plenty of storage. This is an end unit with end unit windows in two of the bedrooms for added light. Relax and look directly out onto Little Sarasota Bay and enjoy wildlife, dolphins, and manatees as well as beautiful sunrises! This condo is super clean and ready to go! There is a storage closet down the hall for beach items and monthly rentals are allowed plus one brand-new carport is included! SUNRISE COVE features 49 boat slips with vacancies, two heated swimming pools, pickleball, tennis, clubhouse with clubroom, fitness room, billiards/ping pong, kayak storage, BBQ grill with gazebo, and public beach access directly across the street! This is a super well-run and manicured complex and is very near to two delicious restaurants. This south end of Siesta Key is very quiet. Come see this beautiful beach and waterfront condo today!
Listing Agent: Joe Cleary (941-650-8485)
480 CLEVELAND DR, SARASOTA, FL 34236
$4,100,000162 Days on yellowkey MLS ID: A4672676
REDUCED by $400,000 (8.9%) on 04/17/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2875 Built: 1967 Tax: $47,931 (2024)Community: Lido BeachSingle Family
Taxes:$47,931
Middle School: Booker Middle
Remarks: Experience the ultimate in coastal luxury with this exceptional waterfront residence on Lido Key. Perfectly positioned along a wide, private deep-water canal, this beautifully renovated 3-bedroom, 3.5-bath home offers direct, bridge-free boating access to the Intracoastal Waterway and the Gulf of Mexico—an extraordinary feature for boating enthusiasts. Just two blocks from pristine Lido Beach and within walking distance to the vibrant shops and restaurants of St. Armands Circle, this home combines an unbeatable location with a serene, private setting. Designed to maximize its stunning waterfront surroundings, the home features expansive living spaces with six sets of sliding glass doors that seamlessly blend indoor and outdoor living. Step outside to a screened-in, south-facing heated pool and spacious paver deck—ideal for entertaining or simply relaxing while enjoying tranquil canal views. The private dock 2024 is fully equipped with a lift, power, and water, making it effortless to get out on the water at a moment’s notice. Lift can take 12,000 pounds. Inside, the home has been completely renovated in 2025 with a focus on modern elegance and functionality. The kitchen showcases stainless steel appliances, a built-in microwave, floating shelves, and ample cabinetry, along with a conveniently located pantry adjacent to the laundry room with utility sink. Porcelain tile flooring runs throughout, enhancing the home’s clean, sophisticated aesthetic. A thoughtfully designed layout offers both comfort and flexibility. A front-facing guest suite provides privacy for visitors, while a light-filled office or den—framed by three bay windows and enclosed with French doors—serves as an ideal workspace or additional living area. The primary suite is a private retreat featuring custom dual closets and a spa-inspired bathroom with floor-to-ceiling tile, glass-enclosed shower, and plantation shutters. A stylish half bath adds convenience for guests. Rental Projections avail. Investment Opportunity. Offered fully furnished, this home is truly move-in ready and designed for effortless coastal living. Enjoy quiet, walkable streets, nearby nature trails, and easy access to downtown Sarasota via the Ringling Bridge, where world-class dining, arts, and culture await. This is a rare opportunity to own a turnkey waterfront sanctuary in one of Sarasota’s most coveted island communities—where luxury, location, and lifestyle come together seamlessly. Walk to Lido Beach and catch a Sunset Or take the boat!
Listing Agent: Rachel Tritschler (941-993-5892)
915 SEASIDE DR #412, SARASOTA, FL 34242
$1,999,00080 Days on yellowkey MLS ID: A4681675
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $16,278 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$16,278
Remarks: Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a proven, income-producing rental program. Located directly on world-famous Siesta Key Beach, consistently ranked among the top beaches in Florida, the U.S., and the world, this property benefits from strong year-round demand for high-end vacation rentals. Whether you’re looking for a beachfront vacation home, a short-term rental investment, or the ideal blend of both, this residence is positioned to deliver outstanding lifestyle value and long-term upside. The current owner has successfully utilized the rental program while still enjoying substantial personal use, making this an exceptional opportunity for buyers seeking a condo with documented rental history and the flexibility to reserve premium seasonal time for themselves. Inside, the condo features a bright, open layout with spacious living areas and finishes that appeal to both owners and guests. Enjoy partial Gulf of Mexico views and Siesta Key Beach scenery from the primary suite, living room, and private lanai—capturing the coastal lifestyle today’s vacation renters are looking for. Owners and guests enjoy access to desirable resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional onsite management. With unbeatable beach access, nearby attractions, and a consistent track record of rental demand, this is one of the most compelling income-producing condos on Siesta Key. Schedule your private showing today and discover the value of owning a luxury Siesta Key vacation rental property.
4120 MARSEILLES AVE #3268, SARASOTA, FL 34233
$250,000188 Days on yellowkey MLS ID: A4669250
REDUCED by $5,000 (2.0%) on 04/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1404 Built: 1993 Tax: $2,226 (2024)Community: Casa Del Sol Sec ViVilla
Taxes:$2,226
Remarks: Brand new interior photos with professional staging are now available, giving you the perfect opportunity to envision life in this inviting space. Welcome to Casa Del Sol, a gated and beautifully maintained community in the heart of Sarasota, where comfort and convenience come together effortlessly. This spacious 2-bedroom, 2-bathroom villa with a den and 2-car garage offers an open, airy layout with vaulted ceilings and tile flooring throughout. Natural light fills the main living areas, creating a bright and welcoming atmosphere from the moment you step inside. The living and dining spaces flow seamlessly into a sunny Florida room, an ideal spot to unwind while enjoying peaceful landscaped views. The kitchen is well-equipped with stainless steel appliances, ample cabinet storage, and generous counter space, making it both functional and ready for everyday living or entertaining. While the home is move-in ready, it also presents a great opportunity to add your own style with modern updates over time. The primary suite feels like a private retreat, featuring a bay window that brings in soft natural light, a walk-in closet, and an ensuite bathroom with dual sinks. A thoughtfully positioned second bedroom and full bath provide comfort and privacy for guests. The versatile den adds flexibility for a home office, reading room, or hobby space. Residents of Casa Del Sol enjoy a true lifestyle community with a resort-style clubhouse, fitness center, heated pool, tennis and pickleball courts, shuffleboard, and scenic walking paths along the lakes. Located just minutes from I-75, UTC shopping and dining, downtown Sarasota, and Siesta Key Beach, this home places you close to everything that makes the area so desirable. This is a wonderful opportunity to enjoy easy, low-maintenance living in one of Sarasota’s most convenient and welcoming communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
4238 CARRIAGE DR #46, SARASOTA, FL 34241
$319,00013 Days on yellowkey MLS ID: A4689666
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 1978 Tax: $3,559 (2025)Community: Knolls The, Bent TreeVilla
Taxes:$3,559
Remarks: One or more photo(s) has been virtually staged. Charming 3-bedroom, 2-bath free-standing villa with a 2-car garage in the highly desirable Knolls of Bent Tree. This home offers a split-bedroom floor plan, a large eat-in kitchen, formal dining room, and a sunken living room that adds character and charm. The inviting Florida room is the perfect place to relax and enjoy your morning coffee. The Knolls of Bent Tree features just 52 individual free-standing homes on a private road, with no age restrictions. This villa is move-in ready and offers great potential for your personal updates and touches. Ideally located just 2 miles east of I-75, you’ll have quick and easy access to shopping, dining, golf, and all that Sarasota has to offer. Easy to show.
Listing Agent: Lisa Bouck, Pa (941-374-0165)
749 TROPICAL CIR, SARASOTA, FL 34242
$1,575,000145 Days on yellowkey MLS ID: A4673529
4 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2598 Built: 1984Monthly Fee: $54 Tax: $15,011 (2025)Community: Siestas Bayside Bayside Club 01Single Family
Taxes:$15,011
Remarks: Under contract-accepting backup offers. A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Key’s most coveted neighborhoods. This stunning four-bedroom, two-and-a-half-bath pool home lives effortlessly, blending relaxed island living with thoughtful modern design, all just minutes from world-renowned Siesta Beach and the vibrant energy of Siesta Village. Completely transformed in 2023 by the former contractor-owner for his family, the residence showcases quality craftsmanship, contemporary finishes, and a warm, inviting aesthetic. Sunlight pours through impact-rated windows, highlighting open living spaces that flow seamlessly toward the outdoors. The expansive great room anchors the home and connects naturally to the newly staged interiors, creating an ideal environment for everyday living and entertaining. At the heart of the home, the chef’s kitchen is an absolute showpiece, featuring a striking reclaimed-oak island, open oak shelving, handmade tile, quartz surfaces, premium appliances, and exceptional storage including a full-height pantry wall. The design balances beauty and function with ease. The spacious primary suite offers serenity and privacy with a spa-inspired bath, while three additional bedrooms provide flexibility for guests, family, a home office, or creative space. A full interior laundry room, half-bath, and oversized two-car garage add convenience. Step outside to your own tropical oasis. A large, screened lanai opens to lush gardens, a newly renovated pool with updated equipment, and an expansive paver deck; perfect for relaxing in the sun or hosting gatherings under the palms. This exceptional property offers peace of mind with solid concrete block construction, no flood or hurricane damage, and a long list of upgrades, including new kitchen, baths, plumbing updates, air conditioning and ductwork, water heater, pool equipment, paver driveway, and more. Move-in ready, beautifully staged and ideally located, this is coastal living at its best. Enjoy quick access to Siesta Beach, the Village, boat launches, dining, and all that Sarasota offers.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
5920 MIDNIGHT PASS RD #1003, SARASOTA, FL 34242
$1,350,00055 Days on yellowkey MLS ID: A4683544
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1971 Tax: $10,983 (2025)Community: Sarasota Surf & RacquetSpa: NoCondo
Taxes:$10,983
Remarks: Great Opportunity at Sarasota Surf & Racquet Club!! Beautifully turn-key furnished 2BR/2BA condo with a split bedroom floorplan for privacy in Tower 10 Unit 3 right on the beach with a gorgeous view of the Gulf and the beautiful quartz sand beach and shoreline. The onsite rental management team takes care of your investment. You use it when you want and enjoy the great revenue stream coming your way with a rare and great opportunity to take advantage of their 3 night rental minimum policy and managing all the reservations and taking care of the upkeep and cleaning of your unit. This is really exceptional beachfront living on Siesta Key with so many resort style amenities. You have direct access to private Crescent Beach, two heated swimming pools, rental options for tents, cabanas and umbrellas, beachside and poolside BBQ grills, four pickleball courts, three tennis courts (one hard court and two Har-Tru clay) – the only clay courts for a resort community on Siesta Key. There is a fitness center on the property and a recreation room where owners can come together for fun. The interior of this unit has been re-modeled with a lovely coastal look. Both bathrooms have been beautifully re-modeled. The primary bedroom features a king size bed, large walk-in closet and has its own private vanity area and a stunning tiled walk-in shower with a seat and gorgeous glass block. The second bedroom features two queen size beds and large walk-in closet. There is a lanai/room looking out to the beach and Gulf that is perfect for a quiet space for reading or computer work. Washer and Dryer located in laundry room just steps from the unit. This resort style property has it all! Catch the trolley or walk into the Siesta Key village for great shops and lots of great casual dining or more polished dining experiences. Coastal music flows out from the open air fun places for entertainment. Come enjoy Paradise!!!
Listing Agent: Jay Mitchell Jr., Pllc (941-349-4411)
2475 BAY ST, SARASOTA, FL 34237
$2,012,00080 Days on yellowkey MLS ID: A4676732
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2874 Built: 2024 Tax: $14,004 (2025)Community: Hudson ParkSingle Family
Taxes:$14,004
Elementary School: Alta Vista Elementary
Remarks: Experience refined modern living at 2475 Bay Street, a brand-new contemporary residence offering 2,874 square feet of thoughtfully designed space. Clean architectural lines and a striking façade set the tone, while inside, sun-filled interiors reveal soaring ceilings, expansive open-concept living areas, and walls of glass that create a seamless indoor-outdoor connection. The home is designed to feel both elevated and livable, with spaces that flow naturally for entertaining, relaxing, and everyday life. The home features four bedrooms and four bathrooms, including a main-level primary suite that offers split-plan privacy and direct access to the pool area. The primary bath includes a double vanity, walk-in shower, soaking tub, and spacious his-and-hers closets with built-in accessories. The chef’s kitchen is outfitted with Café appliances accented in gold, premium cabinetry, Calcutta quartz countertops throughout the home, and a dramatic waterfall island seating eight. An upstairs living area overlooks the main level and opens to a second-story balcony, while additional bedrooms feature en-suite baths for comfort and privacy. Additional highlights include a custom resort-style pool, fully fenced yard, covered lanai with a fully equipped outdoor kitchen, two-car garage, energy-efficient construction, paver driveway accommodating up to four vehicles, and a mudroom with direct access to the pantry. Ideally located in central Sarasota, this home offers a peaceful residential setting with quick access to downtown and the area’s top attractions. Enjoy nearby Main Street dining, boutique shopping, and cultural venues such as the Sarasota Opera House, Florida Studio Theatre, and McCurdy’s Comedy Theatre. Outdoor and lifestyle destinations include Bayfront Park and Marina, Marie Selby Botanical Gardens, Payne Park, St. Armands Circle, Sarasota Jungle Gardens, The John and Mable Ringling Museum of Art, and Mote Marine Aquarium. World-renowned beaches including Siesta Key, Lido Key, and Longboat Key are just minutes away, along with convenient access to Publix, Sarasota Memorial Hospital, top schools, and Sarasota-Bradenton International Airport. Schedule your private tour and experience the design, flow, and lifestyle of this unique Sarasota property before it slips away.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Desiree Doggett (941-900-6380)
4239 CARRIAGE DR #36, SARASOTA, FL 34241
$394,000269 Days on yellowkey MLS ID: A4660607
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1382 Built: 1978 Tax: $1,323 (2024)Community: Knolls The,Bent TreeVilla
Taxes:$1,323
Remarks: "Buy the Location, We'll Include the Villa!" Tucked away on a private cul-de-sac in the sought-after Knolls of Bent Tree, this beautifully updated and impeccably maintained 2-bedroom, 2-bath villa offers the best of peaceful Florida living. Enjoy serene views of an expansive greenbelt and gentle stream from your enclosed, air-conditioned lanai—your own private sanctuary frequented by cranes, deer, and other friendly wildlife. Inside, you’ll find a formal living and dining room, an updated eat-in kitchen, and two spacious bedrooms, including a primary suite with ensuite bath and skylight. The villa also features an attached 2-car garage and sits within a quiet, well-kept community of just 52 freestanding villas and townhomes. This is one property you truly must see to appreciate. Superb setting, thoughtful updates, and move-in ready comfort—all in one rare find. Home has PGT Impact Windows, house water lines repipe (2019), ceiling insulation upgraded to R36, new A/C (2025), new water heater (2025), exterior painted (2025), roof (2013) And MORE GREAT NEWS, the association has just reduced the quarterly fee by $150.00
5125 WILLOW LEAF DR, SARASOTA, FL 34241
$1,190,00058 Days on yellowkey MLS ID: A4683770
REDUCED by $50,000 (4.0%) on 04/21/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3837 Built: 1986Monthly Fee: $60 Tax: $8,339 (2025)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$8,339
Remarks: An exceptional custom home by Arthur Rutenberg, set on nearly one acre behind the gates of Bent Tree Village, offers space, privacy, and thoughtful design in one of Sarasota’s most desirable communities. Step through the double wood doors into a welcoming foyer that opens to formal living and dining rooms, creating an immediate sense of openness. The layout flows naturally, making it just as comfortable for quiet evenings as it is for hosting guests. The kitchen is designed for someone who truly enjoys cooking. You’ll find generous counter space, extensive wood cabinetry with abundant storage, a breakfast bar, and a full suite of updated appliances, including a wine refrigerator. An informal dining area sits just off the kitchen, overlooking the screened lanai, pool, and spa, perfect for everyday meals with a view. The family room is spacious and inviting, anchored by an oversized wood-burning fireplace and complemented by a wet bar, an ideal setup for gatherings or relaxed weekends at home. The primary suite provides a private retreat with an ensuite bath featuring dual sinks, a water closet, a freestanding tub, and a step-in shower. Four additional bedrooms allow for flexibility. The fifth bedroom, with its own private entrance, can easily serve as a home office, game room, or guest suite. Outside, the screened pool and spa area is the true centerpiece. With nearly an acre of surrounding grounds, there’s ample room for entertaining, recreation, or simply enjoying the privacy and greenery. Located in a private gated community with convenient access to shopping, dining, golf, and the cultural amenities Sarasota is known for, this home offers the best of both comfort and location. And in walking distance to Lakeview Elementary School. Less then 5 miles to two private schools, the Classical Academy or Out of Door Academy. It’s a property that must be experienced in person to fully appreciate.
4803 ANCIENT MARBLE DR, SARASOTA, FL 34240
$1,200,00070 Days on yellowkey MLS ID: TB8477057
0 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3148 Built: 2017Monthly Fee: $272 Tax: $11,482 (2025)Community: Vilano Ph 1Spa: YesSingle Family
Taxes:$11,482
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to luxury living in the highly coveted gated community of Vilano. This stunning home sits on an expansive ~1.54-acre lot with panoramic pond views. This spacious, natural light-filled residence boasts a thoughtful split-bedroom floor plan perfect for entertaining. The expansive kitchen features granite countertops, shaker-style cabinets, stainless steel appliances, cooktop with vent hood, built-in oven and microwave, single-basin stainless sink, glass tile backsplash, walk-in pantry with custom built-ins, breakfast bar, and a cozy breakfast nook overlooking the serene pond. A built-in desk station also adds convenience. The resort-style owner's suite offers double-entry foyer access, tray ceilings, dual walk-in closets with built-in organizers, luxury vinyl plank flooring, dual vanities, garden tub, oversized stand-up shower, separate water closet, and linen closet. All four bedrooms feature en-suite or private bath access (Bath #4 also serves the pool area). Step from your Great Room thru the sliding doors to your private oasis with a heated spillover spa, salt/chlorinated pool with sun shelf, screened enclosure, covered lanai with flatscreen TV, and a pre-plumbed location for an outdoor kitchen. Enjoy lush landscaping, outdoor lighting, flagpole, brick paver driveway and walkways (with extra off-street parking), hurricane shutters, vinyl windows, irrigation system, recessed lighting, elegant tile floors throughout the living areas, and a whole-house water filtration. Additional highlights include a three-car garage with epoxy floors, built-in shelving/loft storage, inside utility room with sink, security system, formal dining room, foyer with double-entry front door, arched doorways, and so much more. Don't miss this opportunity to make your home in Vilano where estate-sized lots meet modern elegance and tranquility! Start living today!
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Christopher Hounchell (727-642-9107)
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