Location: Sarasota
Do Not Show Listings
3351 THORNWOOD RD #3351, SARASOTA, FL 34231
$359,00088 Days on yellowkey MLS ID: A4687754
REDUCED by $16,000 (4.3%) on 05/27/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1983 Tax: $3,457 (2025)Community: Crooked Creek Sec 3Spa: NoVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,457
Elementary School: Southside Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Hey… have you heard about this little hidden gem called Crooked Creek? Tucked away alongside the natural beauty of Red Bug Slough, this community is one of Sarasota’s best-kept secrets—and this rarely available end-unit villa might just be the one you’ve been waiting for. Offering 3 bedrooms, 3 bathrooms, and a 2-car garage, this spacious residence just under 1,700 sq ft lives large with a flexible layout that’s hard to find. Two of the bedrooms are generous ensuites, perfect for guests or multi-generational living, while the third bedroom offers versatility as a home office or den with its own patio. Inside, you’ll love the no-carpet lifestyle with stylish vinyl plank and tile flooring throughout, complemented by two skylights that fill the home with natural light. Enjoy the large enclosed sunroom as well as an open outdoor private patio, ideal for morning coffee or unwinding in the peaceful, lush surroundings of mature Florida landscaping. This amazing community was Designed by renowned Sarasota School of Architecture architect Tim Seibert, and this villa blends timeless design with a serene, nature-inspired setting. The lifestyle? It’s just as impressive. Residents enjoy a heated pool, pergolas, large Gazebo, wooden footbridge, scenic walking paths, and the tranquility of nearby Red Bug Slough Preserve—all while being minutes from shopping, dining, and Siesta Key beaches. The HOA offers exceptional value, covering roof maintenance, exterior building care, ground maintenance, private roads, cable, and WIFI, Pest control, and trash, making for truly low-maintenance living. Plus, no age restrictions—this is NOT a 55+ community. Opportunities like this don’t come around often… especially in Crooked Creek. Come take a look—you may just fall in love.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
2825 MARRAKESH LN, SARASOTA, FL 34234
$499,990233 Days on yellowkey MLS ID: TB8444596
1 Days Off yellowkey (back on 6/12/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1748 Built: 2025Monthly Fee: $115 Tax: $3,908 (2025)Community: GracewaterVilla
Taxes:$3,908
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to The Fieldview by David Weekley Homes — a luxury villa in the gated community of Gracewater, where timeless design meets serene preserve views and natural light fills every corner. More than just a stunning home, The Fieldview is thoughtfully crafted for the rhythms of real life — full of connection, comfort, and meaningful moments. Begin each day in the expansive Owner’s Retreat — your private sanctuary featuring a spa-inspired bath and a generously sized walk-in closet designed for both style and function. It’s the perfect space to recharge, reflect, and relax. Inside, natural light pours through a wall of glass — oversized sliders that create a seamless connection between the indoors and the outdoors. This open-concept layout flows from the spacious dining and family rooms to the large screened-in lanai overlooking tranquil preserve views — perfect for morning coffee, evening gatherings, or simply unwinding with nature. With two bedrooms & a dedicated home office, The Fieldview offers flexibility for guests, hobbies, or simply spreading out in comfort. And with full impact windows throughout, you’ll enjoy peace of mind along with energy efficiency and year-round protection. At the heart of it all, the elegant kitchen is a hub for connection — where meals are shared, traditions begin, and everyday moments become lasting memories. **This property offers a limited-time interest rate incentive.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
3978 CHATSWORTH GREENE #35, SARASOTA, FL 34235
$439,00014 Days on yellowkey MLS ID: A4694418
0 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1928 Built: 1991 Tax: $3,639 (2025)Community: Chatsworth Greene - The Meadows - The HighlandsVilla
Taxes:$3,639
Remarks: Stunning Golf Course Retreat in The Meadows' Most Desirable Enclave! Offering breathtaking golf course views, this exquisite villa is nestled in the highly coveted Highlands section of The Meadows, a tranquil oasis just 15 minutes from downtown. Canopied streets and a gated courtyard welcome you home. Inside, you will love the wood-look luxury-vinyl-plank flooring, high ceilings with tray in the great room, and the panorama impact windows that provide peace of mind and bring the gorgeous views in. The beautifully appointed kitchen features wood cabinetry, Kona Beige quartz countertops, stainless appliances, and ready access to the grilling patio. You will find it easy to love the primary suite with dual walk-in closets and an ample spa-inspired bathroom with dual Milano Brown quartz vanity and gorgeous frameless Roman shower. All featuring an ideal layout with space and privacy for all, a block to the heated pool and spa, and a short ride to all the fun The Meadows has to offer. On 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, IKEA, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center and University Town Center - a favorite shopping, dining and entertainment destination.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
8512 CACHE DR, SARASOTA, FL 34240
$409,90020 Days on yellowkey MLS ID: A4695694
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1619 Built: 2019Monthly Fee: $63 Tax: $2,852 (2025)Community: Hidden CeekVilla
Taxes:$2,852
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Welcome to Hidden Creek, one of Sarasota's best-kept secrets—offering modern construction, low-maintenance living, low HOA fees, and NO CDD fees in an unbeatable location just minutes from Lakewood Ranch, Waterside, UTC, and I-75. Built in 2019 by M/I Homes, this meticulously maintained 3-bedroom, 2-bath villa offers 1,619 square feet of thoughtfully designed living space with upgrades throughout. From the moment you arrive, you'll appreciate the beautifully tiled front entry, attractive curb appeal, and pride of ownership that is evident in every detail. Inside, the open-concept floor plan is enhanced by elegant plantation shutters, a smart thermostat, security system, and abundant natural light. The spacious kitchen is designed for both everyday living and entertaining, featuring ample cabinetry, a walk-in pantry, and a premium Waterdrop under-sink filtration system. The seamless flow from the kitchen to the dining and living areas creates an inviting atmosphere for gatherings with family and friends. The private primary suite offers a relaxing retreat with generous closet space and a well-appointed ensuite bath, while two additional bedrooms provide flexibility for guests, a home office, or hobby room. Enjoy Florida living year-round from the screened lanai overlooking peaceful community surroundings—perfect for morning coffee, evening cocktails, or simply enjoying Sarasota's beautiful weather. Hidden Creek is a highly sought-after community known for its modern homes, community amenities, and exceptional location near shopping, dining, golf, top-rated schools, medical facilities, and the area's world-famous Gulf Coast beaches. Residents enjoy easy access to University Town Center, Waterside Place, downtown Sarasota, and everything Lakewood Ranch has to offer while benefiting from the significant savings of NO CDD fees. Eligible buyers may also qualify for Florida's Hometown Heroes Housing Program, which can provide valuable down payment and closing cost assistance for teachers, healthcare workers, first responders, military personnel, and many other workforce professionals—making homeownership even more attainable. Whether you're searching for a primary residence, seasonal retreat, or low-maintenance Florida lifestyle, this move-in-ready villa offers the perfect combination of location, upgrades, value, and peace of mind. Don't miss this opportunity to own one of the most desirable maintenance-free villas in Hidden Creek.
Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)
Listing Agent: Ervina Fink (941-587-1855)
1900 BENJAMIN FRANKLIN DR #V12, SARASOTA, FL 34236
$549,900225 Days on yellowkey MLS ID: A4671208
REDUCED by $25,000 (4.3%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1967Monthly Fee: $1,217 Tax: $7,227 (2024)Community: Lido HarbourVilla
Taxes:$7,227
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Virtually Staged. Situated on the serene southern tip of Lido Key within the coveted First Lido community, Villa 12 delivers a coastal living experience that is increasingly rare—blending the privacy of a single-family home with the effortless, maintenance-free lifestyle of a ground-level villa. With 2 bedrooms, 2 full baths, and a versatile enclosed Florida room, this residence is ideal for those seeking a quiet island retreat with the vibrant energy of Lido Key just moments away. The villa has been significantly updated from the studs out, providing a fresh and clean interior canvas. The open-concept floor plan features porcelain tile flooring throughout and a modern kitchen appointed with brand-new appliances and sleek finishes—offering a bright, functional space for everyday living and hosting. While the core renovation work has been completed, the home remains a "living canvas," providing a unique opportunity for a new owner to add their own custom refinements and personal style to a high-potential space. Practicality is built-in with rare amenities, including a private attached carport for door-front parking and a dedicated in-unit laundry room. The enclosed Florida room adds valuable square footage, serving as a flexible den, office, or guest space. Just steps from your door, enjoy private beach access and a gulf-front pool where residents gather for sunset views. Positioned just minutes from St. Armand’s Circle and South Lido Park, the location is truly peerless. With a highly motivated seller ready to move, this property is priced to reflect its current condition and presents a significant opportunity for a buyer looking to secure a renovated Lido Key address at a competitive value. Whether you’re looking for a seasonal escape or a high-potential investment, Villa 12 offers a solid foundation in a premier beachside setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Anthony Rechul (248-930-6638)
1229 MOONMIST CIR #P6, SARASOTA, FL 34242
$625,00024 Days on yellowkey MLS ID: G5112987
REDUCED by $25,000 (3.8%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1015 Built: 1968Monthly Fee: $1,035 Tax: $4,713 (2025)Community: Polynesian GardensSpa: NoVilla
Taxes:$4,713
Remarks: Renovated in 2025 and offered fully furnished, THIS FREE STANDING VILLA ON SIESTA KEY IS TRULY TURN KEY-ideal as a personal retreat or a high-demand seasonal rental. Nestled in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this villa offers a rare combination of privacy and convenience. One of only ten villas overlooking the expansive community pool, enjoy your own private entrance just steps from the fresh air terrace and screened lanai. Positioned at one of the highest elevations in the community, it adds both appeal and peace of mind. Unwind in your private outdoor oasis with lush tropical landscaping and a cozy LP gas fire pit—perfect for relaxing evenings. NEW ROOF 2024, NEW HVAC SYSTEM 2023, WATER HEATER 2025, PROGRAMMABLE NEST THERMOSTAT, PROGRAMMABLE AND REMOTE ENTRY TOUCH KEY LOCK, REMOTE CAMERA SYSTEM, AND NEW GUTTERS 2025. Spend your days fishing or watching dolphins and manatees from the community dock/fishing pier on the INTRACOASTAL WATER WAY. Walk to local favorites including dining, shopping, coffee spots, and nightlife at Captain Curt’s, plus nearby grocery stores and marina access. Just across the street is world-famous Siesta Key Beach with its cool, powdery white quartz sand beach. Bike, golf cart, or take the free trolley to The Village for even more to explore. This charming 2-bedroom, 2-bath villa with covered carport and screened lanai lives like a single-family home, offering spacious outdoor living with the ease of low-maintenance, lock-and-leave convenience. RENTAL HISTORY IN ATTACHMENTS. ENJOY THE ULTIMATE SIESTA KEY LIFESTYLE--MOVE IN, RENT OUT, OR SIMPLY RELAX.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Jo Leen Howe (352-267-0770)
5021 BARRINGTON CIR #302, SARASOTA, FL 34234
$160,000254 Days on yellowkey MLS ID: A4663516
REDUCED by $15,000 (8.6%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1982Monthly Fee: $599 Tax: $2,471 (2024)Community: Barrington WoodsVilla
Taxes:$2,471
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Embrace the ultimate Sarasota lifestyle in this beautifully maintained 2-bedroom, 2-bathroom villa, perfectly situated in a secure fenced community and featuring elegant, vaulted ceilings and two private screened lanais for enjoying the beautiful Florida weather. This property offers a low-maintenance, resort-style experience with a fantastic community pool and a dedicated carport for convenient parking. The villa's outstanding location provides quick access to both necessities and leisure: it's just minutes from Sarasota-Bradenton International Airport (SRQ), a short drive to the famous Gulf beaches, and centrally located near esteemed institutions like New College and the Ringling School of Art and Design. It's an ideal retreat for anyone seeking the perfect blend of security, comfort, and immediate proximity to Downtown Sarasota's rich scene of arts and culture.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kelly Oatsvall (941-447-7256)
5867 HELICON PL, SARASOTA, FL 34238
$389,00074 Days on yellowkey MLS ID: A4689669
REDUCED by $15,000 (3.7%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2002Monthly Fee: $476 Tax: $3,252 (2025)Community: VillagewalkVilla
Taxes:$3,252
Elementary School: Ashton Elementary
Remarks: Great Price Reduction! Lovingly maintained! This beautiful water view home with two bedrooms and two baths and is loaded with updates. Beautiful 20" ceramic tile in every room, updated kitchen with pot sink, granite counters with rounded edges for counter seating, updated cabinets with pull out shelving and new doors, newer appliances and glass entry door. Faux Fireplace in Living area to warm your heart. The home has had a recent 4 pt inspection, dryer vents have been cleaned, A/C serviced recently, garage springs replaced by Precision Garage Doors, new shower door in master bath and so much more. Clear hurricane shutters allow light to brighten the home with secure protection. Dome solar light in 2nd bedroom for added natural light. Freshly painted throughout. Brinks Safe in Laundry Room. Village Walk is a wonderful unique community, built hurricane safe with poured concrete walls and foundations. Every home in Village Walk is considered to be a Single Family Home, roofs are tied down to the structures, the Florida Building Codes are considered to be above average. Inspectors, roofers and Insurance agents that are familiar with Village Walk will share this information with you. Village Walk is in Flood Zone X, an area that is determined to have little chance of flooding. FEMA updated, 8/2/24. Flood Zone provided by Sarasota County Tax reports. Evacuation zone D, flood insurance is not mandatory, but flood insurance is available. Village Walk power lines are underground with a Sarasota Fire Department just down Honore. Seldom losing power. Amenities include 24 hour guarded gate, geo-thermal heated and cooled lap & lagoon pools, six Har-Tru Tennis courts, Pickle ball, Bocce' ball and Basketball courts, State of the Art fitness Center, Miles of walking and bike paths, over 500 acres of lakes and preserves. There are over 50 activity groups who meet daily, weekly, or monthly. Plus there is a full service Cafe with full service Bar, Gas Station, Barber shop/Hair Salon, and Gift Shop. A special NOTE is that Village Walk did not lose power during the hurricanes and there was No flooding. What a Fantastic Place to Call HOME!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
3610 NARANJA WAY #8510, SARASOTA, FL 34232
$293,00041 Days on yellowkey MLS ID: A4693394
REDUCED by $19,000 (6.1%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $2,715 (2025)Community: Village Plaza Sec 5Villa
Taxes:$2,715
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Nestled on a quiet dead-end street in the highly sought-after 55+ community of Village Plaza, this beautifully renovated Sarasota villa offers the perfect blend of comfort, style, and convenience. Featuring 2 bedrooms, 2 bathrooms, and a spacious 2-car garage, the home showcases an open-concept layout with soaring vaulted ceilings and abundant natural light throughout the main living area. The updated kitchen features modern finishes and flows seamlessly into the dining and living spaces, creating an ideal setting for both everyday living and entertaining. Neutral tones and laminate flooring throughout provide a clean, cohesive aesthetic, while recent upgrades include a new water heater (2026), comfort-height toilets (2025), all water lines replaced (2023), appliances (2023), and durable, waterproof epoxy-coated garage flooring for added style and practicality. Enjoy year-round Florida living from the enclosed lanai, the perfect space for morning coffee or evening relaxation. Village Plaza is known for its vibrant social atmosphere and resort-style amenities, including a clubhouse, heated community pool, pickleball courts, fitness center with sauna and showers, billiards, and shuffleboard. Ideally located just minutes from downtown Sarasota, the community also offers convenient walkable access to shopping, dining, and everyday essentials. Outdoor enthusiasts will appreciate being less than a mile from the renowned Legacy Trail, one of Sarasota’s premier destinations for walking, biking, and recreation. This exceptional villa combines thoughtful updates, an active lifestyle, and an unbeatable location in one of Sarasota’s most desirable communities.
Listing is courtesy of: MORGANDO REALTY SERVICES, LLC (866-665-2531)
Listing Agent: Gina Morgando (941-773-7355)
7236 LAS CASAS DR, SARASOTA, FL 34243
$429,00089 Days on yellowkey MLS ID: A4687900
REDUCED by $6,000 (1.4%) on 05/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2065 Built: 1973Monthly Fee: $292 Tax: $4,541 (2025)Community: Las Casas CondoSpa: NoVilla
Taxes:$4,541
Remarks: Welcome to 7326 Las Casas Drive, a charming and lovingly maintained villa tucked away at the end of a cul-de-sac in a desirable 55+ community in Sarasota. Perfectly positioned close to the airport, downtown Sarasota, world-famous beaches, shopping, and dining, this home offers both convenience and tranquility. An inviting screened front porch sets the tone as you arrive, providing a relaxing space for morning coffee or evening unwinding. Inside, a spacious living room with double sliding doors and a dry bar creates a comfortable setting for everyday living and entertaining. The large formal dining room is ideal for hosting dinners and gatherings, while the well-designed kitchen offers ample cabinet space and counter space with a pantry to keep everything organized. A versatile bonus room with French doors and new hurricane-impact windows expands your living options, making it perfect as a family room, home office, hobby room, or guest lounge. The large en suite primary bedroom features a stylish barn door leading to the bathroom, which includes a double vanity for added comfort and convenience. Two additional roomy bedrooms provide plenty of space for guests or multi-purpose use; the middle bedroom includes a built-in desk that works well for crafts, computer work, or a quiet work area. Outside, a private backyard with a patio area and garden offers a peaceful retreat for enjoying Florida’s outdoor lifestyle. Lawn maintenance and landscaping are included, and the home is equipped with a sprinkler system, making upkeep easy. The freshly painted interior and exterior create a clean, move-in-ready feel. Located in a friendly 55+ community with a pool and clubhouse, this villa offers an active yet low-maintenance lifestyle in one of Sarasota’s most accessible and desirable locations.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Pamela Williams, Pllc (941-718-3669)
12272 MARSH POINTE RD, SARASOTA, FL 34238
$495,900271 Days on yellowkey MLS ID: A4666472
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $23,100 (4.5%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 2018Monthly Fee: $408 Tax: $5,287 (2024)Community: Hammock Preserve Ph 1AVilla
Taxes:$5,287
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. Get ready to be WOWED!! Beautiful Villa in Hammock Preserve on Palmer Ranch, where resort-style living meets the ease of maintenance-free ownership. This stunning 2-bedroom, 2-bath villa with a den shows like a model and is situated on one of the premier homesites in the community. Note the sellers selected the den option but it is set up to be a 3 bedroom with a closet bump out if you need that 3rd bedroom. Once inside you will find large neutral tile flooring throughout, a gourmet kitchen with stainless steel appliances including a natural gas range, granite countertops, custom closets, elegant window treatments, and stylish furnishings that enhance the home’s sophisticated feel. The split-bedroom floor plan provides comfort and privacy for owners and guests alike. The highlight of this villa is the expansive 27’ x 28’ extended lanai with a picture window screen enclosure, perfectly framing breathtaking double-lake views—an ideal setting for relaxing, watching wildlife or entertaining. Built with peace of mind in mind, this home also includes hurricane shutters and solid concrete block construction. Hammock Preserve offers a truly amenity-rich lifestyle. Enjoy the state-of-the-art clubhouse, resort-style pool, fitness center, Har Tru tennis courts, pickleball, bocce ball, fire pit, and a dog park, all within a secure gated community. Perfectly located close to Sarasota’s world-famous beaches, A+ dining, and shopping, this lightly lived-in villa offers the best of Florida living.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Carson (941-685-2879)
5633 E LONG COMMON CT #20, SARASOTA, FL 34235
$324,900328 Days on yellowkey MLS ID: A4660727
REDUCED by $100 (0.0%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1264 Built: 1989Monthly Fee: $454 Tax: $3,933 (2024)Community: Long CommonVilla
Taxes:$3,933
Remarks: Virtual tour link in MLS is actual 3D tour, not a slideshow - please visit it! Furniture is optional with listing. Welcome to this beautifully maintained 2-bedroom, 2-bath villa located in the highly desirable Long Common enclave within The Meadows. This single-story home offers 1,264 square feet of bright, open living space, ideal for those seeking a low-maintenance Florida lifestyle. Step inside through a charming courtyard entry with a brick-paver driveway and a 2-car garage. Inside, the great room impresses with high ceilings, crown molding, and direct access to a Florida room that features a panoramic view of the pond and fairway in the distance—perfect for relaxing or entertaining year-round. The kitchen features stainless appliances, stone countertops, a cozy bay-window breakfast nook, and a convenient pass-through to the living and dining areas. A split-bedroom floor plan ensures privacy, with the primary suite offering a walk-in closet, dual sinks, and a walk-in shower. Residents of The Meadows enjoy access to three golf courses, tennis and pickleball courts, a Jr. Olympic-sized heated pool, clubhouse, fitness center, and miles of scenic walking and biking trails. The community is also ideally located near Nathan Benderson Park, the upcoming Mote Marine Aquarium, University Town Center Mall, and a wide variety of shopping, dining, and cultural attractions in downtown Sarasota.
Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)
Listing Agent: John Werner (941-587-4579)
6300 MIDNIGHT PASS RD #21, SARASOTA, FL 34242
$869,000153 Days on yellowkey MLS ID: A4678951
REDUCED by $30,000 (3.3%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1253 Built: 1969 Tax: $5,276 (2025)Community: Crystal Sands 1Villa
Taxes:$5,276
Elementary School: Phillippi Shores Elementary
Remarks: Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
4396 WOODMANS CHART #146, SARASOTA, FL 34235
$347,00097 Days on yellowkey MLS ID: A4686620
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $28,000 (7.5%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1977 Tax: $3,023 (2025)Community: Woodmans Chart - The MeadowsVilla
Taxes:$3,023
Remarks: Elegant, delightful and move-in ready with serene pond views! This 3 bedroom, light filled end-unit villa with no shared walls offers the easy, maintenance-free lifestyle buyers are looking for; perfect for enjoying Sarasota year-round or locking up and leaving with peace of mind. Even better, the big-ticket items are already taken care of: 2025 exterior paint, 2024 roof, 2022 A/C and water heater. A private atrium, vaulted ceilings, transom windows, and an open floor plan create a bright, airy feel from the moment you enter. You’ll love the stone-look tile flooring, no-popcorn ceilings, and beautifully updated kitchen with solid-wood cabinetry, Santa Cecilia granite countertops, stainless-steel appliances, and breakfast bar. The oversized screened lanai overlooks peaceful wooded and pond views—ideal for morning coffee, relaxing, entertaining, or birdwatching. Additional highlights include an interior laundry room, abundant storage in the stand-up attic, an oversized two-car garage, block construction, and a desirable Flood Zone X location above the flood plain. Homes with this combination of privacy, updates, views, and maintenance-free convenience are hard to find; don’t miss it! All in The Meadows, a sought-after 1,600-acre park-like community just 15 minutes from downtown Sarasota. Residents enjoy 14 miles of scenic trails and access to a fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center, and University Town Center’s shopping, dining, and entertainment. A fabulous Florida lifestyle awaits!
6308 MIDNIGHT PASS RD #6, SARASOTA, FL 34242
$995,000358 Days on yellowkey MLS ID: A4657483
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1965Monthly Fee: $1,005 Tax: $5,582 (2025)Community: Crescent ArmsSpa: NoVilla
Taxes:$5,582
Remarks: Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
4004 PENSHURST PARK, SARASOTA, FL 34235
$749,00020 Days on yellowkey MLS ID: A4695985
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2606 Built: 1989Monthly Fee: $932 Tax: $4,822 (2025)Community: Penshurst Park - The Highlands - The MeadowsVilla
Taxes:$4,822
Remarks: Warm contemporary design, impact-window peace of mind, tranquil golf course views and a phenomenal location come together in Penshurst Park, The Meadows’ premier maintenance-free enclave. A canopied street, paver driveway and charming courtyard welcome you home. Inside, this beautifully updated residence feels light and open, with high ceilings, abundant natural light, specialty LED lighting, tall windows and walls of sliders that frame deep golf course views and a daily parade of birds. The chef’s kitchen impresses with Greystone Cambria quartz countertops, KitchenAid and Bosch appliances, including a multi-mode wall oven and induction cooktop and soft-close cabinetry. Relax in the serene and spacious primary retreat, offering a custom-fitted walk-in closet and a spa-like bath with dual sinks, a soaking tub and a generous Roman shower. All just 300 feet from the heated community pool, near nature trails and all the fun The Meadows has to offer. The Meadows is a sought-after 1,600-acre park-like community just 15 minutes from downtown. Residents enjoy 14 miles of scenic trails and access to a fitness center, a junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center and University Town Center’s shopping, dining and entertainment. A fabulous Florida lifestyle awaits! The residence features 2021 PGT hurricane windows and doors, a 2015 16 SEER air conditioner with an air purifier, a 2005 tile roof, which is the HOA’s responsibility, a whole-house surge protector and is above flood plain in Zone X.
4638 WILLOW WOOD CIR #34, SARASOTA, FL 34241
$300,00059 Days on yellowkey MLS ID: A4691512
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2124 Built: 1982Monthly Fee: $56 Tax: $2,688 (2025)Community: Hammocks IiiVilla
Taxes:$2,688
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Rarely do homes become available on Willow Wood Circle - and even more rare is finding one with a water view. Offered for the first time, this one-owner residence has been cherished since it was built and now presents a solid foundation with the opportunity to make it your own. Located within the gated community of Bent Tree, Hammocks III is a well-established subdivision offering maintenance-free living with no age restrictions. This 3 bedroom, 2.5 bath home offers 2,124 square feet of living space with an inviting layout, including a first-floor primary suite, high vaulted ceilings, and a Florida room that fills the home with natural light. A private front courtyard creates a setting for outdoor dining or a quiet morning coffee, while the home’s location offers a peaceful, wooded sense of privacy throughout. Water views become the backdrop to everyday living, with frequent visits from birds and deer adding to the natural charm. Situated on a quiet dead-end street with no thru-traffic, homesites like this are among the most desirable in Hammocks III. Additional highlights include a two-car garage, mature landscaping, and beautifully tree-lined streets that define the character of the community. Notably, the property is not located in a flood zone and has not experienced hurricane damage, offering an added layer of confidence for future owners. Ideally located just minutes from shopping and daily conveniences - including Publix, Walmart, Home Depot, and UTC Mall - with easy access to I-75 and a short drive to Sarasota’s renowned beaches, dining, and entertainment. Opportunities to secure a homesite like this in Bent Tree are few and far between. Schedule a showing today and explore why residents love living here.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Daniel Carrozzo (941-400-8462)
7770 WANING MOON WAY, SARASOTA, FL 34241
$449,77450 Days on yellowkey MLS ID: TB8505985
1 Days Off yellowkey (back on 6/5/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skye RanchVilla
Taxes:$0
Elementary School: Lakeview Elementary
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7770 Waning Moon Way in Esplanade at Skye Ranch! This new twin villa offers a thoughtfully designed open layout that blends comfort and style for easy everyday living. The kitchen overlooks the dining area and great room and is beautifully appointed with quartz countertops and an apron front kitchen sink, creating a functional yet inviting gathering space. Luxury plank flooring flows throughout the main living area, enhancing the home’s cohesive design. The private primary suite provides a relaxing retreat, while a secondary bedroom and study offer flexibility for guests or a home office. Sliding doors lead to the covered lanai with a screened in patio, extending the living space outdoors, and whole house impact windows add peace of mind and durability throughout the home. Additional Highlights Include: tray ceiling pkg, pocket doors at study, 8' interior doors, pre-plumb for future laundry sink, garden fence, and extended LVP flooring to primary suite and closet. Photos are for representative purposes only. MLS#TB8505985 Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
3374 W CHELMSFORD CT #9, SARASOTA, FL 34235
$349,00023 Days on yellowkey MLS ID: A4695215
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1991 Tax: $2,824 (2025)Community: Chelmsford Close - The MeadowsVilla
Taxes:$2,824
Remarks: Spectacular golf and lake views, plus hurricane glass for peace of mind, in a phenomenal location! Filled with natural light, this two-bedroom plus den end unit villa features high ceilings with crown molding and walls of glass that beautifully bring the outdoors in. The spacious primary suite offers a walk-in closet, dual vanities and a walk-in shower. Relax on the screened lanai and take in the gorgeous sunrise views over the lake and golf course, perfect for morning coffee, reading or entertaining friends. All just a short distance to the heated community pool and a quick ride to everything The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and an available fitness center, junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. A fabulous Florida lifestyle awaits! 2022 A/C system, 2021 water heater, 2014 tile roof (condo's responsibility), above flood plain in zone X.
5940 DRIFTWOOD AVE #15, SARASOTA, FL 34231
$319,00052 Days on yellowkey MLS ID: A4692199
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,407 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$2,407
Remarks: Experience the ease of coastal living just minutes from the world-renowned shores of Siesta Key with this inviting, free-standing villa, an ideal retreat for buyers seeking comfort, convenience, and value. Perfectly positioned in Sarasota's desirable 34231 corridor, this residence offers a rare opportunity to enjoy the beach lifestyle without the premium price typically associated with island living. Designed for relaxed, low-maintenance ownership, the villa features a spacious, open-concept layout with abundant natural light, neutral finishes, and easy-care ceramic tile flooring throughout. Recent updates include new HVAC in 2024, roof 2019, water heater and Impact windows in 2022. The well-appointed kitchen provides ample cabinetry and workspace, flowing seamlessly into the main living and dining areas, with functionally elegant built-ins with storage, and perfect for entertaining or hosting seasonal guests. Generous bedroom accommodations offer privacy and comfort, while updated baths enhance the home's move-in-ready appeal. A highlight of the property is the private outdoor living space, ideal for morning coffee, evening cocktails, or simply enjoying the coastal breezes. Residents also enjoy serene sunsets on Sarasota Bay, access to community amenities such as a pool, clubhouse, and beautifully maintained grounds, perfect for a lock-and-leave seasonal.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
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