Location: Sarasota
Do Not Show Listings
5873 CALLA LILLY DR, SARASOTA, FL 34232
$424,90093 Days on yellowkey MLS ID: A4686170
1 Days Off yellowkey (back on 5/10/2026)
REDUCED by $5,000 (1.2%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1492 Built: 2020Monthly Fee: $81 Tax: $2,983 (2025)Community: Garden Village Ph 2Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,983
Elementary School: Fruitville Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome home to 5873 Calla Lilly Drive! This meticulously maintained 3-bedroom, 2-bath, 2-car garage residence sits on a spacious corner lot in the desirable gated community of Garden Village. From the moment you step inside, you’ll appreciate the light-filled open-concept floor plan, designed for both comfortable everyday living and effortless entertaining. The dining area flows seamlessly into a modern kitchen featuring granite countertops, stainless steel appliances, a closet pantry, breakfast bar, and a cozy eat-in space for casual dining. The private owner’s suite offers a peaceful retreat, complete with a spacious walk-in closet and an en-suite bath featuring dual vanities and a large walk-in shower. Two additional bedrooms and a full bath are thoughtfully positioned at the front of the home—perfect for family, guests, or a home office. Both guest bedrooms feature custom built-in closets, providing stylish and efficient storage solutions. Additional highlights include a well-appointed laundry room with built-in cabinetry for optimal storage and organization. The garage has been enhanced with a ladder for easy attic access, and the attic itself has been modified to maximize storage space. Step outside to your own tropical backyard oasis, where an extended paver patio, lush areca palms, and a 6-foot privacy fence create the ideal setting for relaxing or entertaining. Ideally located in Sarasota, Garden Village is a family-friendly community just minutes from shopping, dining, and convenient access to I-75—perfect for commuters. Enjoy being only 20–25 minutes from vibrant downtown Sarasota and the world-renowned Gulf beaches, including Siesta Key. With top-rated schools and an unbeatable blend of tranquility and convenience, this home truly has it all.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jessica Kenney (941-400-0984)
9200 BLIND PASS RD, SARASOTA, FL 34242
$5,250,00047 Days on yellowkey MLS ID: A4692471
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4000 Built: 1994 Tax: $48,308 (2025)Community: Not Part Of SubdivisionSpa: YesSingle Family
Taxes:$48,308
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Experience the art of beachfront living in this exceptional 4-bedroom, 4-bath Gulf-front residence, where sweeping water views and unforgettable sunsets take center stage. Spanning three thoughtfully designed levels, this coastal retreat offers a rare blend of refined comfort and effortless elegance. Walls of glass frame the Gulf from nearly every vantage point, filling the home with natural light and showcasing breathtaking vistas that evolve throughout the day. A private elevator provides seamless access to all floors, while expansive living spaces invite both relaxed everyday living and refined entertaining. Recent enhancements—including impact windows and sliders, four updated HVAC systems, and a new water system—ensure peace of mind while complementing the home’s modern coastal aesthetic. The guest bathrooms have also been tastefully updated with fresh, contemporary finishes, offering a polished and comfortable experience for family and visitors alike. Step outside to multiple outdoor living areas designed to capture the essence of coastal living. The rooftop terrace is a true showpiece, complete with a private jacuzzi—an idyllic setting to unwind under the stars or take in spectacular sunset views over the Gulf. With direct beach access just beyond your door, every day begins and ends with the soothing rhythm of the waves. Perfectly positioned on Blind Pass Road, this home offers both privacy and proximity to the charm of Siesta Key’s vibrant coastal lifestyle. This is more than a home—it’s a front-row seat to the Gulf, where every day feels like a getaway.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Holly Pascarella, Pa (941-225-3218)
3508 LA PALOMA AVE, SARASOTA, FL 34242
$2,250,00089 Days on yellowkey MLS ID: A4686192
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3195 Built: 2004 Tax: $24,862 (2025)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$24,862
Middle School: Sarasota Middle
Remarks: Spacious island living awaits in this beautifully maintained 5-bedroom, 3-bath furnished home on the coveted north end of Siesta Key, just steps from beach access No. 1, Shell Rd, on Big Pass and with convenient access to the Sarasota mainland. Fully gated and walled for privacy, the property is surrounded by lush tropical landscaping and offers the ideal blend of comfort, functionality, and a weekly rental. An oversized 3-car garage and large paver driveway provide plenty of space for vehicles, beach gear, and a golf cart—perfect for enjoying the Siesta Key lifestyle. Adding to its appeal, the home is built above base flood elevation, a valuable feature on Siesta Key. Inside, the large open floor plan is designed for entertaining, with 12-foot ceilings, crown molding, arched openings, and travertine flooring. The spacious kitchen features stainless steel appliances, oak cabinetry, and a breakfast nook overlooking the backyard oasis, while a separate dining area and large living room with a gas fireplace provide plenty of space to gather. French doors off the living room open to a large terrace overlooking the backyard oasis, while a second terrace off the side of the home offers a cozy, private spot to relax. The private main-floor primary suite offers direct terrace access, two walk-in closets, an oversized bedroom, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional large bedrooms and a full bath are also located on the first floor. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with a beverage fridge create an ideal retreat for visitors, while one of the bedrooms opens to a private terrace overlooking the backyard. Additional conveniences include multiple storage closets and a central vacuum system for easy maintenance. The backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen designed for entertaining, complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard provides a great space for dogs to roam. Ideally located, this property is just moments from world-renowned Siesta Key Beach and a short drive to downtown Sarasota’s celebrated restaurants, shopping, and cultural attractions. With three terraces, abundant indoor-outdoor living, strong weekly rental history, and a prime north Siesta Key location, this is an outstanding opportunity to enjoy the best of island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
9181 FLORIDA ROCK TRL, SARASOTA, FL 34240
$814,900191 Days on yellowkey MLS ID: A4675151
2 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Gar: 5 Liv Area Sq Ft: 2078 Built: 2025Monthly Fee: $388 Tax: $3,497 (2024)Community: Shellstone At WatersideSingle Family
Taxes:$3,497
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2024
Remarks: A Unique Opportunity in Shellstone! The Halyard floor plan with an expanded 5-car garage, originally constructed for the Homes by Towne team. Ideal for car collectors, a workshop, or storage. This beautifully upgraded 2-bedroom + den, 2-bath home offers elegant tray ceilings in the foyer and great room, and spacious living areas perfect for entertaining. The chef's kitchen includes a large island, walk-in pantry, and abundant workspace. Community amenities include The Summit at Shellstone Amenity Center with a Social Hall, Fitness Center, Pool and Spa, Firepit, Poolside Cabanas, Poolside BBQ Grills, and Fitness Lawn. Residents also have access to Midway Park featuring a Pro Shop, Screened Pavilion, Play Areas, Dog Parks, Basketball Court, 8 Pickleball Courts, 6 Tennis Courts, Kayak Launch, Outdoor Fitness Area, and Shaded Picnic Areas. Shellstone offers convenient access to Downtown Waterside Place, Gulf Coast beaches, world-class dining and shopping, several hospitals, and is located within the Sarasota School System. Sarasota International Airport is approximately 25 minutes away, and Tampa International Airport is approximately 70 minutes away.
Listing is courtesy of: HOMES BY TOWNE REALTY INC (941-907-9799)
Listing Agent: Marissa Stephenson (941-448-1755)
4068 LYNDHURST CT, SARASOTA, FL 34235
$488,00064 Days on yellowkey MLS ID: A4690209
1 Days Off yellowkey (back on 5/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1963 Built: 1987Monthly Fee: $567 Tax: $4,495 (2025)Community: Meadows TheSingle Family
Taxes:$4,495
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Tucked within the desirable Lyndhurst enclave of The Meadows, this beautifully maintained 3-bedroom, 2-bath single-family residence offers a blend of privacy, character, and effortless Florida living. A pavered driveway and tropically landscaped, gated walkway welcome you to a charming side-entry front door. Step into a light-filled interior featuring porcelain tile flooring and ceiling fans throughout, complemented by neutral tones, unique architectural angles, and subtle accent lighting that create a bright, airy ambiance with a relaxed, beach-inspired feel. The living and dining areas are the heart of the home, enhanced by a skylight, a cozy wood-burning fireplace, and a wet bar with built-in cabinetry—perfect for entertaining. The eat-in kitchen is both stylish and functional, showcasing light soft-close cabinetry, quartz countertops, and abundant windows that invite in natural light. A door leads to a private, walled privacy garden complete with a pergola—an ideal spot for morning coffee or quiet evenings. Just off the kitchen, the inside laundry room offers added convenience with upper cabinetry for storage. An enclosed all-weather bonus room, lined with windows, seamlessly connects the living room to the lanai, expanding your living space year-round. The spacious primary suite features sliding glass doors to this bonus area, transom windows, and a large walk-in closet with built-ins. The ensuite bath is thoughtfully designed with quartz countertops, dual sinks with a makeup area, a sunken tub beneath a skylight, and a separate shower, toilet, and additional sink with direct access to the lanai - making it an ideal future pool bath should new owners choose to add a pool. Two guest bedrooms provide flexibility and comfort—one generously sized with a walk-in closet, and the other featuring built-in cabinetry, currently utilized as a den or office. The guest bath includes a separate sink area with quartz countertops and a beautifully updated tiled shower with glass doors. Outdoors, the pebbled and recently rescreened lanai offers tranquil tropical views of the 11th fairway and green, creating a serene backdrop for relaxation or entertaining. The attached two-car garage is equally impressive, featuring an epoxy floor, storage cabinets, pegboard, new pull-down attic stairs, and direct access to the private courtyard. Recent upgrades include NEW HVAC in 2023, refrigerator, dishwasher and disposal in 2022, and washer and dryer in 2021. Enjoy low-maintenance living with an HOA that covers landscaping outside the lanai, roof maintenance and replacement (roof replaced in 2012), exterior home care and painting, irrigation, and exterior pest control—allowing you to fully embrace the Florida lifestyle in one of Sarasota’s most sought-after communities. Lyndhurst also offers a screened community pool and walking trails. Just a 15-minute drive outside this peaceful enclave is downtown Sarasota, with shopping, arts & theatres, museums, dining and entertainment, top-ranked healthcare, beaches and SRQ International Airport. One mile east is the convenience of I-75, University Town Center with over 300 nationally known and homegrown shops, restaurants, fitness studios, services and attractions, the Nate Benderson Park, home of world-class rowing events and the Mote Marine Aquarium. Please note: three exterior SimpliSafe cameras are in place on the property and may be recording.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniela Soiman (941-779-4797)
6642 41ST STREET CIR E, SARASOTA, FL 34243
$458,00044 Days on yellowkey MLS ID: TB8506610
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1642 Built: 2007Monthly Fee: $577 Tax: $4,359 (2025)Community: Cascades At Sarasota Ph VSingle Family
Taxes:$4,359
Elementary School: None
High School: None
Middle School: None
Remarks: Location, Location, Location! Move in ready 2-bedroom, 2-bathroom home with a den in the highly desirable 55+ gated community, Cascades of Sarasota! As you walk through the front door you will notice an open floorplan with vaulted ceilings. The kitchen overlooks the living room and dining room and has been tastefully updated with new granite and new stainless appliances! The spacious master suite has two walk-in closets and a large en-suite making it the perfect private retreat after a long day. Enjoy Florida living on the screened in lanai overlooking the back yard. The Cascades of Sarasota is an active 55+ community and has a resort style indoor/outdoor swimming pool, tennis and pickleball courts, and bocce ball. A state-of-the-Art gym. It also has a variety of social events and functions throughout the year. The 25,000SF Clubhouse includes craft, card and game rooms. A large ballroom with kitchen facilities, billiards and a library. Come see why this community is in such high demand! Read Less
Listing is courtesy of: JACK KELLER INC (727-586-1497)
Listing Agent: John Keller (727-586-1497)
1837 WORRINGTON ST, SARASOTA, FL 34231
$619,00044 Days on yellowkey MLS ID: TB8504626
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1952 Tax: $4,056 (2025)Community: South Highland Amd OfSingle Family
Taxes:$4,056
Remarks: Renovated 1150 sq. ft. beach cottage west of trail with open floorplan. Updated plumbing, new electric, new metal roof, AC 2020. Golf cart to all your favorite spots, Mortons, Libby's, Publix, EOS, Trader Joes, Walts Fish Market. 3 minute drive to Siesta Key bridge. Separate studio that can be used for office or in-law bedroom is not included in the listed square footage.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
1655 SOUTH DR, SARASOTA, FL 34239
$5,900,000112 Days on yellowkey MLS ID: A4684423
Bed: 5 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6355 Built: 2011Monthly Fee: $27 Tax: $34,625 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$34,625
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. In Sarasota's desired West of Trail enclave of Cherokee Park, 1655 South Drive, masterfully designed three-story estate where thoughtful architecture meets effortless luxury. Positioned on a homesite that is not in a Special Flood Hazard Area and enhanced with full home hurricane-impact glass and a whole-home generator, this residence offers the rare combination of refinement and peace of mind. Spanning 6,355+ square feet, the home features five bedrooms, five full baths and four half baths, with a layout tailored for grand entertaining and everyday ease. A rear three-car garage, accessed discreetly from South Lodge Drive, preserves the home's striking street presence. Inside, the main level unfolds into a wide-open living experience with a great room with wet bar, formal dining, and a showpiece chef's kitchen outfitted with Wolf dual-oven six-burner range, dual side by side 36” Sub-Zero Over-and-Under Refrigerator/Freezers, a Wolf microwave drawer, a Wolf warming drawer, and built-in Miele espresso machine. The first-floor primary suite is a private retreat, complete with an in-home gym, a spa-inspired bath and dual custom-fitted closets. A beautifully appointed guest suite (fifth bedroom) with en-suite bath also anchors the main level. Access to the upper floors is seamless via a dramatic staircase with custom wrought-iron railings or the private elevator. Upstairs, three additional en-suite bedrooms include custom walk-in closets, one thoughtfully designed with built-in bunk beds, plus a bonus club room with built-in desks and additional laundry for added convenience. Outdoors, the property transforms into a walled and gated resort-style oasis featuring a gas-heated saltwater pool with sun shelf and spa, and an artificial turf lounge/play area. A screened entertainment lounge with a convenient half pool bath connects to a full outdoor kitchen with sink, TV and gas grill, all complemented by a pergola and a mosquito misting system, ideal for Sarasota's seasons. Above the garage, a spectacular casita-style retreat, accessible by the home’s second private interior elevator or exterior spiral staircase, elevates entertaining to an entirely new level with a 2,000-bottle refrigerated wine room, a fully equipped wet bar, mini- fridge, clear ice maker, and dishwasher. Go onto the covered terrace with a gas fireplace, then unwind on the third floor in the private, pool-like infinity-edge spa, an experience that feels equal parts boutique resort and private club. Ideally in walking distance to A-rated Southside Elementary School, Southside Village, Sarasota Memorial Hospital, downtown Sarasota and short drive to the world-famous sands of Siesta Key Beach, this is a rare opportunity to own a bespoke residence in one of Sarasota's treasured neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
16409 WINBURN PL, SARASOTA, FL 34240
$599,00051 Days on yellowkey MLS ID: A4691548
1 Days Off yellowkey (back on 5/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 1985Monthly Fee: $63 Tax: $5,501 (2025)Community: Rainbow Ranch AcresSingle Family
Taxes:$5,501
Remarks: Under contract-accepting backup offers. A rare opportunity to own a unique 5-acre “Old Florida” property bordering the Myakka Preserve! This cedar house is totally private among native woods, palms and bamboo. Inside, you will find 2 bedrooms and 2 baths, plus a fully equipped, updated kitchen with modern appliances for comfortable living. This unique home features a solid black walnut floor and a wood-burning fireplace. Up the spiral staircase, you’ll find a loft bedroom with a newly updated bathroom. In the main floor bathroom, there’s a 102-year-old clawfoot tub with black walnut surround, and a washer/dryer hookup in place. The kitchen features solid countertops and solid beech wood cabinets. Watch the deer and other wildlife from the large porch and rear deck. Roof is new! AC is 5 years old. Irrigation available in multiple locations on the property. The Large pole barn allows for covered parking for equipment, tools, vehicles, & boats. Raise your animals, plant your garden, bring your toys! Plenty of room on the East side of the property to build a larger home with its own gate and driveway already in place. Only 5 miles to the North Entrance to Myakka State Park, 13 miles to I-75, Shopping & Restaurants, 16 miles to Waterside at Lakewood Ranch, 19 miles to Downtown Sarasota, 22 miles to Lido Beach and 25 miles to the famous Siesta Key! Schedule your showing today and come see this cabin in the midst of raw beauty of wild and rare acreage.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Tina Timmons (941-350-5030)
5883 WHISTLEWOOD CIR, SARASOTA, FL 34232
$485,000222 Days on yellowkey MLS ID: A4671389
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 1979 Tax: $5,067 (2024)Community: Ridgewood Estates 20Th AddSpa: NoSingle Family
Taxes:$5,067
Elementary School: Brentwood Elementary
Remarks: Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it. Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine. Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room. The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round. Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
132 TALL TREES CT, SARASOTA, FL 34232
$520,00073 Days on yellowkey MLS ID: A4689367
REDUCED by $10,000 (1.9%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2001Monthly Fee: $199 Tax: $3,522 (2025)Community: Oak Court Ph 2-A & 2-BSpa: YesSingle Family
Taxes:$3,522
Remarks: Located in Oak Court, a gated community of approximately 60+ homes just off Fruitville Road, this updated, west-facing, single-story residence offers convenient access to downtown Sarasota, University Town Center (UTC), Gulf beaches, golf courses, parks, and I-75. Set on a private dead-end street with mature canopy trees and landscaped surroundings. Extensive upgrades include roof (2021), AC (2025), and water heater (2026). Interior features professionally curated paint selections and 24-inch tile flooring (2025) in select areas including two bedrooms and foyer. The layout offers a flexible front room off the entry, ideal for dining, sitting, or office use. The home then opens into the main living area with vaulted ceilings and an open connection to the kitchen. A separate dining area is positioned just off the kitchen, creating a natural flow for everyday living and entertaining. The living space provides direct access to the screened lanai and hot tub, which conveys with the sale. Kitchen features a Samsung appliance suite (2025), soft-close cabinetry, pull-out drawers, island workspace, and adjacent dining area. Bathrooms updated with Calcutta wall tile and energy-efficient commodes (2025). Primary suite includes dual sinks, walk-in shower, and walk-in closet. Secondary bedrooms offer built-in storage and custom paint finishes. Smart home features include Eufy video doorbell and upgraded digital AC thermostat. Additional interior improvements include plantation shutters, vertical blinds, updated lighting fixtures, and ceiling fans. Garage includes epoxy-coated floor (Galaxy Blue, 2025), custom overhead storage, and fresh interior paint. Exterior upgrades include backyard privacy landscaping with Areca palms (2025) and redesigned irrigation system. Community amenities include pool, cabana, lake with fountain, and irrigation.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
6271 STURBRIDGE CT, SARASOTA, FL 34238
$599,00075 Days on yellowkey MLS ID: A4687332
REDUCED by $51,000 (7.8%) on 04/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1987 Built: 1999Monthly Fee: $146 Tax: $3,705 (2025)Community: Hamptons Unit 1Single Family
Taxes:$3,705
Elementary School: Ashton Elementary
High School: Riverview High
Remarks: The Palmer Ranch Hamptons subdivision is centrally located to all Sarasota has to offer. This well-manicured quite subdivision has an ambiance as soon as you drive in. The residence is the perfect size 3 bed 2 bath.... with office/den. The covered patio overlooks a very well cared for Zen Garden. "Relaxing" This is a must see to appreciate the upgrades thru out, but the master suite is a must see! Additional pluses include new tile roof 2025, new a/c 2022, new front door 2021, new gas stove etc.
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Keith Groesbeck (941-266-7601)
4755 WOODBROOK DR, SARASOTA, FL 34243
$409,000158 Days on yellowkey MLS ID: A4678195
0 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1680 Built: 2013Monthly Fee: $179 Tax: $5,269 (2025)Community: Woodbrook Ph ISpa: NoSingle Family
Taxes:$5,269
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Welcome to this stunning residence in the sought-after Woodbrook community, where luxury meets convenience in a thoughtfully designed living space spanning 1,680 square feet. This elegant three-bedroom, two-and-a-half-bath home presents an ideal blend of comfort and sophistication. Step through the welcoming front porch or access your private brick-paved courtyard, perfectly designed for outdoor entertaining and peaceful relaxation. The courtyard connects to a spacious two-car garage, while the carriage lane provides additional parking for two vehicles – ample space for all your automotive needs and recreational equipment. The first floor showcases an open-concept design that seamlessly integrates the living, dining, and kitchen areas. A versatile nook, currently serving as a home office, offers flexibility for your lifestyle needs. The kitchen features upgraded ceramic tile work that extends to the convenient powder room, while a dedicated laundry area completes the main level's practical amenities. Upstairs, the luxurious primary bedroom suite opens to a private balcony overlooking serene preserve views. Two additional bedrooms share a well-appointed Jack and Jill bathroom, ensuring comfort for family members or guests. This premium lot location places you steps away from the community pool, spa, and park. The neighborhood's strategic position provides easy access to Sarasota's vibrant arts scene, University Town Center's shopping and dining destinations, and numerous recreational opportunities including golf, tennis, kayaking, and beautiful beaches. Experience the perfect balance of luxury living and modern convenience in this meticulously maintained home, where every detail has been carefully considered to enhance your lifestyle.
Listing Agent: Dorota Swierkowska (847-208-8700)
SARASOTA, FL 34233
$349,900247 Days on yellowkey MLS ID: A4668891
0 Days Off yellowkey (back on 2/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1955 Built: 1998Monthly Fee: $46 Tax: $3,426 (2024)Community: Three OaksSingle Family
Taxes:$3,426
Remarks: Under contract-accepting backup offers. Short Sale. SHORT SALE: Listing price may not be sufficient to pay the total of all liens and costs of sale, and sale of property at full listing price may require approval of seller's lender(s) All room dimension are estimates. Property sold as is with right to inspect. The AC system does not work. Proof of Funds must accompany all offers. Seller has no information regarding HOMEOWNER association and documents if applicable. All information pertaining to these docs, financials, & costs associated with obtaining them shall be the responsibility of Buyer. Inspections must be done within 10 days of effective date not short sale approval date.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Kay Winefordner (941-302-1707)
5939 CASPIAN TERN DR, SARASOTA, FL 34238
$629,900103 Days on yellowkey MLS ID: A4684960
3 Days Off yellowkey (back on 5/8/2026)
REDUCED by $19,100 (2.9%) on 04/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2100 Built: 2016Monthly Fee: $478 Tax: $6,357 (2025)Community: Sandhill PreserveSingle Family
Taxes:$6,357
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Under contract-accepting backup offers. Welcome to an exceptional residence in the highly desirable Sandhill Preserve on Palmer Ranch, a private enclave of just over 300 homes surrounded by tranquil preserve landscapes and resort-style amenities. This vibrant community offers an impressive lifestyle with a newly renovated clubhouse and social center, state-of-the-art fitness facility, barefoot bar, beautifully appointed social kitchen, and a spectacular Olympic-size resort pool and spa. This beautifully maintained home showcases the highly sought-after Martin Ray floor plan, offering a bright and open design with 3 spacious bedrooms, a private den, and 2 full baths. Thoughtfully designed for both everyday comfort and elegant entertaining, the home features numerous upgrades including a new roof, solar panels owned (not leased), new air-conditioning system, impact-rated windows and doors along with natural gas service. The interior is warm and inviting, highlighted by generous living spaces and refined finishes. A stylish bar area with wine refrigerator creates the perfect setting for entertaining guests. Expansive sliding patio doors open fully to the oversized lanai, seamlessly blending indoor and outdoor living and creating a true Florida lifestyle experience. The luxurious primary suite serves as a private retreat, complete with dual vanities and an expansive walk-through shower designed for comfort and relaxation. The home has been meticulously maintained and recently painted on the exterior, reflecting pride of ownership throughout. Perfectly positioned in one of Sarasota’s most desirable locations, this home offers convenient access to the world-famous quartz sands of Siesta Key Beach along the sparkling Gulf of Mexico, as well as the charming shops and restaurants of Siesta Key Village. Enjoy nearby coastal destinations including Lido Key Beach and the renowned boutiques and dining at St. Armands Circle. Additional nearby beaches include Venice Beach and Nokomis Beach, while the cultural arts, dining, and waterfront charm of Downtown Sarasota are just minutes away. This is a rare opportunity to enjoy refined living, energy-efficient upgrades, and the best of the Sarasota coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Stephen Clementi (912-704-2116)
388 S SHORE DR, SARASOTA, FL 34234
$18,950,000262 Days on yellowkey MLS ID: A4665863
Bed: 5 Bath: 4.5 Gar: 8 Liv Area Sq Ft: 7428 Built: 2025 Tax: $36,594 (2024)Community: Sapphire Shores Resub Blk MSpa: YesSingle Family
Taxes:$36,594
Elementary School: Emma E. Booker Elementary
Remarks: World-renowned as Florida’s cultural coast, Sarasota’s heritage of culture and the arts provides a distinguished backdrop for its newest architectural tour de force – Lunara. Set in Sapphire Shores, one of Sarasota’s most historic and culturally rich neighborhoods, the location is quintessentially Sarasota. This prized location, originally chosen by one of the city's foremost visionaries for his own Ca' d'Zan mansion, commands what are widely regarded as the city's best views, with sweeping panoramas of Sarasota Bay, the downtown skyline, and the landmark Ringling Bridge. Steeped in a tradition of the future, Lunara transforms state-of-the-art materials from around the world through the enduring craft of local artisans. Designed by Mark Sultana of DSDG Architects and built by Michael Voigt of Voigt Brothers Construction, the residence reveals itself with dramatic geometry and floating planes. Every angle captures the shimmer of water, every surface plays with light, and every room welcomes you into a life surrounded by beauty. The heart of the home opens with dramatic presence — the 11-foot pivot entry door leads to a soaring double-height living space, where an 11-foot automated glass wall extends to an equally lofty trellised sun deck. Despite its scale, the residence feels warm and personal, thanks to a no-hallway design directive that connects each area with purposeful flow. The impressive entertainment bar, which features floating liquor display shelves and a climate-controlled wine display, stands distinct yet linked to the ultra-high-end kitchen, which includes a retractable pass-through to a concealed prep kitchen. Outside, the al-fresco kitchen and pool deck share the same floor level as the interior, creating a connected indoor-outdoor living experience that amplifies the home’s spacious elegance. Lunara’s pleasures are abundant, anchored by amenities that blend function with imagination. A two-level swimming pool cascades from infinity edge to lap lane, offering a visual spectacle as much as a place for play or exercise. The glass elevator, tallest of its kind in a Sarasota residence, glides between levels with clarity and grace. The 10-car garage is designed to be more than just storage with bay-facing sliding glass doors that invite fresh breezes, natural light and a perfect view to enjoy while caring for your prized collection. The rooftop deck, a stage for Sarasota’s sunsets, invites leisure and entertainment in equal measure, complete with a putting green, fire pit and a flex space adaptable to yoga at dawn or cocktails at dusk. Even the practical touches are elevated – a dedicated “Christmas tree closet”, concealed floor-to-ceiling doors, and a movable wall of privacy glass that transforms the primary bath into either open vista or private retreat. Beyond prestige, the best of Sarasota is always close at hand. Within one mile you’ll find SRQ International Airport and The Ringling Museum. Downtown Sarasota, The Bay park, and Marina Jack are just five miles away, with Sarasota Memorial Hospital, St. Armands Circle and Lido Beach within six miles. IMG Sports Academy and St. Stephens School are within eight miles from your door. It is rare to find a residence that is at once a work of art and a place of retreat, where scale feels human and luxury feels livable. In Lunara, architecture becomes lifestyle, and lifestyle becomes sanctuary. This is a home that does not merely impress, it endures.
Listing Agent: Andrew Tanner (941-539-0998)
2637 STAR APPLE WAY, SARASOTA, FL 34240
$550,000187 Days on yellowkey MLS ID: A4675339
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2466 Built: 2022Monthly Fee: $290 Tax: $8,336 (2025)Community: Windward At Lakewood Ranch Phase 1Single Family
Taxes:$8,336
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located within the well-established Windward neighborhood in Sarasota, 2637 Star Apple Way presents a refined residential offering that balances comfort, functionality, and convenient access to the area’s most desirable amenities. With 4 bedrooms and 2.5 bathrooms and 2,466 square feet, it is ideal for true Sarasota living. Thoughtfully positioned on a quiet street, the home provides a welcoming setting suited for both full-time living and seasonal enjoyment. The interior is designed with an emphasis on natural flow and everyday livability and enjoy the brand new matching floors throughout the home. Well-proportioned living spaces are enhanced by abundant natural light, creating an inviting atmosphere throughout the home. The layout supports a variety of lifestyles, offering flexibility for entertaining, remote work, or relaxed daily living. Architectural details and finishes reflect a timeless aesthetic, allowing the home to appeal to a wide range of tastes. At the heart of the residence, the kitchen is arranged to serve as a central gathering space, with ample cabinetry, generous counter space, and a functional layout suited for both casual meals and hosting guests. Adjacent living and dining areas transition seamlessly, providing a cohesive environment that encourages connection and comfort. The primary suite offers a private retreat, thoughtfully separated from secondary living areas. It features comfortable proportions, closet space, and an en-suite bath designed for ease and practicality. Additional bedrooms provide versatility for guests, home office use, or hobbies, allowing the home to adapt to changing needs over time. Outdoor areas extend the living space and invite enjoyment of Florida’s year-round climate. Whether used for quiet mornings, evening relaxation, or entertaining, the exterior setting offers flexibility to personalize, subject to applicable community guidelines. The surrounding neighborhood contributes to a sense of stability and established character, enhancing the overall appeal of the property. Star Apple Way benefits from its proximity to shopping, UTC mall, dining, medical facilities, parks, and the 75 interstate, it makes daily errands and travel throughout Sarasota both convenient and efficient. Downtown Sarasota, cultural venues, and Gulf beaches are all within a reasonable driving distance, offering access to the lifestyle for which the area is well known. 2637 Star Apple Way represents an opportunity to enjoy a thoughtfully designed home in a desirable Sarasota location. With its balanced layout, comfortable living spaces, and convenient setting, this property is well suited for buyers seeking enduring value and a relaxed Florida lifestyle.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
6533 BOWLINE DR, SARASOTA, FL 34231
$490,00046 Days on yellowkey MLS ID: A4692646
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 1972 Tax: $2,414 (2025)Community: Gulf GateSpa: YesSingle Family
Taxes:$2,414
Remarks: Welcome to this charming 2-bedroom, 2-bathroom retreat in the heart of Gulf Gate, where classic character meets an unbeatable Sarasota location! From the moment you arrive, the unique courtyard-style entryway creates a private and welcoming atmosphere that immediately feels like home. This residence is filled with architectural personality, featuring a stunning tray ceiling in the kitchen and beautiful wood accents on the ceilings in the living and dining areas, adding warmth and texture to the heart of the home. While the interior offers a clean slate for your personal modern touches, the layout provides an exceptional foundation for your vision. Step through the sliding doors to discover your private outdoor oasis, featuring a fully screened-in pool and integrated spa. This expansive lanai area is perfect for year-round relaxation or quiet afternoons enjoying the Florida breeze in complete privacy. The location of this property simply cannot be beat. Situated in an established neighborhood known for its convenience and community feel, you are just moments from Gulf Gate Elementary School and the Gulf Gate Library. Residents here love being a few minutes away from the vibrant Gulf Gate Village, which is famous for its eclectic mix of boutique shops, international delis, and locally-owned restaurants. Even better, the world-renowned sugar-white sands and crystal-clear waters of Siesta Key Beach are merely minutes away. Whether you are looking for a primary residence or a seasonal getaway, this home represents an incredible opportunity to plant roots in one of Sarasota's most beloved and convenient communities.
Listing Agent: Rachel Miller (941-900-4074)
7729 BLUE MOON RUN, SARASOTA, FL 34241
$685,48954 Days on yellowkey MLS ID: A4691696
1 Days Off yellowkey (back on 5/7/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1843 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSingle Family
Taxes:$0
Elementary School: Lakeview Elementary
Remarks: Under Construction. What's Special: Dedicated Study | No Rear Neighbors | Pond View | Extra Garage Storage. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Monte at 7729 Blue Moon Run in Esplanade at Skye Ranch! This beautifully designed new home greets you with a welcoming porch and foyer that open into a light filled great room, where laminate flooring throughout the main living area creates a cohesive and inviting feel. The gourmet kitchen is both stylish and functional, featuring quartz countertops, an apron front sink, a spacious island, and a pantry that keeps everything organized, while flowing seamlessly into the dining. Sliding doors connect the great room to the expansive lanai, offering the perfect spot to enjoy the outdoors. Tucked away for privacy, the primary suite delivers a calming retreat with a spa-like en-suite bath and walk-in closet. A versatile study, secondary bedroom, full bath, convenient laundry space, and a two-car garage add flexibility and comfort, while whole house impact windows provide peace of mind and durability. Additional Highlights Include: Gourmet kitchen, study in place of flex, powder room in place of storage, extended lanai, 10' ceilings, 8' interior doors, impact windows, tray ceiling pkg, 4' extended garage, and pre-wire for future pool and spa. 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! Photos are for representative purposes only. MLS#A4691696
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
1347 HARBOR DR, SARASOTA, FL 34239
$4,000,000146 Days on yellowkey MLS ID: A4679697
REDUCED by $300,000 (7.0%) on 05/07/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4069 Built: 2014Monthly Fee: $13 Tax: $57,247 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$57,247
Remarks: Exceptional Harbor Acres modern residence offering 5 bedrooms, including a sunroom converted by the owners into a true 5th bedroom (closet and A/C). Warm contemporary design with seamless indoor-outdoor living. Located in Harbor Acres, one of Sarasota’s most coveted neighborhoods, this exceptional modern residence delivers a rare blend of warm contemporary design, luxury finishes, and seamless indoor-outdoor living. Perfectly scaled for the neighborhood, the open floor plan is flooded with natural light and effortlessly blurs the line between inside and out. The great room features 8-ft pocketing sliders opening to the covered lanai, anchored by a gas fireplace with illuminated floating shelves. The chef’s kitchen is a showpiece with top-of-the-line Miele appliances, solid wood cabinetry, an expansive quartz island, LED lighting, and a butler’s pantry for effortless entertaining. A separate dining room with picturesque windows offers an inviting setting for intimate gatherings, while the adjoining family room provides a relaxed space to unwind. The first-floor primary suite is a serene retreat with walls of windows overlooking lush tropical foliage and a spa-inspired bath featuring a soaking tub and glass shower. A dedicated office/flex room is conveniently located on the main level. Owners thoughtfully converted the sunroom into a 5th bedroom, offering added flexibility for guests or multigenerational living. Sleek open-riser stairs lead upstairs to two en-suite bedrooms providing privacy and comfort.
Listing is courtesy of: MICHAELA DAMM & PARTNERS (941-726-1808)
Listing Agent: Miska Damm (941-726-1808)
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