Location: Sarasota
Do Not Show Listings
2135 DATURA ST, SARASOTA, FL 34239
$1,800,00033 Days on yellowkey MLS ID: A4685791
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2539 Built: 2021 Tax: $7,357 (2025)Community: Grove Lawn RepSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,357
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: This beautifully crafted custom home blends modern farmhouse design with thoughtful details and quality finishes throughout. Offering 3 bedrooms, 2.5 baths, and an open floor plan, the home is designed for comfortable living and effortless entertaining. From the moment you arrive, the exterior showcases distinctive character with a cypress wood garage door, cypress porch accents, and a striking glass entryway. Inside, the two-story layout is filled with natural light, European oak flooring, and recessed lighting throughout, creating a warm and inviting atmosphere. The main living space features a dramatic 12-foot vaulted ceiling highlighted by a decorative cypress beam and an electric fireplace, making the great room a welcoming focal point of the home. The open-concept design flows seamlessly into the chef’s kitchen, which is both stylish and functional. It features a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom wood cabinetry with soft-close drawers, and a large waterfall-edge island. Floating cypress wood shelves, brass light fixtures, and a spacious walk-in pantry add both character and practicality. The primary suite provides a relaxing retreat with a spacious bedroom, walk-in closet with custom shelving, and a thoughtfully designed bathroom featuring dual showers, double vanities, and cypress shelving. Additional highlights include beautiful wood stairs with a wrought iron railing leading to a second-story bonus room, along with a large laundry and mudroom combination offering abundant storage and counter space. Outside, the spacious backyard offers ample room for a future pool and is enclosed by a six-foot cypress shadowbox fence, creating a private setting ideal for pets, gatherings, and outdoor enjoyment. Ideally located east of the Trail in Sarasota, the home is just a few blocks from Sarasota Memorial Hospital, Southside Village, and Southside Elementary School. Downtown Sarasota’s vibrant dining, arts, and cultural scene — along with the area’s world-renowned Gulf beaches — are only a short drive away.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
5569 CAPE LEYTE DR, SARASOTA, FL 34242
$4,495,00035 Days on yellowkey MLS ID: A4685577
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3654 Built: 2016 Tax: $32,419 (2025)Community: Siesta IslesSingle Family
Taxes:$32,419
Elementary School: Phillippi Shores Elementary
Remarks: LOCATION, LOCATION, LOCATION !!! One Block to the Crystal Sands of Siesta Key Beach the #1 Beach in the USA! Or spend the day on the Aqua waters with two boats on lifts out back, and 119' of frontage on the Grand Canal leading to the ICW (only one bridge with about 15’ clearance to the Gulf). Oversized 16,163 sf Lot, elevated concrete block home and spectacular pool in your view from most every room! Not just the best location, but this custom-built in 2016 West Indies style home is a fortress all on one level, including the pool, and is well above the FEMA flood zone. High and dry through the "storms of the century" in 2024. Beautiful, engineered hardwood floors, custom cabinetry throughout by Elite Woodworking in the Kitchen, all Bathrooms and Great Room. The entire house has been freshly painted inside & out. Three large en-suite bedrooms. Additional rooms currently utilized as office with Murphy Bed as well as very large Bonus Room could be utilized as additional bedrooms #4 & 5, if desired. Even the powder bath has a shower for guest convenience. Large walls of sliding glass doors in all waterfront rooms extend living spaces to a huge, screened Lanai which adds over 500 sf to living space under roof, and much more in the screened Lanai area.. All hurricane rated extra heavy duty PGT doors and windows. The total A/C space is 3,654 sf, with a overall total of 5,075 under roof. The oversized 3-car garage with an Epoxy floor has a very high ceiling which allows 2 more cars to be added on lifts for a total of 5 vehicles for the enthusiast. Isonene insulated and floored attic storage space is available above the garage. New in the past year: A/C Condenser & Air Handler system in 1 (of 2) zones, water heater, refrigerator, ice maker, boat lift control boxes on both Lifts. The large free form pool and spa have new (wifi) Pentair pool pump & heater & auto chlorinator. Both boats as well as professional decorator staged furniture, decor and pictures may be available for separate purchase for "Turn-Key" possession. DEFINITELY check out the Virtual Tour, since it provides “3D walk through any direction” photos which can really give you the flow of the house as you manipulate your way around.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Steve Hagan (941-900-4126)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$800,000119 Days on yellowkey MLS ID: A4675587
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSingle Family
Taxes:$7,729
High School: Riverview High
Remarks: Welcome to 2429 Whippoorwill Circle a custom designed home. Enter through double doors into an elegant foyer with very high ceilings and spiral stairs that lead to the upstairs bedrooms. Immediately left of the foyer is the living/dining room combination with high ceilings and beautiful porcelain tile floors. The porcelain tile floors flow into both the kitchen and the Family room (with fireplace). To the right of the entry is a office with bookcases and murphy bed. There are a primary bedrooms and bathrooms on both the 1st and 2nd floors. In addition, the 2nd floor offers 2 bedrooms and a large bathroom w/tub. The enclosed porch off the Family Room has a wet bar and doors leading to the outdoor patio and fenced yard. Hot Tub is available via separate bill of sale. The yard offers mature plantings, water fountains and spiral stairs leading to the roof terrace. The convenient laundry room off the Foyer leads to the 3-car garage. The home is conveniently located to the beaches, schools, shopping and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Sandra Walker (941-400-5849)
9220 STARRY NIGHT AVE, SARASOTA, FL 34241
$2,000,00068 Days on yellowkey MLS ID: A4681460
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3236 Built: 2023Monthly Fee: $251 Tax: $18,068 (2025)Community: Skye RanchSingle Family
Taxes:$18,068
Elementary School: K-8 At Clark And Lorriane
Middle School: Sarasota Middle
Remarks: Custom-built by renowned John Cannon Homes, this exceptional residence blends architectural refinement with resort-style living in the heart of Skye Ranch. Thoughtfully designed with 12-foot ceilings, crown molding, engineered wood floors and hurricane-impact windows, the home is filled with natural light and elevated finishes throughout. The expansive family room is anchored by a striking stone feature wall and flows seamlessly through 18-foot-wide sliding glass doors to a private lanai with saltwater pool, spa and fully equipped outdoor kitchen, ideal for indoor-outdoor entertaining. At the center of the home, the chef’s kitchen is both functional and visually stunning, framed by a wall of windows overlooking lush native plantings for exceptional privacy. Premium appointments include top-tier appliances with a Sub-Zero refrigerator and Wolf eight-burner gas range with 1.5 ovens, soft-close full-overlay wood cabinetry, quartz countertops, an oversized statement island with prep sink and a generous walk-in pantry. The formal dining area is open to the kitchen and family room, highlighted by a custom light fixture and abundant natural light. The primary suite is a serene retreat, featuring sliding glass doors to the lanai, two walk-in closets with Spartan custom shelving, and a luxurious spa-inspired en suite with seamless glass walk-in shower, soaking tub and dual vanity. Two additional spacious bedrooms, each with their en-suite bath, are privately situated from the main living areas, ideal for guests or family members. Additional highlights include a dramatic double-entry door, remote-controlled shades, EV charging station and a three-car garage. Residents of Skye Ranch enjoy access to an impressive 25,000-square-foot amenity center offering fitness rooms, indoor basketball courts, rock-climbing walls, a café/coffee shop, and resort-style aquatics with pools and splash zone, all conveniently near top-rated schools and everyday conveniences. This is luxury living thoughtfully designed for comfort and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
3122 REGATTA CIR, SARASOTA, FL 34231
$685,00070 Days on yellowkey MLS ID: A4680447
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1965 Tax: $5,399 (2025)Community: Gulf Gate WestSingle Family
Taxes:$5,399
Elementary School: Gulf Gate Elementary
Remarks: Gulf Gate transformation in this meticulously renovated 3-bedroom, 2-bathroom sanctuary. Situated on a quiet circle just minutes from the world-class sands of Siesta Beach, this home has been professionally redesigned from top to bottom with uncompromising attention to detail. Enjoy total peace of mind with a comprehensive list of 2022–2025 upgrades, including a new roof, HVAC and ductwork, PEX plumbing, and new sewer lines. The exterior features durable Hardie siding, fresh paint, and hurricane-impact windows and doors at the front, ensuring both efficiency and protection. Designer Interiors The heart of the home is a chef’s kitchen featuring Level 4 Cambria Quartz, solid wood shaker cabinetry, and a custom built-in banquet. Modern luxury vinyl flooring flows through the open living spaces, leading to a charming shiplap-accented living room with an electric fireplace. Both bathrooms have been fully redone with high-end vanities, fixtures, and custom tile. Private Backyard Oasis Step outside to a brand-new inground pool with a custom water feature, all framed by a new wood privacy fence. The grounds are completed by professional landscaping, new lighting, and a modern irrigation system. Fully permitted and ready for its next chapter, this "better-than-new" gem offers the luxury of a custom build in an established, sought-after Sarasota location.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Deanna Boileau Gilman (860-884-7198)
7300 COVE TER, SARASOTA, FL 34231
$2,395,00078 Days on yellowkey MLS ID: A4680113
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3686 Built: 1974Monthly Fee: $19 Tax: $18,405 (2025)Community: Coral CoveSingle Family
Taxes:$18,405
Remarks: Situated in the highly sought-after Coral Cove community, this renovated two-story grand residence offers flexible and refined living space, including two spacious primary suites. A double-door entry opens to a grand foyer, spacious great room with volume ceilings and a wall of sliding glass doors, drawing the eye to the saltwater pool and tranquil water views beyond. The home features four bedrooms and three and one-half baths with marble, granite, and Egyptian limestone surfaces throughout. The gourmet kitchen is appointed with custom distressed wood and cherry cabinetry, a large Victoria Regia granite island, limestone countertops, high-end appliances, and a built-in Miele coffee system. The first-floor primary suite overlooks the pool and spa and includes a marble bath accented with onyx lighting. The second-floor primary suite showcases bamboo flooring and a custom en-suite bath with stunning Caesarstone quartz walls and flooring, LED lighting inserts, recycled glass, a jetted tub, dual gray Caesarstone vanities, and built-in closets. Enjoy sunset views and elevated outdoor living with a covered lanai featuring a wood-inset ceiling, a summer kitchen with granite countertops and a built-in grill, and granite-tiled decking that surrounds an exquisite pool and spa. Hop on your boat from the composite dock with direct access to the Intracoastal Waterway and the Gulf of Mexico. Surrounded by tropical landscaping and exterior lighting, this residence offers luxury finishes and thoughtful design, just minutes from Siesta Key Beach, fine dining, shopping, and the cultural amenities of Sarasota.
Listing Agent: Liz Arme (941-266-4003)
8075 SLIPWAY DR, SARASOTA, FL 34240
$879,90084 Days on yellowkey MLS ID: A4679530
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2276 Built: 2024Monthly Fee: $393 Tax: $10,702 (2025)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$10,702
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Exquisite residence in Lakehouse Cove, offering water views and an exceptional level of finish detail throughout. This thoughtfully designed home provides outstanding flexibility with two bedrooms, a spacious den/flex room and an additional den/study, creating ideal spaces for a home office, guest retreat or secondary living area. Attention to detail is evident at every turn with custom millwork throughout, hand-stained ceiling beams in the great room, and a striking floor-to-ceiling stone fireplace that anchors the main living space. The large den with double doors offers a versatile and private setting. The owner's suite is positioned to capture peaceful water views and features accent details, a tray ceiling with decorative molding, custom lighting and a walk-in closet with professionally designed built-in shelving. The bright, well appointed kitchen includes a generous breakfast bar, gas stove and glass-front cabinetry. The mudroom and laundry room have been custom finished with built-in bench seating, shelving, stacked cabinets, upgraded sink with tile backsplash and abundant storage. Additional upgrades that further elevate the home are custom designed closets and electric window treatments throughout (excluding laundry room). Designer lighting fixtures thoughtfully enhance each space, complimenting the home's architectural details and millwork. Built in 2024 and occupied only part-time, this home is in immaculate condition. Neighborhood amenities include a resort-style pool and spa, club house, fitness center, pickle ball courts, boat house and kayak ramp, event lawn and two dog parks. Located just a short stroll to vibrant Waterside Place, offering a variety of restaurants, shops, a weekly farmer’s market, block parties and concerts and more.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
1511 N LAKE SHORE DR, SARASOTA, FL 34231
$2,349,000127 Days on yellowkey MLS ID: A4674572
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3613 Built: 1997Monthly Fee: $17 Tax: $11,879 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$11,879
Middle School: Booker Middle
Remarks: This Oyster Bay residence with well known address of “North Lakeshore Dr.”….West of trail perfect location…..close to Siesta Key and the activities and also near the renowned “Field Club”. The grand entrance is deserving of the compliments you will receive from friends and family. This 4 bed 3.5 bath with 3613 square foot of living area is perfect with all the amenities. This residence is sitting on .46 acre allowing room for activities. The three car climate controlled garage is large enough for some toys. This is a must see to appreciate this fine residence and its many upgrades. Not in a flood zone, top of the line metal roof with additional tie downs for extra strength, generator, well for sprinkling all new impact windows and doors, home was totally rebuilt ground up in 1997. Gas appliances, fireplace and generator.
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Keith Groesbeck (941-266-7601)
749 TROPICAL CIR, SARASOTA, FL 34242
$1,575,000131 Days on yellowkey MLS ID: A4673529
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2598 Built: 1984Monthly Fee: $54 Tax: $15,011 (2025)Community: Siestas Bayside Bayside Club 01Single Family
Taxes:$15,011
Remarks: 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 Agent: Judie Berger (941-928-3424)
10238 MORNING MIST LN, SARASOTA, FL 34241
$715,000154 Days on yellowkey MLS ID: N6141387
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2433 Built: 2021Monthly Fee: $442 Tax: $10,477 (2025)Community: Skye Ranch Nbrhd Four NorthSingle Family
Taxes:$10,477
Middle School: K-8 At Clark And Lorriane
Remarks: Make this highly sought-after 2,433 sq. ft. Lazio floor plan your own, perfectly situated in ESPLANADE AT SKYE RANCH. This exquisite THREE-BEDROOM PLUS BONUS ROOM, THREE-BATH residence with a THREE-CAR TANDEM GARAGE blends architectural elegance with modern comfort—an inspired retreat where every detail has been thoughtfully curated. From the moment you step inside, soaring 10-FOOT CEILINGS and abundant natural light create an immediate sense of openness and serenity. Rich, wood-toned LUXURY VINYL PLANK FLOORING flows throughout the main living areas, complementing the home’s warm and inviting palette. FRESHLY PAINTED INTERIORS elevate the space with a refined, move-in-ready appeal. The open-concept great room seamlessly connects the living, dining, and kitchen areas—perfect for both intimate evenings and entertaining on a grand scale. The GOURMET KITCHEN is a showpiece, featuring upgraded Shaker-style SOFT-CLOSE CABINETRY, premium GE stainless steel appliances, a GAS COOKTOP, and a stunning QUARTZ island with seating for five. A spacious walk-in pantry and kitchen WATER FILTRATION SYSTEM add both convenience and luxury. Step outside to the expansive eastern-facing lanai, designed for year-round enjoyment and unforgettable gatherings. The BRAND NEW OUTDOOR KITCHEN, retractable motorized screens, dual ceiling fans, wall-mounted TV, and tranquil pond views create an exceptional indoor-outdoor living experience. Each of the three spacious bedrooms offers privacy and its own en-suite bath, designed for comfort and style. The primary suite is a serene sanctuary, featuring a charming bay window ideal for a sitting area, elegant tray ceilings, and a spa-inspired bath with dual vanities, large-format tile flooring, an oversized frameless glass walk-in shower, and a custom-designed walk-in closet with soft-close drawers. A versatile bonus room provides endless possibilities—perfect as a fourth bedroom, refined home office, or private media retreat. Completing the offering, lightly lived-in furnishings are available under a separate bill of sale, allowing for a seamless, move-right-in experience. This exceptional home delivers luxury, lifestyle, and location—an opportunity not to be missed. Just steps from your door, Rendezvous Park invites you into a residents-only resort experience, complete with a sparkling pool and spa, private cabanas, fireside seating, a bark park, bocce and pickleball courts, and an event lawn designed for memorable gatherings. Elevating the lifestyle even further is The Hub, an impressive 25,000-square-foot clubhouse offering a state-of-the-art fitness center, indoor basketball courts, rock-climbing wall, café, stylish social lounges, Kidz Zone, and a family-friendly pool complex with lap lanes and a splash pad. Surrounded by 387 acres of preserved natural beauty, Skye Ranch blends luxury living with an active outdoor lifestyle, featuring more than 25 miles of scenic trails for walking, running, and cycling. A dedicated lifestyle manager curates a vibrant calendar of events, wellness programs, and community experiences that make every day feel thoughtfully elevated. Perfectly positioned near A-rated Sarasota County schools, pristine Gulf Coast beaches, championship golf courses, the arts and dining of downtown Sarasota, upscale shopping at University Town Center, and premier medical facilities—this is not just a place to live, but a lifestyle defined by connection, convenience, and refined relaxation.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Heidi Lionetti (651-246-9641)
3419 74TH AVENUE CIR E, SARASOTA, FL 34243
$537,000195 Days on yellowkey MLS ID: A4666713
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2333 Built: 2022Monthly Fee: $120 Tax: $5,070 (2024)Community: Grady PointeSingle Family
Taxes:$5,070
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Built in 2022, this stunning 4-bedroom, 3-bathroom home offers the perfect blend of modern design and Florida lifestyle living. The open-concept floor plan features soaring ceilings, large-format tile flooring, and an abundance of natural light throughout. The gourmet kitchen is a standout — boasting quartz countertops, premium cabinetry, and an oversized island ideal for entertaining. Expansive sliding glass doors seamlessly connect the main living area to a covered lanai and beautifully landscaped backyard, creating an effortless indoor-outdoor living experience. The split-bedroom layout provides privacy and functionality. The spacious primary suite features a spa-inspired en-suite bath and large walk-in closet. Three additional bedrooms and two full bathrooms offer ample space for family, guests, or a home office. The 2-car garage and energy-efficient construction add everyday practicality and long-term value. Located in a well-maintained community just 2 blocks from a park featuring a dog park, pickleball courts, children's playground, and walking trails. Minutes to UTC Mall, top-rated schools, premier medical facilities, downtown Sarasota and Bradenton, and the Gulf's world-famous beaches. Quick access to US-301 and I-75 makes commuting to Tampa a breeze. Move-in ready — nothing to do but unpack.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
5432 CAPE LEYTE DR, SARASOTA, FL 34242
$1,125,000358 Days on yellowkey MLS ID: A4649500
1 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1659 Built: 1974Monthly Fee: $21 Tax: $10,946 (2025)Community: Siesta Isles Unit 2Single Family
Taxes:$10,946
Remarks: Under contract-accepting backup offers. Newly adjusted price - an exceptional opportunity to own a charming beach retreat on Siesta Key minutes from world-famous Siesta Beach—consistently ranked among the best beaches in the U.S. With powdery white sands, crystal-clear turquoise waters, and unforgettable Gulf sunsets close by, this home captures the essence of relaxed island living. Located in the desirable, deed-restricted community of Siesta Isles, this three-bedroom, two-bath residence is set on a lushly landscaped, nearly 15,000-square-foot lot adorned with more than 40 mature palm trees, bromeliads, and a rare, show-stopping staghorn fern. The expansive property offers exceptional outdoor privacy, ample room for entertaining or recreation, and space to add a pool. Inside, the open-concept floor plan features generously sized rooms filled with natural light. A wraparound wall of windows in the living and breakfast areas frames serene views of the tropical backyard, creating a seamless indoor-outdoor connection. The renovated kitchen is thoughtfully designed with white quartz countertops, glass tile backsplash, and newer appliances, while a separate dining room provides comfortable space for gatherings. The primary suite includes an en-suite bath and a tranquil retreat feel. Two additional bedrooms offer flexibility, including a third bedroom with contemporary barn doors—ideal for a home office, den, or guest space. With a base flood elevation of 8'8" the home remained high and dry with no water intrusion during the storms; the elevation certificate and inspection certification are available. Additional highlights include a private, low-maintenance, six-foot fenced backyard, an oversized circular paver driveway with generous parking, and a two-car garage for storage and convenience. The home may be purchased turnkey furnished (with a few exclusions), making it well-suited as a beach getaway, seasonal residence, or income-producing property. Recent improvements totaling over $100,000 add peace of mind and value, including a metal roof (2022), HVAC system (2023), paver driveway (2022), six-foot PVC fencing (2020), and re-piped sewer and water lines. Just one mile from Siesta Village’s boutiques, dining, and live music—and a short drive to downtown Sarasota’s cultural attractions, farmers markets, and waterfront destinations—this property also offers long-term potential as a future residential building site due to its prime island location. With a voluntary HOA of only $200 annually and a newly improved price, this is a compelling opportunity to secure your place on Siesta Key. Schedule your private showing today and experience the island lifestyle you’ve been waiting for.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
5560 SHADOW LAWN DR, SARASOTA, FL 34242
$1,549,000449 Days on yellowkey MLS ID: A4636955
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2124 Built: 1970Monthly Fee: $17 Tax: $8,052 (2025)Community: Siesta IslesSingle Family
Taxes:$8,052
Remarks: Siesta Key Waterfront Living—Priced to Embrace the Island Lifestyle An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this beautifully maintained residence is ideally positioned just moments from the powdery white sands of Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers around a spacious island kitchen with generous seating, breakfast bar, and abundant workspace—flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a durable concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.
605 WILD TURKEY LN, SARASOTA, FL 34236
$1,795,000453 Days on yellowkey MLS ID: A4636666
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2200 Built: 1972Monthly Fee: $89 Tax: $22,084 (2024)Community: Bird Key SubSingle Family
Taxes:$22,084
Remarks: This lovely Bird Key garden home resides on a corner lot with a large circular paver driveway and beautiful landscaping that leads to the front door with the 2 car garage located on the side of the house. Inside, you will find abundant natural light with many windows and glass sliders that afford a splendid view of the large yard and pool area with a private garden wall. This three-bedroom residence has a split floor plan offering a private master suite, complete with 2 walk-in closets, an en-suite bathroom, and sliding doors to the pool deck. The two guest bedrooms and a second bathroom complete the other end of the house. A powder room and an oversized laundry room with a sink and loads of storage are a bonus not found in many garden homes. The kitchen overlooks the large backyard and pool area, with granite countertops, stainless steel appliances, and a breakfast bar overlooking the family/dining room. The house has high-impact windows & sliding doors, a heated pool, a well for irrigation, and mature lush landscaping that provide privacy and a large fenced back yard. The most recent upgrades and improvements from the interior to the exterior include re-ling the plumbing under the slab. The garage was gutted, painted and the floor epoxied. Updated interior baseboards and stunning interior lighting were installed throughout the home, giving it an updated, sleek look. This home is move-in ready. Live the comfortable Florida dream by opening large sliders to the pool area, with neutral tile throughout and a spacious flowing floorplan that makes the indoor-outdoor lifestyle easy. This residential island has its own optional Bird Key Yacht Club, tennis courts, swimming pool, fitness room, social scene, boat slips, marina, indoor and outdoor dining. These are the perfect ingredients for making this your private island retreat, complete with nearby beaches, dining, shopping, excellent schools, and the beautiful downtown area.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Jeffrey Rhinelander (941-685-3590)
4819 HIGEL AVE, SARASOTA, FL 34242
$5,392,000607 Days on yellowkey MLS ID: A4620571
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4220 Built: 2024Community: Siesta BeachSingle Family
Taxes:$0
Tax Year: 2023
Remarks: One or more photo(s) has been virtually staged. New Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step inside the impressive front doors into the bright foyer which leads to the spacious great room, well-planned kitchen and bonus and/or dining room. Take in the beautiful wide views of the Grand Canal from your gorgeous pool, spa and travertine deck or while cooking from your outdoor kitchen. The first floor also features the primary bedroom, powder bath, and laundry room. The beauty of the home is the open concept living area which allows for natural light to flow from large windows and slider throughout the space. Located on the second floor are the second and third bedrooms each with their en suite bathroom. On the third floor, you will find another master suite where you can enjoy more waterfront views from its balcony. Enjoy your private den or office with walk in closet and mechanical storage closet. This home is situated in a prime location, just moments away from the world-famous Siesta Key Beach, known for its pristine beaches and clear waters. Close enough to famous Siesta Key Village but still out of the hustle and bustle. Also this home is in walking distance to The Out of Door Academy. Explore local dining and shopping or enjoy all the activities that Siesta Key living provides, fishing, boating, kayaking, walking, biking. You can even golf cart to the Siesta Key Village. Come see for yourself, this brand new residence and feel the Siesta Key life style. This is an exceptional custom home with well appointed extra features that will give you the best, easiest coastal living in Sarasota. Don't miss out on this home! Some photos virtually staged.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Cassie Meyer (941-650-4935)
433 WHITFIELD AVE, SARASOTA, FL 34243
$589,000155 Days on yellowkey MLS ID: A4671552
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1936 Built: 1973 Tax: $6,466 (2024)Community: Whitfield EstatesSingle Family
Taxes:$6,466
Remarks: PRICE DROP ALERT! Stunning Golf Course Pool Home with Sunset Views Welcome to your slice of Sarasota paradise! Perfectly positioned on the 18th hole of the prestigious Sara Bay Country Club, this beautifully maintained 3-bedroom, 2-bath home offers nearly 2,000 sq. ft. of comfortable living space on an oversized .42-acre lot. Enjoy two spacious living areas, ideal for entertaining or relaxing with family. The heart of the home opens seamlessly to a covered lanai and sparkling pool, where you can unwind and watch the sunset over the golf course each evening. The outdoor space is truly a highlight—peaceful, private, and designed for year-round enjoyment. Inside, you’ll find a functional split floor plan, generous natural light, and charming updates that make this home move-in ready. Whether you’re hosting guests, working from home, or simply soaking up the views, every corner of this property feels inviting and serene. Located just 5 minutes from SRQ Airport and less than 15 minutes to downtown Sarasota, this home combines Florida living with everyday convenience. Golf, dining, beaches, and cultural attractions are all right at your doorstep. This home has operated as a successful rental for its current owner, and would make for a great investment property, winter retreat, or full time residence. Don’t miss your chance to live where others vacation—schedule your private tour today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Justin Benz (941-999-0364)
12465 GOLDEN SAGE DR, SARASOTA, FL 34238
$825,00033 Days on yellowkey MLS ID: A4686252
2 Days Off yellowkey (back on 3/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1870 Built: 2020Monthly Fee: $463 Tax: $7,461 (2025)Community: Hammock Preserve Ph 2A & 2BSingle Family
Taxes:$7,461
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. Located in the highly sought-after community of Palmer Ranch, this beautifully maintained home in Hammock Preserve on Palmer Ranch offers exceptional indoor-outdoor Florida living on an oversized homesite. The home features an open and spacious floor plan designed for both everyday comfort and entertaining. A standout feature is the zero-corner sliding glass door that opens completely from the main living area, seamlessly connecting the interior living space to the outdoor lanai including a heated saltwater pool, sealed pavers and ample outdoor space under roof , with more than enough room for both dining and a sectional. This design floods the home with natural light and creates a true indoor-outdoor living experience. Step outside to your private swimming pool and expansive outdoor living area, perfect for relaxing or hosting guests while enjoying the extra privacy and space provided by the oversized lot. The spacious primary bedroom has an upgraded en suite bathroom and custom closets. The oversized 3+ car garage, with epoxy flooring, has an extra storage area which is large enough to fit a golf cart. Hammock preserve has fantastic amenities including a poo, hot tub, fitness center, dog parks, tennis, pickleball and a clubhouse. Situated in the amenity-rich Palmer Ranch area, residents enjoy convenient access to shopping, dining, golf, and the world-famous beaches of nearby Siesta Key. Highlights include: • Located in Hammock Preserve at Palmer Ranch • Oversized homesite • Private swimming pool upgraded to saltwater in 2024 • Expansive outdoor living space • Zero-corner sliding glass door from the main living area • Open, light-filled floor plan, gourmet kitchen with soft close cabinets • Desirable Sarasota location close to beaches, shopping, and dining
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Niall Phelan (941-914-8589)
2308 SHADOW OAKS RD, SARASOTA, FL 34240
$1,135,00090 Days on yellowkey MLS ID: A4678649
3 Days Off yellowkey (back on 3/24/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4452 Built: 1980 Tax: $5,364 (2025)Community: Shadow OaksSingle Family
Taxes:$5,364
Remarks: Under contract-accepting backup offers. Your private oasis close to everything awaits! Welcome home to this beautiful extensively upgraded 4 bed, 4 bath, 4452 square foot home on over an acre complementing contemporary expectations with timeless country charm. Within you’ll discover a truly flexible living space for modern families & everyone’s hobbies with a master suite option on both floors, spacious living areas, dedicated office & an extra flex room, game room, playroom, gym or guest suite. Or the south wing could simply be a generous multi-generational retreat…. The 2020 renovations enlightened & streamlined the interior with a huge chef’s kitchen & dining room combo, all new bathrooms, updated bedrooms with walk-in closets & flooring too–all while maintaining the home’s warm & inviting character. Two wood-burning fireplaces add a cozy ambiance to both living rooms, upstairs & down. Outside, enjoy true Florida living with a screened-in heated saltwater pool, outdoor kitchen with built-in grill & large covered patio–perfect for entertaining or quiet relaxation. Warblers, sandhill cranes & a little family of deer will bring joy to your days as will stunning sunsets by the pool at night. With 200 feet along peaceful Philippi Creek, this private lot features outdoor lighting, irrigation, mature oaks, bamboo, banana trees, rows of foxtail palms & ample room for all the big & little kid toys you’ve been wishing for! The oversized two-car garage features EV charging, rear garage door, additional storage & extra room. Additional energy & cost-savings bonuses include a 3-zoned HVAC system & other mechanical updates throughout. No HOA or CDD fees. Flood zone X for extra savings & peace of mind. Perfect for nature lovers & exercise enthusiasts, the world-famous Celery Fields bird & nature refuge is 0.4 miles away for you to hike, bike, paddle, fish & birdwatch as a daily routine. When you must run errands, this generous retreat is also only minutes from many shopping/dining choices at Bee Ridge, Fruitville, UTC, Lakewood Ranch & Costco along nearby Interstate exits & is within thirty minutes of the airport, St Armands Circle, Lido & Siesta Key beaches & downtown Sarasota too. Then come home again & disappear into the rare rustic charm of this tropical sanctuary estate.
Listing is courtesy of: SUNCOAST HOMES & DREAMS (941-350-4411)
Listing Agent: Christina Pitchford, Pa (941-350-4411)
1356 24TH ST, SARASOTA, FL 34234
$270,00027 Days on yellowkey MLS ID: A4686971
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1522 Built: 1953 Tax: $6,077 (2025)Community: Central HeightsSingle Family
Taxes:$6,077
Remarks: Sarasota Opportunity – Pool Home with Private Suite & No HOA! This 3-bedroom, 3-bathroom home offers 1,522 sq ft of living space with incredible potential in a rapidly growing area. Perfect for buyers looking to customize their dream home or investors seeking their next value-add opportunity. ? Property Highlights: • 3 Bedrooms | 3 Full Bathrooms • Private upstairs bedroom suite – ideal for guests or separate living space • In-ground pool – perfect for enjoying the Florida lifestyle • Spacious layout with great natural light • Large yard with room to enhance outdoor living • No HOA or deed restrictions ?? Conveniently located near Downtown Sarasota, beaches, shopping, and dining. ?? This property is ready for your vision — a great opportunity to renovate and create a standout home or income-producing property.
Listing is courtesy of: PURSUE OVERTAKE & RECOVER REALTY INC (941-567-6232)
Listing Agent: Rachel Speight (941-465-7591)
5755 WOODLAND SAGE DR, SARASOTA, FL 34238
$819,00062 Days on yellowkey MLS ID: A4682200
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3633 Built: 2022Monthly Fee: $220 Tax: $7,128 (2025)Community: Promenade Estates Ph IiSingle Family
Taxes:$7,128
Remarks: Discover your dream family home in the highly sought-after gated community of Promenade Estates at Palmer Ranch, where luxury meets everyday convenience in a welcoming, family-oriented neighborhood just minutes from the world's most beautiful beaches! This stunning two-story residence, solidly built with all-concrete block construction, offers five generous bedrooms plus flexible spaces perfect for growing families, multi-generational living, or a home office/den. Step inside to soaring 9-foot ceilings, elegant 8-foot doors, and beautiful tile flooring that flows throughout the main level, creating an open, airy feel. The heart of the home is a true chef's kitchen, a showstopper with sleek 42-inch cabinets, premium granite countertops, a stylish backsplash, top-tier stainless steel appliances, and a convenient butler's pantry for extra storage and prep space. It's designed for effortless entertaining, whether you're whipping up gourmet meals or gathering with loved ones around the oversized island. The spacious main-floor living and dining areas open seamlessly to a covered lanai, inviting you to relax outdoors in your private, tranquil backyard—ideal for playtime, barbecues, or simply unwinding in peace. A guest suite (or flexible flex room) with its own bathroom adds versatility right on the ground level. Upstairs, retreat to the luxurious primary suite featuring a spa-like walk-in shower and expansive dual walk-in closets. Three additional bedrooms share a full bath, while a large bonus room provides the perfect spot for movie nights, homework, gaming, or a play area. Convenience continues with an upstairs laundry room to make daily life easier. Nestled on a peaceful cul-de-sac, this home delivers exceptional privacy and quiet, away from through traffic. Yet, you're perfectly positioned in Palmer Ranch, with easy access to top-rated schools (including the renowned Pine View magnet school for gifted students), excellent shopping, dining, and the scenic Legacy Trail (less than a mile away) for biking, walking, and enjoying nature. Best of all, the community’s impressive amenities come at a very reasonable HOA fee! Families love the resort-style pool with splash pad, playground, fitness center, basketball court, sand volleyball, covered pavilion with grills, and a fully enclosed dog park for furry friends. And the location? Just a quick drive (about 9 miles) to the sugar-white sands and turquoise waters of legendary Siesta Key Beach, Florida's #1 beach! This is more than a house. It's the ideal place to build lasting memories in a vibrant, amenity-rich community that's perfect for families. Don't miss your chance to call Promenade Estates home. Schedule your private tour today!
Listing Agent: Kaitlin Kuhn (941-400-7861)
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