Location: Sarasota
Do Not Show Listings
5723 EASTWIND DR, SARASOTA, FL 34233
$655,900126 Days on yellowkey MLS ID: A4675503
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2206 Built: 2004Monthly Fee: $46 Tax: $6,761 (2024)Community: Three OaksSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,761
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Welcome to this well-loved 3-bedroom, 2-bath home located in a quiet, beautifully maintained community that offers a blend of comfort, care, and easy Florida living. Every space has been thoughtfully maintained, creating a truly move-in-ready home. Inside, you'll find a bright and inviting layout with comfortable living areas, a functional kitchen ideal for everyday use, and bedrooms that each provide a cozy retreat, and a generous office space. Step outside to a peaceful backyard—perfect for morning coffee, evening sunsets, or simply enjoying the Florida outdoors. Big-ticket updates are already done, including a NEW roof 25', NEW pool heater, and a NEW HVAC 25', offering added peace of mind. Conveniently located near shopping and dining, just 8 miles from the world-famous Siesta Key Beach, and with easy access to I-75. This charming property is ready for its next chapter—schedule your showing today.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Marina Paige (941-263-9545)
6600 SILVERSTAR DR, SARASOTA, FL 34240
$509,900168 Days on yellowkey MLS ID: A4670858
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1591 Built: 2024Monthly Fee: $172 Tax: $2,467 (2024)Community: Avanti At WatersideSingle Family
Taxes:$2,467
Elementary School: None
High School: None
Middle School: None
Remarks: From the moment you step into this newly built home, you’ll be captivated by its expansive and peaceful lake views. Natural light fills the open and airy spaces, creating a bright and inviting atmosphere. Designed for comfort, style, and easy living, the heart of this home features a spacious open floor plan with thoughtful upgrades throughout the kitchen and baths. The chef-inspired kitchen offers stainless steel appliances, generous counter space, a pantry, and plenty of room for both a dining table and island—perfect for cooking, entertaining, or casual meals. Just beyond the kitchen, a screened lanai with portrait no-see-um screening provides unobstructed views of the lake. It’s the ideal spot to enjoy morning coffee, evening grilling, or stunning sunsets in total tranquility. The primary suite also enjoys outstanding lake views, complete with an en suite bath and walk-in closet. With four bedrooms in total, there’s plenty of flexibility—use one as an office, library, or guest room to suit your lifestyle. Engineered wood floors run throughout the home, creating a warm and cohesive flow. Stylish new light fixtures inside add a fresh, modern touch. Built with impact-resistant windows and a sliding glass door, this home offers peace of mind, along with full-perimeter gutters, a smart home system, alarm system, and an oversized two-car garage. Avanti at Waterside is one of Lakewood Ranch’s most desirable communities, offering a low HOA fee and a prime location. You’re just minutes from Waterside’s dining, shopping, weekly farmer’s markets, and year-round community events—and only a short drive to UTC Mall, Lido and Siesta Key beaches, downtown Sarasota, and the Sarasota-Bradenton International Airport.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Shannon Rogers (941-920-5454)
1275 42ND ST, SARASOTA, FL 34234
$445,000168 Days on yellowkey MLS ID: A4670391
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1328 Built: 1992 Tax: $4,532 (2024)Community: SunnybrookSingle Family
Taxes:$4,532
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Beautiful Sarasota Home Near Beaches, Shopping & Nightlife. Discover this meticulously maintained 3-bedroom, 2-bath, 2-car garage home ideally located in sunny Sarasota, just minutes from renowned beaches, shopping, dining, and vibrant nightlife. Designed with a desirable split-bedroom floor plan, the home offers a spacious open-concept great room perfect for everyday living and entertaining. Off the kitchen features a generous 5x7 storage closet and a convenient indoor laundry area, providing excellent functionality. Step outside to a large screened-in patio, ideal for relaxing or grilling while enjoying Florida living year-round—without the pests. An air-conditioned work shed offers additional space for storage, hobbies, or projects. Notable upgrades and features include an expanded driveway, attractive low maintenance yard scaping, new plank flooring in the bedrooms (2025), fresh interior paint (2025), hurricane-rated windows and doors, AC serviced in 2025, hot water heater (2019), and new blackout blinds. The roof was replaced in 2014. For added peace of mind, the home also includes an exterior generator plug-in and a Gemma’s GM I 2000ED dual-fuel generator (gas/propane). Conveniently located near Ringling College of Art and Design and New College of Florida, this property offers excellent investment and rental potential. Furniture conveys—home is offered completely furnished. A fantastic rental opportunity is available with this property. It is located in City of Sarasota which has 7 days minimum for rentals. Don’t miss out on this move-in-ready Sarasota home in a prime location!
Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)
Listing Agent: Dj Morieko (941-356-4431)
550 46TH ST, SARASOTA, FL 34234
$999,000180 Days on yellowkey MLS ID: A4668768
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2309 Built: 1940 Tax: $2,995 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$2,995
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: SIGNIFICANT PRICE IMPROVEMENT of over $200,000!! Great opportunity to own over half an acre of land in Indian Beach Sapphire Shores - Must Be Seen in Person. Schedule a viewing today! Tucked beneath a canopy of lush, tropical greenery in iconic Indian Beach, this distinctive family compound on over half an acre captures the spirit of one of Sarasota’s most sought-after and uniquely charming neighborhoods. Blending privacy with everyday ease, the property features two separate driveways on different streets—providing rare accessibility, a true estate presence, and exceptional flexibility. The spacious split-plan residence offers inviting living and dining areas, a primary suite with an accessible en-suite bath, and timeless architectural character throughout. Perfect for multigenerational living **or income-producing opportunities**, the home includes a private mother-in-law apartment with its own entrance, bedroom, bath, walk-in closet, and kitchenette, as well as a second en-suite bedroom with its own exterior access—ideal as a guest suite or potential rental. Multiple carports, an RV port with a 220v outlet for RV or EV charging, and ample room to add a pool enhance the property’s versatility. Located moments from award-winning beaches, Sarasota Bay, Sapphire Shores Park, The Ringling Museum, Sarasota Jungle Gardens, SRQ Airport, and downtown Sarasota, this residence offers an extraordinary opportunity to create your own legacy home.
Listing Agent: Carol-Ann Warr (941-780-0665)
192 EAGLESTON LN, SARASOTA, FL 34240
$399,00034 Days on yellowkey MLS ID: A4686766
0 Days Off yellowkey (back on 3/29/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1696 Built: 2025Monthly Fee: $190Community: Lakewood RanchSingle Family
Taxes:$0
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Priced to sell an exceptional opportunity in the heart of Lakewood Ranch, offering style, comfort, and value in one of the area’s most sought-after communities. Welcome to Bungalow Walk, where re sidents enjoy a vibrant lifestyle with convenient access to Waterside Place, UTC, Sarasota-Bradenton International Airport, downtown Sarasota, and the Gulf beaches. This beautifully designed two-story home features 3 bedrooms, 2.5 bathrooms, and a 2-car garage, with a functional and airy floor plan ideal for both everyday living and entertaining. The main level includes a primary suite, laundry room, powder bath, and a covered patio perfect for outdoor enjoyment. Upstairs, a spacious loft provides flexibility for a home office, media room, or additional living space, along with generously sized secondary bedrooms. The home has been thoughtfully upgraded with luxury vinyl flooring throughout (no carpet), along with the addition of a refrigerator, washer and dryer, and window blinds throughout, making this home truly move-in ready. Residents enjoy maintenance-free living and access to resort-style amenities, including a community pool designed for relaxation and social connection. Clubhouse, Dog park. , Firepit, playground and activities park. A rare opportunity to own in Lakewood Ranch at an attractive price schedule your private showing today.
Listing Agent: Selina Bacigalupo (941-893-7267)
2135 DATURA ST, SARASOTA, FL 34239
$1,800,00038 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
Taxes:$7,357
Elementary School: Southside Elementary
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
$4,495,00040 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
$800,000124 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
$2,000,00073 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
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
$685,00075 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)
749 TROPICAL CIR, SARASOTA, FL 34242
$1,575,000136 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)
3419 74TH AVENUE CIR E, SARASOTA, FL 34243
$537,000200 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
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
$1,125,000363 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
$1,549,000454 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
$1,795,000458 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)
433 WHITFIELD AVE, SARASOTA, FL 34243
$589,000160 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
$825,00038 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
$1,135,00095 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
$270,00032 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)
130 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$3,800,000113 Days on yellowkey MLS ID: A4675644
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4335 Built: 2026 Tax: $18,800 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$18,800
Remarks: Pre-Construction. To be built. A rare new construction opportunity in one of Sarasota’s most iconic and walkable island neighborhoods. Located just steps from St. Armands Circle, this to-be-built luxury residence by Walsh Design & Build offers the chance to create a custom coastal home in the heart of one of Florida’s most sought-after destinations. The proposed residence features 4 bedrooms, 4.5 bathrooms, and approximately 4,335 square feet under air (5,650 total square feet), thoughtfully designed to embrace refined island living. Open-concept interiors, expansive living spaces, and abundant natural light create a seamless balance between sophistication and comfort, ideal for both everyday living and entertaining. Generously sized en-suite bedrooms and a private primary retreat provide flexibility for family, guests, or seasonal living. This premier location places you at the center of Sarasota’s most vibrant coastal lifestyle. World-class dining, boutique shopping, cafés, and galleries are just outside your door, while the sugar-white sands of Lido Beach are moments away by foot or bike. Downtown Sarasota’s cultural attractions, marina, and waterfront dining are a short drive over the Ringling Bridge, offering easy access to theaters, museums, and year-round events. Nearby destinations include the Sarasota Yacht Club, Longboat Key Club, and the area’s finest resorts, further enhancing the appeal of this exceptional address. Designed with Florida living in mind, the home plan allows for seamless indoor-outdoor living, with opportunities for a resort-style pool, covered lanai, and outdoor entertaining spaces. Here is your opportunity to collaborate with the builder, allowing buyers to tailor the residence to their personal vision and lifestyle. New construction opportunities of this scale and caliber in St. Armands are increasingly rare. Whether envisioned as a primary residence, seasonal retreat, or long-term investment, this offering presents a unique opportunity to build a home in a location defined by prestige, walkability, and timeless coastal charm.
Listing Agent: Kaisen Mitchell (941-726-7657)
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