Location: Sarasota
Do Not Show Listings
5515 DOWNHAM MDWS, SARASOTA, FL 34235
$725,00055 Days on yellowkey MLS ID: A4681324
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2640 Built: 1992Monthly Fee: $193 Tax: $4,691 (2025)Community: Devonshire PlaceSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,691
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Curb appeal begins at the street with beautifully selected driveway pavers that create an inviting approach and set the stage for what awaits inside. Step through the double-door entry and you are immediately drawn to sweeping views—across the expansive lanai and solar-heated pool and spa, over the tranquil lake that winds through The Meadows, and onward to the lush fairways of the golf course. * * * Offering 3 bedrooms, 2.5 baths, and 2,640 square feet under air, this thoughtfully designed residence provides a comfortable and highly functional layout ideal for both everyday living and entertaining. The primary suite is privately situated apart from the secondary bedrooms, creating a peaceful retreat, while the guest bedrooms at the opposite end of the home offer flexibility and privacy for family or visitors. * * * Multiple living spaces enhance the home’s versatility, including formal living and dining rooms, as well as a spacious great-room style family room that includes a casual dining area just off the kitchen. A striking coral stone fireplace serves as a beautiful focal point in the family room, adding warmth, character, and architectural interest to the space. * * * The kitchen is light and bright, featuring white cabinetry and light gray countertops that create a fresh, timeless feel. Abundant, well-designed cabinetry surrounds the cook, offering exceptional storage and an efficient layout that makes meal preparation both comfortable and convenient. * * * Outdoor living is equally impressive. The large screened lanai, solar-heated pool, and spa provide the perfect backdrop for relaxing afternoons, evening swims, or entertaining friends while taking in picturesque water and golf course views. The seamless indoor-outdoor flow embodies the very best of the Florida lifestyle. * * * Residents of The Meadows enjoy one of Sarasota’s most established and amenity-rich communities, known for its scenic lakes, miles of walking and biking trails, golf and social opportunities, and convenient proximity to University Town Center, I-75, downtown Sarasota, and renowned Gulf Coast beaches. * * * A home that combines generous living spaces, exceptional views, and an outstanding location—an opportunity not to be missed.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
1212 CENTER PL, SARASOTA, FL 34236
$5,695,000104 Days on yellowkey MLS ID: A4676921
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 4807 Built: 2024Monthly Fee: $42 Tax: $19,996 (2024)Community: Lido CSingle Family
Taxes:$19,996
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Remarks: Move-in ready new construction in Lido Shores just steps from the private neighborhood beach. Skip the two-year building process and move straight into a brand new residence designed for effortless coastal living. Clean architectural lines, walls of glass, and an open yet thoughtfully scaled floor plan create a home that feels both modern and comfortable. The main living spaces flow seamlessly to the spa, pool and outdoor entertaining areas, creating a natural connection between indoor and outdoor living. At the center of the home, the kitchen is designed as both a showpiece and gathering space, featuring Thermador appliances, custom Italian cabinetry, and an oversized island ideal for entertaining. Generous living and dining areas allow the home to host comfortably without sacrificing privacy or everyday livability. Each of the five bedrooms offers its own en-suite bath, creating private retreats for family and guests alike. The primary suite is designed as a true sanctuary, featuring spa-inspired finishes and a calm connection to the surrounding outdoor spaces. One of the home’s most special features is the expansive rooftop terrace, offering sunset views toward the Gulf and a unique setting for evening entertaining or quiet moments above the neighborhood canopy. Built by Seaward Homes and completed in 2024, the residence also includes smart home integration, custom closets and thoughtfully curated finishes throughout. Located in Lido Shores, one of Sarasota’s most sought-after coastal neighborhoods, residents enjoy private beach access along with convenient proximity to St. Armands Circle, downtown Sarasota, and the city’s renowned dining and cultural destinations. Recently completed and ready for immediate occupancy, this home presents a rare opportunity to enjoy brand new construction in Lido Shores without the time, complexity, and rising costs of building.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
1622 KENILWORTH ST, SARASOTA, FL 34231
$3,700,000113 Days on yellowkey MLS ID: A4676310
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4058 Built: 2017 Tax: $28,823 (2025)Community: Johnson EstatesSingle Family
Taxes:$28,823
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Located West of Trail near the historic Field Club, this stunning residence is a refined interpretation of British West Indies architecture, offering over 4,000 square feet of thoughtfully designed single-level living. Set on an estate lot, the home blends timeless coastal elegance with exceptional craftsmanship and seamless indoor–outdoor flow. A dramatic great room welcomes you with vaulted wood ceilings, fireplace, and expansive pocketing sliders that frame views of the lushly landscaped pool and spa. The open-concept design flows effortlessly into the chef’s kitchen, appointed with premium Thermador and Wolf appliances, custom solid-wood cabinetry, quartz surfaces, and an oversized island—perfectly complemented by a separate dining area and custom dry bar with wine refrigeration. Designed for both privacy and versatility, the residence features four en-suite bedrooms, office, and a spacious TV lounge or bonus room that opens directly to the outdoor living areas. The private primary suite is a serene retreat with a vaulted wood ceiling, dual walk-in closets, and direct access to the covered lanai. Its spa-inspired bath showcases dual vanities, a soaking tub, and an expansive glass-enclosed shower. Outdoor living is a true centerpiece, with a generous travertine lanai, fully equipped outdoor kitchen, dining verandah, and a large gas- and electric-heated saltwater pool and spa with waterfall—ideal for entertaining or quiet relaxation amid tropical landscaping and architectural lighting. Additional highlights include hurricane-rated impact windows and doors, a whole-house generator, brand new metal roof, dual on-demand water heaters, an expansive paver motor court, low maintenance yard, and a rare four-car garage configuration, including an owner’s garage with EV outlet and climate control. Ideally located minutes from Siesta Key, Southside Village, Sarasota Bay, and downtown Sarasota, this exceptional home offers privacy, design integrity, and proximity to the best of the Sarasota lifestyle
Listing is courtesy of: ALLEN REAL ESTATE SERVICES INC (941-923-7777)
Listing Agent: John Allen, Pa (941-923-7777)
259 ROBIN DR, SARASOTA, FL 34236
$7,900,000119 Days on yellowkey MLS ID: A4675575
Bed: 3 Bath: 4.0 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $110 Tax: $31,490 (2024)Community: Bird Key SubSingle Family
Taxes:$31,490
Remarks: An exceptional opportunity on coveted Robin Drive in Bird Key, this fully reimagined bayfront home captures Sarasota’s waterfront lifestyle at its finest. Recently transformed through a meticulous, top-tier renovation, the residence showcases impeccable craftsmanship, elevated finishes, and a seamless blend of sophistication and comfort—where every detail and major system has been thoughtfully curated for effortless, modern coastal living. Elevated above the floodplain with a ground level over 10 feet, sweeping panoramic views span Sarasota Bay, the downtown skyline, and the iconic Ringling Bridge—creating a breathtaking backdrop from sunrise to sunset, with city lights shimmering across the water in the evening. Inside, more than 4,000 square feet of light-filled living space unfolds across two thoughtfully designed levels. Soaring ceilings up to 14 feet and expansive walls of glass bathe the interiors with natural light while framing unobstructed bay views throughout. The main living areas flow seamlessly from the inviting sitting room with a statement fireplace to the dining area and custom-designed kitchen, opening to the family room with a built-in bar—a wonderful gathering area to enjoy the gorgeous backdrop of the bay and downtown lights. The kitchen is anchored by a striking waterfall island and features designer-appointed custom cabinetry, premium Sub-Zero, Wolf, Bosch, and Miele appliances, and refined integrated details throughout. A fully equipped back kitchen and pantry, complete with an additional sink, appliances, and generous prep space, enhances functionality while maintaining a clean, polished aesthetic. The primary suite, privately positioned on the main level, offers direct access to the pool, dual walk-in closets, and a spa-inspired bath with a soaking tub, dual vanities, and elegant finishes. A dedicated office and two powder baths complete the main level. Upstairs, two en-suite bedrooms with bay views, a versatile bonus room, and an additional office space provide comfortable accommodations for family and guests. Outdoor living is equally compelling, featuring an expansive paver terrace, heated pool and spa, and unobstructed views of Sarasota Bay, downtown, and the Ringling Bridge—creating a serene waterfront retreat designed for everyday enjoyment. Set on protected waters, the property offers 120 feet of deep-water frontage along Bird Key’s Pompano Pass, with direct access to Sarasota Bay, Big Pass, and the Gulf. A newly constructed seawall and Trex dock feature fish and dock lighting, a 24,000-pound boat lift, and dedicated kayak and jet ski lifts—perfectly suited for an exceptional boating lifestyle. Additional highlights include a circular driveway, three-car garage with Tesla charger, and irrigation well. Bird Key offers an exceptional coastal lifestyle in one of Sarasota’s most coveted neighborhoods, just moments from downtown’s restaurants, shopping, and cultural venues, as well as the boutiques and dining of St. Armands Circle and the shoreline of Lido Beach. The Bird Key Yacht Club is currently undergoing a full redevelopment and is expected to reopen as a premier destination for boating, tennis, dining, and an active social scene.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
5723 EASTWIND DR, SARASOTA, FL 34233
$655,900125 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
Taxes:$6,761
Elementary School: Ashton Elementary
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
$509,900167 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
$445,000167 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
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
$999,000179 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
$399,00033 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
$1,800,00037 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
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
$4,495,00039 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
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
$800,000123 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
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
$2,000,00072 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
$685,00074 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
$1,575,000135 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
$537,000199 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
$1,125,000362 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
$1,549,000453 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
$1,795,000457 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 Agent: Jeffrey Rhinelander (941-685-3590)
433 WHITFIELD AVE, SARASOTA, FL 34243
$589,000159 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)
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