Location: Sarasota
Do Not Show Listings
3174 JENNINGS DR, SARASOTA, FL 34239
$899,000103 Days on yellowkey MLS ID: A4677727
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2403 Built: 1969 Tax: $6,275 (2025)Community: South GateApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,275
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this stunning, turnkey villa-style duplex, beautifully furnished and thoughtfully decorated throughout. Perfectly situated on an oversized corner lot in the desirable Southgate neighborhood, this exceptional property is just 6 miles from world-famous Siesta Key Beach and there was no water intrusion from the 2024 hurricanes! Each side of the duplex offers two spacious bedrooms, two modern bathrooms, and a versatile den currently furnished as a third bedroom. The home has been tastefully updated with brand-new appliances, quartz countertops, luxury vinyl flooring, and high-end furnishings, making it truly move-in ready. Both units feature private front and rear courtyard spaces, ideal for outdoor relaxation or entertaining. Each side also includes a generous laundry room located inside its own one-car garage. The garages are currently set up as game rooms, but can easily be converted back to traditional garages as the seller is the owner/operator of Statewide Garage Doors. Currently operating as a vacation rental, showings must be coordinated around guest occupancy. Please contact the listing agent to confirm availability for showings. While the property is being sold fully furnished and turnkey, the owner may retain a few select items of sentimental value. This is a rare opportunity to own a multi-generational residence or an income-producing investment. Live in one unit and rent the other, or maximize rental potential on both sides—this versatile property offers endless possibilities. Don’t miss out on this exceptional opportunity!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Renee Miller (941-724-0688)
1212 CENTER PL, SARASOTA, FL 34236
$5,695,000110 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
Middle School: Booker Middle
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)
1155 N GULFSTREAM AVE #1506, SARASOTA, FL 34236
$2,425,000117 Days on yellowkey MLS ID: A4676218
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1770 Built: 2017 Tax: $27,624 (2025)Community: Vue Sarasota BayCondo
Taxes:$27,624
Remarks: Some pictures are virtually staged. Exquisite water views from this 15th floor unit at The Vue! Ready for immediate occupancy, come and enjoy this vibrant lifestyle that downtown Sarasota has to offer. This coveted floor plan with southern exposure features floor-to-ceiling impact glass, beautiful wood floors throughout, 2 en-suite bedrooms, an office/den or a 3rd bedroom, an extra powder room, and a large laundry room. The elevator opens directly into your private foyer. As you enter, you will be amazed by the gorgeous views of Sarasota Bay, the marina, the Ringling bridge, and the Gulf of Mexico. Admire the spectacular sunsets every night from the spacious balcony that is accessible from the living room and the primary bedroom. Several great finishes include a gourmet kitchen with high-end stainless-steel appliances, granite countertops, induction cooktop, European white cabinetry, beautiful backsplash, a large island with extra sitting, and lots of storage. The primary bedroom provides a large customized walk-in closet and a second double closet. The primary bath has 2 sinks, a water closet, and a large walk-in shower. The guest suite features a bathroom with a soaking tub & shower. 2 parking spaces, and a climate control storage are included. The residents enjoy 24-hour concierge service, exclusive amenities including valet parking, sparkling lap pool & spa, an outdoor kitchen with 2 gas grills and bar, fitness center, a gorgeous club room, and a dog park with grooming station. Surrounded by restaurants, shops, theaters, the Ritz Carlton, the Westin Hotel, and the bayfront, makes The Vue the finest place to live downtown Sarasota.
Listing Agent: Bibi-Ann Allard, Pa (941-685-0422)
1622 KENILWORTH ST, SARASOTA, FL 34231
$3,700,000119 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
$7,900,000125 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)
6600 SILVERSTAR DR, SARASOTA, FL 34240
$509,900173 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
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
$445,000173 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
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)
6285 MIDNIGHT PASS RD #406, SARASOTA, FL 34242
$799,000178 Days on yellowkey MLS ID: A4670228
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1456 Built: 1981 Tax: $3,221 (2024)Community: Excelsior Beach To Bay 5Condo
Taxes:$3,221
Remarks: Welcome to this beautiful Penthouse end unit at the highly desirable Excelsior Beach to Bay community. Perfectly positioned on the Bay side, this 2 bedroom, 2.5 bath condo offers an open, airy layout enhanced by vaulted ceilings, abundant natural light, and impact windows throughout for peace of mind and energy efficiency. The living and dining areas flow seamlessly together, creating an ideal setting for entertaining or relaxing. The dining area features a mirrored accent wall, a built-in cabinet under the stairs, and another built-in at the end of the room for elegant storage and display. A wood staircase leads to the loft, a rare feature in this complex. The spacious loft includes a half bath, and 2 generous closets, offering flexibility as a guest retreat, office, or media room. The loft expands your living options beautifully. The kitchen is both functional and stylish, featuring wood cabinetry, Cambria quartz countertops, marble floors, a tray ceiling and a built-in eat-in area/desk. A window over the sink provides a charming peek of the Bay. The Primary Bedroom impresses with soaring vaulted ceilings, custom built-in furniture, and a bright, open feel, while the Primary Bath offers two separate sink areas with granite counters, built-in cabinetry, and a wall of closets-providing abundant storage and space. Pella sliding glass doors lead to the Florida room/lanai, enclosed in glass and framed by vaulted ceilings invites you to relax and enjoy tranquil views year-round. Residents of Excelsior enjoy private beach access, along with two heated pools, fitness center, tennis and pickleball courts, and clubhouse. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity, this Penthouse condo offers a rare blend of comfort, style, and location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Stacy Liljeberg (941-544-6103)
550 46TH ST, SARASOTA, FL 34234
$999,000185 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)
5609 EVERGREEN DR #28, SARASOTA, FL 34233
$270,000221 Days on yellowkey MLS ID: A4665113
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1601 Built: 1980Monthly Fee: $471 Tax: $1,849 (2024)Community: Center Gate Village 4Villa
Taxes:$1,849
Remarks: This approximately 1,600 square foot house offers two bedrooms and two bathrooms. The property features a pool for year-round enjoyment. Crown molding throughout the home adds an elegant touch. The roof is new, providing peace of mind. The air conditioning system is newer, ensuring comfortable climate control. The hot water heater is also new, guaranteeing a reliable supply of hot water. The location of this home is a desirable attribute. Ceramic tile flooring and new carpet create a welcoming ambiance. The kitchen has been updated with modern appliances and finishes. The bathroom has also been updated with a fresh, contemporary design. The homeowners association fees are low, making this an affordable option.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tom Palazzo (404-734-5735)
192 EAGLESTON LN, SARASOTA, FL 34240
$399,00039 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
$1,800,00043 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
$4,495,00045 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 Agent: Steve Hagan (941-900-4126)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$800,000129 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
$2,000,00078 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)
4924 MAHOGANY RUN AVE, SARASOTA, FL 34241
$499,00090 Days on yellowkey MLS ID: A4679597
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1572 Built: 2000Monthly Fee: $436 Tax: $4,216 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$4,216
Remarks: Experience the ultimate Florida lifestyle in this fully furnished, beautifully renovated Club Home located in the highly sought-after Heritage Oaks Golf & Country Club. This popular Arlington model offers two bedrooms, two bathrooms, a versatile study/den, and 1,585 square feet of thoughtfully designed living space, complete with an attached two-car garage featuring new epoxy floors. Completely renovated with exceptional attention to detail, the home boasts an open, light-filled layout ideal for both everyday living and entertaining. The stunning kitchen features quartz countertops, stainless steel appliances, and a charming shiplap accent wall at the coffee bar within the eat-in kitchen. The kitchen flows seamlessly into the living area, creating a warm and inviting space. The primary suite is a private retreat, offering a spacious layout with abundant natural light, lanai access, a walk-in closet, and a spa-inspired bathroom showcasing new cabinetry, dual sinks, quartz countertops, updated toilets, and a beautiful marble walk-in shower accented by a stylish barn door. The second bedroom includes a Murphy bed, providing flexibility for guests, while the study/den easily adapts as a home office, guest space, or cozy reading nook. Every detail has been carefully considered, including neutral finishes, fresh interior paint, updated lighting, luxury vinyl flooring, ceiling fans, new cabinetry and fixtures in the kitchen and baths, upgraded appliances, window shades, panoramic lanai screening, and a new garage door. Step outside to your private panoramic screened lanai overlooking the 10th tee box, the perfect setting for morning coffee or relaxing evenings while enjoying tranquil golf course views. Heritage Oaks is an Audubon-certified, gated community renowned for its newly renovated 18-hole championship golf course, five heated swimming pools, active tennis program, state-of-the-art fitness center, and fine dining. Ideally located within walking distance to the community pool, golf clubhouse, 19th Hole Bar & Grill, tennis courts, and fitness center, this home offers exceptional convenience and a truly resort-style lifestyle. This home is more than a residence—it’s an invitation to a vibrant, active, and carefree way of life. Schedule your private showing today and experience it for yourself.
3664 TIN CUP BLVD, SARASOTA, FL 34232
$469,00095 Days on yellowkey MLS ID: A4679323
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1578 Built: 2016Monthly Fee: $345 Tax: $3,201 (2024)Community: Enclave/Frst LakesVilla
Taxes:$3,201
Elementary School: Wilkinson Elementary
Remarks: ***STUNNING END UNIT IN A PREMIER ENCLAVE AT FOREST LAKES LOCATION*** Experience exceptional Sarasota living in this highly sought-after 2-bedroom, 2-bath end unit, ideally positioned on the largest and most desirable lot in The Enclave at Forest Lakes. Set directly across from the community pool and dog park, this residence offers a rare combination of privacy, convenience, and lifestyle—arguably the best location within the subdivision. The home is filled with natural light and enhanced by its end-unit setting. Recent updates include fresh interior paint throughout and tasteful upgrades in the primary bathroom, creating a clean, modern, and truly move-in-ready feel. The kitchen showcases modern elegance with stainless steel appliances, quartz countertops, and solid wood cabinetry, ideal for everyday living and entertaining. The primary suite serves as a private retreat, featuring updated finishes, dual sinks, a spacious walk-in shower, and a generous walk-in closet, blending comfort with refined style. Roof is only 3 years old! Located within a gated community with no CDD fees, the HOA includes access to the resort-style pool, dog park, and grilling area—all just steps from your front door. Perfectly situated in the heart of Sarasota, this home offers easy access to award-winning beaches, downtown dining and cultural attractions, and top-rated schools. This is a rare opportunity to own an end unit in the subdivision’s most coveted location, where thoughtful upgrades, convenience, and the Sarasota lifestyle come together beautifully.
Listing is courtesy of: MCGREGOR INTERNATIONAL REAL ESTATE CO (941-363-1210)
Listing Agent: Warren Mcgregor (941-447-1253)
8637 DAYDREAM ST, SARASOTA, FL 34238
$364,900156 Days on yellowkey MLS ID: TB8449918
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1724 Built: 2020Monthly Fee: $350 Tax: $2,939 (2024)Community: Promenade/Palmer Ranch Ph 2Townhouse
Taxes:$2,939
Elementary School: Gulf Gate Elementary
Remarks: Built in 2020, this beautifully designed two-story, all–concrete-block townhome in Promenade on Palmer Ranch offers modern living in an unbeatable Sarasota location. The open-concept first floor features a gourmet kitchen with granite countertops, stainless steel appliances, white cabinetry, upgraded pendant lighting, custom mirror wall accent, a walk-in pantry, half-bath and a spacious breakfast island overlooking the large family room. Sliding doors lead to a covered, oversized screened lanai perfect for outdoor relaxation. Upstairs, the primary suite includes two walk-in closets, along with two additional bedrooms, two full bathrooms, and a convenient laundry room. A one-car garage with extra storage completes the home. Promenade on Palmer Ranch provides excellent amenities including a sparkling pool, open-air cabana, outdoor kitchen, community sidewalks, and scenic preserve and pond views. Low HOA fees with water & sewer included, no CDD fees, and direct access to the Legacy Trail make this a highly desirable community. Minutes from Siesta Beach, Downtown Sarasota, Lido Key, and Longboat Key — close to restaurants, shopping, festivals, parks, and recreation. Move-in ready and perfectly located!
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Kim Vanherwynen (201-978-6805)
5273 HERON WAY #202, SARASOTA, FL 34231
$489,500173 Days on yellowkey MLS ID: A4670409
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1775 Built: 1986 Tax: $5,616 (2025)Community: Landings South 3Condo
Taxes:$5,616
Remarks: Newly installed HURRICANE IMPACT WINDOWS and a 2024 AC with transferable warranty make this second-floor coach home a low-maintenance, move-in ready choice. Enjoy expansive water views and a prime location just a short walk to the Racquet Club and pool in the highly sought-after Landings community. Inside, a bright, open layout features vaulted ceilings and consistent flooring with no step-down, creating a seamless living space. The updated kitchen offers granite countertops, a breakfast bar, and stainless steel appliances, flowing into the main living area with water views. The primary suite also overlooks the water and provides generous space for a sitting or work area, along with a large bathroom and walk-in closet. Two additional bedrooms share a full bath, while plantation shutters add a timeless finish throughout. Additional features include a separate laundry room and a newer roof and gutters installed in 2023. Residents enjoy access to the Landings Racquet Club with eight Har-Tru tennis courts, fitness center, pro shop, heated lap pool and spa, and an active year-round social calendar. A private nature trail leads to a covered dock, fishing pier, and kayak and paddleboard storage. Ideally located west of the Trail, The Landings is minutes from Siesta Key, Southside Village, and Downtown Sarasota, offering excellent dining, shopping, and convenience.
Listing Agent: Yvette Sellyn (941-730-7756)
4822 OCEAN BLVD #2A, SARASOTA, FL 34242
$839,000192 Days on yellowkey MLS ID: A4668724
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1435 Built: 1973 Tax: $7,588 (2023)Community: Siesta TowersCondo
Taxes:$7,588
Tax Year: 2023
Remarks: Price Improvement! Your Coastal Paradise Awaits! Step into a world of elegance and tranquility in this stunning condominium, perfectly situated along the breathtaking coastline of Siesta Key. Featuring two lavish ensuite bedrooms, this residence offers you the ultimate in coastal living. The primary bedroom boasts full panoramic views of the crystal blue waters of the Gulf, complete with a beautifully remodeled bathroom and an expansive walk-in closet designed for the modern lifestyle. Embrace a split floor plan that promotes privacy and relaxation, all within a breezy coastal open-concept design that floods the space with an abundance of natural light. Indulge in the outdoors from two covered balconies, ideal for outdoor dining or savoring a glass of rosé as you watch the sun dip below the horizon in a stunning display of colors. Enter the building through a well-appointed lobby that exudes sophistication and class. Residents enjoy a host of resort-style amenities that include a beautifully remodeled community center for exclusive use, a newly refurbished workout facility, and a gulf-front pool to soak in the sun. The outdoor BBQ area is perfect for gathering with friends and family, while storage for beach accessories and bikes adds to the convenience of a coastal lifestyle. Enjoy the peace of mind that comes with covered parking. Perfectly located, this luxury community allows you to walk, bike, or cruise your golf cart to local restaurants, boutique shopping, live music venues, and the vibrant farmers market, all within minutes from your doorstep. Of course, the soft, white sands of Siesta Key Beach are just a short stroll away, ready to fulfill your beach daydreams. Don't miss your chance to experience luxury coastal living at its finest. Schedule your private tour today and discover your new home in paradise!
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
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