Location: Sarasota
Do Not Show Listings
7333 POINT OF ROCKS RD, SARASOTA, FL 34242
$3,495,000408 Days on yellowkey MLS ID: A4651061
0 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 4566 Built: 2014 Tax: $1,151 (2025)Community: White Beach Fruit Companys SuSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,151
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Repositioned to the market - $500,000 Price Adjustment. Exquisite custom estate in one of Siesta Key’s exclusive neighborhoods. Positioned just across from Gulf-front homes in a private enclave on Siesta Key, this exceptional residence offers the ultimate in island luxury. Masterfully built by Perrone Construction and designed by acclaimed architect Rick Oswald, this custom home is a testament to craftsmanship, quality, and elegant coastal living. Sited on a nearly 22,000-square-foot homesite, the home makes a striking first impression with its stately paver driveway and welcoming entry. Inside, wide-plank engineered hardwood floors and rich architectural detailing define the refined interiors, while soaring beam-and-plank ceilings elevate the spacious great room. The heart of the home is the gourmet kitchen, featuring a Thermador six-burner gas range, custom cabinetry, stone countertops, a generous island and breakfast bar, and an adjacent grilling deck for entertaining. The dining room opens seamlessly to the expansive covered lanai, where you’ll enjoy views of the lushly landscaped backyard oasis. A luxurious main-floor primary suite offers a private retreat with exquisite finishes and spa-style comforts, designed for relaxation and ease. Two upper-level guest suites provide privacy for family or visitors and are easily accessed by either the elegant staircase or a private elevator serving all levels. On the main level, a versatile game room doubles as a fourth bedroom with an adjacent half bath, ideal for guests, hobbies or additional living space. Designed with luxury and peace of mind, this home is built with solid concrete-and-steel frame construction and includes a generator, impact-rated doors and windows, lightning protection, Lutron lighting on the main level, tankless water heaters, central vacuum, and a refreshing outdoor shower. The showstopper? One of the largest residential pools on Siesta Key—nearly 44 feet long—designed for swimmers and hydrophiles alike. You'll find multiple places to relax in the sun or shade, surrounded by lush, tropical foliage and an expansive, fenced yard. Car enthusiasts will appreciate the dual two-car twin garages, while the lower-level non-conforming space offers flexibility for an exercise room, pool cabana or additional recreation space. Though built in 2014, this home rivals new construction in design and condition, with a freshly painted exterior and timeless appeal. Just moments from the world-renowned sands of Siesta Beach and Turtle Beach, with easy access to Turtle Beach Marina, island dining, boutique shopping and downtown Sarasota’s vibrant cultural scene, this residence offers a rare opportunity to own a home that blends location, luxury and lifestyle.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
1010 CROSSWIND AVE, SARASOTA, FL 34240
$949,000102 Days on yellowkey MLS ID: A4684499
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2153 Built: 2021Monthly Fee: $419 Tax: $8,894 (2025)Community: Lakehouse Cove/Waterside Ph 4Spa: NoSingle Family
Taxes:$8,894
Elementary School: None
High School: None
Middle School: None
Remarks: Step inside and discover a residence that effortlessly blends refined comfort with the relaxed elegance of Florida living. 1010 Crosswind, located within Lakehouse Cove at Waterside, offers 2,153 square feet of living space, including three bedrooms, two full bathrooms, and a versatile flex room, complemented by a coastal-inspired front elevation, paver driveway, and a two-car garage with carriage-style doors. Notable enhancements include hurricane impact windows throughout, a whole-house generator, crown molding, window tinting, upgraded light fixtures, recently painted interior walls, a tankless water heater, a water softener, and a reverse osmosis system. The kitchen is bright and contemporary, featuring white shaker cabinetry with crown molding, quartz countertops, a large center island with shiplap detailing and bar seating, stainless steel appliances, a classic subway tile backsplash, and three glass pendant lights that add warmth and style above the workspace. The dining area is defined by a distinctive brick accent wall, statement chandelier, plantation-shuttered window, and seamless connection to the surrounding living spaces. The great room features a tray ceiling with crown molding, a contemporary ceiling fan, abundant natural light, and large sliding glass doors that open to the screened lanai. The primary suite offers a spacious layout with preserve and pool views, tray ceiling with crown molding, ceiling fan, brand-new carpeting, and a custom walk-in closet with built-in organization. The ensuite bath is finished with a dual-sink quartz vanity, oversized walk-in shower with frameless glass, open shelving, modern lighting, and tile flooring. Two guest bedrooms are positioned at the front of the home and include crown molding, ceiling fans, plantation shutters, and plush carpeting, while the shared guest bath features a quartz vanity, a walk-in shower with frameless glass, modern fixtures, display shelving, natural light, and tile flooring. Outdoor living amazes with a paver lanai featuring covered seating with a ceiling fan, a heated saltwater pool with a sun shelf, a motorized retractable awning, and lush tropical landscaping set against private preserve views. The two-car garage is equipped with ceiling-mounted storage racks. Ideally positioned, the home offers convenient access to Waterside Place, Lakewood Ranch Main Street, the UTC corridor, and the new Mote Science Education Aquarium, while Sarasota’s renowned Gulf beaches remain just a short drive away. Life in Lakehouse Cove extends well beyond the residence itself, offering a thoughtfully designed lifestyle centered around recreation and connection. Residents enjoy six pickleball courts, a resort-style pool and spa overlooking Lake Kingfisher, a state-of-the-art fitness center, a boathouse with a kayak launch, two dog parks, a community clubhouse, and a fire pit gathering space. A short stroll leads directly to Waterside Place, where shopping, dining, a weekly farmers market, and year-round community events create a vibrant and highly walkable setting.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Donna Soda, Pllc (941-961-5857)
239 HOURGLASS WAY #V7, SARASOTA, FL 34242
$640,00036 Days on yellowkey MLS ID: A4691064
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1327 Built: 1968Monthly Fee: $1,793 Tax: $5,346 (2025)Community: Whispering SandsVilla
Taxes:$5,346
Remarks: Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/2 Bath villa in the premier GULF FRONT property of Whispering Sands offers the perfect blend of comfort, style and serenity. Step inside to discover a bright NEW kitchen featuring new granite countertops, stainless appliances, recessed & under cabinet lighting and an open, inviting feel ideal for everyday living and entertaining alike. Engineered wood flooring flows throughout the home, complemented by neutral paint tones, new interior doors, and thoughtfully updated baths with granite counters, new vanities and modern fixtures. A spacious screened brick paver lanai extending the full length of the residence may well be the star of the show, creating an ideal private indoor-outdoor living space to relax and enjoy the lush tropical surroundings. A private fenced brick paver patio offers an additional retreat for entertaining, dining al fresco, or simply unwinding in the Florida sunshine. Additional upgrades include a newly painted 1-car garage with new full-sized washer and dryer and new sink. The freshly painted front door, new screen door - along with a brick paver sidewalk and driveway - enhance the home’s welcoming curb appeal. Newly painted exterior in 2025. New landscaping is planned for the complex in 2026. Whispering Sands is a 55+ Gulf front property offering 800’ of PRIVATE beach, 2 heated pools, beachside Tiki Hut and grills, shuffleboard, & canoe/kayak storage. The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events. Ideally located just around the corner from the shops and restaurants of Siesta Key Village, this move-in ready property combines stylish updates, abundant outdoor living space, and a truly peaceful location to create the perfect coastal retreat!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
2516 BROWNING ST, SARASOTA, FL 34237
$1,399,000248 Days on yellowkey MLS ID: A4666531
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2746 Built: 2026 Tax: $1,990 (2023)Community: Hudson ParkSpa: NoSingle Family
Taxes:$1,990
Elementary School: Alta Vista Elementary
Tax Year: 2023
Remarks: Brand-new modern two-story home, offering luxury living and exceptional investment potential in the heart of Sarasota. This thoughtfully designed residence features 5 bedrooms, 4 bathrooms, and an attached 2-car garage, with an open-concept kitchen and living space showcasing premium Italian-imported flooring, cabinetry, and designer fixtures. Large sliding doors open seamlessly to a private outdoor deck and pool, creating the perfect setting for entertaining and enjoying Florida’s indoor-outdoor lifestyle. Located within Sarasota city limits, this property qualifies for weekly rentals, making it an outstanding opportunity for a primary residence, seasonal retreat, or income-producing investment. Just minutes from Downtown Sarasota, Siesta Key Beach, and St. Armands Circle, with convenient access to world-class dining, boutique shopping, cultural attractions, and Sarasota’s award-winning Gulf beaches. Nearby parks, tennis and pickleball courts, and the Legacy Trail extension provide endless outdoor recreation. Secure a brand-new modern Sarasota home in a highly desirable location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
224 W CORNELIUS CIR, SARASOTA, FL 34232
$360,00017 Days on yellowkey MLS ID: A4694884
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1384 Built: 1960 Tax: $2,920 (2025)Community: EastwoodSingle Family
Taxes:$2,920
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated block home in the desirable Eastwood neighborhood! Offering 3 bedrooms, 2 bathrooms, plus a versatile BONUS ROOM that can easily serve as a 4th bedroom, home office, playroom, or flex space. Situated on a spacious lot with a large fenced backyard, the outdoor space features mature trees, multiple storage sheds, and endless potential — including plenty of room to add a pool or create your own private backyard retreat. Best of all, there’s NO HOA! Inside, you’ll find numerous recent upgrades including a new roof, new A/C unit, air handler, thermostat and electric water heater for added peace of mind. The updated kitchen features new soft-close cabinetry, stone countertops, and brand-new stainless steel appliances including a refrigerator, dishwasher, range, and built-in microwave. Both bathrooms have been refreshed with new vanities and toilets, and the entire interior and exterior have been freshly painted. Ceramic tile flooring runs throughout the main living areas and kitchen, while all bedrooms and the bonus room feature new vinyl flooring. Step outside to enjoy the screened lanai complete with an outdoor fan — the perfect place to relax or entertain year-round. Conveniently located just a short 5-minute walk to Eastwood Park at the end of the street, residents can enjoy a walking path, soccer-inspired play area, playground with swings, and covered picnic areas. The popular Legacy Trail is located less than a mile away, with shopping, dining, schools, and entertainment all nearby. Move-in ready and filled with updates, this Eastwood gem is one you won’t want to miss!
Listing is courtesy of: FOREFRONT REALTY, LLC (617-595-6984)
Listing Agent: Melody Slattery (617-595-6984)
3418 72ND DR E, SARASOTA, FL 34243
$514,900136 Days on yellowkey MLS ID: TB8470372
1 Days Off yellowkey (back on 6/5/2026)
REDUCED by $10,000 (1.9%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 2009Monthly Fee: $61 Tax: $6,434 (2024)Community: Cottages At Blu VistaSingle Family
Taxes:$6,434
Tax Year: 2024
Remarks: Under contract-accepting backup offers. NEW PRICE and READY for a new owner!! Have you been dreaming of your new sunny Sarasota POOL home!? Look no further and welcome to 3418 72nd Dr E! This spacious three bedroom, two-bathroom, BONUS room, that's just shy of 2000 sq ft under a BRAND-NEW ROOF, feels like home the moment you walk in! Step inside and discover an open concept design, natural light, and high ceilings. The kitchen is large and features top of the line appliances, large pantry, plenty of cabinet storage, ample counter space, as well as eat-in space if needed. There is a separated living area and dining area that's perfect for those family and friend gatherings. The primary suite is large, has pool access, and generous walk-in closet space. The en-suite bathroom has been recently updated to include dual showers, dual vanity, linen closet and storage. The remaining two bedrooms are on the opposite side, are spacious and offer generous closet space. There is a nice bonus area that is perfect for the home office, a reading area, gaming area, or whatever else you can dream of! Once outside, you will discover a true Florida benefit, and that's the sparkling, heated, salt-water pool that you can enjoy almost all year long. The wi-fi enabled pool equipment is new along with color changing lights to enhance the beauty!! The house faces north allowing for full east to west sun throughout the year! The fenced backyard continues beyond the pool and is perfect for entertaining, family gatherings, and pets! Other notable features include a 2-car attached garage, driveway parking, brand new roof, fresh interior paint, updated bathrooms and so much more. With easy access to major highways, shopping, dining and recreation, this ideal location feels tucked away. The community has only one entrance/exit adding to its peace and tranquility! It doesn't get better than this!! If you have been looking for your slice of paradise, then look no further. This house is ready for its new owner and priced to sell. Do not delay!! Call for your private viewing and come make this beautiful, sunny Sarasota home, yours today.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Joseph King (702-355-1732)
1720 COUNTRY MEADOWS DR, SARASOTA, FL 34235
$355,00017 Days on yellowkey MLS ID: A4695223
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1321 Built: 1994Monthly Fee: $46 Tax: $3,808 (2025)Community: Country MeadowsSingle Family
Taxes:$3,808
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Opportunity knocks in Sarasota! This lovely 3BD/2BA in Country Meadows featuring FRESHLY PAINTED interior with NEW CARPET, is conveniently located near UTC and The Meadows Country Club, with easy access to I-75 via Fruitville Rd or University Pkwy. This home features a split bedroom floor plan, stunning cathedral ceiling, eat-in space in kitchen and additional dining room space in an expansive great room, a primary bedroom suite with private en-suite bathroom and a very generous sized walk-in closet, interior laundry room, spacious 2-car garage, and fully enclosed lanai to enjoy morning coffee or evening dinners at sunset. Approximately 5 miles to Downtown Sarasota, 8 miles to St. Armands Circle/Lido Key, 11 miles to the award winning beaches on Siesta Key, and just 7 miles to Ringing Museum, Asolo Repertory Theatre, and SRQ airport for easy commuting. This well maintained home is competitively priced to sell. Don’t wait! Schedule your exclusive showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Elizabeth Mock (941-330-6200)
1418 BURGOS DR, SARASOTA, FL 34238
$349,00091 Days on yellowkey MLS ID: A4686348
REDUCED by $36,000 (9.4%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1672 Built: 2006Monthly Fee: $408 Tax: $4,113 (2025)Community: Isles Of SarasotaTownhouse
Taxes:$4,113
Remarks: Enjoy easy Florida living in this freshly presented three-bedroom, two-and-a-half-bath Catalina townhome located in the highly sought-after community of The Isles. Bright, clean, and move-in ready, the home offers a comfortable layout designed for both everyday living and relaxed entertaining, all complemented by peaceful lake views that bring a sense of calm to the main living spaces. Tile flooring throughout the first floor creates a light, low-maintenance environment, while the open great room flows effortlessly toward the outdoor living area, where a spacious screened lanai overlooks the water—a perfect place to enjoy morning coffee or unwind in the evening. The kitchen provides generous cabinetry, Corian countertops, and updated appliances including a newer refrigerator and microwave, with a conveniently located laundry room just steps away offering additional storage. Upstairs, the primary suite serves as a comfortable retreat with two closets, including a walk-in with built-in organization. The ensuite bath features dual vanities, a soaking tub, and a separate shower. Two additional bedrooms and a shared full bathroom offer flexible space for guests, family, or a home office. Additional upgrades include a newer air-conditioning system (2021), central vacuum, and a security system. Residents of The Isles enjoy an active, resort-style environment with beautifully maintained grounds and an impressive amenity campus designed for recreation, fitness, and social connection. The community’s convenient Sarasota location places you close to the Legacy Trail, everyday shopping and dining, and the world-famous shores of Siesta Key Beach, making this an exceptional opportunity to enjoy both value and lifestyle in one of the area’s most vibrant neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
1646 STICKNEY POINT RD #1646-101, SARASOTA, FL 34231
$387,400136 Days on yellowkey MLS ID: O6376065
REDUCED by $2,500 (0.6%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1975Monthly Fee: $993 Tax: $3,529 (2025)Community: Castel Del MareSpa: NoTownhouse
Taxes:$3,529
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Escape to Saltwater Daydreams, your own slice of paradise just steps from the best of Siesta Key and Sarasota. A beautifully remodeled 2-bedroom, 1.5-bath townhome just across the south bridge from Siesta Key. Crescent Beach (access #12) in Siesta Key and multiple restaurants and shops are a short 10-MINUTE WALK! Fully updated in 2022 with new furnishings, in-unit washer/dryer, a screened lanai, and a private patio off the master bedroom. Located in the sought-after Castel Del Mare complex, you'll enjoy two pools (one right on the Intracoastal Waterway), tennis, pickleball, shuffleboard, a mangrove walk, and gazebo views of the waterway. The off-island location is a bonus during peak season — easy in-and-out without the bridge traffic. Townhome features tranquil and private greenbelt views from both levels. Assigned parking is located directly in front of the home, with ample guest parking nearby. The HOA fee covers exterior and roof maintenance, landscaping, amenities, on-site management, strong reserves, cable TV, water, sewer, trash recycling, and weekly pest control! Whether as a primary residence, seasonal getaway, or investment opportunity, this home offers privacy, comfort, and the ultimate Siesta Key lifestyle! With flexible rental guidelines, you can offset ownership costs by renting out part of the year, and take advantage of lucrative peak-season rental revenues!” Near public transit with easy access to Siesta Key Beach, Siesta Village dining, and the Stickney Point Bridge. Nearby dining includes Merci Café and La Dolce Vita. Publix and Detwiler's Farm Market within 1 mile. Red Bug Slough Preserve and Gulf Gate Village nearby.
Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)
Listing Agent: Bethanne Baer (407-228-1112)
1563 4TH ST, SARASOTA, FL 34236
$1,695,00093 Days on yellowkey MLS ID: A4685670
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1927 Tax: $10,987 (2025)Community: Owen BurnsSingle Family
Taxes:$10,987
Remarks: Under contract-accepting backup offers. A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
4057 N CROCKERS LAKE BLVD #23, SARASOTA, FL 34238
$205,000209 Days on yellowkey MLS ID: S5138795
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1989Monthly Fee: $626 Tax: $2,104 (2024)Community: Vintage GrandCondo
Taxes:$2,104
Remarks: Welcome to 4057 Crockers Lake Blvd #23, a beautifully updated 3-bedroom, 2-bath condo in the highly desirable Vintage Grand at Palmer Ranch community of Sarasota. This bright, open-concept home features vaulted ceilings, luxury vinyl plank flooring, and a private open-air balcony overlooking lush tropical landscaping — perfect for enjoying morning coffee or evening breezes. The modern kitchen offers stainless steel appliances, updated cabinetry, solid-surface countertops, and a convenient breakfast bar that opens into the spacious living and dining areas — ideal for entertaining or relaxing. The primary suite features a walk-in closet and en-suite bath, while the two guest bedrooms provide ample flexibility for family, guests, or a home office. Residents enjoy true resort-style living with two community pools, a fitness center, tennis and basketball courts, playground, picnic and grill areas, and a car-wash station. The community is pet-friendly and ideally situated near Siesta Key Beach, Legacy Trail, Sarasota Square Mall, Costco, Publix, and top-rated schools. This move-in-ready condo offers exceptional comfort, convenience, and value — perfect as a primary home, seasonal retreat, or investment opportunity.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Brandon Cooke (330-849-0560)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$635,00070 Days on yellowkey MLS ID: A4688618
REDUCED by $30,000 (4.5%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $8,550 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$8,550
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? This 11th-floor penthouse-level gem at Regency House is officially “THE ONE”. Spanning 1,424 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and peace of mind; in an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay the Special Assessment for the upgraded pool.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dana Cook Westmark (941-356-5091)
5920 MIDNIGHT PASS RD #704, SARASOTA, FL 34242
$1,385,000136 Days on yellowkey MLS ID: A4680628
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1971Monthly Fee: $900 Tax: $12,441 (2025)Community: Sarasota Surf & RacquetCondo
Taxes:$12,441
Remarks: Welcome to an exceptional new offering in the highly sought-after Sarasota Surf & Racquet Club. Perfectly positioned on the 7th floor of the coveted tower building, this beautifully upgraded two-bedroom, two-bath residence captures expansive views and cooling Gulf breezes while delivering a refined, move-in-ready coastal experience. The thoughtfully renovated kitchen has been redesigned to enhance both form and function, opening sight lines to the living space and creating a true gathering hub. White cabinetry, quartz countertops, and a newly added kitchen island replace the former peninsula, while the removal of the original owner’s closet provides additional counter and storage space—ideal for your coffee bar, display of fine spirits or to lay out your coastal cuisine buffet style. Both bathrooms have been upgraded with matching quartz countertops, creating a cohesive and modern aesthetic throughout. The primary suite offers a spa-inspired bath with an expanded layout, a sleek stand-up shower with frameless glass doors, and a newly added water closet for enhanced comfort and privacy. A locked owner’s closet allows for easy “lock-and-leave” ownership, perfect for seasonal use or rental flexibility. The guest bedroom comfortably accommodates two queen beds and features a generous walk-in closet with existing washer/dryer vent access, ready for a future installation if desired. Ownership at Sarasota Surf & Racquet Club feels effortless and exclusive as it includes access to two heated swimming pools, a fitness center, BBQ pavilion and recreation hall. An active tennis community brings residents together for fitness, fellowship, and a little competitive fun. The onsite rental management team cares for your investment, with a rare and advantageous 3-night rental minimum policy, and organizes all of the reservations and turnovers while you enjoy your return on investment. Ideally poised on Siesta Key’s pristine shoreline, this residence offers a rare blend of elevated design, resort-style amenities, and effortless island living.
5508 EAGLE CREEK RD, SARASOTA, FL 34238
$1,065,000109 Days on yellowkey MLS ID: A4683546
2 Days Off yellowkey (back on 6/5/2026)
REDUCED by $60,000 (5.3%) on 05/06/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2489 Built: 2017Monthly Fee: $455 Tax: $6,787 (2025)Community: Hammock PreserveSpa: NoSingle Family
Taxes:$6,787
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Venice Area Middle
Remarks: On a premium cul-de-sac lot, next to a large open lot of greenspace, this upgraded Pinnacle shows true pride of ownership! Loaded with features including zero-corner glass sliders, hurricane impact windows, high ceilings, crown moldings, tray and coffered ceilings, bump-out bay window, plantation shutters, custom California Closet built-ins and more. The gourmet kitchen with a natural gas cooktop has an oversized quartz island and stainless steel KitchenAid appliances. Elegant exterior living space with a totally private custom pool is enclosed in an oversized screen cage with expansive dining and sunbathing spaces. An extended three-car garage could accommodate all your toys. Hammock Preserve sits on 80 acres of beautiful land in Palmer Ranch. Residents enjoy an active lifestyle in the expansive Clubhouse with a Community Room for scheduled events, Library and Meeting Rooms, Fitness Center, Catering Kitchen and Bahama Bar, Heated Lap Pool and Spa, Fire Pit and 2 Poolside Grills. The furry members of your family will love meeting friends at the Dog Park; you’ll make your own friends playing Bocce, Tennis or Pickle Ball!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Jane Tice (561-676-6544)
10214 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$734,90038 Days on yellowkey MLS ID: A4691742
REDUCED by $5,000 (0.7%) on 06/05/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3028 Built: 2024Monthly Fee: $336 Tax: $9,557 (2025)Community: Grand Park Ph 2 RepSingle Family
Taxes:$9,557
Middle School: Sarasota Middle
Remarks: Welcome to the epitome of modern luxury in Grand Park with this stunning, newer construction home by Neal Communities. Situated on a preserve lot, this thoughtfully crafted home boasts 4 bedrooms, + den/office, 4 baths, and a massive second-floor bonus room, all backing onto serene, private conservation views. The open-concept floor plan is flooded with natural light, highlighting the chef’s kitchen equipped with quartz countertops, a gas range, a farmhouse sink, and a walk-in pantry. Designed for entertaining, the kitchen flows seamlessly into the living, dining, and outdoor patio spaces. The peaceful first-floor primary suite features conservation views, dual vanities, and his-and-her closets. The main floor is completed by two additional bedrooms, a den,/office, 2 storage rooms, and a dedicated laundry room. Upstairs, the expansive bonus room and fourth bedroom with an en-suite bath present unparalleled flexibility—ideal for a theater, game room, or private guest suite. Luxury upgrades abound, including 8' doors, wood-look ceramic tile, brand new carpet in rooms, and quartz countertops throughout. The exterior offers peace of mind with impact-rated windows/doors, a tile roof, and pre-wiring/plumbing for a custom outdoor kitchen and pool. Grand Park offers resort-style living with two pools, a splash pad, fitness center, dog park, and tennis/pickleball courts. Located just a few miles away from Sarasota's famous Siesta Key Beach, local parks, shopping, dining and more.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Kim Gregory (941-716-2368)
6300 MIDNIGHT PASS RD #708, SARASOTA, FL 34242
$1,350,000104 Days on yellowkey MLS ID: A4684587
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1970 Tax: $12,144 (2025)Community: Crystal Sands 2Condo
Taxes:$12,144
Remarks: Rising gracefully along the shores of Siesta Key, Crystal Sands is one of the island’s most recognizable Gulf-front landmarks, celebrated for its soft architectural curves and commanding 12-story presence at the water’s edge. This7th-floor, two-bedroom, two-bath residence in desirable Stack 8 captures sweeping northwest views and unforgettable sunsets stretching across the horizon. Inside, the open-concept living and dining areas flow seamlessly toward expansive Gulf views, creating a light-filled retreat that feels both relaxed and welcoming. A comfortable blend of style and practicality, appreciate the low-maintenance tile floors flowing through the main living and kitchen areas and the sustainable bamboo floors adding warmth to both bedrooms. The kitchen features handsome wood cabinetry, granite countertops, stainless steel appliances, and updated lighting. A thoughtfully designed peninsula extension provides additional prep space and bar-height seating—ideal for a pre-beach breakfast, casual dining & entertaining, or gathering to revisit the day’s adventures. Move right in as this home is offered turnkey furnished, showcasing comfortable rattan accents and whimsical coastal décor that perfectly complement its beachfront setting. Ownership at Crystal Sands is refreshingly effortless, supported by an experienced on-site rental management team that handles everything from bookings and guest coordination to housekeeping and turnovers. A 14-night minimum rental policy helps maintain an elevated atmosphere and consistent clientele, offering strong income potential without the transient feel of shorter-term communities. Crystal Sands offers direct beach access to Siesta Key’s world-renowned quartz sand along with resort-style amenities and strong rental appeal. Whether envisioned as a personal beachfront getaway or an income-producing investment, this 7th-floor residence delivers comfort, views, and the unmistakable charm of Gulf-front living on one of Florida’s most celebrated beaches.
6154 MIDNIGHT PASS RD #A-05, SARASOTA, FL 34242
$625,00077 Days on yellowkey MLS ID: A4687809
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,422 (2025)Community: Casa Blanca VillasVilla
Taxes:$4,422
Remarks: Welcome home to Casa Blanca on Siesta Key, a beloved Gulf-side community known for its charming villas and laid-back beach lifestyle. With a mix of cozy residences and a three-story beachfront building, Casa Blanca offers a more convenient way to enjoy one of the most sought-after stretches of sand on Florida’s Gulf Coast. This villa features 2 bedrooms and 1.5 beautifully renovated baths, thoughtfully designed for comfort and convenience. The full bath is accessible from the hallway, while the primary bedroom enjoys its own private half bath. A rare and highly desirable stacked washer and dryer adds everyday ease—perfect after long days at the beach. Inside, the turnkey space is light and inviting, with comfortable furnishings and subtle coastal touches that create a relaxed, welcoming feel. The kitchen is well-equipped for everything from a hearty breakfast to a seafood dinner after a day in the sun. Step outside to enjoy true beach living—an outdoor shower makes rinsing off sand a breeze, and the screened lanai offers the perfect spot to dine al fresco, unwind with a drink, or enjoy a casual game night with friends and family. Casa Blanca allows short-term rentals (5–7 nights, owner’s choice), making this an attractive option for both personal use and income potential. Community amenities include a large, sparkling pool just a short stroll from the powdery white sands of Crescent Beach. Hop on the Breeze Trolley to enjoy the vibrancy of the north or south vilage, while a quick drive has you in the heart of Sarasota: home to refined arts, entertainment and eateries that are absolutely worth the trip off the island. Whether you’re looking for an investment opportunity, seasonal escape, or full-time island retreat, this villa offers the best of Siesta Key living—comfortable, flexible, and effortlessly enjoyable.
276 ISLAND CIR, SARASOTA, FL 34242
$3,100,000254 Days on yellowkey MLS ID: A4667090
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2292 Built: 2026 Tax: $13,193 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$13,193
Remarks: Certificate of Occupancy received 5/27/2026 *Call today to schedule your private showing! Welcome to 276 Island Circle, an exceptional waterfront retreat nestled on an oversized lot in the highly sought-after Palm Island neighborhood of Siesta Key. Perfectly positioned along the Grand Canal and just a half-mile from the world-famous shores of Siesta Key Beach, this beautifully designed 4-bedroom, 3-bathroom residence captures the essence of luxury coastal living. Thoughtfully crafted with both elegance and functionality in mind, the home offers an open and inviting floor plan highlighted by soaring tray ceilings, abundant natural light, and impressive zero-corner sliding glass doors that seamlessly blend indoor and outdoor living. Impact-rated windows and sliders provide peace of mind while framing picturesque views of the waterfront setting. The heart of the home is a stunning chef's kitchen designed for entertaining and everyday enjoyment alike. Exquisite quartz countertops and backsplash, dramatic waterfall edges, custom solid wood cabinetry, a Wolf range with custom hood, paneled Sub-Zero refrigerator, paneled Bosch dishwasher, Sharp microwave drawer, hidden outlets, and a showstopping glass-front pantry complete with a wine cooler combine to create a space that is as beautiful as it is functional. The primary suite offers a private sanctuary with custom-designed his-and-her closets and a spa-inspired bathroom featuring dual vanities, a curbless walk-in shower, and a freestanding soaking tub. Outdoor living is equally impressive. Overlooking the Grand Canal, the resort-style backyard was designed to embrace Florida's year-round sunshine. Relax in the saltwater PebbleTec pool and spa, unwind on the sun shelf, or entertain guests on the expansive leathered marble paver deck. Boaters will appreciate the impressive, brand new 107 feet of seawall frontage, offering direct access to the waterways that make Siesta Key such a coveted waterfront destination. Beyond the property, the Siesta Key lifestyle awaits. Spend your mornings walking Siesta Key Beach, consistently ranked among the finest beaches in the world for its powder-soft quartz sand and crystal-clear Gulf waters. Enjoy afternoons exploring Siesta Key Village's collection of boutique shops, waterfront restaurants, lively cafés, and local entertainment. Whether boating, dining al fresco, watching spectacular sunsets, or simply enjoying the laid-back island atmosphere, every day feels like a vacation. Rarely does a home combine a premier Palm Island location, exceptional waterfront setting, luxurious finishes, and close proximity to Siesta Key Beach so effortlessly. 276 Island Circle offers a unique opportunity to experience the very best of Sarasota's island lifestyle.
Listing is courtesy of: CELLA'S REAL ESTATE INC (941-952-8649)
Listing Agent: Michael Cella (941-952-8649)
848 PONDEROSA PINE LN, SARASOTA, FL 34243
$330,00011 Days on yellowkey MLS ID: A4695984
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1463 Built: 1979 Tax: $4,151 (2025)Community: Woods Of WhitfieldSingle Family
Taxes:$4,151
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Opportunity knocks in sought-after Whitfield! This solid concrete block 3-bedroom, 2-bath home with a 2-car garage offers the perfect chance to create the Florida home you've been dreaming of. While the property is ready for cosmetic updates, the desirable floorplan, generous room sizes, and strong bones provide an excellent foundation for your vision. The roof was replaced in 2023 and A/C replaced in 2017. A welcoming living and dining area greets you upon entry and flows seamlessly to the covered, screened lanai—ideal for enjoying Florida's year-round outdoor lifestyle. The spacious kitchen offers ample room for reimagining and modernizing to suit today's living and entertaining needs. Each bedroom features generous closet space, while the primary suite includes a private bath and sliding glass doors leading directly to the lanai. Situated on a generously sized homesite in the established Whitfield community, this home enjoys an exceptionally convenient location between Bradenton and Sarasota. You'll be just minutes from shopping, dining, medical facilities, entertainment, and the beautiful Gulf Coast beaches. Commuters and travelers will appreciate the close proximity to Sarasota-Bradenton International Airport. Whether you're a first-time buyer, investor, seasonal resident, or someone looking to personalize a home to your exact taste, this property presents an outstanding opportunity to build equity in a desirable location.
Listing is courtesy of: WAGNER REALTY (941-761-3100)
Listing Agent: Maryann Lawler Garcia (941-587-4623)
1640 WALDEMERE ST, SARASOTA, FL 34239
$6,500,00099 Days on yellowkey MLS ID: A4685215
INCREASED by $50,000 (0.8%) on 06/05/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5270 Built: 2026 Tax: $8,031 (2026)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$8,031
Tax Year: 2026
Remarks: Almost finished!!! Completion 3 weeks!!! Touch-ups and Staging in process now. Modern Luxury Villa | 1640 Waldemere St Experience the pinnacle of Gulf Coast luxury in this stunning Miami-style modern villa, perfectly situated West of Trail in one of Sarasota’s most coveted neighborhoods. This architectural marvel blends high-end technology with effortless coastal living, offering a sanctuary just minutes from the vibrant pulse of Downtown Sarasota and the world-renowned sands of Siesta Key and Lido Beach. The Residence Designed for the connoisseur of fine living, this home boasts a sleek, minimalist aesthetic defined by clean lines and expansive glass. Elevated Living: Move effortlessly between floors with your private elevator. The Great Indoors/Outdoors: Massive automated glass doors disappear to create a seamless transition to the resort-style pool deck, perfect for year-round entertaining. Privacy at Your Fingertips: Equipped with cutting-edge Smart Glass technology, windows transition from transparent to opaque instantly for ultimate privacy. Space for Everything: Featuring 5 spacious bedrooms, a dedicated executive office, and a private home gym, there is no better lifestyle or utility. Tech-Forward Luxury This is a fully realized Smart Home, designed for total control and ambiance: Integrated Smart Home System: Control lighting, climate, and security from your device. Whole-Home Audio: An immersive sound system flows through every room and out to the pool deck. Modern Finishes: Premium materials and high-end fixtures throughout reflect a commitment to quality and contemporary style. The Location Located West of 41, 1640 Waldemere St places you in the heart of Sarasota’s most desirable "West of Trail" district. You are seconds away from: Sarasota Memorial Hospital and the medical district. Downtown Sarasota’s fine dining, opera, and boutiques. St. Armands Circle and local beautiful sand beaches. Live the Future of Luxury. This villa isn't just a home; it’s a statement. Call for all details…
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.