Location: Sarasota
Do Not Show Listings
2170 ROBINHOOD STREET #C2-402, SARASOTA, FL 34231
$1,070,225777 Days on yellowkey MLS ID: A4613803
0 Days Off yellowkey (back on 6/13/2024)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1461 Built: 2024Community: Sarasota Bath And Racquet, A CondominiumCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around the Brand new Bath and Racquet tennis facility & state of the art Pickleball courts. This beautiful complex features a residences swimming pool, 1 kilometer walking trail, playground, dog park, cabanas, and the option to be a member of the exclusive Bath and Racquet Club, which will feature multiple Tennis and Pickleball courts, Resort style swimming pool, a restaurant and a fitness center. Pickleball courts will be available both outdoor and indoor. We are approximately 4 miles to the award winning Siesta Key beaches, 3 miles to downtown Sarasota and walking distance to CineBistro Cinemas and many restaurants. This luxurious community features floor to ceiling windows, a superb kitchen appliance package, Quartz countertops and a washer and dryer hook up in all of the units. Elevators and covered parking is also part of this world class project. Homebuyers have a selection of 29 different floor plans and the option to lease their unit for seven night minimum stay.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Joanna Petriccione, Pllc (941-929-3212)
6157 MIDNIGHT PASS RD #A51, SARASOTA, FL 34242
$340,000148 Days on yellowkey MLS ID: TB8482718
REDUCED by $10,000 (2.9%) on 07/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 690 Built: 1974 Tax: $3,852 (2025)Community: Bay OaksCondo
Taxes:$3,852
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Looking for a vacation home that also produces income? This one is for you! A charming updated GROUND floor condo featuring 2 rentable bedrooms and 1 bathroom making this the LOWEST priced unit in the Bay Oaks complex. This unit comes completely furnished, allows short term 1 WEEK RENTALS and already has a high rating and excellent cash flow with VRBO #911238. The condo is equipped with a full kitchen and reserved covered parking, a water view from the lanai and is located in beautiful Siesta Key, Florida. This particular unit is located about 30 feet from the intracoastal waterway, so soak up pristine gulf views right from your own lanai! It is also a stone's throw away from the community's heated pool. The unit was refreshed with an updated bathroom, kitchen, lanai tile and added insulation for efficiency and sound dampening. The Bay Oaks community amenities include a heated pool, tennis court, dock on the bay, fishing pier, community barbecue grill, community billiard room, 1 parking space (and access to additional visitor space) and all common area and outdoor maintenance. Internet, water, and trash are also included in the fee. The community is on the Siesta Key trolley line with a stop right out front. Located near the vibrant Sarasota nightlife, upscale shops and dining options, there's always something to explore. Did I mention Siesta Key was named #1 beach in AMERICA and 4th in the WORLD? Its nearly 99% quartz-crystal powdered sand, dubbed the “world’s finest, whitest sand”, never gets hot under the Gulf Coast sun and tropical weather. The 2016 $20 million-dollar renovation added a new playground, two concession stands, more restrooms, a half-mile long esplanade, many shelters and pavilions, and a renovated Sarasota School of Architecture pavilion. With 950 free parking spaces, this venue provides the most parking for any public beach in Sarasota County. You will want to check this out for yourself. Book a week vacation and explore before you buy or book a single showing. Either way, you won't be disappointed.
Listing is courtesy of: TAM BAY REALTY LLC (813-493-2913)
Listing Agent: Natalie Spencer (813-417-7331)
7821 CENTAURUS WAY, SARASOTA, FL 34241
$801,154104 Days on yellowkey MLS ID: A4690492
3 Days Off yellowkey (back on 7/6/2026)
INCREASED by $25,000 (3.2%) on 05/01/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3128 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Remarks: Virtually Staged. Under Construction. What's Special: Close to Park | Dedicated Study | Game Room | Close to Trails. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Seaside at 7821 Centaurus Way in Cassia at Skye Ranch! This new home offers a spacious and flexible layout designed for everyday living and easy connection. The main level features a private bedroom suite with its own full bathroom, ideal for guests or extended stays, along with a dedicated study and open living space where the great room flows into the dining area and kitchen with a center island. Step outside to the covered lanai and enjoy seamless indoor and outdoor living. Upstairs, the primary suite serves as a true retreat with a spa-inspired bath and a large walk-in closet, while a generously sized game room creates the perfect space for movie nights, play, or relaxation. Three additional secondary bedrooms with a shared full bathroom, and a conveniently located laundry room complete the upper level. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: gourmet kitchen, dedicated study in place of flex room, sliding glass door in the great room, tray ceiling package, deluxe primary bath with shower and garden tub, outdoor kitchen rough-in, cushion close doors and drawers in kitchen, upgraded quartz countertops, 8' interior doors, impact windows, additional lighting throughout, and pre-plumb for a laundry tub. Virtually staged photos are for representative purposes only. MLS#A4690492
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
8750 OLDE HICKORY AVE #9308, SARASOTA, FL 34238
$334,90084 Days on yellowkey MLS ID: A4692835
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1238 Built: 1996 Tax: $2,933 (2025)Community: Stoneybrook Terrace 1Condo
Taxes:$2,933
Remarks: Arguably one of the most breathtaking views in all of Stoneybrook Golf & Country Club, this stunning residence captures the essence of Florida living at its finest. Perfectly positioned in Terraces III, this beautifully updated and turnkey-furnished condo captures one of the community’s most peaceful and picturesque settings overlooking the 9th hole, boasting water views, lush conservation, and rolling greens that create a breathtaking backdrop you’ll never tire of waking up to. Whether enjoying your morning coffee on the lanai or unwinding at sunset, the tranquil scenery and quiet surroundings make this unit feel like a private retreat in the heart of Sarasota. Inside, the condo has been thoughtfully refreshed and is truly move-in ready. Recent updates include brand new interior paint, a new water heater, new furnishings throughout, and new carpet in the guest bedroom. The unit shows like a model, with all bedding and linens brand new and never used, and all furniture newly purchased and never lived in or slept on, offering a pristine, untouched living experience. This residence is fully stocked and ready for immediate enjoyment, seasonal living, or an excellent investment opportunity. The flexible rental policy allows for 1-month minimum rentals up to 12 times per year, making this an ideal option for seasonal income potential or part-time Florida living. The unit also includes a designated covered carport and private storage unit, adding convenience and extra space for beach gear, golf clubs, bikes, and more. In addition, the Terraces III boasts upgraded and updated tile roofs, with fresh exterior paint, and a recently updated elevator, enhancing both the aesthetic appeal and overall value of the community. Residents of Terraces III enjoy access to their own satellite pool and tennis courts just steps away, while Stoneybrook Golf & Country Club offers an impressive resort-style lifestyle with exceptional amenities including an Arthur Hills designed championship golf course, clubhouse dining, fitness center, Har-Tru tennis courts, community pools, walking and biking trails, pickleball, social activities, and endless opportunities to enjoy Florida living at its finest. Located in the desirable Palmer Ranch area, you are just minutes from the world-renowned beaches of Siesta Key, Legacy Trail, downtown Sarasota, waterfront dining, shopping, arts, entertainment, and everything that makes Sarasota one of Florida’s most loved coastal destinations. This is more than just a condo... it’s your chance to live the relaxed country club lifestyle with unforgettable views and the very best of Sarasota right outside your door.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Ashley Nevadomski (941-769-7627)
5924 BRIAR ROSE WAY, SARASOTA, FL 34232
$419,90030 Days on yellowkey MLS ID: C7527893
2 Days Off yellowkey (back on 7/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 2018Monthly Fee: $81 Tax: $2,843 (2025)Community: Garden VillageSingle Family
Taxes:$2,843
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath home in the desirable gated community of Garden Village. Thoughtfully updated and move-in ready, this home offers peace of mind with a newer roof, updated flooring throughout, and a fresh interior paint palette. The spacious floor plan is designed for comfortable everyday living and entertaining. The primary suite features a custom-built closet in the en-suite bath, providing exceptional organization and storage. Additional highlights include an irrigation system to keep the landscaping looking its best, a fenced backyard for added privacy, and garage storage cabinets that help keep everything neatly organized. Ideally located in one of Sarasota's most convenient areas, you'll enjoy quick access to shopping, dining, and entertainment at UTC, while being just a short drive from Sarasota's renowned Gulf Coast beaches. Whether you're looking for a year-round residence or a seasonal retreat, this home offers the perfect combination of comfort, updates, and an unbeatable location. Schedule your private showing today and discover all that this exceptional home has!
Listing is courtesy of: SCHOONER BAY REALTY (239-997-4000)
Listing Agent: Tad Yeatter (239-997-4000)
7766 WANING MOON WAY, SARASOTA, FL 34241
$424,99085 Days on yellowkey MLS ID: A4692785
REDUCED by $24,684 (5.5%) on 06/30/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skye RanchVilla
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: Pond View | Close to Trails | Close to Amenities. New Construction – July Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7766 Waning Moon Way in Esplanade at Skye Ranch! This new twin villa welcomes you with an open, airy design that creates a natural flow between living spaces while offering both comfort and functionality. The kitchen overlooks the dining area and great room and is beautifully appointed with quartz countertops and an apron front kitchen sink, creating an inviting space for gathering and entertaining. Luxury plank flooring flows throughout the main living area, enhancing the home’s cohesive design. The private primary suite offers a relaxing retreat, while a secondary bedroom and study provide flexibility for guests or a home office. Sliding doors open to the covered lanai with a screened-in patio, extending the living space outdoors, and whole house impact windows add lasting durability and peace of mind throughout the home. Additional Highlights Include: tray ceiling pkg, pocket doors at study, 8' interior, garden fence, pre-plumb for future laundry sink, and extended LVP flooring at primary suite and closet. Photos are for representative purposes only. MLS#A4692785 Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
1279 CORNISH CT, SARASOTA, FL 34232
$799,00048 Days on yellowkey MLS ID: TB8518333
REDUCED by $50,000 (5.9%) on 06/23/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3370 Built: 1986Monthly Fee: $42 Tax: $5,009 (2025)Community: Bell Brooke EstatesSpa: YesSingle Family
Taxes:$5,009
Remarks: Nestled at the end of a quiet cul-de-sac on a beautiful wooded double lot, this spacious and well-maintained 3,400-square-foot home offers a rare combination of privacy, flexibility, and convenience in one of Sarasota's most desirable locations. Surrounded by mature trees and lush landscaping, the property provides a peaceful setting with plenty of room to relax, entertain, and enjoy Florida living. Inside, you'll find a thoughtfully designed floor plan featuring 3 bedrooms, 2.5 bathrooms, and a large office or flex room that could easily serve as a 4th bedroom, guest room, playroom, or home gym. Upgraded wood and laminate flooring run throughout the home, creating a warm and cohesive feel, while the generous living spaces and abundant storage make everyday living both comfortable and practical. The expansive layout offers plenty of room for gathering with family and friends while still providing private spaces to work or unwind. Step outside to your own backyard retreat featuring a sparkling pool and relaxing hot tub surrounded by mature landscaping and the natural beauty of the oversized homesite. **New roof installed in 2023** With low HOA fees and a family-friendly atmosphere, this neighborhood offers an exceptional lifestyle without sacrificing convenience. Ideally located directly across from Sarasota Christian School and just minutes from downtown Sarasota, University Town Center, shopping, dining, entertainment, golf, and the area's world-famous beaches, this home truly delivers the best of both privacy and accessibility. Whether you're looking for room to grow, space to entertain, or simply a tranquil place to call home, this exceptional property is one you won't want to miss.
Listing is courtesy of: EZ CHOICE MLS, INC (813-377-2260)
Listing Agent: Shawna Kugler (813-377-2260)
5350 CASTLEMAN DR, SARASOTA, FL 34232
$399,90044 Days on yellowkey MLS ID: A4697183
4 Days Off yellowkey (back on 7/6/2026)
Bed: 6 Bath: 3.0 Liv Area Sq Ft: 2439 Built: 1961 Tax: $3,897 (2025)Community: Ridgewood Estates Add 06 Resub 01Single Family
Taxes:$3,897
Remarks: Under contract-accepting backup offers. LARGE HOME ON QUIET CUL-DE-SAC STREET WITH FLEXIBLE FLOOR PLAN*SCREEN ENCLOSED POOL AND SPACIOUS COVERED PATIO*FLOOR PLAN ALLOWS FOR UP TO 7 BEDROOMS WITH CLOSETS, SEPERATE ENTRANCES AND KITCHENETTE ALLOWS FOR MULTIPLE FAMILIES OR MOTHER-IN-LAW UNIT*NEW A/C 2025*NEW POOL PUMP*ROOF ONLY 10 YEARSD OLD*CERAMIC TILE FLOORS THROUGHOUT W/ CARPET IN FAMILY ROOM ONLY*GREAT LOCATION NEAR I-75, CLOSE PROXIMITY TO THE LEGACY TRAIL AND ONLY 20 MINUTES TO THE BEACH*
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michael Bush (941-780-7929)
7308 DONNYBROOK LN, SARASOTA, FL 34240
$729,990185 Days on yellowkey MLS ID: TB8468160
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2753 Built: 2026Monthly Fee: $277 Tax: $3,660 (2025)Community: Emerald Landing At WatersideSingle Family
Taxes:$3,660
Remarks: The Waterwheel home on home site 151 offers the largest layout in the Cottage Series at Emerald Landing, with 2,746 square feet of thoughtfully designed living space. This two-story plan includes four bedrooms, three full bathrooms, a private study with French doors, and a flexible upstairs loft, giving you plenty of room to live, work, and relax comfortably. The open-concept kitchen is both stylish and functional, featuring quartz countertops, a designer gas cooktop with vent hood, and built-in microwave and oven, all flowing seamlessly into the dining and family room—perfect for entertaining or everyday living. This is a gas community, ideal for those who love cooking with gas. One of the highlights of this home is the extended lanai, offering additional outdoor living space to enjoy Florida’s sunshine year-round. The rear-loading two-car garage keeps the front of the home charming and pedestrian-friendly, facing a cozy sidewalk that runs between rows of homes for a true cottage-style feel—great for families and a sense of community. Inside, the home includes a first-floor guest bedroom with a full bath, while upstairs you’ll find a spacious Owner’s Retreat with a super shower and large walk-in closet. The secondary bedrooms on the second floor are generously sized, large enough to comfortably accommodate king-size beds, making them ideal for guests or growing families. Additional upgrades include a laundry room with a built-in sink, adding convenience and functionality to everyday tasks. This home also features hurricane-impact windows for added safety and peace of mind. Located in Flood Zone X, flood insurance is not required, helping reduce long-term costs. Plus, the HOA covers landscaping and irrigation, allowing for truly low-maintenance living. Residents of Emerald Landing enjoy resort-style amenities including a heated pool, pickleball courts, lakefront fire pit, waterfront dog park, turf lawn, mini clubhouse, and scenic walking trails that connect directly to Waterside Place. The community also offers a private dock with water taxi access, currently operating on Sundays for easy trips to the Farmers Market. This Waterwheel on home site 151 combines space, thoughtful upgrades, modern design, and an unbeatable Waterside lifestyle—all in one exceptional home.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
1536 25TH ST, SARASOTA, FL 34234
$450,00072 Days on yellowkey MLS ID: A4694175
REDUCED by $9,500 (2.1%) on 07/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2032 Built: 2022 Tax: $6,644 (2025)Community: Carver ParkSingle Family
Taxes:$6,644
Remarks: Welcome to this 2022 constructed 3-bedroom, 2-bathroom home situated on a 7,500 sq ft fenced lot with a gated driveway shaded by beautiful mature oak trees. The home features a bright, open layout with a spacious great room, ideal for everyday living and entertaining. Interior highlights include 9-foot ceilings and travertine tile flooring throughout, creating a clean and cohesive feel. The primary bedroom offers a comfortable retreat with a large walk-in closet, while the additional bedrooms provide flexibility for guests, family, or a home office. The outdoor space offers plenty of room to enjoy, with a fully fenced yard and natural shade, perfect for relaxing or future customization. Conveniently located just north of Downtown Sarasota, this property offers a great opportunity for both homeowners and investors seeking a move-in ready home with lasting value. Enjoy quick access to some of the area’s best restaurants, shopping, and entertainment, along with nearby boat ramps and water access for an easy connection to Sarasota’s boating lifestyle. Local parks are also just minutes away, perfect for outdoor activities and relaxation. With newer construction, a generous lot, and a prime location close to everything Sarasota has to offer, this property is well-suited for a variety of buyers.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Austin Oakes (646-630-0923)
3416 W CHELMSFORD CT #2, SARASOTA, FL 34235
$420,000568 Days on yellowkey MLS ID: A4634668
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1990 Tax: $4,165 (2023)Community: The MeadowsVilla
Taxes:$4,165
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2023
Middle School: Booker Middle
Remarks: This beautiful villa sits at the end of a dead-end street, a few steps from the community pool and has stunning lake and golf course views. As you enter the walkway you are greeted by a gated entry gaining access to the front loggia that is accented with pavers and leads to your private entrance. The grand foyer is large and is the perfect space to display your art or family heirlooms. The kitchen has been professionally updated with stunning finishes and features high-end appliances. There is an office or den off the kitchen through dual pocket tiffany doors. The guest bedroom is spacious and provides a view to the front lanai. The living room and dining room provide for gracious living and entertaining allowing expansive views of the golf course and lake. Golf views are also from the primary suite with its large bathroom and walk-in closet. This home features high ceilings throughout, extensive levels of crown moldings, elegant features and finishes and is perfect for year-round living or as a wonderful getaway home for seasonal or frequent visitors.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
2120 CRAFT LN, SARASOTA, FL 34239
$699,00052 Days on yellowkey MLS ID: A4696329
1 Days Off yellowkey (back on 7/6/2026)
REDUCED by $50,000 (6.7%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1956Monthly Fee: $17 Tax: $6,826 (2025)Community: Norwood ParkSingle Family
Taxes:$6,826
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Beautifully remodeled coastal cottage in one of Sarasota’s most coveted locations—just minutes to Siesta Key, downtown Sarasota, and steps from Arlington Park and in the sought after Southside School District. Completely renovated late 2024, this move-in ready residence offers peace of mind with a substantial plumbing upgrade (37K) -with full repipe of all cast iron and all new hot and cold water lines. Additional all new IMPACT windows, beautiful new tile flooring throughout, and a fully transformed kitchen designed to impress. WOW that kitchen!! Quartz countertops, stylish cabinetry, designer lighting and backsplash, and effortless flow into the living spaces, the kitchen serves as the true heart of the home—perfect for everyday living and entertaining alike. All new appliances. Warm honey-toned wood-look tile creates a seamless, elevated feel throughout, while the desirable split floor plan offers both comfort and privacy. Tucked away from the guest bedrooms, the spacious primary suite feels like a private retreat and offers a rare feature for a home of this era—a generously sized closet along with a beautifully updated ensuite bath. Additional bedrooms provide flexibility for guests, family, or a stylish home office, including one space ideal for built-in workspace potential. The bright, welcoming living area invites relaxation, while the peaceful lanai, shaded beneath mature trees, creates the perfect backdrop for morning coffee, evening cocktails, or unwinding after a day at the beach. And then there is the location—truly exceptional. Just minutes to the world-famous Siesta Key, vibrant downtown Sarasota, waterfront dining, boutique shopping, arts, and entertainment. Even better, Arlington Park is only moments away, offering pools, pickleball, tennis courts, walking trails, playgrounds, and lush green space right in your neighborhood. Whether you are seeking a full-time residence, winter retreat, or investment opportunity, this home delivers the quintessential Sarasota lifestyle with style, convenience, and coastal charm.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Danelle Haag (941-806-9821)
4515 WINSTON LN N #47, SARASOTA, FL 34235
$279,00035 Days on yellowkey MLS ID: A4697979
REDUCED by $20,000 (6.7%) on 07/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1359 Built: 1985Monthly Fee: $700 Tax: $1,382 (2025)Community: Hunters Walk - HamletsSpa: NoCondo
Taxes:$1,382
Remarks: Welcome home to 4515 Winston Ln — where "totally updated" actually means it! This light, bright 2-bedroom, 2-bath villa has been refreshed from top to bottom in 2026, so you can skip the to-do list and start enjoying lake views instead. Step inside to wide-plank LVP flooring flowing throughout, a cozy fireplace for movie nights, and a stunning kitchen featuring butcher block counters and all-new appliances (with a new fridge on the way!). The big-ticket stuff is already done too — new roof, new AC, and new water heater in 2026 — so all that's left for you to do is move in. Plus, an in-unit washer and dryer means laundry day just got a whole lot easier. Love the outdoors? You'll have not one but two patios to choose from, including a serene spot overlooking the community lake — perfect for morning coffee or evening unwinding. And when you're ready to be social, the amenities are just steps away: take a dip in the community pool, rally on the pickleball or tennis courts, or mingle at the clubhouse. Covered parking included, because nobody wants a hot steering wheel in Florida. This isn't just a villa — it's a lifestyle upgrade. Come see why 4515 Winston Ln checks every box!
Listing is courtesy of: COASTAL CONNECTION REALTY (941-896-9991)
Listing Agent: Randy Buff (941-704-4310)
20 WHISPERING SANDS DR #501, SARASOTA, FL 34242
$1,199,00038 Days on yellowkey MLS ID: A4697523
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,398 Tax: $6,764 (2025)Community: Whispering SandsSpa: NoCondo
Taxes:$6,764
Remarks: Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south tower of Whispering Sands, a community in the heart of Siesta Key Village. This property offers the ideal blend of serenity and convenience. Residents enjoy private beach access and 800 feet of quartz sand beach, yet you are just a short distance from all the shops, boutiques and restaurants of the village. With open-air hallway corridors, you will feel the island breeze as you enter the front door of the residence. An abundance of natural light immediately welcomes you from the windows and large wall of glass sliders in the living and dining area, designed to showcase the dreamy turquoise water views of the Gulf. This two-bedroom, two-bath unit features light and bright neutral tones providing a warm yet coastal feel. The highlight of this unit is the 25-foot terrace accessible through two sets of hurricane/impact rated floor-to-ceiling glass sliders with remote-controlled shades. Here is where you will want to sit, relax and take in the expansive and postcard-worthy beach views. The kitchen has been upgraded with granite countertops, breakfast bar, new cabinets, stainless steel appliances, a built-in desk area and a closet pantry. From your primary suite, you will enjoy views of the turquoise water by day and golden sunsets by night through the floor-to-ceiling glass sliders. This cozy retreat also offers an updated en-suite bath, generous walk-in closet and a wall of custom built-in drawers. The guest bedroom is versatile and large enough for two queen beds or could be used as a den or home office. Whispering Sands is a 55-plus community and is resort-inspired, featuring two heated pools with new travertine decks, canoe/kayak storage, shuffleboard, a beachside tiki hut with barbecue grills and lush landscaped grounds. The main clubhouse, featuring a fitness center, community room and lounge area, is undergoing a complete remodel with an expected completion date of late 2026. When you are ready to venture out beyond the sandy beaches, you’ll be just a short drive to downtown Sarasota and its world-class arts, dining and culture scene. This property is more than just a condominium, it’s a lifestyle. Come live it today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Christopher Bush (941-404-9504)
4383 SAMOSET DR, SARASOTA, FL 34241
$475,000145 Days on yellowkey MLS ID: A4685127
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1715 Built: 2000Monthly Fee: $275 Tax: $4,571 (2025)Community: Heritage Oaks Golf & Country ClubSpa: NoVilla
Taxes:$4,571
Remarks: Virtually Staged. Welcome to the home you’ve been waiting for! This beautifully maintained “Dover” model paired villa in Heritage Oaks Golf & Country Club features 2 bedrooms, 2 full bathrooms, a den/study, and a spacious 2-car attached garage. Recent updates include a new refrigerator, new stove, fresh interior paint throughout, and professionally steam-cleaned carpets, making this home truly move-in ready. The exterior is hurricane-ready with accordion-style hurricane shutters and a convenient roll-down hurricane screen on the rear lanai. As you enter, you’re welcomed by abundant natural light and beautiful views of the screened-in pool overlooking the 6th tee box, creating a bright and relaxing atmosphere throughout the home. The primary suite offers a spacious retreat with a large walk-in closet and direct access to the rear lanai, perfect for enjoying the peaceful golf course setting. The open-concept kitchen flows seamlessly into the living and dining areas, making it ideal for both everyday living and entertaining guests. This meticulously maintained home clearly reflects true pride of ownership and is ready for its next owner to enjoy from day one. Residents of Heritage Oaks Golf & Country Club enjoy an exceptional lifestyle with amenities including an 18-hole golf course, tennis courts, fitness center, 24-hour gated security, a beautifully renovated clubhouse, two dining venues including the popular 19th Hole Lounge, five heated pools, and a full calendar of social events and activities. Don’t miss your opportunity to own this exceptional property. Schedule your private showing today.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Pietron (701-213-2740)
1905 TULIP DR, SARASOTA, FL 34239
$1,749,99934 Days on yellowkey MLS ID: A4696670
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2080 Built: 1950 Tax: $12,643 (2025)Community: Hartland ParkSpa: NoSingle Family
Taxes:$12,643
Elementary School: Ashton Elementary
Remarks: **This is the One!** Welcome to a beautifully renovated 3-bedroom, 2.5-bath pool home blending modern luxury with Sarasota charm in one of the area's most desirable locations. Completely remodeled, the home features soaring 10-foot ceilings, an open-concept floor plan, abundant natural light, designer finishes, and stylish furnishings throughout that are included with the sale. The spacious living areas include a living room, separate study/den , dining space, and a stunning kitchen with quartz countertops, stainless steel appliances and bar seating. The oversized primary suite offers a spa-inspired bath with dual vanities, walk-in shower, dedicated workspace, sitting area, and an expansive walk-in closets. Two additional guest bedrooms provide comfortable accommodations for family and visitors. Step outside to your private tropical retreat featuring turf throughout, a heated saltwater pebble-finish pool, covered outdoor dining area, lounge space, grilling area, and fully fenced backyard designed for entertaining and relaxation. Ideally located West of the Trail, this home is just a short bike ride to Siesta Key, minutes from Southside Village, Downtown Sarasota, shopping, dining, Publix, and top-rated schools. A rare opportunity to enjoy resort-style living in a prime Sarasota location. Reach out today to schedule a time to see! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
4057 CROCKERS LAKE BLVD #17, SARASOTA, FL 34238
$249,00033 Days on yellowkey MLS ID: A4698350
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1272 Built: 1989 Tax: $2,170 (2025)Community: Vintage GrandCondo
Taxes:$2,170
Remarks: Virtually Staged. One or more photo(s) has been virtually staged. Imagine a ground-floor sanctuary where the heavy lifting has already been done for you—a fully reimagined three-bedroom, two-bath condo that wears its top-to-bottom renovation like a tailored suit. Every surface here feels intentional, from the gleaming high-end appliances to the thoughtful finishes that turn ordinary mornings into something a little more cinematic. Step inside and the upgrades quietly introduce themselves: a newer air-conditioning system and water heater hum reliably in the background, while hurricane impact slider doors and windows stand guard against whatever Florida skies decide to throw your way. First-floor placement means no stairs to negotiate—just an effortless glide from car to couch with the groceries. Beyond your front door, the Vintage Grand community spreads out a generous menu of leisure. Two sparkling pools beckon on warm afternoons, and a private walkway whisks you straight to the pickleball courts. Tennis, basketball, volleyball, and a well-equipped fitness center round out a roster that practically guarantees you will never run out of excuses to stay active. Location seals the deal. Potter Park sits a short stroll away for green respite, while the Publix at Palmer Ranch handles weekly errands in mere minutes. Convenient transit access keeps you connected, and a brief drive delivers you to the area's sugar-sand beaches, downtown Sarasota's buzz, and the waterfront charm of Marina Jack. Move-in ready, amenity-rich, and perfectly positioned—this is the kind of carefree Florida living that rarely stays available for long. Schedule your private showing today.
Listing Agent: Mark Quire (941-993-5706)
603 TREMONT ST, SARASOTA, FL 34242
$3,690,00044 Days on yellowkey MLS ID: A4697224
0 Days Off yellowkey (back on 7/3/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3996 Built: 2025 Tax: $7,175 (2025)Community: Waterside-Wood Siestas BaysidSingle Family
Taxes:$7,175
Remarks: Under contract-accepting backup offers. Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
7418 MONTE VERDE, SARASOTA, FL 34238
$625,000122 Days on yellowkey MLS ID: A4686455
REDUCED by $25,000 (3.8%) on 06/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2406 Built: 2002Monthly Fee: $499 Tax: $7,287 (2025)Community: Prestancia/Monte VerdeSingle Family
Taxes:$7,287
Elementary School: Gulf Gate Elementary
Remarks: Welcome to the sought-after Monte Verde enclave within the prestigious TPC Prestancia community. Residents enjoy access to 36 holes of championship golf, lush natural landscapes and the privacy of a gated enclave within an Audubon Cooperative Sanctuary. This beautifully maintained four-bedroom, three-bath residence offering 2,406 square feet is perfectly positioned in a 24-hour guarded-gated, maintenance-free community with Flood Zone X for peace of mind. Designed with comfort and functionality in mind, this home features a desirable split floor plan with formal living and dining rooms, complemented by a spacious, light-filled family room that opens effortlessly to the screened lanai through sliding glass doors. The well-appointed kitchen boasts wood cabinetry, Corian countertops and an island for additional prep space, making it ideal for both everyday living and entertaining. Architectural details such as crown molding, double tray ceilings and bay windows enhance the home’s elegance while allowing for abundant natural light throughout. The private owner’s suite and generously sized guest bedrooms provide flexibility for family, guests or a home office. Go outside to enjoy the tranquil Florida lifestyle on your screened lanai or take advantage of the community pool located just across the street, perfect for relaxing without the maintenance. Additional highlights include air conditioning (2022), water heater (2021), tile roof (2002), freshly painted garage floor, quarterly HOA: master $750, Monte Verde $1,235, and aptional TPC golf membership. Just minutes from Siesta Key Beach, dining, and downtown Sarasota, this home offers the perfect blend of luxury, convenience and resort-style living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
4722 HARRIS AVE, SARASOTA, FL 34233
$369,00088 Days on yellowkey MLS ID: A4692305
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1196 Built: 1954 Tax: $3,614 (2025)Community: Bee Ridge Townsite Revised Plat Of Blks 2 & 7Single Family
Taxes:$3,614
Remarks: Don’t miss this opportunity to own a vintage piece of Sarasota. Perfectly located within one of Sarasota’s highly sought-after A-rated school districts, this property offers exceptional value with no HOA and no CDD fees—ideal for homeowners, investors, or anyone seeking a move-in-ready home close to everything. This charming 3-bedroom, 1.5-bath residence sits on a double lot surrounded by mature fruit trees including mango, banana, lemon, and guava. Inside, you’ll find beautiful wood tongue-and-groove ceilings and an inviting open floor plan anchored by an oversized kitchen island with abundant counter space—perfect for entertaining and everyday living. Major upgrades provide peace of mind, including a new roof (2025), new HVAC system (2025) with a 12-year transferable warranty, new water filtration system (2025), upgraded electrical panel (2025), new insulation (2025), and new flooring throughout the living room and bedrooms (2025). Additional updates include a new water heater (2024), upgraded bathroom (2025), and new kitchen appliances including dryer, range, and refrigerator (2024). Step outside to a 12x12 Trex deck, a fully fenced yard, and a charming chicken coop, creating a unique homestead-style setting. A standout feature is the property’s direct adjacency to the Legacy Trail bike path, offering unmatched access to outdoor recreation. The location is exceptional—just minutes from shopping, dining, parks, and I-75. Zoned for Ashton Elementary, Sarasota Middle, and Riverview High, some of the highest-rated schools in the county. You’re only 6 miles from world-famous Siesta Key Beach and a 30-minute drive to Warm Mineral Springs Park, Florida’s only natural warm mineral spring (85°F year-round). With no deed restrictions, this property offers flexibility, lifestyle, and long-term value in one of Sarasota’s most desirable areas.
Listing is courtesy of: U-HOME REALTY LLC (941-726-3736)
Listing Agent: Yuhong Wan (941-726-3736)
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