Location: Sarasota
Do Not Show Listings
3606 BENEVA RD #504, SARASOTA, FL 34232
$240,00054 Days on yellowkey MLS ID: L4962418
REDUCED by $10,000 (4.0%) on 07/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972 Tax: $872 (2025)Community: Beneva Village Sec 2Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$872
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Location, location, location! Welcome to this beautifully renovated 2-bedroom, 2-bath condo ideally situated in one of Sarasota’s most convenient and desirable areas. Just minutes from the world-famous Siesta Key Beach, the upscale shopping and dining of St. Armands Circle, vibrant downtown Sarasota, and countless restaurants, boutiques, grocery stores, and entertainment options. This home places the very best of the Gulf Coast lifestyle right at your doorstep. Golf enthusiasts will love the location, with a nearby golf course just moments away, offering easy access to a round of golf whenever the mood strikes. Whether you're spending the day on the greens, at the beach, or exploring Sarasota’s renowned dining and cultural attractions, everything you need is within reach. Inside, you'll find stylish updates, a bright and inviting layout, and comfortable living spaces designed for easy Florida living. A new roof is currently being put on all of the Condos in the development. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this move-in-ready condo offers exceptional flexibility and value. Residents enjoy access to a community pool and a pet-friendly atmosphere, while the affordable $625 monthly condo fee includes insurance, water, internet, cable, and exterior maintenance. Located in a thriving area experiencing continued growth and demand, this is a rare opportunity to own a beautifully updated Sarasota property in an unbeatable central location close to beaches, golf, shopping, dining, and everything that makes Southwest Florida so desirable. Schedule your private showing today and experience the best of Sarasota living at 3606 Beneva Road!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Corey Ayala (618-638-3273)
6234 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,100,00087 Days on yellowkey MLS ID: A4692040
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1979 Tax: $9,703 (2025)Community: Siesta Dunes BeachCondo
Taxes:$9,703
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site management. This centrally located community is near shopping and restaurants. It is a short trolley ride to Siesta Key Village.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
4065 CROCKERS LAKE BLVD #14, SARASOTA, FL 34238
$200,00024 Days on yellowkey MLS ID: A4698956
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1989Monthly Fee: $663 Tax: $2,208 (2025)Community: Vintage GrandCondo
Taxes:$2,208
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Virtually Staged. Welcome to resort-style living in the highly desirable Vintage Grand at Palmer Ranch! This spacious 3-bedroom, 2-bath condominium offers an inviting split-bedroom floor plan with soaring ceilings, abundant natural light, and over 1,250 square feet of comfortable living space. The open living and dining area flows seamlessly to a private screened lanai, creating the perfect space to relax and enjoy the Florida lifestyle. The well-appointed updated kitchen offers ample cabinet and counter space, while the inside laundry room adds everyday convenience. The generous primary suite features a walk-in closet and an en-suite bathroom, with two additional bedrooms providing flexibility for guests, family, or a home office. Vintage Grand offers outstanding resort-style amenities including two swimming pools, a hot tub, fitness center, tennis courts, playground, picnic areas, and scenic walking paths around beautiful lakes. Residents also enjoy a prime Palmer Ranch location just minutes from world-famous Siesta Key Beach, the Legacy Trail, shopping, dining, Costco, Publix, and top-rated Sarasota schools. Easy access to I-75 and downtown Sarasota makes commuting and enjoying everything the Gulf Coast has to offer a breeze. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this move-in ready condominium offers exceptional value in one of Sarasota's most convenient locations. Schedule your private showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Edward Bieker, Pa (941-525-6473)
3731 SARASOTA SQUARE BLVD #205D, SARASOTA, FL 34238
$261,60031 Days on yellowkey MLS ID: A4698263
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1303 Built: 1990 Tax: $3,136 (2025)Community: Palmer Club At PrestanciaCondo
Taxes:$3,136
Remarks: Enjoy all the conveniences of maintenance-free living in this spacious two-bedroom, two-and-a-half-bathroom condominium located on the 2nd floor of the Palmer Club at Prestancia. Nested in a beautiful premier active adult 55+ community, this residence features an open floor plan filled with natural light and is ideally situated just a short drive from the beach and downtown. Property Highlights: - Elegant Interior: Enjoy neutral finishes and crown molding throughout the living room and both bedrooms. - Primary Suite: Includes built-in shelving, a large walk-in closet with custom built-ins, and an updated bathroom. - Guest Accommodations: The second bedroom offers another walk-in closet with built-in shelving and a full bath with both a tub and shower. - Living & Entertaining: The large living and dining area opens to the kitchen and a private screened balcony featuring plantation shutters and sliding glass doors. - Convenience: A half-bath is located near the laundry area at the front of the unit. - Parking & Storage: Includes one designated under-building parking space on the 2nd floor with an adjacent storage closet, plus additional storage at the home's entrance. Prime Location: This home is in a great central location, conveniently situated across the street from Costco, Sarasota Square Mall, AMC Sarasota 12 theater, and various shops. You are also just minutes away from the Potter Park YMCA, Lowe's, and a variety of excellent restaurants. This home offers a superb location close to everything! Don't miss your chance to see it! - Recent Updates: Modern kitchen appliances and countertops, complemented by newer laminate flooring and ceiling fans. Exceptional Value: Monthly HOA fees cover water, sewer, trash, exterior and roof maintenance, groundskeeping, hazard insurance, and routine pest control allowing for a truly low-maintenance lifestyle. Location & Lifestyle: Ideally situated just minutes from premier shopping including Costco, Trader Joe's, and Whole Foods. You are perfectly positioned near Siesta Key, St. Armands Circle, and world-class beaches. For those interested in day trips, this west-central Florida location provides easy access to Tampa, Orlando, and Walt Disney World. Come see making this property your next home, whether as a full-time residence or a seasonal retreat.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Kathleen Long (813-470-0047)
101 SUNSET DR #PH1, SARASOTA, FL 34236
$1,100,00028 Days on yellowkey MLS ID: A4698459
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1534 Built: 1978 Tax: $7,816 (2025)Community: Lawrence Pointe ISpa: NoCondo
Taxes:$7,816
Remarks: Virtually Staged. Welcome to the penthouse level of Lawrence Pointe, one of downtown Sarasota's most desirable waterfront communities. This spacious 2-bedroom, 2-bath residence offers a rare opportunity to create your dream home while enjoying breathtaking, unobstructed views of Sarasota Bay that will remain protected for years to come. Enjoy the peace of mind of some of the lowest condominium fees in downtown Sarasota, all while being just moments from world-class dining, shopping, the arts, St. Armands Circle, Lido Beach, and the vibrant downtown waterfront. Whether you're looking for a full-time residence, a seasonal retreat, or an opportunity to customize a premier waterfront penthouse to your exact taste, this is a rare chance to invest in one of Sarasota's most iconic bayfront communities. Come experience the views, envision the possibilities, and make this penthouse your own.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jomarie Alicea (941-807-2554)
1800 BENJAMIN FRANKLIN DR #A905, SARASOTA, FL 34236
$1,455,00087 Days on yellowkey MLS ID: A4692060
1 Days Off yellowkey (back on 7/6/2026)
REDUCED by $45,000 (3.0%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1996 Tax: $19,414 (2025)Community: L Elegance On Lido BeachSpa: YesCondo
Taxes:$19,414
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Direct Gulf-front views from the living room and both bedrooms. Newly widened beach. Ninth-floor elevation. Wake to the sound of waves and unobstructed Gulf views from this ninth-floor residence at L’Elegance on Lido Beach, where the living room, primary suite, and guest bedroom all enjoy direct Gulf frontage—a rarely available opportunity on Lido Beach. Positioned directly on the beach, this residence features an expansive Gulf-front terrace designed for year-round sunsets, coastal breezes, and panoramic water views stretching across the horizon. Residents of L’Elegance enjoy an exceptional collection of amenities including a 24-hour guarded entrance, Gulf-front resort-style pool and spa, updated fitness center, tennis courts, clubhouse, and a private deeded beach reserved exclusively for residents and their guests—offering a more peaceful and secluded beachfront experience. Adding to its appeal, Sarasota County’s recent beach renourishment has dramatically expanded the shoreline, creating an even more impressive beachfront setting and enhancing the enjoyment of this coveted stretch of Lido Key and the community’s private deeded beach. Located on the coveted south end of Lido Key, residents enjoy a quieter beachfront setting while remaining just moments from the boutiques, restaurants, and waterfront dining of St. Armands Circle, as well as the arts, entertainment, and cultural attractions of downtown Sarasota. Whether envisioned as a seasonal escape or a full-time coastal residence, this offering presents a rare opportunity to own direct Gulf-front property on one of Sarasota’s most desirable beaches—where every day begins with sweeping water views and ends with Sarasota’s unforgettable sunsets.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Garcia (941-266-9060)
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$429,000119 Days on yellowkey MLS ID: A4688025
REDUCED by $15,900 (3.6%) on 07/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 1972 Tax: $6,289 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$6,289
Remarks: One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! Priced at the lowest price per square foot in the downtown bayfront district and beyond and just reduced AGAIN! This unit is on the sixth floor and looks over the city and Palm Avenue. This condo is ready for your rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage or even reconfigure into a small office. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency House features a 24/7 onsite concierge attendant, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
7214 CLOISTER DR #7214, SARASOTA, FL 34231
$199,90022 Days on yellowkey MLS ID: A4698949
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1983 Tax: $2,052 (2025)Community: Lakeside Club Of SarasotaCondo
Taxes:$2,052
Remarks: The Lakeside Club of Sarasota -2nd Floor Condo Unit w/ Vaulted Ceiling & Sky Lights Makes it Bright and Cheerful- Super Clean Carpet and Tile Flooring /Ready for NEW Resident Occupancy! Spacious 2-Bedroom, 2-Bath with Large Screened Porch + Lagoon View. Refridge, Range, Dishwasher & Newer A/C 2023 ! Condo has Laundry Closet in the Kitchen, Attic Storage with Ladder! Assigned Carport & Guest Parking ! Plus Tennis Court & Community POOL with a Beautiful Lake View! The Association Includes: Exterior Bldg, Ground Maintenance, Roof, Recreational - Tennis, & Pool - Must See Condo in the Gulf Gate Area Close to the Gulf Gate Library / Costco / Shopping / Restaurants and minutes away from Siesta Beach!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
3700 S OSPREY AVE #118, SARASOTA, FL 34239
$228,000151 Days on yellowkey MLS ID: A4683813
REDUCED by $4,900 (2.1%) on 07/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,884 (2025)Community: Plaza GardensCondo
Taxes:$2,884
Remarks: Welcome to your slice of Sarasota paradise! This vibrant, first-floor condo is the ultimate tropical retreat, located just four miles from the world-renowned sands of Siesta Key Beach and a mile from Southside Village. Whether you are searching for a savvy investment, a seasonal vacation getaway, or a low-maintenance primary residence, this home is perfectly positioned for the Florida lifestyle. This move-in ready, west of the trail home, boasts a comprehensive interior renovation that blends modern convenience with natural beauty. The heart of the home is the stunning kitchen, which features brand-new modern white cabinetry, sleek stainless steel appliances, and gorgeous live-edge countertops that provide a unique and organic focal point for your living space. The upgrades continue throughout the entire unit with fresh new flooring, updated fans, and contemporary lighting that create a bright and welcoming atmosphere. The bathroom has been fully refreshed with a new vanity and sinks, ensuring every inch of this home feels crisp and current. Major mechanical updates provide long-term peace of mind, including a water heater installed in 2021 and an air conditioning system from 2017. You will also enjoy the convenience of an indoor laundry room inside the unit. The community recently benefited from a newer roof, providing peace of mind for years to come. Your assigned parking space is situated right in front of your door, making it a breeze to load up your gear for a day at the beach or a trip to the nearby parks. The location is truly unbeatable and keeps you in the heart of everything Sarasota has to offer. You are within walking or biking distance to the Crossings at Siesta Key, where you will find a Publix grocery store, a variety of dining options, and excellent shopping. The neighborhood is also conveniently close to Sarasota Memorial Hospital and a curated selection of upscale local restaurants. With water, sewer, and trash included in the maintenance fee, you can spend less time worrying about bills and more time enjoying the nearby bridge to the coast. Do not miss your chance to own in one of the area's most sought-after hotspots!
Listing Agent: Rory Mcdonald (941-961-7247)
2170 ROBINHOOD STREET #C2-306, SARASOTA, FL 34231
$1,069,175801 Days on yellowkey MLS ID: A4611061
0 Days Off yellowkey (back on 5/17/2024)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1463 Built: 2024Community: Sarasota Bath And Racquet, A CondominiumCondo
Taxes:$0
Tax Year: 2024
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, right next to Trader Joe's Grocery, 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)
2170 ROBINHOOD STREET #C2-402, SARASOTA, FL 34231
$1,070,225774 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
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.
6157 MIDNIGHT PASS RD #A51, SARASOTA, FL 34242
$340,000145 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
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)
8750 OLDE HICKORY AVE #9308, SARASOTA, FL 34238
$334,90081 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)
5316 MANG PL #1302, SARASOTA, FL 34238
$274,900194 Days on yellowkey MLS ID: N6142255
3 Days Off yellowkey (back on 7/6/2026)
REDUCED by $10,100 (3.5%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1600 Built: 2008 Tax: $3,423 (2025)Community: Palmer Oaks Ph 1 & 2Condo
Taxes:$3,423
Remarks: Under contract-accepting backup offers. There's something to be said for living above it all. This second-floor end-unit in the gated community of Palmer Oaks delivers exactly that — a private, elevated retreat with soaring vaulted ceilings, pond views from your balcony, and the kind of open, light-filled layout that makes every day feel a little more like vacation. Brand-new roof (2024) and freshly painted exterior (2024) mean the biggest-ticket items are already done. Move in, unpack, and start living. Inside, the great room opens wide with elegant tile flooring, ceiling fans, and natural light pouring through every window. The kitchen is built for people who actually cook — granite counters, a center island with breakfast bar, 42-inch wood cabinetry, stainless steel appliances, and a generous pantry. The primary suite has the walk-in closet and designer fixtures it deserves, and two additional bedrooms plus a versatile den give you the flexibility for a home office, guest room, or media space. Hurricane shutters and an attached one-car garage round out the practical side of things. Outside your front door, the community pool is steps away. And the location? It's genuinely hard to beat for day-to-day convenience — Publix, Chick-fil-A, banking, and retail at Pelican Plaza and The Shoppes at Palmer Ranch are all within minutes. The Legacy Trail runs nearby for walking and biking. Siesta Key Beach — ranked the #1 beach in the nation — is under 20 minutes. I-75 and Sarasota-Bradenton International Airport are a quick drive for easy travel. This is low-maintenance, move-in-ready Florida living with the upgrades already handled and the lifestyle already built in. Schedule your private showing today.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Brian Best (941-587-2551)
4515 WINSTON LN N #47, SARASOTA, FL 34235
$279,00032 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
$1,199,00035 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)
4057 CROCKERS LAKE BLVD #17, SARASOTA, FL 34238
$249,00030 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)
205 GOLDEN GATE PT #401, SARASOTA, FL 34236
$949,000157 Days on yellowkey MLS ID: A4683357
REDUCED by $41,000 (4.1%) on 07/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1996Monthly Fee: $1,000 Tax: $11,511 (2025)Community: ToscanoSpa: NoCondo
Taxes:$11,511
High School: Booker High
Remarks: This penthouse residence captures the essence of Golden Gate Point lifestyle, where refined elegance meets effortless coastal living. Located on the fourth level, the home blends authentic Southern European architecture with sophisticated contemporary design. Soaring ceilings, crown molding, and abundant natural light enhance the open-concept layout, creating an inviting setting ideal for both everyday living and entertaining. The expansive great room opens seamlessly to a balcony showcasing partial views of Sarasota Bay, city skyline exposure, and captivating bridge vistas. The beautifully appointed kitchen is designed for both style and function, featuring upgraded Bosch appliances, Italian LUBE cabinetry with generous storage, and a layout that flows effortlessly into the dining and living areas. Additional highlights include new flooring, built-in shelving, blackout shades, and a gas fireplace accented with glass stones. A full-size laundry room with cabinetry and sink adds convenience and practicality. The spacious owner’s suite opens to a private balcony and offers tranquil views of downtown Sarasota and the bay, creating a serene retreat day or night. The guest bedroom is equally inviting, featuring natural light and thoughtful storage. This residence also includes two secure, gated, deeded parking spaces and a private storage room. Set within Toscano, one of Golden Gate Point’s most intimate and well-built boutique buildings, this residence offers an exceptional location close to downtown Sarasota’s world-class dining, cultural venues, marina access, bayfront parks, and the white sand beaches of Lido Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Mimi Kruk (941-587-5188)
253 GOLDEN GATE POINT #703, SARASOTA, FL 34236
$4,400,000180 Days on yellowkey MLS ID: A4680332
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3068 Built: 2025Monthly Fee: $3,084 Tax: $19,307 (2025)Community: Peninsula SarasotaSpa: YesCondo
Taxes:$19,307
Remarks: Newly completed, Peninsula Sarasota is ideally positioned in the coveted Golden Gate Point neighborhood, offering a peaceful residential retreat just moments from the vibrancy of downtown Sarasota. Designed by Blu Interiors, each residence showcases contemporary modern elegance with calming, sophisticated palettes, soaring ceilings, and expansive wraparound terraces that seamlessly blend indoor and outdoor living. Every element reflects a thoughtful commitment to refined luxury. State-of-the-art kitchens feature sleek European cabinetry, gas cooktops, and quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the home with natural light, and a private terrace equipped with a gas grill—perfect for effortless entertaining. The spacious owner’s retreat serves as a true sanctuary, complete with generous walk-in closets, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy on-site concierge services and secure, access-controlled underground parking for two vehicles, including an EV charging station. A private foyer and dedicated elevator provide direct access to exceptional amenities such as a resort-style pool and state-of-the-art fitness center, while the elegant owner’s club room offers private wine storage for each residence. The communal rooftop terrace sets the stage for unforgettable gatherings, boasting sweeping panoramic and sunset views. Peninsula Sarasota delivers a truly elevated lifestyle within a lush, tropical setting—just minutes from Sarasota’s celebrated arts, culture, dining, and award-winning beaches. A rare opportunity to experience sophisticated coastal living. Schedule your tour today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Georgia Salaverri (954-661-8968)
1035 SEASIDE DR #404, SARASOTA, FL 34242
$2,600,000249 Days on yellowkey MLS ID: A4672742
REDUCED by $50,000 (1.9%) on 06/22/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1646 Built: 2023 Tax: $18,228 (2024)Community: Ten35 SeasideSpa: YesCondo
Taxes:$18,228
Remarks: Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Jeff Lauer (941-441-6555)
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