Location: Sarasota
Do Not Show Listings
1157 WESTWAY DR, SARASOTA, FL 34236
$14,900,00028 Days on yellowkey MLS ID: A4696910
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 9162 Built: 1974Monthly Fee: $42 Tax: $70,635 (2025)Community: Lido CSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$70,635
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Some properties tell the story of Sarasota's evolution. Offered for the first time publicly in half a century, this waterfront estate in Lido Shores presents a rare opportunity to become the next steward of 1.34 acres with 247 feet of western shoreline. Held by only two families since 1974, both recognized for their lasting contributions to the Sarasota community, the property offers a unique connection to the people and vision that helped shape the city we know today. A rare slice of Sarasota's legacy is now ready for its next chapter. Designed by Seibert Architects, the residence reflects an important chapter in Sarasota's architectural heritage. The home encompasses more than 9,000 square feet with six bedrooms and six baths, including a library and billiards room. This home was thoughtfully designed to embrace its waterfront setting through expansive living spaces, gathering areas and water views throughout, including multiple terraces. The generous homesite presents exceptional possibilities for restoration, renovation or the creation of a new waterfront estate. Opportunities offering this scale of western-facing water frontage, private beach access and architectural provenance are increasingly rare along Sarasota's coastline. Offering a remarkable sense of privacy, yet just minutes from the boutiques and fine dining of St. Armands Circle, downtown Sarasota's renowned arts and cultural institutions, theaters, galleries and museums, this exceptional property also enjoys convenient access to international airports and multiple international gateways, connecting this storied waterfront setting to destinations around the world.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Melodie Palmer (941-539-4046)
101 SUNSET DR #PH1, SARASOTA, FL 34236
$1,100,00031 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
Elementary School: None
High School: None
Middle School: None
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
$1,455,00090 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
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
$429,000122 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
$199,90025 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
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
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
$228,000154 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)
521 CUMMINGS ST, SARASOTA, FL 34242
$1,450,00026 Days on yellowkey MLS ID: A4696604
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 1983 Tax: $7,154 (2025)Community: Ocean Beach RepSingle Family
Taxes:$7,154
Elementary School: Phillippi Shores Elementary
Remarks: Tucked away on a quiet cul-de-sac on north Siesta Key, this Key West-inspired canal-front retreat captures the ease of casual island living with boating water, inviting outdoor spaces and easy access to Siesta Village, the famous white quartz sands of Siesta Beach and the azure waters of the Gulf. Set along 95 feet of private canal frontage just off the Grand Canal, the property offers a dock, a covered 5,000-pound boat lift and direct access to the Intracoastal Waterway, creating an ideal setting for those who want to enjoy the water from their own backyard. Designed for effortless indoor-outdoor living, the home features an expansive elevated deck and contemporary cable railings overlooking the canal and surrounding natural scenery, a heated pool with a cascading stone waterfall, a covered bar area and a fenced, low-maintenance yard surrounded by tropical landscaping. Whether hosting friends, relaxing after a day on the boat or enjoying the island breeze, the outdoor areas offer a private, versatile setting for everyday enjoyment. Inside, vaulted ceilings, a neutral palette and an open-concept layout create a light, comfortable atmosphere. The kitchen is positioned at the heart of the home and features granite countertops, stainless steel appliances, dual sinks, a center island with a JennAir cooktop and a breakfast bar that connects easily to the main living and dining areas. A wood-burning fireplace adds warmth and character to the gathering space. The primary suite offers a peaceful retreat with sliding glass doors opening to a screened lanai, along with an en-suite bath featuring dual vanities, a walk-in shower and a charming window seat. Two additional bedrooms are thoughtfully positioned in their own wing with a full bath and convenient laundry room nearby. Additional features include impact glass on most openings, hurricane-rated doors, metal roof, Nichiha siding, Trex decking, cable railings, two garages and a full pool bath, bonus room and storage area on the ground level. Positioned at one of the highest elevations on the street, the home offers added peace of mind in storm season. Just a short distance from Siesta Key’s renowned beaches, vibrant Village dining, boutiques and nightlife, this move-in-ready waterfront home offers exceptional flexibility as a full-time residence, seasonal getaway or investment opportunity in one of Sarasota’s most beloved island communities. Close to the Out-of-Door Academy’s lower school and only 15 minutes by car to vibrant downtown Sarasota’s restaurants, shopping and entertainment.
Listing Agent: Judie Berger (941-928-3424)
471 ISLAND CIR, SARASOTA, FL 34242
$2,100,00025 Days on yellowkey MLS ID: A4698115
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2922 Built: 2014 Tax: $13,929 (2025)Community: Sarasota BeachSingle Family
Taxes:$13,929
Remarks: Offered for the first time, 471 Island Circle is a private contemporary coastal retreat designed for modern luxury, effortless living and the ease of a low-maintenance Siesta Key lifestyle. Ideally positioned in the community of Palm Island, close to Siesta Beach and the charm of Siesta Village, this three-level residence offers a rare blend of privacy, quality construction and everyday comfort in one of the island’s most desirable settings. From the gated entry and walled-courtyard approach to the private pool area, the home feels wonderfully tucked away while remaining moments from the beach, boutiques, dining and the relaxed energy that makes Siesta Key so loved. Built by MGB (My Green Building) with a focus on strength, efficiency and peace of mind, the residence features solid concrete block construction, reinforced with rebar and poured concrete tied to the roof structure, impact-rated materials and a low-maintenance exterior. It is an ideal lock-and-leave island home for those who want to enjoy the beauty of coastal living without the demands of a more traditional high-maintenance property. Inside, a striking floating steel staircase with stainless steel cable detailing creates a memorable first impression, while the elevator provides easy access to all levels. The upper main living level is filled with natural light, with open dining and family spaces designed for comfortable everyday living and easy entertaining. The sleek Cucina Ricci kitchen features abundant contemporary cabinetry, quartz countertops and premium Thermador appliances, including dual ovens, an icemaker, a five-burner induction cooktop, a concealed refrigerator and wine refrigeration. A cleverly designed hidden television rotates to be viewed from both the kitchen and living areas. Just beyond, a large west-facing balcony extends the living space outdoors and offers a beautiful setting for open-air dining, sunset cocktails and evening breezes. A stylish half bath completes the main living level. The second floor offers three en suite bedrooms, each thoughtfully designed with privacy and comfort in mind. Contemporary baths feature striking tile selections, floating vanities and clean modern finishes. An additional balcony overlooks the private courtyard pool below, creating a quiet connection between the interiors and outdoor living spaces. A convenient laundry room is located nearby. Outdoors, the walled pool courtyard is designed for privacy, sunning, swimming and relaxed coastal enjoyment, offering the feel of a private resort with minimal upkeep. Additional features include two-zone air conditioning for enhanced efficiency, generous storage and a two-car tandem garage. From morning at the beach to evenings near the Village or sunset views from your own balcony, every day here feels like a vacation. When you are ready to explore beyond the island, vibrant downtown Sarasota is just a short drive away, offering world-class dining, arts and culture and entertainment.
2442 WOOD ST, SARASOTA, FL 34237
$449,000196 Days on yellowkey MLS ID: A4678152
REDUCED by $23,000 (4.9%) on 05/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1279 Built: 1951 Tax: $5,715 (2025)Community: Hudson ParkSingle Family
Taxes:$5,715
Elementary School: Alta Vista Elementary
Remarks: Live in one of Sarasota’s most desirable neighborhoods! Priced to sell. This charming home offers two generously sized bedrooms plus a versatile third space that can serve as a sunroom, office, or private in-law suite/studio. This additional area includes its own bathroom, kitchenette, closet, and separate rear entrance—perfect for guests or rental potential. Inside, you’ll find a cozy layout with a welcoming kitchen nook and comfortable living area, ideal for relaxing and unwinding. The home has been thoughtfully updated with a remodeled kitchen, a newer roof (2018), granite vanity top and sink with brushed nickel fixtures (2020), a brand-new water heater (2025), upgraded lighting (2025), and numerous additional improvements throughout. Enjoy your morning coffee on the inviting front porch or entertain and relax on the back patio. The backyard features a two-car carport, storage sheds, and a newly completed, eye-catching stone fence that adds both ambiance and privacy. Conveniently located just minutes from downtown Sarasota, shopping, dining, and the world-famous Siesta Key Beach, as well as other nearby beaches, this home offers both comfort and accessibility. Additional highlights include RV parking and multi-family zoning, providing excellent flexibility and investment potential. Schedule your private showing today and experience everything this beautiful home has to offer!
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
5459 BENTGRASS DR #2-116, SARASOTA, FL 34235
$269,900424 Days on yellowkey MLS ID: A4654512
REDUCED by $10,000 (3.6%) on 07/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $2,071 (2024)Community: Las Palmas Of SarasotaTownhouse
Taxes:$2,071
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. PRICE REDUCED on this luxury Sarasota Townhome with resort style amenities. Don’t miss this 3 Bedroom, 2 Bath spacious three story home in beautiful Las Palmas near UTC Mall. As you enter Las Palmas via its gated private road you will appreciate its quiet and beautifully maintained mature landscape and Mediterranean influenced architecture. From the ample surface parking and your ground-level 1 car garage, you access via your entry foyer and head upstairs to the second story main living areas. At the top of the stairs as you enter the open kitchen that forms the hub of the home, you'll be captivated by the two story soaring ceilings, encircled by the elevated catwalk that forms the 3rd floor walkway. The soaring open ceiling makes the interior light and bright throughout. The main living area includes the kitchen, dinette, living room with slider to east facing lanai, 2nd bathroom and 3rd bedroom. The kitchen features granite counters, breakfast bar, cooking island, pantry, plus an adjoining dining area. On the 3rd floor you’ll find both the 2nd and primary bedrooms. The primary bedroom with ensuite bath features a large walk-in closet, dual sinks, tub-shower combo, private toilet room and 2nd entry to walkway and laundry room. Recent upgrades include new roof 2024, HVAC 2024, hot water tank 2021. Las Palmas is a gated community with welcoming amenities: two clubhouses with heated pools, two fitness centers, tennis courts that also host pickle ball, and a clubhouse with billiards and an outdoor kitchen which includes electric grills, a car wash station, a dog park, and even extra storage for RVs and large trucks. Las Palmas is conveniently located to the famous UTC MALL provides shopping, dining and entertainment, the new Mote Aquarium is opening October 8th, and don’t miss the fun at Pop Stroke golf! Make this your Florida lifestyle!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Ray Conrad (860-790-0299)
3925 OAKHURST BLVD, SARASOTA, FL 34233
$310,00090 Days on yellowkey MLS ID: A4691326
REDUCED by $15,000 (4.6%) on 05/25/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1374 Built: 1982Monthly Fee: $662 Tax: $2,948 (2025)Community: Oakhurst Ph IiiVilla
Taxes:$2,948
Remarks: This stunning 2-bedroom,2-bath Villa. Has the feel of a single family home 1374 sq ft, Open concept floor plan with Cathedral ceiling’s . Included is a 2 car garage and a generous size lanai overlooking the private natural space for you to enjoy. (Updated and Upgraded) New luxury vinyl plank flooring , baseboards, paint, ceiling re textured and window coverings throughout the entire home. Bathrooms have been beautifully updated. Kitchen is brand new with soft closing cabinetry, gorgeous quartz countertops and a upgraded appliance package. All done in 2025! The HVAC system is 2022 and the hot water heater is 2024. New Hurricane rated garage door. To top it off. A brand new roof in 2026. Oakhurst is a pet friendly 55+ community . Maintenance fees include :Cable TV, INTERNET, the roof, pest control, exterior maintenance and landscaping are ALL INCLUDED in the monthly condo fee ($662). This home is a must see to appreciate all it has to offer.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Robert Hegedus (941-350-2652)
2170 ROBINHOOD STREET #C2-306, SARASOTA, FL 34231
$1,069,175804 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
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
$1,070,225777 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
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
$340,000148 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
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)
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