Location: Sarasota
Do Not Show Listings
6860 WHITMAN CT #32B, SARASOTA, FL 34243
$175,000117 Days on yellowkey MLS ID: TB8493215
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1973Monthly Fee: $476 Tax: $3,090 (2024)Community: Shadybrook Village AmdSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,090
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Tax Year: 2024
Middle School: Electa Arcotte Lee Magnet
Remarks: Tucked inside a quiet, tree-lined community just moments from everything Sarasota has to offer, this beautiful 3 bedroom, 2.5 bath condo delivers the perfect blend of comfort, style, and location. This first floor presents an open layout designed for both everyday living and effortless entertaining, with durable flooring flowing throughout the living, dining, and kitchen areas. The kitchen features modern appliances, ample cabinetry, and a spacious walk-in pantry. Upstairs, all three bedrooms offer generous space and versatility. Every detail has been thoughtfully considered, including a brand new water heater, roof completed in 2025, new washer and dryer that stay with the home, as well as a newly built wood deck. Located just minutes from Sarasota beaches, downtown dining, and everyday conveniences, this home offers the lifestyle of low maintenance living without sacrificing space or charm!
Listing is courtesy of: ACROPOLIS REALTY GROUP LLC (315-396-0493)
Listing Agent: Nikki Casha (732-673-0675)
35 WATERGATE DR #1203, SARASOTA, FL 34236
$2,699,00095 Days on yellowkey MLS ID: A4690889
0 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2985 Built: 2003Monthly Fee: $4,130 Tax: $29,782 (2025)Community: The Tower ResidencesSpa: YesCondo
Taxes:$29,782
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: The Tower Residences. Perched on the 12th floor, the home captures wide-open bay and Gulf views. A 54-foot private balcony runs the length of the living space, creating seamless indoor-outdoor living and a true waterfront feel. The location puts you minutes from downtown Sarasota’s dining, shopping, and beaches. Inside, clean lines and thoughtful upgrades define the space - rich wood floors, designer lighting, and motorized blinds with hidden-track drapery. The kitchen is built for both everyday use and entertaining, featuring Carrera marble countertops, dual Dacor wall ovens, a Thermador induction cooktop, paneled Sub-Zero refrigeration with freezer drawers, and a 59-bottle wine cooler. Tower residents enjoy full-service living with 24-hour concierge, in-residence dining, and Ritz-Carlton privileges worldwide. Amenities include a fitness center with sauna and steam, massage rooms, multiple social spaces, a private theater, and a heated pool and spa with outdoor kitchen. The lobby has been recently redesigned with a modern, refined look, and the pool area is being enhanced - adding even more value to an already premier waterfront lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keith Kleppinger (941-525-2937)
6901 BOCHI CIR, SARASOTA, FL 34242
$2,675,00080 Days on yellowkey MLS ID: A4692713
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 2729 Built: 2026Monthly Fee: $389 Tax: $4,640 (2025)Community: Coronas ParkSingle Family
Taxes:$4,640
Remarks: Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought- after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistant windows and doors, and private elevators for ultimate safety, security, and convenience. Perfectly situated, La Linda is just 5 minutes from Siesta Village and 8 minutes from the world-famous, sugar sands of Siesta Key Beach, providing the ideal balance of privacy and accessibility. Each four- bedroom, fourand-a-half-bathroom home is a masterpiece of refined design, boasting luxury finishes, impeccable craftsmanship, and modern aesthetics throughout. Designed for Comfort, Elegance & Entertainment - First Level: A spacious four-car garage leads to a beautifully designed lanai and pool deck, creating a private outdoor retreat. Second Level: The serene primary suite features a walk-in closet and spa-like bathroom with a freestanding tub, frameless glass shower, and double vanity. Two additional guest bedrooms, and additional living space, balcony access, and a dedicated laundry room complete this level. Third Level: The heart of the home, the open-concept great room, is designed for seamless indooroutdoor living. High ceilings and wraparound balconies maximize the Gulf views, while the chef’s kitchen impresses with a premium Viking appliance package, solid wood cabinetry, and stunning Calacatta Quartz countertops. A guest suite/office adds versatility to the space. Step outside to your own private oasis, where lush landscaping surrounds a sparkling pool and patio area—ideal for relaxation or entertaining. With its prime location, unparalleled craftsmanship, and luxury amenities, La Linda offers an exceptional opportunity to own a modern coastal masterpiece on Siesta Key. Don’t miss your chance to experience the pinnacle of island living—schedule your private tour today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeremy Hartmark (941-807-0740)
6907 BOCHI CIR, SARASOTA, FL 34242
$2,800,00080 Days on yellowkey MLS ID: A4692735
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 2970 Built: 2026Monthly Fee: $389 Tax: $4,814 (2025)Community: Coronas ParkSingle Family
Taxes:$4,814
Remarks: Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought-after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistant windows and doors, and private elevators for ultimate safety, security, and convenience. Perfectly situated, La Linda is just 5 minutes from Siesta Village and 8 minutes from the world-famous, sugar-white sands of Siesta Key Beach, providing the ideal balance of privacy and accessibility. Each four-bedroom, four- and-a-half-bathroom home is a masterpiece of sophisticated design, boasting luxury finishes, impeccable craftsmanship, and modern aesthetics throughout. Designed for Comfort, Elegance & Entertainment - First Level: A spacious four-car garage leads to a beautifully designed lanai and pool deck, creating a private outdoor retreat. Second Level: The serene primary suite features a walk-in closet and spa-like bathroom with a freestanding tub, frameless glass shower, and double vanity. Two additional guest bedrooms, and additional living space, balcony access, and a dedicated laundry room complete this level. Third Level: The heart of the home, the open-concept great room, is designed for seamless indoor- outdoor living. High ceilings and wraparound balconies maximize the Gulf views, while the chef’s kitchen impresses with a premium Viking appliance package, solid wood cabinetry, and stunning Calacatta Quartz countertops. A guest suite/office adds versatility to the space. Step outside to your own private oasis, where lush landscaping surrounds a sparkling pool and patio area—ideal for relaxation or entertaining. With its prime location, unparalleled craftsmanship, and luxury amenities, La Linda offers an exceptional opportunity to own a modern coastal masterpiece on Siesta Key. Don’t miss your chance to experience the pinnacle of island living—schedule your private tour today!
4252 BOSWELL PL, SARASOTA, FL 34241
$774,900259 Days on yellowkey MLS ID: A4670812
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2533 Built: 1993Monthly Fee: $27 Tax: $5,951 (2025)Community: Bent Tree VillageSingle Family
Taxes:$5,951
Elementary School: Lakeview Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: WOW! This stunning 4-bedroom, 3-bath, 3-car garage split-plan pool home is perfectly situated near the end of a quiet cul-de-sac. Completely remodeled from top to bottom and beautifully designed in a modern contemporary style! Enjoy exceptional living space with a formal living and dining area, plus a gorgeous new kitchen that opens to a large family room with a modern electric fireplace and casual dinette area. The spacious master suite offers a luxurious bath with a freestanding tub, oversized walk-in shower with dual rain heads, and double vanities. Bedroom 2 includes its own ensuite bath that also serves as the pool bath, while Bedrooms 3 and 4 share a well-appointed bath. Step outside to your private backyard with a refinished pool and rescreened pool cage, perfect for relaxing or entertaining. The 3-car garage provides plenty of room for vehicles and storage. Newer roof AC and irrigation system. Located near top-rated schools, golf course views. This home truly checks all the boxes!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Sylvia Munia (914-400-4761)
50 CENTRAL AVE #15A, SARASOTA, FL 34236
$1,290,000173 Days on yellowkey MLS ID: A4681474
REDUCED by $40,000 (3.0%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 2005Monthly Fee: $1,754 Tax: $9,029 (2024)Community: Plaza At Five PointsSpa: YesCondo
Taxes:$9,029
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: New Price- for this PRISTINE residence on Central Ave, a rare opportunity to live at the HEART of downtown Sarasota while enjoying the calm, privacy, and personal service of a boutique luxury building, only 49 units. A quality of life can be found at the residence 15A Plaza Five Points. Plan to visit; this residence is located in the city’s historic "Five Points"—long recognized as the cultural and social crossroads of downtown—this address is adjacent to the park, the bayfront, library, theaters, nearby galleries, restaurants, breakfast stops, the farmers markets, Whole Foods, and signature Sarasota events at the Opra House all just steps from your door. See our photos. This 15th-floor residence provides city views and is a healthy 1,595 square feet. This offering includes two bedrooms, two bathrooms, and a well-appointed kitchen with European-style wood cabinetry that delivers a clean, warm, modern look, paired with consistent, full-height cabinet runs that signal storage, symmetry, and design discipline. An efficient open layout and higher elevated city views from the corner lanai. The floor plan balances interior openness with privacy; see the 3D plan in the photo display. This offering is ideal for full-time living or a refined lock-and-leave retreat. Secure parking and dedicated storage enhance day-to-day convenience. Plaza Five Points is intentionally uniquely different. AGAIN, only 49 residences, the building offers a quiet, uncrowded atmosphere rarely found in downtown high-rises. Residents frequently note the sense of calm, privacy, and personal service while still enjoying an active, welcoming community. An added benefit is that the building is self-managed, with long-tenured on-site leadership and staff who know the property well, so you can expect consistent care, cleanliness, and service. Amenities are designed for real living: a heated pool with full-sun exposure, a spa, a beautifully updated clubroom overlooking the pool, a full guest suite is available for your visitors with step-out access to the pool area, concierge services, secure package handling, and a well-equipped fitness center. Optional social engagement includes organized gatherings and group outings, while still preserving a respectful, low-key environment. Built in 2005 to modern hurricane standards, Plaza Five Points has long been admired for its construction quality, intimate scale, and enduring appeal. Market appeal reinforces the long-term value of residences at this address—particularly when offered in alignment with market expectations. A rare downtown Sarasota offering where location, culture, privacy, and warmth come together—Residence 15A delivers not just a home, but a lifestyle rooted in connection, walkability, and quiet sophistication. Schedule a private showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Andy Scherer (315-264-0944)
412 PHEASANT WAY, SARASOTA, FL 34236
$2,995,000307 Days on yellowkey MLS ID: A4666317
0 Days Off yellowkey (back on 5/11/2026)
REDUCED by $100,000 (3.2%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2677 Built: 2018Monthly Fee: $110 Tax: $29,755 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$29,755
High School: Booker High
Remarks: Under contract-accepting backup offers. Stunning value for newer build Garden Home on Bird Key! Welcome to Bird Key, Sarasota’s premier island neighborhood perfectly nestled between the heartbeat of downtown Sarasota and the allure of St. Armands Circle. This newer custom-built residence combines elevated design with impact-rated windows as well as newer construction and thoughtful upgrades throughout. Step inside and be captivated by the open great room, which features wide-plank hardwood flooring, tray ceilings with wood beams, custom wall treatments, and automated blinds. The chef’s kitchen is crafted with quartz counters, Bosch stainless steel appliances, a center island with bar seating, walk-in pantry, and a beautifully tiled backsplash. The primary suite is a private sanctuary with direct pool access, dual custom walk-in closets, and a spa-inspired bath with a free-standing soaking tub and dual-entry shower. Guests are treated to two additional stylish en-suite bedrooms, while the versatile fourth bedroom is currently used as a office. Enjoy entertaining in the lush outdoor backyard space, which includes a heated saltwater pool and spa with LED lighting, pavered deck, wood-accent ceiling, and a full summer kitchen with refrigeration and a plumbed-in gas grill. Additional features include a concrete tile roof, tankless gas water heater, irrigation system, custom exterior trim work, and a 3-car garage. Lightly lived in as a seasonal retreat, this home is available with an optional furniture package for effortless move-in. Bird Key living comes with the option to join the Bird Key Yacht Club for an additional fee. The club is currently being rebuilt into a beautiful state-of-the-art facility — just moments from your doorstep. This is more than a home – it’s the Bird Key lifestyle. Schedule your private showing today and claim your place in one of Sarasota’s most coveted addresses.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
323 BOBBY JONES RD #323, SARASOTA, FL 34232
$158,000111 Days on yellowkey MLS ID: A4689282
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 504 Built: 1984 Tax: $1,769 (2024)Community: Brookside 2Condo
Taxes:$1,769
Elementary School: Gocio Elementary
Remarks: ***5% financing for qualified buyers for two years. Seller will buy down your mtg. rate for two years to only 5% - FURNISHED*** Tucked behind Bobby Jones Golf Course, "The Hideaway" is one of Sarasota’s best-kept secrets. This uniquely designed condo offers a peaceful retreat with vaulted ceilings, stunning golf course views, and a private, screened courtyard. The outdoor space features lush plantings, stepping stones, and an upper wood deck, creating a serene environment perfect for relaxation or a play area for pets. Inside, the condo is turn-key furnished and thoughtfully designed for both comfort and style. Wood and slate floors add warmth and character, while the living space is enhanced by a built-in electric fireplace and custom wall unit. Natural light pours in through 12 feet of sliding glass doors, opening to the upper deck—the ideal spot for unwinding at sunset. The kitchen is fully equipped with newer appliances, including a stainless steel refrigerator and dishwasher, along with cookware, dishes, and glassware. A walk-in closet offers ample storage, and the in-unit washer and dryer add convenience. The bedroom is furnished with a queen-size bed dressed in luxurious 850+ thread count sheets, while two HD TVs with 120 channels and high-speed Comcast Wi-Fi provide entertainment and connectivity. The condo's surroundings are just as inviting, with a screened-in foyer and garden area, a wood deck with wicker furnishings, and a charcoal grill for outdoor cooking. A large open green space just beyond the door leads to moss-covered ancient oaks and a small creek, while the newly reopened Bobby Jones Golf Course provides a beautiful, expansive backdrop. A swimming pool is just steps away, offering a refreshing escape. With assigned parking and a convenient location near shopping and dining, this condo is also within walking distance to the bus stop for easy access to downtown Sarasota. Even better, all special assessments have been paid in full by the seller! Whether you are looking for that perfect, affordable vacation home, an investor in search of an income property, or a first-time homebuyer looking for a comfortable property that can later be used as a rental, "The Hideaway" offers privacy, comfort, and the best of Sarasota living.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Ron Koelling (941-923-4616)
3471 CLARK RD #269, SARASOTA, FL 34231
$158,000111 Days on yellowkey MLS ID: A4689287
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1974Monthly Fee: $426 Tax: $1,818 (2025)Community: SiennaCondo
Taxes:$1,818
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: ***5% financing for qualified buyers for two years. Seller will buy down your mtg. rate for two years to only 5% - FURNISHED*** Discover your perfect slice of paradise in sunny Sarasota! Whether you're looking for a relaxing getaway, a full-time residence, or a smart investment opportunity, this charming condo checks all the boxes. Situated in a welcoming, pet-friendly community, this home offers a thoughtfully designed layout, ideal for individuals or couples. The condo comes fully furnished, including a 63” HD TV in the living room, a 43” HD TV in the bedroom, a fully equipped kitchen, and all linens. With new wood floors and updated kitchen and bath fixtures, everything you need is ready for you to settle right in or start renting immediately. Enjoy low HOA fees, a heated swimming pool, and a clubhouse, all within close walking distance and set in a well-maintained community. The sellers have fully covered the special assessments, adding even more value. Conveniently located with biking distance to Sarasota’s top destinations—including the breathtaking Siesta Key Beach, cultural hot spots, shopping, and dining—this property provides easy access to everything you need. Seize this chance to own a beautiful condo and embrace the best of Florida living! This second-floor walk-up means no flooding issues. Sienna Park roofs were replaced in 2023, and all special assessments have been paid in full by the seller. At 768 sq ft, this is the largest of the one-bedroom units in the complex—compare it to the smaller 555 sq ft one-bedroom units. Walking distance to Publix and public transportation. Furnished except for a few personal items.
2549 19TH ST, SARASOTA, FL 34234
$699,00083 Days on yellowkey MLS ID: A4693028
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 952 Built: 1983 Tax: $3,692 (2025)Community: Lorraine ParkSingle Family
Taxes:$3,692
Remarks: Opportunity, versatility and charm all come together in this beautifully maintained Sarasota County property on an oversized, fully fenced lot just over 1/2-acre! Featuring two bedrooms, two baths and multiple outdoor entertaining areas, this property offers endless possibilities for homeowners, investors or business owners alike with its multi-zoning potential allowing for commercial use, duplex possibilities and RV storage. Inside, you’ll find durable LVP flooring throughout, an open living room and kitchen layout, and a spacious kitchen featuring rich wood cabinetry, black Corian countertops, tile backsplash, and newer stainless appliances including a new dishwasher and refrigerator. The primary suite offers a walk-in closet, sliding glass doors leading to a private patio, and an en-suite bath complete with double sinks, soaking tub and separate shower. Home has new solar panels, which are transferable to a new owner at only $61 a month. Go outside and enjoy the shaded, treed property with multiple sitting areas, a fire pit, oversized lanai, storage shed, and plenty of room for RVs, toys or future expansion. City water and septic are in place, with the septic recently pumped and a newer drain field providing added peace of mind. Major updates include roof replaced 03/29/2023, windows replaced in 2023, solar panels installed 09/23/2025 and main electrical panel updated 12/09/2025. Air conditioner is 2005. Conveniently near the Orioles spring training facility, 17th Street Park, with baseball and BMX fields, the airport and downtown amenities, this unique property offers flexibility, convenience and incredible potential all in one package!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
3715 COLBY ST, SARASOTA, FL 34232
$149,00082 Days on yellowkey MLS ID: A4693088
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1368 Built: 1972Monthly Fee: $499 Tax: $2,003 (2025)Community: Fairway OaksTownhouse
Taxes:$2,003
Remarks: LOCATION - LOCATION. 4 bedroom, 2.5 bathroom condominium It is centrally location in the heart of Sarasota. Close to Downtown Sarasota, I-75, UTC mall, beaches and Located near the recently updated Bobby Jones Golf Course .Close to the Legacy Trail. Easy parking with 2 spaces directly in front of the unit!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Vivian Iskander (850-766-5046)
9200 BLIND PASS RD, SARASOTA, FL 34242
$5,250,00086 Days on yellowkey MLS ID: A4692471
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4000 Built: 1994 Tax: $48,308 (2025)Community: Not Part Of SubdivisionSpa: YesSingle Family
Taxes:$48,308
Elementary School: Phillippi Shores Elementary
Remarks: One or more photo(s) has been virtually staged. Experience the art of beachfront living in this exceptional 4-bedroom, 4-bath Gulf-front residence, where sweeping water views and unforgettable sunsets take center stage. Spanning three thoughtfully designed levels, this coastal retreat offers a rare blend of refined comfort and effortless elegance. Walls of glass frame the Gulf from nearly every vantage point, filling the home with natural light and showcasing breathtaking vistas that evolve throughout the day. A private elevator provides seamless access to all floors, while expansive living spaces invite both relaxed everyday living and refined entertaining. Recent enhancements—including impact windows and sliders, four updated HVAC systems, and a new water system—ensure peace of mind while complementing the home’s modern coastal aesthetic. The guest bathrooms have also been tastefully updated with fresh, contemporary finishes, offering a polished and comfortable experience for family and visitors alike. Step outside to multiple outdoor living areas designed to capture the essence of coastal living. The rooftop terrace is a true showpiece, complete with a private jacuzzi—an idyllic setting to unwind under the stars or take in spectacular sunset views over the Gulf. With direct beach access just beyond your door, every day begins and ends with the soothing rhythm of the waves. Perfectly positioned on Blind Pass Road, this home offers both privacy and proximity to the charm of Siesta Key’s vibrant coastal lifestyle. This is more than a home—it’s a front-row seat to the Gulf, where every day feels like a getaway.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Holly Pascarella, Pa (941-225-3218)
9181 FLORIDA ROCK TRL, SARASOTA, FL 34240
$814,900230 Days on yellowkey MLS ID: A4675151
2 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Gar: 5 Liv Area Sq Ft: 2078 Built: 2025Monthly Fee: $388 Tax: $3,497 (2024)Community: Shellstone At WatersideSingle Family
Taxes:$3,497
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: A Unique Opportunity in Shellstone! The Halyard floor plan with an expanded 5-car garage, originally constructed for the Homes by Towne team. Ideal for car collectors, a workshop, or storage. This beautifully upgraded 2-bedroom + den, 2-bath home offers elegant tray ceilings in the foyer and great room, and spacious living areas perfect for entertaining. The chef's kitchen includes a large island, walk-in pantry, and abundant workspace. Community amenities include The Summit at Shellstone Amenity Center with a Social Hall, Fitness Center, Pool and Spa, Firepit, Poolside Cabanas, Poolside BBQ Grills, and Fitness Lawn. Residents also have access to Midway Park featuring a Pro Shop, Screened Pavilion, Play Areas, Dog Parks, Basketball Court, 8 Pickleball Courts, 6 Tennis Courts, Kayak Launch, Outdoor Fitness Area, and Shaded Picnic Areas. Shellstone offers convenient access to Downtown Waterside Place, Gulf Coast beaches, world-class dining and shopping, several hospitals, and is located within the Sarasota School System. Sarasota International Airport is approximately 25 minutes away, and Tampa International Airport is approximately 70 minutes away.
Listing is courtesy of: HOMES BY TOWNE REALTY INC (941-907-9799)
Listing Agent: Marissa Stephenson (941-448-1755)
6642 41ST STREET CIR E, SARASOTA, FL 34243
$458,00083 Days on yellowkey MLS ID: TB8506610
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1642 Built: 2007Monthly Fee: $577 Tax: $4,359 (2025)Community: Cascades At Sarasota Ph VSingle Family
Taxes:$4,359
Remarks: Location, Location, Location! Move in ready 2-bedroom, 2-bathroom home with a den in the highly desirable 55+ gated community, Cascades of Sarasota! As you walk through the front door you will notice an open floorplan with vaulted ceilings. The kitchen overlooks the living room and dining room and has been tastefully updated with new granite and new stainless appliances! The spacious master suite has two walk-in closets and a large en-suite making it the perfect private retreat after a long day. Enjoy Florida living on the screened in lanai overlooking the back yard. The Cascades of Sarasota is an active 55+ community and has a resort style indoor/outdoor swimming pool, tennis and pickleball courts, and bocce ball. A state-of-the-Art gym. It also has a variety of social events and functions throughout the year. The 25,000SF Clubhouse includes craft, card and game rooms. A large ballroom with kitchen facilities, billiards and a library. Come see why this community is in such high demand! Read Less
Listing is courtesy of: JACK KELLER INC (727-586-1497)
Listing Agent: John Keller (727-586-1497)
925 BEACH RD #107, SARASOTA, FL 34242
$568,000125 Days on yellowkey MLS ID: A4687498
REDUCED by $25,000 (4.2%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 940 Built: 1972 Tax: $3,927 (2025)Community: La SiestaCondo
Taxes:$3,927
Remarks: Located directly across the street from world-famous Siesta Key Beach—recently ranked the #1 Beach in the United States and among the top beaches in the world— this residence offers exceptional convenience and effortless access to the sand. Simply walk to the beach in approximately five minutes—no driving, no searching for parking, just easy coastal living. Enjoy morning walks and evening sunsets on Siesta Key Beach just steps away. This 2-bedroom, 2 full bath residence offers approximately 940 square feet of comfortable living space with an open layout designed for relaxed island living. The updated kitchen features wood cabinetry, granite countertops, and stainless steel appliances, flowing seamlessly into the dining and living areas. Tile flooring throughout provides durability and easy maintenance, while the split-bedroom floor plan allows for privacy between residents and guests. One of the largest 2-bedroom, 2 full bath floor plans in the community, competitively priced at $593,000. Weekly rentals are permitted, offering outstanding flexibility for both personal use and income potential. Onsite property management is available, making guest coordination and rental operations easy and convenient. Covered parking is included, along with ample guest parking. La Siesta residents enjoy access to a heated pool, fitness room, clubhouse, and beautifully maintained grounds. Located just minutes from Siesta Key Village’s restaurants, shopping, and entertainment, this property offers the ideal balance of relaxation and accessibility. Whether you’re searching for a personal beach retreat, seasonal residence, or an income-producing investment, this location delivers the lifestyle buyers and vacationers come to Siesta Key to enjoy.
Listing Agent: Lisa Garcia (941-266-9060)
1255 N GULFSTREAM AVE #205, SARASOTA, FL 34236
$850,000114 Days on yellowkey MLS ID: A4688123
REDUCED by $45,000 (5.0%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1982 Tax: $7,175 (2025)Community: Bay PlazaCondo
Taxes:$7,175
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Refined downtown living awaits at Bay Plaza, a premier address along Gulfstream Avenue and one of Sarasota's most established and distinguished buildings — designed by the celebrated architect Tim Siebert. This exceptional second-floor residence offers something increasingly rare in urban living: a genuine connection to nature and neighborhood, with tree-lined street views below and partial marina glimpses that shift beautifully with the light and seasons. Perfectly positioned, this is a home that places you at the center of Sarasota's most vibrant cultural tapestry — steps from fabulous restaurants, the iconic Opera House, art galleries, charming coffee shops, live theatre, boutique shopping, and the beloved Saturday morning Farmer's Market. Yet despite this enviable proximity, the residence itself feels like a quiet retreat, grounded and peaceful above the gentle rhythm of the street. The well-executed split floor plan creates a natural sense of privacy and balance, with thoughtfully separated bedroom suites ideal for both full-time living and hosting guests. The living and dining areas are designed for effortless entertaining and everyday comfort, while a crisp, light-filled interior aesthetic is elevated by natural light and a seamless flow leading to a private covered balcony. Impact-resistant glass throughout the residence enhances safety and peace of mind, allowing you to enjoy the natural light and views with confidence. The kitchen anchors the living space with a practical and functional layout, offering considerable storage and a wine and beverage refrigerator — a thoughtful touch for those who love to entertain. The primary suite is a peaceful sanctuary, framed by large picture windows that sit among the treetops, filling the space with natural light and a serene connection to nature and the water. A generous walk-in closet with custom built-ins provides organization and ample storage. The en-suite bath is thoughtfully appointed with wood cabinetry, dual sinks, and granite countertops, complete with a soaking tub and separate shower. Bay Plaza residents enjoy a full-service lifestyle that is second to none — including 24-hour concierge, 24/7 valet service, EV charging stations, a resort-style pool and spa, and a state-of-the-art fitness center complete with sauna and steam room. The beautifully appointed lobby — a hallmark of Siebert's vision — showcases a grand piano, a library and media room, and elegant entertaining spaces for gathering with friends and fellow residents. This is a rare opportunity to own a home that offers timeless appeal, privacy, and effortless access to everything that makes Sarasota one of Florida's most coveted destinations. One or more photos has been virtually staged.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
5883 WHISTLEWOOD CIR, SARASOTA, FL 34232
$485,000261 Days on yellowkey MLS ID: A4671389
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 1979 Tax: $5,067 (2024)Community: Ridgewood Estates 20Th AddSpa: NoSingle Family
Taxes:$5,067
Elementary School: Brentwood Elementary
Remarks: Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it. Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine. Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room. The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round. Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
6518 MIDNIGHT PASS RD #209, SARASOTA, FL 34242
$850,000246 Days on yellowkey MLS ID: A4673460
REDUCED by $25,000 (2.9%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1215 Built: 1975 Tax: $8,542 (2024)Community: House SunCondo
Taxes:$8,542
Remarks: Experience true beachfront living on world-famous Siesta Key. This turnkey-furnished 2-bedroom, 2-bath residence offers an exceptional opportunity to own along Siesta Key’s shoreline, combining Gulf views with impressive short-term rental income potential. Located just steps from the island’s iconic powder-white sand, this inviting condominium is designed for comfort, convenience, and effortless coastal living. Inside, an open and airy layout welcomes you with abundant natural light and luxury vinyl flooring throughout the main living areas. The living room flows seamlessly to large sliders that open to a wonderful 14x7 private patio, the perfect place to relax and take in the stunning views of the Gulf of Mexico. Kitchen features wooden cabinets providing lots of ample storage, a breakfast bar for additional seating, and a functional layout ideal for everyday cooking or hosting guests. The primary suite includes ceramic tile flooring, a private en-suite bath, and ample closet space. Both bathrooms have been updated with new vanities and granite countertops—the primary bathroom offering a standalone shower, while the guest bathroom features a convenient tub/shower combination. Every window and sliders have recently been replaced by association in the last few years This community is one of the few on Siesta Key allowing weekly rentals, paired with a professional on-site rental management team, creating strong income potential while still giving you the freedom to enjoy your own beach retreat. Resort-style amenities elevate the beachfront experience. Enjoy a beach-facing pool and tennis courts, fitness center, rooftop lounge with panoramic Gulf views, and outdoor grilling/bar areas with firepits—everything you need for relaxed days and evenings by the water. Direct beach access places you just steps from the shoreline. Ideally located near Siesta Key Village’s vibrant shops, dining, and entertainment, this residence offers the perfect combination of coastal living, convenience, and investment appeal—an outstanding opportunity to enjoy and share the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: David Leventhal (941-518-7694)
2121 WOOD ST #201, SARASOTA, FL 34237
$229,000124 Days on yellowkey MLS ID: A4687914
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 885 Built: 1974 Tax: $2,833 (2025)Community: CitywalkCondo
Taxes:$2,833
Remarks: Best Opportunity in Downtown Sarasota- Location is Key! Rarely available 2-bedroom, 2-bath second-floor corner unit in the highly sought-after CityWalk community. This gated enclave of just 71 residences offers an unbeatable downtown location with direct private access to the Legacy Trail and the expansive 29-acre Payne Park. This light-filled condo features a thoughtfully designed split-bedroom floor plan with comfortable living spaces, generously sized bedrooms, and two full bathrooms. BRAND NEW ROOF (2025), PVC Plumbing Waste Lines (2024), New Dishwasher, New Microwave, New Disposal; HVAC and Hot Water Heater (2020). Kitchen plumbing replaced (6-months), Bathroom plumbing fixtures (2021). Enjoy the convenience of in-unit laundry and relax on your private screened lanai—perfect for morning coffee or evening unwinding after a night out in downtown Sarasota. CityWalk residents enjoy a host of amenities, including a heated pool and spa, a well-equipped fitness center, and a pet-friendly environment. Within a short walk, you’ll find the vibrant heart of downtown Sarasota, offering abundant shopping, fine dining, and a thriving arts and cultural district. You’re also just minutes from world-renowned destinations such as Siesta Key Beach, Lido Key, and St. Armands Circle, as well as cultural landmarks like Marie Selby Botanical Gardens and the Sarasota Art Museum. The exceptional value of this beautiful condominium, combined with its prime downtown location and proven rental history, makes CityWalk one of the best opportunities in Sarasota’s emerging affordable downtown housing market. Perfect as a primary residence, seasonal retreat, or investment property—this is downtown living at its best!
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
4045 CROCKERS LAKE BLVD #11, SARASOTA, FL 34238
$223,000113 Days on yellowkey MLS ID: TB8492484
REDUCED by $5,000 (2.2%) on 05/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1272 Built: 1989 Tax: $2,493 (2025)Community: Vintage GrandCondo
Taxes:$2,493
Remarks: Welcome to the Floreta floor plan — the largest model in Vintage Grand, offering a spacious and desirable 3-bedroom, 2-bath split layout. Designed with an open feel and abundant natural light, this home features a bright and airy living space that flows comfortably for both everyday living and entertaining. The Palmer Ranch location places you just minutes from Sarasota Square Mall, Costco, the YMCA, and the Legacy Trail, with world-famous Siesta Key only about a 3-mile drive away — making it easy to enjoy shopping, dining, fitness, and some of the best beaches in Florida. Ideally located on the first floor, this home offers easy access to all of Vintage Grand’s amenities. Situated on the southern side of the community, you’re just a short stroll to the second pool, with tennis courts and a scenic fishing pier nearby. A great opportunity to own in a centrally located, amenity-rich community — don’t miss it!
Listing is courtesy of: HORIZONS BY THE SEA, INC (239-394-8655)
Listing Agent: Christian Tateo (239-580-7786)
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