Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
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5343 BARBAROSSA AVE, SARASOTA, FL 34235
$349,00065 Days on yellowkey MLS ID: A4682027
0 Days Off yellowkey (back on 3/28/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 905 Built: 1973 Tax: $1,259 (2025)Community: De Soto LakesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,259
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Looking for a tidy little house that lives surprisingly large? This charming Florida bungalow exudes only good vibes with its sparkling pool, roomy fully fenced backyard, and the freedom of no deed restrictions or HOA. Restored top to bottom in 2001, the home offers two inviting bedrooms, one full bath, and a convenient ensuite half bath in the primary. Inside, you’ll find engineered hardwood floors and a breezy screened side porch overlooking the pool and grill pad—your new favorite spot for morning coffee or evening unwinding. The pool was resurfaced and upgraded with new equipment in 2024, so it’s ready for your carefree enjoyment. Brimming with character and tucked on a quiet, well kept street, this little gem delivers easy maintenance and a laid back lifestyle. Underground utilities, public sewer + water. Plus, you’re perfectly positioned for convenience with quick access to the Sarasota Bradenton International Airport, I 75, University Town Center, and Downtown Sarasota. Everyday living just got a whole lot easier. PLEASE USE SHOWINGTIME TO SCHEDULE.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tess Herschman (941-685-4021)
111 S PINEAPPLE AVE #811, SARASOTA, FL 34236
$1,250,00031 Days on yellowkey MLS ID: A4687151
0 Days Off yellowkey (back on 3/26/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1580 Built: 2019 Tax: $11,695 (2025)Community: Mark Sarasota CondoCondo
Taxes:$11,695
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Ideal west-facing 8th floor retreat with views of the beautiful resort style pool and a partial view of the bay. The open concept layout with floor-to-ceiling glass creates a bright and light filled space. While the addition of screen sliders in the great room and guest suite allow gentle bay breezes to flow through. The split-bedroom floor plan gives privacy, complemented by a separate den featuring a built-in closet and custom lighting, perfect for a home office or separate living space. Functional perks include an in unit laundry room with built-in cabinetry, a convenient powder room adjacent to the kitchen, a climate-controlled storage unit, and TWO TANDEM PARKING SPACES in the secure garage. Mark Sarasota offers a luxurious, walkable downtown lifestyle with an expansive fifth floor amenity deck. Residents enjoy a heated saltwater infinity lap pool and spa, private cabanas, fire pits, and an outdoor kitchen. Inside, the offerings continue with a fireplace lounge, a premier fitness center with yoga and spin studios, billiards, and a club room with a catering bar. Step outside to find the city's best restaurants, the Farmer's Market, and cultural venues at your doorstep, with Marina Jack and Lido Beach just across the Ringling Bridge. Offering 24-hour concierge service, secure access, and on-site management, this pet-friendly residence defines vibrant urban living at one of Sarasota's most distinguished addresses.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Michelle Silva (941-993-8993)
888 BLVD OF THE ARTS #605, SARASOTA, FL 34236
$1,275,000148 Days on yellowkey MLS ID: A4673418
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1729 Built: 1982 Tax: $12,740 (2024)Community: Condo On The BayCondo
Taxes:$12,740
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Priced to sell!!! Don't miss this opportunity to live in one of the most Extraordinary Waterfront Residences at Condo on the Bay, a Premier, Gated Community directly on Sarasota Bay. This Beautiful, Luxury Condominium is Where Architecture Meets Designer! The complete renovation with Professional Designs from a Well Renowned Designer who focused on high-end finishes, modern aesthetics and enhanced convenience created a very sophisticated and stylish living space. Click on the Virtual Tour Link on the first picture of the listing. Location is Everything and this very desirable mid-building location offers not only the breathtaking panoramic views that stretch across the sparkling Bay to the Ringling Bridge and Longboat Key, but also offers the bonus of watching boats passing by and the opportunity to observe the active marine life with soaring pelicans and the frequently seen dolphin frolicking in the Bay. This Van Gogh unit with its modern open floor plan offers wall to wall windows and expansive sliding glass doors, filling every room with sunlight. No detail was missed and no expense spared with this renovation, including tankless water heater, full house filtration system and RO drinking water filtration system. The custom cabinetry, porcelain tile floors, elegant hardware and lighting fixtures along with the upscale kitchen appliances offers a kitchen appealing to the gourmet chef or the casual entertainer. The primary suite is a serene retreat, with its own private terrace also with stunning Bay views, an elegant ensuite bath with double vanity and oversized shower, offering a spa-like escape. The second bedroom doubles beautifully as a guest room or office/den, outfitted with a convenient queen Murphy bed and wall to wall windows. Beyond your door Condo on the Bay offers many amenities: two heated swimming pools, a grilling station, private boat docks with fishing stations, tennis and pickelball courts, two fitness centers, elevated sky lobbies perfect for your larger gatherings or just to enjoy the sunset. Each Tower has a social room equipped with a full kitchen where planned events happen regularly if you want to meet your neighbors. There is assigned lower garage parking with abundant upper deck guest spaces plus EV charging stations. Perfectly located next to Sarasota's new 40-acre waterfront park, The Bay, The Van Wezel Performing Arts Center and minutes from downtowns vibrant dining and shopping, The Rosemary District, and the nearby St. Armands Circle, Lido Beach and the SRQ Airport. All just a short drive away! Condo on the Bay is more than a luxury residence; it's an invitation to embrace the very best of Sarasota's waterfront lifestyle.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Kathryn Gritz (201-741-3177)
464 GOLDEN GATE PT #703, SARASOTA, FL 34236
$3,995,00041 Days on yellowkey MLS ID: A4685865
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3490 Built: 2006 Tax: $37,084 (2025)Community: La BellasaraCondo
Taxes:$37,084
Remarks: Commanding breathtaking panoramas of Sarasota Bay, the downtown skyline, and the barrier islands beyond, this exceptional 3-bedroom, 4.5-bath residence at La Bellasara enjoys a rare 7th-floor vantage point on coveted Golden Gate Point. Encompassing over 3,490 square feet and finished with neutral marble floors throughout, the residence lives like a private waterfront home—blending expansive interiors, refined design, and effortless access to the heart of downtown Sarasota. The primary suite is a true retreat, distinguished by two completely separate his-and-hers bathrooms, offering an uncommon level of space and privacy. A private elevator opens to an elegant entry foyer, setting the tone for interiors defined by high ceilings, crown molding, and a light, coastal palette. Walls of glass frame sweeping water and city views while filling the open-concept living and dining areas with natural light. The spacious great room flows seamlessly to expansive bayfront terraces, creating an ideal setting for both entertaining and everyday living. The gourmet kitchen is thoughtfully appointed with a large center island, breakfast bar, custom cabinetry, and premium appliances including a 6-burner Dacor gas range, Sub-Zero refrigeration, Wolf oven and warming drawer (new in 2025), and convection microwave. Designed to connect effortlessly with the main living areas, it offers both function and style for casual dining or hosting. The primary suite enjoys direct terrace access along with dual walk-in closets and the rare distinction of two separate full bathrooms, creating a true private retreat. Two additional guest suites, each with en-suite baths and access to private terraces, provide comfort and privacy for family and visitors alike. Outdoor living is equally compelling, with multiple terraces that capture panoramic bay and skyline views. A summer kitchen and built-in gas grill enhance the experience, offering the perfect backdrop for sunset gatherings or quiet evenings overlooking the water. La Bellasara is an intimate, gated waterfront community of just 28 residences, offering the privacy of a single-family home with the ease of luxury condominium living. Residents enjoy a full suite of amenities including concierge services, a bayfront heated pool and spa, fitness center, theater and social rooms, and a courtesy day dock. Each residence includes a private two-car garage, and specific to this residence a deeded boat slip. Ideally located just moments from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a rare opportunity to enjoy refined waterfront living in one of Sarasota’s most sought-after bayfront communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
1771 RINGLING BLVD #902, SARASOTA, FL 34236
$619,000412 Days on yellowkey MLS ID: A4643448
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 2006Monthly Fee: $1,221 Tax: $8,064 (2024)Community: Rivo At RinglingCondo
Taxes:$8,064
Remarks: One or more photo(s) has been virtually staged. Nestled in the vibrant heart of downtown Sarasota, The Rivo at Ringling offers an ideal home for those seeking a refined and convenient lifestyle. This distinguished 15-story residence, built in 2006, places you steps away from charming shops, delightful dining, cultural attractions, and the serene beaches of Sarasota, with easy access to the Sarasota Airport. Designed with your comfort in mind, the building features state-of-the-art security, secure indoor parking, and ample storage units. Its unique atrium design ensures every home enjoys bright, open floor plans and private terraces—perfect for enjoying the peekaboo water views and tranquil sunsets. Residents can relax and socialize with exceptional amenities on the third floor, including a spacious, modern fitness center, a heated pool and spa, a sundeck for leisurely afternoons, and a welcoming social and conference room for gatherings with friends or family. Your 9th-floor, 2-bedroom retreat, complete with a versatile den/office and 2 bathrooms, offers the perfect blend of elegance and practicality, with views of downtown’s vibrant offerings just a short walk or bike ride away. This is a rare opportunity to embrace a carefree lifestyle. Don’t miss your chance to call this exceptional residence home.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Ed Martinez (941-504-2995)
211 COSMOPOLITAN CT #211, SARASOTA, FL 34236
$1,200,00050 Days on yellowkey MLS ID: A4684837
1 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2588 Built: 2018Monthly Fee: $499 Tax: $9,259 (2025)Community: QTownhouse
Taxes:$9,259
Remarks: Under contract-accepting backup offers. Still Playing It Safe With Your Address? Downtown Sarasota invites a vibrant lifestyle. In the heart of Sarasota’s coveted 34236, this modern townhome delivers elevated design, premium finishes, and instant access to the energy that defines the city. Soaring volume ceilings and 8 foot solid core doors set the tone the moment you walk in. The Lube Italian kitchen with Bosch appliances, natural gas cooktop, Caesarstone quartz countertops, and Hansgrohe fixtures blends sleek style with real performance. Three spacious bedrooms, three full baths, one half bath, and two flexible spaces give you room for a true office, media lounge, fitness studio, or creative space. Miami Dade impact rated windows and doors add confidence. A private elevator and two car garage with WiFi controlled LiftMaster doors make everyday living seamless. Fresh Benjamin Moore paint, custom blinds, new carpet, a tankless water heater, and a water treatment system mean it is completely move in ready. Step outside to vibrant culinary hotspots, live music venues, bayfront parks, independent retail, art galleries, and the Legacy Trail. Low HOA dues and a lock and leave lifestyle give you freedom without sacrificing sophistication. If you are ready for a home that matches your pace and your lifestyle, schedule your private showing today.
Listing Agent: Brandy Sheldon (941-724-0469)
1274 MAY LN, SARASOTA, FL 34236
$1,575,00098 Days on yellowkey MLS ID: A4678371
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2291 Built: 2019Monthly Fee: $635 Tax: $14,493 (2025)Community: Valencia Rosemary Place TownshTownhouse
Taxes:$14,493
Remarks: One or more photo(s) has been virtually staged. Perfectly positioned in the heart of downtown Sarasota, this refined three-story residence in the coveted enclave of Valencia Rosemary Place embodies the essence of modern luxury living. Tucked along a quiet private lane with tranquil park views, the home offers 2,291 square feet of impeccably curated interiors, including three private bedroom suites, 3.5 baths, and a luminous main living level designed for effortless everyday living and sophisticated entertaining. A charming terrace off the primary suite adds a serene outdoor escape. Every detail has been elevated with thoughtful intention. Rich hardwood flooring, soaring ceilings, crown molding, premium plaster-finished walls, and designer lighting create a warm, contemporary elegance throughout. The reimagined chef’s kitchen serves as the home’s centerpiece—an artful blend of style and function—featuring quartz surfaces, solid wood cabinetry, Moroccan tile accents, open shelving, KitchenAid appliances, a gas range, and an inviting island with expanded pantry storage. The primary suite offers a peaceful retreat with its own private terrace, while two additional guest suites provide exceptional comfort and privacy for family or visitors. A two-car garage, generous storage on every level, and low-maintenance living further enhance the home’s appeal for both full-time and seasonal residents. All of this is just minutes from Sarasota’s celebrated dining, boutique shopping, performing arts venues, and The Bay waterfront—creating a rare opportunity to enjoy refined, lock-and-leave living in one of the city’s most vibrant and walkable neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Julie Lojacono Mackie (773-704-1438)
500 S PALM AVE #31, SARASOTA, FL 34236
$2,495,000163 Days on yellowkey MLS ID: A4671352
2 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2830 Built: 2000 Tax: $20,105 (2025)Community: TesseraCondo
Taxes:$20,105
Remarks: Under contract-accepting backup offers. Spectacular Bay, Downtown, John Ringling Bridge views and glorious sunsets are yours in this sophisticated 3 bedroom, 3.5 bath Downtown Sarasota residence in the exclusive Tessera condominium, providing a distinguished lifestyle and easy access to all that Sarasota has to offer. Exceeding the highest standards of design, form and function, numerous updates and features offer convenience and refined style and this exceptional home blends the privacy and scale of a single-family residence with the ease and amenities of luxury condominium living. Enter the home through the beautifully appointed double-door foyer, framed by a circular tray ceiling, bespoke chandelier, and gallery-style walls ideal for art and sculpture. The walls of glass bestow best-in-class panoramic views while thoughtful finishes; warm luxury vinyl plank flooring, chic Mica wallpaper, designer lighting, and a fresh coastal palette set a tone of understated sophistication. Walk into the expansive main living area, where floor-to-ceiling sliders optimize Bay views and effortlessly connect to a flexible sitting area—perfect for relaxing, watching the game, or opening to the main space for larger gatherings. The elegant dining area offers stunning Bay vistas that elevate every meal. The kitchen is both functional and inviting, showcasing stone countertops, a double-door refrigerator, dual wall ovens, a large pantry, abundant cabinetry, and a convenient pass through to the dining area. Enter the sprawling primary suite, a private retreat enhanced by its own terrace and a reimagined layout providing his-and-hers bathrooms, dual vanities, two generous walk-in closets, soaking bathtub and a shared marble-and-glass surround shower. Floor-to-ceiling windows frame treetop and Bay views, creating a serene environment from sunrise to sunset. The additional bedrooms offer comfort and privacy, including a guest suite with ensuite bathroom and terrace access, and a second guest bedroom currently serving as a sophisticated office with custom wood built-ins and tailored desk. The convenient guest bath features custom wallpaper and the large laundry room features a brand-new full-size washer and dryer. Solid-core paneled doors, on trend gold hardware, new lighting from Franklin Lighting, and ample storage throughout enhance the home’s effortless livability. Step onto the two sprawling wrap-around terraces—quiet, private, and designed for year-round enjoyment—ideal for dining, lounging, or entertaining among mature live oak canopies or taking in sweeping Bay views and world class sunsets. A rare, oversized private two-car garage with built-in shelving and electrical outlet, an on-floor storage room, and all building water detection system further elevate convenience. Tessera offers exceptional privacy with only two residences per floor and no shared common walls. Amenities include a heated 60-foot pool with sun deck, whirlpool spa, and state-of-the-art fitness center —all fully updated in 2024, along with the lobby and community spaces redesigned by JKL Design. The pet friendly building also offers a grilling area and bicycle storage. Located in the heart of Sarasota’s downtown, just steps from Main Street, Burns Court, the Bayfront, and Selby Gardens, Tessera offers an unparalleled blend of luxury and convenience.
Listing Agent: Lenore Treiman (941-356-9642)
1064 N TAMIAMI TRL #1425, SARASOTA, FL 34236
$535,00028 Days on yellowkey MLS ID: A4687230
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1352 Built: 2007 Tax: $5,881 (2025)Community: Broadway PromenadeCondo
Taxes:$5,881
Elementary School: Gocio Elementary
High School: Riverview High
Remarks: Discover the ultimate blend of upscale downtown living and exceptional affordability at Broadway Promenade! This spacious 3-bedroom, 2-bath residence features a separate dining area one of the largest floor plans available. With natural tones throughout, it creates a warm & inviting atmosphere. Prepare to be captivated by arguably the best views in the building, facing north & overlooking Pioneer Park with peek-a-boo vistas of the Intracoastal Waterway. Enjoy the convenience of two designated parking spaces in the secure under-building garage. Abundant amenities include 24-hour concierge, library, billiards room, fitness center, saunas, heated pool & spa, and outdoor dining areas, all at the most competitive condo fees in downtown Sarasota. Guest suites, pets welcome too! Conveniently located next to Publix Plaza, near chic Rosemary District, with trendy cafes, restaurants, yoga studios, & shopping options. Plus, just moments away from downtown Sarasota, St. Armands Circle, and Lido Beach. Just a stones throw away is The Bay, a breathtaking 53-acre city-owned park featuring exciting amenities including a new performing arts center, public boat launch, array of dining experiences, & scenic green spaces including a restored Mangrove Bayou & Fountain Garden. Experience the luxury of Broadway Promenade where upscale living meets incredible value. Make it yours today!
Listing Agent: Nancie Kalin (941-928-8833)
3416 W CHELMSFORD CT #2, SARASOTA, FL 34235
$420,000470 Days on yellowkey MLS ID: A4634668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1990 Tax: $4,165 (2023)Community: The MeadowsVilla
Taxes:$4,165
Tax Year: 2023
Remarks: This beautiful villa sits at the end of a dead-end street, a few steps from the community pool and has stunning lake and golf course views. As you enter the walkway you are greeted by a gated entry gaining access to the front loggia that is accented with pavers and leads to your private entrance. The grand foyer is large and is the perfect space to display your art or family heirlooms. The kitchen has been professionally updated with stunning finishes and features high-end appliances. There is an office or den off the kitchen through dual pocket tiffany doors. The guest bedroom is spacious and provides a view to the front lanai. The living room and dining room provide for gracious living and entertaining allowing expansive views of the golf course and lake. Golf views are also from the primary suite with its large bathroom and walk-in closet. This home features high ceilings throughout, extensive levels of crown moldings, elegant features and finishes and is perfect for year-round living or as a wonderful getaway home for seasonal or frequent visitors.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
236 DAVIS BLVD, SARASOTA, FL 34237
$699,000345 Days on yellowkey MLS ID: A4652150
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1940 Built: 1966 Tax: $6,731 (2024)Community: Ringling ParkSingle Family
Taxes:$6,731
Remarks: Three-Bedroom Pool Home with Great Potential in Ringling Park Located in Sarasota’s established Ringling Park neighborhood, this 3-bedroom, 2-bath home offers solid potential and a fantastic opportunity to make it your own. Set on a spacious pie-shaped lot, the property includes a BRAND-NEW roof, an in-ground caged pool, and ample yard space, fully fenced—perfect for outdoor living or pets. Inside, the layout features a bonus room that can serve as a home office, or flex space. The kitchen is equipped with newer appliances. There is a 1-car garage, extra storage plus a large driveway providing plenty of parking. The location of this home is a true standout—just minutes from downtown Sarasota, local parks, and schools. Whether you're looking for a primary residence, investment, or renovation project, this property offers a great foundation in a highly desirable area. This home is currently rented.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
4950 REMINGTON DR #106, SARASOTA, FL 34234
$374,000817 Days on yellowkey MLS ID: A4597216
1 Days Off yellowkey (back on 4/28/2024)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 851 Built: 2025Monthly Fee: $337Community: AkoyaCondo
Taxes:$0
Remarks: Pre-Construction. To be built. Introducing the One-Bedroom at Akoya Residences. West of the Trail in Sarasota and a short walk from the Bay, Akoya Residences combines elegance with approachable luxury. This unique condominium is perfectly positioned to cultural gems like the Asolo Theatre and Ringling Museum and less than five minutes from the vibrant Downtown Sarasota scene. Enjoy a range of thoughtful amenities, including a state-of-the-art fitness center, a welcoming social lounge, a refreshing saltwater swimming pool, alfresco grilling and dining areas, and a host of other amenities, all designed with an emphasis on functionality and style. THIS SPACIOUS ONE-BEDROOM/ONE-BATH FEATURES AN OPEN FLOOR PLAN WITH: Expansive Terrace with Sunrise Views, Central Kitchen with European-style Cabinetry, Sleek Waterfall-edge Island, Solid Stone Countertops, Stainless-Steel appliances, In-Unit Laundry Center, His and Hers Closets, High Ceilings, Large Sliding Glass Impact Doors and Windows. Discover the unique charm of this residence at Akoya Residences – a blend of sophistication, desirability, and approachability. More than just a home, it's a lifestyle waiting for you.
Listing Agent: Vicki Haddow (941-544-2980)
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