Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
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888 BOULEVARD OF THE ARTS #1401, SARASOTA, FL 34236
$2,250,00042 Days on yellowkey MLS ID: A4683846
0 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2315 Built: 1982Monthly Fee: $277 Tax: $25,848 (2025)Community: Condo On The BayCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$25,848
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. If the Eyes are the Windows to the Soul… prepare to be inspired. Experience elevated waterfront living in this stunning 14th-floor end residence overlooking Sarasota Bay. Condo On The Bay is perfectly positioned beside the iconic Van Wezel Performing Arts Center, the renowned Sarasota Orchestra, and the city’s celebrated 52-acre Bay Park; with mangrove walking trails, gardens, private beach, children's play area, yoga schedule, concert stage and offering an eclectic calendar of arts and entertainment. This exceptional 3-bedroom, 2.5-bath condominium offers 2,315 square feet of sun-soaked living space and truly enviable, unobstructed, panoramic bay and city views. From the moment you enter, endless water vistas command attention through a wall of windows and sliding glass doors, showcasing both Sarasota’s sparkling bayfront and vibrant skyline. The expansive living and dining areas are designed for effortless entertaining and everyday luxury with an open flowing design. The modern chef’s kitchen is equally impressive, featuring granite countertops, a glass-tile backsplash, and sleek red high-gloss cabinetry that reflects natural light beautifully—creating a designer-inspired space you’ll enjoy daily. The primary suite captures the same breathtaking views and offers a customized walk-in closet and a beautifully updated spa-style bath with dual sinks, oversized 2-headed shower, and jetted soaking tub. Two additional generously sized bedrooms provide flexibility for guests. The third bedroom features a Murphy bed, built-in desk area, and a covered balcony. Located within a 24/7 guard-gated waterfront community, residents enjoy resort-style amenities including two heated pools, a newly renovated fitness center, sauna, social clubroom with kitchen, library, tennis and pickleball courts, kayak launch, fishing dock, and boat slips available with no waiting list. Recent building improvements include a new roof, new exterior paint, EV charging station, and completed pool and gym renovations. Condo fees conveniently include everything except electric and personal insurance. A secure building with 1-deeded parking spot under the building and plenty of parking on the upper-deck for your guests. Enjoy a walkable downtown lifestyle with fine dining, boutiques, theaters, cultural festivals, and the weekly farmers market just steps away. Cross the John Ringling Causeway to visit St. Armands Circle and Lido Beach, or take a short drive to world-famous Siesta Key Beach—consistently ranked the #1 beach in the U.S. Whether you want to capture inspiring sunsets or watch the dolphin frolic in the waters below… your private terrace will set the stage. This is Sarasota bayfront living at its finest—where luxury, location, and lifestyle meet.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Beth Lancaster-Collins (941-812-7688)
1274 MAY LN, SARASOTA, FL 34236
$1,575,00090 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
Middle School: Booker Middle
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)
1100 BENJAMIN FRANKLIN DR #604, SARASOTA, FL 34236
$1,370,000198 Days on yellowkey MLS ID: A4666274
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1456 Built: 1976 Tax: $14,332 (2024)Community: Lido Surf & SandCondo
Taxes:$14,332
Elementary School: Southside Elementary
Tax Year: 2024
Remarks: Luxurious Gulf-Front Corner Condo with Sweeping Views – Lido Surf & Sand. Experience the pinnacle of beachfront living in this rarely available southwest corner residence at Lido Surf & Sand, offering unparalleled panoramic views of the Gulf of Mexico, Lido Beach, and all the way to Siesta Key. Perched on the 6th floor of the coveted gulf-front atrium building, this 2-bedroom, 2-bathroom end-unit boasts 1,456 sq. ft. of elegant interior living space plus an additional 372 sq. ft. of expansive wraparound balconies—perfect for soaking in both sunrise and sunset. One of only four corner units per floor, this light-filled condo features floor-to-ceiling beach views from every main living space, creating a true indoor-outdoor lifestyle. The open-concept layout flows seamlessly from the dining area and spacious great room to the full-width beachfront balcony—ideal for both intimate evenings or entertaining a crowd. The custom gourmet galley kitchen is thoughtfully designed with beautiful countertops, custom lighted cabinetry, and generous storage, making it both beautiful and functional, new appliances, perfect for entertaining. Enjoy peace of mind with a new water heater (2023), brand new A/C unit, and upgraded hurricane-impact windows, sliders, and front door. Wake up to coffee on your private lanai with endless beach views or wind down with the gentle sounds of the surf in the evening. A newly planned social room will elevate your outdoor living experience even further. Just two blocks from a private nature preserve—perfect for peaceful walks or kayaking—and moments from St. Armands Circle, where you can explore boutique shopping and exceptional dining. Whether you're seeking a serene retreat or a vibrant coastal lifestyle, this one-of-a-kind residence offers the best of both. Your Lido Key beachfront lifestyle awaits. Schedule your private tour today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ingrid Walker (941-330-4680)
8100 SLIPWAY DR, SARASOTA, FL 34240
$889,50020 Days on yellowkey MLS ID: A4687435
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2076 Built: 2023Monthly Fee: $406 Tax: $11,399 (2025)Community: Lakehouse Cove/WatersideSingle Family
Taxes:$11,399
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 8100 Slipway Dr, Sarasota, FL 34240, where luxury, comfort, and peace of mind come together in one exceptional Florida home. Nestled in Waterside – Lakehouse Cove community, this beautifully upgraded residence offers the perfect blend of modern elegance and everyday functionality. Step inside and experience an open, light-filled floor plan enhanced by custom lighting that creates a warm, sophisticated ambiance throughout. The gourmet kitchen and living spaces flow seamlessly, making this home ideal for entertaining or relaxed Florida living. Retreat to your private outdoor oasis featuring a heated pool and spa, perfect for year-round enjoyment. Whether hosting guests or enjoying a quiet evening under the stars, this space delivers the ultimate Florida lifestyle. A versatile bonus office or den provides the perfect space for working from home, a quiet retreat, or even a flex room to suit your lifestyle needs. This home is thoughtfully equipped with hurricane impact doors and windows, providing security and energy efficiency. A whole house Generac generator ensures uninterrupted comfort, giving you confidence and convenience during any season. The spacious 3-car garage offers ample room for vehicles, storage, and even a golf cart, adding both convenience and flexibility to your daily living. The custom-designed primary closet adds a touch of luxury and organization to your daily routine, while every detail of this home reflects quality craftsmanship and attention to detail. Located in Sarasota, FL, near Lakewood Ranch, top-rated schools, shopping, dining, and Gulf Coast beaches, this property is ideal for buyers seeking a luxury home in Sarasota, a pool home in Sarasota FL, or a move-in-ready Florida dream home. Do not miss this opportunity to own a stunning Sarasota pool home with premium upgrades in one of the area’s most sought-after locations.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: David Mills (770-572-9444)
3416 W CHELMSFORD CT #2, SARASOTA, FL 34235
$420,000462 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
Elementary School: Gocio Elementary
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)
4950 REMINGTON DR #106, SARASOTA, FL 34234
$374,000809 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
Elementary School: Emma E. Booker Elementary
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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Vicki Haddow (941-544-2980)
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