Homes for Sale Near Booker High in Sarasota - 565 homes

Remarks: Welcome to Sheffield Greene in The Meadows! This sought after community is also highlighted by its location and it's close proximity to the University Town Center, a great place to live, play and relax. Sheffield Greene offers resort style living in a community with so much to do. This condo is a ground floor end unit with a living room, dining room, kitchen, kitchen dinette, laundry room, two bedrooms, two bathrooms, an outside storage space and two screened in covered lanais. Also included is a custom designed wall unit in the living room and custom designed unit and desk in the second bedroom, plus hurricane windows, and your own attached single car garage with garage door opener. To cool off on those hot sunny Florida days- enjoy a brief walk to the community pool and lounge area. New Roof 2025, New A/C 2025, New Washer/Dryer 2024, New Dishwasher 2024 and New Water Heater 2022. The Meadows is a large mature resort-style community with numerous lakes, approximately 14 miles of walking and biking trails and so much more. Beyond this lovely home, you'll find premier shopping at The University Town Center Mall (UTC) which has 100+ retailers. You'll also find a variety of events and activities at Nathan Benderson Park (NBP) or perhaps plan to visit the brand new Mote Marine Laboratory & Aquarium. There's a plethora of restaurants for any palette such as, Capital Grille, Seasons 52, Brio, Cheesecake Factory, Yard House, Ford's Garage, Jpan Sushi and other stores like Whole Foods and Trader Joes! Explore Legacy Trail, local beaches like Siesta Key and downtown Sarasota on Main Street. Drive north on IH 75 for Anna Maria Island in Bradenton, Ellenton for the Outlet shopping mall and the Ice and Sports Complex, or St Pete & Tampa. Drive east for Orlando, or head south for Naples, Miami and the Florida Keys. Book your Showing today!

Listing is courtesy of: MEDWAY REALTY (941-375-2456)

Listing Agent: Christine Glassburn (941-545-5658)

Remarks: Under Construction. Pre-construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This spacious three-bedroom, 2.5-bath residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and serene views overlooking the beautifully landscaped courtyard. A separate laundry room is one of the many thoughtful design elements enhancing everyday comfort. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 panel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by the acclaimed Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.

Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)

Listing Agent: Cari Miller (203-722-4509)

Remarks: SIGNIFICANT PRICE IMPROVEMENT of over $200,000!! Great opportunity to own over half an acre of land in Indian Beach Sapphire Shores - Must Be Seen in Person. Schedule a viewing today! Tucked beneath a canopy of lush, tropical greenery in iconic Indian Beach, this distinctive family compound on over half an acre captures the spirit of one of Sarasota’s most sought-after and uniquely charming neighborhoods. Blending privacy with everyday ease, the property features two separate driveways on different streets—providing rare accessibility, a true estate presence, and exceptional flexibility. The spacious split-plan residence offers inviting living and dining areas, a primary suite with an accessible en-suite bath, and timeless architectural character throughout. Perfect for multigenerational living **or income-producing opportunities**, the home includes a private mother-in-law apartment with its own entrance, bedroom, bath, walk-in closet, and kitchenette, as well as a second en-suite bedroom with its own exterior access—ideal as a guest suite or potential rental. Multiple carports, an RV port with a 220v outlet for RV or EV charging, and ample room to add a pool enhance the property’s versatility. Located moments from award-winning beaches, Sarasota Bay, Sapphire Shores Park, The Ringling Museum, Sarasota Jungle Gardens, SRQ Airport, and downtown Sarasota, this residence offers an extraordinary opportunity to create your own legacy home.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Carol-Ann Warr (941-780-0665)

Remarks: Pre-Construction. To be built. A rare new construction opportunity in one of Sarasota’s most iconic and walkable island neighborhoods. Located just steps from St. Armands Circle, this to-be-built luxury residence by Walsh Design & Build offers the chance to create a custom coastal home in the heart of one of Florida’s most sought-after destinations. The proposed residence features 4 bedrooms, 4.5 bathrooms, and approximately 4,335 square feet under air (5,650 total square feet), thoughtfully designed to embrace refined island living. Open-concept interiors, expansive living spaces, and abundant natural light create a seamless balance between sophistication and comfort, ideal for both everyday living and entertaining. Generously sized en-suite bedrooms and a private primary retreat provide flexibility for family, guests, or seasonal living. This premier location places you at the center of Sarasota’s most vibrant coastal lifestyle. World-class dining, boutique shopping, cafés, and galleries are just outside your door, while the sugar-white sands of Lido Beach are moments away by foot or bike. Downtown Sarasota’s cultural attractions, marina, and waterfront dining are a short drive over the Ringling Bridge, offering easy access to theaters, museums, and year-round events. Nearby destinations include the Sarasota Yacht Club, Longboat Key Club, and the area’s finest resorts, further enhancing the appeal of this exceptional address. Designed with Florida living in mind, the home plan allows for seamless indoor-outdoor living, with opportunities for a resort-style pool, covered lanai, and outdoor entertaining spaces. Here is your opportunity to collaborate with the builder, allowing buyers to tailor the residence to their personal vision and lifestyle. New construction opportunities of this scale and caliber in St. Armands are increasingly rare. Whether envisioned as a primary residence, seasonal retreat, or long-term investment, this offering presents a unique opportunity to build a home in a location defined by prestige, walkability, and timeless coastal charm.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Kaisen Mitchell (941-726-7657)

Remarks: 721 N Jefferson is only MINUTES away from Downtown Sarasota! An exceptional investment opportunity with strong rental flexibility. No ownership waiting period before leasing, a one-month minimum, and up to four rentals per year—an incredibly rare benefit for an association, particularly this close to downtown Sarasota.This beautifully updated villa in Jefferson Pines has one of the best locations in the community with a private lanai view. Featuring 2 bedrooms and 2 bathrooms, NEW IMPACT WINDOWS, NEW AC, NEW WASHER AND DRYER, UPDATED WATER LINES, Interior paint refreshed, vinyl flooring in the bedrooms, and recently updated kitchen with NEW REFRIGERATOR. The home has an open-concept living space and with the bedrooms to one side of the unit. The community has a fresh new paint on the exterior of the units, a community pool to enjoy and a quiet neighborhood. Enjoy the outdoor living in a private backyard, just minutes from downtown Sarasota's newest restaurants, walkable Bayfront, shopping, and the stunning Gulf Coast Beaches. Being close to Fruitville Road you are almost a straight shot to Lido Beach. Within 5 minutes you can get to downtown, Publix, and Payne park- you truly have everything at your fingertips. A true gem ready for you to move in! Whether you’re searching for a full-time residence or the perfect snowbird getaway, and location tops your list, this move-in-ready villa offers everything you need—along with easy access to downtown Sarasota.

Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)

Listing Agent: Nicole Posada (941-302-7549)