Homes for Sale Near Booker High in Sarasota - 468 homes

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)

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)

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)

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)

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)

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)

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)

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)