Homes for Sale Near Booker High in Sarasota - 403 homes

Remarks: MOVE IN READY! REDTAG SALE! Receive up to $20,000 towards closing costs, $5,000 towards upgrades and special interest rates with the use of our preferred lender - Now through Sunday, April 26th. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.

Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)

Listing Agent: Sarah Bordeaux (941-367-2571)

Remarks: The best one-story value in Windward under $1M. Welcome to 2550 Wild Cherry Path, a 3 bedroom, 3 bath Triumph model offering 2,334 square feet of thoughtfully designed living space in one of Lakewood Ranch's most sought-after gated communities. From the moment you arrive, the tile roof, paver driveway, and mature landscaping create a warm, inviting first impression. Inside, the open layout is bright and functional, featuring tray ceilings, wood-look tile flooring, and a seamless flow between the great room, kitchen, and dining area. The kitchen is well-appointed with gas appliances, a large island, generous cabinetry, and a walk-in pantry. The primary suite is spacious and private, with room for a sitting area, two large walk-in closets, and a well-designed bath with dual vanities and a walk-in shower. Two additional bedrooms and bathrooms provide flexibility for guests or family. The screened and covered lanai is built for Florida living, complete with an outdoor kitchen and additional remote electric screen for comfort and protection. Windward offers a true resort lifestyle with two pools, fitness center, pickleball, dog parks, playground, and a full-time lifestyle director. Just minutes to Waterside, top-rated schools, and everything Sarasota has to offer.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Daniel Treiman (917-657-7495)

Remarks: Welcome to 3953 Glen Oaks Manor Drive, a beautifully maintained residence offering a rare blend of privacy, thoughtful updates, and central Sarasota convenience in one of the city’s most established and tranquil communities. Step inside to a light-filled layout centered around an enclosed atrium, creating a calming indoor-outdoor connection that’s perfect for relaxing, entertaining, or showcasing plants and décor. The home has been well cared for with major improvements already completed, including a new roof (2023), impact windows, A/C replaced in 2019, updated electrical panel, and replaced water supply lines, providing peace of mind for years to come. An enclosed porch adds approximately 132 square feet under air, offering flexible space ideal for a home office, reading nook, or hobby room. The guest bedroom features a queen-size Murphy bed, allowing the room to function effortlessly as both a bedroom and a multi-purpose space. Out back, the lushly landscaped lanai creates a private garden retreat—perfect for morning coffee, quiet evenings, or simply enjoying Florida’s indoor-outdoor lifestyle. Additional features include a whole-house water softener with reverse osmosis system in the kitchen, tree-lined streets, and a welcoming, walkable neighborhood ideal for biking and leisurely strolls. Glen Oaks Manor is centrally located just minutes from the Bobby Jones Golf Club, shopping, dining, downtown Sarasota, and area beaches—offering a peaceful residential setting without sacrificing accessibility. This is an excellent opportunity to enjoy a low-maintenance Florida lifestyle in a quiet, well-established Sarasota community.

Listing is courtesy of: EXP REALTY LLC (800-486-1794)

Listing Agent: Matthew Hickey (941-539-6773)

Remarks: WONDERFUL VIEWS OF THE BEAUTIFUL POOL & CLUBHOUSE! 2 Bedroom/2 bath with attached one car garage. Large screened in lanai overlooking tropical setting. Brand new roof installed 2023. All appliances. Primary suite with oversize walk-in closet offers lots of privacy. Its like your primary suite is in the penthouse. Las Palmas offers resort-style amenities such as two heated pools, a hot tub, grilling stations, a clubhouse with a catering kitchen, billiards, fitness centers, a sauna, a playground, a dog park, a boat and RV parking lot, a car wash area, and tennis courts. Convenient access to Nathan Benderson Park from a new gate. Located just minutes from UTC mall, Mote Aquarium, I-75 and a variety of shops and restaurants. Fantastic lifestyle opportunity. Schedule your showing today. Easy to show.

Listing is courtesy of: WAGNER REALTY (941-756-7800)

Listing Agent: Alba Lange (941-704-3026)

Remarks: Dive into the ultimate Florida lifestyle in this stunning single-story retreat, featuring a sparkling pool with a full screen enclosure and a private, fenced-in backyard oasis. Nestled on a spacious corner lot, this 1,941 sq ft home offers a beautifully updated kitchen—with all appliances included—that serves as the heart of an expansive, open split floor plan designed for maximum privacy. With 4 bedrooms, 2 bathrooms, and a dedicated laundry room, this move-in-ready gem perfectly balances modern updates with coastal charm. The location is truly unbeatable: you are just minutes from the premier shopping and dining at University Town Center (UTC) and the world-class trails of Nathan Benderson Park. For a taste of local culture, enjoy being a short drive from the historic Ringling Museum, the exotic Sarasota Jungle Gardens, and the legendary pies of the Amish village of Pinecraft. Best of all, the world-famous white quartz sands of Siesta Key Beach are just a quick trip away. Don't miss your chance to own this quintessential Florida sanctuary—schedule your showing today!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Janessa Urra (813-981-4585)

Remarks: An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance.

Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)

Listing Agent: Mark J Baron (941-241-7633)

Remarks: Arrive by private elevator directly to the grand foyer of this tenth-floor residence at the Ritz-Carlton Tower Residences, ideally positioned within the coveted ’05 stack—widely considered the premier vantage point in the building. This preferred orientation captures sweeping, unobstructed panoramas of Sarasota Bay and the Ritz-Carlton marina, complemented by spectacular west-facing sunsets. Artist-crafted glass double entry doors with custom illuminated accents provide a striking arrival and set a tone of understated elegance throughout. Residence #1005 offers a highly sought-after four-bedroom layout with four full baths, thoughtfully designed for both refined entertaining and everyday comfort. An open-concept floor plan is enhanced by wood flooring throughout and anchored by a centrally located kitchen featuring a breakfast bar, stainless-steel appliances, dual convection ovens, and an induction cooktop. Floor-to-ceiling, hurricane-rated windows flood the interior with natural light, while two expansive terraces extend the living space outdoors for effortless entertaining. A split-bedroom design ensures exceptional privacy for owners and guests. The primary suite is distinguished by a double-door entry and custom underlit accent shelving, an en-suite marble bath with dual split vanities, private water closet and custom-fitted walk-in closets. The fourth bedroom / study serves as a versatile retreat, highlighted by a gas fireplace framed by floor-to-ceiling built-in cabinetry and an adjacent full bath. A new HVAC system installed in 2025 adds comfort and peace of mind. The residence includes two assigned under-building parking spaces—one conveniently located near the side lobby entrance. Additionally, 2 climate-controlled storage units, one conveniently located just outside the residence. The pet-friendly Tower Residences offer the legendary Ritz-Carlton lifestyle, featuring dedicated private concierge service, a state-of-the-art fitness center, massage and wellness rooms, sauna, resort-style heated pool and spa, private theater, and beautifully appointed social and entertaining spaces. Recent enhancements include a reimagined lobby and entry experience, refreshed landscaping, and an inviting outdoor lounge with grilling facilities. Additional conveniences include 24-hour in-residence dining, a private interior corridor with direct access to the Ritz-Carlton Hotel’s amenities, restaurants, and spa, as well as valet parking for residents and guests. Perfectly positioned along Sarasota’s Bayfront and downtown corridor, with easy access to St. Armands Circle, Lido Beach, cultural attractions, and fine dining, this exceptional offering represents a rare opportunity to secure one of the most desirable residences within the Tower.

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

Listing Agent: Ryan Ackerman, Pa (305-205-7700)

Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Katy Mcbrayer (941-400-2406)

Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.

Listing is courtesy of: MILLENNIA REALTY (407-271-0754)

Listing Agent: Jordan Ruvalcaba (407-271-0754)

Remarks: One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.

Listing is courtesy of: MILLENNIA REALTY (407-271-0754)

Listing Agent: Jordan Ruvalcaba (407-271-0754)

Remarks: WOW - THIS PRICE IS IT!! NOW ONLY 310,000. While everyone else is settling for older outdated townhomes, this one just got even more affordable. A brand-new price on a 2020-built, move-in-ready townhome in a gated Sarasota community — modern finishes, contemporary construction, and a location that's only getting better. The home delivers everything you want: Bright open-concept living with tile floors, a granite kitchen with wood cabinetry, oversized breakfast bar, and a screened lanai that makes outdoor living effortless. Upstairs, three bedrooms, a smartly placed laundry area, and a primary suite with dual sinks, walk-in shower, and a serious walk-in closet. One-car garage, hurricane shutters, community pool and spa. Pet-friendly. No CDD fees. HOA that won't break the bank. The location is the real story. Minutes to SRQ Airport, Gulf beaches, and downtown Sarasota's restaurants and arts scene. And right next door? Gracewater — one of Sarasota's hottest new luxury developments — is already pushing values up in this corridor. You're not just buying a home, you're buying into a neighborhood on the rise. The window won't stay open long — call to schedule your private showing now.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Tina Clements (941-313-4175)

Remarks: Fully renovated mid-century gem in the charming and highly coveted Indian Beach Sapphire Shores neighborhood of Sarasota. This exceptional three-bedroom, two-bathroom home has been lovingly preserved and thoughtfully restored with a strong emphasis on period-appropriate mid-century design and timeless style. Original terrazzo floors sparkle throughout the main living areas, honoring the home’s architectural roots. The fully renovated kitchen features new high-end appliances and blends seamlessly with the home’s classic aesthetic. The former Florida room has been transformed into comfortable year-round living space with permanent climate control, with the design anchored by an authentic vintage 1960s Preway wood-burning cone fireplace — a true statement piece. High-end mid-century light fixtures are showcased throughout, including multiple authentic Herman Miller pieces. Major updates provide peace of mind, including a new roof (2023), brand-new HVAC system and ductwork (2024), and a new solid wood privacy fence (2024). All bedrooms offer sizable closets, and the large zero-scaped front yard ensures beauty with minimal maintenance. The expansive backyard is a private retreat, featuring a generous paver patio and ample space for a pool or future additions. A newly installed barrel sauna and cold plunge create a spa-like sanctuary along the side yard, with convenient access from the principal suite. The true highlight of the home is the architect-designed principal bedroom and bathroom suite, completed in 2025 — an incredibly rare feature for this neighborhood and era. Designed as a private oasis, the light-filled bedroom includes a picture window and charming window seat, thoughtfully separated from the two guest bedrooms on the opposite wing of the home. The spacious en-suite bathroom is professionally interior designed and features high-end fixtures, a large walk-in shower, a freestanding spa tub, double vanity, and a walk-in closet. An exterior door provides direct access to the outdoor spa area for seamless indoor-outdoor living. Ideally located, this home is within a short distance to multiple beautiful waterfront parks and the renowned The John and Mable Ringling Museum of Art. Just five minutes to downtown Sarasota and ten minutes to the pristine beaches of Lido Key, you’ll enjoy the very best of Sarasota’s natural beauty and vibrant cultural scene — all from the comfort of your exquisitely restored mid-century home in one of the city’s most beloved neighborhoods.

Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)

Listing Agent: Agnes Cameron (941-388-3966)

Remarks: Under Construction. Receive up to $10,000 towards closing costs and special interest rates with the use of our preferred lender. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.

Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)

Listing Agent: Sarah Bordeaux (941-367-2571)

Remarks: Under Construction. Receive up to $10,000 towards closing costs and special interest rates with the use of our preferred lender. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.

Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)

Listing Agent: Sarah Bordeaux (941-367-2571)

Remarks: Under Construction. Receive up to $10,000 towards closing costs and special interest rates with the use of our preferred lender. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.

Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)

Listing Agent: Sarah Bordeaux (941-367-2571)

Remarks: Under Construction. Receive up to $10,000 towards closing costs and special interest rates with the use of our preferred lender. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.

Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)

Listing Agent: Sarah Bordeaux (941-367-2571)

Remarks: Under Construction. Receive up to $10,000 towards closing costs and special interest rates with the use of our preferred lender. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.

Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)

Listing Agent: Sarah Bordeaux (941-367-2571)

Remarks: Under Construction. Receive up to $10,000 towards closing costs and special interest rates with the use of our preferred lender. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.

Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)

Listing Agent: Sarah Bordeaux (941-367-2571)

Remarks: Under Construction. Receive up to $10,000 towards closing costs and special interest rates with the use of our preferred lender. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.

Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)

Listing Agent: Sarah Bordeaux (941-367-2571)

Remarks: Under Construction. Receive up to $10,000 towards closing costs and special interest rates with the use of our preferred lender. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.

Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)

Listing Agent: Sarah Bordeaux (941-367-2571)