Homes for Sale Near Booker High in Sarasota - 437 homes

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: 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)

Remarks: Under Construction. This spectacular Seawater TownHome embodies modern living while giving you breath taking water views and a large frotn porch area. The oversized garage is epoxy coated and will allow for parking of 2 cars with ample room for bikes or a golf cart. Laminate wood floors cover the entire first floor and you have floor to ceiling tile in the owners shower. We are a 12 min walk to waterside place with all of its shopping and restaurants. Come visit emerald landing to see what waterfront living is all about!!! **Purchase and close on a select David Weekley Quick Move-in Home in the Tampa-, Manatee- and Sarasota area communities of Apex at Seminole Heights, Towns at Union, North River Ranch, Vistera of Venice, Gracewater at Sarasota, Emerald Landing at Waterside at Lakewood Ranch – Towns or Lakeview Crossing between April 1-30, 2026, and qualified buyers may be eligible for mortgage payment rates starting as low as 2.99% (4.812% APR) when your home purchase is financed with a mortgage from Grace Home Lending!

Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)

Listing Agent: Robert St. Pierre

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. With three exposures spanning Sarasota Bay to the downtown skyline, Residence A offers exceptional natural light from sunrise to sunset. The open-concept great room flows to three private terraces, including one with an outdoor kitchen, ideal for entertaining. A spacious kitchen with walk-in pantry, cozy den and well-appointed guest suites – two with terrace access and one with stunning corner water-to-skyline views – complete the layout. The primary suite features dual walk-in closets and a spa-inspired bath with soaking tub, double vanities and an oversized shower. In The Ritz-Carlton tradition, residents enjoy 24-hour concierge, valet, in-residence dining and exceptional amenities. Only two of these highly sought-after floor plans remain. Estimated completion: December 2026.

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

Listing Agent: Julia Decastro (941-812-5176)

Remarks: Are you ready to be the 3rd owner of this impeccably maintained, smoke-free, pet-free spacious 3/2 mid-century ranch home? This house has been tastefully updated and is move-in ready. Hurricane-impact rated windows & patio doors, new roof March 2026, screened lanai, 2 car garage, easy to maintain generous sized yard that's ready for your own customization. Inside feels like home with a welcoming foyer, split floor plan with eat-in kitchen, separate dining and living spaces with large patio sliders and floor to ceiling windows to let sunlight in from your desirable East & West facing orientation. The thoughtful kitchen design has extra features like slide-out shelves, large pantry, and a custom granite countertop. This home has ample closet space throughout and the generous primary bedroom has walk-in closet and en-suite bathroom. Your new home is located within the Glen Oak Estates, an HOA optional community next to the historic world class Bobby Jones Golf Course. A walkable community with pet friendly trails nearby and this convenient location is within a short drive to downtown, parks, shopping , restaurants, interstates and beaches. The perfect location for this move-in ready home. Call today for a showing!

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

Listing Agent: Alberto Rueda Ramirez (701-314-6916)

Remarks: A Lovely furnished Townhouse rental available at Las Palmas. Primary bedroom has a queen bed on the 3rd level. Washer/Dryer plus a 1/2 bath for guests on the 2nd level. Open plan from the dining room thru the kitchen and beyond to your living area. The screened in lanai has a green belt view. The gated community has swimming pools, fitness center, lit tennis/pickle ball courts, BBQ grills, outside kitchen business center, playground, business center, car wash and clubhouse with management. Storage for boats available. This community is centrally located and near UTC mall with wonderful shopping and restaurants. Benderson Park is the finest walk about with a child play area. The airport is located approximately 8.2 miles. Schedule a private showing today.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Diane Mcdonald (941-356-9398)

Remarks: * Tremendous opportunity to own your own duplex in GILLESPIE PARK – LIVE IN ONE SIDE AND RENT OUT THE OTHER ! Or just rent out both of them ! * Fabulous opportunity to tear down and build your own New Single Family Home in the Downtown area with an Additional Dwelling unit for Income – Zoned DTN + During the time of preparing all the Architectural plans and going through the permitting process – you are collecting rent all along the way ! * You could even add a pool between the 2 New Buildings for Fun for all ! *Right across street from Sarasota’s Own 10 acre Wooded Oasis in the middle of Downtown Sarasota – GILLESPIE PARK ! Featuring Tennis Courts , walking trails , a pond that winds through the park , Wonderful playground and even a separate Dog Park ! * Rear unit has been staged and is quite beautiful ! Streetside unit has been leased by same tenant for last 20 years ! Do you think he likes it here ? And he would love to stay ! * 2 – 2 Bedroom /1 Bath units situated on an oversized 7500 square foot lot. 1568 sq. ft. with laundry out building with big Back yard to Roam & Play. *Both A/c units are new – 1 is 6 months old and the other is 18 months old * New Roof in 2018 ! and All new Sewer and Water lines to building within last 3 years! *To have access to all that Downtown Sarasota has to offer within just a few blocks is amazing ! You literally have 65 restaurants within a 10 block radius. Who needs a car anyway ? * The Bay Trolley is just a few blocks away as well taking you all the way to Lido Beach and back for Free without ever having to park a car! * And Don’t Forget the ever popular Legacy Walking and Bicycle Trail and Payne Park also just a few blocks away. * And One Last Huge Benefit - You are literally only 6 blocks from the Ultra Amazing new 53 acre Bay Park ! Which you just have to see and experience to believe. *YOU must experience the Downtown Lifestyle to really appreciate what our Great City has to offer !

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

Listing Agent: Frank Lambert (941-920-1500)

Remarks: Luxury Meets Practicality in a Quiet Preserve. This spacious 3BR/3BA condo offers high-end living without home-maintenance drudgery. Elegant 10-foot ceilings and appointments, with an enclosed lanai overlooking a bird-filled preserve and pond, are complemented by an efficient eat-in kitchen, laundry room with sink, and closet space galore. Convenience: a nearly private elevator just a few steps from your door takes you from your 3rd-floor retreat to an enclosed garage with 2 parking spaces and dedicated A/C storage. Lifestyle: Use your freed-up time to explore. A quick stroll takes you to the tennis and pickleball courts and a gorgeous pool with spa area on the complex grounds. Located 10 minutes away is Benderson Park and UTC Mall, with Whole Foods and all manner of dining around every corner. Culture is close by at the Asolo Theatre, with the future home of the Sarasota Orchestra just down the road. And if you must travel, jump on Rte 75 or catch a flight out of SRQ Airport just eight miles away. Stability: Built to high standards in 2005, this well-managed community boasts solid reserves and a sound funding plan. Fees cover water, sewer, and all exterior maintenance, grounds, and amenities, keeping your lifestyle simple and your costs predictable. Homeowners insurance and utility costs are modest. Whether you’re still working or a retiree, this is luxury, convenience, peace of mind—all in one place. At a very affordable price

Listing is courtesy of: PARKS GROUP (941-920-4138)

Listing Agent: Brad Parks (941-920-4138)

Remarks: Stunning Sarasota Bay and Marina Jack views, combined with newer construction, make this residence at The VUE a standout opportunity in downtown Sarasota. Ideally positioned, this luxury condominium offers exceptional walkability just steps from premier dining, shopping, and cultural attractions. Designed to live like a true three-bedroom home, the den has been thoughtfully enclosed with a door and custom Murphy bed—ideal for guests or a private office. A private elevator foyer welcomes you into a bright, open living space where expansive impact-rated sliders frame unobstructed water and city views along with spectacular sunsets. Immaculate interiors showcase porcelain tile throughout the main living areas, while engineered hardwood flooring adds warmth to the primary and second bedrooms. In the primary suite, a custom walk-in closet with built-ins is complemented by an additional reach-in closet, offering excellent storage and organization. The sleek, modern kitchen blends style and function with premium stainless-steel appliances, an induction cooktop, Nolte European cabinetry, and Culligan water treatment at the sink. Everyday convenience is enhanced by a utility room featuring an LG washer/dryer tower and additional storage. Residents enjoy a full suite of amenities including a resort-style pool and spa, state-of-the-art fitness center, rooftop dog park, concierge, valet service, and secure building access. Included with the residence are two garage parking spaces and a private storage unit. Sharing a coveted downtown location alongside the Ritz-Carlton and The Westin—home to its popular rooftop bar—this address offers unmatched access to Sarasota’s vibrant lifestyle. From here, the iconic Ringling Bridge is easily walkable without crossing major roads, making it simple to enjoy the scenic waterfront any time of day. An exceptional combination of luxury, location, and breathtaking views.

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

Listing Agent: Mackenzie Longueuil (941-961-4023)

Remarks: Under contract-accepting backup offers. Embrace the best of Florida living in this beautifully renovated Griffon Woods home in Longwood Run, featuring over 2,700 square feet of thoughtfully planned space. Every main room opens to an expansive covered lanai with a heated pool and custom-lit cage—perfect for indoor-outdoor entertaining. Beyond the screen, a bonus paved area offers an ideal spot for a fire pit or grilling while enjoying tranquil pond and canal views. The interior boasts durable engineered hardwood floors, shellstone tile in bathrooms, and a chef’s kitchen anchored by a 48” pro-range. Walls of windows bathe the home in natural light, while recent updates including impact-rated windows, massive sliding glass doors, and a new garage door provide ultimate peace of mind. This versatile floor plan includes 3 spacious bedrooms, 2.5 baths, and a flexible den easily converted into a 4th bedroom. Professional landscaping and custom lighting enhance the curb appeal of this exceptional property. Perfectly located near UTC shopping, world-class beaches, and the pickleball and tennis courts at Longwood Run Park, this home puts you in the heart of Sarasota. This home is also available to be sold furnished, making it a truly turn-key opportunity. Don't miss your chance to make it yours!

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

Listing Agent: Robert Petrillo (941-526-6360)

Remarks: Positioned on one of the most coveted lakefront homesites within Artistry Sarasota, this impeccably enhanced Monet residence embodies a refined, tranquil lifestyle with a thoughtful balance of privacy, elegance, and modern comfort. Lush, mature landscaping lines both sides of the backyard, creating a secluded sanctuary while preserving sweeping water views and generous space for a future pool—an ideal backdrop for quiet mornings and effortless outdoor living. The residence offers a sophisticated and functional layout with three ensuite bedrooms, a dedicated den, and a well-appointed powder room for guests. The primary suite with wood effect Porcelain tile flooring is a serene retreat, oriented to capture long lake vistas and soft natural light enhancing the home’s calming atmosphere. Inside, the interiors present a crisp, luminous aesthetic complemented by carefully curated upgrades, including large format high gloss tile. The great room is anchored by a custom-designed fireplace feature, framed by solid white oak built-in shelving and cabinetry with integrated lighting—delivering both architectural presence and warmth. Over $130,000 in builder and owner enhancements elevate the home throughout, including whole-house plantation shutters, bespoke drapery, custom office built-ins, and a redesigned laundry room with added cabinetry and workspace. Further refinements include large-format polished tile flooring across the main living areas, quartz surfaces in the kitchen, soft-close cabinetry with crown detailing, designer lighting, and spa-inspired bathrooms with tile extending to the ceiling. The outdoor living experience is equally considered, with a screened patio enclosure, professionally reimagined landscaping, and sealed paver driveway completing the home’s polished presentation. As one of the most extensively upgraded Monet residences currently available, this property offers a rare level of completion and move-in readiness within the community. Residents of Artistry Sarasota enjoy a gated, maintenance-free environment complemented by resort-style amenities, including a clubhouse, pool, pickleball and basketball courts, playground, and scenic walking trails. With no CDD fees and a location outside of a flood zone, the home also provides peace of mind. Ideally situated, this residence offers convenient access to The Mall at University Town Center, championship golf courses, acclaimed dining, and the renowned cultural and waterfront destinations of Sarasota—including its world-class beaches and vibrant arts scene. Furnishings may be available separately.

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

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

Remarks: Welcome to BLVD Sarasota, a stunning downtown sanctuary in the sky where luxury living meets extraordinary views from every room. Perched in the desired corner stack of the building, this exclusive residence offers uninterrupted, floor-to-ceiling panoramas of Sarasota Bay and the vibrant city skyline — all from the comfort of each space in the home. Whether you're waking up in the primary suite, preparing a meal in the chef’s kitchen, or hosting guests in the expansive living and dining areas, you're surrounded by natural beauty at every turn. Exit your private elevator into over 5,000 square feet of exquisitely designed indoor-outdoor living. The open floor plan is drenched in natural light from walls of PGT impact-rated glass, ensuring every room becomes a front-row seat to Sarasota’s spectacular sunsets, coastal waters and sparkling city lights. The oversized, wrap-around terrace extends your living experience outdoors, offering multiple seating, lounging and dining areas — all designed to showcase the unrivaled, wrap-around water and city views. Offered turnkey furnished, this residence includes three spacious bedrooms with en-suite baths, a private office and two additional half baths, blending the space and comfort of a single-family home with the ease of elevated condominium living. Interior features include soaring 11-foot ceilings, Lutron-controlled lighting, motorized window shades, premium finishes, and designer-selected furnishings that elevate the elegance throughout. The gourmet kitchen is a showpiece with custom gray Irpinia cabinetry, quartz countertops and top-of-the-line appliances — all positioned to ensure you never miss a moment of the view. Entertain effortlessly with two oversized pantries, dual sinks and generous storage. The primary suite is a retreat, offering breathtaking vistas right from bed, along with dual custom walk-in closets and a spa-inspired bath with a soaking tub, frameless glass shower, and refined Kohler fixtures. BLVD Sarasota is a lifestyle unlike any other, offering residents top-tier amenities such as a rooftop infinity-edge pool, outdoor kitchen, wine cellar, state-of-the-art fitness center, golf simulator and a fifth-floor pet lawn with a grooming station. Enjoy two premium parking spaces, a private elevator entrance and a humidity-controlled storage locker. Just a short distance from the 53-acre Bay Park and Sarasota’s world-class dining, arts and marina scene, this is more than a home — it’s your front-row seat to the best of the Gulf Coast. Residence 1201 is not just a place to live — it’s a window to the world, where every room frames an unforgettable view.

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

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

Remarks: Welcome to Lakehouse Cove at Waterside where maintenance- free living meets vibrant resort style amenities in the heart of Lakewood Ranch. Move right in to this cozy, coastal craftsman fully furnished Halyard model from Homes by Towne with 2 bedrooms, a den, and a light drenched bonus room on a conservation lot. This spacious and well-designed home has a sense of openness from the moment you walk into the warm and dramatic foyer. The heart of the home features a gourmet kitchen with Cambria quartz countertops, beautiful cabinetry, under-cabinet lighting, a large walk-in pantry, and eat-in dining area. The kitchen blends seamlessly with the expansive Great Room that boasts striking volume tray ceilings, built-ins, and shiplap detailing. A thoughtful split floor plan offers privacy for guests or family members and the modified 330 square foot bonus room provides an additional spot to relax and unwind separate from the Great Room. Newer construction provides peace of mind as the home is equipped with impact windows, sliders, and doors. Additional features include a 20,000 watt Kohler generator and an Aquasana 5 stage water filtration system. Life at Lakehouse Cove means more than just a beautiful home- it’s a lifestyle. Enjoy 6 pickleball courts, a resort-style pool and spa overlooking Lake Kingfisher, a state-of-the-art fitness center, boathouse with kayak launch, 2 dog parks, community club house and fire pits where neighbors gather for breathtaking sunsets. Just a short stroll brings you to Waterside Place where you can enjoy shopping, dining, a weekly farmers market and other year round events. Don’t miss the opportunity to make your dream Florida lifestyle a reality.

Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)

Listing Agent: Sasha Rosin (941-323-0261)