Homes for Sale Near Booker Middle in Sarasota - 554 homes

Remarks: Pre-Construction. To be built. Presenting 2046 Alameda Avenue, a 9,600-square-foot architectural masterpiece with 106 feet of Sarasota Bay frontage designed by the internationally renowned firm Choeff Levy Fischman. Walls of glass and an open, light-filled design create a seamless connection between indoors and out, offering panoramic water views from nearly every angle. This one-of-a-kind estate elevates modern waterfront living with an elevator to your second floor and a rooftop lounge overlooking daily sunsets, a chef’s kitchen with bar and separate staff kitchen, private theater, sauna, salon, and a state-of-the-art wellness pavilion. Multiple open-air entertaining spaces, including a striking waterfall wall, provide the perfect backdrop for both intimate gatherings and grand-scale entertaining. Situated on nearly an acre of prime, boatable bayfront, the home offers 7 bedrooms and 9 baths, combining luxury, comfort, and design at the highest level. Beyond the property, residents enjoy Sarasota’s most coveted lifestyle—steps from the city’s new cultural bayfront district, celebrated performing arts venues, world-class dining, and the white-sand beaches that make Sarasota a top destination for refined coastal living. 2046 Alameda Avenue is more than a residence—it is a statement, a sanctuary, and a rare opportunity to own one of Sarasota Bay’s most distinguished waterfront estates. Seller will consider offers including payment in Bitcoin, subject to title and escrow approval.

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

Listing Agent: Rinat Sikdar (941-993-9292)

Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.

Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)

Listing Agent: Anne Friedland (941-894-7248)

Remarks: Ideally positioned on the golf course, the home enjoys tranquil views of lush fairways and greens, creating a peaceful backdrop for everyday living. Inside, you'll find a bright, open floor plan enhanced by soaring cathedral ceilings, and abundant natural light. The spacious living and dining areas flow seamlessly, perfect for both relaxing and entertaining. The updated kitchen features modern cabinetry, sleek granite countertops, and ample storage, opening to the main living space for easy interaction. Step out to the enclosed lanai-an ideal spot to enjoy morning coffee or unwind while taking in serene golf course views. The primary suite offers a private retreat with a walk-in closet and en-suite bath, while the guest bedroom provides comfort and privacy for visitors, Additional highlights include an attached garage, interior laundry, and maintenance-free living. Residents of Kingsmere enjoy access to a community pool just steps away, along with access to The Meadows Country golf, tennis, fitness and a number of dining amenities. Located just minutes from University Town Center, Nathan Benderson Park, downtown Sarasota, and world-renowned Gulf beaches, this villa is perfect as a full-residence, seasonal getaway, or investment.

Listing is courtesy of: REALTY SERVICES INC (941-954-4443)

Listing Agent: Kenneth Cowles (941-954-4443)

Remarks: Old Florida awaits you…this updated ranch home is situated on 1.45 acres with an in-town location. Property will be steps away to a new County Park in final approval / develpment. Bring the whole family and all the animals to enjoy this charming home and guest cottage. RE-1 zoning allows for horses, goats and chickens as family pets. The 3-bedroom 2 bath primary home has been entirely updated and is very well maintained. The open great room plan is a winner for family gatherings. The kitchen features newer SS appliances, granite and solid wood cabinetry. The bedrooms are split plan with maximum separation from the primary suite. The primary bedroom is enormous with a large walk-in closet with built ins. French doors lead out to the large screened in porch that overlooks the pool and grounds. When you go through the electric gate is when the magic happens. The above ground pool and fire pit are just a couple of the features of the property; The parking area has room for all of your toys (e.g. RV Parking). There is a small shed with carport for all of your gardening tools. The 1 bedroom 1 bath detached guest cottage has a full kitchen and full size inside laundry. A private patio under a giant shade tree adds to the charm. Beyond all of that is a fenced pasture that could be home to the animals, garden and more. Plenty of room to add more out buildings if desired. Close proximity to all that an international shopping mall and dining has to deliver. Nathan Benderson Park, Mote Marine and more are at your fingertips. Don’t miss this opportunity to have a country lifestyle in a intown location.

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

Listing Agent: Robert T Anderson (941-350-8671)

Remarks: Experience elevated urban living in this spectacular penthouse residence at The Mark in the heart of downtown Sarasota, showcasing sweeping views of the city skyline, Sarasota Bay, and the Gulf of Mexico, this home blends sophisticated design with luxurious comfort. Thoughtful upgrades include custom lighting and automatic window shades throughout. Voluminous ceilings, 24" white porcelain floors and expansive windows create a bright and inviting atmosphere. The open-concept floor plan is designed for effortless entertaining, featuring a gourmet kitchen w/Jenn Aire appliances, spacious dining area, and elegant living room that opens to an oversized private terrace complete with a summer kitchen and electric grill. The primary suite offers two generous walk-in closets and a spa-inspired bath with a deep soaking tub, dual vanities, a glass-enclosed water closet, and a separate glass-enclosed shower. Both the primary and guest bedrooms enjoy water views. Two parking spaces within the private attached garage. The Mark offers exceptional amenities including 24-hour concierge service, state-of-the-art fitness center, resort style heated saltwater pool and spa, club room w/catering kitchen, fireplace, billiards and more. Located within close proximity to Whole Foods, Restaurants, cultural venues, art galleries and Bayfront Park.

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

Listing Agent: Jalina Beck (914-844-4665)

Remarks: STYLISH NEWER CONSTRUCTION POOL HOME close to Downtown Sarasota with 3 Bedrooms / 2 Baths and ACTIVE Airbnb History! Located in one of the few areas within Sarasota allowing WEEKLY RENTALS, this beautifully designed residence offers the ideal blend of modern luxury, indoor-outdoor living and incredible proximity to Downtown Sarasota, Bayfront Park, St. Armands Circle and the Gulf beaches. Inside, the home features a thoughtfully designed layout filled with natural light, high ceilings and contemporary finishes throughout. The spacious kitchen offers sleek cabinetry, stainless steel appliances, oversized island seating and easy access to both the dining and living areas creating a comfortable flow for everyday living and entertaining. The split-bedroom design creates privacy and functionality while the spacious primary suite feels like a true retreat featuring a spa-inspired ensuite bath with dual sinks, soaking tub and stunning open-air shower. Two additional guest bedrooms offer flexibility for visitors, family or home office space. Designed to embrace the Florida lifestyle, the outdoor living area is truly exceptional featuring a private pool, hot tub, outdoor kitchen, beverage fridge and multiple entertaining spaces surrounded by lush tropical landscaping. Whether enjoying quiet mornings poolside or hosting guests for dinner and cocktails, the seamless indoor-outdoor flow creates the ultimate Sarasota retreat. Currently operating as an active Airbnb, this property offers outstanding flexibility for full-time living, seasonal use or investment potential. Recent addition of solar panels for cost friendly utility bills. Conveniently located just minutes from Sarasota’s top dining, shopping, entertainment and waterfront attractions, this is a rare opportunity to own a newer construction home with weekly rental flexibility in one of Sarasota’s most desirable areas.

Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)

Listing Agent: Melissa Killion (941-248-6840)

Remarks: Price Improvement | Modern Pool Home | No HOA | Not in Flood Zone One or more photo(s) has been virtually staged.Experience elevated Florida living in this beautifully updated 3-bedroom, 2-bath + office (optional 4th bedroom) concrete block home, built in 2016 and designed for both comfort and modern style. Featuring 10+ ft ceilings, impact windows, tall Solid contemporary doors, and a bright open-concept layout, this home offers the perfect balance of elegance and functionality. Situated on a premium corner lot, with no HOA and no CDD, and located outside of a flood zone, this property delivers privacy, flexibility, and peace of mind. The designer kitchen showcases luxury appliances, custom cabinetry, an oversized island, and elegant lighting, seamlessly connecting to the spacious living and dining areas filled with natural light. A standout feature is the indoor-outdoor design — expansive sliding doors open to a sleek lap-style pool with an oversized paver deck, and every bedroom offers direct access to the pool area, creating a unique resort-style experience. The fully fenced backyard is surrounded by mature palm trees, offering a private tropical setting ideal for relaxing or entertaining. Additional features include updated bathrooms, a spacious laundry room with custom cabinetry, and a 2-car garage. Located approximately 4 miles from Siesta Key Beach and close to dining, shopping, and everyday conveniences. Vacant and easy to show. Schedule your showing time.

Listing is courtesy of: PARADISUS REALTY GROUP CO (941-281-4973)

Listing Agent: Andres Salgado (941-875-2949)

Remarks: Under contract-accepting backup offers. MOTIVATED SELLER! Find comfort, convenience, and peaceful living in this beautifully updated and rarely available first-floor residence in the meticulously maintained Longwood Run community. Set against a lush, private, park-like backdrop, this two-bedroom, two-bath condominium is truly move-in ready and includes all furniture as shown in photos. Assigned parking and ample guest spaces are located just steps from the front door. Inside, an inviting open floor plan features a spacious great room and dining area enhanced by recessed LED lighting. The screened lanai—updated with tile flooring and new screening—offers a serene outdoor retreat accessible from both the living area and the primary suite. The updated kitchen includes granite countertops, a tile backsplash, shaker-style soft-close cabinetry with pullout shelves, stainless steel appliances with a new smooth-surface range and microwave, and a breakfast bar overlooking the main living area. The primary suite is a relaxing haven with lanai access, a large walk-in closet, and an en-suite bath featuring a tiled walk-in shower and granite-topped vanity. A second updated bath with tub/shower combo and granite finishes serves guests or the additional bedroom. Notable improvements include waterproof luxury vinyl plank flooring throughout (including bathrooms), 5½-inch baseboards, comfort-height toilets, an interior laundry closet with full-size GE washer and dryer, ceiling fans, fresh interior paint, and an A/C system replaced in 2021. Magnolia Place is an intimate enclave of only 16 residences offering a quiet, walkable setting just 2.5 miles from University Town Center, I-75, shopping, dining, and everyday conveniences. Sarasota Bradenton International Airport, downtown Sarasota, and scenic Sarasota Bay are all within 15 minutes. Outdoor enthusiasts will appreciate nearby Longwood Park—only 0.4 miles away—with dog-friendly areas, tennis and pickleball courts, basketball courts, a playground, gymnasium, and more. This well-maintained residence offers the perfect blend of tranquility and accessibility. Schedule your private showing today.

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

Listing Agent: Mike Warm, Llc (941-525-2740)

Remarks: Move-in ready and not impacted by recent storms, according to the owner. In the desirable Village Gardens community, this beautifully updated home is set within a lush, park-like environment with mature tree canopy and exceptional recreational amenities. Residents enjoy access to a heated pool, pickleball and tennis courts, and an active clubhouse. Ideally just north of downtown Sarasota and minutes from the University Parkway corridor, providing convenient access to Sarasota-Bradenton International Airport, UTC Mall, Interstate 75, and renowned cultural destinations including Ringling Museum of Art & Design, Asolo Theatre, Sarasota Ballet, Ringling College of Art & Design and USF. This rare Palm model features a screened-in Florida room, making it one of the larger floor plans in the community. The home was extensively updated in 2023 with new electrical, renovated baths, an updated kitchen, new flooring, baseboards and fresh interior paint, creating a modern and inviting interior. Additional improvements include a paver patio added in 2025, ideal for outdoor relaxation. Inside, the home offers a welcoming foyer entry, a spacious great room with vaulted ceilings and clerestory windows. The kitchen has been renovated with beautiful cabinets, countertops and backsplash. The primary suite includes a walk-in shower, and direct access to the Florida room. The second bedroom has plenty of room and the guest bath includes a tub for soaking. An interior utility room offers additional storage along with a washer and dryer. Additional highlights include roof replaced in 2014 and air conditioner approximately 6–8 years old The HOA covers exterior maintenance and the roof, providing low-maintenance living in one of Sarasota’s charming and convenient communities. A rare opportunity to enjoy easy Florida living in a beautifully maintained neighborhood so move right in!

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)

Listing Agent: Jaci Krawtschenko (941-284-3789)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Rarely available in sought-after Forest Creek, this charming Lennar-built Willow Model home offers over 2,100 sq.ft. of living space, with 3 bedrooms plus an office/den. From the moment you walk through the front doors, you will love the high ceilings and flowing floorplan that give this lovely home such an open, airy feeling. The spacious living/dining room areas are perfect for entertaining, and the island kitchen with breakfast space opens seamlessly into the family room for those casual gatherings with friends and family. You will appreciate the beauty and durability of the new epoxy countertops and stainless-steel dishwasher. An office/den conveniently abuts the family room and leads to the primary bedroom suite that offers a huge walk-in closet and large ensuite bath with dual sinks, an oversized walk-in shower, and a delightful corner garden tub. The guest wing off the kitchen offers two bedrooms, a hall bath with epoxy countertop, a tub/shower, and a laundry room with utility sink. The screened lanai overlooks the spacious corner backyard with ample room for a pool, if desired. Metal hurricane shutters, a Phoenix whole house dual water filtration system and window treatments/blinds are a few of the many desirable features of this lovely home. Exterior recently painted and new carpeting throughout the guest wing. Forest Creek is a small, beautifully maintained community in the heart of Sarasota with no CDD fees and a low quarterly HOA fee. Located in close proximity to I-75, Benderson Park, the UTC Mall area, and a short drive to downtown Sarasota and our world-class beaches, Forest Creek is the perfect place to call home!

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Ginger Wilson (941-330-9633)

Remarks: Current Model Home available , 6 month leaseback in the sought after Gracewater Community right in the heart of Sarasota. Our Bay Haven model home offers generous living space for the whole family to enjoy. With 4 bedrooms, 3.5 bathrooms, office and loft/bonus room, there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and double-entry laundry room add even more convenience to this already impressive home. And let’s not forget the bonus room – it can serve as a playroom, office, or whatever suits your needs.

Listing is courtesy of: PRIVADA REALTY (941-233-6000)

Listing Agent: Perry Pope (941-737-9124)

Remarks: Under Construction. Receive up to $15,000 towards closing costs with the use of our preferred lender - Now through Sunday, May 31st. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offer endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.

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 $15,000 towards closing costs and special interest rates with the use of our preferred lender - Now through Sunday, May 3rd. 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: 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: One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! This unit is on the sixth floor and looks back over the city and Palm Avenue. This condo is ready for your complete rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency features a 24/7 onsite concierge, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!

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

Listing Agent: Joe Cleary (941-650-8485)

Remarks: Under contract-accepting backup offers. Location is everything for this home! Very close to downtown and easily accessible to all of central Sarasota. With a little work, the charm of this mid-century home will shine through. This is a great opportunity for an investment or a do-it-yourself project.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)

Listing Agent: Tracy Leclair (941-209-0549)

Remarks: Charming 1950s Florida Ranch-Style Home with Separate One-Bedroom Apartment in Sought-After Terrace Gardens! Don’t miss this rare opportunity to own a classic mid-century Florida ranch home in the desirable Terrace Gardens community. Situated on an expansive corner lot, this single-family residence offers exceptional flexibility, income potential, and future development possibilities. The main home features 2 bedrooms and 1 bath, showcasing original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. A beautifully carved-out one-bedroom, one-bath apartment provides a private space ideal for guests, extended family, or rental income—both units are currently rented. Whether you're looking to generate income immediately or envision building your dream home in a neighborhood filled with new construction, this property offers endless possibilities. Enjoy the unbeatable location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Ingrid Caruso (941-539-6233)

Remarks: Charming 1950s Florida Ranch-Style Duplex in Sought-After Terrace Gardens! Don't miss this rare opportunity to own a classic mid-century Florida ranch home, smartly divided into two separate units in the desirable Terrace Gardens community. Situated on an expansive corner lot, this property offers flexibility, income potential, and future development possibilities. Unit 2415 features 2 bedrooms and 1 bath, while Unit 2417 offers 1 bedroom and 1 bath—both currently rented. Inside, you'll find original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. Whether you're looking to generate rental income right away or dreaming of building your own custom home in a growing neighborhood filled with new construction, this property offers many options. Enjoy the lifestyle that comes with this prime location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Ingrid Caruso (941-539-6233)

Remarks: Experience refined downtown living at Sarasota’s premier address, The Mark. This 8th-floor end unit offers 2 bedrooms plus a den, 2.5 bathrooms, and abundant natural light with a desirable south-facing terrace and additional east and west views. The thoughtfully designed floor plan features two private terraces, including a unique triangular terrace off the main living area and a second terrace off the primary suite. Interior highlights include porcelain tile and engineered hardwood flooring, a spacious walk-in closet with custom built-ins in the primary bedroom, custom built-ins in the guest bedroom, and remote-controlled shades throughout. The kitchen showcases a modern European design with glossy white upper cabinetry, wood-grain lower cabinets, a full-height backsplash, and top-of-the-line appliances. Enjoy unmatched walkability with shops, restaurants, and galleries just steps from your door, offering the ultimate downtown Sarasota lifestyle.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)

Listing Agent: Amber Watson (229-392-8892)