Homes for Sale Near Booker Middle in Sarasota - 423 homes

Remarks: Under contract-accepting backup offers. Set against Sarasota’s coveted bayfront in Lido Shores, this extraordinary waterfront estate captures sweeping views of Sarasota Bay, the downtown skyline, Ringling Bridge, and City Island, offering an unparalleled luxury lifestyle with effortless access to boating, beaches, and downtown Sarasota. More than a residence, this is a statement property—an iconic example of West Indies–inspired architecture executed with exceptional craftsmanship and modern sophistication. A private gated entry introduces a home where over $1 million in enhancements and more than 2,000 hours of custom design are evident throughout. Advanced smart home automation allows seamless global control, blending innovation with refined living. The custom front door opens to a dramatic foyer and a great room defined by a coffered ceiling, media wall, linear fireplace, and expansive bay views. The dining space features a quartz-topped bar with wine storage and flows into a chef’s kitchen appointed with Thermador appliances, a large floating island with quartz waterfall edges, and a walk-in pantry with an additional Bosch refrigerator. The primary suite is a tranquil sanctuary with floor-to-ceiling glass, sliders, and breathtaking water views. Two custom walk-in closets complement a spa-inspired bath featuring floating vanities, a soaking tub, a custom multi-head shower, and sliders leading to a private Zen garden with an outdoor shower. A sculptural staircase and glass-enclosed wine wall lead to an upper-level loft with a wet bar and waterfront terrace. A refined office with custom built-ins and four en-suite guest bedrooms, each with custom closets, projector screens, and private balconies, ensure comfort and privacy throughout. Outdoors, the estate transforms into a resort-style waterfront retreat. An infinity-edge pool with sun shelf, in-pool table, and cascading spa anchors the setting, surrounded by multiple seating areas, a firepit, and an outdoor shower. The fully equipped outdoor kitchen—featuring a smoker, grill, wok, and side burner—makes alfresco entertaining effortless, while a spiral staircase leads to an upper terrace with panoramic views. The newer deepwater dock is designed for serious boating, offering a 20,000-pound boat lift, jet ski lift, water and power, ambient lighting, and a dedicated fishing area. With direct access to Sarasota Bay just steps from the backyard, this property delivers exceptional boating and waterfront living. Additional features include a three-car garage, two laundry rooms, an elevator, a garage drop zone, and a hidden utility closet. The home is fully integrated with Control4 automation, security cameras, a 48-kilowatt generator, 20-kilowatt battery backup, high-end audio-visual systems, automated shades, circadian lighting, outdoor theater, app-controlled pool and irrigation, Wi-Fi-enabled appliances, EV charger prewiring, Starlink backup internet, motion-activated lighting, and voice control via Josh AI. Lido Shores is one of Sarasota’s most sought-after and architecturally significant waterfront communities, offering residents exclusive access to the north end of Lido Beach and close proximity to St. Armands Circle, Longboat Key, City Island, and downtown Sarasota. This remarkable bayfront estate is an architectural triumph, designed for sophisticated entertaining, advanced living, and extraordinary waterfront luxury.

Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)

Listing Agent: Joel Schemmel (941-587-4894)

Remarks: Charming Updated 3BR/2.5BA Home in Sarasota – Move-In Ready! Discover this beautifully renovated gem at 1339 22nd St, Sarasota, FL 34234 (1,681 sq ft living space on an 8,871 sq ft lot). Perfect blend of modern updates and classic Florida charm! Key Features: Prime Corner Lot with Double Street Access: Unique lot connecting to two streets (22nd & adjacent), offering exceptional curb appeal and flexibility. Ample Parking + 2-Car Attached Garage: Wide driveway spaces multiple vehicles easily – no parking hassles! Brand New Luxury Vinyl/Porcelain Tile Flooring Throughout: Sleek, durable, and easy-care for coastal living. Fully Updated Bathrooms: 2.5 modern baths with contemporary finishes. New AC System: Efficient, quiet cooling for year-round comfort. All-New Electrical & Plumbing: Complete modern rewiring and piping for safety and peace of mind. Gourmet Kitchen Shines: White shaker cabinets, stunning gray granite counters, blue subway tile backsplash, stainless steel appliances (fridge, dishwasher, range, microwave), and spacious breakfast bar open to the living/dining area. No HOA! Walk to Ringling College, minutes to Siesta Key beaches, downtown Sarasota dining/shopping, and SRQ airport. Built 1959, feels brand new inside. Zoned RSF3 – ideal for families, investors, or downsizers.

Listing is courtesy of: RADIUS REALTY GROUP LLC (407-541-0779)

Listing Agent: Guillermo Gomez (407-497-9846)

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: Florida living at its finest! Fully renovated, turnkey 6th floor unit with views of the bay! No expense was spared: gourmet-style kitchen, sleek contemporary finishes and glazed porcelain plank tile throughout, spa inspired bathrooms, oversized closets, and new windows throughout. The enormous sun deck and pool provide resort-style amenities including a gazebo, grilling area, well equipped fitness center, and an entertainment room, which is available to rent. Covered, assigned parking. Steps from the water, and all the fine dining and entertainment that Sarasota has to offer. Schedule your showing today!

Listing is courtesy of: FITZ REAL ESTATE SERVICES (813-862-2045)

Listing Agent: Laura-Lee Hubert (631-764-8163)

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: Experience elevated downtown living in this exquisite residence at 1330 Main Street, Unit 3, ideally positioned in the vibrant heart of Sarasota. Blending timeless sophistication with effortless convenience, this exceptional property is located within Orange Blossom Tower—one of downtown’s most iconic and historically significant buildings—offering a rare opportunity to own a piece of the city’s rich architectural legacy. Importantly, the building’s Structural Integrity Reserve Study (SIRS) and Financial Reserve Study (FRS) were both completed in 2024, ensuring full compliance with current Florida regulations and giving buyers added peace of mind. Originally constructed in the 1920s during Sarasota’s early boom, Orange Blossom Tower stands as a testament to classic design and enduring charm, seamlessly paired with modern-day luxury. This unique blend of history and refinement sets the tone for a truly distinctive living experience. From the moment you enter the residence, you’re welcomed by an expansive, light-filled interior where thoughtful design and elegant finishes create a sense of understated luxury. The open-concept floor plan is perfectly curated for both intimate living and upscale entertaining, with seamless flow between the living, dining, and kitchen spaces. Generous windows bathe the home in natural light, enhancing the airy ambiance while showcasing the energy and charm of downtown just beyond your doorstep. The residence offers a tranquil retreat above it all—where comfort meets style in every detail. Whether hosting guests or enjoying a quiet evening in, the space is designed to feel both inviting and elevated. Every element has been carefully considered to deliver a low-maintenance, lock-and-leave lifestyle without compromising on sophistication. Step outside and immerse yourself in the very best of Sarasota living. Enjoy morning strolls to local cafés, afternoons exploring art galleries and boutiques, and evenings filled with world-class dining and waterfront sunsets along Sarasota Bay—all just moments away. The location places you at the center of it all, while the historic charm of Orange Blossom Tower provides a sense of character and prestige that is truly unmatched. Perfect as a full-time residence or an elegant seasonal retreat, Unit 3 at 1330 Main Street offers a rare blend of history, luxury, and walkability—delivering an unparalleled downtown Sarasota lifestyle.

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

Listing Agent: Kim Ogilvie (941-951-6660)

Remarks: Located in Central Heights within Sarasota city limits, this 1,100 sq ft single-family home sits on a spacious .19 acre lot and offers a great central location. You’re just minutes to downtown Sarasota, Sarasota Airport, shopping, restaurants, and about 10 minutes to Lido Beach. Inside features tile flooring throughout for easy maintenance, along with fresh interior and exterior paint. The kitchen offers shaker-style cabinets and stainless steel appliances with plenty of space to work with. The home includes 3 bedrooms all split, one full bathroom with a shower/tub combo and ceiling fans in the bedrooms and main living areas. Major updates include a 2021 A/C system and a new hot water heater, with a 2013 roof already in place. The large yard provides room to expand, entertain, or store toys—lots of potential depending on your needs. Solid option for a primary residence, rental, or a simple Florida getaway in a convenient location. Property is vacant and easy to show!

Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)

Listing Agent: Dane Peterson (239-357-5692)

Remarks: Welcome to Renaissance residence 314, a blend of charm and modern luxury in this fully renovated condominium offering over 1,000 square feet of thoughtfully designed living space. This beautifully updated unit features an expansive family and dining room, an oversized primary bedroom, and a versatile den that can easily serve as a second bedroom. Completely renovated in 2024, this home is move-in ready with every detail meticulously updated for your convenience. The sleek kitchen boasts matching GE Profile appliances, an LG washer and dryer, and new cabinetry with built-in storage solutions, offering ample space for all your needs. Freshly repainted in a neutral palette and paired with new luxury vinyl flooring throughout, the space provides a timeless foundation for any design style you choose. The spacious primary bedroom includes custom built-in closets and offers plenty of room to craft your ideal Sarasota retreat, while the remodeled en-suite bath features elegant quartz countertops, new cabinetry and a stunning shower with dual showerheads, exuding style and comfort. Renaissance is more than just a residence, it’s a lifestyle. This 16-story condominium high-rise offers an impressive array of resort-style amenities, including beautifully landscaped plazas and fountains, 24-hour front desk service and keycard secured entry. The building’s proactive maintenance ensures peace of mind, with recent updates including a new roof and cleaned piping systems in 2024. Designed with durability in mind, Renaissance features reinforced concrete beams, fireproof materials, and elevated guest parking and lobby spaces, providing stability and security. Residents enjoy world-class amenities such as a clubroom, business center, fitness center, resident theater and concierge services. For hosting guests, the building offers two fully equipped guest suites available by reservation. This unit comes with two assigned parking spaces conveniently on the third floor of the secured garage, ensuring your vehicles are protected and elevated over 50 feet above sea level. In the heart of Sarasota’s vibrant cultural district, Renaissance places you near The Bay Park and the city’s dynamic social scene. Designed in the style of an Italian villa, the building's charm is matched by its prime location, where water views are preserved thanks to Renaissance's ownership of aerial rights over the park. Embrace the luxury, convenience and unmatched beauty of living in Renaissance Unit 314. Your Sarasota dream home awaits!

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

Listing Agent: Moriah Taliaferro (941-504-9910)

Remarks: Welcome to 3696 Quiet Pond Lane, a warm and inviting two story home tucked into one of the prettiest, tree filled neighborhoods around. The layout just makes sense. The primary suite is on the main floor, giving you privacy and convenience, while two additional bedrooms are upstairs, perfect for family, guests, or a home office setup. The primary bedroom is truly oversized, with plenty of room for a sitting area, reading nook, or whatever retreat space you have been dreaming about. Downstairs features durable and stylish LVP flooring, ideal for everyday living. The kitchen has been thoughtfully updated with a newer dishwasher, and the home also includes a newer washer and dryer. Big ticket items have already been taken care of, including a roof replaced in 2022, AC in 2021, and a water heater in 2024. Even the screens and gutters have been updated, so you can move in without a long to do list. Step outside and you will find a backyard that feels like your own private escape. The pool overlooks a peaceful pond through a canopy of trees, creating a serene and private setting that is hard to find. Whether you are hosting friends or enjoying a quiet morning coffee, this space delivers. The neighborhood itself is lush and beautifully landscaped, filled with mature trees and plantings that give it character and charm. You are centrally located, just a short drive to downtown and the beaches, so you can enjoy the best of everything without sacrificing tranquility at home. If you are looking for space, updates, and a backyard that feels special, 3696 Quiet Pond Lane is one you will want to see in person.

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

Listing Agent: Beth Helvey Pa (941-330-3600)

Remarks: Welcome to Chandlers Forde in The Meadows—a neighborhood surrounded by mature trees and the peaceful feel of an enchanted forest. This beautifully renovated villa-style condo with 2 car garage offers ultimate privacy with a wooded view and a glimpse of the golf course beyond. This 2-bedroom, 2.5-bath home with a den (which can easily be converted into a third bedroom) has been tastefully updated from top to bottom. The home has a cozy yet elegant feel, with soaring ceilings and a grand double-sided stone fireplace that serves as the centerpiece of both the living and dining rooms. The living room is extra spacious, with tranquil views of the trees—an ideal space for hosting or simply relaxing by the fire. The kitchen was completely UPDATED in 2023–2024, featuring leathered granite countertops, custom cabinetry, premium appliances including Bosch, and an oversized chef’s prep sink. A custom coffee counter and the addition of a dry bar with wine fridge between the dining room and living room make the space perfect for entertaining. Just off the living room and primary suite is a Florida room—perfect for al fresco dining, morning coffee, or relaxing after a long day. With electric already in place, it’s ready for your new hot tub. The main-floor primary bedroom is expansive and elegant, featuring a walk-in closet crafted by CLOSETS BY DESIGN for maximum organization. The ensuite bath feels like a private spa, offering quartz countertops, a walk-in shower with custom glass door, and serene finishes throughout. The main floor also includes a RENOVATED half bath (2024) and a laundry area with washer and dryer hookups for convenience. Upstairs is illuminated by an elegant mid-century modern chandelier and large hurricane-impact windows that invite in an abundance of natural light. The open den/office space w/ built-in closet can easily serve as a third bedroom. A guest bedroom with vaulted ceilings overlooks the trees, an updated guest bath with quartz countertops, a tub-shower combination, and extra closet space rounds out the second floor. Beyond the beauty, this home offers peace of mind. All windows and exterior sliders are HURRICANE-IMPACT RATED The cast iron waste pipes have been replaced with PVC, electrical hookups have been added for the included generator, AND EV CHARGER. Additional upgrades include, reverse osmosis system at the kitchen sink and refrigerator, whole-house water softener, two new AC units (2018) with duct cleaning in 2024, and GE front-loader washer and dryer (2023) and the ROOF was replaced in 2022. In Chandlers Forde, residents enjoy two private pools, while The Meadows offers a lifestyle unlike any other in Sarasota with 14 miles of walking and biking trails winding through over 1,650 acres of mature landscaping, ponds, and natural preserves. For a small fee there is access to a state-of-the-art fitness center, JR Olympic pool, golf, tennis, and 10 pickleball courts. The community also includes a dog park and an active social calendar hosted by the community center. Ideally located between downtown Sarasota and University Town Center, The Meadows places you 5 minutes from UTC, Benderson Park, the new Mote Marine campus, fine dining, and shopping, 15 Minutes to Sarasota’s downtown cultural offerings—including the symphony, opera, ballet, and locally owned restaurants and 20 minutes to St Armands circle and award winning beaches. This stunning home combines luxury, comfort, and nature—truly a place to call home.

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

Listing Agent: Lee Brewer (941-724-3448)

Remarks: A Rare Piece of Sarasota History with current income of over 167,000 / yr. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.

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

Listing Agent: Angela Adams (941-809-9760)

Remarks: Lavish boutique living in the heart of Downtown Sarasota awaits at the Plaza at Five Points. This tastefully updated, turnkey 2-bedroom, 2-bath condo residence, with a covered lanai/balcony, offers city living with refined style and comfort. A spacious entry foyer with a dedicated office nook provides a practical and welcoming first impression—ideal for year-round living or a stress-free seasonal retreat. The kitchen features sleek quartz countertops and newer, high-quality appliances. The primary en-suite bedroom showcases beautiful city views, a California-style walk-in closet, and access to the private lanai. The guest bedroom is generously sized and offers equally charming downtown vistas. The lanai is accessible from both the living room and the primary bedroom, providing a seamless indoor-outdoor flow. Additional features include two deeded garage parking spaces conveniently located near the lobby, and a private storage room. Building security includes controlled access at all entry points and elevators, ensuring peace of mind. Enjoy an elevated lifestyle with luxurious amenities including front desk concierge service, front desk steward, valet parking, rooftop heated pool and spa, outdoor grilling area, cabana with gazebo, a well-equipped fitness center, community room with catering kitchen and fireplace, conference room, and a guest suite available for weekly reservations. Step out of your lobby into Sarasota’s vibrant arts and entertainment district. Just a short stroll to the Sarasota Opera House, theaters, live music venues, art galleries, eclectic shopping, and top-rated dining. Whole Foods is around the corner for added convenience. The Bayfront and Marina Jack are just minutes away, offering a variety of boating and waterfront activities. Easy access St. Armands Circle, Lido Beach, Longboat Key, and world-renowned Siesta Key Beach. The Sarasota-Bradenton International Airport, Selby Botanical Gardens, Van Wezel Performing Arts Center, and the Asolo Repertory Theatre are all within a short drive. The building performs like a champ during hurricanes and storms. Residences with this floor plan in ‘The Plaza at Five Points’ are rarely available—schedule your private or virtual showing today. Vacant and easy to show.

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

Listing Agent: Ronald Greene (941-445-2985)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Positioned at the tip of Stephens Point, where Sarasota Bay opens wide and the sky feels endless, 320 South Shore Drive commands what many consider the finest views in the city. With sweeping 180-degree panoramas across North Sarasota Bay, glowing downtown lights and elegant arc of the Ringling Bridge, this is a setting that delivers unforgettable sunsets, constant water activity, and a front row seat to dolphins and wildlife passing by daily. The home’s clean lines, open layout, and extensive use of glass create a seamless connection between indoors and out, allowing the surrounding water and sky to become part of everyday life. From the moment you arrive through the gated entry and enter into the all-glass foyer, the experience is unmistakable. Light pours in, sightlines extend in every direction, and the bay immediately takes center stage. Set on nearly half an acre with expansive direct frontage on Sarasota Bay, the property offers a sense of privacy and an exceptional relationship to the water. Boating enthusiasts will appreciate direct access to the bay, while those drawn to quieter moments will enjoy watching the colors of sunset shift across the horizon and the calm rhythm of the water below. The interior spaces are well-suited for everyday living and entertaining. The living and dining areas are wrapped in glass and flow seamlessly to the outdoor areas, creating an easy indoor-outdoor lifestyle. The kitchen is functional and well-positioned, offering generous workspace, quality finishes and uninterrupted bay views. The primary suite serves as a private retreat, positioned to capture long water views and enhanced by a spa-inspired bath that blends indoor and outdoor living. Additional guest accommodations are thoughtfully arranged, offering comfort and privacy for family and friends while maintaining the home’s cohesive modern aesthetic. Outdoors, the full width lanai and lap pool overlook Sarasota Bay, offering an inviting space to relax, entertain and take in the sunsets that define this location. Mature landscaping, including a striking banyan tree, adds character and a sense of place to the property. 320 South Shore Drive is more than a waterfront home. It is a legacy property that brings together architectural significance, extraordinary views and one of Sarasota’s desired locations. A modern masterpiece designed for those who value design, setting and simple luxury of living on the water at its best.

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

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

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: Located in the established Kensington Park community, this beautifully updated four-bedroom, three-bath residence with a pool offers a thoughtfully designed single-level layout with a desirable split-bedroom floor plan, creating a seamless balance of privacy and open-concept living. Spacious living and dining areas flow effortlessly, making the home ideal for both everyday comfort and entertaining. The upscale kitchen, features a large island with dual sinks, ample cabinetry, stainless appliances, and generous counter space, perfectly suited for meal preparation, casual dining, and hosting gatherings. Multiple living areas enhance the home’s versatility, while a substantial bonus room with a working fireplace provides added flexibility for a media room, or additional living space. The large primary suite features dual vanities, a steam shower with double shower heads, soaking tub and full walk-in closet. Wheelchair accessibility adds to the home’s overall convenience. The split floorpan offers three more bedrooms with two full bathrooms and a private office. Outdoor living is elevated by a fully fenced backyard with mature landscaping and a private pool, complete with an updated system and prior refinishing. A double gate allows for boat or additional storage access. The property also includes a two-car garage with a newly resurfaced floor and ample additional parking. Recent updates provide peace of mind, including a 2019 renovation with updated electrical and plumbing systems, a new roof (2025), new water heater (2025), and a 2019 HVAC system with UV filtration. Hurricane-impact windows and doors are installed. The exterior has been freshly painted, and additional features include buried electrical in the backyard for a future shed, included appliances, and a home warranty with approximately four years remaining covering major components. Kensington Park is ideally located in the heart of Sarasota, just minutes from The Mall at University Town Center, offering a wide selection of shopping, dining, and entertainment. The home is also conveniently close to downtown Sarasota, Sarasota-Bradenton International Airport, and the area’s renowned Gulf beaches, including Lido Key and Siesta Key. With easy access to major roadways, parks, and everyday conveniences, this location offers both accessibility and the best of the Sarasota lifestyle.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)

Listing Agent: Joe Ebert (941-932-1487)

Remarks: Welcome to Hammock Park—where privacy, space, and Sarasota convenience come together. Tucked inside one of Sarasota’s most intimate gated communities, this beautifully maintained 3-bedroom, 2.5-bath townhome offers the rare combination of peaceful surroundings and unbeatable access to everything that makes this area so desirable. Inside, you’ll find a thoughtfully designed floor plan with over 2,339 square feet of living space, ideal for everyday comfort and flexible living. The kitchen is a true standout, featuring abundant cabinetry, generous counter space, stainless steel appliances, and an eat-in layout—perfect for casual mornings or entertaining friends. The home offers multiple versatile areas that easily adapt to your lifestyle, whether you need a home office, guest space, fitness room, or bonus lounge. The primary suite is spacious and inviting, complete with a huge bathroom with double sinks and an enormous shower, plus direct access to a private screened outdoor space—your own peaceful retreat. One of the most loved features of this home is the two screened porches, upstairs and downstairs, both overlooking serene natural views that provide privacy and a calming backdrop you’ll appreciate every day. With maintenance included and a new roof you get peace of mind and truly low-maintenance living. Tile and quality flooring throughout add durability and style, while the attached 2-car garage provides secure parking and storage. Hammock Park is a quiet, gated community of only 35 townhomes, where the HOA covers landscaping, irrigation, water/sewer, exterior insurance, roof reserves, and gated entry—saving homeowners thousands each year and making day-to-day living refreshingly easy. No flood insurance required, and no damage from previous storms. Located just minutes from UTC Mall, Nathan Benderson Park, the new Mote Aquarium, downtown Sarasota, and I-75, this home puts beaches, dining, shopping, and culture all within easy reach. If you’re looking for space, privacy, style, and a prime Sarasota location—this is the one. $3,000 credit given to buyer to replace all upstairs carpet including the stairs.

Listing is courtesy of: EXIT KING REALTY (941-497-6060)

Listing Agent: Robert Halbman (941-677-3948)

Remarks: Welcome to Your Beach Retreat at Lido Towers where luxury meets laid-back coastal living on the stunning shores of Lido Key. Lido Towers was built on a raised foundation — the only condo on Lido never to experience flooding This beautifully updated turnkey-furnished condo offers an exclusive gated beach access directly across the street on the north side of Lido Surf and Sand. Step inside to discover a bright, open-concept floor plan designed with coastal elegance in mind. NEW WINDOWS and SLIDERS April 2026 and 2023 renovated kitchen features sleek modern finishes, quartz, while light-toned flooring enhances the airy, beachy feel throughout the unit. The spacious primary suite offers a fully updated en-suite bathroom with contemporary fixtures, and an additional updated half bath adds convenience for guests. Relax and unwind on your private south-facing balcony, perfect for soaking in the Florida sunshine. Additional highlights include AC installed in 2024, Pet-friendly building, New Roof, New carports, plus ample guest, and second-vehicle parking, lots of storage and bicycle parking. There is Laundry facilities on every floor. Exceptional Amenities: Enjoy the newly updated heated pool, jacuzzi spa, and expansive sunset deck with lounge chairs, umbrellas, and poolside tables. Host gatherings in the club room, complete with kitchen, seating, and BBQ. Fully funded updates to lobby, clubhouse, balconies, elevators, and new fitness equipment coming in 2026. Investment Opportunity: One of the few rental-friendly buildings on Lido Key, Lido Towers allows monthly rentals up to 12 times per year — an income-generating opportunity made even easier with an on-site rental agent. Peace of Mind Comes Standard: Milestone inspections completed, Fully funded reserves, No upcoming assessments. Location, Location, Lifestyle: Steps from Ted Sperling Park for kayaking, paddle boarding, and exploring lush mangrove forests. A short stroll to St. Armands Circle for shopping, dining, and art. Free trolley stops in front of building to downtown Sarasota for world-class dining and entertainment. Don’t miss this rare opportunity to own a slice of paradise in one of Lido Key’s most desirable communities.

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

Listing Agent: Maureen Doherty (941-993-3159)

Remarks: Seller is motivated, all REASONABLE offers will be considered. Nestled within the lush, park-like setting of The Meadows, this astounding, fully renovated two-bedroom, two-bath villa is the epitome of refined Florida living. Meticulously updated from top to bottom, the residence lives like a private home while offering the ease and peace of mind of maintenance-free ownership. Arrive beneath your attached, assigned carport and step into a charming front courtyard—a warm prelude to the light-filled interior beyond. Inside, cathedral ceilings soar above a bright, open floor plan designed to capture abundant natural light. New lighting, contemporary finishes, tiled entry and kitchen, and premium vinyl flooring throughout (no carpet) create a seamless flow from room to room, culminating in a glass-enclosed Florida room. Primary bathroom is wheelchair accessible. Here, a wall of sliders frames tranquil garden views and a community pool, inviting indoor-outdoor living year-round. The open-concept kitchen is both elegant and functional, appointed with gleaming new white quartz countertops, a generous breakfast bar, brand-new white cabinetry, and all new stainless-steel appliances. Sliding glass doors provide easy access to the front patio—perfect for morning coffee or evening gatherings. The airy layout is tailored for carefree, casual living, with no neighbors above or below and chic, contemporary appointments throughout. Additional highlights include an exterior storage closet, interior washer and dryer, and thoughtful proximity—just steps from the heated community pool and a scenic nature walking trail. Set across 1,600 acres of resort-style grounds, The Meadows offers an exceptional lifestyle only minutes from downtown Sarasota and the UTC. Residents enjoy 14 miles of biking and hiking trails, a fitness center, a Junior Olympic pool, pickleball courts (available via separate memberships), dining options, and pay-to-play access to award-winning golf courses and a premier tennis complex at remarkably accessible pricing. Ideally located near the area’s best attractions—including Nathan Benderson Park, Mote SEA Aquarium, and The Mall at University Town Center—this villa places award-winning beaches, vibrant arts and culture, shopping, and dining within easy reach. Pet-friendly and move-in ready, this exceptional condo delivers a truly hassle-free lifestyle in a coveted location. The gorgeous furnishings are available under separate bill of sale. This is an exceptional opportunity to purchase at a lower price per square foot than competing properties while securing a truly modern, move-in-ready home.(Association rules apply: no trucks or commercial vehicles permitted for overnight parking.)

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

Listing Agent: Amy Chapman (941-225-1500)