Homes for Sale Near Booker Middle in Sarasota - 373 homes

Remarks: Affordable Sarasota Living Near Downtown – Updated Efficiency Studio - Attn: Investors. This beautifully updated efficiency studio offers an incredible opportunity to enjoy affordable living just minutes from downtown Sarasota. Featuring new laminate flooring and fresh paint throughout, the space feels clean, bright, and move-in ready. The spacious kitchen is a standout, complete with a large walk-in pantry and breakfast bar—perfect for both everyday living and casual dining. An open floorplan maximizes the space, while the large walk-in closet provides excellent storage for clothing and more. Natural light pours in through oversized sliding glass doors, leading to a private balcony overlooking the community tennis courts—an ideal spot to relax or entertain with plenty of room for seating. Recent upgrades include a newer AC system, new water heater, updated flooring, and fresh interior paint. The buildings also feature new roofs installed last year, adding peace of mind. Residents enjoy access to a wide range of amenities, including: • Clubhouse • Multiple lakeside pools • Fitness center • Laundry facility • Billiard room • Bike racks • Picnic and BBQ/grilling areas • Income producing property Assigned and guest parking are available, and the HOA conveniently covers water, sewer, and trash. Located near public transportation and just minutes from local attractions like Ed Smith Stadium, this condo offers both convenience and lifestyle in one of Sarasota’s most desirable areas. One small pet is allowed with association approval.

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

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

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: Discover an exceptional waterfront penthouse at The Strand offering unobstructed, pristine views from Whitaker Bayou to Sarasota Bay right from your generously sized balcony. Built in 2022 and lightly used by the original owners, this immaculate, never-rented residence features impact-rated windows, sliders and doors, 9-foot ceilings, and thoughtful high-end upgrades throughout. The living area showcases a custom white wall unit with multiple shelving and a perfectly fitted 75" TV. The primary suite includes a walk-in closet with custom California Closet built-ins, while both the main bedroom and living room are equipped with motorized shades for effortless light control. The kitchen and both bathrooms feature custom installed stainless steel pullout cabinet organizers to maximize convenient storage. A versatile den with barn doors and a closet can function as an office or even a second bedroom. Modern conveniences include a smart A/C thermostat and programmable front-door lock, a programmable (from your phone) entry LED smart light fixture capable of altering brightness and displaying a rainbow of colors, wall light dimmers installed in kitchen, hallway and guest bath, front-loading full-size Samsung washer and dryer, garage parking beneath the building, and a private storage cage in an enclosed storage room. Enjoy resort-style amenities: heated pool and spa, fitness center, gas fire pit and grills, EV charging stations, dog park, and kayak launch with storage. Located mere minutes from vibrant downtown Sarasota — with fine dining, galleries, shopping, theater, bay front parks and The Bay community activities — this penthouse delivers refined waterfront living and easy access to coastal recreation.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)

Listing Agent: Lisa Sebastian (941-544-5413)

Remarks: Best single family offering in Sarasota at an affordable price—-Beach life? Siesta Key 10-15 min, Lido 7-10, Longboat 15-20. Schools 5 minutes! UTC Mall and Rt 75 are 10-12 minutes away. Downtown restaurants in 10 minutes. Want move in ready? 1 car garage, full shed in back yard. Want updates? Roof 2025, Water Heater 2025, AC and Ducts just replaced 2 months ago. Washer and dryer less than 3 yrs old. Full master bath and Walk in shower, new fridge and soft close cabinets. Want Florida living? Fire pit, Bermuda Cherry, Orange, Lime, Lemon, Tangelo, and Red Lime trees should bear fruit this year. 12 ftx 36 ft screened lanai for grilling and back yard lounging. Back yard is completely fenced. Room for a pool. No HOA! Established neighborhood NEVER WET! No storm damage history.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Leah King (813-957-8924)

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)

Remarks: One or more photo(s) has been virtually staged. LET’S MAKE A DEAL! Brand new roof, gutters, AC, exterior paint, new roads, and a brand new community pool set the stage for exceptional value in this beautifully maintained second-floor coach home. Perfectly positioned on a private cul-de-sac just one block from the pool and community amenities, the location offers both privacy and convenience within the guard-gated community of The Landings. A private entry with distinctive tile steps leads to a light-filled interior where soaring vaulted ceilings and an open layout create an inviting sense of space. Wide-plank wood flooring flows through the main living areas, and the thoughtfully designed floor plan connects each space seamlessly while maintaining definition. An enclosed lanai with expansive sliding glass doors extends the living area and showcases peaceful treetop views, offering a serene backdrop for morning coffee or evening relaxation. The kitchen is both functional and welcoming, featuring white cabinetry, granite countertops, custom tile backsplash details, and a sunlit eat-in area. A breakfast bar opens to the living and dining spaces, making entertaining effortless. A built-in dry bar adds character, storage, and additional serving space for gatherings. The primary suite is generously sized with vaulted ceilings and a flexible alcove ideal for a sitting area or home office. A dedicated dressing space with built-in storage and an oversized walk-in closet enhance everyday comfort. The en-suite bath includes a walk-in shower with bench seating, ample counter space, and timeless finishes. Two additional bedrooms and a guest bath provide flexibility for guests, hobbies, or remote work. The HOA delivers true maintenance-free living, covering the roof, windows, sliders, screens, exterior paint, landscaping, pest control, cable and Xfinity service, and insurance from drywall out. The home sits approximately 21 feet above sea level and is not located in a flood zone. Residents of The Landings enjoy access to the Racquet Club with tennis, pickleball, resort-style and lap pools, a fitness center, clubhouse, and an active social calendar. A scenic nature trail leads to Roberts Bay, where a kayak launch and fishing dock provide direct access to the water. A private garage with attic storage, paver driveway, and nearby guest parking complete this move-in-ready residence in one of Sarasota’s most established gated communities. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

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

Listing Agent: Toni Zarghami (941-248-2147)

Remarks: 16th Floor Residence with Direct Sunset Views over Sarasota Bay, where elevated downtown luxury living comes to life! Perfectly positioned in the highly desirable D stack to capture expansive views, this two-bedroom, two-bath residence presents a rare opportunity to create your own vision in one of Sarasota’s most desirable waterfront buildings due to its convenient location within the downtown area. The larger floor plan is filled with natural light, enhanced by floor-to-ceiling hurricane impact windows and sliding glass doors that frame the bay while maintaining a sense of privacy and tranquility. Step onto your large balcony with sleek glass railings, an ideal vantage point to take in Sarasota’s breathtaking sunsets and celebrated events, including the annual Christmas boat parade. One Watergate is nearing completion of a comprehensive transformation designed to elevate every aspect of the living experience. The building has been freshly painted inside and out, with ongoing landscape enhancements creating a refined arrival. Interior corridors have been thoughtfully updated with new carpeting, modern lighting, fresh paint, and detailed trim work. The lobby and clubroom are undergoing a complete reimagining, curated to deliver a sophisticated and welcoming environment, while a state-of-the-art fitness center will soon be introduced exclusively for residents and their guests. Estimated completion is Summer 2026. Secure fob access and attentive onsite management provide an added layer of comfort and peace of mind. Resort-style amenities enrich everyday living, including a sunlit waterfront pool, two tennis and pickleball courts, outdoor grilling areas, and a beautifully updated social lounge. The residence includes one deeded covered parking space, with ample guest parking and additional secured levels for convenience. At One Watergate, Sarasota’s most sought-after experiences are just moments away. Enjoy a short walk to Marina Jack and Bayfront Park, or indulge in nearby five-star destinations such as Jack Dusty at The Ritz Carlton, Ocean Prime, and the Westin rooftop lounge, the highest vantage point in the city. Downtown Sarasota offers an exceptional lifestyle with renowned dining, boutique shopping, a vibrant arts scene, and the popular Saturday Farmers Market. Just over the Ringling Bridge, explore St Armands Circle and the pristine beaches of Lido Key. Cultural landmarks, including The Ringling Museum and Van Wezel Performing Arts Hall, are minutes away, along with convenient access to Sarasota Bradenton International Airport. More than a residence, this is a front row seat to the Sarasota lifestyle within a building undergoing an exciting evolution. Whether as a full-time home or seasonal retreat, this offering presents a compelling opportunity to enjoy the perfect balance of urban sophistication and waterfront serenity.

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

Listing Agent: Janette Schafer (954-298-7791)

Remarks: Luxury Live Auction! Bidding to start from $775,000.00! Enjoy the best of both worlds at Library Mews with both downtown convenience and walkability as well as lush expansive private outdoor areas. Library Mews is an intimate community with only 11 residences featuring 2-story villas with masonry construction and private garages. The exterior of the entire community was updated in 2025, with new roofs, awnings, exterior paint, gutters, exterior lighting, and hurricane impact skylights. The interior of this residence has been extensively remodeled, increasing ceiling heights, improving the kitchen and bathrooms, and adding a second A/C system that facilitates two separate heating/cooling zones, one for each level. The island kitchen boasts a sub-zero refrigerator, Cambria quartz countertops, mother-of-pearl backsplash, and wood, dovetailed all-drawer cabinetry that includes a pull our spice rack and built-in trash receptacle. The range is a Bosch electric smooth top, however, it can easily be swapped out for a gas range using the existing gas bib. And the adjacent butler’s pantry/laundry room has loads of extra storage. The living room, dining room, and kitchen all have glass sliders that bring the outside in and provide easy access to the private courtyard area. The courtyard has gas service, facilitating a direct connect BBQ grill thereby avoiding having to lug propane tanks. The first floor includes a convenient den with custom built-in mahogany shelving and desk and loads of storage space. A powder room completes the first floor. The owners' suite is light and bright with triple sliders and brazilian cherry hardwood flooring. The walk-in closet has been custom fitted and is easily reconfigurable to your needs. The ensuite bathroom includes a dual quartz vanity, under mount sinks, Toto commode with electric outlet access, a skylight, a deep soaking bathtub, and spacious walk-in frameless shower with seat. The fixtures are Hans-Grohe and include swivel vanity taps and a handheld shower head that can operate together with the main shower head or separately. The guest suite is split from the owners' suite and includes an ensuite bathroom with skylight and a spacious closet, making hosting guests a pleasure. In addition to the attached one-car garage, this residence also includes a carport providing total space for two vehicles within the gated area. The garage has a separate air-conditioned storage closet. And electric hurricane shutters make storm preparation a breeze. Top it all off with an expansive rooftop private terrace with new 24” porcelain pavers that is perfect for enjoying your morning coffee or a glass of wine in the evening. You'll not only be able to catch some rays, but also indulge your green thumb, and watch the fireworks over the bay. In a city that's largely dominated by high-rise condominiums, Library Mews is a world apart. Blending into the surrounding landscape, it truly is an oasis hidden in plain sight. Tucked into a quiet corner of the city away from the fray, Library Mews is convenient to all of the downtown amenities. Just two blocks to Whole Foods and Starbucks, across the street from Selby Library, the Opera House, and Florida Studio Theater, Library Mews is only a few minutes walk to Main Street restaurants and shops, the Saturday morning Farmers Market, as well as the Bayfront.

Listing is courtesy of: STAR BAY REALTY CORP. (813-533-6467)

Listing Agent: Sandra Israelson (941-260-6260)

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

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

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

Remarks: Under contract-accepting backup offers. Welcome to 2538 Trinidad Street in Sarasota, in the Philippi Cove community. This single-family residence offers 3,152 square feet of interior living space with four bedrooms and four baths, thoughtfully remodeled and updated in 2025 to reflect modern systems, materials and functional design. The main living area features an open layout with high ceilings and expansive sliding glass doors that provide direct access to the outdoor living space and pool area. Impact-rated glass and doors are installed throughout, contributing to structural integrity and storm protection. The dining area is integrated within the main living space, creating a cohesive environment for everyday living and entertaining. The kitchen is designed with a focus on utility and scale, featuring Thor stainless steel appliances, including a 36-inch electric range, wall ovens and microwave. Additional elements include a wine and beverage refrigerator, butler’s pantry and a large center island that accommodates food preparation, storage and seating. Additional interior spaces include a dedicated media or office room with an electric fireplace and wet bar, providing separation for work or leisure. The foyer introduces the home with a built-in wet bar or coffee bar, adding functionality at the entry point. The residence includes two sets of washer and dryer, with one on the first floor and an additional set on the second floor for convenience and multi-level living. Outdoor living is centered around a saltwater pool completed in 2025, with direct connectivity from the interior living spaces. The property also includes a front patio and a fenced yard, offering defined outdoor areas. Solar panels are installed and fully paid, contributing to long-term energy efficiency. A metal roof installed in 2008 provides additional durability. The property includes a large parking area that accommodates multiple vehicles. Within proximity to Riverview High School and close to downtown Sarasota and Siesta Key, the property offers convenient access to dining, cultural amenities and Gulf Coast beaches. Offered turnkey, furnished with designer furniture, the residence excludes artwork and personal items. This property presents a combination of updated interiors, integrated indoor and outdoor living and functional design in the Philippi Cove area of Sarasota.

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

Listing Agent: David Liberatore Pllc (941-900-9995)

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

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

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

Remarks: Are you ready to step into a piece of the past and transform it into your dream home? This unique opportunity awaits in the sought-after community of The Meadows, renowned for its serene environment, golf courses, walking trails, amenities, and vibrant lifestyle. Presenting a charming 2-bedroom, 2-bath villa complemented by a convenient den and a spacious 2-car garage, all enveloped in the classic charm of the 1980s. It’s your chance to bring your personal updates or a refreshing retro twist to this solid foundation. Original 1980s architecture, offering a solid foundation for personalization. 2 spacious bedrooms and a versatile den for work or relaxation. 2 bathrooms that can be customized to your style. Attached 2-car garage, providing ample storage and parking space. Positioned within a community known for its scenic landscaping and welcoming atmosphere. Whether you're starting a family or seeking a cozy retreat, this villa's adaptable layout can be tailored to fit a variety of lifestyles. Its original state provides a unique opportunity to infuse your own style, making it ideal for those with a vision for design and renovation. This home is ready to embrace the memories of the past while welcoming new ones.Nestled in The Meadows community, this villa offers the perfect blend of tranquility and convenience. Enjoy close proximity to the University Town Center's array of shops and restaurants, making it easy to enjoy local dining and retail therapy. The surrounding area offers ample green spaces and community activities, providing a lifestyle that balances leisure with the vibrancy of Sarasota.

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

Listing Agent: Ashley Goldstein (941-587-3876)

Remarks: Location, location, location! The Strand of Sarasota on Whitaker Bayou. Built in 2022, 2 five story condo building, gated community, offering luxury waterfront living. Close to downtown, restaurants, theatres, shopping, beaches and much more. Amenities include heated pool, clubhouse, hot tub, fitness center, fire pit, dog park, and a kayak/paddleboard launch to access the bayou. Boat slips can be purchased when available. This 1 bedroom, 1.5 bath unit is on the 4th floor, bright, airy, partially furnished, over-sized lanai overlooking the pool and clubhouse. This unit is deed with an under-building parking space #125, a sail carport #250 in front of the building and a storage locker. Unit features luxury vinyl flooring, quartz counter tops in kitchen and baths, high gloss cabinetry in kitchen and bathrooms. Stainless steel Samsung appliances including stackable washer/dryer. Modern fixtures. Master bedroom is furnished with a king-sized bed, end tables and chest of drawers & plantation shutters on window. Wall mounted TVs convey. Unit is on the 4th floor. Generous rental policy, 1 week minimum, 52 times per year, making it a great investment property. Built in 2022 with latest hurricane codes. 11 units per floor, total 44 units. Bldg. 1709 has 108 units. Low maintenance fees. This unit does not have a dock slip. Come experience the best of city living

Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)

Listing Agent: Philip Abraham (941-441-6958)

Remarks: Discover a lifestyle that blends walkable downtown living with the relaxed coastal energy that makes Sarasota so special. This beautifully updated 1 bedroom, 1.5 bath condo at Essex House sits on the 9th floor and invites you to experience Sarasota from a new perspective. Floor to ceiling windows frame sweeping city views, with lush treetops and skyline scenery that feel both vibrant and peaceful at the same time. From the moment you enter, the home has an easy flow. The designer kitchen opens naturally to the dining and living areas, creating a welcoming space to entertain or unwind after a day along Sarasota Bay. A versatile bonus area offers room for a home office, creative space, or occasional guest use. The enclosed balcony extends your living space and becomes the perfect spot for morning coffee or evening conversation while the city lights begin to glow. The spacious primary bedroom offers generous closet space and a beautifully appointed en suite bath, creating a private retreat that feels calm and refined. Natural light fills the residence throughout the day, highlighting the thoughtful finishes and the connection to the city around you. Essex House is one of Downtown Sarasota’s established luxury condominium communities, offering resort style amenities including a heated pool, fitness center, and welcoming social spaces. Here, you are moments from Marina Jack, Bayfront Park, Selby Gardens, boutique shopping, fine dining, the arts, and everything that defines the Sarasota lifestyle. If you have been searching for a Downtown Sarasota condo for sale that offers comfort, convenience, and character, Unit 906 at Essex House delivers it all in an exceptional location near Sarasota Bay. This is where everyday living begins to feel like a getaway.

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

Listing Agent: Jesse Bauer (941-465-8583)

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: Downtown Sarasota 1BR Condo at the corner of Ringling Blvd. and Shade Ave. These were designed Ruth Richmond and showcase her excellent use of space and feel much larger than their footprint. Plus her touch of charm with the arches over the sliders and walk-in closets. This affordable 1BR/1BA 2nd floor condo is updated and ready for you with recently updated Luxury Vinyl plank flooring in the living room and bedroom, hurricane windows, and a top to bottom fresh paint job. The original sliders to narrow patio let loads of light into these north-facing buildings and you can let your cat or small dog (2 pets allowed) enjoy a little fresh air or have some potted plants. Being on the second floor you'll have a nice view of trees from your couch and not cars or the street, as well as not having anyone above you. This prime location is just 0.1 of a mile to Payne Park, Legacy Trail, Disc Golf, Cafe', Tennis, etc. and nearby restaurants, Shamrock Pub, plus all that downtown Sarasota and the bay offers right within a 1 mile. You'll hardly ever need your car again. This is the one you've been waiting for, snooze and you'll loose OR run to your fun in the sun and get this deal done! (no extra charge for the Beachy rhymes)

Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)

Listing Agent: Albert Wooster (941-350-1220)

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: Sansara Residence 302 | Boutique Downtown Luxury with Over 2,200 SF! Discover refined downtown living at Sansara, where modern design meets serene, resort-inspired luxury in the heart of Sarasota’s most walkable district. Just steps from the boutiques and cafes of Burns Court and minutes to the waterfront, Residence 302 offers an elevated retreat framed by lush greenery, sparkling pool views, and the soft glow of Sarasota’s city lights. Inside, nearly 2,300 square feet of thoughtfully curated living space unfolds with effortless elegance. Floor-to-ceiling glass filters natural light across wide-plank flooring, custom cabinetry, designer lighting, and motorized shades. The gourmet kitchen blends style and function with European soft-close cabinetry, quartz surfaces, a wine refrigerator, and premium Bosch appliances—an ideal backdrop for intimate dinners or laid-back evenings with friends. A spacious great room opens to a private terrace, inviting you to enjoy quiet morning coffee or sunset breezes above the pool deck. The split layout offers three bedrooms and three baths, each designed for comfort and privacy. The primary suite features a generous custom closet and spa-like bath with dual vanities and a walk-in shower. Two guest suites—one ideally suited as a den or office—provide flexibility for hosting or working from home. Outside your door, Sansara’s boutique amenities create a resort-worthy lifestyle: a heated saltwater pool and spa, cabanas, firepit lounge, outdoor kitchen and grill, plus a well-appointed fitness center—all secured within a private, gated setting. Some furnishings in Residence 302 are available for purchase, allowing you to move in with ease—or begin with a blank canvas and craft your bespoke dream home within one of downtown Sarasota’s most coveted boutique buildings. Experience the rare blend of sophistication, privacy, and walkability that defines life at Sansara. Welcome home to 300 S Pineapple Avenue, Residence 302.

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

Listing Agent: Emmy Fitzpatrick (608-577-0053)

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: ** STANDALONE VILLA IN GORGEOUS COMMUNITY JUST STEPS FROM THE POOL! ** This very rare standalone villa has all the benefits of single family living with the convenience of a condo - it's the best of both worlds! Located on a private cul-de-sac just steps from the pool, it also has GORGEOUS updated cabinetry throughout, a huge private lanai, and has been fully replumbed. Fresh paint and tons of windows make this home light, bright, open, and airy - and fully move-in ready! ** HOME FEATURES: * SUB ZERO REFRIGERATOR * Tiled in Main Living Area * Cul-de-sac Location * Vaulted Ceilings * Fresh Paint * INDOOR LAUNDRY ROOM * Dual Vanity * Two-Car Garage * Association Maintains Roof, Lawn, and Exterior Paint * LOCATION: The Meadows is a perpetual favorite among Sarasota communities! It's located just minutes from the shops and restaurants of UTC and I-75 with miles of sidewalks, lots of great communities, and even has its own 'downtown' area. This is a phenomenal opportunity to own in a great neighborhood!

Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)

Listing Agent: Alex Krumm (941-234-3597)