Homes for Sale Near Booker Middle in Sarasota - 458 homes

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: HUGE $50,000 REDUCTION ON THIS NEWLY RENOVATED ground floor 2-bedroom, 2-bathroom condominium with beautiful golf course views, well-located for the utmost of privacy at the end of the serene and well-maintained Hideaway community, just minutes to Downtown Sarasota. INCREDIBLE VALUE for this move-in-ready residence which offers the perfect blend of modern comfort, efficient design, and a picturesque setting with direct views of the lush newly redesigned Bobby Jones Golf Course from your screened-in patio—ideal for morning coffee or evening relaxation. Step inside to discover a freshly renovated interior including brand-new luxury vinyl wide plank flooring, updated kitchen and baths with new cabinetry and stone counters, designer ceiling fans with lights, and new impact windows. The floor plan is both functional and inviting, with a spacious living area, separate dining room, and an open feel that makes entertaining a breeze. The primary suite is generously sized and offers a tranquil golf course view, a large closet, and an updated ensuite bath with stone-topped vanity. The guest bedroom is perfect for visitors or a home office, with access to an updated and well-appointed second full bath. Additional highlights include a brand-new full-size washer and dryer in-unit, new water heater, abundant closet space and plenty of natural light throughout. This unit also comes with two prime parking spaces located just steps from the front door. The Hideaway offers a great lifestyle with lush landscaping, mature oak trees, two community pools, and scenic walking trails. The low-maintenance condo fee includes exterior maintenance as well as water, sewer, trash, pest control, and pool service—providing true ease of ownership. With no CDD fees, no age restrictions, and flexible leasing policies, this community is ideal for full-time living, a seasonal getaway, or a smart investment opportunity. Perfectly situated close to Downtown Sarasota, the Legacy Trail, SRQ Airport, I-75 and some of Florida’s most celebrated Gulf Coast beaches, this gem combines location and low-cost living in one of Sarasota’s most convenient communities.

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

Listing Agent: Lenore Treiman (941-356-9642)

Remarks: One or more photo(s) has been virtually staged. Rarely available penthouse on the 16th floor of sought-after 1350 Main in the heart of Downtown Sarasota! This beautiful 3-bedroom, 3-bath corner residence showcases spectacular Bay and city vistas from every room, upscale finishes and craftsmanship, and a wonderful open floor plan. Upon entry to the great room, you will enjoy the open light-filled room with 10' ceiling (only available on the top 3 floors), exquisite built-in, great space to showcase your personal art collection, and large terrace to relax and enjoy the bay breezes. The updated open-concept kitchen features stainless appliances including a high-end Thermador Professional-style gas range with 6-burner cooktop, 2 electric ovens, large center island, solid wood cabinetry, beautiful stone counters, and walk-in pantry. The split plan design boasts 3 spacious en-suite bedrooms including the primary bedroom with private terrace, custom walk-in closet and updated luxurious en-suite bath. Beautiful, engineered hardwood and ceramic tile floors throughout. 1350 Main is known for its great location, 24-hour concierge and on-site manager, secure entry, pet friendly building, and wonderful amenities including heated resort style pool and spa, recreation deck with gas grill, fire pit, herb garden, fitness center, steam rooms, guest suite, catering kitchen, social and conference/business rooms, electric car charging stations, and water softener/filtration in the entire building. The premier Downtown Sarasota address is perfect for proximity to all the cultural venues, art galleries, boutiques, Saturday farmers market, festivals, great restaurants, and proximity to the #1 Siesta Key Beach, Lido, and Longboat Keys.

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

Listing Agent: Lenore Treiman (941-356-9642)

Remarks: PRICE IMPROVEMENT! Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.

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

Listing Agent: Lenore Treiman (941-356-9642)

Remarks: Live each day surrounded by blue skies, turquoise Gulf waters and Sarasota’s celebrated sunsets. Tucked at the south end of Lido Key, this beautifully remodeled residence offers a relaxed beachfront setting just moments from St. Armands Circle and downtown Sarasota. The open floor plan is bright and welcoming, with contemporary finishes and a layout designed to make the most of natural light. The remodeled kitchen features sleek white cabinetry, quartz countertops and a clean, coastal-modern style. The spacious bedroom opens to the covered balcony, and includes a walk-in closet and en-suite bath, creating a comfortable private retreat. Gulf views from the balcony bring added beauty to daily living and enduring appeal to this beachside home. Climate-controlled storage and one covered parking space add convenience. Lido Beach Club is a professionally managed community with amenities that enhance the beachfront experience, including a heated pool with tiki seating areas, gated beach access, serenity garden, fitness room and social room for private gatherings. Excellent location with the beach at your backyard, South Lido Park nature preserve across the road, the Ritz Tiki Beach Bar next door, one mile to world-famous St. Armands Circle, and only four miles to downtown Sarasota. Ride the complimentary Lido Shuttle to and from St. Armands Circle, or the Sarasota Bay Runner trolley to downtown destinations. Life is good at the beach!

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

Listing Agent: Nancy Endara (941-323-1700)

Remarks: Welcome to effortless Florida living in this beautifully updated 3-bedroom, 2-bath condo in the desirable Meadows. Begin your day in the private front courtyard patio, ideal for enjoying the morning sunshine, and unwind in the evening on the back lanai overlooking peaceful water views surrounded by nature. Inside, cathedral ceilings create an airy, light-filled atmosphere. The main-level primary suite offers a true retreat with an updated bath featuring double sinks and charming shiplap accents. Upstairs, two spacious bedrooms provide flexibility for guests, a home office, or hobbies...one showcasing tranquil water views and both sharing an upgraded full bathroom. The main living area flows seamlessly with an updated kitchen and thoughtful use of space. Newer appliances and plenty of storage space keep your kitchen a thoughtful space. Additional conveniences include a covered carport and a thoughtfully designed layout that supports easy, low-maintenance living. Whether you’re seeking a full-time residence or a seasonal escape, this move-in-ready condo delivers comfort, style, and the relaxed lifestyle The Meadows is known for. MEMBERSHIPS NOT MANDATORY: Optional Golf and Tennis membership information

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

Listing Agent: Nikki Weiss (941-468-9551)

Remarks: Amazing property and location! This Townhome is located between Osprey and Orange Avenues off of Ringling Blvd. in downtown Sarasota with 2 spacious bedrooms and 2.5 Baths. The Q is a unique enclave of 40 individually owned townhomes (not a condo). The moment you enter the front door, you will be mesmerized by the 13-foot-tall ceilings, the 8'-foot-tall solid wood Italian doors and a serene view through the foyer out the back door to historic Laurel Park. The downstairs area (11' x 10') is a great office space with large windows that could also work as a den. The second bedroom is conveniently located on the first floor and boasts both a walk-in closet and a double closet. This spacious second bedroom has an ensuite bathroom with a Lube single sink cabinet with quartz countertops and an oversized walk-in shower. Landry room is also, conveniently located on level one. On level 2, At the top of the stairs you are greeted by an amazing kitchen with Modern cabinets, quartz countertops and stainless-steel appliances. The glass tile backsplash and knee wall facing the living room are stylist and accessible, shimmering with light from the over-sized windows. The view from the upstairs living room and dining room is a scenic view of the treetops of historic Laurel Park. Step out onto the serene, private balcony where you feel like you're in the treetops. All windows are impact glass. The attached 2-car garage has spacious storage. The location is ideal. You are two blocks from the Saturday farmer's market and one block from amazing restaurants. If that's not enough, stroll to the theater, opera, or the marina. The Q is a very short ride or walk to the Legacy Trail connecting you from downtown to Venice. The free Breeze trolley runs every 30 minutes to takes you to St. Armand's Circle or out to Lido Beach. Buyers and/or Buyers Agent to verify all pertinent information, including room sizes, as they may be approximate. All Association information should be verified with Property Management Company or Association. Information deemed reliable but not guaranteed.

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

Listing Agent: Robert Robinson (941-587-2739)

Remarks: Discover the elegance of living in your very own private and luxurious residence, at one of Sarasota’s newest and premier condominiums, the DeMarcay. Experience the vibrance of residing in the heart of Sarasota where you can explore; art galleries, first rate theaters, the opera, a library, diverse dining, service options, shops including Whole Foods, and a beloved Saturday market. Within a block of Sarasota’s famous bayfront, boasts boat charters, rentals, and tours, as well as Marina Jack’s, a local mainstay with boat and yacht dockage, has an indoor piano bar and patio area for catching the sunset, happy hour, casual dining, or venturing upstairs for fine dining. For a more laid back, casual choice and one of Sarasota’s favorite old Florida spots, O’Leary’s Tiki Bar. Once you enter the DeMarcay by using the modern Butterfly entry system, a concierge and valet staff are available to take care of the owner's garage parking and other needs. Taking the elevator up to your beautiful 2-bedroom, 2 bath condominium on the 15th floor with magnificent city and Sarasota Bay water views, you will be surrounded by multiple high-end upgrades. A beautiful open kitchen with quartz countertops and waterfall kitchen island overlooks the dining and living room and outside patio. An exquisitely custom-built wall center and dry bar that includes wine refrigeration is one that any connoisseur of fine wines and liquors would appreciate. This unit also boasts ceramic and porcelain tiles, custom modern lighting fixtures throughout, and a master en-suite with custom walk-in closet. With property amenities second to none, your new home has options of storage, use of a full gym, and an exquisite clubhouse that includes a large entertaining are and an outdoor pool and kitchen for year around entertaining.

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

Listing Agent: Coreen Wilde (941-960-5557)

Remarks: One or more photo(s) has been virtually staged. Rare high-visibility opportunity on Fruitville Road with exposure to 50,000+ vehicles per day. This ±0.80-acre parcel is ideally positioned just 3.7 miles from I-75, offering exceptional frontage and accessibility in one of Sarasota’s most heavily traveled corridors. The property is currently zoned RSF-2 (3.5 units per acre), allowing for the potential addition of at least one more unit with county approval. The existing single-family residence could be utilized as a live/work setup or easily converted to office use. Additionally, the site presents a compelling future commercial or multifamily redevelopment opportunity, with potential rezoning to implementing districts under the OFF/MF FLUM designation, including OPI (Office, Professional & Institutional), RMF-1, RMF-2, or RMF-3, subject to the rezoning process. The existing home, built in 1954, features 2 bedrooms, 2 bathrooms, large open living room, and a carport that has been enclosed.  The expansive lot is fully fenced and offers ample room for future development, parking, or storage, along with an on-site pond. Located approximately 3 miles from Downtown Sarasota and minutes from beaches, dining, shopping, and recreation, this property combines strong in-place utility with long-term redevelopment upside. With unmatched daily traffic exposure and proximity to major destinations, this is a prime opportunity for investors, developers, or owner-users seeking visibility, flexibility, and growth potential in the Sarasota market.

Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)

Listing Agent: Derek Robbins (941-356-4906)

Remarks: This remarkable residence is among the most compelling opportunities in downtown Sarasota’s luxury condo market. Positioned on a prized corner, the home is filled with natural light and features a desirable west-facing exposure—delivering tranquil bay views by day, vibrant Gulf sunsets in the evening, and a glittering city skyline at night. Located on the 12th floor, the property offers a true “sky residence” feel that is rarely found at this value. One premium parking space further enhances its appeal— in the downtown core. Before this opportunity is claimed, I invite you to experience the lifestyle firsthand—either in person or through a live video tour. A Sought after Blend of Design, Comfort & Coastal Living Step into elevated waterfront living in this beautifully upgraded 2-bedroom + 1 den / bedroom, 3-bath residence, ideally situated in Sarasota’s vibrant Quay district. Encompassing 2,185 square feet, the open-concept design is highlighted by soaring 10-foot ceilings and expansive floor-to-ceiling glass that flood the interior with light while framing sweeping views of Sarasota Bay and the Gulf. Every element has been carefully curated for immediate enjoyment: Elegant porcelain tile flooring throughout Designer Italkraft kitchen featuring upgraded cabinetry, pull-out storage, pantry enhancements, JennAir appliances (including convection and built-in oven, and cooktop), and Grohe fixtures Generous primary suite with dual walk-in closets and a spa-like bath complete with soaking tub, oversized shower, dual vanities, and linen storage Private guest suite with ensuite bath, plus a third full bathroom Flexible den with closet—ideal for a home office or additional bedroom Hunter Douglas motorized window treatments along with custom lighting throughout Lightly used a few weeks here and there in like new condidtion. This is refined, low-maintenance luxury in a walkable waterfront setting—just steps from exceptional dining, shopping, cultural venues, and the marina. Opportunities offering this level of space, quality upgrades, panoramic views, and a premier Quay location are increasingly limited.

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

Listing Agent: Ian Mcpherson (941-320-0999)

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Remarks: Welcome to the 101 Condominium located in the heart of Sarasota. This 1 bedroom, 2 bathroom condo has spectacular views of Downtown Sarasota and views of the bay through the city skyline. Located on the 12th floor, this unit has been fully remodeled from the studs including all electrical and plumbing. As you enter the home you are greeted with ceramic tile flooring, a spacious living area, and hurricane resistant sliding glass doors that lead out to your private balcony with city views. The kitchen features granite countertops, stainless steel appliances, and elegant cabinetry. The master bedroom features engineered hardwood flooring with an updated bathroom attached. The unit comes with a private parking space that is covered underneath the building. The 101 Condominium is conveniently located in Downtown Sarasota just across the street from Marina Jack, O'Leary's Tiki Bar & Grill, and Bayfront Park along with all that Sarasota has to offer. St. Armand's Circle, Lido Key Beach, and Longboat Key are all within close proximity.

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

Listing Agent: Laura Rode (941-724-9957)

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: 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: * 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: 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)