Homes for Sale Near Booker High in Longboat Key - 70 homes

Remarks: Exquisite Palladian-Style Waterfront Estate Located on the serene shores of Sarasota Bay, this home epitomizes elegance and sophistication. Designed by Cliff Scholz and meticulously crafted by Murray Homes, this, 5,300-square-foot masterpiece is situated in a double-gated community offering unparalleled privacy and exclusivity. Perched at the end of a quiet cul-de-sac, the property boasts almost 200 feet of pristine waterfront, with breathtaking views of the downtown Sarasota skyline and a protected deep-water yacht slip. Deeded access to a private Gulf of Mexico beach club enhances the ultimate coastal lifestyle. Inside, the home features an exceptional floor plan with four luxurious bedroom suites and numerous entertainment spaces, including a formal living room, dining room, family room, and a gourmet kitchen equipped for the finest culinary creations. Expansive waterfront terraces, a redesigned viewing porch, and his-and-her offices add to the home's functional elegance. Every detail has been executed to perfection, from the impeccable millwork to the finest finishes throughout. With magical views from every room, this estate embodies class, comfort, and privacy in one of Sarasota's most coveted locations. Experience refined waterfront living at its finest.

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

Listing Agent: Jonathan Fox, Pa (941-544-6649)

Remarks: Experience the ultimate resort lifestyle—where every day feels like a vacation. Take a refreshing dip in the pool, enjoy a tranquil walk along the bay, or bask in the warm Florida sun on the white sandy beach. This spacious 2-bedroom, 2-bath townhome offers both comfort and elegance, featuring soaring ceilings and an open-concept floor plan. The recently updated kitchen is equipped with all the modern upgrades, making it perfect for both casual meals and entertaining. The guest bedroom includes custom built-ins with ample storage and a convenient desk, ideal for a home office. The primary suite is both roomy and inviting, enhanced by built-in bookshelves and an en-suite bath filled with natural light from a skylight above the tub. Additional highlights include an interior laundry room and an oversized garage with sleek epoxy flooring, easily accommodating 4–5 vehicles. Step out onto your private lanai, where serene views of the community pool create the perfect setting for relaxation and contentment. Located in the prestigious, guard-gated community of Bay Isles, this residence is just a short stroll to shopping and the newly opened St. Regis Resort. Community amenities abound, including tennis courts, a fitness center, and onsite management. Residents also enjoy access to a private beach club offering Longboat Key’s famous white sand beaches, a shaded pavilion, restrooms, and event space. Enhancing this resort-style living, Bay Isles residents may also enjoy memberships at the exclusive Longboat Key Club, featuring a world-class marina, championship golf courses, renowned tennis gardens, and fine dining. This is more than a home—it’s a lifestyle. Welcome to your Longboat Key retreat.

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

Listing Agent: Beverly St Hilaire (818-416-2505)

Remarks: Bayport Beach & Tennis Club is a true Longboat Key Gulf-to-Bay community, set across 27 acres of beautifully maintained gardens with 1,200 feet of pristine private Gulf beach. Designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture. Bayport is celebrated for its award-winning, timeless design. Residences like this rarely come to market. This first-floor, fully renovated unit showcases elevated designer finishes throughout. A picture-window screened patio opens to an expansive lanai, surrounded by lush, tropical landscaping; creating a seamless indoor-outdoor living experience. The modern kitchen features Caesarstone “concrete” quartz countertops, an induction cooktop, built-in oven, and custom cabinetry designed for both style and functionality. Each bathroom evokes a five-star resort experience, with thoughtfully curated custom details and designer lighting in both the baths and dining area. All windows and the patio slider have been upgraded to hurricane-impact glass for added peace of mind. The home also features air purification paint for enhanced interior air quality. One under-building parking space is included, along with a private, locked storage closet which is perfect for bikes and beach gear. Beyond the beach, residents enjoy meticulously maintained nature trails, lushly landscaped grounds, and abundant wildlife. Just steps from the residence, the well-appointed clubhouse features a Junior Olympic-sized heated pool, four Har-Tru tennis courts, a fitness center, and more. Bayport is also known for its vibrant social and recreational lifestyle. Water enthusiasts will appreciate the secluded fishing pier extending into Sarasota Bay. An ideal setting to fish, take in the sunrise, watch manatees glide by, or egrets wading through the mangroves. Paddleboard and kayak launch and storage areas are conveniently located on-site. Residents enjoy easy access to local dining, a nearby supermarket, pharmacy, and charming boutique shops. Just moments away, Bayfront Park offers a popular pickleball program, dog park, and a variety of bayside activities. The Longboat Key Club is also nearby, offering private access to championship waterfront golf, boating, and an array of leisure amenities. Within minutes, you’ll find the renowned St. Armands Circle, known for its exceptional shopping and dining. From there, cross the iconic Ringling Bridge into downtown Sarasota, celebrated for its world-class theater, culture, and culinary scene. Offered by private appointment. Inquire to experience Bayport’s timeless coastal living firsthand.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Alexis Smith-Frady (352-225-1724)

Remarks: A one of a kind boat slip available for sale with fortified pilings that are plastic coated and an extended finger pier, deep water, protected, yet easy access to Sarasota Bay and the Gulf at Longboat Key Moorings Marina. This is a 154 ft. T-dock/face dock ready to accommodate a yacht; T of D-dock has 2 50s/100 service outlets. D-19 is 74.5 feet, and D-20 is 79.5 feet, because this slip is deeded as two slips, two boats are permitted. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasota Bay. This only deep water marina on the West Coast of Florida is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes bath house, laundry facilities, restaurant, shopping - close to Publix, CVS, and other specialty shops - recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. This slip will accommodate one or two vessels total 149 feet. Usable beam is 25 feet.

Listing is courtesy of: LBRE LLC (941-383-8383)

Listing Agent: Jennifer Wilson (941-809-7592)

Remarks: This mid-canal gem in prestigious Country Club Shores perfectly balances immediate enjoyment with future possibilities. Whether you are looking for a private boating retreat, a "saltwater lake house," or a high-performing seasonal rental investment, this 3-bedroom, 3-bathroom block construction home delivers “all of the above”, and boasts an elevated, oversized lot with bay views! A new metal roof (2019) shelters an open gathering space wrapped by 3 bedrooms, 3 bathrooms (2 en-suite!), an inviting kitchen, and an oversized 2-car garage. A refreshing screened-in pool completes the oasis. Perhaps the most compelling feature of this home is its remarkable resilience and elevation – it remained high and dry during the area’s most challenging weather, sustaining zero damage or water intrusion during Milton, Helene, and Ian. In fact, there is no evidence of any storm damage throughout the entire history of the home. This level of peace of mind is a rare luxury for coastal living, ensuring your investment remains as sturdy and secure as it is beautiful. Waterside upgrades completed in 2019 transform the back yard into a premier private marina. The new seawall and 350-square-foot dock make an angler’s paradise, complemented by a 13,000-pound boat lift and a floating kayak launch. You are a one-minute boat ride to Sarasota Bay and five minutes to the Gulf, with no low bridges blocking your path to adventure. Deeded beach access is just a seven-minute stroll away. Nearby Sarasota Yacht Club, Bird Key Yacht Club, and Longboat Key Club further expand the active lifestyle opportunities offered by this phenomenal address. If you envision eventually building a grander "forever home," the unique dimensions of this lot offer a distinct architectural advantage. With almost 1000 sqft more than the neighborhood's typical 100x100 lots, you have an additional 282 square feet of allowable building coverage. This property is a versatile coastal sanctuary that offers a rare blend of ready enjoyment and significant long-term potential.

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

Listing Agent: Mairead Smialek (847-334-4848)

Remarks: Step inside and be immediately greeted by stunning, uninterrupted views of the Gulf of Mexico, setting the tone for this exceptional Players Club residence. This home is being sold FURNISHED, you just need to bring your toothbrush. The well-appointed kitchen features generous counter space and *stainless steel appliances*, making meal preparation a delight—especially with your own gulf view backdrop. Continue into the spacious living room, where expansive windows draw in the coastal scenery and lead seamlessly to the covered balcony. It’s the perfect place to unwind, entertain, or simply take in the soothing sound of the waves. The primary suite offers private balcony access, a split bathroom layout, and an oversized walk-in closet. Visitors will appreciate the two spacious guest suites ideally located for optimal privacy and relaxing at the end of the day. The Players Club elevates coastal living with resort-style amenities, including a beautifully updated clubhouse featuring a state-of-the-art fitness center, social and catering spaces, four Har-Tru tennis courts, and a heated saltwater pool and spa. The community is ideally located just a short drive from the dining and boutiques of St. Armands Circle and the vibrant cultural offerings of downtown Sarasota. Additional conveniences include on-site management, and a 24-hour staffed gate, ensuring comfort and peace of mind. This residence blends light-filled interiors, generous living spaces, and world-class amenities—offering an exceptional opportunity to enjoy the best of life on the desired southern end of Longboat Key.

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

Listing Agent: Mairead Smialek (847-334-4848)

Remarks: Welcome to The Pierre, a distinguished Gulf-front address behind the private gates of the Longboat Key Club, offering a rare blend of refined coastal living, privacy, and world-class resort lifestyle appeal for discerning buyers from around the globe. Located on the seventh floor, Residence 707 showcases spectacular sunset skies over the Gulf of Mexico, complemented by peaceful bay and city vistas, creating a dynamic panorama from sunrise through evening. Expansive windows fill the interiors with natural light while framing the natural beauty of Longboat Key’s shoreline and Sarasota Bay. Thoughtfully designed for both relaxed living and gracious entertaining, the residence offers generous living spaces and a seamless indoor-outdoor connection. The floor plan includes two ensuite bedrooms and a flexible third bedroom with sliding retractable wall, three full baths, and spacious living and dining areas—each with direct access to the residence’s gracious balconies. Residents of The Pierre enjoy an exceptional array of amenities, including direct private beach access, a beachfront pool, spa, fitness center,, tennis courts, a newly renovated lobby, club gathering room, meeting room and 24-hour guard security. Private guest suites are also available for visiting family and guests on a nominal rental basis. Ownership is further enhanced by secure garage parking, a private secured storage area, and onsite professional management, providing ease and confidence for both year-round and seasonal owners. Beyond the residence, membership opportunities at the renowned Longboat Key Club provide access to a celebrated resort lifestyle, featuring championship golf courses, world-class tennis, spa and wellness facilities, multiple dining venues, beach services, and an active social calendar (membership subject to application and availability). Perfectly situated near St. Armands Circle and downtown Sarasota’s cultural attractions, Residence 707 represents a rare opportunity to own within one of Longboat Key’s most prestigious waterfront communities—where international sophistication, panoramic views, and a coveted club lifestyle converge in one extraordinary coastal setting.

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

Listing Agent: Judy Wright, Pa (941-232-8041)

Remarks: Discover the quintessential Longboat Key lifestyle in this classic masonry beach home located just “3” properties in from Sarasota Bay. Boasting 110 feet of canal frontage, your own private dock, a 7,500 lb. boatlift to complement this classic waterfront treasure it offers direct access for boating, fishing, and kayaking, with frequent visits from playful manatees and dolphins right in your backyard canal. The thoughtfully designed 2,000+ square foot split floor plan provides exceptional privacy with 3 bedrooms and 2 baths, ensuring guest suites are comfortably separated from the primary living spaces. The “secret” closet delivers a private office space for when you need to work or plan your next boat trip down the ICW. At the heart of the home, an expansive great room and dining area showcases a wine captain, wet bar, and large refreshment cooler—perfect for hosting unforgettable gatherings while enjoying views of the shimmering enclosed pool and water views of your canal beyond. The chef's kitchen is a culinary masterpiece featuring high-end stainless-steel appliances, built-in ovens, microwave, trash compactor, custom cherrywood cabinetry, separate pantry, and elegant stone countertops with a "chef's prep" island. The layout seamlessly flows into the family room, where glass sliders invite refreshing bay breezes and open to an entertainer's dream: an enclosed lanai, expansive paver patio, and sparkling pool surrounded by multiple seating areas and serene tropical vegetation. Move-in ready with a new HVAC system and generator, this home has been meticulously maintained with numerous upgrades. Please see the attached “Sellers’ Improvement” feature sheet too many to mention…Offered turnkey furnished, it's perfect as either a primary residence or investment property with substantial seasonal rental income potential. The versatile, expansive lot provides endless possibilities to create your ideal waterfront retreat. Situated in the exclusive & sought after neighborhood of Country Club Shores, this property offers an enviable lifestyle just steps from world-class amenities. Directly across the street, you'll find championship golf and tennis at the prestigious Resort at Longboat Key Club, along with sugar-sand beaches and fine dining venues that define the resort experience. The location provides the perfect balance of tranquility and convenience—just minutes to St. Armands Circle, where upscale shopping, eclectic art galleries, and acclaimed restaurants await. Beyond these attractions, Longboat Key offers an array of recreational and cultural experiences, all easily accessible from your doorstep. As a Country Club Shores resident, you'll enjoy exclusive private beach access for only $100 in annual HOA dues—an exceptional value that enhances the already remarkable lifestyle this address provides. Whether you're seeking a year-round sanctuary or a seasonal escape with strong investment potential, this is a rare opportunity to embrace the coveted Longboat Key lifestyle. Schedule your private showing today and discover why this barrier island paradise is one of Florida's most treasured destinations. Come live the dream today & just move right in, it’s all here waiting for you !

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

Listing Agent: Kathy Callahan (941-900-8088)

Remarks: Welcome to Grand Bay. Experience the essence of refined coastal living, where breathtaking panoramic water and city views take center stage. Awaken to the sunrise over Sarasota Bay’s skyline with limitless views of the bay and golf course, and unwind with stunning sunsets over the Gulf, an ever-changing display of beauty from every room. Perfectly situated on the 8th floor, this elegant home welcomes you through a private-access, controlled elevator leading to a stunning foyer framed by contemporary glass double doors. The Cayman open floor plan immediately reveals sweeping vistas, while large porcelain tile flooring flows seamlessly through the living areas and onto two outdoor terraces ideal for quiet relaxation. The stunning updated kitchen features two-toned cabinetry, Wolf and Sub-Zero appliances, under-cabinet lighting, quartz countertops, and an inviting breakfast bar. An adjacent eat-in area with floor-to-ceiling sliders opens to a private covered terrace, a perfect setting for entertaining guests and boundless vistas. The primary suite is a lavish retreat, complete with white oak floors, two walk-in closets and a spa-inspired bath showcasing, a soaking tub, glass shower, and dual vanities. The guest suite offers private terrace access for stunning sunset views, complemented by white oak floors and an en-suite bath. Discover versatility with a den/office that doubles as an occasional guest room, providing privacy with elegant pocket doors that separate it from the formal dining room, and a 3rd full bath just steps away. A well thought out conversion has added a built-in office area adding functionality to round out the interior. Residents enjoy various first-rate amenities, including 24-hour guard gates, a clubhouse, two community pools and spas, a large fitness center with saunas, and tennis courts. Stroll the neighborhood’s scenic walking paths or enjoy deeded access to the exclusive gated Bay Isles Beach Club offering locker rooms, barbecues, volleyball nets, covered picnic areas and a sandy white beach. Located behind the Bay Isles secure gates, this secluded neighborhood rests on the rolling greens of the Longboat Key Club’s golf course. Grand Bay residents find it hard to leave this special community. This residence truly captures the best refined Bay and beach lifestyle – sophisticated, exclusive, and ready to be enjoyed.

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

Listing Agent: Stacy Hanan (941-266-0529)

Remarks: NEW PRICE: Lives like a single family home! This 3 bedroom, 2 1/2 bath villa with over 2,200 sq.ft and an attached 2-car garage offers all the privacy and convenience of a private home and all the convenience of a maintenance free community. Located on #2 hole of the White Egret course on the Harbourside Golf Course in the Longboat Key Country Club. This home is in a secure gated community with only 42 villas in Harbour Circle with a community pool and spa and membership access to the deeded private beach club. This home boasts vaulted ceilings, multiple hurricane skylights, hurricane windows, sliders and front door, private atrium and new roof with trusses in 2025, coming completely furnished. Enjoy your morning coffee and dozens of magnificent sunsets on your large two level lanai. Enjoy a walk to Publix, CVS and several Banks close to your community. Only a short drive to Saint Armand's Circle and downtown Sarasota where you will find numerous options for shopping, dinning, theatres, ballet, opera and galleries.

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

Listing Agent: Sandra Endres (941-735-2527)

Remarks: This stylish turnkey furnished beach retreat at Bayport Beach & Tennis Club is the perfect blend of classy with a modern flair. Before entering the home take note of the huge 16’ x 13’ outdoor deck where you can enjoy a partial view of the Gulf. It's a great place to start your day with a cup of morning coffee, or enjoy a nice meal in the evening, and catch the spectacular colors of the sky as the sun sets! Step inside to this inviting, beautifully appointed 2-bedroom 2-bath condominium with luxury vinyl flooring and crown molding throughout. The entire living/ dining areas, lanai, both bedrooms and second bathroom have all been recently updated. Giving the condo a fresh polished appearance accentuated by recessed glass display shelving and an abundance of recessed lights. The depth of workmanship in the updates carries onto the stylized door moldings into the primary bedroom. All popcorn has been removed! The kitchen offers a coffee bar, stainless steel appliances, a pantry, a nice arrangement of cabinets, and granite countertops open to the dining room and living room, perfect for entertaining. Take in the view of the lush tropical landscape and gorgeous pond right below the lanai that is open to the living room. Perfect for a Murphy bed, extra living space, a reading nook or your second favorite spot for your morning coffee as the sun rises. The primary bedroom offers an additional 6’ by 6’ area that is perfect for an office desk looking out over nature. The primary also offers a walk-in closet and a generously sized ensuite bath with dual vanities. Bayport Beach & Tennis Club is a gem with 27 tropical landscaped acres and 1200 feet of private Gulf waterfront deeded access. Where you can grab a chair and umbrella and soak up the sun, or take in the breathtaking sunsets. Enjoy Sarasota Bay just outside your door and stroll to the private dock where you can fish, kayak, paddleboard, and watch for the manatees and dolphins as they cruise by. This community also offers a clubhouse, fitness center, 4 Har-Ter tennis courts, golf practice net, and a Junior-Olympic heated pool. Bayport Beach & Tennis Club consists of 17 buildings built between 1979 and 1983. Designed by architect Tim Seibert of the Sarasota School of Architecture. Located mid-key with a wealth of attractions moments away, including Bayfront Park, steps away, offering Pickle Ball, Basketball, Shuffleboard courts, playground, bike paths, kayak launch and Publix 2 miles away.

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

Listing Agent: Kelly Erb (941-720-9586)

Remarks: Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a serene environment. Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to strategically placed additional windows featured in corner/end units of this community. The subtle elegance of the interior is complemented by sleek flooring that enhances the flow from room to room. The kitchen is a true highlight, featuring quality cabinetry, elegant quartz counters, and modern stainless-steel appliances, which allow a harmonious flow, delivering both functionality and sophistication. The open-concept layout continues through the dining and living areas, combining a blend of textures and stylish finishes to cohesively create an environment of relaxed elegance. An abundance of natural light floods this space through large retractable sliding glass doors, which provide the option of extending the outdoors in. A private outdoor patio showcases a beautiful backdrop of lush tropical landscaping, adding to the property’s overall appeal. The bedrooms within the property are thoughtfully designed, each offering generous space and natural light. The primary suite offers a restful retreat, complete with an ensuite bathroom featuring modern fixtures and thoughtful design, ensuring comfort and privacy. This property will continue to amaze, as beauty extends beyond its walls into an amenity-rich community of 27 acres of picturesque tropical landscaping. This gulf-to-bay community offers an active island lifestyle with 4 Har-Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court, and amazing nature trails. A distinct advantage and unique selling point of this property is its proximity to a private, deeded beach. This property offers future owners not just exclusive beach access, but a revitalizing retreat amidst the hustle and bustle of life—truly a valuable benefit that amplifies the charm of this residence. Close to local amenities yet precisely positioned to offer privacy and quietude, this property represents an excellent opportunity for discerning buyers. Experience the best of coastal living in this beautiful home, where modern comfort meets natural beauty. Welcome home!

Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)

Listing Agent: Antonietta Car (813-684-9500)

Remarks: Welcome to the true tropical oasis of Bayport Beach & Tennis Club, a Longboat Key Gulf to Bay community. Bayport was designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture and is recognized for its award-winning, timeless design. Bayport offers 27 lushly landscaped acres with 1,200 feet of private beach. This tastefully renovated second-floor unit offers two expansive bedrooms and two beautiful bathrooms and comes fully turn-key. This unit was curated with attention to detail and functionality in mind. The kitchen offers plenty of storage, stainless steel appliances, quartz countertops and beautiful accent details. Enjoy three patios that allow for great indoor/outdoor living. Fully equipped with Hurricane impact doors and windows. One under building parking space included, along with a locked storage closet - perfect for bikes and beach gear. When not at the beach, enjoy the meticulously kept nature trails, landscaped grounds and wildlife. Just steps away from the well appointed clubhouse is equipped with a Junior-Olympic sized heated pool, four har-tru tennis courts, a fitness center and more. In addition, Bayport residents are proud of their active social and recreational calendar. Water enthusiasts can utilize the secluded fishing pier that stretches out onto Sarasota Bay; to fish, watch the sunrise, the Manatees swim or the Egrets wading among the mangrove trees. Residents also benefit from conveniently located on-site paddle board and kayak launch and storage areas. Bayport residents enjoy an array of restaurants locally, and the convenience of a nearby supermarket, pharmacy and boutique shops. Recreational enthusiasts also benefit from the nearby Bayfront Park which offers a popular pickle-ball program, dog park and other bayside activities. The nearby Longboat Key Club offers private access to championship waterfront golf, extensive leisure activities and boating facilities. Within minutes, one can access the famous St Armand's Circle with its exceptional shopping and dining amenities. From there, cross the iconic Ringling Bridge to downtown Sarasota, which is well known for world-class theater, culture and dining.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Alexis Smith-Frady (352-225-1724)

Remarks: Welcome to an extraordinary south Longboat Key canal front estate in Country Club Shores, located 2 in from Sarasota Bay on a lushly landscaped 1/3 acre lot, where luxury and tranquility come together in perfect harmony. This residence is the ultimate sanctuary, blending refined modern design and extraordinary finishings with the serenity of its picturesque surroundings. Untouched by recent hurricanes, this home features impact windows and high-quality craftsmanship and is built to withstand the demands of south Florida’s climate. The completely renovated ~3,000 sq ft, 3-bedroom, 3-bathroom property is outfitted with premium finishings and an open plan that sets new standards for convenience and today’s modern lifestyle. From the cozy media room with wet bar and separate office, to the pro-outfitted chef’s kitchen and owner’s suite that is a truly an inspiring spa-like retreat, every inch of this home exudes luxury and comfort. The home has been thoughtfully renovated, featuring large plank porcelain floors and 10’ ceilings adorned with custom millwork details throughout. Plan to be impressed by the formal foyer that delivers your guests to the spectacular “Art Salon” and spacious gathering area. The gourmet kitchen is a chef's dream, featuring a stunning 9’ Dolomite Island with a vegetable sink and a 30” Fisher-Paykel dishwasher drawer adjacent to custom dual pantries. The custom built-in Thermador refrigerator/freezer columns, warming drawer, and microwave provide everything needed to prepare any culinary creation with ease. The Carrera marble backsplash complements the quartz countertops that house the commercial grade Thermador 6-burner gas range and griddle with 2 convection ovens. The kitchen area features 12-foot bifold impact door panels and 8-foot bifold impact windows, which can be fully opened to seamlessly connect the kitchen with the patio area and stunning Bay views. The owner's retreat offers a relaxing Zen atmosphere with soft tones that complement the water views. Escape to the spa inspired bathroom to indulge in a two-person freestanding hydrojet bath or relax in the spacious aroma steam shower featuring dual rain showerheads and hand showers. The blue calcite custom vanities illuminate the ethereal experience, complemented by a Toto Neorest water closet and a custom walk-in closet. The media room is perfect for movie night, featuring surround sound and wet bar with a wine captain. The two spacious guest suites feature spacious bathrooms with floor to ceiling large format porcelain tile, Hansgrohe/Gessi fixtures, marble and Cambria quartz countertops, and mosaic marble backsplashes. The baths also feature Restoration Hardware towel curios with matching pulls, oversized rain showerheads with custom finishes. Outside is a 110-foot seawall and versatile dock system, that includes an entertaining area, mooring station with shore power pedestal/water, and a floating dock perfect for launching kayaks or boarding a boat. The spacious greenhouse offers a sanctuary for relaxing and all your planting needs delivering that boujee-chic retreat embellished with orchids and herbs to further elevate the experience. Located on the highly desired south end of Longboat Key, adjacent to the Resort at Longboat Key Club and nearby St Armands Circle, this property includes deeded beach access and unrivaled convenience to Sarasota. Call now for a private tour of this bespoke property.

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

Listing Agent: Kathy Callahan (941-900-8088)

Remarks: Nestled behind the gates of Queens Harbour in Bay Isles, this exceptional single-story home offers a rare blend of privacy, space, and effortless Longboat Key living—perfectly positioned on a quiet cul-de-sac with sweeping views along the 4th hole of the Longboat Key Club’s Blue Heron golf course. Spanning approximately 2,579 sq. ft., the thoughtfully designed floor plan features three bedrooms, two full baths, and a half bath, with flexible spaces that adapt beautifully to your lifestyle. A large, dedicated office/den with beautiful glass French doors and custom cabinetry offers outstanding flexibility and can serve as an additional sleeping space if desired. Inside, soaring 14-foot ceilings, rich wood flooring, and an open living-and-dining layout create an airy, welcoming atmosphere. A generous great room is framed by walls of sliding glass doors, opening to the pool and patio for seamless indoor-outdoor living—ideal for entertaining or simply unwinding with tranquil golf course views. The kitchen is perfectly placed for everyday living and gathering, featuring solid wood cabinetry, stone countertops, a center island with a veggie sink, pantry storage, a gas cooktop, and stainless-steel appliances. Two generous guest suites are ideally situated in this split plan, sharing a full bath with the ability to be closed off from the main living area. The private primary suite is a true retreat with golf course views across your private pool and spa. The spa fountain’s soft, flowing water creates a soothing backdrop that drifts into the bedroom through the sliding door access to the patio. The spacious bedroom features a walk-in closet, additional wall closet and a well-appointed en-suite bath with dual sinks, a soaking tub, separate shower, and private water closet. Outdoors, enjoy the screened private pool and spa with multiple seating areas and ample room to lounge and entertain in total comfort. The home has been immaculately maintained and includes new pool equipment and pool heater, a resurfaced pool, tile roof (2020), tankless gas water heater, as well as several additional upgrades – perfect move-in condition. Queens Harbour residents enjoy a maintenance-free lifestyle with 24-hour guard-gated security, with a community heated pool and spa just across the street. Ownership also includes deeded access to the private Bay Isles Beach Club, offering Gulf-front pavilions, grilling areas, multiple beach volleyball courts and a pristine beach only minutes away. Perfectly located within the gates of the Resort at Longboat Key Club’s Harborside Golf course and 290 slip deep-water Moorings marina, and close to island dining—plus easy access to St. Armands Circle, Lido Beach, and downtown Sarasota—this golf course home delivers the space, privacy, and location that define Longboat Key at its best.

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

Listing Agent: Kathy Callahan (941-900-8088)

Remarks: Welcome to Residence #103 at 1445 Gulf of Mexico Drive, located within the prestigious Players Club on Longboat Key. This exceptional 550-foot Gulf-front community offers an unparalleled coastal lifestyle, and this residence presents a rare opportunity—available for the first time in 37 years. Originally the building’s model home, this thoughtfully designed condominium combines timeless elegance with spacious comfort. This beautifully maintained residence features three bedrooms, two and a half baths. The third bedroom/den is complete with twin Murphy beds and built-in storage. The spacious living and dining area opens to a wall of sliding glass doors leading to an expansive 30-foot open-air balcony, where you will enjoy sweeping views of the Gulf of Mexico, overlooking the 70-foot heated saltwater swimming pool, spa, lush tropical landscaping, and breathtaking sunsets. Just steps from the pristine beach, this outdoor retreat invites you to relax, read, listen to the waves, and savor spectacular evening skies. Inside, the home offers a seamless blend of style and functionality. The spacious primary suite features sliding glass doors to the balcony, a generous walk-in closet, and a split en-suite bath with dual vanities, a spa-like soaking tub and shower, and a large window that fills the space with natural light. The second en-suite bedroom, privately positioned off the front hallway, is generously sized, offers abundant natural light, and includes a large walk-in closet—perfect for guests. Additional conveniences include a powder room, in-unit laundry, interior storage, and a private storage closet just outside the front door. The residence also includes assigned under-building parking and access to bike storage. Residents of Players Club enjoy resort-style amenities, including a newly renovated clubhouse with a state-of-the-art fitness center, library, catering kitchen, and inviting indoor and outdoor social spaces. Four Har-Tru tennis courts, pickleball, a putting green, beautifully maintained grounds, a security gate, and on-site management provide both luxury and peace of mind. Ideally situated on the desirable south end of Longboat Key, this community is just minutes from Publix, the renowned St. Regis Longboat Key Resort, the upscale boutiques and fine dining of St. Armands Circle, and the vibrant cultural attractions of downtown Sarasota. This is a rare opportunity to own a distinguished Gulf-front residence in one of Florida’s most sought-after coastal communities—where luxury, location, and lifestyle come together beautifully.

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

Listing Agent: Steve Nursey (941-356-7010)

Remarks: Welcome to a masterfully reimagined two-bedroom, 2.5-bath FURNISHED town home offering breathtaking, full open views of Sarasota Bay and the vibrant city skyline with its OWN PRIVATE BOAT SLIP. Arguably the most exquisite residence in the esteemed Fairway Bay community at Bay Isles on Longboat Key. The property underwent a meticulous down-to-the-studs renovation in 2020 that included filling in the 100 square foot atrium on the second floor, blending high-end craftsmanship with its unparalleled waterfront setting. The interior is a showcase of custom artistry, featuring warm wood ceilings, solid White Oak stairway treads, an elegant custom iron stairway railing, inset cabinets, Sonos sound system and a Lutron smart lighting system for effortless ambiance control. The gourmet kitchen is a chef’s dream, anchored by a custom White Oak island with quartz tops, Fisher Paykel built-in appliances, and charming built-in banquet seating breakfast niche. Sophisticated touches continue throughout, including a custom iron wine rack, grass wallpaper, designer light fixtures and sleek tile flooring in every room. Retreat to the primary suite, where soaring wood ceilings and a custom walk-in closet provide a sanctuary of comfort. The bath is light, bright and features a furniture-quality inset vanity and an enclosed wet room complete with a standalone soaking tub. The other bedroom on the second floor also has an en-suite bath that features furniture-quality vanity and beautiful walk-in shower. The second-floor laundry with full size LG front-loaded machines makes doing laundry a breeze. For ultimate peace of mind, the home features an impact-rated bayfront living room window and rear exterior door, complemented by a Garrison Hammerhead Aluminum Flood Barrier System installed in 2025. This system includes reinforced cement pilings just inside the garage door with easy-to-use slide-in aluminum slats designed to prevent water intrusion. As part of the Bay Isles community, residents enjoy world-class amenities including 24-hour gated security, swimming pools, tennis and pickleball courts, and exclusive access to the private Bay Isles Beach Club. Just minutes from the cultural heart of downtown Sarasota and upscale shopping of St. Armands Circle, this home offers a lifestyle of effortless elegance.

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

Listing Agent: Liz Nason (941-350-2243)

Remarks: Nestled along a serene canal just a short ride to beautiful Sarasota Bay, this custom-built John Cannon home offers the perfect blend of luxury, comfort, and coastal living. This two-story, 4-bedroom residence features an open floor plan designed for both relaxation and entertaining. Each bedroom is ensuite, providing privacy and comfort for family and guests alike. Enjoy gathering in the spacious area or entertaining outdoors with a heated pool and spa, a fully equipped outdoor kitchen, and a private dock with a boat lift for effortless access to the water. The home also includes an elevator- ideal for transporting luggage and groceries- and a generous 3- garage with abundant storage. Conveniently located near St. Armands Circle and downtown Sarasota, this property offers easy access to fine dining, shopping , and white-sand beaches, making it a true coastal retreat with every modern amenity.

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

Listing Agent: Michael Nink, Pa (941-914-2805)

Remarks: Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key. Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area featuring soaring 23-foot ceilings filled with natural light, rich oak flooring, custom lighting and a gas/wood-burning fireplace. Expansive walls provide the perfect showcase for fine artwork, while the spacious living and dining areas flow seamlessly into a warm family room and a chef’s dream kitchen. The gourmet kitchen is equipped with custom mahogany cabinetry, premium stainless-steel appliances including an induction cooktop, a large island topped with quartzite countertops, and a bright breakfast area overlooking the pool and waterway. Sliding glass doors lead to your private outdoor oasis—a massive 28-foot saltwater pool with solar heating and a partially covered patio with heat-resistant coral stone tile. The luxurious master suite offers two walk-in closets, a sitting area or office, and a spa-inspired bathroom with translucent onyx walls and flooring, a soaking tub, and an oversized shower. Additional features include a large laundry and craft room, an oversized two-car garage with workbench, hurricane-impact windows and doors, reinforced garage doors, and a brand-new concrete tile roof. A beautifully landscaped circular drive welcomes guests, while the deep-water bayou behind the home provides direct access to Sarasota Bay—ideal for boating enthusiasts. Residents of Bay Isles enjoy 24-hour gated security, membership to the Bay Isles Beach Club, and close proximity to the Longboat Key Club, St. Armands Circle, world-class dining, shopping, and the brand-new five -star St. Regis Longboat Key Resort. This exceptional property offers the best of luxury, privacy, and the coveted waterfront lifestyle on Florida’s Gulf Coast.

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

Listing Agent: Julie Klick (941-780-6001)

Remarks: An extraordinary Contemporary Architectural estate — now offered with a $500,000 price reduction, presenting one of the most compelling waterfront opportunities on Longboat Key. Defined by its rare three-pod circular design, this sculptural residence is a dramatic composition of flowing living spaces connected by custom corridors — delivering exceptional privacy, abundant natural light, and seamless indoor–outdoor living. The Great Room pod features soaring wood-paneled ceilings and walls of glass framing tranquil water views. The circular primary suite offers a spa-level bath with dual showers, private office, lounge area, and direct pool access. The striking circular kitchen showcases a curved island beneath a two-story ceiling and skylight, with a radial appliance layout that is both artful and highly functional. Two en-suite guest bedrooms open to private patios, while a fully self-contained Secondary Primary Suite above the 32' x 23' three-car garage includes independent HVAC, a luxury bath with Steam Shower and Sauna, a flexible living space ideal for extended guests. Outdoors, enjoy protected deep sailboat water, a private dock with 12,000-lb lift, and a resort-style pool and spa. Situated behind the 24-hour gates of Bay Isles, with exclusive access to the Bay Isles Beach Club on the Gulf of Mexico.

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

Listing Agent: John August (941-320-9795)