Longboat Key Homes For Sale & Real Estate - 364 homes

Remarks: Rare Beachfront Opportunity - Two Adjacent Residences at The Islander Club, South Longboat Key Seize a truly rare and unique opportunity to own two adjacent Gulf-front residences in the North Tower of The Islander Club on South Longboat Key. Featuring highly sought-after southwest and northwest exposures, these first-floor walk-out condos live like a maintenance-free beachfront home, with no stairs or elevators and direct access from two private terraces to the Olympic-size beachfront pool and the private white sandy shores of the Gulf of Mexico’s crystal clear aqua waters. Combined, the residences offer 2,500+ square feet of Gulf-front living space, including four beachfront bedrooms and four full bathrooms, two balconies with over 500 square feet of total outdoor frontage, and expansive walls of glass showcasing panoramic Gulf views, brilliant sunshine, gorgeous sunsets, and refreshing cross-breezes. The layout functions as an expansive and seamless beachfront residence with flexible configuration options—combine both units into one refined Gulf-front luxury home, or live in one and rent the other, or tailor and customize the space for personal use or investment potential. Located directly on the beach in South Longboat Key, this one-of-a-kind legacy property is just three miles from St. Armands Circle and minutes from downtown Sarasota’s dining, shopping, and cultural attractions. Two covered parking spaces are included, along with additional guest parking available. The Islander Club features 400 feet of private beachfront, a new fitness and community center, beachfront pool, two Har-Tru tennis courts (soon to be remodeled for pickleball use as well), library, conference room, on-site management, gated access, and a highly advantageous and rare owner-to-owner rental program. Convenient to Publix, CVS, acclaimed restaurants, boutique shopping, and Sarasota’s renowned arts scene. Enjoy breathtaking Gulf sunsets and an unmatched Longboat Key beachfront lifestyle at one of Longboat Key’s most sought-after beachfront addresses.

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

Listing Agent: Leah George (941-780-0597)

Remarks: Some homes whisper. Others make a statement. 501 De Narvaez Drive commands attention—with bold architecture, elegant updates, and a prime waterfront location that elevates the Florida lifestyle into something exceptional. Nestled on a quiet corner lot in the coveted Sleepy Lagoon Park neighborhood, this home is your gateway to prestige, privacy, and the purest form of coastal living. Spanning 1,708 square feet of refined single-story living, this 3-bedroom, 2.5-bath residence is a masterclass in modern comfort and timeless materials. Designed with block construction and finished in stucco with a durable metal roof, the home is as solid as it is stylish. Inside, terrazzo flooring sweeps across the entire home, providing a sleek and enduring foundation underfoot. Enter into a light-drenched open floor plan, where the layout has been carefully crafted for entertaining, lounging, and effortless day-to-day living. The living room flows into a dining space and gourmet kitchen—outfitted with stone counters, solid surface tops, a spacious island, and stainless steel appliances including a convection oven and cooktop. Whether you’re entertaining guests or enjoying a peaceful morning coffee, every room connects you to the water and the outdoors. The primary suite is an owner’s haven, complete with a walk-in closet and full bath featuring a tub/shower combination. Two additional bedrooms—each with walk-in closets—offer comfort, functionality, and flexibility. A second full bath, half bath, and spacious laundry area provide all the elements of ease and convenience. But what truly defines this home is what lies beyond the doors. A private, heated pool, enclosed within a screened lanai, becomes your year-round sanctuary. The oversized covered deck is perfect for afternoon shade or sunset cocktails. And then there’s the water: with direct canal access to the Intracoastal Waterway, this home is a dream for boaters. The 2022 composite dock and concrete seawall are in pristine condition and ready for your vessel. No HOA means you can live your way, and with 1-month minimum leases allowed (rental license required), this property also offers incredible short- or long-term rental potential. Add in a two-car garage, central air, electric heat, public water/sewer, and fiber optic internet, and you have every modern amenity at your fingertips. This is more than just a home—it’s a statement of lifestyle. A bold, beautiful, and rare opportunity to own in one of Longboat Key’s most established and beloved communities, just moments from world-class beaches, golf, fine dining, and everything the Sarasota area has to offer. For the visionary buyer who seeks distinction, privacy, and water access—501 De Narvaez is where your story begins.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Tanner Tillung (727-479-4548)

Remarks: Welcome to Sand Cay Beach Resort—one of Longboat Key’s premier vacation destinations. VACATION WHEN YOU WANT - GENERATE INCOME WHEN YOU DON'T - TURNKEY GULF-SIDE INVESTMENT WITH REAL RETURNS. Rarely available third-floor condo truly impresses with soaring vaulted ceilings exclusive to top-floor residences, a beautifully updated kitchen, and tasteful coastal-inspired finishes throughout. A well-established vacation rental with a strong income history, this property is an ideal opportunity for both personal enjoyment and investment. Nestled within an intimate beachfront community offering 340 feet of pristine Gulf frontage, Sand Cay provides an exceptional resort-style experience. Residents and guests enjoy first-class amenities including tennis courts, shuffleboard, a heated pool, basketball area, barbecue stations, a full-time on-site manager, and a convenient in-house rental program. Perfectly located, the resort is just minutes from the boutique shops and fine dining of St. Armands Circle and the vibrant arts and cultural attractions of downtown Sarasota. Light and bright, this third-floor garden-view condo is ideally situated between the pool and the beach. The inviting floor plan features two bedrooms, two bathrooms, a spacious living and dining area, an updated and fully equipped kitchen, a cozy den/office nook, and a private balcony with an awning—ideal for morning coffee or unwinding after a day by the Gulf. Your slice of Longboat Key paradise awaits. Schedule your showing today.

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

Listing Agent: Michael Albano, Pa (941-993-9571)

Remarks: With the Gulf just beyond the terrace, this first-floor two-bedroom, three-bath residence at The Players Club offers direct beachfront living, where uninterrupted water views and the steady rhythm of the shoreline shape daily life. Updated in 2021–2022 and move-in ready, the residence spans approximately 1,971 square feet and has been redesigned to emphasize its coastal setting. High-impact glass, recessed lighting, and a neutral interior palette create a bright, understated backdrop throughout. The open kitchen connects to the main living areas and features white quartz countertops, coordinating cabinetry, stainless steel appliances, and a tile backsplash. A solarium just off the kitchen provides flexible space for an office or den and is finished with plantation shutters. Adjacent to the solarium is the third full bathroom and closet. The living room opens to the terrace through a wall of sliding glass doors, extending the living space outdoors. The private terrace spans approximately 30 feet and overlooks the beach and Gulf, offering a comfortable setting for dining, relaxing, or entertaining. The split-bedroom floor plan provides privacy, with a guest suite that includes an updated en-suite bath. The primary suite opens directly to the terrace and features a walk-in closet and an updated bath with dual vanities and a glass-enclosed shower with built-in bench. Additional features include in-residence laundry, extra storage, and under-building parking. Located on the southern end of Longboat Key, The Players Club offers 560 feet of private beach frontage, a 24-hour guarded gate, on-site management, Har-Tru tennis courts, pickleball courts, a heated saltwater pool and spa, and a recently refreshed clubhouse.

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

Listing Agent: Bruce Myer (941-376-5311)

Remarks: Incredible FULL BAY VIEW! This tranquil and beautifully renovated island retreat located in the beach to bay community of Sutton Place offers that and so much more. This 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous, remodeled kitchen is open to the living/dining area across an expanse of granite that includes a custom made dining table with lots of storage underneath and seating all around! Porcelain tile flooring makes the journey from one room to another a seamless and beautiful transition. These smart owners have converted the lanai into finished square footage and it is the perfect spot to enjoy a morning coffee or an evening beverage while watching the fish jump or the birds fly by. They also upgraded to IMPACT RESISTANT SLIDING DOORS AND WINDOWS throughout. The Primary bedroom has this same gorgeous view and a renovated ensuite bath. The once walk-in closet was converted to a small office space, (which could easily be changed back) but it’s current use is rather genius. When guests are not in town, the 2nd bedroom is another tranquil space to enjoy. Did I mention this is a 2 pets friendly community?! Sutton Place also offers its own PRIVATE BEACH CLUB and includes an abundance of amenities including 2 pools, a clubhouse, and an onsite marina with slips for a nominal fee of only $300 per year. The community recently completed a number of updates including repainting, reroofing and passing the milestone inspection and securing a 10 year certification. This owner has paid for all of those upgrades in full. The unit is being offered furnished with exceptions. Here you will find a remarkable quality of laid-back island life but if you're ready for more, enjoy the multitude of restaurants, shopping and the cultural mecca of downtown Sarasota, all within a short drive away.

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

Listing Agent: Jodene Moneuse, Pa (941-302-4913)

Remarks: Step right into the epitome of Florida beachfront luxury with this stunning first-floor Capri unit on Longboat Key. Nestled within the exclusive Positano community—an intimate 10-acre oasis of just 29 residences—this condo offers a seamless walkout straight to the pristine beach and the azure waters of the Gulf of Mexico. This is Florida living at its finest. The condo features a fantastic wrap-around terrace on the Gulf side, perfect for soaking in the outdoor splendor from morning coffee to sunset cocktails. The primary suite offers direct steps down to the private community pool, while additional terraces off the secondary bedrooms ensure both privacy and gorgeous views. Spanning a generous 3,343 square feet, this true three-bedroom, all en-suite residence boasts a Gulf-front gourmet kitchen with state-of-the-art appliances, an adjacent family gathering area, and an open-plan flow from the living room to the dining space. Floor-to-ceiling windows frame dramatic views of the Gulf and the beach, while beautiful porcelain tile floors, 10-foot ceilings, and crown molding add to the sense of refined elegance. You'll enjoy the convenience of a private, enclosed two-car garage and the exceptional amenities of the owner's club, including a state-of-the-art fitness center, catering kitchen, and a lounge with a fireplace, plasma TV, and surround sound. Outdoors, there's a 75-foot Olympic pool, spa, grilling area, and shaded cabanas, all set amidst lush tropical landscaping. Truly, this condo is as close to the beach as it gets on Longboat Key.

Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)

Listing Agent: Reid Murphy (941-232-3304)

Remarks: Tranquility abounds as you enter the gates of Sandhamn Place, developed by Peder Wallenberg and named after a quaint fishing village just outside of Stockholm Sweden. A private canopied road winds through this sanctuary of nine custom designed waterfront homes, all enjoying expansive views of Sarasota Bay. Be among the privileged few that can call Sandhamn Place their home on Longboat Key, with no tear downs to pass and no barnacle encrusted seawalls staring back at you and no through traffic to tolerate; just 50 square miles of the beautiful bay with only leisurely kayakers & paddleboarders, frolicking dolphins and meandering manatees passing by. Sandhamn Place has its own tennis court and marina with deeded boat slips and is ideally located near the center of Longboat Key, just a short distance from some the island's finest restaurants, shops and conveniences as well as Durante Park, a 32 acre nature preserve with overhanging mangrove walking trails. The home was designed with Key West in mind and offers a relaxed lifestyle at the end of the cul de sac with its own private observation dock extended out into the bay that can be accessed from the screened lanai and heated pool or from the upstairs deck adjoining the primary ensuite bedroom overlooking Sarasota Bay.

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

Listing Agent: Richard Perlman (941-228-8580)

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: YOUR SUNRISE SANCTUARY! YOUR SUNSET ESCAPE! An End Unit Villa—Steps From Both Shores! There’s a moment just before sunrise—when soft light touches the bay and the world feels brand new. From this beautifully updated 1504 sq foot, 3-bedroom, 2-bath end-unit villa, you wake to that glow each morning. And while the bay lies just a short stroll from your door—where dolphins and manatees grace the shoreline—the sense of tranquility begins the moment you step inside your villa. Welcome to your story at Windward Bay, Loved for 33 Years, Transformed for the Next Chapter! Brand-new luxury vinyl plank flooring stretches throughout the living spaces. Custom White wooden plantation shutters open like pages of a book, revealing light-filled rooms, a bright inviting great room and a refreshed kitchen where new soft-closing cabinetry meets the timeless richness of granite countertops. Being a corner end unit means privacy, extra windows, and the kind of natural light you feel more than you see. The great room spills out to your private outdoor patio—perfect for morning coffee, late lunches, or evening breezes. And as evening arrives, simply walk across the street. The Gulf paints the sky in gold and coral, offering unforgettable sunsets that become a treasured part of your daily rhythm. This home offers peace of mind along with beauty. It’s a place where you can truly exhale. This is effortless, maintenance-free living, where parking sits mere steps from your door and bringing in groceries is a breeze. No elevators. No stairs. No inconvenience. Just the freedom of ground-level coastal life. Here, maintenance-free living means all the big things are already done: the entire exterior was upgraded in 2020 with hurricane-impact windows, hurricane-impact sliding doors, and a new roof. "Pet Friendly" Windward Bay is one of Longboat Key's most beloved waterfront communities—known for its mature landscaping, resort-style amenities, and genuine sense of warmth. People don't just move here; they stay here. In fact, the current owner of this villa has lived here for 33 years, a testament to the comfort, community, and connection the neighborhood provides. Windward Bay isn't just a place to live. It's a place to belong. Spanning 26 lush acres, the community offers three beach access points, a 1/2-mile nature trail, two heated pools, fitness center, sauna, clubhouse, tennis and pickleball courts, kayak launches, boat docks (waitlist), covered parking, and storage. Wildlife is abundant throughout the property, adding magic to everyday life. Financially strong, Windward Bay has completed its Milestone Inspection and Capital Reserve Study. Monthly fees were reduced in 2025 and increased only $13 for 2026. With Downtown Sarasota, St. Armands Circle, Bridge Street, renowned restaurants, championship golf, boutique shopping, and cultural attractions just minutes away, you're perfectly positioned between quiet island tranquility and vibrant coastal life. A Home That Feels Like a Vacation—Every Single Day! A place ready for its next chapter—your chapter. Your Windward Bay story starts here—reserve your private viewing today.

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

Listing Agent: Debby Mccaig (941-544-1713)

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: Tucked behind the gates of Bay Isles in the Emerald Pointe community, this 3BR/3.5BA residence offers 2,180+/- sq. ft. of thoughtfully designed living space with a layout that blends privacy, flexibility and inviting outdoor living. From the moment you arrive, a paver drive framed by lush landscaping and a striking 2-story façade with barrel tile roof set a warm and welcoming tone. A paver walkway leads to the courtyard entrance that defines the home’s character. This open yet private space is bathed in natural light and features a covered and screened sitting area with an all-season kitchen, creating a unique setting for entertaining or quiet relaxation. Just off the courtyard, a separate casita with its own full bath offers ideal space for a home office, guest suite or creative retreat. Inside, the home feels open and spacious, with large tile flooring, high ceilings and a thoughtful mix of clerestory and transom windows that bring light into every corner. Neutral tones and layered textures add depth without distraction. The living room is both functional and inviting, featuring a fireplace, built-in wine refrigerator, and ice maker that enhance the space for everyday living or hosting. The kitchen has been beautifully updated and connects naturally to the main living areas. It features stone countertops, all-white cabinetry, stainless steel appliances, a tile backsplash and a breakfast bar, along with a dining area highlighted by a striking aquarium window that looks back into the courtyard. The primary suite is located on the main living level in a private wing, offering direct access to the pool and a generous walk-in closet. The bath is well appointed with dual vanities, a freestanding tub, a walk-in shower and refined tilework. Upstairs, a guest bedroom provides comfort and privacy, complete with wood flooring, a walk-in closet, desk space and an en suite bath. At the back of the home, a screened lanai and pool overlook a peaceful lake with fountain, where large-panel screening keeps the view open and unobstructed. Additional features include an in-residence laundry room and a two-car garage with abundant storage. Residents of Emerald Pointe enjoy a maintenance-free lifestyle along with access to the private Bay Isles Beach Club, offering white sand beaches just minutes away. Optional membership to the Longboat Key Club further enhances the lifestyle with championship golf, tennis and pickleball, a private beach club, marina, spa and wellness amenities, multiple dining venues, and an active social calendar.

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

Listing Agent: Bruce Myer (941-376-5311)

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: PCATTO! PAY CLOSE ATTENTION TO THIS ONE! There is so much to take in, so let’s start with some bullet points: DIRECT BAY BIG,BIG,BIG WATER VIEW. PRIVACY. 5BED/4.5BATH HOME. ELEVATOR. ALL NEW- DOCK WITH 16,000 LB. LIFT, ROOF, SKYLIGHTS, GUTTERS, OPERATIONAL WINDOWS, DOORS, SHUTTERS (FOR BAYFRONT FIXED WINDOWS), TRAVERTINE POOL DECK, GUNITE POOL SURFACE, FENCE, LANDSCAPING, EXTERIOR PAINT. The work is done for you! Landscaped with privacy in mind and positioned in the cul-de-sac as the last home on the direct Bay in lovely Queens Harbour. The outward attraction of this home will immediately drive your desire to explore further. And, once you enter thru the double glass entry, the exhilaration will overtake you. Bay views abound thru the wide-spread wall of glass that encompasses the common living areas of dinette, kitchen, living room, primary bedroom and bonus rooms. Sky-high ceilings and coastal flooring add to the wonder of this show-place and the fixtures that have been added define the finest of taste. Primary, 2nd and 3rd bedrooms, three full baths, as well as all common space (kitchen, dining, dinette, living room, family room), complete the first level of this home and upstairs you will find two more bedrooms, a bath, and flex space- ELEVATOR OR STAIRCASE ACCESSIBLE. The inside will amaze, but let’s be real- outside living is what Longboat Key is all about. Savor the sunrise from your private dock and ease into the day, poolside. Hop in the boat to head out for a sunset ride to your favorite waterfront dining spot and wrap up with a cocktail in the spa as you admire the stars and Sarasota lights across the Bay. Feel like the beach? Great!! You can do that too because with this home you are a part of Bay Isles which includes the private Beach Club and also provides an added sense of security with guarded and double-gated entry to your community.

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

Listing Agent: Cindy Schatzle (941-587-7556)

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: Gorgeous Views - Impact Windows & Doors - 1/2 Acre Elevated Lot - Enjoy the Longboat Key Island Lifestyle - In a prime South Longboat Key location, this beautifully updated waterfront home offers a blend of privacy, comfort and exceptional boating access. Set on a large, elevated, tropically landscaped lot, the property captures wide water canal views stretching toward Sarasota Bay, with stunning water vistas visible from nearly every room. Designed with an inviting open floor plan, the residence features three bedrooms and two baths, thoughtfully arranged for everyday living and effortless entertaining. The private primary suite is a retreat, complete with stunning water views, generous walk-in closet, an en-suite bath and a unique outdoor shower for enjoying the coastal lifestyle. A separate guest suite provides privacy for visitors, while the cozy third bedroom offers flexibility for additional guests, an office or hobby space. In addition, the open floor plan seamlessly blends dining and living areas to capture stunning water views throughout. Recent upgrades bring beauty and peace of mind, including a new metal roof, new hurricane-impact windows and doors, a new hurricane-rated screened pool cage, new air conditioner, and new seawall and composite dock. The outdoor living spaces are equally impressive, highlighted by a screened-in pool area with spa and an additional screened room off the pool, ideal for relaxing or entertaining while enjoying tranquil water views. Boating enthusiasts will appreciate the new seawall and private composite dock, with easy access to Sarasota Bay and the Gulf of Mexico and no fixed bridges along the way. The large paver driveway adds curb appeal, while the dedicated laundry room includes front-load washer and dryer for convenience. Completing the coastal lifestyle, the property includes deeded beach access, allowing you to enjoy sunrise views over the bay and sunset walks along the Gulf. This exceptional home offers the best of Longboat Key living, privacy, upgrades, water views, deeded beach and outstanding boating access.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)

Listing Agent: Michael Seamon (941-586-1802)

Remarks: Experience direct Gulf-front living in this furnished, first-floor walkout residence at The Westchester on Longboat Key. Enjoy sweeping turquoise water views from nearly every room, with miles of pristine shoreline just beyond your door. This well-appointed, inviting two-bedroom, two-bath condominium features a spacious split floor plan designed for comfort and privacy, along with seamless indoor-outdoor living and immediate access to the pool and beach. The kitchen is equipped with stainless steel appliances, solid surface countertops, and abundant cabinetry and prep space. Both bedrooms offer en suite baths and generous walk-in closets, complemented by additional storage. The primary suite features a private screened lanai overlooking the Gulf, creating a tranquil retreat. A second expansive screened lanai off the great room captures panoramic water views and opens directly to the community pool and beach. An in-unit washer and dryer add everyday convenience. This thoughtfully designed, fully furnished residence is ideal for effortless coastal living, whether as a primary home, vacation getaway, or investment opportunity. The unit includes assigned covered parking and private storage conveniently just outside the entry. Community amenities include lighted tennis and pickleball courts, a basketball court, two heated pools, shuffleboard, outdoor grilling areas with cabanas, kayak and bicycle storage, and private beach gear lockers. A newly renovated clubhouse is coming soon and will feature a full kitchen, lending library and fitness area. Rentals are permitted, offering flexibility for seasonal or year-round use. The Westchester’s mid-key location provides convenient access to Bayfront Park with its dog parks and waterfront views, as well as nearby shopping and daily conveniences, including Publix. Residents are minutes from the Centre Shops and Whitney Plaza, along with more than a dozen popular north-end restaurants, including waterfront favorites such as Shore Restaurant and Mar Vista Dockside Restaurant. Longboat Key also offers a private golf course, a full-service marina, and multiple waterfront parks. Nearby destinations include St. Armands Circle and downtown Sarasota, renowned for its vibrant arts and cultural scene.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)

Listing Agent: Cindy Fischer (941-465-1124)

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)