Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Experience the best of Longboat Key living in this elevated coastal retreat, ideally located in the desirable Conrad Beach community just a block from the Gulf of Mexico. Designed with timeless style and modern comfort in mind, this 4-bedroom, 4.5-bath residence offers sophisticated finishes, smart upgrades, and all the pleasures of island life without the upkeep of a private pool. Spanning 2,900 square feet, the open-concept layout showcases a chef’s kitchen with an oversized quartz island, premium appliances, and generous counter space ideal for entertaining family and friends. Light-filled second-level living and dining spaces open to an expansive porch and outdoor dining space , creating a seamless indoor-outdoor flow. The first living level features a serene primary suite with a spa-inspired bath and private balcony, offering a peaceful retreat. Upstairs guest suites provide privacy and comfort, with terraces to capture the island’s cooling breezes and glowing Gulf sunsets. A stunning rooftop deck with jacuzzi crowns the home, creating an unforgettable setting for evening relaxation or gatherings under the stars. Additional highlights include impact-rated windows and doors, elevator ready, and a two-car garage with ample storage. The award-winning Conrad Beach community offers a resort-style pool with bath facilities and beautifully maintained landscaping, all just a short stroll from the shoreline. Enjoy the vibrant charm of nearby Anna Maria Island, Longbeach Village dining, marinas, and boutique shopping at St. Armands Circle and Sarasota. This home blends coastal sophistication, privacy, and comfort—an ideal winter haven to share with family and friends.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Step into a bright, inviting coastal retreat just moments from the sand at Beachplace on Longboat Key. This beautifully furnished first-floor residence in Building 3 offers true walk-down convenience from the private wraparound terrace—an effortless way to enjoy the Gulf-front lifestyle. Designed for comfort and ease, the interior features porcelain tile flooring throughout, plus new impact windows and walls of sliders installed in 2021–2022, creating a light-filled setting that feels connected to the outdoors. The spacious living and dining area is framed by floor-to-ceiling glass, opening directly to the screened lanai with views of the community’s lush landscaping, pool deck, and the Gulf’s sparkling waters. The updated eat-in kitchen includes all-white appliances, LED lighting, Corian countertops, and a convenient breakfast bar pass-through—ideal for casual meals or entertaining. The private primary suite features wood-grain tile flooring, French-door terrace access, a large closet, and an en-suite bath. A split floor plan ensures comfort for guests, with the second bedroom tucked away for privacy and located next to a well-appointed full bath. Additional conveniences include Turnkey Furnishings and one coveted under-building covered parking space plus an additional assigned outdoor space, a rare benefit in this sought-after Gulf-front community. Residents of Beachplace enjoy resort-style amenities that enhance the coastal lifestyle. A wonderful Gulf-front community, Beachplace offers 24-hour guard-gated entry, an on-site management team, a stylish clubhouse, fitness center, tennis courts, pickleball, and an expansive Gulf-front deck with heated swimming pool and spa. Walking paths, lush gardens, and direct beach access create a tranquil environment for relaxation. Perfectly located on the south end of Longboat Key, this residence places you minutes from world-class shopping and dining at St. Armands Circle, renowned golf and tennis clubs, marinas, the cultural venues of downtown Sarasota, and the exceptional beaches that make this area one of Florida’s most desirable coastal destinations. Whether you're searching for a seasonal escape or a full-time beachfront home, this Beachplace residence delivers impressive value, thoughtful updates, and a premier location along Longboat Key’s pristine shoreline.
Courtesy: SARASOTA BEACH TO BAY INC
941-350-7104
Sarasota Bay Waterfront Masterpiece – Perched on one of the most coveted point lots in Country Club Shores with Deeded Beach Access, this elevated, 2016 coastal contemporary offers 260 feet of unobstructed views across Sarasota Bay, the city skyline, and the Ringling Bridge. Designer-furnished and move-in ready, the pinnacle of waterfront luxury. Built with resilience and sophistication, the home and garage are elevated above flood impact levels and experienced no water intrusion throughout recent storm events. The property also benefits from a second, engineered seawall that strengthens the foundation and supports the outdoor terraces, offering both structural security and enduring coastal comfort. At the water’s edge, enjoy a 63’ Trex dock with a 14,000-lb lift, 3,000-lb kayak/paddleboard elevator, water and electric, and outdoor shower. A 260' vinyl seawall and breakwater, completed in 2016, ensures peace of mind and lasting stability. Inside, 4,553 sq. ft. of refined living space showcases bespoke craftsmanship and advanced technology, including a full-home Lutron system, Windoor 8100 sliders, Doors In Motion wall systems, and a comprehensive security network. Luxurious materials abound: limestone flooring on the main level, engineered white oak upstairs, cypress soffits, Level 5 drywall, and warm walnut beams. The main living area impresses with soaring 11’4” ceilings and a dramatic two-way natural gas fireplace. The dining room continues the understated luxury with walnut detailing, automated shades, and its own fireplace. The chef’s kitchen is a culinary showpiece, featuring Cristello quartz countertops, walnut veneer cabinetry, Miele appliances, induction cooktop, warming drawer, Grohe filtration, veggie sink with disposal, and a smart dumbwaiter connecting to the second floor. Outdoor living is unparalleled. A 350-sq-ft covered terrace boasts Turkish, Alexander Cream limestone flooring, Wolf grill, marble countertops, refrigeration, big-screen TV, and retractable openings for seamless indoor-outdoor entertaining. Steps away, a disappearing-edge saltwater pool with tanning shelf and sculptural planters with gas fire bowls create a breathtaking setting for relaxation or entertaining. The first-floor owner’s suite is a serene retreat with a private balcony, automated drapes, custom walnut headboard with pop-up TV, and a spa-inspired bath featuring floor-to-ceiling marble, dual sinks, heated floors and towel racks, double shower, dedicated vanity, and a walnut walk-in closet with built-in safe. Upstairs, a striking glass-and-walnut floating staircase leads to 10’ ceilings, a versatile 4th bedroom with built-in bunk beds, wet bar, refrigeration, dumbwaiter access, and two fully opening walls to covered and open-air terraces. Outdoor spaces include: East/south-facing terrace with pocketing glass doors, Pecky cypress ceilings, Infratech heaters, and sweeping skyline views. Sun terrace for relaxing or entertaining. West-facing sunset terrace with linear entertaining bar. Two additional upper guest suites offer full bay views, terrace access, and en-suite baths finished in marble, porcelain, and terrazzo-inspired materials. Additional luxury features include a dedicated laundry room, powder room, 2-car garage with golf cart charging, epoxy flooring, built-ins, and a natural-gas generator supporting 400-amp service. This is a rare convergence of architectural brilliance delivering Sarasota living at its most elevated and effortless.
Courtesy: PREFERRED SHORE LLC
941-999-1179
Modern Gulfside Retreat at Privateer South — 1000 Longboat Club Rd #204 Fully remodeled, offered turnkey furnished, and move-in-ready, this 2-bed/2-bath residence blends modern coastal style with the ease of beachfront living within the Longboat Key Club gates. Every finish and system was selected with longevity in mind, and the property is wrapped in impact-rated windows and doors for quiet comfort, energy efficiency, and storm protection. An inviting entry opens to a spacious, open-concept great room with defined living and dining zones that transition naturally to a private covered balcony with unobstructed Gulf views—perfect for sunrise coffee, afternoon reading, or golden-hour breezes. Cohesive, low-maintenance flooring and a calm, neutral palette set an elegant foundation for any design style, while updated designer lighting and hardware add a polished feel. The renovated kitchen is both beautiful and functional, featuring custom cabinetry, durable stone countertops, and stainless-steel appliances. The split-bedroom layout ensures privacy: a serene primary suite offers generous custom built-out wardrobe space and a refreshed en-suite bath with a walk-in shower, while the flexible, oversized guest bedroom boasts a generous, custom built-out walk-in closet and sits adjacent to a second, well-appointed full bath. Practical comforts include turnkey furnishings, abundant storage, an assigned covered parking space, and a dedicated storage closet—everything you need for a true lock-and-leave beach home. Privateer South delivers a resort-style lifestyle on one of Florida’s most pristine stretches of sand: a Gulf-front heated pool and spa, tennis and pickleball courts, a fitness center, clubhouse/social room, on-site management, and 24-hour gated security—all framed by lush tropical landscaping with direct beach access. Comprehensive association services (including cable, water, trash removal, exterior maintenance, landscaping, and security) support a low-maintenance ownership experience. Beyond the shoreline, world-class amenities are minutes away: championship golf, a full-service marina, and dining at the Longboat Key Club (membership optional), the boutiques and restaurants of St. Armands Circle, and the vibrant arts, theater, and culinary scene of downtown Sarasota. A rare combination of thoughtful renovation, storm-rated construction elements, furnished convenience, and amenity-rich Gulfside living—Privateer South #204 is a refined coastal retreat where every day feels like a getaway.
Courtesy: KELLER WILLIAMS ON THE WATER S
941-803-7522
GULF BEACH and BAY ACCESS! This single story end unit is the perfect place to escape the cold winter months and experience island living on Longboat Key. Ideally located just steps from private Gulf Beach access, this 2 bedroom, 2 bathroom condo offers both comfort and convenience for your winter getaway or year-round living. The spacious, open-concept living and dining area flows seamlessly into a bright and airy Florida room—ideal for relaxing or entertaining while enjoying refreshing Gulf breezes through screened windows and sliding doors. The well-appointed kitchen comes fully furnished with all the essentials for home cooking, and the adjoining utility room features a washer and dryer for your convenience and plenty of extra storage or pantry space. The primary bedroom is comfortably furnished and has an en-suite bathroom. The generously sized secondary bedroom can be customized into a guest suite or cozy den—whatever best suits your needs. Sutton Place offers private Gulf beach access complete with a pavilion, picnic tables, restrooms and showers. Additional amenities in the community include 2 heated pools, one of which sits on the Sarasota Bay, barbecue areas for al-fresco dining, bicycle storage, kayak storage and launch and fishing dock. Boat docks are also available for lease at a low rental fee based upon availability. You'll also enjoy access to Bayfront Park of Longboat Key, located just 1/2 mile away. Here you can utilize the park's 3 pickle ball courts, tennis courts, basketball court, shuffleboard courts and more! Located just a short drive from St. Armand's Circle with wonderful shopping and dining venues or head North to visit the beaches of Bradenton, Coquina, Holmes and Anna Maria Island. There is a lease in place from January-April 2026, which can either be assumed by the buyer for instant income or closing can be scheduled after that lease is complete.
Experience coastal living at its finest in this beautifully remodeled beachfront condo! This stunning residence features brand new, tastefully selected furniture and a modern, elegant design throughout. Enjoy breathtaking ocean views and unforgettable sunsets from your private west-facing balcony. Perfectly positioned on the beach, this home offers the ideal blend of luxury, comfort, and seaside serenity — ready for you to move in and start living the dream.
Courtesy: EDGEWATER REAL ESTATE, INC
941-778-8104
The community of Gulfshore of Longboat Key, Inc. offers it all. It is one of the best kept secrets on Longboat. It has approximately 450 feet of frontage on the Gulf of Mexico, a marina on Sarasota Bay, with new pilings and docks being constructed, a large community pool, fabulous club house and more. It is truly a unique example of “Old Florida”. This unit was damaged with the 2024 hurricanes. All water damaged components have been removed. It is now ready for remodeling to make it the quintessential beach cottage. The previous layout included a large, bright living room, dining room, kitchen and two bedrooms as well as a hallway laundry closet that accommodated a stackable washer/dryer. This unit has newer windows (3 years), and a new roof (2024). The primary remodeling work that is required is interior. There are also two contractors available to re-level the home to four feet. It also has an outside bathroom with a shower. The shower is perfect for when you return from the beach. The driveway can accommodate two cars. Gulfshore is a 55+ community and does not permit rentals or pets. The combination of this remodeled unit and the amenities of Gulfshore and the surrounding area make this home the perfect beach getaway. Please schedule your personal tour soon.
Courtesy: COLDWELL BANKER REALTY
941-349-4411
Welcome to Your Waterfront Paradise! Discover this coastal retreat in the highly desirable Sleepy Lagoon community, perfectly positioned on a deep-water, saltwater canal just seconds from the Intracoastal and the Gulf. This beautifully renovated single-story home features 3 bedrooms, 2 tastefully updated bathrooms, and an elegantly remodeled kitchen with quartz countertops and stainless steel appliances. The open-concept floor plan creates a seamless connection between indoor and outdoor living—ideal for entertaining or relaxing in style. The primary suite offers a private balcony overlooking the heated pool, boat dock, and tranquil canal. Upstairs, a bonus loft provides a perfect space for a home office, studio, or den. For boating enthusiasts, enjoy a concrete seawall, a composite dock with boat lift, plus water and electric hookups for ultimate convenience. All of the recent updates ensure comfort and peace of mind. Best of all, the home is just a short stroll to the beach via the community’s deeded beach access. Experience the best of island living—schedule your private tour today!
Courtesy: MICHAEL SAUNDERS & COMPANY
941-388-4447
Bay Isles Harbor, Longboat Key - Stunning 4BR/5.5BA, 5,080 SF waterfront home in the Bay Isles Harbor section of Longboat Key. Unique Multiple Circular Pad Architectured home blends luxury, contemporary style and Costal living. This home features 16 foot great room with soaring tongue-and-groove ceilings and floor-to-ceiling windows showcasing sweeping water views. The circular kitchen offers stone counters, top-tier appliances, and integrated Lutron lighting, audio, and video systems. The first-floor primary suite opens to the pool and screened patio with a spa-style bath and private office. A newer 32' x 23' guest suite includes two Murphy beds, entertainment area, steam shower, and sauna. Extra large 3 car garage 32' x 32'8". Enjoy a private dock on protected deep sailboat water with a 12,000 lb. lift. Bay Isles residents enjoy gated security and access to the exclusive Bay Isles Beach Club on the Gulf of Mexico.
Courtesy: RE/MAX ALLIANCE GROUP
941-954-5454
A rare and extraordinary offering inside the exclusive Bay Harbour within Bay Isles on Longboat Key, this peninsula estate delivers unmatched privacy, breathtaking Sarasota Bay views, and direct boating access to both the Intracoastal Waterway and the Gulf of Mexico. Positioned at the end of a quiet cul-de-sac on a three-sided waterfront peninsula, it includes two private boat docks with water and electric, one with a 15,000 lb. lift, both offering easy on-and-off docks. Reach the Gulf through the nearby jetty with drawbridge or enjoy a second access through the John Ringling Bridge. The seawall was newly capped in 2020, and the pier deck and boatlift controls were replaced in 2025, ensuring exceptional waterfront infrastructure. Extensively rebuilt and structurally engineered, the residence is warm, refined, and filled with natural light, offering sweeping bay views from nearly every room. The chef-inspired kitchen features custom rare wood cabinetry, an extended breakfast bar, a three-sink layout, double dishwashers, a Sub-Zero refrigerator, Wolf warming drawer, standalone ice maker, and beautifully finished wood ceilings. Dance your way through the living and dining areas with a custom jazz club floor which open to the wraparound screened lanai, fully reconstructed with multilayer waterproof construction, a rich teak ceiling, and an open-sky section ideal for coastal breezes and stargazing. Multiple seating and dining zones create seamless indoor-outdoor flow with uninterrupted water views. The outdoor pool area is a private retreat surrounded by tropical landscaping and expansive travertine decking perfect for lounging and entertaining. A custom palm-terrace garden enhances the serene ambiance along the east side of the deck. All bathrooms are fully remodeled with premium finishes, floor-to-ceiling tilework and frosted glass shower doors. The primary suite offers an elegant, calming bathroom with refined materials and thoughtful design. Additional upgrades include hurricane-rated windows and doors, 2024 and 2025 5-ton A/C units, all-new plumbing, electrical, and HVAC ductwork, a whole-house water purification system, full security camera system, and extensive structural enhancements completed under engineering oversight. Exterior improvements include landscape lighting, a resurfaced epoxy garage floor with mini-split A/C, and cell-foam insulation for improved efficiency. Residents of Bay Isles enjoy private Gulf beach access at the Bay Isles Beach Club, featuring tiki huts, restrooms, BBQ areas, and space for private gatherings. The gated community offers 24/7 security, community pools, and miles of shaded sidewalks ideal for walking and cycling. With exclusive Bay Isles access, exceptional boating amenities, unmatched privacy, and sweeping water views at every turn, this peninsula estate represents one of Longboat Key’s most remarkable waterfront opportunities—an extraordinary home offering luxury, craftsmanship, and unparalleled coastal living.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
This fabulous 3 bedroom, 2 bath Longboat Key pool home has it all! It is situated on an oversized 11,250sf lot on the canal with 125 feet of seawall, so you can truly enjoy hopping on your boat or kayak or paddle board right outside your back door! It was built strong with steel and precast slab and all of the windows and doors are storm rated or have shutters. Two large garages allow for plenty of storage space, and one of them flows through to the backyard which allows for all your water toys to be easily at the ready. The 2nd floor living area of the home is elevated over the garage and storage, but the extremely large ground floor space has been set up as a great game and gathering spot opening to the gorgeous backyard. The sparkling salt water pool sits to the side with steps up to the outdoor deck over the garage space and is the perfect spot to enjoy the picturesque views. Once inside the home is meticulously kept with a clean white kitchen, open to the living area. Multiple windows and doors and balconies allow for a perfect balance of indoor/outdoor living. All of this plus deeded beach access down the street mean you have covered all the bases to be living the true island lifestyle that Longboat Key is known for.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-383-2500
Unit 208 is the largest 3-bedroom unit in this stack located in a building that is an easy walk to the beach and the pool. It is the lowest price by sq. ft. for a 3-bedroom home on the Gulf. Could easily be converted to 4 BEDROOM unit. This rarely available corner end-unit residence has windows on 3 sides, filling the space with natural light and capturing views throughout. Located in the highly desired Gulf-front community of The Players Club, where you'll find 4 Har Tru tennis courts, a luxury clubhouse with a fitness center, and a 70 ft. heated saltwater pool. You'll find this home to be spacious and airy. There is a 4-panel sliding glass door in the living room and a large 2-panel slider in the primary suite, both open onto a large covered balcony with sweeping, unobstructed views of the Gulf, creating an effortless indoor-outdoor living experience. In addition to the open floor plan, the 3 bedrooms and 3 full baths, you'll find there is quite a bit of flexible space to be used as an extra dining spot, an office or even a 4th bedroom. The Players Club offers an unmatched lifestyle with top-rated Har-Tru tennis courts, a beautifully updated clubhouse, a resort-style gulf-front pool, and direct access to the pristine beach of Longboat Key. It's just a few minutes walk down the beach to enjoy the St. Regis resort for dining and cocktails on the beach. Positioned on the desirable south end of Longboat Key, the community is just moments from Longboat Key Club, Publix, island dining, and within easy reach of downtown Sarasota’s theaters, restaurants, and shopping. A reserved garage space is also included, an invaluable amenity on Longboat Key. There is a private utility/storage closet adjacent to the entry. Property management is on the grounds. There is a gated entry to this community that is attended 24 hours a day. This unit is a rare opportunity to own a light-filled, gulf-front corner unit in one of the island’s sought-after communities.
Courtesy: COLDWELL BANKER REALTY
941-366-8070
This desirable first-floor corner residence at Grand Bay showcases an expansive wraparound terrace overlooking Sarasota Bay—perfect for enjoying stunning sunrises over the Bay and sunsets over the gardens and golf course. Uniquely positioned for privacy, this home has been tastefully refreshed with a neutral color palette and comes fully furnished, and is the lowest-priced unit in Grand Bay. The kitchen shines with quartz countertops, full-height backsplash, double oven, new sink and plumbing fixtures, under-cabinet lighting, and stainless appliances. A convenient pass-through connects seamlessly to the living area for easy entertaining. The primary suite offers floor-to-ceiling sliders opening to the oversized terrace, a luxurious ensuite bath with double vanity, glass-enclosed shower, jetted soaking tub, and custom walk-in closet. The private guest suite features its own bath, large walk-in closet, terrace access, and pocket doors for added privacy. Additional highlights include two side-by-side under-building parking spaces near the elevator, and a private storage locker. Grand Bay is a pet-friendly, guard-gated community offering resort-style living with semi-private elevators, a state-of-the-art fitness center, Har-Tru tennis courts, outdoor grills, and two sparkling pools. Residents also enjoy membership in the private Bay Isles Beach Club with deeded beach access, pavilion, restrooms, and gated parking.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Welcome to your coastal retreat in paradise — a stunning third-floor waterfront residence in Club Longboat Beach and Tennis, offering expansive Gulf views and one of the largest floor plans in the community. This exceptional 2-bedroom plus 3rd bedroom/study layout perfectly blends elegance, comfort, and functionality, ideal for full-time living or as a refined vacation escape. With 750 feet of pristine Gulf frontage, this home immerses you in the beauty and serenity of coastal living. Beautiful engineered white oak wood floors flow throughout the open, sun-filled living space, which seamlessly extends to your private balcony’s, the perfect spot to enjoy the tranquil sound of the waves and stunning sunsets. The updated kitchen features stone countertops, white cabinetry, and has been opened up to create a larger, more connected floor plan ideal for entertaining. The primary suite is a private sanctuary, boasting a remodeled marble bath with high-end fixtures and a spa-like ambiance. The guest suite provides equal comfort and privacy, featuring a beautifully appointed travertine-floored bathroom. A custom wall of California closets offers exceptional storage and style. The Club Longboat Beach and Tennis community offers amazing amenities, including private beach access with lounge chairs and beach umbrellas, eight professional har-tru tennis courts, pickleball, fitness center, shuffleboard, barbeque area, clubhouse with regular social events, sauna, spa and two heated swimming pools. Club Longboat is a pet-friendly community allowing up to two pets with fees that include exterior maintenance and insurance, cable, water, sewer and trash. Perfect as a full-time residence or an income-producing rental, with one-month minimum leases permitted up to 12 times per year. Only a short drive to many fine restaurants, boutiques, Anna Maria Island, St. Armands Circle and the City of Sarasota. Sarasota is a well-known center for arts and culture including the Asolo Theater, Van Wezel Performing Arts Center and Ringling Museum. Schedule your showing today and make resort style living a reality.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Nestled in the sought-after Fairway Bay community on Longboat Key, this 2BR, 2BA residence offers the perfect blend of serene bayfront living and luxurious amenities, all behind the exclusive gates of Bay Isles. As an end unit, first floor walk-down, the layout maximizes natural light, with expansive windows framing stunning southeast-facing views of Sarasota Bay, a deep-water canal and lush tropical greenery. The oversized, open patio feels like a private extension of your living space and an ideal spot for relaxing or entertaining while enjoying bay breezes. The updated kitchen features rich wood cabinetry, stone countertops, stainless steel appliances and a convenient breakfast bar that connects seamlessly to the dining area. A second terrace off the breakfast room/office offers additional outdoor space for more serene moments. The spacious primary suite, bathed in natural light, includes access to the terrace and a large en-suite bath with dual vanities and a separate water closet. The updated bathrooms continue the residence's refined aesthetic. With furnishings negotiable and abundant storage throughout, you will feel a sense of spaciousness like being in a single-family home, all within this sought-after community. Fairway Bay is a pet-friendly community where residents enjoy a wealth of amenities, including under-building parking, extra storage, beautifully landscaped grounds, tennis courts, a community pool and a fitness center. The private Bay Isles Beach Club membership offers deeded beach access, and with 24-hour gated security, peace of mind is guaranteed. CVS and Publix are nearby and St. Armands Circle and Sarasota’s vibrant cultural scene are just a short drive away.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Welcome to your Affordable slice of Paradise with Potential Rental Income. Move-In-Ready, One Bedroom One Bath, updated waterfront unit located mid-key, in the desirable community of Longboat Harbour. This coastal unit overlooks the bayou leading to Sarasota Bay. From the minute you enter the unit, you feel the resort lifestyle. The enclosed lanai offers views with fabulous breezes when opening the doors and allowing tranquility to set in. Sip your coffee or beverage, listen to the birds, and enjoy the view of the bayou. This cozy unit is located on the ground floor, conveniently located next to the mailboxes, laundry room, and elevator. It also boasts views from every room. The Neutral color palette offers plenty of imagination for your decorating style. This special community has an array of activities for your enjoyment. Exclusive access is controlled by a gated entrance, deeded beach access, including indoor facilities. If swimming is your passion, there are FOUR heated swimming pools throughout the lush property. The amenities include an awesome fitness center, pickleball, tennis, a banquet hall, spacious dance floor. Additional perks are a library, art studio, billiard room, private storage, assigned covered parking, and plenty of guest parking. There are NO Special assessments in the works! Pack your bags, dancing shoes, and enjoy a carefree, active, affordable coastal lifestyle! Schedule a Showing Today!
Courtesy: MICHAEL SAUNDERS & COMPANY
941-951-6660
Stunning Waterfront Property in the Prestigious Bayou Section of Bay Isles, Longboat Key - Experience the ultimate in island living with this exceptional waterfront property located in the exclusive Bayou section of Bay Isles on Longboat Key. Situated on a 10,000-square-foot buildable lot, this rare offering presents an unparalleled opportunity to build your dream home or remodel the existing residence to your personal taste. Enjoy expansive water views and breathtaking sunsets from nearly every room, perfectly framed by lush tropical landscaping. The open floor plan, vaulted ceilings, and abundant filtered natural light create a warm and inviting ambiance throughout. Designed for relaxed coastal living, the home features spacious outdoor entertaining areas, a screened pool, and multiple terraces ideal for dining al fresco or simply soaking in the tranquil surroundings. For the boating enthusiast, the property offers direct access to the waterways of Sarasota Bay—ideal for a day on the water or a sunset cruise. This gated waterfront community provides private deeded beach access and proximity to world-class dining, golf, tennis, and shopping at St. Armands Circle. Whether you envision a custom new build or a thoughtful renovation, this property is a canvas for coastal luxury in one of Longboat Key’s most sought-after neighborhoods.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Experience the ultimate Bay-to-Beach lifestyle in this turnkey 2-bedroom, 2-bath condo at Longboat Harbour, where nearly every room offers sparkling water views and a sense of calm that only waterfront living can bring. Perfect for investors or seasonal residents, this home combines desirable updates with a lifestyle that’s hard to beat. Fully updated in 2025, this home blends modern luxury with coastal charm. LVP flooring, textured ceilings, and fresh paint flow throughout, while the brand-new kitchen boasts with all-white cabinetry, coffee bar, coastal glass backsplash, and quartz countertops. The master suite features custom closet doors, a new porcelain shower with frameless glass, porcelain flooring, and a quartz-top vanity with Bosch washer/dryer in the bath. The hall bath includes a new porcelain shower/tub combo, stylish vanity with quartz countertops, and contemporary Euroflush toilets. Every detail is designed to make the interior as inviting as the stunning views outside. Every update you could hope for in a ready-to-enjoy condo! Step outside and enjoy the resort-style amenities of a vibrant waterfront community. Longboat Harbour offers four heated pools, tennis and pickleball courts, a recreation hall, billiards, game rooms, docks with sailboat access (no bridges to the bay), and a fitness center. Social committee events, on-site grills, and beautiful landscaping surround you at every turn. For beach lovers, the private deeded beach access at 4415 Gulf of Mexico includes a beach house with restrooms, showers, and reserved parking. A short drive from Longboat Key, St. Armands Circle, and downtown Sarasota, you’ll find boutique shops, delightful dining, arts, festivals, and the wonder of Selby Botanical Gardens. Watch Gulf sunsets paint the sky while manatees, ospreys, and egrets play in the waters below… this condo is all about a life of fun, relaxation, and unforgettable moments.
Courtesy: COLDWELL BANKER REALTY
941-366-8070
Gulf-front enclave offers a rare blend of luxury, location, and lifestyle that transforms every day into a retreat. From the moment you step inside, you’re greeted by an atmosphere of refined elegance and architectural clarity—crafted for those who appreciate design as a way of life. This residence exudes sophistication with interiors envisioned by an internationally acclaimed designer, delivering clean lines, thoughtful textures, and a timeless palette that compliments the natural beauty outside your doors. Here the edges between indoor living meet the outdoors. An open light-filled living area opens to a wraparound terrace, Gulf views, and tranquil gardens, where the turquoise Gulf and the green of the fairways meet the Florida sunshine. The culinary chef’s kitchen features premium appliances, contemporary cabinetry, and a layout that invites effortless entertaining—whether you’re hosting a sunset cocktail hour or a quiet dinner with close friends. This is a three-bedroom, three-bath home designed for comfort and privacy. Each bedroom is an en-suite retreat, offering serene views. Positioned along the Gulf shoreline, you’ll enjoy the sunrises, moonrises, golf course vistas, and the aroma of fresh-cut greens as a constant backdrop. Yet you’re just moments from the heart of the action: steps to the beach, golf course (Longboat Key Club). Minutes to St. Armands Circle, with access to dining, shopping, and cultural scenes that define Longboat Key living. Key Features at a Glance: - Location: South end of Longboat Key, beachfront setting with golf course and garden views - Residence: 3 bedrooms, 3 en-suite baths - View: Beach, and golf course views; tranquil garden vistas - Proximity: Steps to the beach and Longboat Key Club; Very close to the West Coast’s second-largest marina - Lifestyle: Luxury coastal living with resort-style amenities and ample entertaining spaces. Residents enjoy a 24-hour manned gated community, concierge service, security, an on-site manager, a resort-style heated Olympic-size pool and spa, a state-of-the-art fitness center, outdoor BBQ areas, three social rooms, and three overflow guest suites available on a first-come basis. This pet-friendly community is dedicated to making every detail perfect, delivering a lifestyle that is as effortless as it is extraordinary. WHERE LONGBOAT KEY COASTAL LIVING MEETS THE GULF!
Courtesy: RE/MAX ALLIANCE GROUP
941-758-7777
STUNNING New Construction WATERFRONT Home in LONGBOAT KEY ESTATES!!! Experience the pinnacle of coastal luxury in this new modern waterfront residence, perfectly positioned in one of Longboat Key’s most prestigious neighborhoods. Completed at the end of 2024, this architectural masterpiece offers direct Sarasota Bay access and a DEEDED BEACH ACCESS just steps away—the rare opportunity to enjoy both boating and beachside living in one extraordinary setting. Built to today’s highest standards, this all-block concrete home is designed for peace of mind with hurricane impact windows and doors, and engineered to withstand the toughest conditions while exuding timeless sophistication. Clean architectural lines, expansive glass, and a balanced façade define its striking contemporary profile, with an impressive entry that introduces the home’s elegant yet minimalist aesthetic. Inside, a spacious open concept living area seamlessly blends modern design with coastal comfort. The great room centers around a sleek gas fireplace framed by custom built-ins, while floor-to-ceiling sliding doors flood the space with natural light and open to the waterfront terrace. The gourmet kitchen is a showpiece in itself, featuring a massive quartz island with seating for five, custom dark cabinetry, glass subway tile backsplash, and top-tier Italian stainless-steel appliances, including double wall ovens and a gas cooktop. Designer lighting adds a bold splash of color, balancing style and warmth for effortless entertaining. Step outside to a covered deck that extends the main living area, complete with a full summer kitchen, wood-paneled ceiling, and multiple fans for year-round comfort. The third floor rooftop terrace delivers panoramic 360 degree views of the bay and beach—perfect for enjoying unforgettable Florida sunsets. The home offers three luxurious ensuite bedrooms, each with spa like bathrooms and designer finishes. The primary suite is a private sanctuary overlooking the water, featuring a large walk-in closet and a lavish bath with soaking tub, dual vanities, and an oversized walk-in shower. A private mother-in-law suite includes its own bedroom, bath, and full kitchen, providing ideal accommodations for guests or extended family. The backyard oasis is anchored by a sparkling lap pool surrounded by modern pavers and lush tropical landscaping. A brand-new seawall and dock provide deep water access to Sarasota Bay with no fixed bridges to the Gulf, making it a boater’s dream. The four car garage and in-home elevator add both convenience and functionality to this exceptional property. Located in the heart of Longboat Key, just steps from Bayfront Park and minutes from Saint Armands Circle and downtown Sarasota, this home delivers an unparalleled lifestyle. Enjoy world class dining, boutique shopping, championship golf, and some of the most beautiful beaches on Florida’s Gulf Coast—all at your doorstep. DO NOT WAIT ON THIS AMAZING OPPORTUNITY!
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Welcome to luxury Gulf-front living at The Players Club. This sophisticated residence is a three-bedroom, three-bathroom, end-unit condominium. The great room and two primary suites each provide beautiful Gulf views and private access to the two spacious covered terraces. Its thoughtfully designed floor plan maximizes vistas and natural light across an expansive interior. The residence has undergone a comprehensive renovation, featuring a modern kitchen outfitted with custom cabinetry, quartz countertops, a center island adorned with stainless steel and espresso wood base cabinets, as well as a contemporary tile backsplash and high-end appliances. Additional upgrades include new porcelain plank flooring, freshly interior painting updated all interior doors and hardware, moldings, baseboards designer window treatments, and enhanced lighting throughout. All bathrooms have been beautifully updated with new cabinetry, countertops, tile, and premium fixtures. The great room layout with two master suites, each providing water views and private access to the extended terrace. Impact-resistant windows and sliding doors have been installed to comply with the latest building codes. For convenience, the unit includes both an assigned under-building parking space and an enclosed garage, accompanied by an external storage room. The Players Club demonstrates a commitment to excellence with recent engineering and reserve studies, ensuring ongoing community stability and maintenance. Elevator systems have been modernized and certified. The association maintains fully funded reserves for long-term reliability. Spanning 11 pristine Gulf-front acres on Longboat Key, this private community offers unparalleled amenities. Life at The Players Club is defined by luxury and leisure. Residents enjoy a newly renovated clubhouse equipped with a state-of-the-art fitness center, library and meeting room, catering kitchen, various gathering spaces, four Har-Tru tennis courts with pickleball capabilities, a 70-foot heated saltwater pool and spa, putting green, fire pits, outdoor grills, lushly landscaped grounds, deeded beach access, and the assurance of 24/7 gated security and on-site management. Players Club is ideally situated near the new St. Regis Resort, with optional membership available at The Longboat Key Club & Resort, granting privileged access to golf, dining, tennis, and the only deep-water marina on the island. Beyond the community, residents benefit from proximity to local conveniences, including Publix, CVS. and boutiques within two minutes, and the upscale shops and restaurants of renowned St. Armands Circle just five minutes away. The famed cultural amenities, many fine dining options, and shopping in downtown Sarasota is just 15 minutes from The Players Club.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Breathtaking full bay views greet you as you enter this delightful 2 Bedroom 2 bath condo at Windward Bay. The interior has been freshly painted and fully updated with brand new Luxury Vinyl Plank flooring and Moen plumbing fixtures. The Unit boasts granite countertops and Brookhill custom wood cabinets in kitchen and baths, GE Profile double oven, Bosch stacking washer/dryer, Hunter Douglas window treatments, large walk-in master bed closet, hurricane impact windows, and Honeywell WiFi thermostat with humidity control. Enjoy the stunning waterfront views as you dine or relax on your private lanai. Windward Bay is a low density, pet friendly community nestled on 26 acres with 1/2 mile of waterfront trails and 3 adjacent beach accesses. (1deeded,2public). It enjoys a prime mid key location near dining, shopping, and world class entertainment in St Armand's Circle, Sarasota, and Anna Maria Island. The property has many recent updates including new roofs, painting of the mid-rises and extensive landscaping. Its numerous amenities include 2 heated pools, tennis and pickleball courts, 2 marinas with 28 boat slips, kayak racks and launches, covered parking, grills, firepits, and seating areas throughout, and a clubhouse with kitchen, meeting room, fitness center, 2 saunas, and a library. One of the very few units at Windward Bay with ALL of its assessments having been fully paid, including the 15 year Community Capital Improvement and the 30 year Longboat Key undergrounding. For added security, the State of Florida Milestone Inspection on all buildings is complete and Windward Bay is certified for an additional 10 years. Whether your're considering a getaway, a new home, or a rental property, don't miss this great opportunity to own your piece of paradise.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Located in the gated waterfront community of Coreys Landing within Bay Isles, this beautifully maintained 3BR residence offers refined design, comfort, and privacy. A paver walkway and lush tropical landscaping lead to the home’s centerpiece - a private courtyard pool surrounded by high privacy walls and tropical foliage, creating a tranquil space for relaxing or entertaining. The floor plan flows seamlessly, featuring soaring ceilings, clerestory windows, and walls of glass that fill the interiors with natural light. The bright kitchen showcases granite countertops, white cabinetry, stainless-steel appliances, and a striking black-and-white tile backsplash. Multiple dining options include a breakfast nook, bar seating, and a formal dining area. The spacious primary suite features a spa-like bath with dual vanities, soaking tub, and glass-enclosed shower, while a separate casita-style third bedroom offers an ideal guest retreat or private studio. Residents enjoy deeded access to the Bay Isles Beach Club, a private Gulf-front facility with pavilions, restrooms, picnic areas, and beach chair storage. Optional membership to the Longboat Key Club provides access to 45 holes of championship golf, a world-class tennis center, a full-service marina, spa and wellness facilities, and multiple dining venues.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-951-6660
Welcome to 2323 Harbour Oaks Drive, a light-filled villa with a wide-open layout and peaceful vistas overlooking the Longboat Key Club golf course and a serene pond. Positioned to capture gorgeous natural light throughout the day, this residence lives effortlessly with soaring ceilings, generous room sizes, and seamless indoor–outdoor connection. An inviting great room and dining area open to the screened brand-new pool deck through expansive sliding glass doors, creating the perfect setting for relaxing or entertaining while enjoying views of the fairway and water. The kitchen flows directly into the main living spaces, making daily living simple and intuitive. The spacious primary suite offers privacy, while two additional bedrooms provide flexibility for guests or a home office. Located in Harbour Circle, one of Bay Isles’ most established and well-maintained communities, residents enjoy lush landscaping, a community pool and spa, and exclusive membership to the Bay Isles Beach Club — complete with private parking, pavilion, beach chairs, and direct beach access. Just moments from the Longboat Key Club, with optional membership for golf, tennis, pickleball, fitness, and private dining, the deep-water LBK Moorings Marina, and all the conveniences of Publix, CVS, banks, and boutiques. This location also offers easy access to St. Armands Circle and the cultural amenities of downtown Sarasota.
Courtesy: COLDWELL BANKER REALTY
941-366-8070
BAYFRONT BEAUTY! VIEWS THAT STEAL THE SHOW! Discover the ultimate in Florida Gulf-to-Bay living with this beautifully remodeled 2-bedroom, 2-bath luxury condo offering jaw-dropping, multi-million-dollar water views of Sarasota Bay. From the moment you enter, you’ll be drawn into a world where comfort, beauty and the quiet grace of nature welcomes you like an old friend. Wake up to spectacular sunrises over the sparkling bay and unwind with mesmerizing sunsets on the Gulf, directly across the street. Watch playful dolphins, jumping fish, gentle manatees, and vibrant Florida birdlife from your Florida Room or while preparing meals in your updated kitchen overlooking the shimmering waters. Your primary suite is a serene waterfront retreat, perfect for moonlit nights and sunrise mornings. Every detail of this condo has been thoughtfully designed to create a lifestyle of tranquility and relaxation, including remote controlled blinds in the Florida Room. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. From dolphins at dawn to sunsets on the Gulf—every day is paradise. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. The Windward Bay Association has been busy with a multitude of improvements and updates in the last few years including: Brand new roofs, resealing the buildings bayfront exteriors and painting of all the midrises in 2023/2024. Private roads were repaved and a new 1/2 mile long salt-tolerant privacy hedge was planted in October 2025. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete and Monthly Condo Fees for 2025 were actually reduced. This is more than a home—it’s a lifestyle. Experience the beauty, serenity, convenience, and the maintenance free life you’ve always dreamed of. GREAT NEWS, PAST CAPITAL IMPROVEMENT ASSESSMENTS WERE PAID IN FULL BY SELLER, NOT ADDED TO MONTHLY DUES! Schedule your private showing today and make paradise yours!
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Longboat Key is located in Florida. Longboat Key, Florida has a population of 7,446. Longboat Key is less family-centric than the surrounding county with 1.47% of the households containing married families with children. The county average for households married with children is 17.15%.
The median household income in Longboat Key, Florida is $121,797. The median household income for the surrounding county is $69,490 compared to the national median of $69,021. The median age of people living in Longboat Key is 71.1 years.
The average high temperature in July is 90.8 degrees, with an average low temperature in January of 51 degrees. The average rainfall is approximately 55.9 inches per year, with 0 inches of snow per year.
