Live in this third floor Beaches of Longboat Key condo and enjoy a living maintenance free lifestyle. Located on the southern end of Longboat Key behind the gates of the Longboat Key Club, this spacious two bedroom two bath condo in the unique 04 stack has magnificent full Golf course views from every room. This lovely residence has hurricane code sliding glass doors that open to the expansive terrace . The double door entrance opens to a private foyer and beyond is the living area plus adjacent granite kitchen with an eating area. There is also a dining room. The split floor plan separates the master suite from the two guest suites. The Beaches building has recently been renovated and has a welcoming and beautiful lobby plus upgraded hallways. Amenities include 24 concierge service, an on site manager, fitness center, two tennis courts, a fabulous Gulf side pool plus a spa. The private beach access leads to the sandy shores of the Gulf of Mexico with a private sitting area with lounge chairs and umbrellas. The Beaches is minutes from St. Armands Circle for enjoying fine dining and shopping and easy access to downtown Sarasota for the arts and theatre plus shopping and dining. Garage parking is private located under the building plus there is lots of guest and extra parking and a private storage area. A Gulf front life style in Paradise!
Located at the south end of Longboat Key, this first floor slip at The Boathouse on Longboat offers inside storage for a boat up to 31'6" length overall, 8'6" beam, and a height of 8'4". This coveted location has you just minutes from the open bay or gulf. Restrooms with showers, on site fuel, and covered work racks with fresh water & electricity are all available on site.
Tucked within the private enclave of the Longboat Key Club, this beautifully reimagined penthouse at The Pierre offers an inspired blend of Manhattan sophistication and relaxed coastal charm. This three-bedroom, three-and-a-half-bath residence has been fully renovated to perfection, showcasing a fresh, contemporary design with sleek finishes, designer lighting, and open, airy living spaces that capture mesmerizing views of the golf course, Sarasota Bay and downtown Sarasota. Expansive balconies invite you to unwind and take in the breathtaking scenery, creating a seamless connection between indoor elegance and outdoor tranquility. The resort-style amenities elevate everyday living: a 24-hour concierge, two secured garage parking spaces, private storage locker, a heated pool, shuffleboard, two Har-Tru tennis courts, fitness center with sauna, and an outdoor grilling area and gazebo. Enjoy deeded beach access for tranquil mornings by the Gulf or host guests in one of three well-maintained guest suites offered at a nominal rate. With on-site management and a financially strong association, peace of mind comes standard. This is the definition of penthouse elegance. Current furnishing remaining in the unit convey with sale.
READY FOR REMODELING: This unit in beautiful Gulfshore of Longboat Key, is waiting for a buyer with imagination. This unit will require restoration to make it the beautiful beach bungalow that it once was. As such, they are offering a dramatically reduced asking price to make restoration economically feasible. The home features 620 square feet of living space, with a kitchen, living room, one primary bedroom (L-shaped) and a full bath. There is also an outside bath with shower (needs renovation) that is perfect for when you return from the beach. This unit is close to the clubhouse and the marina. The community of Gulfshore, is truly a tropical paradise and is just six miles from world-famous St. Armands Circle in Sarasota. It offers ownership of approximately 450 feet of beach on the beautiful Gulf of Mexico. The Gulf is known for its wonderful sand beaches and turquoise waters. In addition, Gulfshore has a marina on Sarasota Bay (currently being rebuilt), a large community swimming pool, and a clubhouse for hosting social events. Gulfshore is proud of their financial management and the affordable cost of living that has resulted. Gulfshore is a 55+ community that does not allow rentals or pets. The combination of a beach bungalow with the amenities offered by Gulfshore, truly make this a home in paradise. Please call for your personal showing.
The perfect beach getaway or investment property, look no further. With stunning water views from all new windows and doors, beach access, and appealing lease policy, this 1,172 square-foot 2 bedroom, 2 bath residence in Beachplace is ready to enjoy! Watch stunning sunset views from your southwestern facing, L shaped balcony overlooking beautiful well-manicured lawn, pond, and enchanting Gulf of Mexico waters. This views can also be enjoyed while in the master bedroom. The condo residence is a corner unit, located on the 4th floor with ideal proximity to the building elevator and has wood-look tile throughout. Beachplace is perfectly located on the south end of Longboat Key, minutes from St. Armands, downtown Sarasota, SRQ Airport and much, much more. Community offers on-site management, 24-hour security, a Jr. Olympic-sized swimming pool, and newly designed hot tub area. There are lighted tennis courts, a fitness center and gas grills for the community use.
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 recently renovated 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.
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.
Sublime Gulfside Retreat at Privateer South — 1000 Longboat Club Rd #204 Experience the pinnacle of effortless beachfront living behind the prestigious gates of the Longboat Key Club. This immaculate, fully remodeled 2-bedroom/2-bath residence at Privateer South is offered turnkey furnished, presenting an immediate sanctuary of modern coastal style. Meticulously renovated with longevity in mind, the home is enveloped in impact-rated windows and sliders, ensuring quiet comfort, energy efficiency, and ultimate peace of mind. An inviting entry flows into a radiant, open-concept great room where living and dining zones transition seamlessly to the outdoors. Step onto your private covered balcony to take in unobstructed, panoramic views of the Gulf of Mexico— the ultimate backdrop for sunrise coffee, golden-hour cocktails, and the soothing sounds of the surf. Inside, cohesive coastal flooring and a sophisticated neutral palette provide an elegant canvas for personal style, accented by designer lighting and polished hardware. The renovated kitchen is a sleek culinary workspace featuring custom cabinetry, lustrous stone countertops, and premium stainless-steel appliances. The thoughtful split-bedroom layout guarantees privacy for owners and guests alike. The serene primary suite is a true retreat, offering extensive custom built-out wardrobes and a spa-inspired en-suite bath with a frameless walk-in shower. The oversized guest bedroom is equally impressive, boasting its own generous custom walk-in closet and adjacency to a second, well-appointed full bath. This residence is designed for a true "lock-and-leave" lifestyle, complete with abundant interior storage, an assigned covered parking space, and an additional dedicated storage locker. Privateer South provides an unrivaled resort experience on a pristine stretch of sugar-sand beach. Enjoy a Gulf-front heated pool and spa, tennis and pickleball courts, a modern fitness center, a vibrant clubhouse, on-site management, and 24-hour gated security, all framed by lush tropical landscaping. Comprehensive association services handle practically everything, supporting a stress-free ownership experience. Minutes beyond the shoreline lie world-class amenities: championship golf, a full-service marina, and fine dining at the Longboat Key Club (membership optional), the chic boutiques of St. Armands Circle, and the cultural vibrancy of downtown Sarasota. A rare blend of thoughtful renovation, storm-ready construction, and amenity-rich Gulfside living, Privateer South #204 is more than a condo—it’s an endless getaway.
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.
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.
Bay Isles Harbor, Longboat Key - Architecturally striking 4-bedroom, 5.5-bath waterfront residence located in the Bay Isles Harbor Area. This exceptional 5,080 SF contemporary home features a rare and dramatic three-pod circular design, seamlessly connected by custom corridors—offering outstanding privacy, abundant natural light, and refined indoor–outdoor living. The primary living pod showcases a soaring wood-paneled ceiling, floor-to-ceiling glass, and an expansive great room ideal for entertaining. The semi-circular primary suite is a private retreat, featuring a spa-inspired bath with dual showers, private office, lounge area, and direct access to the pool and spa. The circular kitchen pod is both sculptural and functional, featuring a curved island, two-story ceiling, skylight, radial appliance layout, and custom integrated storage. A separate bedroom pod offers two semi-circular en-suite bedrooms, each with walk-in closets and private outdoor patios. Above the oversized 32' x 32' three-car garage is a fully self-contained secondary primary suite, complete with independent HVAC, Murphy beds, a spacious living area, and a luxury bath with steam shower and spa amenities—ideal for guests or extended stays. Outdoors, enjoy a private dock on protected deep sailboat water with a 12,000 lb. boat lift. Bay Isles residents benefit from 24-hour gated security and exclusive access to the Bay Isles Beach Club on the Gulf of Mexico. A true sculptural masterpiece designed for elegant, livable luxury.
An exceedingly rare offering within the exclusive Bay Harbour enclave of Bay Isles on Longboat Key, this extraordinary peninsula estate delivers exceptional privacy, dramatic 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, the property features two private docks with water and electric, including one with a 15,000-lb lift designed for easy access. The Gulf is reachable through the nearby jetty with drawbridge, with an additional route via the John Ringling Bridge. The seawall was newly capped in 2020, and the pier deck and boat lift controls were replaced in 2025, ensuring superior waterfront infrastructure. Extensively rebuilt and structurally engineered, the residence is warm, refined, and filled with natural light, capturing sweeping bay views from nearly every room. The chef-inspired kitchen showcases custom rare wood cabinetry, an extended breakfast bar, a three-sink layout, double dishwashers, Sub-Zero refrigerator, Wolf warming drawer, standalone ice maker, and beautifully finished wood ceilings. The living and dining areas feature a custom jazz club floor and open seamlessly to a 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 areas create effortless indoor-outdoor living with uninterrupted water views. Outdoors, the pool area offers a private retreat surrounded by tropical landscaping and expansive travertine decking designed for both relaxation and entertaining. A custom palm-terrace garden enhances the tranquil ambiance along the east side of the deck. All bathrooms have been fully remodeled with premium finishes, floor-to-ceiling tilework, and frosted glass shower doors. The primary suite features an elegant, spa-like bath designed with refined materials. Additional upgrades include hurricane-rated windows and doors, 5-ton A/C units installed in 2024 and 2025, all-new plumbing, electrical, and HVAC ductwork, a whole-house water purification system, a full security camera system, and extensive structural improvements completed under engineering oversight. Exterior enhancements include landscape lighting, a resurfaced epoxy garage floor with mini-split A/C, and cell-foam insulation for efficiency. Residents of Bay Isles enjoy private Gulf beach access at the Bay Isles Beach Club, offering tiki huts, restrooms, BBQ areas, and gathering spaces. The gated community provides 24/7 security, community pools, and miles of shaded sidewalks ideal for walking and cycling. With its unrivaled peninsula setting, exceptional boating amenities, unmatched privacy, and sweeping water views at every turn, this estate represents one of Longboat Key’s most remarkable waterfront opportunities—an extraordinary residence defined by craftsmanship, luxury, and coastal elegance.
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.
This 3-bedroom home could be converted easily to a 4-bedroom GULF FRONT with an easy walk to the beach, pool, and clubhouse. Very spacious interior. Incredible value. 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.
LOWEST PRICED 2 BEDROOM CONDO IN BAY ISLES. This desirable 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 updated with a neutral color palette and comes fully furnished, and is the lowest-priced 2 Bedroom condo in prestigious Bay Isles. 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. Both Bedrooms have wide plank hardwood floors. 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.
One or more photo(s) has been virtually staged. 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.
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.
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!
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.
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!
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!
Welcome to luxury Gulf-front living at The Players Club. This sophisticated furnished 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.
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.
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!
Nestled behind the exclusive gates of the Longboat Key Club, Longboat Key Towers stands as one of the island’s most distinguished Gulf-front communities. Within the north tower, this elegant fourth-floor residence captures breathtaking views from sunrise to sunset — with two expansive balconies overlooking the shimmering Gulf of Mexico to the west and the rolling greens and bay waters to the east. The living and dining areas frame the Gulf like a work of art, with floor-to-ceiling picture windows that make you feel as though you’re floating above the shoreline. A thoughtfully designed kitchen offers generous cabinetry, pantry storage, a full suite of appliances, and a convenient service entrance. A gracious double-door entry opens to a welcoming foyer that leads to the guest quarters and bath. The spacious primary suite features a walk-in closet, a separate vanity area, and a private bath, with both bedrooms sharing access to the eastern balcony for tranquil morning views across the golf course. In this secure, modernized building, residents enjoy covered and guest parking, private storage, and a breezeway that connects both towers — enhancing the sense of community. Amenities abound: a Gulf-front heated pool and spa surrounded by a paver-brick sundeck, a well-equipped fitness center, and attentive on-site management and staff. A $12 million renovation in 2008 brought new impact-rated windows, roofing, exterior resurfacing, spa and pool enhancements, paver decks, and refreshed lobbies and fitness facilities. The 2015 plumbing project further modernized the infrastructure with new domestic water piping and lining. Every detail has been considered, offering peace of mind and timeless appeal. This is truly an owner’s retreat. Just beyond your door lies The Links on Longboat, a spectacular seaside golf course reimagined for today’s player — a par-71 layout spanning 6,748 yards of beautifully maintained greens. Membership options at the Longboat Key Club provide access to a second Harbourside course, world-class tennis, fine and casual dining venues, a full-service spa and fitness center, club gatherings, concierge services, and The Longboat Key Club Moorings — a deep-water marina offering exclusive affiliation opportunities. Living on Longboat Key is more than a lifestyle — it’s a privilege. With fine dining, boutique shopping, and cultural attractions just minutes away at St. Armands Circle and downtown Sarasota, this location perfectly blends resort-style living with everyday convenience.


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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.