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Jane Ebury Real Estate Agent

Longboat Key

Welcome to Longboat Key

Discover the Longboat Key Properties & Real Estate Update

Longboat Key, Florida, is a prestigious barrier island located off the coast of Sarasota and Manatee counties. Known for its luxurious beachfront properties and upscale amenities, Longboat Key offers a distinctive real estate market. Here’s an overview:

  1. Property Types: Longboat Key features a variety of real estate options, including beachfront estates, waterfront condominiums, golf course communities, and single-family homes. Many properties boast stunning views of the Gulf of Mexico or Sarasota Bay.

  2. Luxury Market: The real estate market on Longboat Key is predominantly luxury-oriented, with high-end properties commanding premium prices. The island’s exclusivity, pristine beaches, and top-tier amenities attract affluent buyers seeking upscale residences.

  3. Home Prices: Property prices on Longboat Key tend to be higher than average for the region due to its prime location and luxurious offerings. Prices can vary significantly depending on factors such as location, size, condition, and amenities.

  4. Waterfront Living: Waterfront properties are highly sought after on Longboat Key, offering direct access to the Gulf of Mexico or Sarasota Bay. These homes often feature private docks, boat lifts, and panoramic water views, contributing to their premium value.

  5. Golf Communities: Longboat Key is home to exclusive golf course communities, such as the Longboat Key Club, which offer a blend of luxury living and championship golf courses. Properties within these communities often appeal to golf enthusiasts and those seeking a resort-style lifestyle.

  6. Condominiums: The island boasts a range of luxury condominium developments, offering residents resort-style amenities such as pools, fitness centers, tennis courts, and concierge services. Condos on Longboat Key provide maintenance-free living with proximity to the beach and other attractions.

  7. Market Trends: The Longboat Key real estate market is influenced by factors such as seasonal demand, market conditions, and economic trends. High demand during the winter months, when seasonal residents flock to the area, can impact property values and rental rates.

  8. Community Amenities: In addition to its pristine beaches and waterways, Longboat Key offers residents access to upscale dining, shopping, cultural attractions, and recreational activities. The island’s well-maintained parks, marinas, and golf courses enhance its appeal as a desirable place to live.

  9. Market Resilience: While Longboat Key may be susceptible to natural hazards such as hurricanes and coastal erosion, the island’s affluent population and stringent building regulations help mitigate risks. Waterfront properties may require additional insurance and maintenance considerations.

Properties for sale

Enjoy a Hamptons feel that blends classic coastal elegance with relaxed Sophistication. Perfectly set within the vibrant and amenity-rich Club Longboat Beach & Tennis, this spacious top-floor 3BR + Study & Bonus Room residence with two expansive terraces offers one of the largest floor plans available in the community, providing flexible living options complemented by breathtaking Gulf views. Engineered white oak wood floors add warmth and elegance throughout the primary suite, guest bedroom, dining room, study and family room. The kitchen is both stylish and functional, featuring stone countertops, white cabinetry with glass panel accents and a breakfast bar that adjoins the dining area. The expansive primary suite is a private sanctuary, with impact sliders leading to a private balcony overlooking the tennis courts and the Gulf. A wall of California fitted closets adds ample storage, while the en-suite bath impresses with marble floors, a rain shower, dual vanity and beautiful gold fixtures. The guest suite offers comfort and privacy, with a travertine-floored bath featuring a stand-up shower and Palm Beach-style wallpaper. The study opens to the kitchen and connects through French doors to the bonus room—a versatile space perfect for a seating area to enjoy sunsets or an additional bedroom, with five sets of windows framing stunning Gulf views. A large side-by-side laundry room adds everyday convenience. With 750’ of pristine beachfront, Club Longboat Beach & Tennis provides an exceptional lifestyle with 8 Har-Tru tennis courts, 2 heated pools, a fitness center and more. Pet-friendly with no weight restrictions. $1,325,000 Active

5055 Gulf Of Mexico Drive 331 Longboat Key, Florida

2 Beds 2 Baths 1,484 SqFt 5.58 Acres

Attention Investors! This is a rare opportunity to own on the beach on LBK and collect rent. This intimate, unique beachfront resort has only 8 condos and is available for daily, weekly or monthly rentals. All condos are beautifully appointed and smoke free. You will enjoy many relaxing hours on the beach where chairs and umbrellas are provided for you. The screened porch is a quiet refuge from which to view the azure Gulf water and the lush landscaping. On site management handles all rentals, cleaning, advertising, bookkeeping and other administrative business. Restaurants, nature trails, a park with tennis and pickleball, and food shopping are close by. Financials will be provided upon request. Visit the Seagrape website for room rates etc.theseagrapeinn.com. This condo is heavily booked so showings are available only on check out day which is usually Saturday at 10. Life is good on Longboat Key! $840,000 Active

5125 Gulf Of Mexico Drive 4 Longboat Key, Florida

2 Beds 2 Baths 961 SqFt

An incredible opportunity to own a rarly redone to the highest stanard condo. Now available sought after top floor three bedroom condo offering almost 2500, sq. ft. of living space. The special feature of this condo is the amazing unobstructed views of Sarasota Bay and downtown Sarasota plus views of the beach and the Gulf of Mexico from the kitchen. This very spacious Bay front condominium has two Bayside terraces which flow from the living room and another off the master bedroom. This three bedroom three bath condo offers privacy for the master suite plus a spacious master bath and closet area. The sliding glass door in the master suite opens to the terrace to enjoy morning coffee and evening relaxation while overlooking the Bay and city views. The two guest suites are separate from the master and are off the large main living area. The kitchen is also off the main area with an inviting breakfast area. Fairway Bay amenities include tennis courts, heated pool, spa, fitness room, social club, daily on-site manager and private deeded beach club. Fairway Bay is behind the gates of the Longboat Key Club, walking distance to the Moorings Marina and around the corner from Publix and CVS pharmacy. $1,750,000 Active

2020 Harbourside Drive 454 Longboat Key, Florida

3 Beds 3 Baths 2,462 SqFt 3.9 Acres

Surround yourself with captivating views and timeless design in this coastal retreat thoughtfully renovated by Brista Homes. While offering partial views, this residence is the closest unit on the market to full beachfront—just one tier away—making it a rare opportunity to enjoy a front-row coastal lifestyle. Inside, every detail has been thoughtfully curated to inspire both beauty and function. The kitchen is a designer’s dream, featuring custom cabinetry in Como Ash and Magnolia Linen, Calacatta Viraldi quartz countertops with a full-height backsplash, and top-tier appliances including an AGA slate range with brass accents. In the dining room, a custom dry bar with built-in wine cellar and under-cabinet lighting adds a luxurious touch for entertaining. The spa-inspired primary bath invites relaxation with its 65" soaking tub, Grohe rain shower system, and large-format Calacatta Paonazzo tile that echoes the ambiance of a luxury retreat. Beyond the bath, the home features a custom-designed TV wall with a floating storage shelf, bespoke closets, and porcelain plank flooring. Every element—from the prewiring for motorized blinds to the smooth Level 4 wall finish and ultra-thin recessed lighting—has been carefully curated to balance modern sophistication with everyday comfort. Furnishings have been thoughtfully selected to complement the design and are available for purchase under a separate agreement. Located in The Promenade, residents enjoy a resort-style experience. Recent building enhancements have elevated its already luxurious setting, including a 24-hour staffed gatehouse, concierge services, and secure under-building parking. Amenities abound—from a well-equipped fitness center and dedicated craft room to four Har-Tru tennis courts and inviting social spaces perfect for gatherings. Outside, a Gulf-front sundeck features a shaded gazebo, grilling station, and ample lounge seating. Unwind in the heated pool and spa, or stroll to your private beach access lined with charming tiki huts—where every day feels like a vacation. $1,879,000 Active

1211 Gulf Of Mexico Drive 309 Longboat Key, Florida

2 Beds 2 Baths 1,827 SqFt 7.87 Acres

Welcome to this beautifully updated townhouse, located behind the gates of Bay Isles, offering the perfect combination of luxury, comfort, and convenience. This stunning home, with approximately 1590 square feet of meticulously designed living space, boasts exceptional high-end finishes and an open floorplan that seamlessly blends partial bay views, style and functionality. Step into the spacious kitchen, where gleaming granite countertops take center stage, including a large azure blue breakfast bar perfect for family gatherings or entertaining guests. The custom mosaic glass tile backsplash and solid wood kitchen cabinets add a touch of sophistication. Stainless steel JennAir appliances and luxury vinyl tile floors further enhance the elegance of the space. Adjacent to the kitchen, the dining area offers the perfect setting for casual meals or more formal dining occasions. The expansive great room features soaring cathedral ceilings and is bathed in natural light, creating a warm and inviting atmosphere. The private screened lanai off the living room provides a serene space to relax and enjoy the outdoors, with easy access to the beautifully landscaped grounds and community pool. The oversized primary bedroom is a true retreat, complete with walk-in closet, vaulted ceilings and an ensuite bathroom updated with natural stone and a custom tile shower. The second bedroom, with vaulted ceilings, also includes a walk-in closet and can be flexibly used as an ideal office space. For added convenience, the ground-level garage features an adjacent room equipped with an AprilAire dehumidifier system, ensuring optimal comfort whether using the room as a home gym, wine cellar or for storage. As part of the gated Bay Isles community, you have access to world-class amenities including clubhouse, fitness center, heated pool and spa, tennis courts, and the private Bay Isles Beach Club. Enjoy nearby St. Armands Circle for dining and shopping, or take a short drive to downtown Sarasota for cultural attractions and entertainment. $975,000 Active

1928 Harbourside Drive 1403 Longboat Key, Florida

2 Beds 3 Baths 1,590 SqFt 10.84 Acres

Prime Investment or Dream Primary Residence – Turnkey Furnished! Seize this incredible opportunity to own a beautifully furnished, income-producing 3-level, 2-bedroom, 2-bath home in the sought-after Cedars East community. Whether you're looking for a lucrative investment with steady bookings or a stunning primary residence, this home offers both luxury and convenience. The first floor features an oversized attached garage, while the second floor boasts a spacious kitchen with sleek bamboo cabinetry, large pull-out drawers, and a central cooking island with bar seating—perfect for entertaining. The open-concept layout flows seamlessly into the living and dining areas, highlighted by a stunning illuminated feature wall. On the third floor, the primary suite offers a serene retreat, overlooking lush wooded views and featuring an en-suite bath. The guest bedroom, positioned toward the front, enjoys picturesque views of the sparkling pool. Cedars East provides an array of resort-style amenities, including a massive Junior Olympic-sized pool, scenic boardwalks winding through mangroves, and a tranquil bayside fishing pier—all available to residents with no additional membership fees. For those seeking an active lifestyle, Cedars East Tennis Club and Resort offers premier tennis facilities, including 10 Har-Tru courts, a Pro Shop with professional instruction, and daily clinics. A full club membership grants access to the state-of-the-art 24/7 fitness center, complimentary bicycles, and a seasonal Tiki Bar by the pool. Ideally located near the pristine beaches of Longboat Key and just minutes from St. Armand’s Circle, Mote Marine, Van Wezel Performing Arts Hall, Marie Selby Botanical Gardens, the Ringling Museum, and more, this home places you in the heart of Sarasota’s finest attractions. Don’t miss this rare opportunity—schedule your showing today! $649,000 Active

660 Cedars Court Longboat Key, Florida

2 Beds 2 Baths 1,440 SqFt

Introducing an impeccably remodeled residence located in the beautiful community of Bayport Beach and Tennis Club. This property can be described as extraordinary, as it showcases an exquisite blend of contemporary updates and timeless appeal. The remodeling process, which took place in 2024, has intelligently infused the home with stylish and sustainability-minded attributes. You will enjoy a feeling of modern refinement, underscored by the sparkling new appliances, each of which benefits from the latest technical advancements. This ensures an effortless yet high-quality living experience. A sense of abundant natural light characterizes the interior space, accomplished by the judicious use of large windows that also offer scenic vistas surrounding the property. The impeccably maintained flooring is of fine-quality material and traverses the length of the property, lending a consistent aesthetics. The kitchen is equipped with state-of-the-art appliances and a design layout that fosters efficiency. It is a space conceived for both culinary creativity and communal gathering. Adjacent to the kitchen, a generously sized dining area tempts with its inviting ambiance where one could enjoy meals amid the backdrop of natural outdoor views. Further enhancing the environmental efficiency are the quartz countertops coupled with all-wood cabinets, which offers generous storage solutions that enhances the home’s orderliness and aesthetic appeal. The choice of materials for all upgrades respects the home’s integrity, function, and form, ensuring an enriched living environment. This residence has been skillfully designed to create a haven of modern taste and convenience, without losing its original charm. The beauty of this property extends beyond its walls, as it is situated in Longboat Key, a location revered for its natural beauty and relaxed lifestyle. The home reimagines luxury living by combining an unrivaled location with an elevated level of quality. A distinct advantage and unique selling point of this property is its proximity to a private, deeded beach. This offers future owners not just exclusive beach access, but a revitalizing retreat amidst the hustle and bustle of life – truly a valuable benefit that amplifies the charm of this residence. Close to local amenities yet precisely positioned to offer privacy and quietude, this property represents an excellent opportunity for discerning buyers. Get ready to experience the quintessential Florida lifestyle. Welcome home! $865,000 Active

523 Bayport Way 523 Longboat Key, Florida

2 Beds 2 Baths 1,685 SqFt

The original owners of this condo had 1st pick of the mid-rises at Fairway Bay when it was developed and it’s easy to see why they chose this unit. Full unobstructed and private views of the Intracoastal Waterway, Sarasota Bay and the city skyline from the protected balcony, where dolphins, manatees, and fish glide through and around the mangroves—nature’s daily show right outside. Inside, this immaculately maintained, never-rented condo is a blank canvas, ready for your personal touches, however, recently both bedroom closets were professionally redone, it was freshly painted and new luxury vinyl floors were installed. The living space is filled with natural light, showcasing the stunning bay/city views. The primary suite offers direct water views, while the second bedroom provides a comfortable retreat for guests. This residence includes 1 coveted under-building parking space. The mid-rise buildings feature their own pool, while the larger Fairway Bay community offers a vibrant lifestyle with access to The Bay Isles Beach Club, scenic walking trails, heated pools, a fitness center, tennis and pickleball courts, a clubhouse, and kayak launches. For even more amenities, an optional Longboat Key Club membership provides access to championship golf, Har-Tru tennis courts, a spa, fine dining, and a 291-slip deep-water marina. 1.3 miles to Publix, CVS. 4 miles to St. Armand’s Circle. 6 miles to Downtown Sarasota. 10 miles to SRQ Airport. A rare opportunity to own a prime bayfront condo with deeded & private beach access and knockout views in one of Longboat Key’s most desirable communities. $635,000 Active

1930 Harbourside Drive 142 Longboat Key, Florida

2 Beds 2 Baths 1,192 SqFt 10.84 Acres

A Waterfront Sanctuary Where Every Detail Feels Like Home Step inside Unit 142 at Marina Bay, and you’ll instantly feel the difference. This is more than just a home—it’s a private retreat designed for comfort, luxury, and effortless coastal living. From the moment you arrive via your private elevator, you're greeted by breathtaking direct bay views and a sense of calm that only waterfront living can provide. The open, airy layout, with brand-new everything, including flooring, paint, fixtures, appliances, cabinets, electric, plumbing, and warm recessed lighting throughout, makes every space feel touched and inviting. The gourmet kitchen is truly a chef’s dream. Imagine waking up and making the perfect espresso with your Miele built-in coffee station, or cooking with top-of-the-line Viking II appliances, an induction cooktop, a convection oven and a sub zero fridge. A built-in Dacor wine fridge ensures you always have a perfectly chilled bottle ready for sunset toasts on the patio. Every detail, from the reverse osmosis water filtration system to the soft glow of kitchen cabinet lighting, has been thoughtfully designed to enhance everyday living. The primary suite is a sanctuary of its own, with breathtaking bay views, dual walk-in closets, and a spa-inspired bathroom that will make you feel like you’re on a permanent vacation. While dual water closets provide extra privacy, the soaking tub with spa jets offer pure relaxation to melt the stress away. A complimenting beautiful glass enclosed shower with dual shower heads, hand held wands with bench seating and grab bars add thoughtful convenience. Every bedroom in this home is an ensuite, offering privacy and comfort for family and guests. Throughout the home, you’ll find custom built-in closets, new fixtures, crown molding, and even a built-in ironing board—because luxury should also be practical. Step outside, and you’ll have two incredible patios to enjoy—a screened-in bayfront patio where you can sip your morning coffee while watching dolphins play, and an open-air west-facing patio with glimpses of the Gulf and the lush golf course. And with remote-control hurricane shutters and new master bedroom windows, you’ll have both peace of mind and energy efficiency all year long. This home is also fully equipped with smart technology, including keyless entry, a Ring security system, WiFi-enabled Ecobee thermostat, and an Eero system for seamless connectivity. A surround sound system lets you set the perfect mood—whether it's relaxing to the sound of waves or hosting an elegant dinner. Living at Marina Bay means enjoying resort-style amenities—a heated pool, tennis and pickleball courts, a fitness center, and private beach access through the exclusive Bay Isles Beach Club. And with St. Armand's Circle and local shops just minutes away, you’re never far from fine dining, boutique shopping, and entertainment. This home isn’t just a place to live—it’s a lifestyle that captures the very essence of Longboat Key Living. Every detail has been curated to offer luxurious comfort, style, and an effortless way of life. If you’re looking for a luxurious waterfront escape that truly feels like home, Unit 142 at Marina Bay is waiting for you. The unit is offered fully furnished for your convenience. Everything you need is already in place and ready for your enjoyment. $3,250,000 Active

2410 Harbourside Drive 142 Longboat Key, Florida

3 Beds 4 Baths 3,382 SqFt 7.4 Acres

This exceptional two-bedroom, two-bathroom penthouse, is the only residence in Seaplace with no shared walls, offering unparalleled privacy and tranquility. Fully remodeled in 2019, the home features a designer kitchen with quartz countertops, custom cabinetry, and premium appliances, seamlessly complemented by elegant soft grey laminate hardwood flooring throughout. A spacious lanai spans the length of the residence, filling the interior with natural light and picturesque garden views. Significant recent upgrades include a new A/C system (2020) with added UV filtration (2024), hurricane-rated sliding doors in the primary suite and living room (2025), and a water heater (2020), all with transferable warranties. Additional highlights include floor-to-ceiling remote controlled blinds, an in-unit full-size washer and dryer, and a reserved parking space. Seaplace offers a wealth of resort-style amenities, including two swimming pools, two hot tubs, a kiddie pool, Har-Tru tennis courts, a fitness center, a newly renovated clubhouse, beachfront grilling areas, and private beach access. The 24-hour guard-gated community ensures both security and exclusivity. Ideally situated just minutes from St. Armands Circle, this prime location provides convenient access to world-class dining, luxury shopping, and Sarasota’s renowned cultural attractions. Whether you're seeking a full-time coastal residence, a seasonal getaway, or a high-demand investment opportunity, this penthouse represents the finest in Longboat Key living. Schedule your private showing today! $725,000 Active

1935 Gulf Of Mexico Drive G7-402 Longboat Key, Florida

2 Beds 2 Baths 1,068 SqFt 7.03 Acres

Enter a world where elegance meets functionality in this John Cannon custom-designed 5-bedroom, 5.5-bathroom coastal inspired Spanish Mediterranean masterpiece, offering 4,117 square feet of refined coastal living. Designed for the most discerning buyer, this gorgeous residence is in the exclusive Country Club Shores IV community, on south Longboat Key, seamlessly blends contemporary finishes with timeless architectural details, creating a home that is both inviting and luxurious. A striking arched double iron door welcomes you into the grand foyer, setting the tone for the exquisite craftsmanship found throughout. The soaring coffered ceilings in the great room, complemented by a warm fireplace, create an atmosphere of sophistication and comfort. As you move through the open concept living space, walls of sliding doors blurs the line between indoor and outdoor living, offering breathtaking canal views and effortless access to the outdoor entertainment areas. Built with Superior craftsmanship , the all-block and concrete construction, along with impact glass, ensures lasting durability. The home’s interior is a masterclass in modern coastal design, incorporating a palette of grays, whites and periwinkle expertly curated by award-winning Sarasota designer Micheline Laberge, ASID. Grays and whites serve as the foundation, allowing bold colors, stunning fabrics, and artistic prints to enhance each space. The collaboration is just magical throughout this exquisite property. The gourmet kitchen is a chef’s dream, featuring an oversized island with additional seating & storage, custom solid maple cabinetry painted white with pewter glaze, and stunning Bianco Antico granite countertops. A custom-made hood is framed by eight-panel glass cabinets, while a three-dimensional geometric Moon Onyx tile backsplash adds depth and movement. The same Bianco Antico granite extends to the charcoal-stained island cabinetry offering a striking contrast. The elegant dining room easily transforms for more casual alfresco dinners w/ the easy opening sliders to overlook your stunning water views. Designed for entertaining, the expansive outdoor area is spread across three levels. The main level boasts a spacious lanai, while a luxurious spa cascades into a resort-style pool on the second level. A fire pit and deck lead to a private dock equipped with a boat lift, offering easy access to the bay and beyond. The upper level is home to a spacious game room, designed w/ additional soundproofing for privacy, and 2 en-suite bedrooms, 1 separate guest bedroom with an evening terrace and a hallway ¾ bathroom, each thoughtfully crafted & exquisitely decorated for comfort and style. Midway between the first and second levels, a grand private en-suite bedroom provides an exclusive retreat for guests. The first-floor primary suite is a sanctuary bathed in natural light, featuring a stunning stepped illuminated ceiling accented with gauntlet gray paint and luxurious Maple flooring. The bathroom is a true work of art, where bronze brocade tiles, enriched with a play of light and shadow, frame a floating oversized shower and a statement soaking tub creating an ambiance of pure indulgence. Crystal sconces embellish the mirrors & create warmth to set the mood for relaxing. This Stunning home is a testament to superior design and craftsmanship, offering the perfect balance of luxury, functionality, and coastal charm. Prepare to be “Wowed” come live the Dream now! $4,350,000 Active

551 Ranger Lane Longboat Key, Florida

5 Beds 6 Baths 4,117 SqFt 0.23 Acres

Discover Your Longboat Key Oasis! Step into paradise with this exquisite two-bedroom, two-bathroom home nestled behind the gates of the Longboat Key Club, in the coveted Bay Isles neighborhood. Positioned on an oversized, private corner lot, this home is surrounded by lush, tropical foliage, creating your very own sanctuary. A Perfect Blend of Elegance and Comfort The open floor plan boasts cathedral ceilings and well-proportioned rooms, bathing the interior in natural light and enhancing the home's airy ambiance. The kitchen is a chef's dream, featuring Corian countertops, sleek paneled appliances, and new refrigerator. A custom-built office area provides the perfect space for productivity or relaxation. Outdoor Living at Its Finest. The bi-level pool deck is ideal for entertaining or quiet reflection. Sip your morning coffee in peaceful seclusion, enveloped by tropical greenery. Spend your afternoons lounging by the sparkling pool or strolling the meandering paths where wildlife abounds. This home also has recently installed HWH, new Lanai railings and the exterior has just been repainted. $1,299,500 Active

3360 Bayou Longboat Key, Florida

2 Beds 2 Baths 1,922 SqFt 0.37 Acres

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