Longboat Key Homes with Gated Amenities

Longboat Key Homes with Gated Amenities

Longboat Key, located in Sarasota County, Florida, is a stunning barrier island that offers a luxurious and exclusive lifestyle. Known for its pristine beaches, world-class golf courses, and upscale amenities, Longboat Key is a highly sought-after destination for those seeking a refined and tranquil living experience.

One of the many appealing features of Longboat Key is its selection of homes with gated amenities. These properties provide an added layer of security and privacy, making them an attractive option for individuals and families looking for peace of mind. Whether you're interested in a single-family home, a condominium, or a townhouse, there are various gated communities to choose from on Longboat Key.

Living in a gated community offers numerous benefits. Residents can enjoy access to exclusive amenities such as private pools, fitness centers, tennis courts, and clubhouses. These communities often boast meticulously landscaped grounds, creating a picturesque and serene environment. Additionally, gated communities tend to have strict regulations and a sense of community, fostering a safe and friendly atmosphere.

Longboat Key's homes with gated amenities are not only desirable for their security and exclusivity but also for their proximity to the island's unparalleled natural beauty. The island's beaches are renowned for their white sand and turquoise waters, providing residents with the perfect backdrop for relaxation and recreation.

If you're looking for a luxurious and secure living experience in Longboat Key, consider exploring the homes with gated amenities. With its idyllic location and exceptional lifestyle offerings, Longboat Key is truly a paradise for those seeking the ultimate in coastal living.

Newest Longboat Key Homes with Gated Amenities

$549,000
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code
A Boater's Dream- Get a Century 19 feet Bay Boat INCLUDED with a Full price contract !Island waterfront affordable living in an updated relaxing coastal setting. Updates include, impact sliding doors and windows with shades, new kitchen with quartz countertops, water softener, updated walk in bath (master with bidet) , tile flooring, newer AC ( 2 years plus ) with transferable warranty. For your convenience and comfort, the master bedroom has Tempur-Pedic cool gel bedding and custom-built cabinetry. The location is a boater’s dream where spending every day on the water is a reality from the optimal docks featuring water and electricity for up to 34-foot vessels on deep sailboat or powerboat accessible waters, available for a yearly fee on a first come basis. The amenity-rich community includes four heated pools, tennis and pickleball courts, a spacious fitness center & sauna, mini-golf, kayaks, paddleboard and bike storage, lounge and on-site HOA management. Residents enjoy the privilege of a private gated beach pavilion on the gulf with parking, beach chair storage, restrooms and showers. Experience maintenance-free, coastal living at its finest in this lovely spacious residence with easy access to St. Armands Circle's for shopping and dining as well as a short ride over the bridge to the Sarasota/Bradenton International Airport or to enjoy downtown Sarasota's Bayfront marina and park, cultural and theater venues, and downtown's lively city vibe.

4390 Exeter Drive Unit I303, Longboat Key
$749,000
1 Beds ⋅ 1.5 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
NO expense spared and everything replaced! Gulf and greenbelt views await from your top floor Seaplace condo! Completely remodeled, this gorgeous gulf-facing oversized one bedroom, 1.5 bath end unit with vaulted ceilings features 1,094 square feet of living space and spacious lanai adding an additional 112 square feet. The convenient second floor location provides quick access to the beach, which is only 178 yards from your front door! Enjoy beautiful sunsets with a glass of wine, while taking in the peaceful greenbelt and gulf views from your screened-in lanai complete with high quality Polywood outdoor furniture and Modern Forms wifi enabled ceiling fan. The spectacular remodel includes new hurricane impact sliding glass doors and bedroom window, new hvac unit, new LG Thin Q stacked washer and dryer, new ceiling fans in bedroom and living room, Nest programable wifi thermostat, all new plumbing and plumbing fixtures, all electrical replaced including electrical outlets, switches and led recessed lighting throughout. The new porcelain plank "driftwood look" floor tiles throughout the condo compliment the coastal, beachy vibe of the Cypress Pecky Wood and shiplap accent walls. The gourmet kitchen was completely redesigned with an open concept and includes Krafmaid soft close wood cabinetry and drawers, GE Cafe appliances suite with convection oven, warming drawer and conduction cooktop, floating shelves, and Cambria Quartz counters. The popcorn ceilings were removed and re-plastered with smooth texture throughout. Both bathrooms have new vanities with Cararra marble counters, tile accent walls, including Calcatta Gold Marble Penny tile in half bath and redesigned primary bath. The bedroom features custom open concept built-in closets with soft close drawers and doors. Custom woven wood shades in living room and black out shades in bedroom. Other features include all new solid core interior doors, extra large storage closet under the stairs, owner's locker in common area, dedicated bike storage room adjacent to condo and one assigned parking space. Situated on 42 acres of manicured resort grounds and amenities, Seaplace is one of Longboat Key's most desirable communities. Enjoy two Olympic sized swimming pools, spas, one mile of trails along the shore and throughout the complex, 3 tennis courts, remodeled club house, fitness center, barbecue islands and parklike grounds. Whether you are looking for a vacation get-away, second home, investment property or permanent residence, this is the one! Seaplace is a gated community with a 24-hour guarded gate. Situated only one complex North of the famed St. Regis Luxury Hotel and Residences opening soon! This lovely condo is sold fully-furnished with high quality furnishings from Pottery Barn and Restoration Hardware and comes complete with two fairly new bicycles. Must see to appreciate. Owner has a real estate license in CA.

2055 Gulf Of Mexico Drive Unit G2-213, Longboat Key
$900,000
2 Beds ⋅ 2 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Discover the epitome of coastal living with this exquisite 2-bedroom, 2-bathroom condo in the decadent Grand Bay community of Bay Isles, Longboat Key, Florida. This tasteful residence spans over 1,276 sqft, offering abundant natural light and captivating views of Sarasota. Enjoy the serenity of deeded private beach access, where you can unwind on pristine sands by the Gulf of Mexico. The community boasts two resort-style pools, spas, a fitness center, tennis courts, and a clubhouse. Explore the vibrant surroundings, with St. Armands Circle just a short drive away, offering boutique shopping, fine dining, and an energetic atmosphere. Downtown Sarasota is nearby, featuring cultural attractions like theaters, galleries, and a lively nightlife. This home provides the perfect blend of convenience and luxury. This condo combines luxury, convenience, and the allure of Florida’s beautiful coastline. Don’t miss the chance to make this stunning property your new home. Schedule your private tour today and start living the dream at Grand Bay!

3080 Grand Bay Boulevard Unit 532, Longboat Key
$325,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Reciprocity with 700 other yacht clubs across America. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 55 LOA, usable beam is 19 ft at the head of the slip.

2800 Harbourside Drive Unit E-16, Longboat Key
$2,295,000
3 Beds ⋅ 3.5 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Immerse yourself in luxury with this exceptional Antigua residence at Grand Bay, perched on the corner of Building III and offering sweeping panoramic views of Sarasota Bay, Harbourside Golf Course, the marina, and the shimmering downtown skyline. This nearly 3,000-square-foot residence is a sunlit, expansive retreat, perfectly designed for comfort. The convenience of a residents-only elevator transports you from the secure, under-building parking area directly to your private foyer. As you enter, the grandeur of floor-to-ceiling glass sliders draws your attention to the expansive wraparound terrace, where breathtaking vistas create a captivating backdrop. The interior offers a neutral palette, enhancing the light-filled ambiance and seamless flow throughout the space. Travertine tile flooring connects the formal dining area and living room, complete with a wet bar, providing a perfect setting for entertaining. The eat-in kitchen, bathed in southern light from glass sliders leading to a secondary terrace, features an island, double built-in ovens, and a charming dining nook—ideal for savoring the stunning views. The primary suite, positioned in the northeast corner for ultimate privacy, serves as a serene sanctuary. It opens to the large bayfront terrace, offering a personal escape with expansive water views. The suite includes dual bathrooms and a generously sized walk-in closet. Two additional guest bedroom suites, one currently configured as a den, are thoughtfully arranged in a split plan to ensure a tranquil environment for visitors. Grand Bay is nestled within the prestigious Bay Isles community on Longboat Key, blending exclusivity with convenience. Residents benefit from on-site management, security, and a 24-hour manned guard gate. The resort-style amenities elevate your lifestyle with a state-of-the-art fitness center, professional-grade tennis courts, and a bayside sundeck equipped with lounging and dining areas. Enjoy a refreshing swim in the heated pools, relax in the spa, or gather for a barbecue at the designated grill stations. The lively clubhouse offers a variety of engaging activities, and deeded access to the private Bay Isles Beach Club is just a short bike ride away, completing the exceptional living experience.

3030 Grand Bay Boulevard Unit 346, Longboat Key
$400,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
70 x 21 Boat Slip on R-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the city skyline LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 65 LOA.

2600 Harbourside Drive Unit R-07, Longboat Key
$625,000
1 Beds ⋅ 1 Baths ⋅ Inn On The Beach SubDv. ⋅ 34228 Zip Code
Enjoy peaceful lagoon views from this first floor Junior Suite in Building 6. Unlike the other floors, the first floor Junior Suites in this building have 10' ceilings making it feel especially spacious while optimizing natural light and view. It is typical to see manatees, dolphins, paddleboarders and a variety of tropical birds from the terrace overlooking the lagoon. Building 6 offers extra privacy as it is located across the street from the main entrance, but still close enough to enjoy the pool and beach without having to pack the car and drive anywhere. This unit is not part of the current hotel program, however it can be rented out by the owner or a 3rd party vendor on a nightly basis. New owners may also opt to renovate the residence to current hotel standards and join the hotel rental program (ask for details).

225 Sands Point Road Unit 6103, Longboat Key
$299,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
This 60' x 20' boat slip at The Longboat Key Club Moorings Marina is truly a gem for any boating enthusiast. Located in one of the premier protected deep-water yacht marinas on Florida’s West Coast, it offers seamless access to the Intracoastal Waterway, open bay, and the Gulf of Mexico, making it an ideal spot for quick and easy departures. The slip's prime location within the marina provides convenience to top-notch amenities. You’ll be near the exclusive clubhouse with its private pool and grills, while the marina village, offering another pool, restaurant, laundry facilities, marina office, ship's store, and pickleball courts, is just a short distance away. The marina itself is fully equipped with a range of services, including an onsite fuel dock, a dedicated dock master and crew for assistance, pump-out services, onsite maintenance, concierge, shuttle service, roving guard, and 24-hour guarded gate. A Yacht Club Membership is required, which opens up a wealth of benefits at The Longboat Key Club Resort. This includes access to 45 holes of golf, tennis courts, five restaurants, a spa, a fitness center, beachfront pool and beach facilities, holiday events, and the added advantage of reciprocity with 700 other yacht clubs across America. This slip isn’t just a place to dock your boat—it’s a gateway to a vibrant and luxurious boating lifestyle.

2800 Harbourside Drive Unit E10, Longboat Key
$1,282,000
2 Beds ⋅ 2 Baths ⋅ Privateer South SubDv. ⋅ 34228 Zip Code
This penthouse top floor updated lovely condo is located directly on the beautiful Gulf of Mexico beach and ready to move into tomorrow. Expansive views of the Sarasota Bay including downtown Sarasota and the Ringling Bridge as well as views of the Gulf of Mexico. Very rare to find a condo on the 11th floor in Privateer South at this price. Privateer South is behind the gates of the Longboat Key Club. Kitchen and bathrooms have been updated. This corner unit has two balconies one overlooking the pristine private beach with views to Siesta Key and city and bay views. The other balcony has views of the Longboat Key Club golf course, city and bay views. Spacious, open floorplan with split bedrooms with walk-in closets provides loads of storage and privacy. In the last few years there has been more upgrades including the high impact windows and sliders, the air conditioning and water heater were done in the last year. A very comfortable and immaculate residence. Superbly located resort living with Olympic size pool, fire pit, shuffleboard, tennis and soon to be pickleball courts, party room, exercise room, grills and covered parking as well as for a fee 2 guest suites for your visiting guests. Near nature trails, Saint Armands Circle, downtown Sarasota with all its arts and culture, shopping, restaurants and entertainment. Coastal living on the South end of Longboat Key!

1000 Longboat Club Road Unit 1103, Longboat Key
$6,999,999
4 Beds ⋅ 4.5 Baths ⋅ Aria Longboat Key SubDv. ⋅ 34228 Zip Code
Welcome to Aria, a luxurious sanctuary on the historic Villa am Meer estate on Longboat Key. Among the exceptional offerings at Aria, the Adagio unit stands out as a masterpiece. With 3,847 square feet of impeccably designed interior space, the Adagio unit is a sanctuary of luxury and comfort. From the moment you step into your private elevator lobby and enter through the grand entry gallery, you’ll be enveloped in an ambiance of refined elegance. The Adagio unit effortlessly integrates indoor and outdoor living with its 994 square feet of terraces that overlook the shimmering gulf and serene bay. Imagine mornings sipping coffee on your expansive terrace as the sun rises over the water, or evenings entertaining guests under the stars, all with the stunning backdrop of the Gulf of Mexico. Inside, the unit offers a balance of spaciousness and intimacy. The family room invites relaxation and casual gatherings, while the great room provides an expansive setting ideal for hosting memorable events. For formal occasions, the dedicated dining room sets the stage for elegant dinners with family and friends. The owner’s retreat is your private sanctuary and is designed with a focus on comfort and tranquility. It offers a peaceful haven where you can unwind in style. Two additional guest suites ensure visitors can enjoy the same level of luxury and privacy. And with a versatile den that can be customized to your needs, whether as a home office, library or extra living space, the Adagio unit adapts to your lifestyle seamlessly. Living in Aria means embracing a lifestyle where historical grandeur meets contemporary luxury. Here, you’re not just buying a home, you’re becoming part of a legacy. Enjoy the exclusive beachfront setting with direct access to pristine beaches and be close to Sarasota’s vibrant cultural and dining scenes. The Adagio unit at Aria offers more than just a residence, it provides a gateway to a refined way of living, where every detail is designed to elevate your everyday experience. Discover the unparalleled luxury and historical charm of Aria and make this your new home.

2251 Gulf Of Mexico Drive Unit 301, Longboat Key
$420,000
1 Beds ⋅ 1 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code
Enjoy the epitome of coastal living nestled in the VIBRANT community of Longboat Harbour on beautiful Longboat Key. Don’t want to complete any projects or renovations? No problem, this UPDATED condo offers a luxurious living experience with abundant amenities and stunning bay views. Recent tastefully completed renovations include a new bathroom with high end finishes, updated kitchen, new doors and fresh paint throughout, a new primary closet, and window treatments that provide an interior that is both stylish and inviting. The open kitchen with stainless steel appliances, granite countertops, and beautiful shiplap mill work seamlessly open to the living and dining areas, maximizing space and comfort. Being offered FURNISHED (with new furniture and accessories with some exclusions), this residence is ready for immediate occupancy or rental. Need additional storage space? This condo also features a separate storage locker and a well-placed laundry facility (in-unit washers and dryers are also permitted). Located in a prime location within a gated community on Longboat Key, this property is a water-lover's paradise. Boating enthusiasts will appreciate the deep-water canal access to Sarasota Bay, with boat slips available on a first come basis and additional kayak launches. Longboat Harbour is renowned for its welcoming atmosphere and an array of amenities designed to cater to every interest and lifestyle. This resort like community with an on-site manager offers a range of recreational activities including mini-golf, shuffleboard, tennis, and pickleball. Fitness enthusiasts will appreciate the large and well-equipped fitness center, complete with private locker rooms and saunas. Additionally, the beautifully renovated recreation room overlooking the bay, serves as the heart of social gatherings in Longboat Harbour, hosting a variety of clubs and activities complemented by a kitchen and dance floor. The four heated swimming pools provide relaxation and enjoyment year-round. For beach lovers, a community beach pavilion across Gulf of Mexico Drive offers residents private, deeded beach access with a cabana, parking, restrooms, and dressing areas. Witness breathtaking sunrises, spot manatees, and savor stunning sunsets from this serene beachfront location. This exceptional opportunity offers an unparalleled lifestyle in one of Longboat Key's most active, social, and vibrant communities! Seize the opportunity to experience waterfront living at its finest. Schedule your private showing today.

4360 Chatham Drive Unit F204, Longboat Key
$549,000
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code
Overlooking Longboat Harbour and Sarasota Bay, this beautifully updated two-bedroom, two-bath condominium offers complete Longboat Key paradise living! This unit was updated in 2023. The kitchen boasts new appliances, stone countertops and shaker cabinets. It opens up to a great room with stunning water views. It is available for purchase turnkey. Longboat Harbour offers many community amenities, including boat docks in the community harbor, with slips available for rent based on availability. The harbor is well-protected, with docks accommodating boats up to 34 feet. Longboat Harbour also provides access to sailboat-depth water and easy access to the bay, the Intracoastal and Gulf of Mexico. Association fees cover access to the beach club, which is just a short distance from the units. The beach club features gated parking, private restrooms and showers, and sits on a beautiful stretch of white sand beach. Residents can also enjoy four waterfront heated pools, tennis and pickleball courts, waterfront recreational paths, a large fitness center, a newly renovated clubhouse with a full kitchen, and adequate space for meetings or social gatherings. The area is famous for kayaking, paddleboarding and observing marine and bird life, including dolphins, manatees, herons, osprey and eagles. Longboat Harbour employs a professional onsite management team and an onsite maintenance team and has fully funded reserves. Rentals are allowed with a minimum duration of one month. Whether you're drawn to the amenities, scenic views or the island lifestyle, Longboat Harbour offers a welcoming home for all.

4330 Falmouth Drive Unit C202, Longboat Key
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