Longboat Key Homes with Tennis Court(s) Exterior Features

Longboat Key Homes with Tennis Court(s) Exterior Features

Welcome to Longboat Key, Florida – a hidden gem nestled along the stunning Gulf Coast. Known for its pristine beaches, vibrant sunsets, and a relaxed, tropical atmosphere, Longboat Key is the perfect destination for those seeking a serene lifestyle infused with luxury. This charming barrier island is just a stone's throw away from Sarasota, offering a unique blend of tranquil living and easy access to cultural attractions, fine dining, and shopping.

One of the most alluring features of homes in Longboat Key is their exceptional outdoor amenities, particularly the stunning properties that boast private tennis courts. Imagine waking up to the gentle sound of waves lapping against the shore and stepping out to your own personal oasis, where you can enjoy a game of tennis under the warm Florida sun. These homes are designed not just for comfort but also for an active lifestyle, making them ideal for sports enthusiasts and families alike.

Properties with tennis courts often feature expansive outdoor spaces, lush landscaping, and luxurious pools, creating the perfect backdrop for entertaining friends or enjoying quiet afternoons with family. Many of these homes also offer spectacular views of the Gulf, allowing you to soak up the beauty of the region from the comfort of your own backyard.

Whether you’re looking for a seasonal retreat or a permanent residence, Longboat Key’s homes with tennis courts provide an unparalleled lifestyle. Embrace the charm of this coastal paradise, where every day feels like a vacation, and the opportunities for relaxation and recreation are endless. Discover your dream home in Longboat Key today!

Newest Longboat Key Homes with Tennis Court(s) Exterior Features

$1,595,000
2 Beds 2 Baths Promenade SubDv. 34228 Zip Code
Gulf views take center stage in this beautifully updated sixth-floor residence at The Promenade, where an elevated vantage point captures the turquoise waters of the Gulf of Mexico, the tropical grounds below and glimpses toward Sarasota Bay. Offering nearly 1,600 square feet of thoughtfully designed living space, this two-bedroom retreat pairs a light, sophisticated coastal aesthetic with the ease of resort-style living directly on the beach. Inside, walls of glass draw the Gulf backdrop into the main living areas while filling the residence with natural light. The open great room is designed for both everyday comfort and entertaining, with neutral finishes, tile flooring and an effortless connection to the private terrace. Step outside to enjoy Gulf breezes, views over the pool and landscaped grounds, and a front-row seat to Longboat Key’s spectacular sunsets. The living and dining spaces flow together beautifully, complemented by a stylish wet bar with beverage storage that creates a natural entertaining hub. Architectural wall detailing adds dimension to the dining area, while the soft coastal palette and contemporary furnishings reinforce the home’s relaxed sense of sophistication. The open kitchen is equally inviting, featuring naturally stained wood cabinetry, quartz countertops, stainless-steel appliances and a newer quartz backsplash. An expansive breakfast bar provides generous seating, while the adjacent dining nook offers another comfortable setting for morning coffee or casual meals. Privately positioned, the primary suite is a serene retreat with its own Gulf outlook and direct terrace access. Wake to blue water just beyond the glass, then step outside to begin the day in the Gulf breeze. Generous closet space accompanies the suite, while the renovated primary bath offers a spa-inspired setting with a dual-sink vanity, soaking tub, glass-enclosed shower and refined contemporary finishes. The guest suite provides comfortable accommodations for family and friends, with an updated bath featuring a glass-enclosed shower and coastal-inspired tile. Covered under-building parking and a separate storage unit add everyday convenience. Set directly along the Gulf of Mexico, The Promenade is one of Longboat Key’s established full-service beachfront communities, offering on-site management, concierge services, a 24-hour manned guard gate and an impressive collection of resort-style amenities. Residents enjoy a Gulfside heated swimming pool and spa surrounded by expansive sundecks and tropical landscaping, four Har-Tru tennis courts, fitness and health club facilities, social rooms, and direct beach access by private boardwalk. Tiki huts and beachfront lounging areas create an inviting setting for days spent along the shoreline. Beyond the gates, the location puts the best of Longboat Key and Sarasota within easy reach. Enjoy nearby dining and shopping along Longboat Key, explore the boutiques and restaurants of St. Armands Circle, or continue across the Ringling Bridge to downtown Sarasota for its acclaimed restaurants, galleries, performing arts, farmers market and vibrant waterfront. From mornings on the beach to evenings overlooking a Gulf sunset, Promenade #603 offers an exceptional opportunity to experience the Longboat Key lifestyle from a beautifully updated home by the sea.

1211 Gulf Of Mexico Drive Unit 603, Longboat Key

$795,000
3 Beds 2 Baths Club Longboat Beach & Tennis SubDv. 34228 Zip Code
Welcome to effortless Gulf-front living at Club Longboat Beach & Tennis Resort, one of Longboat Key’s established and sought-after beachfront communities. This beautifully updated three-bedroom, two-bath residence is offered turnkey furnished, making it an exceptional opportunity for a full-time residence, coastal retreat or potential income-producing investment. In desirable Building 1, this spacious first-floor residence offers approximately 1,484 square feet of comfortable, thoughtfully designed living space with the rare convenience of no elevators or long walks. The open, split-bedroom floor plan features wide-plank flooring, a light and inviting coastal palette, and an easy flow for everyday living and entertaining. The updated kitchen is the heart of the home, featuring crisp white cabinetry, stainless steel appliances, under-cabinet lighting, a glass tile backsplash and a large center island with seating. Floor-to-ceiling sliders in the great room open to a private, lushly landscaped patio, extending the living space outdoors and creating a peaceful place to enjoy the Longboat Key lifestyle. The spacious primary suite offers direct patio access, a beautifully updated bath with walk-in glass shower and generous closet space. Two additional bedrooms provide flexibility for family and guests, including a den/third bedroom with Murphy bed. A second full bath, full-size washer and dryer, additional laundry cabinetry and abundant storage complete the interior. Just outside your front door is a private storage room and covered parking space, with ample additional guest and resident parking throughout the community. Club Longboat offers approximately 750 feet of direct Gulf-front beach and an exceptional resort-style lifestyle. Amenities include eight Har-Tru tennis courts, several lighted for evening play, an on-site tennis professional, pickleball, two heated swimming pools including separate adult and family pool areas, spa/whirlpool, sauna, beach chairs and umbrellas, grilling areas, bocce, fishing, on-site management and an active social calendar. A new clubhouse with fitness and social spaces is also planned as part of the community’s hurricane restoration, with exciting improvements ahead. Owners enjoy a welcoming community with regular social events, including Friday happy hours and seasonal celebrations. Club Longboat is also pet-friendly for owners and offers exceptional rental flexibility, with a 30-day minimum and up to 12 leases per year. For buyers looking to offset ownership costs, this residence offers a particularly compelling advantage, such as a proven rental history with substantial demand and future bookings potential. The combination of a three-bedroom floor plan, turnkey furnishings, direct Gulf access and flexible leasing has made this an exceptionally desirable rental. Ideally on the Gulf side of Longboat Key, you are minutes from outstanding dining, boating, golf and recreation, with the shops and restaurants of St. Armands Circle and the arts and culture of downtown Sarasota just a short drive away. Whether you are searching for a turnkey beach home, seasonal escape or investment property, this beautifully furnished Club Longboat residence offers the combination buyers want most, direct gulf access, resort-style amenities, three bedrooms, rental flexibility and unmistakable lifestyle of Longboat Key. Simply arrive, unpack and head to the beach.

5055 Gulf Of Mexico Drive Unit 115, Longboat Key

$1,099,000
3 Beds 2 Baths Beachplace SubDv. 34228 Zip Code
Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an expansive wraparound terrace and 1 under-building deeded parking space. Distinctive wallpaper adds personality to the foyer, while plank flooring flows throughout. Just off the entry, double doors open to the third bedroom, currently used as a family and sitting room, while the guest bedroom across the hall opens directly to the terrace. The main living area takes full advantage of the corner setting, with walls of sliding glass doors filling the space with natural light and framing elevated views of the lake, fountains and tropical landscaping. The kitchen features white cabinetry, glass-front accents, stone countertops, stainless steel appliances and a breakfast bar opening to the dining area. Privately positioned away from the guest accommodations, the primary suite enjoys terrace access and tranquil lake and fountain views, along with a spacious bath with dual vanities and a separate water closet. Beachplace is a gated, 31-acre beachfront community known for its mid-century modern architecture and resort-style amenities, including private beach access, a junior Olympic-size pool, spa, kiddie pool, clubhouse, fitness facilities, sauna, tennis and pickleball courts, EV charging stations and grilling areas. Separate membership opportunities are also offered at the nearby Longboat Key Club, with amenities that may include 45 holes of championship golf, tennis, private dining, beach and pool facilities, spa, fitness and marina access, depending on membership category. Rentals are permitted up to 12 times per year with a 30-day minimum, and St. Armands Circle and downtown Sarasota are just minutes away.

1075 Gulf Of Mexico Drive Unit 205, Longboat Key

$2,675,000
4 Beds 4 Baths Coreys Landing SubDv. 34228 Zip Code
Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey’s Landing returns to the market with significant interior enhancements just completed. Most notably, beautiful brand-new oversized porcelain tile flooring now extends throughout the main living areas, creating a fresh, sophisticated look while visually connecting the home’s open living spaces. The fireplace wall has also been thoughtfully scaled back, opening the sightlines and creating a more effortless flow between the living room, dining room and eat-in kitchen. These new improvements complement an exceptional Longboat Key lifestyle centered around the water. Located behind the gates of Bay Isles, the more than 3,100-square-foot residence combines direct Sarasota Bay frontage, updated dock with 14,000-lb boat lift and deeded access to the private Bay Isles Beach Club on the Gulf of Mexico—a particularly desirable combination for those seeking both boating and beach access. The newly updated main level is designed to draw your attention toward the bay. The oversized porcelain tile provides a clean, cohesive foundation throughout the common areas, while soaring ceilings, abundant natural light and walls of glass enhance the home's open, airy feel. The dramatic bayfront living room features cathedral ceilings, a gas fireplace and impact-rated sliding glass doors opening to the screened waterfront terrace, where wide water views create a beautiful backdrop for morning coffee, entertaining and evenings overlooking Sarasota Bay. The primary suite is conveniently located on the first floor, offering a spacious walk-in closet plus two additional closets and a private en-suite bath. Two additional guest bedrooms on this level—one currently used as a study—share a beautifully updated full bathroom. Upstairs, guests enjoy a private retreat with a loft-style bonus area featuring a built-in entertainment center and an oversized en-suite bedroom finished with elegant tilework. Extensive upgrades enhance comfort and long-term value, including a new tile roof (2023), two A/C systems (2022), remodeled kitchen and baths, recessed lighting, storm windows on the bayside, a new electrical panel, exterior lighting, updated landscaping, sprinkler system, and a new screen enclosure. Corey’s Landing offers a maintenance-free waterfront lifestyle with 24-hour guard-gated security, community tennis courts, and a heated pool and spa. Ownership also includes deeded access to the private Bay Isles Beach Club, where residents enjoy Gulf-front relaxation with pavilion seating, beachside gatherings, and direct access to the white sands of Longboat Key. Ideally positioned behind the gates of Bay Isles, this residence is moments from the Longboat Key Club’s championship golf and tennis facilities, nearby marinas, and island dining. St. Armands Circle, Lido Beach, and downtown Sarasota’s renowned cultural venues, galleries, waterfront parks, and restaurants are all within easy reach—bringing together boating, beach access, and the best of Sarasota’s coastal lifestyle.

3530 Mistletoe Lane, Longboat Key

$799,999
2 Beds 2 Baths Windward Bay SubDv. 34228 Zip Code
Welcome to your Longboat Key PENTHOUSE, where unobstructed PANORAMIC WATER VIEWS from every room create a breathtaking backdrop from the moment you walk through the door. Recently renovated from top to bottom and offered TURNKEY FURNISHED, this residence is ready to enjoy from day one. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, opening seamlessly to the bright and airy living space. Both bathrooms have been completely updated with modern finishes and quartz countertops, creating a fresh, cohesive feel throughout the home. Other thoughtful updates throughout include luxury vinyl flooring throughout, fresh carpeting in the bedrooms, beautifully remodeled, IMPACT WINDOWS, generous storage, and the convenience of an in-unit washer and dryer. Located in the pet-friendly waterfront community of Windward Bay, residents enjoy an impressive collection of amenities including boat slips, two swimming pools, a fitness center, sauna, tennis and pickleball courts, and three beach access points. NO upcoming special assessments, FULLY FUNDED reserves, and a PASSED Milestone. Perfectly positioned on Longboat Key, this penthouse offers the relaxed island lifestyle while keeping you conveniently connected to the dining, shopping, beaches, and entertainment of Longboat Key, St Armands, and Anna Maria Island. Whether you're searching for a full-time residence or your own Florida getaway, this turnkey waterfront penthouse is ready to welcome you home.

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key

$1,595,000
3 Beds 3 Baths Veinte SubDv. 34228 Zip Code
Panoramic Gulf views, more than 2,100 square feet under air, and the privacy of a boutique 20-residence beachfront building set this TURN-KEY corner condo apart on Longboat Key. Located at Veinte, this beautiful 3-bedroom, 3-bath Gulf-front residence captures sweeping views of the Gulf of Mexico throughout with private resident beach access just steps away. Natural light fills the spacious interior, highlighting high-end tile flooring, elegant crown molding, and a layout designed to keep the water in view. The renovated kitchen blends style and function with Cambria quartz countertops, stainless steel appliances, an induction cooktop, wall ovens, and a wet bar. The primary suite offers its own peaceful retreat with beautiful water views, an office nook or sitting area, spacious walk-in closet, and a luxurious bath finished with Cambria quartz. From both the primary suite and main living area, step onto the private screened lanai to enjoy morning coffee, Gulf breezes, and unforgettable Florida sunsets. Guests are comfortably accommodated with a generously sized bedroom and private bath. Never rented and sparingly used by its owners, this well-maintained residence also features a 2023 water heater and 2019 A/C system. Additional conveniences include reserved under-building parking with EV charging, bicycle storage, and guest parking. With only 20 residences, Veinte offers an intimate Gulf-front setting that feels distinctly different from Longboat Key’s larger condominium communities. Residents enjoy a beachside heated pool, private beach access, tennis and pickleball court, BBQ area, and secure key-fob entry through the lobby and garage. The building also features a new roof with no current HOA assessments. Everyday conveniences are remarkably close, with Publix, CVS, shopping, and dining just across Gulf of Mexico Drive. St. Armands Circle and downtown Sarasota are also within easy reach for acclaimed restaurants, boutique shopping, galleries, theater, arts, and entertainment. For buyers searching for a TURN-KEY Gulf-front condo on Longboat Key, this corner residence brings together generous interior space, panoramic Gulf views, private beach access, boutique-building privacy, and one of the island’s most convenient locations.

2675 Gulf Of Mexico Drive Unit 204, Longboat Key

$875,000
3 Beds 2 Baths Longboat Landing Condominium SubDv. 34228 Zip Code
What if you didn't have to choose between boating and the beach? At Longboat Landing, Sarasota Bay is out back and the Gulf of Mexico is across the street. Offered TURNKEY FURNISHED, this beautifully updated 3-bedroom, 2-bath residence combines the ease of island living with the intimacy of a nine-residence community on Longboat Key. Inside, 1,323 square feet of thoughtfully designed living space feels open, warm and refreshingly different from the typical beach condo. Rich wood flooring flows through the main living areas, complemented by plantation shutters, crown molding, recessed lighting and French doors. At the heart of the home is a spacious kitchen made for gathering, with stainless appliances, abundant cabinetry, a designer tile backsplash and an oversized peninsula with generous seating. Open to the dining and living areas, it's a layout that works equally well for quiet mornings or a house full of family and friends. Sliding glass doors extend the living space onto a generous screened lanai surrounded by tropical island scenery, creating an inviting place for morning coffee, afternoon reading or cocktails after a day on the water. The primary suite offers an ensuite bath with a generous sitting room and direct lanai access. Two additional bedrooms provide valuable flexibility for visiting family and friends, with one currently arranged as a home office. An interior laundry room adds everyday convenience. Outside your door is what makes this location so compelling. Longboat Landing sits directly on Sarasota Bay, where residents enjoy a fishing pier and first-come boat slips accommodating vessels up to 26 feet, along with a heated community pool and tennis court. With only nine residences, the community offers an intimate setting rarely found among larger island developments. Spend the day boating, fishing or exploring Sarasota Bay, then come home for a swim or simply relax and enjoy the slower pace of island life. Just across Gulf of Mexico Drive is the other side of the Longboat Key lifestyle: the Gulf of Mexico, white-sand beaches, turquoise water and unforgettable sunsets. Here, you don't have to choose between boating and the beach. You can enjoy both. Located on the relaxed north end of Longboat Key, you're close to marinas, waterfront dining and the laid-back character of the island, with Anna Maria Island just beyond Longboat Pass. Head south to St. Armands Circle and downtown Sarasota for exceptional dining and shopping, galleries, theaters, performing arts and the cultural experiences that make Sarasota one of Florida's most distinctive Gulf Coast destinations. Whether you're searching for a full-time Longboat Key residence, winter retreat or Florida second home, this one offers a combination that's increasingly difficult to find: three bedrooms, beautifully updated interiors, turnkey furnishings, boating on Sarasota Bay, the Gulf across the street and the privacy of an intimate nine-residence community. Turnkey furnished, beautifully updated and ready to enjoy, this is more than a Florida getaway. It's an opportunity to arrive with your suitcase and start living the island life you've been waiting for.

5320 Gulf Of Mexico Drive Unit 204, Longboat Key

$1,595,000
2 Beds 2 Baths Sea Gate Club SubDv. 34228 Zip Code
Wake up to the Gulf of Mexico just beyond your windows at this beautifully updated, fully furnished residence at Sea Gate Club, a private Gulf-front community on the coveted southern end of Longboat Key. Perfectly positioned in a quiet third-floor corner location, this two-bedroom, two-bath retreat offers more than 1,600 square feet of coastal living, spectacular Gulf views, and convenient access to recently enhanced resort-style amenities. Floor-to-ceiling impact-rated windows and sliding glass doors fill the residence with natural light while keeping the turquoise waters and sandy shoreline constantly in view. The open layout flows from the extended foyer into spacious living and dining areas, where oversized tile flooring and a neutral palette create a relaxed, contemporary atmosphere. Walls of glass draw your attention toward the Gulf, while sliding doors open to the private covered balcony. A newer glass railing preserves the sweeping views, creating an inviting setting for morning coffee, sea breezes, and unforgettable sunsets. The renovated kitchen is both stylish and functional, featuring quartz countertops, custom cabinetry, stainless steel appliances, glass tile backsplash, breakfast bar, generous storage, and an extended workspace with built-in planning desk overlooking the Gulf. The adjoining dining area is surrounded by windows, allowing water views to remain part of every meal. The spacious east-facing primary suite offers a peaceful retreat with a walk-in closet and updated en-suite bath featuring stone countertops and a walk-in shower. The second bedroom, currently arranged as a den, provides flexibility for guests, a home office, or additional living space. An updated guest bath and convenient in-residence laundry complete the floor plan. The residence is offered furnished and move-in ready. Sea Gate Club is an intimate Gulf-front community of just 90 residences that has undergone extensive improvements, including a newer 2024/2025 roof, exterior restoration, refreshed stucco, newer windows and sliders, updated entryways and corridors, redesigned social room with catering kitchen, and refreshed fitness center. Residents enjoy a heated Gulf-front pool and spa, expansive sundeck, Har-Tru tennis courts, fitness center, social spaces, on-site management, bicycle and kayak storage, and direct access to a private stretch of Longboat Key beach. Ideally located on the southern end of Longboat Key, Sea Gate Club is close to the Longboat Key Club's golf, tennis, marina, and dining opportunities, with St. Armands Circle just minutes away. Downtown Sarasota's renowned restaurants, theaters, galleries, Selby Gardens, The Ringling, and waterfront attractions are also within easy reach. Fully furnished, beautifully updated, and directly overlooking the Gulf, Sea Gate Club #3A offers an exceptional opportunity to embrace the best of Longboat Key beachfront living.

2425 Gulf Of Mexico Drive Unit 3A, Longboat Key

$474,999
2 Beds 2 Baths Longboat Harbour North SubDv. 34228 Zip Code
Welcome to your slice of paradise on beautiful Longboat Key. Priced to sell and offered fully furnished, this beautifully maintained two-bedroom condominium is truly move-in ready. Combining breathtaking Sarasota Bay views with exclusive deeded beach access, this exceptional residence offers the perfect blend of waterfront serenity, resort-style amenities, and effortless coastal living. Wake each morning to spectacular sunrises over Sarasota Bay as dolphins, manatees, and coastal birds provide an ever-changing natural backdrop from your enclosed lanai. Inside, you’ll find a move-in-ready residence featuring granite countertops, plantation shutters, automatic living room blinds, tile flooring throughout, a newer roof, a three-year-old air conditioning system still under warranty, hot water heater and kitchen appliances covered under warranty through February 2027. What truly sets this property apart is the exclusive private beach experience. Imagine leaving your condo and taking a short stroll across Gulf of Mexico Drive to your deeded Gulf-front beach pavilion—a rare luxury on Longboat Key. This private beach oasis offers direct access to miles of pristine sand and the crystal-clear waters of the Gulf of Mexico, without the crowds of public beach access points. Spend your mornings collecting seashells, your afternoons soaking in the Florida sunshine, and your evenings watching unforgettable Gulf Coast sunsets paint the sky in vibrant shades of orange, pink, and gold. The private beach pavilion enhances every visit with convenient showers, restrooms, and dedicated beach chair storage, making spontaneous beach days effortless. Whether you’re taking a peaceful sunrise walk, enjoying a refreshing swim, or simply listening to the waves with your feet in the sand, this exclusive beach access transforms everyday living into a permanent vacation. Beyond the beach, Longboat Harbour delivers an unmatched resort-style lifestyle. Residents enjoy four heated swimming pools with loungers and umbrellas, a fitness center, art studio, game room, clubhouse with banquet facilities, two lighted fishing piers with fish-cleaning stations, kayak and paddleboard launches with storage, a scenic waterfront walking path, deeded covered parking, additional guest parking, and extra storage. For boating enthusiasts, boat slips accommodating vessels up to 34 feet are available via waitlist for an incredibly affordable annual fee, offering direct access to Sarasota Bay and endless days on the water. Whether you’re searching for a full-time residence, seasonal escape, or investment in the Longboat Key lifestyle, this is more than a condominium—it’s an invitation to experience the very best of waterfront and beachfront living in one extraordinary location. Bay views. Private beach. Resort amenities. Endless sunsets. Welcome to paradise.

4340 Falmouth Drive Unit 104, Longboat Key

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