Key West Homes with Tennis Court(s) Exterior features

Key West Homes with Tennis Court(s) Exterior features

Welcome to Key West, Florida, an enchanting island paradise nestled in Monroe County, where the sun kisses the turquoise waters and vibrant sunsets paint the sky in hues of orange and pink. Known for its laid-back atmosphere, rich history, and eclectic culture, Key West is a haven for those seeking a unique lifestyle. With its charming streets lined with historic homes, lively arts scene, and world-class dining, this tropical escape is perfect for both relaxation and adventure.

For those who enjoy an active lifestyle, Key West offers an array of homes featuring tennis courts, allowing residents to indulge in their passion for the game right in their own backyards. Imagine stepping outside your beautifully designed home to find a private tennis court, where you can perfect your serve or enjoy friendly matches with family and friends amidst the lush surroundings. These properties not only provide a fantastic opportunity for fitness and recreation but also enhance the overall appeal of living in this idyllic locale.

Key West's homes with tennis courts are often designed with outdoor living in mind, featuring spacious patios, inviting pools, and beautifully landscaped gardens that create a serene oasis. Whether you are looking for a luxurious retreat or a cozy family home, you’ll find an array of options that cater to your needs while embracing the island's vibrant lifestyle.

Embrace the charm of Key West and elevate your living experience with a home that offers both comfort and recreation. Welcome to your new paradise, where every day feels like a vacation!

Newest Key West Homes with Tennis Court(s) Exterior features

$995,000
2 Beds ⋅ 2 Baths ⋅ 621152 MLS
Exquisite, turnkey resort living awaits in this fully furnished 2-bedroom, 2-bathroom oceanfront condominium, offering an effortless transition into Key West luxury just steps from world-famous Smathers Beach. Tucked away in a quiet oceanfront enclave, you are just minutes from Old Town, world-class dining, marinas, and the airport. Inside, high-end interior upgrades feature rich wood-grain LVP flooring through the main living areas and bedrooms, complemented by elegant large-format porcelain tile in the renovated bathrooms. The kitchen and dedicated wet bar showcase polished marble countertops, custom white shaker cabinetry, stainless steel appliances, and built-in wine storage. Light-filled open living and dining spaces flow seamlessly through hurricane impact glass sliders onto a massive 38-foot private balcony framing lush tropical greenery and partial ocean views. The primary suite boasts generous closet space, an updated vanity, and a custom walk-in shower with a frameless glass enclosure and direct balcony access. Key Property Details: Parking & Storage: Assigned covered garage parking spot plus a private locked storage locker located directly in front of your vehicle. Turnkey Ready: Sold complete with all designer furnishings, artwork, flat-screen TVs, linens, and housewares for instant occupancy. Resort Amenities: On-site sunning beach, heated oceanfront Olympic-size pool, jacuzzi, saunas, a brand-new fitness center, 3 lighted tennis courts (including 1 clay court), BBQ picnic areas, and lush botanical gardens. Effortless Ownership: HOA fees cover building insurance, exterior maintenance, water, cable/high-speed internet, and fully funded reserves ($20k assessment paid). Strong rental track record ($72k+ net annual yield).

1800 Atlantic Blvd Unit 325C, Key West
$849,900
2 Beds ⋅ 2 Baths ⋅ 620877 MLS
Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and dining area filled with natural light, a modern kitchen , and two generously sized bedrooms with ample closet space. The primary suite features a private en-suite bathroom, while the second bedroom is ideal for guests or a home office. Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. This condo also offers amenities such as assigned parking, in-unit laundry, and access to a community pool, tennis courts and clubhouse. Perfect as a primary residence, weekend retreat, or investment property--this is beachside living made easy! Call for your private tour today !

1901 S Roosevelt Blvd Unit 104N, Key West
$12,500,000
6 Beds ⋅ 7 Baths ⋅ 620770 MLS
A distinguished offering on one of Key West's most coveted private island enclaves, 32 Sunset Key Drive embodies the ease, elegance, and exclusivity of waterfront living. One of the largest custom residences on Sunset Key, this 3,635-square-foot oceanfront estate was conceived by its original owners with an unwavering commitment to craftsmanship, comfort, and detail. Set beside its own private beach, the home features six ensuite bedrooms and seven full baths, creating a refined retreat designed for gracious hosting and effortless relaxation. Inside, coffered wood-paneled ceilings, tumbled marble, and solid oak floors lend depth, texture, and timeless coastal sophistication. Expansive living, dining, and kitchen spaces open naturally to the outdoors, blurring the line between interior comfort and the island's spectacular waterfront setting. Beyond, a custom rock pool with a hot tub and two-story slide evokes the atmosphere of a private resort, while a fully equipped outdoor kitchen, full bath, shower, and laundry facility elevate every gathering with ease and intention. Hop on the five minute ferry ride to your island paradise, enjoy the fabulous spa and dine at the acclaimed restaurant Latitudes. Truly, this is a one of a kind opportunity for the discerning buyer.

32 Sunset, Key West
$450,000
2 Beds ⋅ 2 Baths ⋅ 620647 MLS
2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

3312 N Northside Dr Unit 607, Key West
$950,000
2 Beds ⋅ 2 Baths ⋅ 620451 MLS
Coastal Living at 1800 Atlantic - where everyday life is framed by ocean breezes and turquoise water. This highly sought-after oceanfront condominium community offers the rare privilege of walking distance to Smather's Beach on the Atlantic, minutes from the airport, and the effortless ease that makes Key West living so desirable. Stroll along the shoreline in the morning, watch boats drift along the horizon, and spend your afternoons relaxing beside the resort-style Olympic-size heated pool and spa, all set within lush tropical landscaping. Residents enjoy tennis and pickleball courts, an equipped fitness center, assigned covered parking, and professionally maintained grounds--delivering true comfort, simplicity, and peace of mind in a coastal setting. Recent upgrades include impact-rated doors and windows, enhancing storm protection, energy efficiency, and long-term ownership confidence while maintaining a clean, modern coastal aesthetic. Pet owners will appreciate the flexibility of 2 pets allowed (up to 50 lbs total). Monthly association fees include building insurance, exterior maintenance, professional management, water, high-speed internet - offering a truly turnkey lifestyle. Ideally located just minutes from Old Town Key West, you're close to world-class dining, galleries, marinas, and cultural events, yet tucked away in a quiet, oceanfront enclave that feels removed from it all. Whether by bike or a short drive, everything the island offers is within easy reach. Come experience why so many call this their Key West home away from home 🌴.

1800 Atlantic Blvd Unit 218B, Key West
$890,000
2 Beds ⋅ 2 Baths ⋅ 620086 MLS
Major price improvement for an amazing full ocean view penthouse unit! Presumably the best view in the preferred South Wing of La Brisa Condominiums, enjoy a panoramic view of the Atlantic Ocean and all the activity and fun of Smather's Beach. Ready for your improvements, the condo has a modern open floor plan, spacious master suite with a large walk in closet, and a private balcony to enjoy the view. There is ultimate convenience from the condo unit to the assigned covered parking and storage. Meticulously maintained with professional on site management, La Brisa Condominiums feature superb amenities like a heated swimming pool, hot tub, saunas, a clubhouse, lighted tennis/pickleball court, car wash and grilling area. There is even a complimentary EV charging station. The home is available for your immediate occupancy, with no leases in place or follow on seller occupancy requirements. Centrally located on Key West, with bike paths and public transportation nearby, the Southmost City is yours to explore. Photos depicting furnishings have been virtually staged. Now priced for only $890,000!

1901 S Roosevelt Blvd Unit 401S, Key West
$1,025,000
2 Beds ⋅ 2 Baths ⋅ 619778 MLS
This spacious two-bedroom, two-bath penthouse condo boasts a stunning balcony with ocean views, making it the perfect place to relax and enjoy the breathtaking scenery. The beautifully designed kitchen features a breakfast bar, granite countertops, and stainless steel appliances, making it a chef's dream come true. The stunning living room and dining room are flooded with natural light, creating a bright, inviting space perfect for entertaining guests. The floor-to-ceiling windows allow the natural light to pour in and are complemented by the soaring cathedral ceilings, which add an extra layer of grandeur and elegance to the space. Ample storage throughout ensures you'll have plenty of space to store all your belongings and keep your new home tidy and organized. The best feature of this penthouse is the breathtaking sunrises you'll enjoy over the Atlantic Ocean. Whether you're sipping your morning coffee or simply taking in the view, this condo will provide the perfect setting for relaxation and rejuvenation. The complex: One of the best parts of 1800 Atlantic is its private beach. You can soak up the sun, enjoy the stunning ocean views, or dip in the Olympic-sized heated pool while relaxing within this gated and secured oceanside community. For those who love staying active, three lighted tennis courts are perfect for a friendly game with friends or a competitive match, and the fitness center is fully equipped with everything you need to stay in shape and achieve your health goals. With storage and covered garage parking, you'll have plenty of space to keep all your belongings safe and secure. With its tropical resort-style setting and luxurious amenities, 1800 Atlantic is the perfect place to call home.

1800 Atlantic Blvd Unit 427C, Key West
$760,000
2 Beds ⋅ 2 Baths ⋅ 619590 MLS
Substantial price improvement. Motivated seller. This well-maintained 2-bedroom condo has just hit the market and is truly priced to sell. Offered turnkey and newly furnished in 2017, the unit features a bright, inviting living space with a tiled main living area and two generously sized bedrooms. The primary suite includes its own ensuite bath for added comfort and privacy. A standout feature is the spacious balcony that spans the full length of the unit--perfect for relaxing or entertaining--with direct access from both bedrooms and the living room. The kitchen and bathrooms retain their original finishes, offering a fantastic opportunity to customize and upgrade to your personal style. The condo includes a full-size, fully equipped kitchen, in-unit washer and dryer, and high-speed wireless internet for modern convenience. You'll also enjoy one assigned covered garage parking space along with a private storage area conveniently located just in front of it. This desirable waterfront complex offers resort-style amenities, including a stunning Olympic-size heated pool, relaxing jacuzzi, well-equipped fitness center, and beautifully landscaped botanical gardens. Tennis lovers will appreciate three lighted courts, including a clay court. Additional perks include visitor parking and on-site security. Ideally situated next to Smathers Beach on the Atlantic side of Key West, 1800 Atlantic is just two miles from downtown and Mallory Square. Whether you're seeking a full-time residence, an investment property, or a winter retreat, this is an exceptional opportunity to own in one of Key West's most sought-after communities.

1800 Atlantic Blvd Unit C223, Key West
$429,900
2 Beds ⋅ 2 Baths ⋅ 619027 MLS
Enjoy the largest floor plan in the Santa Clara building with this spacious 2-bedroom, 2-bath condo in the heart of New Town Key West! Welcome to easy island living in tropical Key West, FL! This spacious 2-bedroom, 2-bath condo features the largest floor plan in the building and is conveniently located on the second floor with elevator access. The residence offers tile and laminate flooring, hurricane-resistant windows and doors, and a comfortable layout. Embrace a true resort-style lifestyle as residents enjoy outstanding amenities, including a large sparkling pool, tennis court, secure entry, on-site laundry facilities, and maintained common areas. The building has recently undergone extensive renovations with continued improvements, making this a wonderful opportunity to own in one of New Town's desirable communities. On top of that, this home is ideally located just minutes from some of Key West's finest dining, shopping, stunning beaches, downtown attractions, the airport, and medical facilities, ensuring that this property truly places the best of island living at your doorstep. Whether you're seeking a full-time residence, a smart investment, or the perfect vacation getaway, this condo delivers exceptional island lifestyle, comfort, and location. Don't miss your chance to own this slice of paradise. Schedule your private showing today and experience island living at its finest.

3312 Northside Dr Unit 202, Key West
$940,000
2 Beds ⋅ 2 Baths ⋅ 617688 MLS
Spectacular sunrise ocean views from this beautifully renovated Key West By The Sea condo on Smathers Beach. This 2-bedroom, 1.5-bath residence feels like new construction, featuring a fully remodeled kitchen with new appliances, updated bathrooms, new flooring throughout, dimmable lighting, new fans, and more. The Mitsubishi mini-split AC and heating system, upgraded electrical panel, water heater, and hurricane-impact soundproof doors and windows are all in pristine condition. Enjoy unobstructed views from the balcony overlooking Smathers Beach and the Atlantic Ocean, with paddleboard, kayak, sailboat, parasail, chair, and umbrella rentals just steps away. Key West By The Sea is a gated community offering two swimming pools, two tennis courts, a clubhouse, four laundry rooms, a car-wash station, bike racks, a pet-walking path, and lush fruit trees. This pet-friendly community includes building insurance, cable TV, Wi-Fi, and building/grounds maintenance in the condo fee.

2601 S Roosevelt Blvd Unit 406A, Key West
$343,500
1 Beds ⋅ 1 Baths ⋅ 616493 MLS
IMPORTANT UPDATE TO NOTE: SELLER WILL PROVIDE A $5,000 CREDIT THAT CAN BE USED FOR CLOSING COSTS OR CONDO FEES!! Excellent as an investment, primary residence, second home, or rental property. This condo is conveniently located in a shopping area with easy access to Duval and US 1. It is one of the few gated communities in Key West with secure entry. You have ample parking, storage, pool, tennis court, laundry, on site management, etc. The unit has newer flooring, newer AC unit, updated electrical panel, updated kitchen, newer appliances, even impact rated hurricane windows & doors. Don't miss this opportunity.

3312 Northside Dr Unit 405, Key West
$615,000
1 Beds ⋅ 1 Baths ⋅ 618286 MLS
Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery. The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and doors, providing exceptional tranquility throughout the home. Energy-efficient ductless mini-split A/C systems in both the living area and bedroom offer customized comfort year-round. Situated directly across the street from iconic Smathers Beach, this location is ideal for beach lovers and outdoor enthusiasts alike. Enjoy swimming, sunbathing, and watersports, or take advantage of the wide, paved beachfront promenadeâ€'perfect for biking, jogging, skating, or leisurely sunset strolls. The gated Key West by the Sea community offers resort-style amenities including two swimming pools, two tennis courts, a clubhouse, four conveniently located laundry rooms, bike racks, a car-wash station, and a pet walking area. The community is pet-friendly and well maintained, with condo fees covering building insurance, cable TV, security, pest control, and full grounds and building maintenance. After the first year of ownership, the unit may be rented with a minimum two-month term, adding flexibility and investment potential. Whether you're searching for a serene island retreat, a full-time residence, or a smart coastal investment, this oceanview condo delivers the best of Key West livingâ€'location, views, and lifestyleâ€'all in one exceptional package.

2601 S Roosevelt Blvd Unit 204A, Key West
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