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

3635 Seaside Dr Unit 205, Key West
$525,000
2 Beds ⋅ 2 Baths ⋅ 621888 MLS
Enjoy the relaxed Key West lifestyle at Salt Ponds, a residential condominium community surrounded by tropical landscaping and a peaceful island atmosphere. This inviting home offers a comfortable setting for everyday living or a seasonal retreat, with convenient access to Key West's beaches, dining, shopping, and Old Town. A welcoming opportunity to enjoy island life in a well-established community. Private carport included.

3635 Seaside Dr Unit 205, Key West
3312 Northside Dr Unit APT 202, Key West
$429,900
2 Beds ⋅ 2 Baths ⋅ 621625 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 APT 202, Key West
1901 S Roosevelt Blvd Unit 208E, Key West
$1,349,000
3 Beds ⋅ 2 Baths ⋅ 621474 MLS
Ocean Views & Island Living at La Brisa - Key West. Wake up to ocean views and embrace the Key West lifestyle! Rarely available, this 3-bedroom, 2-bath condominium in the gated La Brisa community offers direct ocean views and an exceptional location directly across from Smathers Beach. Whether you're looking for a full-time residence, a seasonal island retreat, or an investment opportunity, Unit 208E offers an inviting combination of coastal living, everyday comfort, and resort-style amenities. The open-concept living and dining areas flow seamlessly into the updated kitchen, creating a bright, welcoming space for relaxing or entertaining. Sliding glass doors lead to a private balcony where you can savor your morning coffee, enjoy the ocean breeze, and take in the beautiful water views. The primary suite is a peaceful retreat, featuring ocean views through a large picture window, direct balcony access, generous closet space, and a private en-suite bath. Two additional bedrooms provide flexible space for family and guests or even a home office Convenience is built in, with assigned covered parking and a dedicated storage area located next to the elevator. La Brisa is a professionally managed, gated community known for its well-maintained grounds and impressive amenities, including a heated swimming pool, hot tub, saunas, clubhouse, lighted tennis/pickleball court, car wash area, grilling area, and complimentary EV charging station. Just steps from Smathers Beach and close to bike paths, Key West International Airport, local restaurants, and the island's many attractions, this condominium puts the best of Key West within easy reach. Your island lifestyle starts here. Experience the ocean views, enjoy the amenities, and make Unit 208E at La Brisa your own. Move-in ready and available for immediate occupancy.

1901 S Roosevelt Blvd Unit 208E, Key West
1901 S Roosevelt Blvd Unit N104, Key West
$849,000
2 Beds ⋅ 2 Baths ⋅ 621436 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 N104, Key West
1500 Atlantic Blvd Unit 414, Key West
$2,650,000
3 Beds ⋅ 2 Baths ⋅ 621379 MLS
Life is BETTER at the Beach! Enjoy penthouse style living with panoramic ocean views from this two story oceanfront condo! This waterfront setting is simply serene, peaceful and beautiful! Floor to ceiling windows invite natural light, revealing the breathtaking water views from inside as well as the outdoor ocean facing deck - perfect for entertaining, lounging and absorbing sunrises. This private oasis also includes an updated kitchen and countertops, a primary bedroom suite on the first floor and a full guest suite on the second floor which includes double views! You'll be immediately captivated by this well rounded gated community which includes two pools, covered parking, a fitness center, sauna, and tennis court. Close to Smathers Beach, Higgs Beach, , the White Street Pier, the Wildlife Center the gallery district. Schedule your private viewing today - easy to show!

1500 Atlantic Blvd Unit 414, Key West
1800 Atlantic Blvd Unit 325C, Key West
$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
32 Sunset, 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
3312 N Northside Dr Unit 607, Key West
$385,000
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
1800 Atlantic Blvd Unit 218B, 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
1901 S Roosevelt Blvd Unit 401S, 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
2601 S Roosevelt Blvd Unit 406A, Key West
$926,000
2 Beds ⋅ 2 Baths ⋅ 617688 MLS
2br/1.5ba - 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. Recent Mitsubishi mini-split AC and heating system, upgraded electrical panel, water heater, and hurricane-impact soundproof doors and windows are all in pristine condition. This condo shows as new. Enjoy unobstructed ocean 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 insurances, cable TV, Wi-Fi, and building/grounds maintenance in the condo fee.

2601 S Roosevelt Blvd Unit 406A, Key West
3312 Northside Dr Unit 405, Key West
$343,400
1 Beds ⋅ 1 Baths ⋅ 616493 MLS
IMPORTANT UPDATE TO NOTE: SELLER IS OFFERING A $5,000 BUYER CREDIT THAT CAN BE USED FOR CLOSING COSTS OR TO PREPAY 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
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