Clearwater Homes with Pickleball Court(s) Amenities

Clearwater Homes with Pickleball Court(s) Amenities

Welcome to Clearwater, Florida, a vibrant coastal city nestled in Pinellas County, renowned for its stunning beaches, warm climate, and an array of recreational opportunities. Clearwater offers a unique blend of relaxation and adventure, making it a sought-after destination for families, retirees, and everyone in between. With its picturesque waterfront, charming downtown, and thriving arts scene, Clearwater is not just a place to live; it’s a lifestyle.

One of the standout features of homes in Clearwater is the inclusion of pickleball courts, a fantastic amenity that caters to both seasoned players and newcomers alike. As one of the fastest-growing sports in the United States, pickleball combines elements of tennis, badminton, and table tennis, providing a fun and engaging way to stay active. Imagine stepping out of your backyard and onto your private court, ready to enjoy a game with friends or neighbors under the Florida sun.

Homes with pickleball courts in Clearwater are perfect for those who appreciate an active lifestyle while enjoying the beautiful surroundings. These properties often feature spacious layouts, modern amenities, and easy access to local parks and recreational areas, making them ideal for families and individuals alike.

Whether you’re looking to join a vibrant community or simply want to enjoy the luxury of having a pickleball court right at home, Clearwater offers a diverse range of options. Discover the perfect blend of leisure and lifestyle in this charming coastal city, where your dream home awaits!

Newest Clearwater Homes with Pickleball Court(s) Amenities

2184 Springrain Drive, Clearwater
$424,900
3 Beds ⋅ 2 Baths ⋅ Spring Lake Of Clearwater SubDv. ⋅ 33763 Zip Code
Virtually Staged. A charming opportunity awaits! Lovely home ideally situated on a spacious corner homesite in the desirable Spring Lake community. From the moment you arrive, you’ll appreciate the curb appeal, generous yard and inviting atmosphere that make this property stand out. Inside, soaring ceilings and an open floor plan create a warm and welcoming living space. The family room centers around a beautiful wood-burning fireplace and flows seamlessly into the dining area, where French doors open to the covered patio. The spacious kitchen offers abundant cabinetry and storage, including a convenient walk-in pantry, while the adjacent dinette provides another set of French doors overlooking the backyard. The main level features two generously sized secondary bedrooms and a full bathroom with a tub/shower combination. The entire second floor is dedicated to the private primary suite, offering an expansive bedroom, multiple closets and a spacious en-suite bathroom complete with dual sinks, a soaking tub, separate shower and walk-in closet. Tile and laminate flooring throughout make the home comfortable and easy to maintain. Outside, the covered and tiled patio provides an ideal setting for entertaining, relaxing or enjoying Florida's year-round outdoor lifestyle. The large, fenced corner lot offers plenty of room for pets, gardening, play and future outdoor possibilities. The home boasts a 2023 A/C and 2021 roof bringing energy efficiency and peace of mind. Spring Lake residents enjoy an array of community amenities, including a swimming pool, tennis courts, playground, fitness center and clubhouse. The community is conveniently located near shopping, medical facilities, dining and major roadways, while offering easy access to area lakes and the Gulf beaches. A wonderful opportunity to own a spacious home with character, privacy and an excellent location in Spring Lake.

2184 Springrain Drive, Clearwater
2287 Philippine Drive Unit 9, Clearwater
$169,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to easy Florida living in this desirable ground-floor Supreme model, ideally located on the west side of On Top of the World Clearwater! This spacious 2-bedroom, 2-bath residence offers approximately 1,070 square feet of comfortable living space with thoughtful updates throughout. Step inside to find attractive luxury vinyl flooring, ceramic tile in the kitchen, updated windows, newer doors in the bedrooms, Stainless Steel Appliances in the kitchen and updated vanities in the bathrooms and for added convenience, the kitchen also features a stackable washer and dryer, allowing you to take care of laundry right at home. Enjoy Florida outdoor living with patios in both the front and back, including a fenced rear patio that provides a private spot for morning coffee, relaxing with a good book, or simply enjoying the outdoors. The convenient ground-floor location means no stairs or elevator needed. The desirable west-side location is another bonus, offering a short walk to the community dog park and beautiful Harbor Lake. Located in the popular On Top of the World 55+ community in Clearwater, this sought-after Supreme model combines comfortable living, convenient first-floor access, numerous updates, private outdoor space, in-unit laundry, and a wonderful location—all ready for its next owner to make it home. The Buyer/Buyers Agent is to verify all information about this property, including but not limited to square footage, room sizes, condition, deed restrictions, rules, and regulations. MILESTONE COMPLETE Association approval is required. Financing requires 35% down.

2287 Philippine Drive Unit 9, Clearwater
2209 Utopian Drive E Unit 207, Clearwater
$199,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to easy Florida living in the highly desirable Active Adult community of On Top of the World! This spacious two-bedroom, two-bath condominium offers a comfortable, functional layout along with the convenience of an inside laundry—a rare and valuable feature within the community. One of the home’s best features is its location. Step outside your door and enjoy the scenic walking trail surrounding Arbor Lake, perfect for a peaceful morning walk, an evening stroll or simply taking in the natural surroundings. On Top of the World is known for its impressive selection of amenities, including two activity centers, two golf courses, swimming pools, a fitness center, tennis and pickleball courts, shuffleboard, lawn bowling, billiards, a dog park and countless clubs, classes and social activities. Whether you prefer an active lifestyle or a relaxing day by the pool, there is always something to enjoy. Ideally located near shopping, dining, medical facilities and everyday conveniences, this community also places you just a short drive from charming Downtown Dunedin, the Pinellas Trail and the sugar-sand beaches of Clearwater Beach and Honeymoon Island. Enjoy waterfront restaurants, local breweries, festivals, boating and everything the Tampa Bay lifestyle has to offer. With its spacious floor plan, rare inside laundry and exceptional location near Arbor Lake, this residence is ready for its next owner to make it home. Come experience the carefree, amenity-rich lifestyle that makes On Top of the World one of Clearwater’s most popular Active Adult communities!

2209 Utopian Drive E Unit 207, Clearwater
2350 Haitian Drive Unit 54, Clearwater
$214,999
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to this beautiful 2-bedroom, 2-bathroom home in the desirable On Top of the World community in Clearwater, Florida! This home offering comfort, style, and peace of mind for its next owner. The A/C is approximately 5 years old, and the hot water heater and appliances were upgraded in 2025. The home features an upgraded 55-gallon hot water heater, recessed can lighting in the living room, and a 220V electrical line installed for the walk-in tub. The primary bathroom has been beautifully remodeled with a new shower, vanity, quartz countertop and sink with black faucet, tile flooring, and an upgraded 19-inch tall toilet. The guest bathroom features a top-of-the-line walk-in spa tub with built-in stereo, color-changing lights, massager, heated seat, aromatherapy, micro bubbles, and handheld shower. Additional primary bathroom upgrades include a new vanity, granite countertop and faucet, tile flooring, and an upgraded 19-inch tall toilet. Additional improvements throughout the home include newly spray-painted ceilings, kitchen cabinets with a convenient corner Lazy Susan, and quartz countertops throughout the kitchen. The kitchen also features a Frigidaire Gallery dishwasher and Frigidaire Gallery microwave. A front storm door adds another nice improvement to the home. With approximately $48,000 in upgrades and improvements, this home offers an opportunity to enjoy a beautifully updated residence in the popular On Top of the World community. Come see all the thoughtful improvements and make this Clearwater home your own!

2350 Haitian Drive Unit 54, Clearwater
2400 Winding Creek Boulevard Unit 18-105, Clearwater
$145,700
2 Beds ⋅ 2 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
Virtually Staged. FIRST-FLOOR CORNER CONDO • NON-EVACUATION ZONE • APPROX. 66' ABOVE SEA LEVEL • GREAT HOA WITH GOOD RESERVES • 2 REMODELED BATHROOMS • COVERED PARKING! Welcome to easy Florida living in this beautifully maintained 2-bedroom, 2-bath, 948 sq. ft. FIRST-FLOOR CORNER UNIT in desirable Winding Creek! This move-in-ready condo checks so many of the boxes buyers are looking for—including a GREAT HOA WITH GOOD RESERVES, a NON-EVACUATION ZONE location and an elevation of approximately 66 FEET ABOVE SEA LEVEL. Step inside to a fresh, inviting interior featuring ALL TILE FLOORING—NO CARPET, fresh paint, attractive 4¼-inch baseboards, updated interior doors, ceiling fans and light fixtures throughout. Both bathrooms have been BEAUTIFULLY REMODELED with updated vanities and finishes, giving the home a clean, modern feel. The comfortable 2-bedroom, 2-bath floor plan is ideal for a full-time residence, seasonal Florida retreat or low-maintenance second home. Enjoy your morning coffee or evening cocktail from the SCREENED LANAI, then step outside to the adjoining paver patio and enjoy Florida's beautiful weather. The FIRST-FLOOR CORNER LOCATION means no stairs and offers additional privacy, while COVERED PARKING adds another everyday convenience. Additional improvements include an HVAC SYSTEM INSTALLED IN 2017 and WATER HEATER INSTALLED IN 2019. Winding Creek offers an impressive collection of amenities including a HEATED COMMUNITY POOL, HOT TUB, STEAM ROOMS, TENNIS AND PICKLEBALL COURTS, SHUFFLEBOARD, WALKING PATHS, MATURE TREES, GRILLING AREA and CLUBHOUSE with a pool table and table tennis. The HOA fee includes water, sewer and trash service, lawn care, tree trimming, Spectrum TV with two boxes and internet, helping make everyday living simple and convenient.....And the LOCATION IS HARD TO BEAT! Enjoy easy access to Honeymoon Island State Park, Caladesi Island, Downtown Dunedin, Safety Harbor, shopping, restaurants, recreation and the beautiful Gulf Coast beaches. If you've been searching for a FIRST-FLOOR 2-bedroom, 2-bath condo with remodeled bathrooms, all-tile flooring, covered parking, a well-positioned HOA and fantastic community amenities, put this one at the top of your list. MOVE-IN READY. FIRST FLOOR. CORNER UNIT. NON-EVACUATION ZONE. GREAT HOA. FLORIDA LIVING MADE EASY!

2400 Winding Creek Boulevard Unit 18-105, Clearwater
4535 Great Lakes Drive S, Clearwater
$325,000
2 Beds ⋅ 2 Baths ⋅ Lakes Unit I The SubDv. ⋅ 33762 Zip Code
Welcome to The Lakes, a sought-after 55+ pet-friendly community in Pinellas Park, where comfort, convenience, and an active Florida lifestyle come together. This charming 2-bedroom, 1.5-bath home offers 1,020 square feet of living space, an inviting open floor plan, and an oversized lot with plenty of room to enjoy the outdoors. Beautifully updated and move-in ready, this home has been extensively improved since 2023, giving the next owner peace of mind. The kitchen features white cabinetry, granite countertops, and modern stainless-steel appliances, creating a bright and welcoming space for everyday living and entertaining. Updated bathrooms and double-pane windows throughout add to the home's comfort and efficiency. Step through to the spacious screened Florida Room, the perfect bonus space for morning coffee, afternoon relaxation or simply enjoying Florida's beautiful weather. The home also features a 2023 roof, HVAC system, water softener, microwave, and updated kitchen and baths. Best of all, the property is located in a non-flood zone. One of the biggest advantages of living in The Lakes is the incredible value offered by the community. HOA dues are just $305 per month and include water, sewer, trash pickup, cable, Wi-Fi internet, lawn maintenance, irrigation, clubhouse, and pool. The association is known for its strong sense of community and excellent financial health, with a recent reserve study confirming the strength of its reserve funds. Residents have access to an impressive clubhouse featuring a full kitchen, meeting rooms, library, card room, billiards, shuffleboard, raised stage area for community events, and a sparkling community pool with patio area. Whether you're looking to stay active, meet neighbors, enjoy social activities, or simply relax, The Lakes offers an inviting community atmosphere. Conveniently located in Clearwater with easy access to shopping, restaurants, medical facilities, St. Petersburg, Clearwater, and Tampa, including Tampa International Airport and St. Pete-Clearwater International Airport, this home puts everything you need within easy reach. Whether you're searching for a full-time Florida residence, seasonal getaway, or low-maintenance retirement home, this property delivers an appealing combination of comfort, updates, value, and community lifestyle. BONUS FOR QUALIFIED BUYERS: An assumable VA loan at approximately 6% is available, offering a potential financing opportunity for an eligible buyer. The seller has already purchased his next home and is ready to make his move — this home is ready for its next owner!

4535 Great Lakes Drive S, Clearwater
2000 World Parkway Boulevard Unit 20, Clearwater
$115,000
1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
This one bedroom/one bathroom condo with bonus room is stylishly updated with quartz breakfast bar pass-through to kitchen and beautiful quartz countertops. Upgrades included a/c and hot water heater, new storm door, front door and lighting. Tile floors throughout this comfortable home right out to your Florida room with a peaceful view of the grounds. It can be used for guests, office, reading, library, etc. Lovely decorator quartz bathroom vanity and neutral paint from start to finish. Stairs lead right up from your parking space to your front door balcony with laundry room right around the corner (no elevator). Just a short walk to the East Recreation Center with pool and cardio gym. You will love this vibrant 55+ neighborhood. Golf on beautiful courses, hike scenic green spaces, play cards, dance, join clubs, attend community events, take group trips, or relax in the heated swimming pools. This is a pet friendly area and dogs will love the dedicated dog parks. You will really appreciate being close to shopping malls, dining, entertainment, healthcare facilities, and gorgeous area beaches. It's a place where comfort meets community, where everything you need is right at your doorstep.

2000 World Parkway Boulevard Unit 20, Clearwater
2671 Sabal Springs Circle Unit 103, Clearwater
$189,900
2 Beds ⋅ 2 Baths ⋅ Misty Spgs Condo SubDv. ⋅ 33761 Zip Code
Welcome to the highly desirable Misty Springs community! This well-maintained, first floor, 2-bedroom, 2-bath condo offers 1,075 square feet of comfortable living space, peaceful pond views, and a fantastic location close to everything Clearwater has to offer. Step inside to an inviting and functional floor plan with luxury vinyl plank flooring throughout the living room, dining room, hallway, and front bedroom. The kitchen and bedroom windows were updated in 2020, along with a new front door and storm door, while new window treatments and blinds were added in 2021. Lovingly cared for and in great condition, this home is move-in ready while still offering the next owner the perfect opportunity to add their own personal style and touches over time. One of the best features of the home is the Florida room, where screens and windows frame tranquil views of the pond and create the perfect spot for morning coffee, reading, or simply unwinding at the end of the day. Major updates include an HVAC system and water heater installed in 2021, providing added peace of mind. Misty Springs offers a relaxed Florida lifestyle with a community swimming pool and tennis courts, along with beautifully maintained surroundings. The community benefits from a financially strong and well-managed condo association, while the monthly condo fee includes water, sewer, trash, internet, and cable—adding convenience and value to everyday living. The location is hard to beat, with an abundance of shopping, dining, grocery stores, and everyday conveniences just minutes away. You’re also approximately 20 minutes from the beautiful Gulf beaches, with convenient access to Clearwater, Dunedin, Safety Harbor, and destinations throughout the Tampa Bay area. Whether you’re searching for a primary residence or a seasonal Florida retreat, this Misty Springs condo delivers a desirable combination of location, peaceful pond views, community amenities, and a well-cared-for home that’s ready for its next owner to make it their own. Schedule your private showing today!

2671 Sabal Springs Circle Unit 103, Clearwater
2320 Brisbane Street Unit 44, Clearwater
$168,000
2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 33763 Zip Code
Looking for the perfect move-in ready condo? This is it. This beautifully updated home features new windows, modernized bathrooms, a refreshed kitchen, and a updated air conditioning system. Enjoy easy-maintenance flooring throughout the kitchen, dining area, and hallways, along with comfortable, plush carpeting in the bedrooms and living room. Nestled in the highly desirable 55+ community of On Top of the World, you’ll enjoy an active, worry-free lifestyle with unlimited amenities. Residents have access to two golf courses, two recreation centers, tennis courts, lawn bowling, a lapidary studio, social clubs for every interest, hosted dances, and live shows. Centrally located, you are just a short drive to world-famous Clearwater Beach, major shopping centers, convenient transportation options, and two international airports. Between the pristine condo, the active association, and the prime location, this property has everything you need to live your ideal lifestyle!

2320 Brisbane Street Unit 44, Clearwater
2256 Spanish Drive Unit 42, Clearwater
$209,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
This beautiful and pristine condo has been renovated from top to bottom. It is in a 55+ community, has 2-bedrooms, 2-bathrooms and is on the second-floor with an elevator. Brand new AC in 2025. The pet friendly neighborhood is ready to welcome you home! Thoughtfully refreshed throughout, the unit features fresh paint, an updated kitchen with quartz countertops and newer appliances, and beautifully updated bathrooms. A versatile bonus room just off the kitchen offers endless possibilities, use it as a dining area, TV room, home office, or additional guest space. Partial furnishings are also available, making your move even easier. Enjoy an unbeatable location close to Gulf beaches, airports, medical facilities, shopping, dining, entertainment, and everything you need for an easy Florida lifestyle. The community offers an impressive array of amenities and activities, including two heated pools, a dog park, fitness center, two golf courses, card games, many clubs, dancing, social events and plenty of opportunities to meet new friends and stay active. Whether you're looking for a full-time residence, seasonal getaway, or a place to enjoy the best of Florida living, this move-in-ready condo is a must-see. Schedule your private tour today and make this wonderful home yours!

2256 Spanish Drive Unit 42, Clearwater
2455 Finlandia Lane Unit 63, Clearwater
$99,000
2 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Discover the easygoing Florida lifestyle at On Top of the World! This spacious 2 bed, 1bath, 1,100 sq. ft. condo is located on the 3rd floor as an interior end unit in one of Clearwater’s most active and amenity-rich 55+ communities. The comfortable layout features abundant closet space and storage, including wall-to-wall closets in the primary bedroom. A versatile bonus room off the back adds valuable flex space for a second living room, home office, den, study, hobby room or workout area. Lovingly cared for and successfully rented seasonally for nearly 20 years, the condo makes an appealing Florida getaway or full-time or seasonal residence. The interior retains its original character, offering a blank canvas for a new owner to update and personalize to their own taste. The home is offered fully furnished, with the option to have the furnishings removed before closing if desired. An elevator, assigned parking space and dedicated storage space just outside the unit add everyday convenience. Beyond your front door, OTOW offers an incredible array of amenities and activities, including more than 175 clubs, 2 swimming pools, 4 tennis courts, pickleball, a fitness center, dog park, horseshoe pits, lawn bowling and shuffleboard. Approved resident owners with a valid Activity Card also enjoy FREE golf on the community’s 2 courses—an exceptional perk for golf enthusiasts! With a vibrant social atmosphere, pet-friendly environment and something for everyone, On Top of the World makes it easy to stay active, connected and entertained. All this, just minutes from Clearwater’s beautiful beaches, shopping, dining, medical facilities and more. Come see what makes OTOW such a special place to call home!

2455 Finlandia Lane Unit 63, Clearwater
2401 Ecuadorian Way Unit 57, Clearwater
$189,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to this spacious 2-bedroom, 2-bathroom, 1400 sq ft condo, conveniently located next to the East community center, walking distance from pools, tennis courts, pickle ball and golf courses. This tastefully updated condo has it all. Featuring updated luxury vinyl flooring and paint throughout. Living room/ Dining room combo. Updated impact windows. Updated kitchen featuring granite countertops, tile back splash, updated Stainless Steel Refrigerator, Dishwasher, Microwave and Garbage Disposal. Added pantry for plenty of storage. The master bedroom has an updated en-suite bathroom featuring, updated vanity, tile and toilet. The A/C was replaced in 2019. Furniture is optional. Make a showing today! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required.

2401 Ecuadorian Way Unit 57, Clearwater
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