Clearwater Homes with Pickleball Court(s) Amenities

Clearwater Homes with Pickleball Court(s) Amenities

Welcome to Clearwater, Florida – a vibrant coastal city nestled in the heart of Pinellas County. Renowned for its stunning white-sand beaches and crystal-clear waters, Clearwater offers a perfect blend of relaxation and recreation. With a thriving arts scene, a bustling downtown, and an array of dining and shopping options, this charming city is not just a vacation destination but a wonderful place to call home.

One of the unique amenities that sets Clearwater apart is the growing popularity of homes with pickleball courts. As this fast-paced, engaging sport continues to capture the hearts of many, having a private pickleball court at your doorstep is a dream come true for both seasoned players and newcomers alike. Imagine stepping out of your beautifully designed home and onto your very own court, ready to challenge friends or enjoy a leisurely game with family.

Homes in Clearwater that feature pickleball courts offer more than just a place to play; they provide a lifestyle. These properties often come with spacious outdoor areas, perfect for entertaining or simply soaking up the Florida sunshine. Whether you’re hosting a friendly match or enjoying a peaceful afternoon, the convenience of having a pickleball court at home enhances your living experience.

In Clearwater, you’ll find a welcoming community that embraces an active lifestyle, making it the ideal location for those who love sports and outdoor activities. With its stunning natural beauty, vibrant culture, and the added perk of homes equipped with pickleball courts, Clearwater is not just a place to live; it's a place to thrive. Come discover your next home in this coastal paradise!

Newest Clearwater Homes with Pickleball Court(s) Amenities

$219,999
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
$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
$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
$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
$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
$171,000
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
$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
$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
$370,000
2 Beds ⋅ 2 Baths ⋅ Brookfield SubDv. ⋅ 33761 Zip Code
Updated 2BR/2BA villa with den/office in a private setting! Features include new stainless steel appliances (installed 2023), granite countertops, solid wood soft close cabinets, eat-in kitchen, soaring ceilings with new ceiling fans, split-bedroom floor plan, and inside utility room. Primary bedroom features a walk-in closet and ensuite bathroom. Enjoy the screened lanai overlooking a fenced backyard with a personal spa, fire pit, and storage shed. New roof and AC system and transfer switch for a full home generator in 2026! Fantastic location close to shopping, restaurants, and airports. Community amenities include 2 pools, spa, tennis and pickleball courts, and clubhouse. Low HOA fee of $325/month includes exterior maintenance, roof replacement, fence maintenance, front lawn care, trash, manager, and maintenance of community amenities. Move-in ready and a must-see!

2511 Estancia Boulevard, 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
$215,000
2 Beds ⋅ 1 Baths ⋅ Audubon Condo At Feather Sound SubDv. ⋅ 33762 Zip Code
GOLF COURSE AND POND VIEWS CONDO IN GATED FEATHER SOUND WITH SCREENED BALCONY, ELEVATOR ACCESS & RESORT-STYLE AMENITIES - Located in the gated Audubon Condominiums at Feather Sound, this 2-bedroom, 1-bath second-floor condo offers 903 square feet of low-maintenance living with peaceful GOLF COURSE AND POND VIEWS and convenient elevator access. Windows on two exterior sides fill the residence with natural sunlight throughout the day, creating a bright interior with sunrise-to-sunset views rarely found in condominium living. The open-concept floor plan connects the living, dining, and kitchen areas, with double sliding glass doors opening to a PRIVATE SCREENED BALCONY OVERLOOKING THE GOLF COURSE. The balcony also includes a dedicated storage closet for additional everyday convenience. The kitchen features a 2021 LG stainless steel appliance package, bar seating, two pantry closets, and an easy connection to the main living spaces. Both bedrooms feature luxury vinyl flooring, abundant natural light, and walk-in closets. The bedrooms share a Jack-and-Jill-style bathroom with a double vanity and tub/shower combination, providing convenient access from both rooms. An in-unit laundry closet with 2021 Samsung washer and dryer adds another practical benefit. Recent improvements include a NEW WATER HEATER (2026), 2024 A/C UNIT, AND PROFESSIONALLY CLEANED DUCTWORK. A HOME WARRANTY IS ALSO IN PLACE THROUGH FEBRUARY 2027, providing additional peace of mind for the next owner. Audubon residents enjoy an extensive collection of amenities, including a HEATED POOL AND HOT TUB, FITNESS ROOM WITH DRY SAUNA, INDOOR BASKETBALL COURT, TENNIS AND PICKLEBALL COURTS, clubhouse, and courtyard with BBQ grill. The gated community also offers a convenient Feather Sound location surrounded by opportunities for walking and outdoor recreation. The HOA fee is $660/month and includes CABLE, INTERNET, TRASH, GROUNDS MAINTENANCE, AND EXTERIOR INSURANCE, supporting a convenient, easy maintenance lifestyle. Ideally positioned less than 10 minutes from Publix, Starbucks, Panera Bread, Chick-fil-A, Topgolf, Ulmerton Road, and I-275, the property provides convenient access to Tampa, St. Petersburg, and the Gulf beaches. This condo offers a compelling combination of GOLF COURSE AND POND VIEWS, ABUNDANT NATURAL LIGHT, GATED RESORT-STYLE AMENITIES, AND A CENTRAL FEATHER SOUND LOCATION with easy access throughout Tampa Bay.

2400 Feather Sound Drive Unit 427, Clearwater
$94,900
1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Great location at a great price - Come see this move in ready 1 bedroom 1 bath condo in the highly sought after 55+ community of On Top of the World in beautiful Clearwater, Florida. This unit includes new luxury vinyl flooring for easy clean up and newer windows in the Florida room. On Top of the World has so much to offer including one of two clubhouses where you can enjoy all the great amenities, including two golf courses (free to owners), pools (one heated), tennis courts, shuffleboard, pickleball, lawn bowling, billiards, dog park, state of the art fitness center, clubs, entertainment and much more. Located close to award winning beaches, great restaurants, shopping, medical and 25 minutes to Tampa International Airport...

2459 Columbia Drive Unit 47, Clearwater
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