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Active Adult 55+ Homes for Sale in Clearwater, FL

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Welcome to your dedicated resource for active adult 55+ homes for sale in Clearwater, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Clearwater, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the active adult 55+ properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Active Adult 55+ Homes for Sale in Clearwater, FL

$124,986
2 Beds ⋅ 2 Baths ⋅ Kalmia Condo SubDv.
Some homes simply have to be experienced in person—and this is one of them. The photos only scratch the surface of what makes this beautifully maintained residence so special. Perched on the top floor with convenient elevator access, this spacious two-bedroom, two-bath home offers an inviting blend of comfort, privacy, and effortless Florida living. Natural light fills the expansive living and dining areas, creating a warm, welcoming atmosphere that immediately feels like home. The oversized primary suite provides a true retreat with generous closet space, while the thoughtfully designed kitchen offers abundant cabinetry, a large pantry, and plenty of room for everyday living or entertaining family and friends. Every detail has been carefully maintained, making this a move-in-ready opportunity whether you're searching for a seasonal escape or a full-time residence. A covered parking space and private storage room add even more convenience. Beyond your front door, you'll discover what many residents consider one of Clearwater's most enjoyable and welcoming 55+ communities. Beautifully landscaped grounds, a sparkling heated pool, clubhouse with a full kitchen, shuffleboard courts, gazebo, recreation room, and an active social calendar create the perfect setting to enjoy the Florida lifestyle you've been dreaming about. This is a community where neighbors become friends and every day feels like a vacation. The location is equally impressive—just minutes from world-famous Clearwater Beach, shopping, restaurants, medical facilities, golf courses, airports, and everything the Tampa Bay area has available. If you've been waiting for an affordable, exceptionally maintained home in a vibrant active 55+ community, don't let this opportunity pass you by. Schedule your private showing today—because this is one of those homes that simply feels even better in person than it looks online.

1235 S Highland Avenue Unit 4-306, Clearwater
$78,000
1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv.
Top floor living, without neighbors above! This cozy 1 bed/1 bath is ready for your personal touches. Notice the impressive flooring, NO CARPET ANYWHERE! The bedroom offers flexible space that can easily be transformed into a home office, den, or guest bedroom, whichever you prefer. In addition, the enclosed Florida Room can serve as an additional bedroom, office, or even a relaxing sitting area. Enjoy the outdoor space just outside your front door. It adds an inviting extension to your living space, and is ideal for relaxing. Schedule your private 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.

2331 Finlandia Lane Unit 63, Clearwater
$220,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.
1st floor End Unit! This completely updated condo has everything you need. Enjoy updated hurricane impact windows and doors and knock down ceilings. Featuring updated vinyl flooring and fresh paint throughout. The extra windows make a huge difference. The kitchen features an island, updated cabinets, granite countertops and tile backsplash. Washer and dryer in unit. The primary bedroom has a 10 ft by 5 ft walk in closet and an ensuite bathroom completely remodeled with glass shower doors, updated tile and vanity. Both bathrooms were remodeled in 2022. Enjoy the front and back patio which a ground floor unit provides. There is not another property quite like this one!! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents. 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. All washer, dryer & hook ups must be approved by the association.

2458 Columbia Drive Unit 28, Clearwater
$210,000
2 Beds ⋅ 2 Baths ⋅ Village On The Green Condo Iii SubDv.
Enjoy effortless Florida living in the desirable 55+ community of Village On The Green. This beautifully maintained, furnished 2-bedroom, 2-bath condominium offers a thoughtfully designed split-bedroom floor plan that provides comfort and privacy for both owners and guests. The spacious living and dining areas flow seamlessly into the eat-in kitchen, featuring solid wood cabinetry, stone countertops, ample storage, and generous workspace for everyday living. The primary suite includes an en-suite bath, walk-in closet, and peaceful separation from the guest bedroom, creating a true owner's retreat. Additional highlights include an inside laundry closet, built-in features, ceiling fans, window treatments, and a covered, screened rear porch—the perfect place to enjoy your morning coffee or unwind in the evening. This home also includes an assigned covered carport and private storage closet for added convenience. Village On The Green is a beautifully maintained community offering a clubhouse, community pool, sidewalks, and a welcoming, active lifestyle. The monthly association fee includes cable, internet, water, sewer, trash, exterior maintenance, grounds maintenance, pool maintenance, recreational facilities, and professional management. Ideally located near Countryside Mall, shopping, dining, medical facilities, golf courses, and everyday conveniences, you'll also enjoy easy access to Downtown Dunedin, Honeymoon Island State Park, and the award-winning white sands of Clearwater Beach, all just a short drive away. Discover the perfect combination of low-maintenance living, outstanding amenities, and one of Clearwater's most convenient locations.

2556 Royal Pines Circle Unit 13-C, Clearwater
$230,000
2 Beds ⋅ 2 Baths ⋅ Brynnwood Condo 1 SubDv.
Welcome to Brynnwood Condos at Countryside, one of Clearwater's premier 55+ communities. This home offers a spacious floor plan with over 1,300 sq ft of living space, including a large living room and a separate dining area that opens to the kitchen, which features additional countertop seating. A split-bedroom plan with en-suite bathrooms, allowing the owner and guest additional privacy. Additional features include an oversized lanai to enjoy outside living, an inside laundry, and 2 storage areas, one adjacent to the front door and the other in the garage area, plus your assigned parking space in the covered garage area. This community is meticulously maintained, with lush tropical landscaping, meandering water features, and a heated community pool, all located just steps away from Countryside Golf and Country Club. If you're looking for convenience to mall shopping, restaurants, grocery stores, movie theaters, and just about everything else, this is the home for you. Perfectly suited for those wanting to escape the harsh northern winter weather or a full-time Florida resident, schedule your appointment today. This property is being sold furnished.

3035 Countryside Boulevard Unit 24B, Clearwater
$153,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.
Breezy, bright & Beautiful. This 3rd-floor condo is the perfect blend of upgrades and location. Enjoy the Beautiful Oak kitchen with ample cabinets, updated appliances, Corian countertop, and a ceramic tile floor. EZ care flooring throughout the living area to free up time for activities. A total renovation of the main bath with marble-like tiles, and decorative vanities in both baths. This condo is located on a quiet cul-de-sac in the amazing and active 55+ community. The condo is located near one of the 2 golf courses, free to owners, which is one of the many amenities offered to the residents. 2 rec centers have a bevy of offerings from a state-of-the-art gym, Lapidory, Library Clubs, Shows, and much more. Outdoor activities include Lawn Bowling, Tennis, 2 Heated Pools, 2 Doggie Parks, and a Gazebo with BBQ pits, a great area for entertaining. The perfect combination of living in a comfortable spacious condo together with the appealing and desirable active On TOp of the World Community.

2469 Franciscan Drive Unit 59, Clearwater
$115,000
2 Beds ⋅ 1 Baths ⋅ Mission Hills Condo SubDv.
Clearwater highly desirable 55+ community with car free living. 2 bedrooms, 1 bath with an open floorplan. Laminate flooring in living areas and ceramic tile in foyer, kitchen and bathroom. enjoy the outdoors on your front patio or the backyard area. Great location: Bayside Bridge Plaza a 5-minute walk which includes Publix, Planet Fitness, dining and shopping, 8.6 miles to famous Clearwater Beach, 18 miles to Tampa International Airport, historic downtown Dunedin 7.2 miles. Your monthly maintenance includes cable, internet, maintenance grounds-exterior-roof, heated pool and recreation area with shuffleboard, gas, water, sewer and trash.

2968 Flint Drive S, Clearwater
$139,900
2 Beds ⋅ 2 Baths ⋅ Mission Hills Condo SubDv.
Experience the ultimate in maintenance-free living in the highly coveted, 55+ community of Mission Hills. This immaculate, move-in-ready 2-bedroom, 2-bathroom end-unit villa features a bright, open-concept layout that perfectly blends modern comfort with complete peace of mind. Modern Interiors & High-End Finishes Gourmet Kitchen: Fully equipped with a brand-new gas stove and stainless steel appliances, sleek granite countertops, elegant upper cabinet lighting, and a dedicated coffee bar. Premium Upgrades: Freshly painted interiors, durable tile flooring throughout, beautifully updated bathrooms, and a convenient in-unit vented washer/dryer. Prime Location Within the Community: Just steps away from the sparkling community pool, active clubhouse, and ample guest parking. Key Home Features Mechanicals & Safety: Features a newer HVAC system (installed in 2022) for excellent energy efficiency. Located in a coveted Non-Evacuation, Non-Flood Zone X—stay high and dry with ultimate peace of mind. Outdoor Living: Host sunset dinners or enjoy your morning coffee on the private back paver patio, nestled in a scenic courtyard with mature shade trees. Parking & Storage: Includes a dedicated covered carport and an individual, oversized utility shed for plenty of extra storage. Unbeatable Location & Convenience Everything you need is just minutes from your front door: Daily Errands: A short 5-minute walk to Bayside Bridge Plaza (Publix, Planet Fitness, dining, and shopping). Leisure & Culture: 5 minutes to historic Safety Harbor, Ruth Eckerd Hall, and the Phillies Spring Training complex. Travel Made Easy: Just 15 minutes to both Tampa International (TPA) and St. Pete-Clearwater (PIE) airports. Sun & City: Only 20 minutes to world-class beaches and 25 minutes to vibrant Downtown St. Pete. Resort-Style Community Amenities Mission Hills is renowned for its lush, mature landscaping and vibrant social scene. The active clubhouse serves as the community hub, offering: Large, heated community pool Fitness equipment, library, billiards, and shuffleboard Active social calendar including bingo, ice cream socials, and planned excursions. This villa offers the perfect Florida lifestyle!

1510 Flint Drive W Unit 10-F, Clearwater
$539,900
4 Beds ⋅ 2 Baths ⋅ Timber Ridge Of Countryside Unit One SubDv.
Virtually Staged. Move right into this spacious 4-bedroom, 2-bath home in desirable Countryside. Featuring an open floor plan, this home offers a tastefully updated kitchen with all the 2026 updates you're looking for including a floorplan that flows seamlessly into the main living areas, perfect for everyday living and entertaining. The living room is bright and open with a contemporary electric fireplace. In addition to the family room, there's a nice flex space that works well as an office, hobby or workout room. This could easily be a fifth bedroom as well. The primary bedroom has a large walk-in closet and an attached bathroom with modern updates. All bedrooms are good sized and the second bathroom has been nicely updated with modern finishes. The backyard is fully fenced and there's a huge screened porch for morning coffee and entertaining. Looking for a central location? Countryside mall, movie theatre, shops, dining & entertainment all just 5 minutes away. This home is sure to check all the boxes for your new home!

2964 Meadow Oak Drive S, Clearwater
$174,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.
Looking for one of the BEST VALUES in On Top of the World? This BEAUTIFULLY UPDATED 2-BEDROOM, 2-BATH condo offers approximately 1,400 square feet in one of Clearwater's premier 55+ communities. Perfectly positioned DIRECTLY ACROSS FROM THE GOLF COURSE, this third-floor residence enjoys ONE OF THE MOST PRIVATE AND SERENE REAR VIEWS IN ON TOP OF THE WORLD, overlooking a semi-wooded setting with mature trees that provide exceptional privacy and a peaceful backdrop. PET FRIENDLY with NO WEIGHT OR NUMBER RESTRICTIONS for dogs, a rare feature among 55+ communities. Inside you'll find UPDATED TRAVERTINE AND PREMIUM STRAND-WOVEN BAMBOO FLOORING, an UPDATED KITCHEN featuring QUARTZ COUNTERTOPS, modern appliances, and a thoughtfully designed pantry cabinet that keeps the microwave at convenient counter height while preserving valuable countertop space. UPDATED BATHROOMS include a renovated guest bath with a comfort-height commode, and the home also offers the convenience of an IN-UNIT WASHER & DRYER. For added peace of mind, Seller will pay for a HOMEOWNER'S WARRANTY. The $535 monthly condo fee includes WATER, SEWER, TRASH, HIGH-SPEED FIBER OPTIC INTERNET, 120 BASIC CABLE CHANNELS, BUILDING INSURANCE, exterior maintenance, and maintenance of the community's outstanding amenities, including UNLIMITED GOLF on both the 9-hole and 18-hole golf courses at no additional cost. Residents enjoy two heated pools, tennis, pickleball, a remodeled fitness center and cardio gym, hobby studios, a woodshop, library, dog park, fishing, kayaking, daily shuttle service, Good Karma Café, and an active calendar of clubs, classes, and entertainment. Conveniently located just minutes from Clearwater Beach, downtown Dunedin, shopping, dining, and medical facilities, this exceptional home offers the perfect opportunity to enjoy Florida's active adult lifestyle in one of Clearwater's most desirable 55+ communities.

2430 Florentine Way Unit 56, Clearwater
$145,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.
LOOK NO FURTHER!!! Come and MAKE YOUR DREAMS COME TRUE with this condo right on the GOLF COURSE in a RESORT-LIKE lifestyle complex in FLORIDA PARADISE!!! Enjoy FANTASTIC PRIME LOCATION, UNFURNISHED, MOVE IN READY, 2BED/2BATH 1100 SqFt on the DESIREBLE 2nd floor in a building with elevator! IT IS NOT ON A FLOOD ZONE and NO EVACUATION is required! This condo features an open floor plan of dining and living area, UPDATED KITCHEN with a NEW COOKTOP, SINK and BACKSPLASH, spacious bedrooms and an additional Florida room for relaxing, entertaining or office! The bathrooms are updated with vanities and NEW toilets! In addition, it is equipped with NEW LIGHT FIXURES and FANS in every room! It has NEW hurricane WINDOWS – 2020, A/C - 2014, Water Heater – 2012. It has a LOW HOA which includes: water, sewer, garbage, basic cable, internet, maintenance of the building, and insurance & maintenance of all amenities including the 2 golf courses that you can enjoy every day with no additional costs!!! This is a 55+ active On Top of the World, gated community with two recreation centers. Along with the tennis courts and GYM there are two heated pools, lawn bowling courts, shuffleboard, hobby studio, billiards, pickleball, social events, dancing, variety of classes and clubs, Good Carma Café, library, new BBQ pavilion, and more! There is bus transportation for shopping, a dog park and lakes to enjoy fishing or kayaking! Close to shopping, restaurants, entertainment, beaches, and 2 International Airports! It’s MOVE IN READY, COME SEE IT TODAY! HOA approval is required and 35% down on financing is required.

2430 Florentine Way Unit 30, Clearwater
$220,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.
1st floor End Unit! This furnished updated condo has everything you need. Enjoy updated hurricane impact windows overlooking the preserve and window shades and knock down ceilings. Featuring updated flooring and fresh paint throughout. The extra windows make a huge difference. The kitchen features updated cabinets and reverse osmosis filtered water. Washer and dryer in unit. A/C was replaced in 2022. The windows feature stainless steel windowsills. The primary bedroom features an adjustable bed for your comfort and a ensuite bathroom. This property is a gem. Make your 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. 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. All washer, dryer and hook ups must be approved by the association.

2460 Persian Drive Unit 24, Clearwater
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