Active Adult 55+ Homes for Sale in Clearwater, FL

2255 Philippine Drive Unit 45, Clearwater

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.

Welcome to this Top of the World updated, 2/2, 3rd floor (nobody above you), condo, that combines comfort & resort style living. This unit has a desirable floor plan & is move in ready. The kitchen features new hardware, wood cabinets, new granite counter tops, a new under counter sink & faucet, new back splash, a new range top, stainless steel refrigerator/dishwasher/microwave, butler station, lament flooring, plus plenty of countertop space & cabinets. The Florida room has added counter tops/cabinets, large pantry closet, double pane windows, new blinds, & lament flooring. The master bedroom has luxury vinyl tile and an approved 2020 stack washer/dryer (which conveys) closet. The ensuite bathroom has a stand-alone shower, new toilet, new vanity sink/cabinet w/ a marble top, lighted mirror, and luxury vinyl tile. The 2nd/guest bathroom has a new shower/tub combo w/ hand grips, & luxury vinyl tile. The 2nd/guest bedroom has Berber carpet. The front windows are hurricane impact. The main living area has lament flooring. The entry way has a new storm door. All rooms have recently been painted, all flooring is recent, all rooms but the kitchen/bathrooms have ceiling fans. The water heater is new and the ac system is 2018 (well maintained & serviced yearly). Assigned parking. This 55+ community has 2 activity centers/2 heated pools/2 golf courses (9 & 18 holes)/2 club houses, jacuzzi, computer center, gym/exercise room, fenced dog park, hobby studio, wood shop, billiards, shuffleboard, tennis, horseshoes, lawn bowling, picnic areas, entertainment, classes, clubs, cards, library, dancing, the on-site Good Karma Cafe, & more. This unit is fee simple. HOA approval is required & if financing, there is a min down payment requirement. All rooms sizes are approximate.

2255 Philippine Drive Unit 45, Clearwater

1235 S Highland Avenue Unit 4-207, Clearwater

$90,000

1 Beds ⋅ 1 Baths ⋅ Kalmia Condo SubDv.

Virtually Staged. Discover easy Florida living in this spacious one-bedroom, one-bath condo located in the desirable Kalmia community. The open living and dining areas are filled with natural light, creating a comfortable space to relax or entertain. The generously sized bedroom offers plenty of room to unwind, along with ample closet space. A large pantry provides additional storage, while covered parking and a private storage area add everyday convenience. The building has been well maintained, and the Milestone Inspection and Structural Integrity Reserve Study are available in the attachments for additional peace of mind. Kalmia is an active 55+ community offering a variety of amenities, including a heated swimming pool, clubhouse with full kitchen, shuffleboard courts, gazebo, recreation room, beautifully maintained grounds, and opportunities to enjoy community activities and social events. Conveniently located near Clearwater Beach, shopping, dining, medical facilities, golf, airports, and major roadways, this condo puts many of the area’s most popular destinations within easy reach. Whether you’re looking for a full-time residence or a low-maintenance Florida retreat, this home offers comfort, convenience, and a welcoming community atmosphere. Schedule your private showing today.

1235 S Highland Avenue Unit 4-207, Clearwater

$339,900

2 Beds ⋅ 2 Baths ⋅ Village On The Green SubDv.

Virtually Staged. ""BRAND NEW ROOF WITH WARRANTY! Rare DETACHED single-family home in the sought-after 55+ community of Village on the Green! This 2-bed/2-bath standout features a private OVERSIZED garage NOT shared with any neighbor and a large oversized private yard. Beautifully UPDATED throughout: gorgeous updated kitchen with quartz counters and stainless appliances, tastefully renovated baths, new luxury vinyl plank flooring, and washer/dryer INCLUDED. The oversized master bedroom suite offers a private ensuite bath and sliders to the yard. Enjoy the active-adult lifestyle with a solar-heated lakefront pool, clubhouse (fitness center, library, card room, banquet hall), shuffleboard, picnic/BBQ areas, and walking trails — all for a low $248/mo HOA covering cable, internet, and lawn care. Minutes to downtown Dunedin, Honeymoon Island, and Florida's best beaches. Come see it today!"

2445 Bay Berry Court, Clearwater

$125,000

1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv.

COME AND SEE This First floor condo is across from the 18 hole golf course and backs up to a beautiful backyard with a nice patio for grilling out and spending relaxing, cool and peaceful evenings. This condo has been completely remodeled with an open floor plan as you enter. The kitchen features granite counter with a beautiful eating bar. Come see this completely furnished move in ready home and make it your own. Hurry, this one will not last. Assigned parking just outside your door. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for resident 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 many restaurants. All room sizes, floor plans and square footage are approximate.

2295 Mexican Way Unit 21, Clearwater

$95,000

2 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv.

Enjoy maintenance-free living in this spacious 2 bedroom, 1 bath, 1,100 square foot, 3rd floor condo located in the highly desirable 55+ community of On Top of the World. Filled with natural light, the home features a large living and dining area, a mirrored accent wall that enhances the open feel, and a bright Florida room that provides additional living and dining space. The building is at the end of a quiet cul-de-sac and the Florida room has tranquil views of a lush, green backyard. Two exterior entrances provide added convenience, with one located near the elevator access. Residents of On Top of the World enjoy an extensive list of amenities, including two private golf courses with free resident golf, two heated pools, tennis and pickleball courts, a remodeled fitness center, billiards, hobby and woodworking studios, fitness classes, entertainment, and more than 150 clubs and activities. The community is pet-friendly and features a fenced dog park, two private fishing piers, and the on-site Good Karma Café. Conveniently located near Clearwater Beach, downtown Dunedin, shopping, dining, medical facilities, parks, golf courses, and airports, this community offers easy access to everything the Clearwater area has to offer while maintaining a private, resort-style setting. 35% down payment is required for financing per OTOW rules.

2462 Brazilia Drive Unit 70, Clearwater

$132,000

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.

Step inside this inviting third-floor condo in the sought-after 55+ community of On Top of the World and start making your Florida lifestyle dreams a reality! From the moment you enter, you’ll appreciate the open-concept living and dining area, offering plenty of space for relaxing, entertaining, and gathering with family and friends. Just around the corner from the dining area, you’ll find the kitchen, conveniently positioned near an additional bonus room filled with natural light from its ample windows. This versatile flex space offers so many possibilities—create a comfortable family room, game room, hobby space, reading retreat, or simply make it your own! Back through the main living area, the hallway leads to the home’s private living spaces. The generously sized guest bedroom features a spacious wall closet, while the nearby guest bathroom offers a convenient tub/shower combination. Just around the corner is the primary suite, complete with abundant wall closet space and a private en-suite bathroom featuring a step-in shower. As an added bonus, the primary bedroom also provides direct access to the light-filled family/bonus room. Of course, life at On Top of the World is about so much more than the condo itself! This vibrant 55+ community is known for its tremendous array of amenities and activities, including golf, clubhouses, swimming pools, walking trails, planned activities, and so much more. Whether you’re looking to stay active, meet new friends, or simply enjoy the Florida sunshine, there’s something here for everyone. Come discover what makes On Top of the World such a special place to call home. Schedule your showing today and see all that this wonderful condo and community have to offer!

2426 Persian Drive Unit 52, Clearwater

$285,000

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.

Virtually Staged. Welcome to On Top of The World, a premier 55+ Active Community. This beautiful & spacious 2 bedroom/ 2 bathroom condo is one of the largest units in the community at 1,740 sf. This condo is ideal for someone who is transitioning from a single family home or anyone looking for EXTRA SPACE and STORAGE. You will find closets and storage everywhere: there is a good size closet at the entry way; there is a large WALK-IN STORAGE closet in the hallway; there is a linen closet in the hallway; the master bedroom has a HUGE WALK-IN CLOSET and a 2nd closet; the 2nd bedroom has a large WALK IN CLOSET; there is a large Laundry Room with loads of storage cabinets; and there is a community storage closet. The spacious living room is accented with gleaming Brazilian Cherry wood floors. The large EAT-IN kitchen has endless possibilities: it can also double as a family room, a dining room, or an office space. Enjoy your morning coffee and meals with peaceful pond views out the large Bay window. You will love the gorgeous Travertine floors that make cleaning a breeze. As an added convenience, this is one of the newer buildings that has a full INSIDE LAUNDRY ROOM equipped with HOA approved hookups, a washer & dryer, and lots of storage cabinets. Some updates include newer DOUBLE PANE WINDOWS, NEW A/C system in 2024, and a newer hot water heater. On Top of The World has over 100 clubs and activities. There are two activity centers and two private GOLF courses with 9 and 18 holes, free exclusively for residents & owners. There are two HEATED swimming pools to enjoy all year. The remodeled Cardio Gym is a state-of-the-art fitness center with the latest exercise equipment complete with spinning classes, yoga, and more. There are hobby studios including a wood shop, a computer lab, Billiards room, and card rooms. The grand ballroom hosts live music, entertainment, and events. There is also horseshoes, shuffle board, tennis courts, pickle ball, walking trails, bike storage, kayak storage & launch area. Enjoy some take & bake meals and snacks at the on-site Good Karma Café’. Your four legged friends will love the fenced Dog Park with benches. This is a VERY FRIENDLY PET community and one of the only 55+ communities that allows for multiple pets and LARGE DOGS. This community offers the security and comfort of being situated on one of the highest points in Pinellas County and is in a NON-FLOOD & NON-EVACUATION zone, safe from any potential storm surge. The buildings are made of concrete, built to withstand hurricane winds, and the Milestone Study has been completed with no need for Phase II. Additionally, OTOW has a long history of careful budgeting, resulting in NO special assessments during its four-decade history. This great location is close to the Best Beaches and State Parks including the Sugar Sands at Clearwater Beach, Honeymoon Island, the charming towns of Tarpon Springs, Dunedin and Safety Harbor. There are excellent Shopping and Dining options all around and it provides easy commuting to Tampa, St. Petersburg, Airports. Whether you’re looking for a year-round residence or a seasonal retreat, this condo has everything you need for an enjoyable and comfortable lifestyle.

2228 Swedish Drive Unit 22, Clearwater

2287 Philippine Drive Unit 59, Clearwater

$144,900

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.

Virtually Staged. Welcome to 2287 Philippine Dr #59 in the desirable On Top of the World community in Clearwater, FL! This 2-bedroom, 2-bathroom condo is located in an elevator building and offers a spacious layout with a family room and new flooring throughout. Whether you’re searching for a full-time residence, seasonal getaway, or investment property, this unit presents an excellent opportunity in one of Tampa Bay’s premier 55+ gated and guarded communities. Residents enjoy access to over 170 clubs and activities, multiple pools, a private golf course, expansive clubhouse, fitness center, tennis and sport courts, and beautifully maintained grounds. Conveniently located just minutes from Clearwater Beach, shopping, dining, and major highway access including US-19, this condo combines lifestyle and location in the heart of Clearwater.

2287 Philippine Drive Unit 59, Clearwater

2170 Americus Boulevard S Unit 51, Clearwater

$255,000

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.

Enjoy comfort and convenience in this well-located 2-bedroom, 2-bath condo conveniently located within a short walk from the West Activity Center . The golf course is just outside your window. Located in a vibrant 55+ community, this home delivers an active, connected lifestyle. This unit boasts 2 assigned parking spaces. The 55+ community has two private golf courses with 9 and 18 holes, free exclusively for resident 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. Washer, dryer, and hook ups must be approved by the association.

2170 Americus Boulevard S Unit 51, Clearwater

18675 Us Highway 19 N Unit 485, Clearwater

$119,900

2 Beds ⋅ 2 Baths ⋅ Bay Aristocrat Village Mobile Home Park Unrec SubDv.

Welcome to Bay Aristocrat Village, a 55+ resident-owned cooperative community in Clearwater, Florida! This 1970 double-wide Mobile Home offers 2 bedrooms, 2 bathrooms, and 912 square feet of living area, along with a Florida room, covered carport, and additional storage space. Inside, the home features a comfortable living room, separate dining area, and kitchen equipped with a gas cooktop, range, refrigerator, microwave, and dishwasher. The primary bedroom includes an en-suite bathroom and built-in closet. Additional features include a membrane roof-over, mini-split air conditioning, washer and dryer, and a storage shed. The property is being offered unfurnished. Located on a non-waterfront lot, this home provides an opportunity to enjoy the amenities and lifestyle of Bay Aristocrat Village without the cost typically associated with direct waterfront properties. Residents enjoy a heated community pool and spa, clubhouse, shuffleboard courts, recreational facilities, fishing areas, and a community boat ramp with access to Tampa Bay. The monthly community fee is $360 and includes water, sewer, trash collection, grounds maintenance, and use of community recreational facilities. Conveniently located near shopping, dining, healthcare facilities, area beaches, and two international airports. Cash purchase only. Community approval is required. Contact the community office regarding ESA pets. Corporate ownership, LLCs, and partnerships are prohibited. No seller financing available.

18675 Us Highway 19 N Unit 485, Clearwater

19029 Us Highway 19 N Unit 18B, Clearwater

$197,900

2 Beds ⋅ 2 Baths ⋅ Imperial Cove 11 SubDv.

Welcome to easy Florida living at 19026 US Highway 19 N, Unit 18B, in Clearwater! This beautifully refreshed 2-bedroom, 2-bath condo is located in a 55+ community and offers the comfort of maintenance-free living with an impressive list of recent upgrades. Best of all, it comes completely furnished, making your move as simple as bringing your personal belongings! Step inside and discover a bright, welcoming interior featuring fresh paint, stylish plantation shutters, and new skylights that bring in wonderful natural light. Thoughtful improvements throughout the home create a fresh, updated feel while offering the comfort and convenience of a well-maintained property. The kitchen features beautiful new tile and a brand-new oven, making meal preparation a pleasure. Hall bathroom benefits from updated tile and a new vanity, adding a clean, modern touch. The spacious layout includes two bedrooms and two full bathrooms, providing flexible space for everyday living, overnight guests, or a home office. Major improvements offer even more value, including a newer roof installed in 2026, hurricane-impact windows, and a new water heater. These valuable updates help make this condo a smart choice for anyone who appreciates comfort, quality, and fewer immediate improvement projects. Every room comes furnished with furniture purchased in 2026, creating a coordinated, refreshed interior without the added expense or effort of furnishing an entire home. Enjoy the convenience of a Clearwater location with access to shopping, dining, entertainment, and the many attractions of Florida's beautiful Gulf Coast. With so many updates already completed, this condo offers an appealing combination of convenience, style, and low-maintenance living. Schedule your private showing today and see everything this beautifully updated, fully furnished Clearwater condo has to offer!

19029 Us Highway 19 N Unit 18B, Clearwater

$179,900

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv.

Welcome home to this beautifully renovated top floor, 2-bedroom, 2-bath condo, ideally located directly across from the East Activity Center! Enjoy easy access to a heated swimming pool, fitness center, tennis and pickleball courts, and a variety of recreational activities, all within walking distance. After parking in your assigned space, step inside to discover an extra-large living room featuring luxury vinyl plank flooring, elegant crown molding, and recessed lighting. The stunning renovated kitchen is sure to impress, showcasing slow-close shaker cabinets, granite countertops, stainless steel appliances, a stylish ceramic tile backsplash, a modern range hood, luxury vinyl plank flooring, and recessed lighting. Both bathrooms have been tastefully updated with new comfort-height commodes, vanities, faucets, and lighting fixtures, combining modern style with everyday functionality. Additional features include updated windows, ceiling fans in key rooms, your own washer and dryer, and important mechanical updates for added peace of mind. The HVAC system, replaced in 2018 and includes a UV lamp to help improve indoor air quality, and the water heater was replaced in 2020. This vibrant 55+ community offers an array of amenities designed to enhance your lifestyle. Enjoy exclusive access to two private golf courses with 9 and 18 holes, two heated swimming pools, and two activity centers. Stay fit with the remodeled fitness gym equipped with the latest exercise equipment, or participate in various community activities such as fitness classes, dancing, clubs, cards, billiards, pickleball and more. Pet owners will appreciate the very pet-friendly environment, complete with a fenced dog park and covered seating. The community also offers hobby studios and a woodshop for the exclusive use of residents. The on-site Good Karma Café provides convenient hot and cold beverages and snacks. Located close to beaches, transportation, shopping, entertainment, and fine dining, this condo combines convenience with comfort. 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, 35% down payment is required and association approval is required. Washer, dryer, and hook ups must be approved by the association. This move-in-ready home combines thoughtful renovations, comfortable living spaces, and an outstanding location near community amenities. Don't miss this opportunity to enjoy the Florida lifestyle you've been looking for. Schedule your showing today!

2381 Ecuadorian Way Unit 45, Clearwater

Active Adult 55+ Homes for Sale in Clearwater, FL

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

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