Active Adult 55+ Homes for Sale in Clearwater, FL

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

Welcome to easy, resort-style living in the desirable 55+ community of On Top of the World! This furnished, move-in-ready 2-bedroom, 2-bath corner unit offers 1,100 sq. ft., an in-unit washer and dryer, and a convenient second-floor location near the elevator. Inside, you'll find a bright, open living and dining area, updated kitchen, luxury vinyl flooring, fresh paint, ceiling fans throughout, spacious bedrooms, and a primary suite with private bath. The additional Florida room provides the perfect space to relax or entertain. Enjoy an incredible active lifestyle with two golf courses with no additional green fees, two heated pools, recreation centers, fitness center, pickleball, tennis, shuffleboard, clubs, classes, social events, Good Karma Café, and more! Conveniently located near shopping, dining, entertainment, Gulf beaches, and airports. Furnished, updated, and ready to enjoy—come see it today! HOA approval required. Financing requires 35% down. Land lease warranty deed. Sold AS-IS.

2459 Franciscan Drive Unit 37, Clearwater

$130,000

1 Beds ⋅ 2 Baths ⋅ Imperial Cove 3 SubDv.

Waterfront 55+ Living | Gated Community | Pool & Tampa Bay Lifestyle Discover the Florida lifestyle you’ve been looking for in Imperial Cove, a gated 55+ waterfront community offering resort-style amenities, an active social atmosphere, and beautiful Tampa Bay surroundings. This well-maintained residence is ideally located within the community, just steps from the heated pool, parking, and guest parking, with peaceful views of the community fountain. Inside, the comfortable floor plan features a convenient half bath near the entry, a functional kitchen with an expanded pantry for additional storage, and a dining area that flows seamlessly into the living room. The bright Florida room overlooks the fountain and provides an inviting space to enjoy your morning coffee or unwind at the end of the day. The spacious bedroom features upgraded windows, while the bathroom has been refreshed since the owners purchased the home. Additional improvements include a new storm door and replacement windows in the front and bedroom. Imperial Cove is more than a home—it’s an active 55+ waterfront lifestyle community. Residents enjoy an expansive clubhouse with a library, billiards room, card rooms, fitness center, party room and dance floor, plus separate men’s and women’s saunas. Outdoor amenities include a heated swimming pool, water aerobics, shuffleboard, putting green and barbecue grills. For those who love the water and Florida sunshine, a scenic waterfront path along Tampa Bay leads to two fishing piers and illuminated waterfront seating areas. Whether you’re looking for low-maintenance Florida living, an active adult lifestyle, waterfront amenities, or a place to enjoy retirement and seasonal living, Imperial Cove offers an exceptional setting. Conveniently located within the community and close to the amenities buyers are looking for, this is an opportunity to enjoy the Imperial Cove lifestyle at its best.

19029 Us Highway 19 N Unit 3-1, Clearwater

$179,900

2 Beds ⋅ 2 Baths ⋅ Penthouse Groves SubDv.

Big Beautiful 2-bed, 2-bath first floor condo/villa, with no neighbors above you, a screened in lanai in the back and a private garden patio in the front at the highly desired +55 Penthouse Groves Condominiums, high and dry in conveniently located Clearwater! New vinyl plank flooring throughout and NO CARPET! Big living room and proper dining area off of the spacious kitchen. Boasting 1270 square feet (not including the lanai) with big bedrooms, Washer and Dryer in the unit, and good-sized bathrooms with lots of closet space!! Most noticeable, in the back of the condo, are all the windows looking out on such lovely, mature landscaping and green space, with the screened lanai perfectly situated to enjoy the fresh air and relaxing scenery, every day! Penthouse Groves is a vibrant community with a nice mixture of full-time residents and other owners that come down in the winter months, aka Snowbirds. There is an on-site clubhouse where you get together for celebrations, meetings, card games, social events, etc. There is a heated pool, shuffleboard and a walking path throughout the community, perfect for your morning walks. The location is great. There is a pond on the property that you are welcome to fish in. Highland Ave is just that, up high, so no flood zone and near all kinds of restaurants, grocery stores, convenience stores, hospitals, clinics, baseball games, Tampa, entertainment, golf courses, airports, etc. With a LOW HOA FEE, ground floor unit in a single-story building, carport and guest parking directly in front of a bright sunny unit, this would be a great home to take a look at.

1655 S Highland Avenue Unit F133, Clearwater

$169,900

1 Beds ⋅ 1 Baths ⋅ Imperial Cove 7 SubDv.

Waterviews from your move in ready condo! This condo is in the 55+, gated community of Imperial Cove. It's a great property for a fulltime resident or a snowbird. Community offers a heated pool, walking trail along Tampa Bay, his and hers exercise rooms and saunas and an active clubhouse.

19029 Us Highway 19 N Unit 7-9, Clearwater

$159,000

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

Virtually Staged. Welcome to 2531 Royal Pines Circle #23-E, Clearwater, FL 33763, a spacious first-floor end-unit 2-bedroom, 2-bath condo with 1,095 sq. ft. of living space in the desirable 55+ community of Village on the Green. This spacious condo features a brand-new roof in 2025 and a brand-new A/C in 2026 and offers a great opportunity to personalize the interior and make it your own. The spacious living and dining areas provide plenty of room for everyday living and entertaining, while the kitchen offers ample cabinet and counter space with an adjoining eat-in area. The primary bedroom features a private en-suite bath, and the second bedroom is ideal for guests, a home office, or hobby space. An inside laundry room adds everyday convenience. Enjoy the beautifully maintained community grounds and peaceful pond views just behind the building. Additional conveniences include a covered carport and private storage. The property sits at an elevation of over 70 feet and is located in a non-flood zone. The building is also exempt from Florida’s milestone inspection requirements that apply to certain condominium buildings three stories or higher. Condo fees include water, sewer, trash, cable TV, internet, exterior maintenance, and common area maintenance, adding even more value and convenience. Village on the Green offers a clubhouse, heated pool, fitness area, library, card room, shuffleboard, picnic areas, and more. Conveniently located near Countryside Mall, Whole Foods, shopping, dining, entertainment, Downtown Dunedin, Clearwater Beach, Honeymoon Island State Park, and easy access to US-19. A wonderful opportunity to enjoy first-floor, low-maintenance Florida living and update the space to your own style.

2531 Royal Pines Circle Unit 23E, Clearwater

$265,000

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

Beautiful first-floor, 1,370-square-foot condo ideally situated on the golf course and positioned on a corner with no neighbors on one side. This spacious condo features a wide-open floor plan, an updated kitchen and bathrooms, and luxury vinyl tile flooring throughout for a seamless, cohesive look. The tastefully updated kitchen features beautiful cabinetry and countertops. Both bathrooms have been updated with new vanities and showers featuring large glass doors. A large updated window provides beautiful views of the golf course. Relax and enjoy your morning coffee or evening nightcap on either the front or rear patio. This is a must-see condo! Furniture is negotiable. 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. Washer, dryer, and hook ups must be approved by the Association.

2460 Franciscan Drive Unit 28, Clearwater

$250,000

2 Beds ⋅ 2 Baths ⋅ Imperial Cove 14 SubDv.

Discover waterfront Florida living at 19029 US Hwy 19 N #204, Clearwater, FL 33764, a beautifully maintained and tastefully renovated 2-bedroom, 2-bath condo located in the highly sought-after gated 55+ community of Imperial Cove. Situated in Association 14, Building 26, this building is a longtime community favorite for its convenient location and substantial construction. Originally engineered to be structurally sound for an additional three floors, Building 26 was built “tank strong,” with the additional stories ultimately not constructed. Unit #204 offers an exceptional combination of comfort, convenience, thoughtful updates, and beautiful views. Enjoy quick elevator access just steps from your front door, in-unit laundry, one dedicated covered parking space, and plenty of guest parking. Relax on the lanai and take in beautiful Florida sunsets, while the front porch and balcony areas provide additional views of this incredible waterfront community. Dolphin and manatee sightings are a regular part of life here! Inside, the condo has been tastefully updated and renovated with quartz countertops, a glass tile backsplash, an eat-in kitchen area, formal dining space, and a large living area perfect for entertaining. A reverse osmosis water system was installed in 2026, adding another thoughtful upgrade to the home. The primary bathroom features a tiled walk-in shower with glass doors, while the guest bathroom has been totally remodeled with a new tub. Additional improvements include a new refrigerator and stove in 2026, new ceiling fans in 2026, updated electrical panel in 2026, reverse osmosis water system in 2026, HVAC replaced in 2024, and water heater replaced in 2022. Imperial Cove offers an impressive active-adult lifestyle with a gated entrance, active clubhouse/community room, billiards rooms, fitness center/gym, sauna and showers, shuffleboard courts, putting greens, outdoor grilling areas, library, fishing pier, and a heated saltwater swimming pool. A lighted walking path winds through the community and along the waterfront, offering gorgeous Tampa Bay views and opportunities to see dolphins, manatees, and spectacular Florida sunsets. Even better, this unit enjoys the lowest HOA fee in Imperial Cove while providing access to the community's outstanding amenities. Association fees include water, sewer, trash, exterior maintenance, grounds maintenance, roof and more. Centrally located in Pinellas County, you're minutes from shopping, dining, entertainment, Clearwater, St. Petersburg, Tampa, area beaches, airports, and everything the Tampa Bay area has to offer. If you're searching for a move-in-ready 55+ Clearwater condo with elevator access, in-unit laundry, covered parking, waterfront amenities, extensive community activities, beautiful views, and an unbeatable Central Pinellas location, #204 at Imperial Cove deserves to be at the top of your list. Come experience the Imperial Cove lifestyle and see why Building 26 is such a community favorite!

19029 Us Highway 19 N Unit 26-204, Clearwater

$149,900

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

Virtually Staged. Welcome to 2433 Brazilia Dr #49 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 bonus room and updated kitchen. 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.

2433 Brazilia Drive Unit 49, Clearwater

$235,000

1 Beds ⋅ 1 Baths ⋅ Cove Cay 26-17 Village I SubDv.

SIMPLE SELLER FINANCING AVAILABLE FOR THIS LISTING!!!! Destination living! Water view and access! Beachy and quaint top floor (7th floor) condo available in the golf-available, Cove Cay Community! Upon entry, you will find a warm and bright, fully upgraded condo! To your immediate left, you will find the updated kitchen, featuring the new gold-accented Carrara Quartz countertops, and new black handles throughout, as well as a new light fixture in the kitchen. The bartop extends into the dining area for a quick meal or great work from home area. Down past the kitchen is the open and bright dining and separate living room. Featuring beautiful accent paint throughout, the living room has large windows to enjoy the beautiful view of the water, and leads to the patio, fully screened in and the best place to relax and enjoy the water view and even work from home! Past the living to your left is the spacious master bedroom, and the new quartz topped vanity and faucet, as well as the separate room for the new commode and gold accented shower! This bedroom features a walk-in closet as well! This condo also has the perfect guest half-bath towards the entry, and also features the new commode and fixtures. This condo is in a 24-hour guard-gated community, featuring a community pool, walking area, and it's own golf course with its own membership. This condo has a newly installed AC installed in July of 2022. Come see this relaxing second home or full-time destination living space today!

2617 Cove Cay Drive Unit 702, Clearwater

$150,000

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

Welcome to On Top of the World, the most desirable 55+ community in Pinellas County! This 3rd flood 2-bedroom, 2-bathroom condo comes with washer and dryer. Seller is to replace all flooring with Luxury Vinyl Planks. Enjoy living on the third floor without neighbors above you. Schedule 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 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. If financing, a 35% down payment is required. Washer, dryer and hook ups must be approved by the association.

2361 Jamaican Street Unit 51, Clearwater

$205,000

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

Spacious 2-bed, 2-bath, 1,370 sq ft condo in the sought-after On Top of the World 55+ community of Clearwater. This bright, tastefully decorated third-floor home lives large, with an open living and dining area, abundant natural light, ceiling fans throughout, and peaceful treetop and green-space views. The kitchen offers ample cabinetry, generous counter space, and a tiled backsplash, flowing easily into the main living space for effortless entertaining. A comfortable primary suite with private bath, a generous second bedroom, and a versatile bonus/TV room give you room to spread out. Laminate and tile flooring run throughout, and newer windows (2017) add to the appeal. Furnishings are negotiable — move right in. An elevator, assigned parking space and dedicated storage space add everyday convenience, and a laundry facility is located right on the same floor. 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. Make this your new home today!

2285 Norwegian Drive Unit 59, Clearwater

$229,900

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

Welcome to 2506 Oakleaf Lane #B, a bright, open and spacious villa nestled in the desirable community of Village On The Green in Clearwater. This inviting home offers a comfortable, easy-living floor plan with plenty of natural light. The open kitchen features a convenient pass-through to the great room area, creating an ideal flow for entertaining and everyday living. The spacious living area opens to a wonderful enclosed porch, providing an additional space to relax, enjoy your morning coffee, or unwind at the end of the day. The gorgeous primary bathroom is a standout feature, offering a beautiful walk-in shower and a comfortable, updated feel. Additional highlights include newer windows, a newer electrical panel, and a convenient inside laundry room. Outside, you'll appreciate the assigned covered carport parking located close to the home, along with a private outdoor storage space for added convenience. Village On The Green offers a wonderful community lifestyle with an active clubhouse featuring social and recreational spaces, along with a solar heated pool, library, kitchen, gathering room and card room. The community is conveniently located near shopping, dining, downtown Dunedin and the beautiful Gulf beaches. Light, spacious, comfortable and well located, this charming villa offers the opportunity to enjoy the best of the Village On The Green lifestyle! Located in a NON FLOOD ZONE!

2506 Oakleaf Lane Unit 25B, Clearwater

Active Adult 55+ Homes for Sale in Clearwater, FL

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

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