Discover your own resort-at-home lifestyle in Pinellas County. We have compiled all of the 55+ active adult communities in Pinellas County in one place for you.
Here you will find all new construction as well as resale homes in Pinellas County. You will fall in love with the fun-filled amenities and stylish single-family homes within these country club settings.
Working with an agent that is knowledgeable in all the requirements to live in a 55+ active adult community is crucial. Nick & Cindy Davis with RE/MAX Premier Group have assisted hundreds of our clients find the home of their dreams here in the Tampa Bay And Surrounding Areas. We are always just a click here or call to 813-300-7116 away.

55+ Communities Pinellas County
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All Active Adult Communities in Pinellas County
- List View
- Map View
- Grid View
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Lot Size
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Home Size1,095 sqft
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Beds2 Beds
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Baths2 Baths
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Year Built1984
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Days on Market1
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Lot Size6.21 ac
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Home Size564 sqft
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Beds2 Beds
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Baths1 Bath
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Year Built1972
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Days on Market3
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See all 55+ Communities Pinellas County.
(all data current as of
2/9/2026)
Listing information deemed reliable but not guaranteed. Read full disclaimer.
- List View
- Grid View
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$315,000
2795 Oakwater Drive #2795, Kissimmee, FL2795 Oakwater Drive #2795
Kissimmee, FL- 3 Beds
- 3 Baths
- 1,808 Home (sqft)
- 3 Baths
- 6,534 Lot (sqft)
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$370,490
5459 Meadow Walk Drive, Davenport, FL5459 Meadow Walk Drive
Davenport, FL- 4 Beds
- 3 Baths
- 2,160 Home (sqft)
- 3 Baths
- 3,921 Lot (sqft)
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$949,000
12940 Westhaven Oak Drive, Winter Garden, FL12940 Westhaven Oak Drive
Winter Garden, FL- 5 Beds
- 5 Baths
- 3,894 Home (sqft)
- 5 Baths
- 8,712 Lot (sqft)
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$317,000
271 La Paz Drive, Kissimmee, FL271 La Paz Drive
Kissimmee, FL- 3 Beds
- 2 Baths
- 1,065 Home (sqft)
- 2 Baths
- 7,406 Lot (sqft)
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$829,900
8723 Chilton Drive, Orlando, FL8723 Chilton Drive
Orlando, FL- 4 Beds
- 3 Baths
- 2,708 Home (sqft)
- 3 Baths
- 9,584 Lot (sqft)
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$384,900
1765 Gulf Boulevard #209, Englewood, FL1765 Gulf Boulevard #209
Englewood, FL- 1 Bed
- 1 Bath
- 630 Home (sqft)
- 1 Bath
- 872 Lot (sqft)
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$447,000
131 Kings Drive, Rotonda West, FL131 Kings Drive
Rotonda West, FL- 3 Beds
- 2 Baths
- 1,806 Home (sqft)
- 2 Baths
- 7,406 Lot (sqft)
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$70,000
10051 N Marigold Terrace, Crystal River, FL10051 N Marigold Terrace
Crystal River, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 2.44 Lot (ac)
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$550,000
8897 Rhodes Street, Kissimmee, FL8897 Rhodes Street
Kissimmee, FL- 6 Beds
- 5 Baths
- 3,142 Home (sqft)
- 5 Baths
- 4,792 Lot (sqft)
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$499,000
8424 E Zephyr Wing Court, Floral City, FL8424 E Zephyr Wing Court
Floral City, FL- 3 Beds
- 2 Baths
- 1,635 Home (sqft)
- 2 Baths
- 4.80 Lot (ac)
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$285,000
500 N 13th Street, Leesburg, FL500 N 13th Street
Leesburg, FL- 3 Beds
- 2 Baths
- 1,170 Home (sqft)
- 2 Baths
- 9,148 Lot (sqft)
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$34,900
Brewster Road, North Port, FLBrewster Road
North Port, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 14,375 Lot (sqft)
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$699,900
729 Strihal Loop, Oakland, FL729 Strihal Loop
Oakland, FL- 4 Beds
- 4 Baths
- 3,583 Home (sqft)
- 4 Baths
- 10,455 Lot (sqft)
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$549,000
4787 Klosterman Oaks Boulevard, Palm Harbor, FL4787 Klosterman Oaks Boulevard
Palm Harbor, FL- 4 Beds
- 2 Baths
- 1,756 Home (sqft)
- 2 Baths
- 7,406 Lot (sqft)
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$1,500,000
1208 N Fort Harrison Avenue, Clearwater, FL1208 N Fort Harrison Avenue
Clearwater, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 37,462 Lot (sqft)
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$430,000
643 Highgate Park Boulevard, Davenport, FL643 Highgate Park Boulevard
Davenport, FL- 4 Beds
- 3 Baths
- 1,708 Home (sqft)
- 3 Baths
- 6,099 Lot (sqft)
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$531,990
1843 Cobb Trail, Parrish, FL1843 Cobb Trail
Parrish, FL- 4 Beds
- 3 Baths
- 3,313 Home (sqft)
- 3 Baths
- 6,099 Lot (sqft)
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$1,799,900
15517 Gulf Boulevard, Redington Beach, FL15517 Gulf Boulevard
Redington Beach, FL- 3 Beds
- 2 Baths
- 1,969 Home (sqft)
- 2 Baths
- 5,228 Lot (sqft)
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$145,000
10200 Gandy Boulevard #714, St Petersburg, FL10200 Gandy Boulevard #714
St Petersburg, FL- 1 Bed
- 1 Bath
- 642 Home (sqft)
- 1 Bath
- 32.00 Lot (ac)
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$238,000
5336 SW 109th Place Road, Ocala, FL5336 SW 109th Place Road
Ocala, FL- 3 Beds
- 2 Baths
- 1,855 Home (sqft)
- 2 Baths
- 23,523 Lot (sqft)
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$339,000
14132 Sweetshrub Court, Brooksville, FL14132 Sweetshrub Court
Brooksville, FL- 4 Beds
- 3 Baths
- 2,349 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
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$2,225,000
760 Beach View Drive, Boca Grande, FL760 Beach View Drive
Boca Grande, FL- 3 Beds
- 3 Baths
- 2,094 Home (sqft)
- 3 Baths
- 3,921 Lot (sqft)
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$599,000
6823 Greenbrier Drive, Seminole, FL6823 Greenbrier Drive
Seminole, FL- 3 Beds
- 2 Baths
- 2,306 Home (sqft)
- 2 Baths
- 10,455 Lot (sqft)
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$225,000
4368 Flamingo Boulevard, Port Charlotte, FL4368 Flamingo Boulevard
Port Charlotte, FL- 3 Beds
- 2 Baths
- 1,485 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
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$135,000
10315 Cortez Road #60-4, Bradenton, FL10315 Cortez Road #60-4
Bradenton, FL- 1 Bed
- 1 Bath
- 432 Home (sqft)
- 1 Bath
- 872 Lot (sqft)
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$110,000
3084 Sunstate #4416, New Port Richey, FL3084 Sunstate #4416
New Port Richey, FL- 2 Beds
- 1 Bath
- 975 Home (sqft)
- 1 Bath
- 872 Lot (sqft)
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$16,500
3262 Plover Avenue, Lake Placid, FL3262 Plover Avenue
Lake Placid, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 20,038 Lot (sqft)
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$269,000
8932 Manor Loop #105, Lakewood Ranch, FL8932 Manor Loop #105
Lakewood Ranch, FL- 2 Beds
- 2 Baths
- 996 Home (sqft)
- 2 Baths
- 78.25 Lot (ac)
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$387,990
3856 Rising Trail, Davenport, FL3856 Rising Trail
Davenport, FL- 4 Beds
- 3 Baths
- 2,434 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
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$224,000
713 Crestwood Drive, Winter Haven, FL713 Crestwood Drive
Winter Haven, FL- 3 Beds
- 2 Baths
- 1,148 Home (sqft)
- 2 Baths
- 7,406 Lot (sqft)
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