Discover your own resort-at-home lifestyle in Hillsborough County. We have compiled all of the 55+ active adult communities in Hillsborough County in one place for you.
Here you will find all new construction as well as resale homes in Hillsborough 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 Hillsborough County
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All Active Adult Communities in Hillsborough County
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See all 55+ Community Hillsborough.
(all data current as of
10/24/2026)
Listing information deemed reliable but not guaranteed. Read full disclaimer.
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$349,900
8036 S Meadowview Cir, Tampa, FL8036 S Meadowview Cir
Tampa, FL- 2 Beds
- 2 Baths
- 1,224 Home (sqft)
- 2 Baths
- 25,265 Lot (sqft)
-
$13,900
421 Amorous Avenue, Lake Placid, FL421 Amorous Avenue
Lake Placid, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,019 Lot (sqft)
-
$2,300,000
14656 Pylon Court, Winter Garden, FL14656 Pylon Court
Winter Garden, FL- 7 Beds
- 7 Baths
- 4,634 Home (sqft)
- 7 Baths
- 18,731 Lot (sqft)
-
$349,900
1916 Harding Street, Clearwater, FL1916 Harding Street
Clearwater, FL- 3 Beds
- 2 Baths
- 1,054 Home (sqft)
- 2 Baths
- 8,277 Lot (sqft)
-
$1,349,000
914 W Woodlawn Avenue, Tampa, FL914 W Woodlawn Avenue
Tampa, FL- 4 Beds
- 5 Baths
- 3,287 Home (sqft)
- 5 Baths
- 7,841 Lot (sqft)
-
$321,990
1893 Grandiose Drive, Lake Hamilton, FL1893 Grandiose Drive
Lake Hamilton, FL- 4 Beds
- 2 Baths
- 1,828 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
-
$285,000
273 Mariposa Street, Winter Haven, FL273 Mariposa Street
Winter Haven, FL- 3 Beds
- 2 Baths
- 1,957 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
-
$520,000
884 N Lake Sterling Court, Casselberry, FL884 N Lake Sterling Court
Casselberry, FL- 4 Beds
- 3 Baths
- 2,210 Home (sqft)
- 3 Baths
- 7,841 Lot (sqft)
-
$759,900
1215 E Curtis Street, Tampa, FL1215 E Curtis Street
Tampa, FL- 5 Beds
- 4 Baths
- 2,048 Home (sqft)
- 4 Baths
- 10,455 Lot (sqft)
-
$999,000
3055 Oak Creek Drive N, Clearwater, FL3055 Oak Creek Drive N
Clearwater, FL- 4 Beds
- 4 Baths
- 5,425 Home (sqft)
- 4 Baths
- 43,560 Lot (sqft)
-
$449,000
9919 Cypress Knee Circle, Orlando, FL9919 Cypress Knee Circle
Orlando, FL- 4 Beds
- 3 Baths
- 2,149 Home (sqft)
- 3 Baths
- 6,970 Lot (sqft)
-
$774,987
100 Emerald Lake Drive, Palm Coast, FL100 Emerald Lake Drive
Palm Coast, FL- 3 Beds
- 4 Baths
- 2,819 Home (sqft)
- 4 Baths
- 12,197 Lot (sqft)
-
$13,900
244 Dargen Drive, Lake Placid, FL244 Dargen Drive
Lake Placid, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,019 Lot (sqft)
-
$3,389,990
1232 Cumberland Trail Drive, Lake Hamilton, FL1232 Cumberland Trail Drive
Lake Hamilton, FL- 4 Beds
- 3 Baths
- 1,866 Home (sqft)
- 3 Baths
- 4,792 Lot (sqft)
-
$78,000
2295 S Hiawassee Road #411, Orlando, FL2295 S Hiawassee Road #411
Orlando, FL- 0 Beds
- 0 Baths
- 2,180 Home (sqft)
- 0 Baths
- 24,394 Lot (sqft)
-
$999,999
4735 Cassio Court, Bradenton, FL4735 Cassio Court
Bradenton, FL- 4 Beds
- 3 Baths
- 2,536 Home (sqft)
- 3 Baths
- 8,277 Lot (sqft)
-
$369,000
8175 Winding Oak Lane, Spring Hill, FL8175 Winding Oak Lane
Spring Hill, FL- 3 Beds
- 2 Baths
- 1,917 Home (sqft)
- 2 Baths
- 10,455 Lot (sqft)
-
$214,900
77 Caballo Way, Bradenton, FL77 Caballo Way
Bradenton, FL- 2 Beds
- 2 Baths
- 1,076 Home (sqft)
- 2 Baths
- 4,356 Lot (sqft)
-
$399,000
432 Edgewood Road, Venice, FL432 Edgewood Road
Venice, FL- 3 Beds
- 2 Baths
- 1,827 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
-
$725,000
2771 Arbor Dune Avenue, Apopka, FL2771 Arbor Dune Avenue
Apopka, FL- 4 Beds
- 3 Baths
- 3,123 Home (sqft)
- 3 Baths
- 9,584 Lot (sqft)
-
$720,990
5535 Positano Way, Kissimmee, FL5535 Positano Way
Kissimmee, FL- 4 Beds
- 5 Baths
- 2,562 Home (sqft)
- 5 Baths
- 3,050 Lot (sqft)
-
$169,900
2131 Lakeview Drive #500, Sebring, FL2131 Lakeview Drive #500
Sebring, FL- 2 Beds
- 2 Baths
- 1,116 Home (sqft)
- 2 Baths
- 1,307 Lot (sqft)
-
$360,000
301 Alegriano Court, Kissimmee, FL301 Alegriano Court
Kissimmee, FL- 5 Beds
- 3 Baths
- 2,144 Home (sqft)
- 3 Baths
- 10,890 Lot (sqft)
-
$350,000
441 Sandbar Lane, Haines City, FL441 Sandbar Lane
Haines City, FL- 4 Beds
- 3 Baths
- 2,052 Home (sqft)
- 3 Baths
- 4,792 Lot (sqft)
-
$715,000
12000 Gulf Boulevard #403S, Treasure Island, FL12000 Gulf Boulevard #403S
Treasure Island, FL- 2 Beds
- 2 Baths
- 870 Home (sqft)
- 2 Baths
- 4.11 Lot (ac)
-
$175,000
12261 Sailwinds Drive #204, Largo, FL12261 Sailwinds Drive #204
Largo, FL- 3 Beds
- 2 Baths
- 1,138 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$327,900
46 Russell Dr, Palm Coast, FL46 Russell Dr
Palm Coast, FL- 3 Beds
- 2 Baths
- 1,368 Home (sqft)
- 2 Baths
- 14,375 Lot (sqft)
-
$469,500
17920 Gulf Boulevard #302, Redington Shores, FL17920 Gulf Boulevard #302
Redington Shores, FL- 1 Bed
- 2 Baths
- 1,060 Home (sqft)
- 2 Baths
- 2.00 Lot (ac)
-
$435,000
2620 Long Pine Avenue, Apopka, FL2620 Long Pine Avenue
Apopka, FL- 3 Beds
- 3 Baths
- 1,907 Home (sqft)
- 3 Baths
- 3,921 Lot (sqft)
-
$450,000
4115 23rd Ave W, Bradenton, FL4115 23rd Ave W
Bradenton, FL- 3 Beds
- 2 Baths
- 1,671 Home (sqft)
- 2 Baths
- 9,148 Lot (sqft)
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 10/24/26 2:52 PM PDT.
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