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
Want to stay up to date with the real estate market?
Take a look at our video library where we cover a wide range of topics. And if there is something specific you would like to know more about please just click here and leave us a message and we will make that video specifically for you.
Buyer Videos
We have put together a few videos that we felt would be informative for our buyers. Trying to navigate the ...
Seller Videos
We have put together a few videos that we felt would be informative for our sellers. There are a lot ...
All Active Adult Communities in Hillsborough County
- List View
- Map View
- Grid View
-
$194,900-
Lot Size1,743 sqft
-
Home Size1,125 sqft
-
Beds2 Beds
-
Baths2 Baths
-
Year Built1996
-
Days on Market1
-
See all 55+ Community Hillsborough.
(all data current as of
7/1/2026)
Listing information deemed reliable but not guaranteed. Read full disclaimer.
- List View
- Grid View
Sorted by
-
$369,900
304 Wyndham Way, Casselberry, FL304 Wyndham Way
Casselberry, FL- 3 Beds
- 2 Baths
- 1,623 Home (sqft)
- 2 Baths
- 9,148 Lot (sqft)
-
$265,990
3415 Rover Road, Eagle Lake, FL3415 Rover Road
Eagle Lake, FL- 4 Beds
- 2 Baths
- 1,985 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
-
$399,000
2265 Long View Circle, Brooksville, FL2265 Long View Circle
Brooksville, FL- 3 Beds
- 3 Baths
- 2,145 Home (sqft)
- 3 Baths
- 11,762 Lot (sqft)
-
$11,500
314 Camellia Drive, Indian Lake Estates, FL314 Camellia Drive
Indian Lake Estates, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 21,780 Lot (sqft)
-
$351,990
35577 Brick Church Loop, Dade City, FL35577 Brick Church Loop
Dade City, FL- 4 Beds
- 3 Baths
- 2,305 Home (sqft)
- 3 Baths
- 6,534 Lot (sqft)
-
$270,990
2816 Pioneer Trail, Eagle Lake, FL2816 Pioneer Trail
Eagle Lake, FL- 4 Beds
- 2 Baths
- 1,985 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
-
$12,000
3148 Highlands Road, Punta Gorda, FL3148 Highlands Road
Punta Gorda, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,019 Lot (sqft)
-
$20,000
1131210313 Festive Street, North Port, FL1131210313 Festive Street
North Port, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,890 Lot (sqft)
-
$82,500
500 Newell Hill Road #108D, Leesburg, FL500 Newell Hill Road #108D
Leesburg, FL- 3 Beds
- 2 Baths
- 1,413 Home (sqft)
- 2 Baths
- 1,743 Lot (sqft)
-
$869,000
8740 Ingleton Court, Orlando, FL8740 Ingleton Court
Orlando, FL- 5 Beds
- 4 Baths
- 4,060 Home (sqft)
- 4 Baths
- 19,602 Lot (sqft)
-
$399,900
429 Orista Drive, Davenport, FL429 Orista Drive
Davenport, FL- 4 Beds
- 4 Baths
- 1,923 Home (sqft)
- 4 Baths
- 5,663 Lot (sqft)
-
$535,990
10017 Powell Avenue, Parrish, FL10017 Powell Avenue
Parrish, FL- 3 Beds
- 3 Baths
- 2,014 Home (sqft)
- 3 Baths
- 7,406 Lot (sqft)
-
$230,000
27223 Roper Road, Brooksville, FL27223 Roper Road
Brooksville, FL- 3 Beds
- 2 Baths
- 1,200 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
-
$420,000
1818 Groveline Road, Saint Cloud, FL1818 Groveline Road
Saint Cloud, FL- 4 Beds
- 3 Baths
- 1,992 Home (sqft)
- 3 Baths
- 4,792 Lot (sqft)
-
$345,000
5280 Fiddle Fig Avenue, Wimauma, FL5280 Fiddle Fig Avenue
Wimauma, FL- 4 Beds
- 3 Baths
- 2,435 Home (sqft)
- 3 Baths
- 6,534 Lot (sqft)
-
$325,000
308 Bella Rosa Circle, Sanford, FL308 Bella Rosa Circle
Sanford, FL- 3 Beds
- 2 Baths
- 1,340 Home (sqft)
- 2 Baths
- 6,534 Lot (sqft)
-
$18,500
19143 Roosevelt Avenue, Port Charlotte, FL19143 Roosevelt Avenue
Port Charlotte, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,019 Lot (sqft)
-
$430,000
6706 22nd Avenue W, Bradenton, FL6706 22nd Avenue W
Bradenton, FL- 3 Beds
- 2 Baths
- 1,646 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
-
$179,900
2469 Nantucket Harbor Loop #123, Sun City Center, FL2469 Nantucket Harbor Loop #123
Sun City Center, FL- 2 Beds
- 2 Baths
- 1,357 Home (sqft)
- 2 Baths
- 2,178 Lot (sqft)
-
$1,990,900
1405 S Glencoe Road, New Smyrna Beach, FL1405 S Glencoe Road
New Smyrna Beach, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 11.69 Lot (ac)
-
$359,900
202 Bay Meadow Drive, Kissimmee, FL202 Bay Meadow Drive
Kissimmee, FL- 3 Beds
- 2 Baths
- 1,237 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
-
$372,990
2242 Jennio Drive, Haines City, FL2242 Jennio Drive
Haines City, FL- 4 Beds
- 3 Baths
- 2,366 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
-
$311,990
3102 Kurtz Terrace, Davenport, FL3102 Kurtz Terrace
Davenport, FL- 3 Beds
- 3 Baths
- 1,835 Home (sqft)
- 3 Baths
- 1,743 Lot (sqft)
-
$615,000
8617 E 51st Terrace, Bradenton, FL8617 E 51st Terrace
Bradenton, FL- 3 Beds
- 2 Baths
- 2,255 Home (sqft)
- 2 Baths
- 7,841 Lot (sqft)
-
$334,999
4621 Glencrest Loop, Saint Cloud, FL4621 Glencrest Loop
Saint Cloud, FL- 3 Beds
- 2 Baths
- 1,552 Home (sqft)
- 2 Baths
- 6,534 Lot (sqft)
-
$590,000
4954 E Hinson Avenue, Haines City, FL4954 E Hinson Avenue
Haines City, FL- 6 Beds
- 6 Baths
- 2,545 Home (sqft)
- 6 Baths
- 3.93 Lot (ac)
-
$165,000
12524 County Road 561a, Clermont, FL12524 County Road 561a
Clermont, FL- 2 Beds
- 1 Bath
- 1,920 Home (sqft)
- 1 Bath
- 21,780 Lot (sqft)
-
$65,156
212 St Joe Plaza Drive, Palm Coast, FL212 St Joe Plaza Drive
Palm Coast, FL- 0 Beds
- 0 Baths
- 2,800 Home (sqft)
- 0 Baths
- 9.87 Lot (ac)
-
$259,900
473 Lake Road, Ocala, FL473 Lake Road
Ocala, FL- 3 Beds
- 2 Baths
- 1,334 Home (sqft)
- 2 Baths
- 15,682 Lot (sqft)
-
$599,900
330 Hartford Avenue, Daytona Beach, FL330 Hartford Avenue
Daytona Beach, FL- 3 Beds
- 3 Baths
- 1,947 Home (sqft)
- 3 Baths
- 15,682 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 7/1/26 4:38 AM PDT.
This IDX Website is powered by Diverse Solutions 2026. Privacy | Terms & Conditions