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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(all data current as of 11/7/2025)

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Time on market, newest first Time on market, oldest first Price, highest first Price, lowest first Price drop %, largest first Improved size, largest first Lot size, largest first

31 - 60 of 500+ | Previous Page 2 of 17 Next

1. 

   $1,250,000

   

   

   50

    

    

   7815 Boca Ciega Drive, St Pete Beach, FL

   7815 Boca Ciega Drive
   St Pete Beach, FL

   • 6 Beds
   • 4 Baths
   • 2,032 Home (sqft)
   • 4 Baths
   • 6,099 Lot (sqft)
2. 

   $450,000

   

   

   12

    

   4600 Pine Lake Drive, Saint Cloud, FL

   4600 Pine Lake Drive
   Saint Cloud, FL

   • 4 Beds
   • 3 Baths
   • 3,082 Home (sqft)
   • 3 Baths
   • 13,068 Lot (sqft)
3. 

   $17,000

   

   

   3

    

   1139 Venetia Street, Lehigh Acres, FL

   1139 Venetia Street
   Lehigh Acres, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 10,019 Lot (sqft)
4. 

   $425,000

   

   

   34

    

   1972 Mast Lane, Sarasota, FL

   1972 Mast Lane
   Sarasota, FL

   • 3 Beds
   • 2 Baths
   • 1,743 Home (sqft)
   • 2 Baths
   • 5,228 Lot (sqft)
5. 

   $188,000

   

   

   26

    

   12300 Park Boulevard #224, Seminole, FL

   12300 Park Boulevard #224
   Seminole, FL

   • 2 Beds
   • 2 Baths
   • 1,190 Home (sqft)
   • 2 Baths
   • 0 Lot (sqft)
6. 

   $1,798,000

   

   

   6

    

   11440 SW Archer Road, Gainesville, FL

   11440 SW Archer Road
   Gainesville, FL

   • 3 Beds
   • 3 Baths
   • 1,897 Home (sqft)
   • 3 Baths
   • 20.70 Lot (ac)
7. 

   $739,000

   

   

   45

    

   323 N 10th Street, Flagler Beach, FL

   323 N 10th Street
   Flagler Beach, FL

   • 3 Beds
   • 2 Baths
   • 1,462 Home (sqft)
   • 2 Baths
   • 7,406 Lot (sqft)
8. 

   $35,000

   

   

   4

    

   7751 Pier Road, Port Richey, FL

   7751 Pier Road
   Port Richey, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 8,712 Lot (sqft)
9. 

   $400,000

   

   

   9

    

   3044 Sunset Vista Drive, Spring Hill, FL

   3044 Sunset Vista Drive
   Spring Hill, FL

   • 2 Beds
   • 1 Bath
   • 986 Home (sqft)
   • 1 Bath
   • 9,148 Lot (sqft)
10. 

    $6,500

    

    

    2

     

    0 Highway 60 E, Lake Wales, FL

    0 Highway 60 E
    Lake Wales, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 19,167 Lot (sqft)
11. 

    $93,200

    

    

    9

     

    3425 Tricon Lane #12, Holiday, FL

    3425 Tricon Lane #12
    Holiday, FL

    • 2 Beds
    • 1 Bath
    • 870 Home (sqft)
    • 1 Bath
    • 2,178 Lot (sqft)
12. 

    $15,900

    

    

    2

     

    Dragon Street, North Port, FL

    Dragon Street
    North Port, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,019 Lot (sqft)
13. 

    $699,995

    

    

    3

     

    2301 Wendell Lane, Mount Dora, FL

    2301 Wendell Lane
    Mount Dora, FL

    • 3 Beds
    • 2 Baths
    • 2,433 Home (sqft)
    • 2 Baths
    • 5.01 Lot (ac)
14. 

    $95,000

    

    

    22

     

    2331 Belleair Road #501, Clearwater, FL

    2331 Belleair Road #501
    Clearwater, FL

    • 2 Beds
    • 2 Baths
    • 1,118 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
15. 

    $570,000

    

    

    1

     

    8208 Vineland Oaks Boulevard, Orlando, FL

    8208 Vineland Oaks Boulevard
    Orlando, FL

    • 4 Beds
    • 3 Baths
    • 2,416 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
16. 

    $249,998

    

    

    23

     

    2705 Ralph Road, Lakeland, FL

    2705 Ralph Road
    Lakeland, FL

    • 2 Beds
    • 2 Baths
    • 1,250 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
17. 

    $239,000

    

    

    39

     

    2599 Dolly Bay Drive #306, Palm Harbor, FL

    2599 Dolly Bay Drive #306
    Palm Harbor, FL

    • 2 Beds
    • 3 Baths
    • 1,525 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
18. 

    $459,500

    

    

    1

     

    2087 59th Street N, Clearwater, FL

    2087 59th Street N
    Clearwater, FL

    • 2 Beds
    • 2 Baths
    • 1,742 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
19. 

    $749,000

    

    

    48

     

    709 Windwillow Circle, Winter Springs, FL

    709 Windwillow Circle
    Winter Springs, FL

    • 5 Beds
    • 5 Baths
    • 3,407 Home (sqft)
    • 5 Baths
    • 15,246 Lot (sqft)
20. 

    $240,000

    

    

    20

     

    1299 Birchcrest Boulevard, Port Charlotte, FL

    1299 Birchcrest Boulevard
    Port Charlotte, FL

    • 3 Beds
    • 2 Baths
    • 1,176 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
21. 

    $475,000

    

    

    43

     

    26210 Corkwood Court, Land O Lakes, FL

    26210 Corkwood Court
    Land O Lakes, FL

    • 3 Beds
    • 2 Baths
    • 2,214 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
22. 

    $192,500

    

    

    17

     

    12103 Grand Oak Ln, Oxford, FL

    12103 Grand Oak Ln
    Oxford, FL

    • 2 Beds
    • 2 Baths
    • 772 Home (sqft)
    • 2 Baths
    • 3,485 Lot (sqft)
23. 

    $159,000

    

    

    12

     

    6091 Peony Road, Venice, FL

    6091 Peony Road
    Venice, FL

    • 2 Beds
    • 2 Baths
    • 672 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
24. 

    $305,000

    

    

    7

     

     

    4824 Osprey Way, Haines City, FL

    4824 Osprey Way
    Haines City, FL

    • 3 Beds
    • 2 Baths
    • 1,621 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
25. 

    $325,000

    

    

    29

     

    1300 Benton Lake Drive E, Deland, FL

    1300 Benton Lake Drive E
    Deland, FL

    • 3 Beds
    • 2 Baths
    • 1,459 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
26. 

    $586,000

    

    

    56

     

    10620 SW 10th Terrace, Micanopy, FL

    10620 SW 10th Terrace
    Micanopy, FL

    • 3 Beds
    • 2 Baths
    • 2,135 Home (sqft)
    • 2 Baths
    • 1.95 Lot (ac)
27. 

    $419,900

    

    

    13

     

    434 Skyfield Court, Lady Lake, FL

    434 Skyfield Court
    Lady Lake, FL

    • 4 Beds
    • 4 Baths
    • 2,456 Home (sqft)
    • 4 Baths
    • 5,663 Lot (sqft)
28. 

    $23,000

    

    

    4

     

    39 Locust Place, Ocala, FL

    39 Locust Place
    Ocala, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 13,504 Lot (sqft)
29. 

    $245,900

    

    

    39

     

    656 Lake Dexter Circle, Winter Haven, FL

    656 Lake Dexter Circle
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,338 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
30. 

    $15,900

    

    

    6

     

    17517 Elmwood Avenue, Port Charlotte, FL

    17517 Elmwood Avenue
    Port Charlotte, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,019 Lot (sqft)

Previous Page 2 of 17 Next

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 11/7/25 8:56 AM PST.

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