55+ Communities Hillsborough County

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

See all 55+ Community Hillsborough.
(all data current as of 4/28/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

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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

361 - 390 of 500+ | Previous Page 13 of 17 Next

1. 

   $419,900

   

   

   27

    

    

   1835 Harbor Boulevard, Kissimmee, FL

   1835 Harbor Boulevard
   Kissimmee, FL

   • 3 Beds
   • 3 Baths
   • 2,136 Home (sqft)
   • 3 Baths
   • 20,038 Lot (sqft)
2. 

   $192,000

   

   

   25

    

    

   4000 SW 23rd Street #4-104, Gainesville, FL

   4000 SW 23rd Street #4-104
   Gainesville, FL

   • 4 Beds
   • 4 Baths
   • 1,177 Home (sqft)
   • 4 Baths
   • 6.50 Lot (ac)
3. 

   $234,900

   

   

   44

    

    

   173 Juniper Way, Ocala, FL

   173 Juniper Way
   Ocala, FL

   • 3 Beds
   • 2 Baths
   • 1,362 Home (sqft)
   • 2 Baths
   • 11,326 Lot (sqft)
4. 

   $399,900

   

   

   44

    

    

   675 Elbridge Drive, Kissimmee, FL

   675 Elbridge Drive
   Kissimmee, FL

   • 4 Beds
   • 3 Baths
   • 2,488 Home (sqft)
   • 3 Baths
   • 7,841 Lot (sqft)
5. 

   $160,000

   

   

   24

    

    

   7645 Sun Island Drive S #207, South Pasadena, FL

   7645 Sun Island Drive S #207
   South Pasadena, FL

   • 1 Bed
   • 1 Bath
   • 600 Home (sqft)
   • 1 Bath
   • 20,474 Lot (sqft)
6. 

   $250,000

   

   

   17

    

    

   101 S Eola Drive #720, Orlando, FL

   101 S Eola Drive #720
   Orlando, FL

   • 1 Bed
   • 2 Baths
   • 980 Home (sqft)
   • 2 Baths
   • 32,670 Lot (sqft)
7. 

   $399,900

   

   

   42

    

    

   600 Lakewood Avenue, Ocoee, FL

   600 Lakewood Avenue
   Ocoee, FL

   • 3 Beds
   • 2 Baths
   • 2,100 Home (sqft)
   • 2 Baths
   • 4,792 Lot (sqft)
8. 

   $159,900

   

   

   18

    

   3906 Sarah Drive, Wesley Chapel, FL

   3906 Sarah Drive
   Wesley Chapel, FL

   • 2 Beds
   • 2 Baths
   • 936 Home (sqft)
   • 2 Baths
   • 3,921 Lot (sqft)
9. 

   $210,000

   

   

   55

    

   25188 Marion Avenue #F304, Punta Gorda, FL

   25188 Marion Avenue #F304
   Punta Gorda, FL

   • 1 Bed
   • 2 Baths
   • 985 Home (sqft)
   • 2 Baths
   • 1,307 Lot (sqft)
10. 

    $679,000

    

    

    80

     

     

    1401 Wexford Way, Davenport, FL

    1401 Wexford Way
    Davenport, FL

    • 6 Beds
    • 6 Baths
    • 3,909 Home (sqft)
    • 6 Baths
    • 10,890 Lot (sqft)
11. 

    $995,000

    

    

    68

     

     

    36408 E Eldorado Lake Drive, Eustis, FL

    36408 E Eldorado Lake Drive
    Eustis, FL

    • 5 Beds
    • 4 Baths
    • 3,468 Home (sqft)
    • 4 Baths
    • 4.00 Lot (ac)
12. 

    $139,950

    

    

    43

     

     

    10265 Gandy Boulevard N #1406, St Petersburg, FL

    10265 Gandy Boulevard N #1406
    St Petersburg, FL

    • 2 Beds
    • 2 Baths
    • 1,028 Home (sqft)
    • 2 Baths
    • 31.08 Lot (ac)
13. 

    $239,000

    

    

    11

     

     

    Bancroft Boulevard, Orlando, FL

    Bancroft Boulevard
    Orlando, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 2.17 Lot (ac)
14. 

    $469,900

    

    

    22

     

     

    23344 Van Buren Avenue, Punta Gorda, FL

    23344 Van Buren Avenue
    Punta Gorda, FL

    • 3 Beds
    • 2 Baths
    • 2,067 Home (sqft)
    • 2 Baths
    • 20,038 Lot (sqft)
15. 

    $495,000

    

    

    41

     

     

    150 E Robinson Street #3408, Orlando, FL

    150 E Robinson Street #3408
    Orlando, FL

    • 2 Beds
    • 2 Baths
    • 1,133 Home (sqft)
    • 2 Baths
    • 1.31 Lot (ac)
16. 

    $259,000

    

    

    14

     

    5186 Fleming Street, Port Charlotte, FL

    5186 Fleming Street
    Port Charlotte, FL

    • 3 Beds
    • 2 Baths
    • 1,743 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
17. 

    $208,000

    

    

    10

     

    257 NE 8th Street, Williston, FL

    257 NE 8th Street
    Williston, FL

    • 3 Beds
    • 1 Bath
    • 1,040 Home (sqft)
    • 1 Bath
    • 8,712 Lot (sqft)
18. 

    $239,800

    

    

    33

     

     

    11255 SE 40th Avenue, Belleview, FL

    11255 SE 40th Avenue
    Belleview, FL

    • 5 Beds
    • 3 Baths
    • 2,280 Home (sqft)
    • 3 Baths
    • 1.28 Lot (ac)
19. 

    $339,900

    

    

    12

     

     

    577 Compton Court, Deland, FL

    577 Compton Court
    Deland, FL

    • 3 Beds
    • 2 Baths
    • 1,468 Home (sqft)
    • 2 Baths
    • 18,296 Lot (sqft)
20. 

    $275,000

    

    

    47

     

     

    633 Watercrest Drive, Haines City, FL

    633 Watercrest Drive
    Haines City, FL

    • 2 Beds
    • 2 Baths
    • 1,673 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
21. 

    $368,000

    

    

    49

     

     

    9035 37th Street N, Pinellas Park, FL

    9035 37th Street N
    Pinellas Park, FL

    • 2 Beds
    • 2 Baths
    • 1,654 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
22. 

    $329,000

    

    

    41

     

     

    16031 Quinta Drive, Punta Gorda, FL

    16031 Quinta Drive
    Punta Gorda, FL

    • 4 Beds
    • 2 Baths
    • 1,812 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
23. 

    $500,000

    

    

    43

     

     

    2486 Hickman Cir, Clearwater, FL

    2486 Hickman Cir
    Clearwater, FL

    • 3 Beds
    • 2 Baths
    • 2,009 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
24. 

    $259,900

    

    

    44

     

     

    5125 Cypress Creek Drive #2, Orlando, FL

    5125 Cypress Creek Drive #2
    Orlando, FL

    • 2 Beds
    • 2 Baths
    • 1,250 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
25. 

    $279,000

    

    

    42

     

     

    465 Sweetwater Way, Haines City, FL

    465 Sweetwater Way
    Haines City, FL

    • 2 Beds
    • 2 Baths
    • 1,722 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
26. 

    $435,000

    

    

    49

     

     

    5264 Albion Road, Venice, FL

    5264 Albion Road
    Venice, FL

    • 3 Beds
    • 2 Baths
    • 1,280 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
27. 

    $475,000

    

    

    26

     

    11938 Bahia Valley Drive, Riverview, FL

    11938 Bahia Valley Drive
    Riverview, FL

    • 4 Beds
    • 3 Baths
    • 2,437 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
28. 

    $1,895,000

    

    

    42

     

     

    2680 Keystone Springs Road, Tarpon Springs, FL

    2680 Keystone Springs Road
    Tarpon Springs, FL

    • 4 Beds
    • 4 Baths
    • 3,874 Home (sqft)
    • 4 Baths
    • 5.51 Lot (ac)
29. 

    $899,900

    

    

    82

     

    746 Mississippi Avenue, Lakeland, FL

    746 Mississippi Avenue
    Lakeland, FL

    • 7 Beds
    • 5 Baths
    • 3,887 Home (sqft)
    • 5 Baths
    • 16,989 Lot (sqft)
30. 

    $274,900

    

    

    17

     

     

    232 W Lafayette Street, Winter Garden, FL

    232 W Lafayette Street
    Winter Garden, FL

    • 1 Bed
    • 1 Bath
    • 880 Home (sqft)
    • 1 Bath
    • 4,356 Lot (sqft)

Previous Page 13 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 4/28/25 12:56 PM PDT.

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