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 8/27/2025)

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

1 - 30 of 500+ | Previous Page 1 of 17 Next

1. 

   $119,000

   

   

    

   141 Azalea Trail, Leesburg, FL

   141 Azalea Trail
   Leesburg, FL

   • 2 Beds
   • 2 Baths
   • 1,056 Home (sqft)
   • 2 Baths
   • 5,228 Lot (sqft)
2. 

   $397,599

   

   

    

   5919 Phoebenest Drive, Lithia, FL

   5919 Phoebenest Drive
   Lithia, FL

   • 3 Beds
   • 2 Baths
   • 1,828 Home (sqft)
   • 2 Baths
   • 5,228 Lot (sqft)
3. 

   $398,000

   

   

    

    

   756 Star Magnolia Drive, Kissimmee, FL

   756 Star Magnolia Drive
   Kissimmee, FL

   • 3 Beds
   • 2 Baths
   • 1,535 Home (sqft)
   • 2 Baths
   • 4,792 Lot (sqft)
4. 

   $55,000

   

   

    

   SW Azalea, Dunnellon, FL

   SW Azalea
   Dunnellon, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 43,560 Lot (sqft)
5. 

   $200,000

   

   

    

    

   3808 N Oak Drive #U31, Tampa, FL

   3808 N Oak Drive #U31
   Tampa, FL

   • 2 Beds
   • 1 Bath
   • 781 Home (sqft)
   • 1 Bath
   • 872 Lot (sqft)
6. 

   $350,000

   

   

    

   5737 Sands Point Drive, Lakeland, FL

   5737 Sands Point Drive
   Lakeland, FL

   • 3 Beds
   • 2 Baths
   • 1,592 Home (sqft)
   • 2 Baths
   • 12,633 Lot (sqft)
7. 

   $426,420

   

   

    

   33672 Seattle Slew Drive, Sorrento, FL

   33672 Seattle Slew Drive
   Sorrento, FL

   • 5 Beds
   • 3 Baths
   • 2,601 Home (sqft)
   • 3 Baths
   • 6,970 Lot (sqft)
8. 

   $119,000

   

   

    

   3483 Desoto Drive, Punta Gorda, FL

   3483 Desoto Drive
   Punta Gorda, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 14,811 Lot (sqft)
9. 

   $2,299,000

   

   

    

    

   600 Garrison Cove Lane #2B, Tampa, FL

   600 Garrison Cove Lane #2B
   Tampa, FL

   • 3 Beds
   • 3 Baths
   • 2,745 Home (sqft)
   • 3 Baths
   • 0 Lot (sqft)
10. 

    $400,000

    

    

     

    102 Somerset Oaks Court, Sanford, FL

    102 Somerset Oaks Court
    Sanford, FL

    • 4 Beds
    • 2 Baths
    • 1,934 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
11. 

    $400,000

    

    

     

     

    2607 Casso Court, The Villages, FL

    2607 Casso Court
    The Villages, FL

    • 3 Beds
    • 2 Baths
    • 2,126 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
12. 

    $24,999

    

    

     

    240 Nashville Avenue S, Lehigh Acres, FL

    240 Nashville Avenue S
    Lehigh Acres, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 11,326 Lot (sqft)
13. 

    $330,785

    

    

     

    598 Belle Heart Lane, Debary, FL

    598 Belle Heart Lane
    Debary, FL

    • 3 Beds
    • 3 Baths
    • 1,687 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
14. 

    $724,000

    

    

     

     

    312 Partridge Lane, Longwood, FL

    312 Partridge Lane
    Longwood, FL

    • 5 Beds
    • 3 Baths
    • 2,584 Home (sqft)
    • 3 Baths
    • 13,504 Lot (sqft)
15. 

    $299,000

    

    

     

    13594 SW 40th Circle, Ocala, FL

    13594 SW 40th Circle
    Ocala, FL

    • 4 Beds
    • 2 Baths
    • 1,833 Home (sqft)
    • 2 Baths
    • 13,504 Lot (sqft)
16. 

    $199,900

    

    

     

    473 Hobbs Drive, Venice, FL

    473 Hobbs Drive
    Venice, FL

    • 3 Beds
    • 2 Baths
    • 1,728 Home (sqft)
    • 2 Baths
    • 1.03 Lot (ac)
17. 

    $660,000

    

    

     

    553 Hang Loose Way, Daytona Beach, FL

    553 Hang Loose Way
    Daytona Beach, FL

    • 3 Beds
    • 3 Baths
    • 2,161 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
18. 

    $29,900

    

    

     

    715 El Dorado Boulevard N, Cape Coral, FL

    715 El Dorado Boulevard N
    Cape Coral, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,019 Lot (sqft)
19. 

    $89,900

    

    

     

    25 Linda Mar (pool Home) Drive, St. Augustine, FL

    25 Linda Mar (pool Home) Drive
    St. Augustine, FL

    • 3 Beds
    • 3 Baths
    • 1,822 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
20. 

    $330,000

    

    

     

    4743 Lake Charles Drive N, Kenneth City, FL

    4743 Lake Charles Drive N
    Kenneth City, FL

    • 2 Beds
    • 1 Bath
    • 1,062 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
21. 

    $487,615

    

    

     

    2549 Broadwing St, Kissimmee, FL

    2549 Broadwing St
    Kissimmee, FL

    • 4 Beds
    • 2 Baths
    • 1,903 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
22. 

    $229,000

    

    

     

    1042 Saxon Lane, Holiday, FL

    1042 Saxon Lane
    Holiday, FL

    • 2 Beds
    • 1 Bath
    • 990 Home (sqft)
    • 1 Bath
    • 5,228 Lot (sqft)
23. 

    $359,000

    

    

     

    326 Canal Drive, Lake Wales, FL

    326 Canal Drive
    Lake Wales, FL

    • 3 Beds
    • 2 Baths
    • 1,278 Home (sqft)
    • 2 Baths
    • 13,940 Lot (sqft)
24. 

    $425,000

    

    

     

    2902 Caroline Victoria Court, Kissimmee, FL

    2902 Caroline Victoria Court
    Kissimmee, FL

    • 4 Beds
    • 2 Baths
    • 1,676 Home (sqft)
    • 2 Baths
    • 11,762 Lot (sqft)
25. 

    $619,900

    

    

     

    2379 Azalea Drive, Palm Harbor, FL

    2379 Azalea Drive
    Palm Harbor, FL

    • 3 Beds
    • 2 Baths
    • 2,035 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
26. 

    $329,950

    

    

     

     

    5752 Lesabre Drive, Kissimmee, FL

    5752 Lesabre Drive
    Kissimmee, FL

    • 2 Beds
    • 3 Baths
    • 1,350 Home (sqft)
    • 3 Baths
    • 1,307 Lot (sqft)
27. 

    $25,000

    

    

     

    9116 N Danube Loop, Citrus Springs, FL

    9116 N Danube Loop
    Citrus Springs, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 14,375 Lot (sqft)
28. 

    $649,900

    

    

     

     

    24439 Riverfront Drive, Punta Gorda, FL

    24439 Riverfront Drive
    Punta Gorda, FL

    • 5 Beds
    • 5 Baths
    • 4,067 Home (sqft)
    • 5 Baths
    • 8,277 Lot (sqft)
29. 

    $295,000

    

    

     

    5949 1st Avenue, New Port Richey, FL

    5949 1st Avenue
    New Port Richey, FL

    • 3 Beds
    • 2 Baths
    • 1,088 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
30. 

    $479,900

    

    

     

    7883 Somersworth Drive, Kissimmee, FL

    7883 Somersworth Drive
    Kissimmee, FL

    • 4 Beds
    • 3 Baths
    • 2,051 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)

Previous Page 1 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 8/27/25 2:48 PM PDT.

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