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 2/3/2026)

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. 

   $1,600,000

   

   

   4

    

   107 Louella Lane, Nokomis, FL

   107 Louella Lane
   Nokomis, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 29,186 Lot (sqft)
2. 

   $245,000

   

   

   53

    

   3142 Merita Drive, Holiday, FL

   3142 Merita Drive
   Holiday, FL

   • 3 Beds
   • 1 Bath
   • 1,356 Home (sqft)
   • 1 Bath
   • 5,228 Lot (sqft)
3. 

   $357,900

   

   

   46

    

   1920 Tindaro Drive, Apopka, FL

   1920 Tindaro Drive
   Apopka, FL

   • 3 Beds
   • 3 Baths
   • 1,384 Home (sqft)
   • 3 Baths
   • 5,228 Lot (sqft)
4. 

   $299,999

   

   

   16

    

   8829 Bay Pointe Drive #205, Tampa, FL

   8829 Bay Pointe Drive #205
   Tampa, FL

   • 2 Beds
   • 2 Baths
   • 1,100 Home (sqft)
   • 2 Baths
   • 0 Lot (sqft)
5. 

   $600,000

   

   

   40

    

   2301 Ridgeside Road, Apopka, FL

   2301 Ridgeside Road
   Apopka, FL

   • 4 Beds
   • 3 Baths
   • 2,506 Home (sqft)
   • 3 Baths
   • 15,246 Lot (sqft)
6. 

   $98,000

   

   

   37

    

   2901 26th Street W #505, Bradenton, FL

   2901 26th Street W #505
   Bradenton, FL

   • 2 Beds
   • 2 Baths
   • 940 Home (sqft)
   • 2 Baths
   • 0 Lot (sqft)
7. 

   $245,000

   

   

   25

    

   1117 Roan Court, Kissimmee, FL

   1117 Roan Court
   Kissimmee, FL

   • 3 Beds
   • 2 Baths
   • 1,263 Home (sqft)
   • 2 Baths
   • 7,841 Lot (sqft)
8. 

   $850,000

   

   

   43

    

   3712 5th Avenue NE, Bradenton, FL

   3712 5th Avenue NE
   Bradenton, FL

   • 3 Beds
   • 2 Baths
   • 1,957 Home (sqft)
   • 2 Baths
   • 7,406 Lot (sqft)
9. 

   $215,000

   

   

   1

    

   8711 SW 92nd Place #D, Ocala, FL

   8711 SW 92nd Place #D
   Ocala, FL

   • 2 Beds
   • 2 Baths
   • 1,687 Home (sqft)
   • 2 Baths
   • 2,178 Lot (sqft)
10. 

    $315,000

    

    

    34

     

    3904 S Clark Avenue, Tampa, FL

    3904 S Clark Avenue
    Tampa, FL

    • 2 Beds
    • 1 Bath
    • 825 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
11. 

    $679,999

    

    

    34

     

    3444 Packard Avenue, Saint Cloud, FL

    3444 Packard Avenue
    Saint Cloud, FL

    • 4 Beds
    • 3 Baths
    • 2,150 Home (sqft)
    • 3 Baths
    • 2.64 Lot (ac)
12. 

    $348,000

    

    

    16

     

    643 Grove Street, Winter Haven, FL

    643 Grove Street
    Winter Haven, FL

    • 4 Beds
    • 2 Baths
    • 1,853 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
13. 

    $385,000

    

    

    27

     

    10001 N Annette Avenue, Tampa, FL

    10001 N Annette Avenue
    Tampa, FL

    • 4 Beds
    • 2 Baths
    • 1,296 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
14. 

    $185,000

    

    

    17

     

    5318 Anhinga Trail, New Port Richey, FL

    5318 Anhinga Trail
    New Port Richey, FL

    • 2 Beds
    • 2 Baths
    • 1,176 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
15. 

    $450,000

    

    

    37

     

    3258 Sylewood Avenue, The Villages, FL

    3258 Sylewood Avenue
    The Villages, FL

    • 3 Beds
    • 2 Baths
    • 1,956 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
16. 

    $237,700

    

    

    30

     

    2624 Lodi Circle #12-105, Kissimmee, FL

    2624 Lodi Circle #12-105
    Kissimmee, FL

    • 3 Beds
    • 2 Baths
    • 1,286 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
17. 

    $44,900

    

    

    27

     

     

    2753 Deming Lane, Marianna, FL

    2753 Deming Lane
    Marianna, FL

    • 3 Beds
    • 2 Baths
    • 1,344 Home (sqft)
    • 2 Baths
    • 30,057 Lot (sqft)
18. 

    $275,000

    

    

    35

     

     

    5188 Marsh Field Lane #93, Sarasota, FL

    5188 Marsh Field Lane #93
    Sarasota, FL

    • 2 Beds
    • 2 Baths
    • 1,323 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
19. 

    $195,000

    

    

    19

     

     

    200 Saint Andrews Boulevard #2302, Winter Park, FL

    200 Saint Andrews Boulevard #2302
    Winter Park, FL

    • 2 Beds
    • 2 Baths
    • 987 Home (sqft)
    • 2 Baths
    • 19.03 Lot (ac)
20. 

    $384,000

    

    

    30

     

     

    3172 Dutton Street, Port Charlotte, FL

    3172 Dutton Street
    Port Charlotte, FL

    • 3 Beds
    • 2 Baths
    • 1,622 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
21. 

    $289,000

    

    

    26

     

     

    12345 SE 99th Avenue, Belleview, FL

    12345 SE 99th Avenue
    Belleview, FL

    • 3 Beds
    • 2 Baths
    • 1,263 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
22. 

    $299,900

    

    

    34

     

     

    355 Estates Court, Haines City, FL

    355 Estates Court
    Haines City, FL

    • 4 Beds
    • 2 Baths
    • 1,955 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
23. 

    $789,000

    

    

    42

     

     

    253 Promenade Circle, Lake Mary, FL

    253 Promenade Circle
    Lake Mary, FL

    • 4 Beds
    • 3 Baths
    • 2,884 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
24. 

    $265,000

    

    

    29

     

    1554 Glen Court #A, Dunedin, FL

    1554 Glen Court #A
    Dunedin, FL

    • 2 Beds
    • 2 Baths
    • 1,075 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
25. 

    $549,900

    

    

    34

     

    134 Dartmouth Drive NW, Port Charlotte, FL

    134 Dartmouth Drive NW
    Port Charlotte, FL

    • 3 Beds
    • 3 Baths
    • 1,806 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
26. 

    $499,990

    

    

    58

     

    2967 Penelope Loop, Kissimmee, FL

    2967 Penelope Loop
    Kissimmee, FL

    • 4 Beds
    • 3 Baths
    • 1,914 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
27. 

    $419,000

    

    

    1

     

    137 Milestone Drive, Haines City, FL

    137 Milestone Drive
    Haines City, FL

    • 5 Beds
    • 4 Baths
    • 2,980 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
28. 

    $259,900

    

    

    35

     

     

    7424 Vista Way #104, Bradenton, FL

    7424 Vista Way #104
    Bradenton, FL

    • 2 Beds
    • 2 Baths
    • 1,048 Home (sqft)
    • 2 Baths
    • 78.25 Lot (ac)
29. 

    $299,000

    

    

    17

     

     

    520 Fairhope Drive, Apollo Beach, FL

    520 Fairhope Drive
    Apollo Beach, FL

    • 4 Beds
    • 2 Baths
    • 1,265 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
30. 

    $550,000

    

    

    94

     

     

    5505 16th Avenue S, Gulfport, FL

    5505 16th Avenue S
    Gulfport, FL

    • 3 Beds
    • 3 Baths
    • 1,816 Home (sqft)
    • 3 Baths
    • 5,663 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 2/3/26 3:33 AM PST.

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