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 6/10/2025)

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. 

   $825,000

   

   

    

   734 Maryland Avenue, Winter Park, FL

   734 Maryland Avenue
   Winter Park, FL

   • 2 Beds
   • 2 Baths
   • 1,250 Home (sqft)
   • 2 Baths
   • 6,534 Lot (sqft)
2. 

   $279,000

   

   

   26

    

    

   281 E Country Club Drive, Williston, FL

   281 E Country Club Drive
   Williston, FL

   • 3 Beds
   • 2 Baths
   • 1,469 Home (sqft)
   • 2 Baths
   • 10,019 Lot (sqft)
3. 

   $499,000

   

   

   67

    

   12026 Crestridge Loop, New Port Richey, FL

   12026 Crestridge Loop
   New Port Richey, FL

   • 4 Beds
   • 3 Baths
   • 1,908 Home (sqft)
   • 3 Baths
   • 6,534 Lot (sqft)
4. 

   $349,900

   

   

   4

    

   7979 Chandler Lake Court, Hudson, FL

   7979 Chandler Lake Court
   Hudson, FL

   • 3 Beds
   • 2 Baths
   • 1,472 Home (sqft)
   • 2 Baths
   • 0 Lot (sqft)
5. 

   $23,000

   

   

   4

    

   0000 SW 16th Place, Ocala, FL

   0000 SW 16th Place
   Ocala, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 10,890 Lot (sqft)
6. 

   $23,000

   

   

   4

    

   0000 SW 157th Avenue, Ocala, FL

   0000 SW 157th Avenue
   Ocala, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 10,455 Lot (sqft)
7. 

   $45,000

   

   

   4

    

   0000 SW 159th Ave Road, Ocala, FL

   0000 SW 159th Ave Road
   Ocala, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 25,265 Lot (sqft)
8. 

   $345,000

   

   

   42

    

   38602 2nd Avenue, Zephyrhills, FL

   38602 2nd Avenue
   Zephyrhills, FL

   • 4 Beds
   • 4 Baths
   • 1,904 Home (sqft)
   • 4 Baths
   • 6,970 Lot (sqft)
9. 

   $650,000

   

   

   48

    

    

   5307 65th Terrace E, Ellenton, FL

   5307 65th Terrace E
   Ellenton, FL

   • 3 Beds
   • 3 Baths
   • 2,437 Home (sqft)
   • 3 Baths
   • 8,277 Lot (sqft)
10. 

    $349,000

    

    

    21

     

    12907 Wildflower Meadow Drive, Riverview, FL

    12907 Wildflower Meadow Drive
    Riverview, FL

    • 4 Beds
    • 2 Baths
    • 1,935 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
11. 

    $219,900

    

    

    35

     

    18335 Oxford Avenue, Port Charlotte, FL

    18335 Oxford Avenue
    Port Charlotte, FL

    • 2 Beds
    • 2 Baths
    • 988 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
12. 

    $158,000

    

    

    41

     

    1515 Forrest Nelson Boulevard #D102, Port Charlotte, FL

    1515 Forrest Nelson Boulevard #D102
    Port Charlotte, FL

    • 2 Beds
    • 2 Baths
    • 899 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
13. 

    $559,000

    

    

    40

     

    11764 Pinedale Avenue, Seminole, FL

    11764 Pinedale Avenue
    Seminole, FL

    • 4 Beds
    • 2 Baths
    • 2,232 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
14. 

    $675,000

    

    

    54

     

    5475 Summit Glen, Bradenton, FL

    5475 Summit Glen
    Bradenton, FL

    • 4 Beds
    • 4 Baths
    • 2,655 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
15. 

    $650,000

    

    

    77

     

    7622 Oakmoss Loop, Davenport, FL

    7622 Oakmoss Loop
    Davenport, FL

    • 5 Beds
    • 5 Baths
    • 2,942 Home (sqft)
    • 5 Baths
    • 6,534 Lot (sqft)
16. 

    $270,000

    

    

    13

     

    3542 Monticello Street, New Port Richey, FL

    3542 Monticello Street
    New Port Richey, FL

    • 2 Beds
    • 2 Baths
    • 816 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
17. 

    $449,900

    

    

    67

     

     

    4009 S Renellie Drive, Tampa, FL

    4009 S Renellie Drive
    Tampa, FL

    • 3 Beds
    • 1 Bath
    • 864 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
18. 

    $319,999

    

    

    15

     

    6064 Park Road, Fort Myers, FL

    6064 Park Road
    Fort Myers, FL

    • 3 Beds
    • 2 Baths
    • 1,290 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
19. 

    $220,000

    

    

    34

     

    3633 Parkridge Circle #10-201, Sarasota, FL

    3633 Parkridge Circle #10-201
    Sarasota, FL

    • 3 Beds
    • 2 Baths
    • 1,417 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
20. 

    $575,000

    

    

    84

     

    13807 Eagles Rock Court, Hudson, FL

    13807 Eagles Rock Court
    Hudson, FL

    • 3 Beds
    • 2 Baths
    • 2,267 Home (sqft)
    • 2 Baths
    • 31,364 Lot (sqft)
21. 

    $169,000

    

    

    12

     

    10704 Banfield Drive, Riverview, FL

    10704 Banfield Drive
    Riverview, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 6,534 Lot (sqft)
22. 

    $11,500

    

    

    10

     

    25 San Juan Dr, Punta Gorda, FL

    25 San Juan Dr
    Punta Gorda, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 9,584 Lot (sqft)
23. 

    $355,499

    

    

    52

     

    551 Lindley Terrace, Port Charlotte, FL

    551 Lindley Terrace
    Port Charlotte, FL

    • 3 Beds
    • 2 Baths
    • 1,250 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
24. 

    $13,800

    

    

    10

     

    50 Leanni Way #B5, Palm Coast, FL

    50 Leanni Way #B5
    Palm Coast, FL

    • 0 Beds
    • 0 Baths
    • 1,228 Home (sqft)
    • 0 Baths
    • 1,307 Lot (sqft)
25. 

    $15,000

    

    

    5

     

    30298 Alder Road, Punta Gorda, FL

    30298 Alder Road
    Punta Gorda, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,019 Lot (sqft)
26. 

    $145,000

    

    

    20

     

    5144 Picadilly Circus Court #2, Orlando, FL

    5144 Picadilly Circus Court #2
    Orlando, FL

    • 2 Beds
    • 2 Baths
    • 996 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
27. 

    $911,995

    

    

    13

     

    1508 Stonecliff Drive, Apopka, FL

    1508 Stonecliff Drive
    Apopka, FL

    • 5 Beds
    • 5 Baths
    • 3,278 Home (sqft)
    • 5 Baths
    • 9,584 Lot (sqft)
28. 

    $200,000

    

    

    6

     

    0 Ogden Avenue, Umatilla, FL

    0 Ogden Avenue
    Umatilla, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 24,830 Lot (sqft)
29. 

    $539,000

    

    

    38

     

    8806 Bayaud Drive, Tampa, FL

    8806 Bayaud Drive
    Tampa, FL

    • 4 Beds
    • 3 Baths
    • 2,022 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
30. 

    $420,000

    

    

    60

     

     

    658 Westchester Drive, Deland, FL

    658 Westchester Drive
    Deland, FL

    • 3 Beds
    • 3 Baths
    • 2,170 Home (sqft)
    • 3 Baths
    • 20,909 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 6/10/25 3:05 AM PDT.

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