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 10/18/2025)

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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

121 - 150 of 500+ | Previous Page 5 of 17 Next

1. 

   $27,500

   

   

   6

    

    

   1228 Clover Terrace, Inverness, FL

   1228 Clover Terrace
   Inverness, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 14,375 Lot (sqft)
2. 

   $27,500

   

   

   4

    

   1222 Clover Terrace, Inverness, FL

   1222 Clover Terrace
   Inverness, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 14,375 Lot (sqft)
3. 

   $1,640,000

   

   

   46

    

    

   7601 Toscana Boulevard, Orlando, FL

   7601 Toscana Boulevard
   Orlando, FL

   • 6 Beds
   • 6 Baths
   • 4,252 Home (sqft)
   • 6 Baths
   • 4,356 Lot (sqft)
4. 

   $239,900

   

   

   19

    

    

   8695 SW 60th Circle, Ocala, FL

   8695 SW 60th Circle
   Ocala, FL

   • 3 Beds
   • 2 Baths
   • 1,303 Home (sqft)
   • 2 Baths
   • 7,841 Lot (sqft)
5. 

   $21,000

   

   

   1

    

   236 Berthoud Street, Port Charlotte, FL

   236 Berthoud Street
   Port Charlotte, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 10,019 Lot (sqft)
6. 

   $839,000

   

   

   87

    

    

   431 Nokomis Avenue S #314, Venice, FL

   431 Nokomis Avenue S #314
   Venice, FL

   • 2 Beds
   • 3 Baths
   • 1,767 Home (sqft)
   • 3 Baths
   • 1,743 Lot (sqft)
7. 

   $348,000

   

   

   12

    

    

   13385 SW 32nd Ct, Ocala, FL

   13385 SW 32nd Ct
   Ocala, FL

   • 4 Beds
   • 3 Baths
   • 1,891 Home (sqft)
   • 3 Baths
   • 10,019 Lot (sqft)
8. 

   $295,000

   

   

   70

    

    

   8411 Paxton Drive, Port Richey, FL

   8411 Paxton Drive
   Port Richey, FL

   • 3 Beds
   • 2 Baths
   • 1,158 Home (sqft)
   • 2 Baths
   • 5,228 Lot (sqft)
9. 

   $539,900

   

   

   33

    

    

   1842 W Virginia Drive, Kissimmee, FL

   1842 W Virginia Drive
   Kissimmee, FL

   • 4 Beds
   • 3 Baths
   • 2,336 Home (sqft)
   • 3 Baths
   • 27,008 Lot (sqft)
10. 

    $349,900

    

    

    41

     

     

    19191 Crews Road, Glen St Mary, FL

    19191 Crews Road
    Glen St Mary, FL

    • 3 Beds
    • 2 Baths
    • 1,905 Home (sqft)
    • 2 Baths
    • 7.92 Lot (ac)
11. 

    $400,000

    

    

    67

     

     

    2010 Pinellas Point Drive S, St Petersburg, FL

    2010 Pinellas Point Drive S
    St Petersburg, FL

    • 3 Beds
    • 2 Baths
    • 1,623 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
12. 

    $525,000

    

    

    62

     

     

    4711 Eggleston Avenue, Orlando, FL

    4711 Eggleston Avenue
    Orlando, FL

    • 4 Beds
    • 4 Baths
    • 2,393 Home (sqft)
    • 4 Baths
    • 13,068 Lot (sqft)
13. 

    $649,000

    

    

    41

     

    800 Church Street, Nokomis, FL

    800 Church Street
    Nokomis, FL

    • 3 Beds
    • 2 Baths
    • 1,531 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
14. 

    $155,000

    

    

    36

     

     

    14270 SE 124th Drive, Okeechobee, FL

    14270 SE 124th Drive
    Okeechobee, FL

    • 2 Beds
    • 1 Bath
    • 738 Home (sqft)
    • 1 Bath
    • 7,406 Lot (sqft)
15. 

    $346,544

    

    

    2

     

     

    6163 David Boulevard, Port Charlotte, FL

    6163 David Boulevard
    Port Charlotte, FL

    • 3 Beds
    • 2 Baths
    • 1,446 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
16. 

    $15,000

    

    

    2

     

    Xxxx Luther Avenue, North Port, FL

    Xxxx Luther Avenue
    North Port, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,455 Lot (sqft)
17. 

    $250,000

    

    

    61

     

     

    3565 Sterling Road, Venice, FL

    3565 Sterling Road
    Venice, FL

    • 2 Beds
    • 2 Baths
    • 1,026 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
18. 

    $224,633

    

    

    66

     

     

    11633 92nd Street N, Largo, FL

    11633 92nd Street N
    Largo, FL

    • 4 Beds
    • 2 Baths
    • 1,438 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
19. 

    $285,000

    

    

    43

     

     

    7098 SW 131st Loop, Ocala, FL

    7098 SW 131st Loop
    Ocala, FL

    • 3 Beds
    • 2 Baths
    • 1,774 Home (sqft)
    • 2 Baths
    • 14,811 Lot (sqft)
20. 

    $425,000

    

    

    71

     

     

    10 Meadowlake Court, Winter Haven, FL

    10 Meadowlake Court
    Winter Haven, FL

    • 4 Beds
    • 3 Baths
    • 2,465 Home (sqft)
    • 3 Baths
    • 28,314 Lot (sqft)
21. 

    $735,000

    

    

    65

     

     

    3692 Shawnee Terrace, North Port, FL

    3692 Shawnee Terrace
    North Port, FL

    • 3 Beds
    • 2 Baths
    • 2,010 Home (sqft)
    • 2 Baths
    • 20,038 Lot (sqft)
22. 

    $459,999

    

    

    20

     

     

    7820 Caspian Street, Palmetto, FL

    7820 Caspian Street
    Palmetto, FL

    • 2 Beds
    • 3 Baths
    • 1,838 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
23. 

    $305,000

    

    

    26

     

     

    14 Fernmill Lane, Palm Coast, FL

    14 Fernmill Lane
    Palm Coast, FL

    • 3 Beds
    • 2 Baths
    • 1,630 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
24. 

    $755,000

    

    

    45

     

    5065 39th Street S, St Petersburg, FL

    5065 39th Street S
    St Petersburg, FL

    • 4 Beds
    • 3 Baths
    • 2,300 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
25. 

    $725,000

    

    

    23

     

     

    1655 Sunnyside Drive, Maitland, FL

    1655 Sunnyside Drive
    Maitland, FL

    • 3 Beds
    • 2 Baths
    • 1,418 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
26. 

    $265,000

    

    

    42

     

     

    1130 Strasburg Drive, Port Charlotte, FL

    1130 Strasburg Drive
    Port Charlotte, FL

    • 3 Beds
    • 3 Baths
    • 1,188 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
27. 

    $850,000

    

    

    62

     

     

    11180 Hacienda Del Mar Boulevard #C-201, Placida, FL

    11180 Hacienda Del Mar Boulevard #C-201
    Placida, FL

    • 3 Beds
    • 3 Baths
    • 2,013 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
28. 

    $1,159,000

    

    

    100

     

    10428 Marion Street, Englewood, FL

    10428 Marion Street
    Englewood, FL

    • 3 Beds
    • 3 Baths
    • 1,534 Home (sqft)
    • 3 Baths
    • 15,682 Lot (sqft)
29. 

    $125,000

    

    

    20

     

     

    1423 N Webster Avenue, Lakeland, FL

    1423 N Webster Avenue
    Lakeland, FL

    • 3 Beds
    • 1 Bath
    • 1,088 Home (sqft)
    • 1 Bath
    • 7,406 Lot (sqft)
30. 

    $670,000

    

    

    54

     

     

    3216 Canna Lily Place, Clermont, FL

    3216 Canna Lily Place
    Clermont, FL

    • 4 Beds
    • 3 Baths
    • 2,861 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)

Previous Page 5 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 10/18/25 2:49 AM PDT.

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