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 7/27/2026)

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. 

   $285,000

   

   

   23

    

   2516 Paravane Way, Wesley Chapel, FL

   2516 Paravane Way
   Wesley Chapel, FL

   • 3 Beds
   • 3 Baths
   • 1,373 Home (sqft)
   • 3 Baths
   • 1,743 Lot (sqft)
2. 

   $369,900

   

   

   14

    

   15510 Campden Street, Winter Garden, FL

   15510 Campden Street
   Winter Garden, FL

   • 3 Beds
   • 3 Baths
   • 1,924 Home (sqft)
   • 3 Baths
   • 2,614 Lot (sqft)
3. 

   $238,000

   

   

   31

    

   3150 N Atlantic Avenue #4-770, Cocoa Beach, FL

   3150 N Atlantic Avenue #4-770
   Cocoa Beach, FL

   • 2 Beds
   • 1 Bath
   • 750 Home (sqft)
   • 1 Bath
   • 27,008 Lot (sqft)
4. 

   $337,500

   

   

   64

    

   20647 Prince Ranier Place, Leesburg, FL

   20647 Prince Ranier Place
   Leesburg, FL

   • 3 Beds
   • 2 Baths
   • 2,194 Home (sqft)
   • 2 Baths
   • 8,277 Lot (sqft)
5. 

   $165,000

   

   

   49

    

    

   8932 Manor Loop #102, Bradenton, FL

   8932 Manor Loop #102
   Bradenton, FL

   • 1 Bed
   • 1 Bath
   • 732 Home (sqft)
   • 1 Bath
   • 78.25 Lot (ac)
6. 

   $379,000

   

   

   28

    

   4334 Hammersmith Drive, Clermont, FL

   4334 Hammersmith Drive
   Clermont, FL

   • 2 Beds
   • 2 Baths
   • 1,989 Home (sqft)
   • 2 Baths
   • 12,633 Lot (sqft)
7. 

   $455,000

   

   

   14

    

   1521 W River Shore Way, Tampa, FL

   1521 W River Shore Way
   Tampa, FL

   • 3 Beds
   • 2 Baths
   • 1,588 Home (sqft)
   • 2 Baths
   • 6,970 Lot (sqft)
8. 

   $290,000

   

   

   1

    

   5011 Almar Drive, Punta Gorda, FL

   5011 Almar Drive
   Punta Gorda, FL

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

   $360,000

   

   

   28

    

   607 Oak Ridge Drive, Brandon, FL

   607 Oak Ridge Drive
   Brandon, FL

   • 3 Beds
   • 1 Bath
   • 988 Home (sqft)
   • 1 Bath
   • 10,019 Lot (sqft)
10. 

    $319,000

    

    

    10

     

    338 Mantis Loop, Apopka, FL

    338 Mantis Loop
    Apopka, FL

    • 2 Beds
    • 2 Baths
    • 1,233 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
11. 

    $1,380,000

    

    

    10

     

    24920 SE Highway 450, Umatilla, FL

    24920 SE Highway 450
    Umatilla, FL

    • 3 Beds
    • 3 Baths
    • 3,377 Home (sqft)
    • 3 Baths
    • 10.54 Lot (ac)
12. 

    $369,900

    

    

    40

     

    25442 Bruford Boulevard, Land O Lakes, FL

    25442 Bruford Boulevard
    Land O Lakes, FL

    • 3 Beds
    • 2 Baths
    • 1,633 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
13. 

    $339,000

    

    

    11

     

    1223 57th Avenue E, Bradenton, FL

    1223 57th Avenue E
    Bradenton, FL

    • 3 Beds
    • 2 Baths
    • 1,900 Home (sqft)
    • 2 Baths
    • 38,769 Lot (sqft)
14. 

    $365,000

    

    

    38

     

     

    7820 SW 32nd Street, Bushnell, FL

    7820 SW 32nd Street
    Bushnell, FL

    • 1 Bed
    • 1 Bath
    • 832 Home (sqft)
    • 1 Bath
    • 5.03 Lot (ac)
15. 

    $84,900

    

    

    25

     

    22333 Edgewater Drive #B1, Port Charlotte, FL

    22333 Edgewater Drive #B1
    Port Charlotte, FL

    • 2 Beds
    • 2 Baths
    • 989 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
16. 

    $330,000

    

    

    33

     

     

    4141 Bayshore Boulevard #602, Tampa, FL

    4141 Bayshore Boulevard #602
    Tampa, FL

    • 1 Bed
    • 2 Baths
    • 896 Home (sqft)
    • 2 Baths
    • 2.00 Lot (ac)
17. 

    $560,000

    

    

    36

     

     

    125 Snow Hill Road, Geneva, FL

    125 Snow Hill Road
    Geneva, FL

    • 4 Beds
    • 3 Baths
    • 3,646 Home (sqft)
    • 3 Baths
    • 5.29 Lot (ac)
18. 

    $1,125,000

    

    

    42

     

     

    9616 San Fernando Court, Howey In The Hills, FL

    9616 San Fernando Court
    Howey In The Hills, FL

    • 4 Beds
    • 3 Baths
    • 3,650 Home (sqft)
    • 3 Baths
    • 17,424 Lot (sqft)
19. 

    $319,900

    

    

    50

     

     

    12590 NW 82nd Court, Chiefland, FL

    12590 NW 82nd Court
    Chiefland, FL

    • 4 Beds
    • 2 Baths
    • 1,427 Home (sqft)
    • 2 Baths
    • 5.04 Lot (ac)
20. 

    $2,800,000

    

    

    65

     

     

    275 1st Avenue S #3906, St Petersburg, FL

    275 1st Avenue S #3906
    St Petersburg, FL

    • 3 Beds
    • 4 Baths
    • 2,167 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
21. 

    $1,695,000

    

    

    51

     

     

    11253 S Apopka Vineland Road, Orlando, FL

    11253 S Apopka Vineland Road
    Orlando, FL

    • 3 Beds
    • 2 Baths
    • 1,210 Home (sqft)
    • 2 Baths
    • 26,572 Lot (sqft)
22. 

    $219,000

    

    

    28

     

     

    14501 Grove Resort Avenue #2119, Winter Garden, FL

    14501 Grove Resort Avenue #2119
    Winter Garden, FL

    • 3 Beds
    • 2 Baths
    • 1,396 Home (sqft)
    • 2 Baths
    • 1,743 Lot (sqft)
23. 

    $175,000

    

    

    37

     

     

    35 Seminole Path, Wildwood, FL

    35 Seminole Path
    Wildwood, FL

    • 2 Beds
    • 2 Baths
    • 1,456 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
24. 

    $249,900

    

    

    64

     

     

    34647 S Haines Creek Road, Leesburg, FL

    34647 S Haines Creek Road
    Leesburg, FL

    • 3 Beds
    • 3 Baths
    • 1,348 Home (sqft)
    • 3 Baths
    • 33,542 Lot (sqft)
25. 

    $385,000

    

    

    35

     

     

    9170 County Road 128d Road, Wildwood, FL

    9170 County Road 128d Road
    Wildwood, FL

    • 3 Beds
    • 2 Baths
    • 1,654 Home (sqft)
    • 2 Baths
    • 1.19 Lot (ac)
26. 

    $410,000

    

    

    46

     

     

    1940 Farmington Court, Clermont, FL

    1940 Farmington Court
    Clermont, FL

    • 2 Beds
    • 3 Baths
    • 1,722 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
27. 

    $389,900

    

    

    34

     

     

    1146 Dustan Place, Trinity, FL

    1146 Dustan Place
    Trinity, FL

    • 3 Beds
    • 2 Baths
    • 1,704 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
28. 

    $170,000

    

    

    31

     

     

    110 Cypress Woods Ct #UNIT 6A, Deltona, FL

    110 Cypress Woods Ct #UNIT 6A
    Deltona, FL

    • 2 Beds
    • 2 Baths
    • 897 Home (sqft)
    • 2 Baths
    • 14.00 Lot (ac)
29. 

    $280,000

    

    

    30

     

     

    1202 S Dewey Street, Eustis, FL

    1202 S Dewey Street
    Eustis, FL

    • 3 Beds
    • 2 Baths
    • 1,063 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
30. 

    $245,000

    

    

    17

     

     

    Tbd NW 127th Court, Ocala, FL

    Tbd NW 127th Court
    Ocala, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 3.85 Lot (ac)

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 7/27/26 8:44 AM PDT.

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