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 County55+ Communities Hillsborough County


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All Active Adult Communities in Hillsborough County

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See all 55+ Community Hillsborough.
(all data current as of 2/9/2026)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

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1 - 30 of 500+ | Previous Page 1 of 17 Next
  1. Photo of 4506 Shenandoah River Trail, Leesburg, FL 34748 (MLS # G5107932)
    $379,900
    Photo of 4506 Shenandoah River Trail, Leesburg, FL 34748 (MLS # G5107932)
    Photo of 4506 Shenandoah River Trail, Leesburg, FL 34748 (MLS # G5107932)
    51
     
    4506 Shenandoah River Trail, Leesburg, FL
    4506 Shenandoah River Trail
    Leesburg, FL
    • 3 Beds
    • 2 Baths
    • 1,711 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  2. Photo of 1627 Lima Ave, Kissimmee, FL 34747 (MLS # O6380867)
    $650,000
    Photo of 1627 Lima Ave, Kissimmee, FL 34747 (MLS # O6380867)
    Photo of 1627 Lima Ave, Kissimmee, FL 34747 (MLS # O6380867)
    61
     
    1627 Lima Ave, Kissimmee, FL
    1627 Lima Ave
    Kissimmee, FL
    • 7 Beds
    • 6 Baths
    • 3,314 Home (sqft)
    • 6 Baths
    • 5,228 Lot (sqft)
  3. Photo of 20313 Navajo Lane, Port Charlotte, FL 33952 (MLS # C7521677)
    $269,900
    Photo of 20313 Navajo Lane, Port Charlotte, FL 33952 (MLS # C7521677)
    Photo of 20313 Navajo Lane, Port Charlotte, FL 33952 (MLS # C7521677)
    54
     
    20313 Navajo Lane, Port Charlotte, FL
    20313 Navajo Lane
    Port Charlotte, FL
    • 3 Beds
    • 2 Baths
    • 1,561 Home (sqft)
    • 2 Baths
    • 16,553 Lot (sqft)
  4. Photo of 4507 Davos Drive, Clermont, FL 34711 (MLS # S5143462)
    $689,990
    Photo of 4507 Davos Drive, Clermont, FL 34711 (MLS # S5143462)
    Photo of 4507 Davos Drive, Clermont, FL 34711 (MLS # S5143462)
    49
     
    4507 Davos Drive, Clermont, FL
    4507 Davos Drive
    Clermont, FL
    • 5 Beds
    • 4 Baths
    • 3,197 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
  5. Photo of 622 W 11th Avenue, Mount Dora, FL 32757 (MLS # FC315993)
    $759,500
    Photo of 622 W 11th Avenue, Mount Dora, FL 32757 (MLS # FC315993)
    Photo of 622 W 11th Avenue, Mount Dora, FL 32757 (MLS # FC315993)
    77
     
    622 W 11th Avenue, Mount Dora, FL
    622 W 11th Avenue
    Mount Dora, FL
    • 3 Beds
    • 2 Baths
    • 2,027 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  6. Photo of 14839 Rider Pass Drive, Lithia, FL 33547 (MLS # TB8474159)
    $749,990
    Photo of 14839 Rider Pass Drive, Lithia, FL 33547 (MLS # TB8474159)
    Photo of 14839 Rider Pass Drive, Lithia, FL 33547 (MLS # TB8474159)
    14839 Rider Pass Drive, Lithia, FL
    14839 Rider Pass Drive
    Lithia, FL
    • 5 Beds
    • 4 Baths
    • 3,547 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  7. Photo of 733 Silk Oak Drive, Venice, FL 34293 (MLS # N6142873)
    $479,000
    Photo of 733 Silk Oak Drive, Venice, FL 34293 (MLS # N6142873)
    Photo of 733 Silk Oak Drive, Venice, FL 34293 (MLS # N6142873)
    24
     
    733 Silk Oak Drive, Venice, FL
    733 Silk Oak Drive
    Venice, FL
    • 3 Beds
    • 2 Baths
    • 1,952 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  8. Photo of 1084 Meadowood Pointe Road, Lakeland, FL 33811 (MLS # P4937769)
    $259,900
    Photo of 1084 Meadowood Pointe Road, Lakeland, FL 33811 (MLS # P4937769)
    Photo of 1084 Meadowood Pointe Road, Lakeland, FL 33811 (MLS # P4937769)
    16
     
    1084 Meadowood Pointe Road, Lakeland, FL
    1084 Meadowood Pointe Road
    Lakeland, FL
    • 2 Beds
    • 2 Baths
    • 1,216 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  9. Photo of 1409 Wishing Well Way, Tampa, FL 33619 (MLS # TB8474141)
    $359,900
    Photo of 1409 Wishing Well Way, Tampa, FL 33619 (MLS # TB8474141)
    Photo of 1409 Wishing Well Way, Tampa, FL 33619 (MLS # TB8474141)
    27
     
    1409 Wishing Well Way, Tampa, FL
    1409 Wishing Well Way
    Tampa, FL
    • 4 Beds
    • 2 Baths
    • 1,296 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  10. Photo of 16062 Winding Bluff Drive, Montverde, FL 34756 (MLS # O6378536)
    $932,810
    Photo of 16062 Winding Bluff Drive, Montverde, FL 34756 (MLS # O6378536)
    Photo of 16062 Winding Bluff Drive, Montverde, FL 34756 (MLS # O6378536)
    16062 Winding Bluff Drive, Montverde, FL
    16062 Winding Bluff Drive
    Montverde, FL
    • 4 Beds
    • 4 Baths
    • 3,321 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
  11. Photo of 10858 Spring Sapling Circle, Parrish, FL 34219 (MLS # TB8474153)
    $829,990
    Photo of 10858 Spring Sapling Circle, Parrish, FL 34219 (MLS # TB8474153)
    Photo of 10858 Spring Sapling Circle, Parrish, FL 34219 (MLS # TB8474153)
    36
     
    10858 Spring Sapling Circle, Parrish, FL
    10858 Spring Sapling Circle
    Parrish, FL
    • 5 Beds
    • 4 Baths
    • 3,550 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
  12. Photo of 9212 Lazy Lane, Tampa, FL 33614 (MLS # TB8474152)
    $12,000
    Photo of 9212 Lazy Lane, Tampa, FL 33614 (MLS # TB8474152)
    Photo of 9212 Lazy Lane, Tampa, FL 33614 (MLS # TB8474152)
    16
     
    9212 Lazy Lane, Tampa, FL
    9212 Lazy Lane
    Tampa, FL
    • 0 Beds
    • 0 Baths
    • 31,757 Home (sqft)
    • 0 Baths
    • 1.64 Lot (ac)
  13. Photo of 11102 Sandhill Preserve Drive, Sarasota, FL 34238 (MLS # A4681684)
    $875,000
    Photo of 11102 Sandhill Preserve Drive, Sarasota, FL 34238 (MLS # A4681684)
    Photo of 11102 Sandhill Preserve Drive, Sarasota, FL 34238 (MLS # A4681684)
    11102 Sandhill Preserve Drive, Sarasota, FL
    11102 Sandhill Preserve Drive
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,489 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  14. Photo of 1210 Gladys Avenue, Lakeland, FL 33805 (MLS # TB8474155)
    $279,900
    Photo of 1210 Gladys Avenue, Lakeland, FL 33805 (MLS # TB8474155)
    Photo of 1210 Gladys Avenue, Lakeland, FL 33805 (MLS # TB8474155)
    35
     
    1210 Gladys Avenue, Lakeland, FL
    1210 Gladys Avenue
    Lakeland, FL
    • 5 Beds
    • 3 Baths
    • 2,016 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  15. Photo of 14501 Grove Resort Avenue #1518, Winter Garden, FL 34787 (MLS # O6380808)
    $310,000
    Photo of 14501 Grove Resort Avenue #1518, Winter Garden, FL 34787 (MLS # O6380808)
    Photo of 14501 Grove Resort Avenue #1518, Winter Garden, FL 34787 (MLS # O6380808)
    14501 Grove Resort Avenue #1518, Winter Garden, FL
    14501 Grove Resort Avenue #1518
    Winter Garden, FL
    • 2 Beds
    • 2 Baths
    • 1,265 Home (sqft)
    • 2 Baths
    • 1,743 Lot (sqft)
  16. Photo of 8502 Dove Bog Terrace, Parrish, FL 34219 (MLS # TB8474147)
    $639,990
    Photo of 8502 Dove Bog Terrace, Parrish, FL 34219 (MLS # TB8474147)
    Photo of 8502 Dove Bog Terrace, Parrish, FL 34219 (MLS # TB8474147)
    36
     
    8502 Dove Bog Terrace, Parrish, FL
    8502 Dove Bog Terrace
    Parrish, FL
    • 5 Beds
    • 3 Baths
    • 3,350 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  17. Photo of 993 Calico Pointe Circle, Groveland, FL 34736 (MLS # L4959260)
    $370,000
    Photo of 993 Calico Pointe Circle, Groveland, FL 34736 (MLS # L4959260)
    Photo of 993 Calico Pointe Circle, Groveland, FL 34736 (MLS # L4959260)
    23
     
    993 Calico Pointe Circle, Groveland, FL
    993 Calico Pointe Circle
    Groveland, FL
    • 3 Beds
    • 2 Baths
    • 1,500 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  18. Photo of 70 W Fray Street, Englewood, FL 34223 (MLS # C7521592)
    $240,000
    Photo of 70 W Fray Street, Englewood, FL 34223 (MLS # C7521592)
    Photo of 70 W Fray Street, Englewood, FL 34223 (MLS # C7521592)
    19
     
    70 W Fray Street, Englewood, FL
    70 W Fray Street
    Englewood, FL
    • 2 Beds
    • 1 Bath
    • 1,056 Home (sqft)
    • 1 Bath
    • 6,970 Lot (sqft)
  19. Photo of 1515 Forrest Nelson Boulevard #L104, Port Charlotte, FL 33952 (MLS # C7521655)
    $155,000
    Photo of 1515 Forrest Nelson Boulevard #L104, Port Charlotte, FL 33952 (MLS # C7521655)
    Photo of 1515 Forrest Nelson Boulevard #L104, Port Charlotte, FL 33952 (MLS # C7521655)
    21
     
    1515 Forrest Nelson Boulevard #L104, Port Charlotte, FL
    1515 Forrest Nelson Boulevard #L104
    Port Charlotte, FL
    • 2 Beds
    • 2 Baths
    • 964 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  20. Photo of 5341 Indian Creek Drive #B, Orlando, FL 32811 (MLS # S5142874)
    $129,900
    Photo of 5341 Indian Creek Drive #B, Orlando, FL 32811 (MLS # S5142874)
    Photo of 5341 Indian Creek Drive #B, Orlando, FL 32811 (MLS # S5142874)
    12
     
    5341 Indian Creek Drive #B, Orlando, FL
    5341 Indian Creek Drive #B
    Orlando, FL
    • 2 Beds
    • 2 Baths
    • 926 Home (sqft)
    • 2 Baths
    • 2,614 Lot (sqft)
  21. Photo of 303 Southern Pecan Circle #107, Winter Garden, FL 34787 (MLS # S5143459)
    $255,000
    Photo of 303 Southern Pecan Circle #107, Winter Garden, FL 34787 (MLS # S5143459)
    Photo of 303 Southern Pecan Circle #107, Winter Garden, FL 34787 (MLS # S5143459)
    12
     
    303 Southern Pecan Circle #107, Winter Garden, FL
    303 Southern Pecan Circle #107
    Winter Garden, FL
    • 1 Bed
    • 1 Bath
    • 838 Home (sqft)
    • 1 Bath
    • 9,148 Lot (sqft)
  22. Photo of 2906 Canary Avenue, Davenport, FL 33837 (MLS # S5143457)
    $257,500
    Photo of 2906 Canary Avenue, Davenport, FL 33837 (MLS # S5143457)
    Photo of 2906 Canary Avenue, Davenport, FL 33837 (MLS # S5143457)
    23
     
    2906 Canary Avenue, Davenport, FL
    2906 Canary Avenue
    Davenport, FL
    • 3 Beds
    • 3 Baths
    • 1,407 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
  23. Photo of 1418 Starboard Drive, Saint Cloud, FL 34771 (MLS # S5143446)
    $90,000
    Photo of 1418 Starboard Drive, Saint Cloud, FL 34771 (MLS # S5143446)
    Photo of 1418 Starboard Drive, Saint Cloud, FL 34771 (MLS # S5143446)
    1418 Starboard Drive, Saint Cloud, FL
    1418 Starboard Drive
    Saint Cloud, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 2,178 Lot (sqft)
  24. Photo of 732 Hunt Club Trail, Port Orange, FL 32127 (MLS # NS1087320)
    $569,000
    Photo of 732 Hunt Club Trail, Port Orange, FL 32127 (MLS # NS1087320)
    Photo of 732 Hunt Club Trail, Port Orange, FL 32127 (MLS # NS1087320)
    59
     
    732 Hunt Club Trail, Port Orange, FL
    732 Hunt Club Trail
    Port Orange, FL
    • 3 Beds
    • 3 Baths
    • 2,699 Home (sqft)
    • 3 Baths
    • 17,424 Lot (sqft)
  25. Photo of 87 Vivante Boulevard #403, Punta Gorda, FL 33950 (MLS # C7521663)
    $429,000
    Photo of 87 Vivante Boulevard #403, Punta Gorda, FL 33950 (MLS # C7521663)
    Photo of 87 Vivante Boulevard #403, Punta Gorda, FL 33950 (MLS # C7521663)
    87 Vivante Boulevard #403, Punta Gorda, FL
    87 Vivante Boulevard #403
    Punta Gorda, FL
    • 3 Beds
    • 3 Baths
    • 2,338 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  26. Photo of 2424 Varenna Loop, Kissimmee, FL 34741 (MLS # O6380818)
    $695,000
    Photo of 2424 Varenna Loop, Kissimmee, FL 34741 (MLS # O6380818)
    Photo of 2424 Varenna Loop, Kissimmee, FL 34741 (MLS # O6380818)
    42
     
    2424 Varenna Loop, Kissimmee, FL
    2424 Varenna Loop
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 2,351 Home (sqft)
    • 3 Baths
    • 13,940 Lot (sqft)
  27. Photo of 4518 Oak River Circle, Valrico, FL 33596 (MLS # TB8473963)
    $452,000
    Photo of 4518 Oak River Circle, Valrico, FL 33596 (MLS # TB8473963)
    Photo of 4518 Oak River Circle, Valrico, FL 33596 (MLS # TB8473963)
    38
     
    4518 Oak River Circle, Valrico, FL
    4518 Oak River Circle
    Valrico, FL
    • 4 Beds
    • 2 Baths
    • 2,079 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  28. Photo of 3047 Adams Cross Drive, Zephyrhills, FL 33540 (MLS # OM718368)
    $439,500
    Photo of 3047 Adams Cross Drive, Zephyrhills, FL 33540 (MLS # OM718368)
    Photo of 3047 Adams Cross Drive, Zephyrhills, FL 33540 (MLS # OM718368)
    3047 Adams Cross Drive, Zephyrhills, FL
    3047 Adams Cross Drive
    Zephyrhills, FL
    • 4 Beds
    • 4 Baths
    • 2,615 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
  29. Photo of 7227 N Plum Tree, Punta Gorda, FL 33955 (MLS # C7521668)
    $329,000
    Photo of 7227 N Plum Tree, Punta Gorda, FL 33955 (MLS # C7521668)
    Photo of 7227 N Plum Tree, Punta Gorda, FL 33955 (MLS # C7521668)
    7227 N Plum Tree, Punta Gorda, FL
    7227 N Plum Tree
    Punta Gorda, FL
    • 3 Beds
    • 2 Baths
    • 1,714 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  30. Photo of 1318 Mountainview, Tampa, FL 33612 (MLS # TB8474057)
    $229,900
    Photo of 1318 Mountainview, Tampa, FL 33612 (MLS # TB8474057)
    Photo of 1318 Mountainview, Tampa, FL 33612 (MLS # TB8474057)
    1318 Mountainview, Tampa, FL
    1318 Mountainview
    Tampa, FL
    • 2 Beds
    • 3 Baths
    • 1,152 Home (sqft)
    • 3 Baths
    • 436 Lot (sqft)
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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 2/8/26 11:35 PM PST.

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