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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(all data current as of 2/8/2026)

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 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)
  2. 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)
  3. 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)
  4. 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)
  5. 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)
  6. 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)
  7. 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)
  8. 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)
  9. 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)
  10. 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)
  11. 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)
  12. 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)
  13. 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)
    21
     
    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)
  14. 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)
  15. 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)
  16. Photo of 13549 Greencastle Avenue, Port Charlotte, FL 33981 (MLS # D6146074)
    $165,000
    Photo of 13549 Greencastle Avenue, Port Charlotte, FL 33981 (MLS # D6146074)
    Photo of 13549 Greencastle Avenue, Port Charlotte, FL 33981 (MLS # D6146074)
    10
     
    13549 Greencastle Avenue, Port Charlotte, FL
    13549 Greencastle Avenue
    Port Charlotte, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,019 Lot (sqft)
  17. Photo of 210 State Road 60 W, Lake Wales, FL 33853 (MLS # O6380837)
    $1,599,000
    Photo of 210 State Road 60 W, Lake Wales, FL 33853 (MLS # O6380837)
    Photo of 210 State Road 60 W, Lake Wales, FL 33853 (MLS # O6380837)
    34
     
    210 State Road 60 W, Lake Wales, FL
    210 State Road 60 W
    Lake Wales, FL
    • 0 Beds
    • 0 Baths
    • 6,843 Home (sqft)
    • 0 Baths
    • 1.41 Lot (ac)
  18. Photo of 18232 Chromata Drive, Venice, FL 34293 (MLS # TB8474121)
    $675,000
    Photo of 18232 Chromata Drive, Venice, FL 34293 (MLS # TB8474121)
    Photo of 18232 Chromata Drive, Venice, FL 34293 (MLS # TB8474121)
    39
     
    18232 Chromata Drive, Venice, FL
    18232 Chromata Drive
    Venice, FL
    • 3 Beds
    • 3 Baths
    • 2,193 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  19. Photo of 430 N Tamiami Trl #417, Sarasota, FL 34236 (MLS # A4681771)
    $998,000
    Photo of 430 N Tamiami Trl #417, Sarasota, FL 34236 (MLS # A4681771)
    Photo of 430 N Tamiami Trl #417, Sarasota, FL 34236 (MLS # A4681771)
    430 N Tamiami Trl #417, Sarasota, FL
    430 N Tamiami Trl #417
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 856 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  20. Photo of 12665 Easha Boulevard, Punta Gorda, FL 33955 (MLS # TB8474119)
    $35,000
    Photo of 12665 Easha Boulevard, Punta Gorda, FL 33955 (MLS # TB8474119)
    Photo of 12665 Easha Boulevard, Punta Gorda, FL 33955 (MLS # TB8474119)
    17
     
    12665 Easha Boulevard, Punta Gorda, FL
    12665 Easha Boulevard
    Punta Gorda, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 8,277 Lot (sqft)
  21. Photo of 2747 Sweet Magnolia Place, Oviedo, FL 32765 (MLS # NS1087303)
    $349,999
    Photo of 2747 Sweet Magnolia Place, Oviedo, FL 32765 (MLS # NS1087303)
    Photo of 2747 Sweet Magnolia Place, Oviedo, FL 32765 (MLS # NS1087303)
    31
     
    2747 Sweet Magnolia Place, Oviedo, FL
    2747 Sweet Magnolia Place
    Oviedo, FL
    • 3 Beds
    • 3 Baths
    • 1,502 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  22. Photo of 18215 Chromata Drive, Venice, FL 34293 (MLS # TB8474116)
    $719,000
    Photo of 18215 Chromata Drive, Venice, FL 34293 (MLS # TB8474116)
    Photo of 18215 Chromata Drive, Venice, FL 34293 (MLS # TB8474116)
    42
     
    18215 Chromata Drive, Venice, FL
    18215 Chromata Drive
    Venice, FL
    • 3 Beds
    • 3 Baths
    • 2,478 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
  23. Photo of 121 1st Street E #109, Tierra Verde, FL 33715 (MLS # TB8473472)
    $799,000
    Photo of 121 1st Street E #109, Tierra Verde, FL 33715 (MLS # TB8473472)
    Photo of 121 1st Street E #109, Tierra Verde, FL 33715 (MLS # TB8473472)
    53
     
    121 1st Street E #109, Tierra Verde, FL
    121 1st Street E #109
    Tierra Verde, FL
    • 3 Beds
    • 4 Baths
    • 1,755 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  24. Photo of 2280 Bayview Road, Punta Gorda, FL 33950 (MLS # C7521674)
    $599,000
    Photo of 2280 Bayview Road, Punta Gorda, FL 33950 (MLS # C7521674)
    Photo of 2280 Bayview Road, Punta Gorda, FL 33950 (MLS # C7521674)
    2280 Bayview Road, Punta Gorda, FL
    2280 Bayview Road
    Punta Gorda, FL
    • 4 Beds
    • 2 Baths
    • 1,851 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  25. Photo of 3845 Crosswater Drive, North Fort Myers, FL 33917 (MLS # A4681767)
    $405,000
    Photo of 3845 Crosswater Drive, North Fort Myers, FL 33917 (MLS # A4681767)
    Photo of 3845 Crosswater Drive, North Fort Myers, FL 33917 (MLS # A4681767)
    3845 Crosswater Drive, North Fort Myers, FL
    3845 Crosswater Drive
    North Fort Myers, FL
    • 4 Beds
    • 2 Baths
    • 2,032 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  26. Photo of 583 Brantley Terrace Way #103, Altamonte Springs, FL 32714 (MLS # O6380836)
    $220,000
    Photo of 583 Brantley Terrace Way #103, Altamonte Springs, FL 32714 (MLS # O6380836)
    Photo of 583 Brantley Terrace Way #103, Altamonte Springs, FL 32714 (MLS # O6380836)
    20
     
    583 Brantley Terrace Way #103, Altamonte Springs, FL
    583 Brantley Terrace Way #103
    Altamonte Springs, FL
    • 3 Beds
    • 2 Baths
    • 1,411 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  27. Photo of 2981 Crane Avenue, North Port, FL 34286 (MLS # A4681195)
    $329,000
    Photo of 2981 Crane Avenue, North Port, FL 34286 (MLS # A4681195)
    Photo of 2981 Crane Avenue, North Port, FL 34286 (MLS # A4681195)
    16
     
    2981 Crane Avenue, North Port, FL
    2981 Crane Avenue
    North Port, FL
    • 3 Beds
    • 3 Baths
    • 1,440 Home (sqft)
    • 3 Baths
    • 20,474 Lot (sqft)
  28. Photo of 4678 253rd Street E, Myakka City, FL 34251 (MLS # A4681741)
    $599,000
    Photo of 4678 253rd Street E, Myakka City, FL 34251 (MLS # A4681741)
    Photo of 4678 253rd Street E, Myakka City, FL 34251 (MLS # A4681741)
    69
     
    4678 253rd Street E, Myakka City, FL
    4678 253rd Street E
    Myakka City, FL
    • 5 Beds
    • 3 Baths
    • 2,965 Home (sqft)
    • 3 Baths
    • 5.00 Lot (ac)
  29. Photo of 9257 Outlook Rock Trail, Windermere, FL 34786 (MLS # S5143447)
    $899,990
    Photo of 9257 Outlook Rock Trail, Windermere, FL 34786 (MLS # S5143447)
    Photo of 9257 Outlook Rock Trail, Windermere, FL 34786 (MLS # S5143447)
    56
     
    9257 Outlook Rock Trail, Windermere, FL
    9257 Outlook Rock Trail
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 3,619 Home (sqft)
    • 5 Baths
    • 7,406 Lot (sqft)
  30. Photo of 43 Whittingham Lane, Palm Coast, FL 32164 (MLS # FC315995)
    $340,000
    Photo of 43 Whittingham Lane, Palm Coast, FL 32164 (MLS # FC315995)
    Photo of 43 Whittingham Lane, Palm Coast, FL 32164 (MLS # FC315995)
    43 Whittingham Lane, Palm Coast, FL
    43 Whittingham Lane
    Palm Coast, FL
    • 3 Beds
    • 2 Baths
    • 1,681 Home (sqft)
    • 2 Baths
    • 12,633 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 7:35 PM PST.

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