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 1/10/2026)

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 Fort King Rd, Dade City, FL 33525 (MLS # O6372735)
    $50,000
    Photo of Fort King Rd, Dade City, FL 33525 (MLS # O6372735)
    Photo of Fort King Rd, Dade City, FL 33525 (MLS # O6372735)
    Fort King Rd, Dade City, FL
    Fort King Rd
    Dade City, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 17,860 Lot (sqft)
  2. Photo of 6220 64th Way N, Pinellas Park, FL 33781 (MLS # TB8463096)
    $599,999
    Photo of 6220 64th Way N, Pinellas Park, FL 33781 (MLS # TB8463096)
    Photo of 6220 64th Way N, Pinellas Park, FL 33781 (MLS # TB8463096)
    46
     
    6220 64th Way N, Pinellas Park, FL
    6220 64th Way N
    Pinellas Park, FL
    • 3 Beds
    • 4 Baths
    • 2,351 Home (sqft)
    • 4 Baths
    • 4,356 Lot (sqft)
  3. Photo of 2918 W Gandy Boulevard #A, Tampa, FL 33611 (MLS # TB8460863)
    $450,000
    Photo of 2918 W Gandy Boulevard #A, Tampa, FL 33611 (MLS # TB8460863)
    Photo of 2918 W Gandy Boulevard #A, Tampa, FL 33611 (MLS # TB8460863)
    28
     
    2918 W Gandy Boulevard #A, Tampa, FL
    2918 W Gandy Boulevard #A
    Tampa, FL
    • 2 Beds
    • 3 Baths
    • 1,415 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  4. Photo of 4900 J Jackson Road, Fort Meade, FL 33841 (MLS # TB8460860)
    $692,714
    Photo of 4900 J Jackson Road, Fort Meade, FL 33841 (MLS # TB8460860)
    Photo of 4900 J Jackson Road, Fort Meade, FL 33841 (MLS # TB8460860)
    94
     
    4900 J Jackson Road, Fort Meade, FL
    4900 J Jackson Road
    Fort Meade, FL
    • 2 Beds
    • 2 Baths
    • 864 Home (sqft)
    • 2 Baths
    • 20.11 Lot (ac)
  5. Photo of W Rosedale Drive, Homosassa, FL 34448 (MLS # A4677678)
    $39,700
    Photo of W Rosedale Drive, Homosassa, FL 34448 (MLS # A4677678)
    Photo of W Rosedale Drive, Homosassa, FL 34448 (MLS # A4677678)
    10
     
    W Rosedale Drive, Homosassa, FL
    W Rosedale Drive
    Homosassa, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 43,560 Lot (sqft)
  6. Photo of W Rosedale Drive, Homosassa, FL 34448 (MLS # A4677677)
    $39,700
    Photo of W Rosedale Drive, Homosassa, FL 34448 (MLS # A4677677)
    Photo of W Rosedale Drive, Homosassa, FL 34448 (MLS # A4677677)
    W Rosedale Drive, Homosassa, FL
    W Rosedale Drive
    Homosassa, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 43,560 Lot (sqft)
  7. Photo of 5451 18th Avenue N, St Petersburg, FL 33710 (MLS # TB8461734)
    $389,900
    Photo of 5451 18th Avenue N, St Petersburg, FL 33710 (MLS # TB8461734)
    Photo of 5451 18th Avenue N, St Petersburg, FL 33710 (MLS # TB8461734)
    20
     
    5451 18th Avenue N, St Petersburg, FL
    5451 18th Avenue N
    St Petersburg, FL
    • 2 Beds
    • 2 Baths
    • 1,121 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  8. Photo of 6970 Place De La Paix #2B, South Pasadena, FL 33707 (MLS # TB8461646)
    $165,000
    Photo of 6970 Place De La Paix #2B, South Pasadena, FL 33707 (MLS # TB8461646)
    Photo of 6970 Place De La Paix #2B, South Pasadena, FL 33707 (MLS # TB8461646)
    44
     
    6970 Place De La Paix #2B, South Pasadena, FL
    6970 Place De La Paix #2B
    South Pasadena, FL
    • 1 Bed
    • 1 Bath
    • 722 Home (sqft)
    • 1 Bath
    • 6.95 Lot (ac)
  9. Photo of 11983 W Appletree Place, Crystal River, FL 34428 (MLS # A4677676)
    $33,000
    Photo of 11983 W Appletree Place, Crystal River, FL 34428 (MLS # A4677676)
    Photo of 11983 W Appletree Place, Crystal River, FL 34428 (MLS # A4677676)
    10
     
    11983 W Appletree Place, Crystal River, FL
    11983 W Appletree Place
    Crystal River, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.16 Lot (ac)
  10. Photo of 16336 26th Street E, Parrish, FL 34219 (MLS # A4677466)
    $745,000
    Photo of 16336 26th Street E, Parrish, FL 34219 (MLS # A4677466)
    Photo of 16336 26th Street E, Parrish, FL 34219 (MLS # A4677466)
    16336 26th Street E, Parrish, FL
    16336 26th Street E
    Parrish, FL
    • 3 Beds
    • 2 Baths
    • 2,395 Home (sqft)
    • 2 Baths
    • 26,136 Lot (sqft)
  11. Photo of 6573 Simone Shores Circle, Apollo Beach, FL 33572 (MLS # TB8462099)
    $339,000
    Photo of 6573 Simone Shores Circle, Apollo Beach, FL 33572 (MLS # TB8462099)
    Photo of 6573 Simone Shores Circle, Apollo Beach, FL 33572 (MLS # TB8462099)
    54
     
    6573 Simone Shores Circle, Apollo Beach, FL
    6573 Simone Shores Circle
    Apollo Beach, FL
    • 4 Beds
    • 4 Baths
    • 2,641 Home (sqft)
    • 4 Baths
    • 4,792 Lot (sqft)
  12. Photo of 668 Daring Drive, Davenport, FL 33837 (MLS # O6372728)
    $470,000
    Photo of 668 Daring Drive, Davenport, FL 33837 (MLS # O6372728)
    Photo of 668 Daring Drive, Davenport, FL 33837 (MLS # O6372728)
    48
     
    668 Daring Drive, Davenport, FL
    668 Daring Drive
    Davenport, FL
    • 6 Beds
    • 3 Baths
    • 2,614 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  13. Photo of 3408 Stirling Road, Palm Harbor, FL 34684 (MLS # TB8463067)
    $489,900
    Photo of 3408 Stirling Road, Palm Harbor, FL 34684 (MLS # TB8463067)
    Photo of 3408 Stirling Road, Palm Harbor, FL 34684 (MLS # TB8463067)
    65
     
    3408 Stirling Road, Palm Harbor, FL
    3408 Stirling Road
    Palm Harbor, FL
    • 3 Beds
    • 2 Baths
    • 1,674 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  14. Photo of 4605 Pensford Court, Wesley Chapel, FL 33543 (MLS # TB8462804)
    $440,000
    Photo of 4605 Pensford Court, Wesley Chapel, FL 33543 (MLS # TB8462804)
    Photo of 4605 Pensford Court, Wesley Chapel, FL 33543 (MLS # TB8462804)
    33
     
    4605 Pensford Court, Wesley Chapel, FL
    4605 Pensford Court
    Wesley Chapel, FL
    • 4 Beds
    • 3 Baths
    • 2,061 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  15. Photo of 137000 Park Boulevard, Seminole, FL 33776 (MLS # TB8462847)
    $2,500,000
    Photo of 137000 Park Boulevard, Seminole, FL 33776 (MLS # TB8462847)
    Photo of 137000 Park Boulevard, Seminole, FL 33776 (MLS # TB8462847)
    137000 Park Boulevard, Seminole, FL
    137000 Park Boulevard
    Seminole, FL
    • 0 Beds
    • 0 Baths
    • 18,450 Home (sqft)
    • 0 Baths
    • 23,523 Lot (sqft)
  16. Photo of 5806 N 9th Street, Tampa, FL 33604 (MLS # TB8463094)
    $425,000
    Photo of 5806 N 9th Street, Tampa, FL 33604 (MLS # TB8463094)
    Photo of 5806 N 9th Street, Tampa, FL 33604 (MLS # TB8463094)
    43
     
    5806 N 9th Street, Tampa, FL
    5806 N 9th Street
    Tampa, FL
    • 3 Beds
    • 2 Baths
    • 1,425 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  17. Photo of 9105 W Hillsborough Avenue #I102, Tampa, FL 33615 (MLS # TB8463049)
    $139,900
    Photo of 9105 W Hillsborough Avenue #I102, Tampa, FL 33615 (MLS # TB8463049)
    Photo of 9105 W Hillsborough Avenue #I102, Tampa, FL 33615 (MLS # TB8463049)
    30
     
    9105 W Hillsborough Avenue #I102, Tampa, FL
    9105 W Hillsborough Avenue #I102
    Tampa, FL
    • 1 Bed
    • 1 Bath
    • 760 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  18. Photo of 106 Placid Woods Court, Sanford, FL 32773 (MLS # O6372705)
    $439,000
    Photo of 106 Placid Woods Court, Sanford, FL 32773 (MLS # O6372705)
    Photo of 106 Placid Woods Court, Sanford, FL 32773 (MLS # O6372705)
    23
     
    106 Placid Woods Court, Sanford, FL
    106 Placid Woods Court
    Sanford, FL
    • 4 Beds
    • 3 Baths
    • 1,886 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  19. Photo of 5300 Paradise Cay Circle, Kissimmee, FL 34746 (MLS # O6372417)
    $283,000
    Photo of 5300 Paradise Cay Circle, Kissimmee, FL 34746 (MLS # O6372417)
    Photo of 5300 Paradise Cay Circle, Kissimmee, FL 34746 (MLS # O6372417)
    30
     
    5300 Paradise Cay Circle, Kissimmee, FL
    5300 Paradise Cay Circle
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,187 Home (sqft)
    • 3 Baths
    • 1,307 Lot (sqft)
  20. Photo of 10133 N Marigold Terrace, Crystal River, FL 34428 (MLS # A4677675)
    $27,000
    Photo of 10133 N Marigold Terrace, Crystal River, FL 34428 (MLS # A4677675)
    Photo of 10133 N Marigold Terrace, Crystal River, FL 34428 (MLS # A4677675)
    14
     
    10133 N Marigold Terrace, Crystal River, FL
    10133 N Marigold Terrace
    Crystal River, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.14 Lot (ac)
  21. Photo of 253 Hermosita Drive, St Pete Beach, FL 33706 (MLS # TB8462364)
    $1,795,000
    Photo of 253 Hermosita Drive, St Pete Beach, FL 33706 (MLS # TB8462364)
    Photo of 253 Hermosita Drive, St Pete Beach, FL 33706 (MLS # TB8462364)
    253 Hermosita Drive, St Pete Beach, FL
    253 Hermosita Drive
    St Pete Beach, FL
    • 3 Beds
    • 2 Baths
    • 2,140 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  22. Photo of Partrigde Boulevard, Zephyrhills, FL 33540 (MLS # O6372731)
    $70,000
    Photo of Partrigde Boulevard, Zephyrhills, FL 33540 (MLS # O6372731)
    Photo of Partrigde Boulevard, Zephyrhills, FL 33540 (MLS # O6372731)
    Partrigde Boulevard, Zephyrhills, FL
    Partrigde Boulevard
    Zephyrhills, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 26,136 Lot (sqft)
  23. Photo of 4821 Barchetta Drive, Land O Lakes, FL 34639 (MLS # TB8463063)
    $465,000
    Photo of 4821 Barchetta Drive, Land O Lakes, FL 34639 (MLS # TB8463063)
    Photo of 4821 Barchetta Drive, Land O Lakes, FL 34639 (MLS # TB8463063)
    49
     
    4821 Barchetta Drive, Land O Lakes, FL
    4821 Barchetta Drive
    Land O Lakes, FL
    • 4 Beds
    • 3 Baths
    • 2,366 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  24. Photo of 14371 W Ebbtide Court, Crystal River, FL 34429 (MLS # TB8462931)
    $444,900
    Photo of 14371 W Ebbtide Court, Crystal River, FL 34429 (MLS # TB8462931)
    Photo of 14371 W Ebbtide Court, Crystal River, FL 34429 (MLS # TB8462931)
    14371 W Ebbtide Court, Crystal River, FL
    14371 W Ebbtide Court
    Crystal River, FL
    • 3 Beds
    • 2 Baths
    • 1,566 Home (sqft)
    • 2 Baths
    • 19,167 Lot (sqft)
  25. Photo of 107 S 1st Street, Haines City, FL 33844 (MLS # P4937464)
    $239,000
    Photo of 107 S 1st Street, Haines City, FL 33844 (MLS # P4937464)
    Photo of 107 S 1st Street, Haines City, FL 33844 (MLS # P4937464)
    107 S 1st Street, Haines City, FL
    107 S 1st Street
    Haines City, FL
    • 3 Beds
    • 1 Bath
    • 1,140 Home (sqft)
    • 1 Bath
    • 6,534 Lot (sqft)
  26. Photo of 4820 Ironwood Trail, Bartow, FL 33830 (MLS # L4958445)
    $400,000
    Photo of 4820 Ironwood Trail, Bartow, FL 33830 (MLS # L4958445)
    Photo of 4820 Ironwood Trail, Bartow, FL 33830 (MLS # L4958445)
    4820 Ironwood Trail, Bartow, FL
    4820 Ironwood Trail
    Bartow, FL
    • 3 Beds
    • 3 Baths
    • 1,918 Home (sqft)
    • 3 Baths
    • 15,246 Lot (sqft)
  27. Photo of 451 Longwood Drive, Venice, FL 34285 (MLS # N6142304)
    $148,000
    Photo of 451 Longwood Drive, Venice, FL 34285 (MLS # N6142304)
    Photo of 451 Longwood Drive, Venice, FL 34285 (MLS # N6142304)
    451 Longwood Drive, Venice, FL
    451 Longwood Drive
    Venice, FL
    • 2 Beds
    • 2 Baths
    • 932 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  28. Photo of 401 Bloomfield Drive, Kissimmee, FL 34758 (MLS # FC315210)
    $299,900
    Photo of 401 Bloomfield Drive, Kissimmee, FL 34758 (MLS # FC315210)
    Photo of 401 Bloomfield Drive, Kissimmee, FL 34758 (MLS # FC315210)
    401 Bloomfield Drive, Kissimmee, FL
    401 Bloomfield Drive
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,778 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  29. Photo of 3077 Cork Road, Plant City, FL 33565 (MLS # TB8463083)
    $775,000
    Photo of 3077 Cork Road, Plant City, FL 33565 (MLS # TB8463083)
    Photo of 3077 Cork Road, Plant City, FL 33565 (MLS # TB8463083)
    3077 Cork Road, Plant City, FL
    3077 Cork Road
    Plant City, FL
    • 4 Beds
    • 3 Baths
    • 2,258 Home (sqft)
    • 3 Baths
    • 1.93 Lot (ac)
  30. Photo of 14416 NW 252nd Street, Okeechobee, FL 34972 (MLS # A4677671)
    $157,490
    Photo of 14416 NW 252nd Street, Okeechobee, FL 34972 (MLS # A4677671)
    Photo of 14416 NW 252nd Street, Okeechobee, FL 34972 (MLS # A4677671)
    14416 NW 252nd Street, Okeechobee, FL
    14416 NW 252nd Street
    Okeechobee, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 5.00 Lot (ac)
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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 1/10/26 5:22 AM PST.

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