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 5/12/2026)

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 Phoenix Avenue, Oldsmar, FL 34677 (MLS # S5149116)
    $140,000
    Photo of Phoenix Avenue, Oldsmar, FL 34677 (MLS # S5149116)
    Photo of Phoenix Avenue, Oldsmar, FL 34677 (MLS # S5149116)
    Phoenix Avenue, Oldsmar, FL
    Phoenix Avenue
    Oldsmar, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 12,197 Lot (sqft)
  2. Photo of 307 W Berckman Street, Fruitland Park, FL 34731 (MLS # G5112255)
    $349,900
    Photo of 307 W Berckman Street, Fruitland Park, FL 34731 (MLS # G5112255)
    Photo of 307 W Berckman Street, Fruitland Park, FL 34731 (MLS # G5112255)
    37
     
    307 W Berckman Street, Fruitland Park, FL
    307 W Berckman Street
    Fruitland Park, FL
    • 3 Beds
    • 2 Baths
    • 1,605 Home (sqft)
    • 2 Baths
    • 15,246 Lot (sqft)
  3. Photo of 15025 Pigeon Plum Lane, Winter Garden, FL 34787 (MLS # O6404948)
    $599,990
    Photo of 15025 Pigeon Plum Lane, Winter Garden, FL 34787 (MLS # O6404948)
    Photo of 15025 Pigeon Plum Lane, Winter Garden, FL 34787 (MLS # O6404948)
    15025 Pigeon Plum Lane, Winter Garden, FL
    15025 Pigeon Plum Lane
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,605 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
  4. Photo of 9476 Tradewinds Avenue, Seminole, FL 33776 (MLS # TB8507101)
    $495,500
    Photo of 9476 Tradewinds Avenue, Seminole, FL 33776 (MLS # TB8507101)
    Photo of 9476 Tradewinds Avenue, Seminole, FL 33776 (MLS # TB8507101)
    54
     
    9476 Tradewinds Avenue, Seminole, FL
    9476 Tradewinds Avenue
    Seminole, FL
    • 3 Beds
    • 3 Baths
    • 1,839 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  5. Photo of 391 Marion Oaks Pass, Ocala, FL 34473 (MLS # OM724591)
    $289,000
    Photo of 391 Marion Oaks Pass, Ocala, FL 34473 (MLS # OM724591)
    Photo of 391 Marion Oaks Pass, Ocala, FL 34473 (MLS # OM724591)
    21
     
    391 Marion Oaks Pass, Ocala, FL
    391 Marion Oaks Pass
    Ocala, FL
    • 3 Beds
    • 2 Baths
    • 1,447 Home (sqft)
    • 2 Baths
    • 13,068 Lot (sqft)
  6. Photo of 13521 Palmera Vista Drive, Riverview, FL 33579 (MLS # TB8507162)
    $595,000
    Photo of 13521 Palmera Vista Drive, Riverview, FL 33579 (MLS # TB8507162)
    Photo of 13521 Palmera Vista Drive, Riverview, FL 33579 (MLS # TB8507162)
    58
     
    13521 Palmera Vista Drive, Riverview, FL
    13521 Palmera Vista Drive
    Riverview, FL
    • 5 Beds
    • 3 Baths
    • 2,968 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  7. Photo of 1025 3rd Street N, Safety Harbor, FL 34695 (MLS # TB8507578)
    $325,000
    Photo of 1025 3rd Street N, Safety Harbor, FL 34695 (MLS # TB8507578)
    Photo of 1025 3rd Street N, Safety Harbor, FL 34695 (MLS # TB8507578)
    20
     
    1025 3rd Street N, Safety Harbor, FL
    1025 3rd Street N
    Safety Harbor, FL
    • 2 Beds
    • 1 Bath
    • 936 Home (sqft)
    • 1 Bath
    • 5,228 Lot (sqft)
  8. Photo of 5224 White Chicory Drive, Apollo Beach, FL 33572 (MLS # TB8506979)
    $333,900
    Photo of 5224 White Chicory Drive, Apollo Beach, FL 33572 (MLS # TB8506979)
    Photo of 5224 White Chicory Drive, Apollo Beach, FL 33572 (MLS # TB8506979)
    61
     
    5224 White Chicory Drive, Apollo Beach, FL
    5224 White Chicory Drive
    Apollo Beach, FL
    • 4 Beds
    • 3 Baths
    • 1,914 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  9. Photo of 2511 N Grady Avenue #78, Tampa, FL 33607 (MLS # TB8507561)
    $700,000
    Photo of 2511 N Grady Avenue #78, Tampa, FL 33607 (MLS # TB8507561)
    Photo of 2511 N Grady Avenue #78, Tampa, FL 33607 (MLS # TB8507561)
    29
     
    2511 N Grady Avenue #78, Tampa, FL
    2511 N Grady Avenue #78
    Tampa, FL
    • 3 Beds
    • 4 Baths
    • 1,855 Home (sqft)
    • 4 Baths
    • 872 Lot (sqft)
  10. Photo of 4719 SW 62nd Street, Ocala, FL 34474 (MLS # OM724495)
    $499,995
    Photo of 4719 SW 62nd Street, Ocala, FL 34474 (MLS # OM724495)
    Photo of 4719 SW 62nd Street, Ocala, FL 34474 (MLS # OM724495)
    78
     
    4719 SW 62nd Street, Ocala, FL
    4719 SW 62nd Street
    Ocala, FL
    • 4 Beds
    • 3 Baths
    • 3,002 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  11. Photo of 1916 Lake Atriums Circle #44, Orlando, FL 32839 (MLS # S5149726)
    $140,000
    Photo of 1916 Lake Atriums Circle #44, Orlando, FL 32839 (MLS # S5149726)
    Photo of 1916 Lake Atriums Circle #44, Orlando, FL 32839 (MLS # S5149726)
    18
     
    1916 Lake Atriums Circle #44, Orlando, FL
    1916 Lake Atriums Circle #44
    Orlando, FL
    • 1 Bed
    • 1 Bath
    • 660 Home (sqft)
    • 1 Bath
    • 6,970 Lot (sqft)
  12. Photo of 8241 Caraway Drive, Orlando, FL 32819 (MLS # S5149735)
    $635,000
    Photo of 8241 Caraway Drive, Orlando, FL 32819 (MLS # S5149735)
    Photo of 8241 Caraway Drive, Orlando, FL 32819 (MLS # S5149735)
    33
     
    8241 Caraway Drive, Orlando, FL
    8241 Caraway Drive
    Orlando, FL
    • 4 Beds
    • 2 Baths
    • 1,957 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  13. Photo of 5716 Lakeside Landings Boulevard, Winter Haven, FL 33881 (MLS # S5149694)
    $249,000
    Photo of 5716 Lakeside Landings Boulevard, Winter Haven, FL 33881 (MLS # S5149694)
    Photo of 5716 Lakeside Landings Boulevard, Winter Haven, FL 33881 (MLS # S5149694)
    15
     
    5716 Lakeside Landings Boulevard, Winter Haven, FL
    5716 Lakeside Landings Boulevard
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,748 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  14. Photo of 8817 Bay Pointe Drive #107, Tampa, FL 33615 (MLS # TB8498766)
    $254,900
    Photo of 8817 Bay Pointe Drive #107, Tampa, FL 33615 (MLS # TB8498766)
    Photo of 8817 Bay Pointe Drive #107, Tampa, FL 33615 (MLS # TB8498766)
    8817 Bay Pointe Drive #107, Tampa, FL
    8817 Bay Pointe Drive #107
    Tampa, FL
    • 2 Beds
    • 2 Baths
    • 1,100 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  15. Photo of 1626 Delightful Drive, Davenport, FL 33896 (MLS # S5149730)
    $465,000
    Photo of 1626 Delightful Drive, Davenport, FL 33896 (MLS # S5149730)
    Photo of 1626 Delightful Drive, Davenport, FL 33896 (MLS # S5149730)
    30
     
    1626 Delightful Drive, Davenport, FL
    1626 Delightful Drive
    Davenport, FL
    • 4 Beds
    • 3 Baths
    • 2,203 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  16. Photo of 2743 River Creek Lane, Saint Cloud, FL 34771 (MLS # O6403534)
    $679,900
    Photo of 2743 River Creek Lane, Saint Cloud, FL 34771 (MLS # O6403534)
    Photo of 2743 River Creek Lane, Saint Cloud, FL 34771 (MLS # O6403534)
    75
     
    2743 River Creek Lane, Saint Cloud, FL
    2743 River Creek Lane
    Saint Cloud, FL
    • 3 Beds
    • 3 Baths
    • 2,321 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  17. Photo of 218 Cattail Way, Lake Alfred, FL 33850 (MLS # O6407024)
    $389,000
    Photo of 218 Cattail Way, Lake Alfred, FL 33850 (MLS # O6407024)
    Photo of 218 Cattail Way, Lake Alfred, FL 33850 (MLS # O6407024)
    36
     
    218 Cattail Way, Lake Alfred, FL
    218 Cattail Way
    Lake Alfred, FL
    • 4 Beds
    • 2 Baths
    • 1,829 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  18. Photo of 2708 Prestwick Lane, Kissimmee, FL 34744 (MLS # S5149647)
    $380,000
    Photo of 2708 Prestwick Lane, Kissimmee, FL 34744 (MLS # S5149647)
    Photo of 2708 Prestwick Lane, Kissimmee, FL 34744 (MLS # S5149647)
    26
     
    2708 Prestwick Lane, Kissimmee, FL
    2708 Prestwick Lane
    Kissimmee, FL
    • 4 Beds
    • 4 Baths
    • 2,513 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  19. Photo of 13856 Eliot Avenue, Orlando, FL 32827 (MLS # O6406977)
    $765,000
    Photo of 13856 Eliot Avenue, Orlando, FL 32827 (MLS # O6406977)
    Photo of 13856 Eliot Avenue, Orlando, FL 32827 (MLS # O6406977)
    13856 Eliot Avenue, Orlando, FL
    13856 Eliot Avenue
    Orlando, FL
    • 3 Beds
    • 3 Baths
    • 2,227 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  20. Photo of 16214 Arrowhead Trail, Clermont, FL 34711 (MLS # O6407021)
    $449,900
    Photo of 16214 Arrowhead Trail, Clermont, FL 34711 (MLS # O6407021)
    Photo of 16214 Arrowhead Trail, Clermont, FL 34711 (MLS # O6407021)
    34
     
    16214 Arrowhead Trail, Clermont, FL
    16214 Arrowhead Trail
    Clermont, FL
    • 3 Beds
    • 2 Baths
    • 2,036 Home (sqft)
    • 2 Baths
    • 33,977 Lot (sqft)
  21. Photo of Tbd Fisher Court, Ocklawaha, FL 32179 (MLS # GC540272)
    $17,000
    Photo of Tbd Fisher Court, Ocklawaha, FL 32179 (MLS # GC540272)
    Photo of Tbd Fisher Court, Ocklawaha, FL 32179 (MLS # GC540272)
    Tbd Fisher Court, Ocklawaha, FL
    Tbd Fisher Court
    Ocklawaha, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 12,197 Lot (sqft)
  22. Photo of 3481 Pawleys Loop N, Saint Cloud, FL 34769 (MLS # O6406660)
    $615,000
    Photo of 3481 Pawleys Loop N, Saint Cloud, FL 34769 (MLS # O6406660)
    Photo of 3481 Pawleys Loop N, Saint Cloud, FL 34769 (MLS # O6406660)
    37
     
    3481 Pawleys Loop N, Saint Cloud, FL
    3481 Pawleys Loop N
    Saint Cloud, FL
    • 4 Beds
    • 3 Baths
    • 3,110 Home (sqft)
    • 3 Baths
    • 9,584 Lot (sqft)
  23. Photo of Deland, FL 32720 (MLS # O6407023)
    $349,999
    Photo of Deland, FL 32720 (MLS # O6407023)
    Photo of Deland, FL 32720 (MLS # O6407023)
    28
     
    MLS # O6407023, Deland, FL
    MLS # O6407023
    Deland, FL
    • 3 Beds
    • 2 Baths
    • 1,428 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  24. Photo of 7906 N Fremont Avenue, Tampa, FL 33604 (MLS # TB8507549)
    $580,000
    Photo of 7906 N Fremont Avenue, Tampa, FL 33604 (MLS # TB8507549)
    Photo of 7906 N Fremont Avenue, Tampa, FL 33604 (MLS # TB8507549)
    7906 N Fremont Avenue, Tampa, FL
    7906 N Fremont Avenue
    Tampa, FL
    • 3 Beds
    • 2 Baths
    • 1,590 Home (sqft)
    • 2 Baths
    • 15,246 Lot (sqft)
  25. Photo of 1430 Canberley Court, Trinity, FL 34655 (MLS # TB8507185)
    $450,000
    Photo of 1430 Canberley Court, Trinity, FL 34655 (MLS # TB8507185)
    Photo of 1430 Canberley Court, Trinity, FL 34655 (MLS # TB8507185)
    1430 Canberley Court, Trinity, FL
    1430 Canberley Court
    Trinity, FL
    • 3 Beds
    • 2 Baths
    • 2,098 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  26. Photo of 6176 Fairway Drive, Ridge Manor, FL 33523 (MLS # TB8491288)
    $482,088
    Photo of 6176 Fairway Drive, Ridge Manor, FL 33523 (MLS # TB8491288)
    Photo of 6176 Fairway Drive, Ridge Manor, FL 33523 (MLS # TB8491288)
    6176 Fairway Drive, Ridge Manor, FL
    6176 Fairway Drive
    Ridge Manor, FL
    • 3 Beds
    • 2 Baths
    • 1,196 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
  27. Photo of 6061 Beechwood Drive, Dade City, FL 33523 (MLS # TB8491266)
    $492,688
    Photo of 6061 Beechwood Drive, Dade City, FL 33523 (MLS # TB8491266)
    Photo of 6061 Beechwood Drive, Dade City, FL 33523 (MLS # TB8491266)
    6061 Beechwood Drive, Dade City, FL
    6061 Beechwood Drive
    Dade City, FL
    • 3 Beds
    • 2 Baths
    • 1,196 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  28. Photo of 7374 Willoughby Drive, Webster, FL 33597 (MLS # TB8491236)
    $486,434
    Photo of 7374 Willoughby Drive, Webster, FL 33597 (MLS # TB8491236)
    Photo of 7374 Willoughby Drive, Webster, FL 33597 (MLS # TB8491236)
    7374 Willoughby Drive, Webster, FL
    7374 Willoughby Drive
    Webster, FL
    • 3 Beds
    • 2 Baths
    • 1,196 Home (sqft)
    • 2 Baths
    • 42,689 Lot (sqft)
  29. Photo of 6092 Idle A While Circle, Dade City, FL 33523 (MLS # TB8491245)
    $482,088
    Photo of 6092 Idle A While Circle, Dade City, FL 33523 (MLS # TB8491245)
    Photo of 6092 Idle A While Circle, Dade City, FL 33523 (MLS # TB8491245)
    6092 Idle A While Circle, Dade City, FL
    6092 Idle A While Circle
    Dade City, FL
    • 3 Beds
    • 2 Baths
    • 1,196 Home (sqft)
    • 2 Baths
    • 23,087 Lot (sqft)
  30. Photo of 35118 Richardson Boulevard, Webster, FL 33597 (MLS # TB8490261)
    $487,388
    Photo of 35118 Richardson Boulevard, Webster, FL 33597 (MLS # TB8490261)
    Photo of 35118 Richardson Boulevard, Webster, FL 33597 (MLS # TB8490261)
    35118 Richardson Boulevard, Webster, FL
    35118 Richardson Boulevard
    Webster, FL
    • 3 Beds
    • 2 Baths
    • 1,196 Home (sqft)
    • 2 Baths
    • 42,689 Lot (sqft)
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