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. Photo of 12275 Scarlet Ibis Avenue, Weeki Wachee, FL 34614 (MLS # OM716581)
    $409,250
    Photo of 12275 Scarlet Ibis Avenue, Weeki Wachee, FL 34614 (MLS # OM716581)
    Photo of 12275 Scarlet Ibis Avenue, Weeki Wachee, FL 34614 (MLS # OM716581)
    12275 Scarlet Ibis Avenue, Weeki Wachee, FL
    12275 Scarlet Ibis Avenue
    Weeki Wachee, FL
    • 4 Beds
    • 3 Baths
    • 2,265 Home (sqft)
    • 3 Baths
    • 23,087 Lot (sqft)
  2. Photo of 14 Bay Ridge Loop, Mascotte, FL 34753 (MLS # TB8474610)
    $289,000
    Photo of 14 Bay Ridge Loop, Mascotte, FL 34753 (MLS # TB8474610)
    Photo of 14 Bay Ridge Loop, Mascotte, FL 34753 (MLS # TB8474610)
    14 Bay Ridge Loop, Mascotte, FL
    14 Bay Ridge Loop
    Mascotte, FL
    • 3 Beds
    • 2 Baths
    • 1,277 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  3. Photo of 3574 Forster Avenue, Leesburg, FL 34748 (MLS # G5107858)
    $289,900
    Photo of 3574 Forster Avenue, Leesburg, FL 34748 (MLS # G5107858)
    Photo of 3574 Forster Avenue, Leesburg, FL 34748 (MLS # G5107858)
    41
     
    3574 Forster Avenue, Leesburg, FL
    3574 Forster Avenue
    Leesburg, FL
    • 3 Beds
    • 2 Baths
    • 1,607 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  4. Photo of 56th Ave SE, Naples, FL 34117 (MLS # A4681784)
    $319,000
    Photo of 56th Ave SE, Naples, FL 34117 (MLS # A4681784)
    Photo of 56th Ave SE, Naples, FL 34117 (MLS # A4681784)
    56th Ave SE, Naples, FL
    56th Ave SE
    Naples, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 4.33 Lot (ac)
  5. Photo of 348 Sir Phillips Drive, Davenport, FL 33837 (MLS # O6369860)
    $334,900
    Photo of 348 Sir Phillips Drive, Davenport, FL 33837 (MLS # O6369860)
    Photo of 348 Sir Phillips Drive, Davenport, FL 33837 (MLS # O6369860)
    348 Sir Phillips Drive, Davenport, FL
    348 Sir Phillips Drive
    Davenport, FL
    • 3 Beds
    • 2 Baths
    • 1,693 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  6. Photo of 2927 Skyline Loop, Kissimmee, FL 34758 (MLS # O6381165)
    $243,000
    Photo of 2927 Skyline Loop, Kissimmee, FL 34758 (MLS # O6381165)
    Photo of 2927 Skyline Loop, Kissimmee, FL 34758 (MLS # O6381165)
    25
     
    2927 Skyline Loop, Kissimmee, FL
    2927 Skyline Loop
    Kissimmee, FL
    • 2 Beds
    • 3 Baths
    • 1,180 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  7. Photo of 3315 S Michigan Boulevard, Homosassa, FL 34448 (MLS # TB8474501)
    $21,000
    Photo of 3315 S Michigan Boulevard, Homosassa, FL 34448 (MLS # TB8474501)
    Photo of 3315 S Michigan Boulevard, Homosassa, FL 34448 (MLS # TB8474501)
    3315 S Michigan Boulevard, Homosassa, FL
    3315 S Michigan Boulevard
    Homosassa, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 18,731 Lot (sqft)
  8. Photo of 6720 The Masters Avenue, Lakewood Ranch, FL 34202 (MLS # O6376662)
    $874,999
    Photo of 6720 The Masters Avenue, Lakewood Ranch, FL 34202 (MLS # O6376662)
    Photo of 6720 The Masters Avenue, Lakewood Ranch, FL 34202 (MLS # O6376662)
    79
     
    6720 The Masters Avenue, Lakewood Ranch, FL
    6720 The Masters Avenue
    Lakewood Ranch, FL
    • 4 Beds
    • 3 Baths
    • 2,529 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  9. Photo of 174 NW Clubview Circle, Lake City, FL 32055 (MLS # GC537384)
    $525,000
    Photo of 174 NW Clubview Circle, Lake City, FL 32055 (MLS # GC537384)
    Photo of 174 NW Clubview Circle, Lake City, FL 32055 (MLS # GC537384)
    39
     
    174 NW Clubview Circle, Lake City, FL
    174 NW Clubview Circle
    Lake City, FL
    • 4 Beds
    • 3 Baths
    • 2,727 Home (sqft)
    • 3 Baths
    • 18,296 Lot (sqft)
  10. Photo of Us 1 North, Bunnell, FL 32110 (MLS # V4947246)
    $785,000
    Photo of Us 1 North, Bunnell, FL 32110 (MLS # V4947246)
    Photo of Us 1 North, Bunnell, FL 32110 (MLS # V4947246)
    Us 1 North, Bunnell, FL
    Us 1 North
    Bunnell, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 9.94 Lot (ac)
  11. Photo of 7641 Sweetbay Circle #7641, Bradenton, FL 34203 (MLS # A4680119)
    $218,000
    Photo of 7641 Sweetbay Circle #7641, Bradenton, FL 34203 (MLS # A4680119)
    Photo of 7641 Sweetbay Circle #7641, Bradenton, FL 34203 (MLS # A4680119)
    7641 Sweetbay Circle #7641, Bradenton, FL
    7641 Sweetbay Circle #7641
    Bradenton, FL
    • 2 Beds
    • 2 Baths
    • 1,409 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  12. Photo of 4411 SW 34th Street #908, Gainesville, FL 32608 (MLS # GC537270)
    $150,000
    Photo of 4411 SW 34th Street #908, Gainesville, FL 32608 (MLS # GC537270)
    Photo of 4411 SW 34th Street #908, Gainesville, FL 32608 (MLS # GC537270)
    23
     
    4411 SW 34th Street #908, Gainesville, FL
    4411 SW 34th Street #908
    Gainesville, FL
    • 2 Beds
    • 3 Baths
    • 1,168 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  13. Photo of 751 Fox Street, Longboat Key, FL 34228 (MLS # TB8474602)
    $749,000
    Photo of 751 Fox Street, Longboat Key, FL 34228 (MLS # TB8474602)
    Photo of 751 Fox Street, Longboat Key, FL 34228 (MLS # TB8474602)
    33
     
    751 Fox Street, Longboat Key, FL
    751 Fox Street
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,276 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  14. Photo of 1760 Gale Street, Englewood, FL 34223 (MLS # A4681780)
    $554,990
    Photo of 1760 Gale Street, Englewood, FL 34223 (MLS # A4681780)
    Photo of 1760 Gale Street, Englewood, FL 34223 (MLS # A4681780)
    36
     
    1760 Gale Street, Englewood, FL
    1760 Gale Street
    Englewood, FL
    • 3 Beds
    • 2 Baths
    • 1,254 Home (sqft)
    • 2 Baths
    • 22,216 Lot (sqft)
  15. Photo of 24 Julianna Street, North Port, FL 34288 (MLS # C7521728)
    $19,900
    Photo of 24 Julianna Street, North Port, FL 34288 (MLS # C7521728)
    Photo of 24 Julianna Street, North Port, FL 34288 (MLS # C7521728)
    24 Julianna Street, North Port, FL
    24 Julianna Street
    North Port, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 11,326 Lot (sqft)
  16. Photo of 589 S Volusia Avenue, Pierson, FL 32180 (MLS # V4947264)
    $675,000
    Photo of 589 S Volusia Avenue, Pierson, FL 32180 (MLS # V4947264)
    Photo of 589 S Volusia Avenue, Pierson, FL 32180 (MLS # V4947264)
    10
     
    589 S Volusia Avenue, Pierson, FL
    589 S Volusia Avenue
    Pierson, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 15.70 Lot (ac)
  17. Photo of 38901 Ella Drive, Lady Lake, FL 32159 (MLS # G5107984)
    $362,000
    Photo of 38901 Ella Drive, Lady Lake, FL 32159 (MLS # G5107984)
    Photo of 38901 Ella Drive, Lady Lake, FL 32159 (MLS # G5107984)
    45
     
    38901 Ella Drive, Lady Lake, FL
    38901 Ella Drive
    Lady Lake, FL
    • 3 Beds
    • 2 Baths
    • 1,960 Home (sqft)
    • 2 Baths
    • 27,879 Lot (sqft)
  18. Photo of 6161 Gulf Winds Drive #249, St Pete Beach, FL 33706 (MLS # TB8471702)
    $265,000
    Photo of 6161 Gulf Winds Drive #249, St Pete Beach, FL 33706 (MLS # TB8471702)
    Photo of 6161 Gulf Winds Drive #249, St Pete Beach, FL 33706 (MLS # TB8471702)
    34
     
    6161 Gulf Winds Drive #249, St Pete Beach, FL
    6161 Gulf Winds Drive #249
    St Pete Beach, FL
    • 1 Bed
    • 1 Bath
    • 720 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  19. Photo of 1617 Perdido Court, Kissimmee, FL 34759 (MLS # S5141529)
    $249,000
    Photo of 1617 Perdido Court, Kissimmee, FL 34759 (MLS # S5141529)
    Photo of 1617 Perdido Court, Kissimmee, FL 34759 (MLS # S5141529)
    29
     
    1617 Perdido Court, Kissimmee, FL
    1617 Perdido Court
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,368 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  20. Photo of 1021 Fantasy Drive, Davenport, FL 33896 (MLS # O6381185)
    $4,680,000
    Photo of 1021 Fantasy Drive, Davenport, FL 33896 (MLS # O6381185)
    Photo of 1021 Fantasy Drive, Davenport, FL 33896 (MLS # O6381185)
    100
     
    1021 Fantasy Drive, Davenport, FL
    1021 Fantasy Drive
    Davenport, FL
    • 20 Beds
    • 23 Baths
    • 14,297 Home (sqft)
    • 23 Baths
    • 20,474 Lot (sqft)
  21. Photo of 5104 Dandelion Street, Apollo Beach, FL 33572 (MLS # A4681938)
    $317,000
    Photo of 5104 Dandelion Street, Apollo Beach, FL 33572 (MLS # A4681938)
    Photo of 5104 Dandelion Street, Apollo Beach, FL 33572 (MLS # A4681938)
    5104 Dandelion Street, Apollo Beach, FL
    5104 Dandelion Street
    Apollo Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,270 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  22. Photo of 3 Holly Court, Palm Coast, FL 32137 (MLS # FC316029)
    $110,000
    Photo of 3 Holly Court, Palm Coast, FL 32137 (MLS # FC316029)
    Photo of 3 Holly Court, Palm Coast, FL 32137 (MLS # FC316029)
    3 Holly Court, Palm Coast, FL
    3 Holly Court
    Palm Coast, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 34,413 Lot (sqft)
  23. Photo of 748 Old Treeline Trail, Deland, FL 32724 (MLS # V4947170)
    $374,900
    Photo of 748 Old Treeline Trail, Deland, FL 32724 (MLS # V4947170)
    Photo of 748 Old Treeline Trail, Deland, FL 32724 (MLS # V4947170)
    34
     
    748 Old Treeline Trail, Deland, FL
    748 Old Treeline Trail
    Deland, FL
    • 3 Beds
    • 3 Baths
    • 2,916 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  24. Photo of 3631 Meyer Place, Sarasota, FL 34239 (MLS # A4681556)
    $389,000
    Photo of 3631 Meyer Place, Sarasota, FL 34239 (MLS # A4681556)
    Photo of 3631 Meyer Place, Sarasota, FL 34239 (MLS # A4681556)
    21
     
    3631 Meyer Place, Sarasota, FL
    3631 Meyer Place
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,601 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  25. Photo of 2756 Big Timber Drive, Kissimmee, FL 34758 (MLS # S5143530)
    $349,900
    Photo of 2756 Big Timber Drive, Kissimmee, FL 34758 (MLS # S5143530)
    Photo of 2756 Big Timber Drive, Kissimmee, FL 34758 (MLS # S5143530)
    2756 Big Timber Drive, Kissimmee, FL
    2756 Big Timber Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,493 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  26. Photo of 14310 Promontory Point Place, Tampa, FL 33625 (MLS # TB8474431)
    $485,900
    Photo of 14310 Promontory Point Place, Tampa, FL 33625 (MLS # TB8474431)
    Photo of 14310 Promontory Point Place, Tampa, FL 33625 (MLS # TB8474431)
    51
     
    14310 Promontory Point Place, Tampa, FL
    14310 Promontory Point Place
    Tampa, FL
    • 3 Beds
    • 2 Baths
    • 1,555 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  27. Photo of 209 Sofia Lane, Lake Alfred, FL 33850 (MLS # L4959271)
    $382,500
    Photo of 209 Sofia Lane, Lake Alfred, FL 33850 (MLS # L4959271)
    Photo of 209 Sofia Lane, Lake Alfred, FL 33850 (MLS # L4959271)
    53
     
    209 Sofia Lane, Lake Alfred, FL
    209 Sofia Lane
    Lake Alfred, FL
    • 5 Beds
    • 3 Baths
    • 2,674 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  28. Photo of 1222 Underhill Circle, Port Charlotte, FL 33953 (MLS # D6146068)
    $485,000
    Photo of 1222 Underhill Circle, Port Charlotte, FL 33953 (MLS # D6146068)
    Photo of 1222 Underhill Circle, Port Charlotte, FL 33953 (MLS # D6146068)
    43
     
    1222 Underhill Circle, Port Charlotte, FL
    1222 Underhill Circle
    Port Charlotte, FL
    • 3 Beds
    • 2 Baths
    • 1,362 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  29. Photo of 3022 Woodland Fern Drive, Parrish, FL 34219 (MLS # A4681801)
    $439,000
    Photo of 3022 Woodland Fern Drive, Parrish, FL 34219 (MLS # A4681801)
    Photo of 3022 Woodland Fern Drive, Parrish, FL 34219 (MLS # A4681801)
    31
     
    3022 Woodland Fern Drive, Parrish, FL
    3022 Woodland Fern Drive
    Parrish, FL
    • 3 Beds
    • 2 Baths
    • 1,808 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  30. Photo of 7602 County Road 109g, Lady Lake, FL 32159 (MLS # S5143474)
    $209,900
    Photo of 7602 County Road 109g, Lady Lake, FL 32159 (MLS # S5143474)
    Photo of 7602 County Road 109g, Lady Lake, FL 32159 (MLS # S5143474)
    33
     
    7602 County Road 109g, Lady Lake, FL
    7602 County Road 109g
    Lady Lake, FL
    • 3 Beds
    • 2 Baths
    • 1,716 Home (sqft)
    • 2 Baths
    • 22,652 Lot (sqft)
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