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 6/19/2026)

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 14809 Winding Creek Court, Tampa, FL 33613 (MLS # TB8516906)
    $300,000
    Photo of 14809 Winding Creek Court, Tampa, FL 33613 (MLS # TB8516906)
    Photo of 14809 Winding Creek Court, Tampa, FL 33613 (MLS # TB8516906)
    39
     
    14809 Winding Creek Court, Tampa, FL
    14809 Winding Creek Court
    Tampa, FL
    • 3 Beds
    • 3 Baths
    • 1,600 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
  2. Photo of 8921 Eagle Watch Drive, Riverview, FL 33578 (MLS # TB8521075)
    $1,350,000
    Photo of 8921 Eagle Watch Drive, Riverview, FL 33578 (MLS # TB8521075)
    Photo of 8921 Eagle Watch Drive, Riverview, FL 33578 (MLS # TB8521075)
    99
     
    8921 Eagle Watch Drive, Riverview, FL
    8921 Eagle Watch Drive
    Riverview, FL
    • 4 Beds
    • 4 Baths
    • 3,745 Home (sqft)
    • 4 Baths
    • 25,265 Lot (sqft)
  3. Photo of 27506 Waikiki Court, Wesley Chapel, FL 33544 (MLS # TB8521116)
    $450,000
    Photo of 27506 Waikiki Court, Wesley Chapel, FL 33544 (MLS # TB8521116)
    Photo of 27506 Waikiki Court, Wesley Chapel, FL 33544 (MLS # TB8521116)
    56
     
    27506 Waikiki Court, Wesley Chapel, FL
    27506 Waikiki Court
    Wesley Chapel, FL
    • 3 Beds
    • 3 Baths
    • 1,972 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
  4. Photo of 3039 Dunhill Drive, Cocoa, FL 32926 (MLS # S5151912)
    $335,000
    Photo of 3039 Dunhill Drive, Cocoa, FL 32926 (MLS # S5151912)
    Photo of 3039 Dunhill Drive, Cocoa, FL 32926 (MLS # S5151912)
    3039 Dunhill Drive, Cocoa, FL
    3039 Dunhill Drive
    Cocoa, FL
    • 3 Beds
    • 3 Baths
    • 1,567 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  5. Photo of 2849 Midsweet Ave, Saint Cloud, FL 34772 (MLS # O6418334)
    $351,050
    Photo of 2849 Midsweet Ave, Saint Cloud, FL 34772 (MLS # O6418334)
    Photo of 2849 Midsweet Ave, Saint Cloud, FL 34772 (MLS # O6418334)
    2849 Midsweet Ave, Saint Cloud, FL
    2849 Midsweet Ave
    Saint Cloud, FL
    • 2 Beds
    • 2 Baths
    • 1,322 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  6. Photo of 2100 NE 52nd Street, Ocala, FL 34479 (MLS # OM726921)
    $270,000
    Photo of 2100 NE 52nd Street, Ocala, FL 34479 (MLS # OM726921)
    Photo of 2100 NE 52nd Street, Ocala, FL 34479 (MLS # OM726921)
    35
     
    2100 NE 52nd Street, Ocala, FL
    2100 NE 52nd Street
    Ocala, FL
    • 3 Beds
    • 2 Baths
    • 1,756 Home (sqft)
    • 2 Baths
    • 13,068 Lot (sqft)
  7. Photo of 10016 Big Marsh Terrace, Parrish, FL 34219 (MLS # A4697216)
    $539,900
    Photo of 10016 Big Marsh Terrace, Parrish, FL 34219 (MLS # A4697216)
    Photo of 10016 Big Marsh Terrace, Parrish, FL 34219 (MLS # A4697216)
    49
     
    10016 Big Marsh Terrace, Parrish, FL
    10016 Big Marsh Terrace
    Parrish, FL
    • 5 Beds
    • 3 Baths
    • 2,462 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
  8. Photo of 3316 Thistledown Lane, Land O Lakes, FL 34638 (MLS # TB8521107)
    $359,900
    Photo of 3316 Thistledown Lane, Land O Lakes, FL 34638 (MLS # TB8521107)
    Photo of 3316 Thistledown Lane, Land O Lakes, FL 34638 (MLS # TB8521107)
    29
     
    3316 Thistledown Lane, Land O Lakes, FL
    3316 Thistledown Lane
    Land O Lakes, FL
    • 4 Beds
    • 3 Baths
    • 1,741 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  9. Photo of 816 Runner Oak Street, Celebration, FL 34747 (MLS # O6415708)
    $1,495,000
    Photo of 816 Runner Oak Street, Celebration, FL 34747 (MLS # O6415708)
    Photo of 816 Runner Oak Street, Celebration, FL 34747 (MLS # O6415708)
    816 Runner Oak Street, Celebration, FL
    816 Runner Oak Street
    Celebration, FL
    • 4 Beds
    • 4 Baths
    • 2,834 Home (sqft)
    • 4 Baths
    • 4,792 Lot (sqft)
  10. Photo of 10330 Frog Pond Drive, Riverview, FL 33569 (MLS # TB8518558)
    $515,000
    Photo of 10330 Frog Pond Drive, Riverview, FL 33569 (MLS # TB8518558)
    Photo of 10330 Frog Pond Drive, Riverview, FL 33569 (MLS # TB8518558)
    53
     
    10330 Frog Pond Drive, Riverview, FL
    10330 Frog Pond Drive
    Riverview, FL
    • 5 Beds
    • 3 Baths
    • 3,540 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  11. Photo of 5016 Bridgeway Lane, Lutz, FL 33558 (MLS # TB8510450)
    $468,000
    Photo of 5016 Bridgeway Lane, Lutz, FL 33558 (MLS # TB8510450)
    Photo of 5016 Bridgeway Lane, Lutz, FL 33558 (MLS # TB8510450)
    39
     
    5016 Bridgeway Lane, Lutz, FL
    5016 Bridgeway Lane
    Lutz, FL
    • 4 Beds
    • 3 Baths
    • 1,922 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  12. Photo of 14375 Sapelo Beach Drive, Orlando, FL 32827 (MLS # O6418202)
    $449,900
    Photo of 14375 Sapelo Beach Drive, Orlando, FL 32827 (MLS # O6418202)
    Photo of 14375 Sapelo Beach Drive, Orlando, FL 32827 (MLS # O6418202)
    29
     
    14375 Sapelo Beach Drive, Orlando, FL
    14375 Sapelo Beach Drive
    Orlando, FL
    • 4 Beds
    • 3 Baths
    • 1,861 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  13. Photo of 9110 Flagstick Lane, Hudson, FL 34667 (MLS # TB8521114)
    $469,000
    Photo of 9110 Flagstick Lane, Hudson, FL 34667 (MLS # TB8521114)
    Photo of 9110 Flagstick Lane, Hudson, FL 34667 (MLS # TB8521114)
    52
     
    9110 Flagstick Lane, Hudson, FL
    9110 Flagstick Lane
    Hudson, FL
    • 3 Beds
    • 2 Baths
    • 2,016 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
  14. Photo of 8542 Betty Street, Port Richey, FL 34668 (MLS # TB8521126)
    $429,000
    Photo of 8542 Betty Street, Port Richey, FL 34668 (MLS # TB8521126)
    Photo of 8542 Betty Street, Port Richey, FL 34668 (MLS # TB8521126)
    35
     
    8542 Betty Street, Port Richey, FL
    8542 Betty Street
    Port Richey, FL
    • 3 Beds
    • 2 Baths
    • 1,418 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  15. Photo of 1340 13th Avenue S, St Petersburg, FL 33713 (MLS # TB8521125)
    $449,000
    Photo of 1340 13th Avenue S, St Petersburg, FL 33713 (MLS # TB8521125)
    Photo of 1340 13th Avenue S, St Petersburg, FL 33713 (MLS # TB8521125)
    15
     
    1340 13th Avenue S, St Petersburg, FL
    1340 13th Avenue S
    St Petersburg, FL
    • 4 Beds
    • 2 Baths
    • 1,132 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  16. Photo of 3745 Habana Street, New Port Richey, FL 34652 (MLS # O6416890)
    $214,426
    Photo of 3745 Habana Street, New Port Richey, FL 34652 (MLS # O6416890)
    Photo of 3745 Habana Street, New Port Richey, FL 34652 (MLS # O6416890)
    37
     
    3745 Habana Street, New Port Richey, FL
    3745 Habana Street
    New Port Richey, FL
    • 2 Beds
    • 2 Baths
    • 1,152 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  17. Photo of 3916 Scarborough Court, Clermont, FL 34711 (MLS # G5113844)
    $469,000
    Photo of 3916 Scarborough Court, Clermont, FL 34711 (MLS # G5113844)
    Photo of 3916 Scarborough Court, Clermont, FL 34711 (MLS # G5113844)
    72
     
    3916 Scarborough Court, Clermont, FL
    3916 Scarborough Court
    Clermont, FL
    • 3 Beds
    • 2 Baths
    • 2,147 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  18. Photo of 28042 Lois Drive, Tavares, FL 32778 (MLS # O6416888)
    $341,880
    Photo of 28042 Lois Drive, Tavares, FL 32778 (MLS # O6416888)
    Photo of 28042 Lois Drive, Tavares, FL 32778 (MLS # O6416888)
    46
     
    28042 Lois Drive, Tavares, FL
    28042 Lois Drive
    Tavares, FL
    • 3 Beds
    • 2 Baths
    • 1,806 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  19. Photo of 2841 Midsweet Ave, Saint Cloud, FL 34772 (MLS # O6418332)
    $342,370
    Photo of 2841 Midsweet Ave, Saint Cloud, FL 34772 (MLS # O6418332)
    Photo of 2841 Midsweet Ave, Saint Cloud, FL 34772 (MLS # O6418332)
    2841 Midsweet Ave, Saint Cloud, FL
    2841 Midsweet Ave
    Saint Cloud, FL
    • 2 Beds
    • 2 Baths
    • 1,322 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  20. Photo of 917 Kensington Drive, Orlando, FL 32808 (MLS # O6416277)
    $270,500
    Photo of 917 Kensington Drive, Orlando, FL 32808 (MLS # O6416277)
    Photo of 917 Kensington Drive, Orlando, FL 32808 (MLS # O6416277)
    39
     
    917 Kensington Drive, Orlando, FL
    917 Kensington Drive
    Orlando, FL
    • 3 Beds
    • 2 Baths
    • 1,381 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  21. Photo of 1037 Josephine Street, Lakeland, FL 33815 (MLS # L4962883)
    $275,000
    Photo of 1037 Josephine Street, Lakeland, FL 33815 (MLS # L4962883)
    Photo of 1037 Josephine Street, Lakeland, FL 33815 (MLS # L4962883)
    33
     
    1037 Josephine Street, Lakeland, FL
    1037 Josephine Street
    Lakeland, FL
    • 3 Beds
    • 1 Bath
    • 1,220 Home (sqft)
    • 1 Bath
    • 10,019 Lot (sqft)
  22. Photo of 1492 Olustee Place, The Villages, FL 32163 (MLS # G5113646)
    $585,000
    Photo of 1492 Olustee Place, The Villages, FL 32163 (MLS # G5113646)
    Photo of 1492 Olustee Place, The Villages, FL 32163 (MLS # G5113646)
    59
     
    1492 Olustee Place, The Villages, FL
    1492 Olustee Place
    The Villages, FL
    • 3 Beds
    • 2 Baths
    • 1,917 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  23. Photo of 2372 Sirena Lane, Mount Dora, FL 32757 (MLS # S5152124)
    $389,999
    Photo of 2372 Sirena Lane, Mount Dora, FL 32757 (MLS # S5152124)
    Photo of 2372 Sirena Lane, Mount Dora, FL 32757 (MLS # S5152124)
    30
     
    2372 Sirena Lane, Mount Dora, FL
    2372 Sirena Lane
    Mount Dora, FL
    • 3 Beds
    • 2 Baths
    • 1,538 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  24. Photo of 1550 Paxton Terrace, Port Charlotte, FL 33952 (MLS # C7527536)
    $305,000
    Photo of 1550 Paxton Terrace, Port Charlotte, FL 33952 (MLS # C7527536)
    Photo of 1550 Paxton Terrace, Port Charlotte, FL 33952 (MLS # C7527536)
    1550 Paxton Terrace, Port Charlotte, FL
    1550 Paxton Terrace
    Port Charlotte, FL
    • 4 Beds
    • 3 Baths
    • 1,790 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  25. Photo of 2265 Calvert Court, Clermont, FL 34711 (MLS # G5113837)
    $449,900
    Photo of 2265 Calvert Court, Clermont, FL 34711 (MLS # G5113837)
    Photo of 2265 Calvert Court, Clermont, FL 34711 (MLS # G5113837)
    89
     
    2265 Calvert Court, Clermont, FL
    2265 Calvert Court
    Clermont, FL
    • 3 Beds
    • 2 Baths
    • 2,031 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  26. Photo of 207 Idaho Avenue, Lakeland, FL 33801 (MLS # TB8520838)
    $80,000
    Photo of 207 Idaho Avenue, Lakeland, FL 33801 (MLS # TB8520838)
    Photo of 207 Idaho Avenue, Lakeland, FL 33801 (MLS # TB8520838)
    21
     
    207 Idaho Avenue, Lakeland, FL
    207 Idaho Avenue
    Lakeland, FL
    • 3 Beds
    • 1 Bath
    • 792 Home (sqft)
    • 1 Bath
    • 7,406 Lot (sqft)
  27. Photo of 724 Liberty Circle, Macclenny, FL 32063 (MLS # FC319397)
    $340,900
    Photo of 724 Liberty Circle, Macclenny, FL 32063 (MLS # FC319397)
    Photo of 724 Liberty Circle, Macclenny, FL 32063 (MLS # FC319397)
    23
     
    724 Liberty Circle, Macclenny, FL
    724 Liberty Circle
    Macclenny, FL
    • 5 Beds
    • 3 Baths
    • 2,222 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  28. Photo of 60 Andora Court, Kissimmee, FL 34758 (MLS # S5152128)
    $340,000
    Photo of 60 Andora Court, Kissimmee, FL 34758 (MLS # S5152128)
    Photo of 60 Andora Court, Kissimmee, FL 34758 (MLS # S5152128)
    31
     
    60 Andora Court, Kissimmee, FL
    60 Andora Court
    Kissimmee, FL
    • 5 Beds
    • 2 Baths
    • 1,934 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  29. Photo of 7514 Dolonita Drive #7514, Tampa, FL 33615 (MLS # TB8521118)
    $118,000
    Photo of 7514 Dolonita Drive #7514, Tampa, FL 33615 (MLS # TB8521118)
    Photo of 7514 Dolonita Drive #7514, Tampa, FL 33615 (MLS # TB8521118)
    16
     
    7514 Dolonita Drive #7514, Tampa, FL
    7514 Dolonita Drive #7514
    Tampa, FL
    • 3 Beds
    • 2 Baths
    • 1,432 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  30. Photo of 5042 Dancy Ln, Saint Cloud, FL 34772 (MLS # O6418328)
    $518,250
    Photo of 5042 Dancy Ln, Saint Cloud, FL 34772 (MLS # O6418328)
    Photo of 5042 Dancy Ln, Saint Cloud, FL 34772 (MLS # O6418328)
    5042 Dancy Ln, Saint Cloud, FL
    5042 Dancy Ln
    Saint Cloud, FL
    • 3 Beds
    • 2 Baths
    • 2,056 Home (sqft)
    • 2 Baths
    • 6,099 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 6/19/26 4:31 AM PDT.

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