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 8/13/2026)

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 4882 Conway Road #82, Orlando, FL 32812 (MLS # C7529507)
    $178,000
    Photo of 4882 Conway Road #82, Orlando, FL 32812 (MLS # C7529507)
    Photo of 4882 Conway Road #82, Orlando, FL 32812 (MLS # C7529507)
    27
     
    4882 Conway Road #82, Orlando, FL
    4882 Conway Road #82
    Orlando, FL
    • 2 Beds
    • 2 Baths
    • 870 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
  2. Photo of 1272 Bramley Lane, Deland, FL 32720 (MLS # V4950655)
    $409,000
    Photo of 1272 Bramley Lane, Deland, FL 32720 (MLS # V4950655)
    Photo of 1272 Bramley Lane, Deland, FL 32720 (MLS # V4950655)
    1272 Bramley Lane, Deland, FL
    1272 Bramley Lane
    Deland, FL
    • 4 Beds
    • 3 Baths
    • 2,494 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  3. Photo of 0 Sandhurst Street, Brooksville, FL 34613 (MLS # W7888527)
    $30,000
    Photo of 0 Sandhurst Street, Brooksville, FL 34613 (MLS # W7888527)
    Photo of 0 Sandhurst Street, Brooksville, FL 34613 (MLS # W7888527)
    0 Sandhurst Street, Brooksville, FL
    0 Sandhurst Street
    Brooksville, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 4,792 Lot (sqft)
  4. Photo of 1241 Gulf Of Mexico Drive #303, Longboat Key, FL 34228 (MLS # A4702831)
    $2,495,000
    Photo of 1241 Gulf Of Mexico Drive #303, Longboat Key, FL 34228 (MLS # A4702831)
    Photo of 1241 Gulf Of Mexico Drive #303, Longboat Key, FL 34228 (MLS # A4702831)
    1241 Gulf Of Mexico Drive #303, Longboat Key, FL
    1241 Gulf Of Mexico Drive #303
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 3,045 Home (sqft)
    • 4 Baths
    • 2.11 Lot (ac)
  5. Photo of 1681 Shelburne Lane, The Villages, FL 32162 (MLS # G5115172)
    $365,000
    Photo of 1681 Shelburne Lane, The Villages, FL 32162 (MLS # G5115172)
    Photo of 1681 Shelburne Lane, The Villages, FL 32162 (MLS # G5115172)
    1681 Shelburne Lane, The Villages, FL
    1681 Shelburne Lane
    The Villages, FL
    • 3 Beds
    • 2 Baths
    • 1,530 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  6. Photo of 629 Legacy Park Drive, Casselberry, FL 32707 (MLS # O6433237)
    $519,000
    Photo of 629 Legacy Park Drive, Casselberry, FL 32707 (MLS # O6433237)
    Photo of 629 Legacy Park Drive, Casselberry, FL 32707 (MLS # O6433237)
    629 Legacy Park Drive, Casselberry, FL
    629 Legacy Park Drive
    Casselberry, FL
    • 3 Beds
    • 4 Baths
    • 2,597 Home (sqft)
    • 4 Baths
    • 5,663 Lot (sqft)
  7. Photo of 3 Russman Lane, Palm Coast, FL 32164 (MLS # FC320446)
    $349,900
    Photo of 3 Russman Lane, Palm Coast, FL 32164 (MLS # FC320446)
    Photo of 3 Russman Lane, Palm Coast, FL 32164 (MLS # FC320446)
    69
     
    3 Russman Lane, Palm Coast, FL
    3 Russman Lane
    Palm Coast, FL
    • 4 Beds
    • 2 Baths
    • 2,114 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  8. Photo of 5117 Levana Street, Palmetto, FL 34221 (MLS # O6433244)
    $387,000
    Photo of 5117 Levana Street, Palmetto, FL 34221 (MLS # O6433244)
    Photo of 5117 Levana Street, Palmetto, FL 34221 (MLS # O6433244)
    30
     
    5117 Levana Street, Palmetto, FL
    5117 Levana Street
    Palmetto, FL
    • 4 Beds
    • 3 Baths
    • 2,200 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  9. Photo of 1672 10th Street, Sarasota, FL 34236 (MLS # O6433142)
    $479,900
    Photo of 1672 10th Street, Sarasota, FL 34236 (MLS # O6433142)
    Photo of 1672 10th Street, Sarasota, FL 34236 (MLS # O6433142)
    1672 10th Street, Sarasota, FL
    1672 10th Street
    Sarasota, FL
    • 6 Beds
    • 5 Baths
    • 1,983 Home (sqft)
    • 5 Baths
    • 4,792 Lot (sqft)
  10. Photo of 4190 County Road 121d, Wildwood, FL 34785 (MLS # G5116287)
    $529,000
    Photo of 4190 County Road 121d, Wildwood, FL 34785 (MLS # G5116287)
    Photo of 4190 County Road 121d, Wildwood, FL 34785 (MLS # G5116287)
    46
     
    4190 County Road 121d, Wildwood, FL
    4190 County Road 121d
    Wildwood, FL
    • 3 Beds
    • 2 Baths
    • 1,955 Home (sqft)
    • 2 Baths
    • 1.29 Lot (ac)
  11. Photo of 8444 Boyce Street, Spring Hill, FL 34606 (MLS # W7888422)
    $329,900
    Photo of 8444 Boyce Street, Spring Hill, FL 34606 (MLS # W7888422)
    Photo of 8444 Boyce Street, Spring Hill, FL 34606 (MLS # W7888422)
    8444 Boyce Street, Spring Hill, FL
    8444 Boyce Street
    Spring Hill, FL
    • 4 Beds
    • 2 Baths
    • 2,141 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  12. Photo of 5227 Betty Street, Zephyrhills, FL 33542 (MLS # TB8538487)
    $129,000
    Photo of 5227 Betty Street, Zephyrhills, FL 33542 (MLS # TB8538487)
    Photo of 5227 Betty Street, Zephyrhills, FL 33542 (MLS # TB8538487)
    50
     
    5227 Betty Street, Zephyrhills, FL
    5227 Betty Street
    Zephyrhills, FL
    • 2 Beds
    • 2 Baths
    • 824 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  13. Photo of 4324 SE 135 Lane, Summerfield, FL 34491 (MLS # OM730248)
    $334,900
    Photo of 4324 SE 135 Lane, Summerfield, FL 34491 (MLS # OM730248)
    Photo of 4324 SE 135 Lane, Summerfield, FL 34491 (MLS # OM730248)
    34
     
    4324 SE 135 Lane, Summerfield, FL
    4324 SE 135 Lane
    Summerfield, FL
    • 4 Beds
    • 2 Baths
    • 1,863 Home (sqft)
    • 2 Baths
    • 17,424 Lot (sqft)
  14. Photo of 2620 Howard Street, Mulberry, FL 33860 (MLS # TB8538454)
    $305,000
    Photo of 2620 Howard Street, Mulberry, FL 33860 (MLS # TB8538454)
    Photo of 2620 Howard Street, Mulberry, FL 33860 (MLS # TB8538454)
    27
     
    2620 Howard Street, Mulberry, FL
    2620 Howard Street
    Mulberry, FL
    • 3 Beds
    • 2 Baths
    • 1,680 Home (sqft)
    • 2 Baths
    • 11,762 Lot (sqft)
  15. Photo of 3860 Sonoma Boulevard, Kissimmee, FL 34741 (MLS # O6432159)
    $1,600,000
    Photo of 3860 Sonoma Boulevard, Kissimmee, FL 34741 (MLS # O6432159)
    Photo of 3860 Sonoma Boulevard, Kissimmee, FL 34741 (MLS # O6432159)
    43
     
    3860 Sonoma Boulevard, Kissimmee, FL
    3860 Sonoma Boulevard
    Kissimmee, FL
    • 15 Beds
    • 16 Baths
    • 6,249 Home (sqft)
    • 16 Baths
    • 8,277 Lot (sqft)
  16. Photo of 708 Nola Street, Inverness, FL 34452 (MLS # W7888457)
    $200,000
    Photo of 708 Nola Street, Inverness, FL 34452 (MLS # W7888457)
    Photo of 708 Nola Street, Inverness, FL 34452 (MLS # W7888457)
    708 Nola Street, Inverness, FL
    708 Nola Street
    Inverness, FL
    • 2 Beds
    • 1 Bath
    • 953 Home (sqft)
    • 1 Bath
    • 11,762 Lot (sqft)
  17. Photo of 11258 Striped Bass Court, New Port Richey, FL 34654 (MLS # W7888562)
    $618,359
    Photo of 11258 Striped Bass Court, New Port Richey, FL 34654 (MLS # W7888562)
    Photo of 11258 Striped Bass Court, New Port Richey, FL 34654 (MLS # W7888562)
    11258 Striped Bass Court, New Port Richey, FL
    11258 Striped Bass Court
    New Port Richey, FL
    • 4 Beds
    • 3 Baths
    • 2,242 Home (sqft)
    • 3 Baths
    • 9,584 Lot (sqft)
  18. Photo of 3022 New Haven Place, Mount Dora, FL 32757 (MLS # O6430961)
    $389,900
    Photo of 3022 New Haven Place, Mount Dora, FL 32757 (MLS # O6430961)
    Photo of 3022 New Haven Place, Mount Dora, FL 32757 (MLS # O6430961)
    79
     
    3022 New Haven Place, Mount Dora, FL
    3022 New Haven Place
    Mount Dora, FL
    • 3 Beds
    • 2 Baths
    • 1,669 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  19. Photo of 807 Lucille Avenue, Nokomis, FL 34275 (MLS # C7529474)
    $550,000
    Photo of 807 Lucille Avenue, Nokomis, FL 34275 (MLS # C7529474)
    Photo of 807 Lucille Avenue, Nokomis, FL 34275 (MLS # C7529474)
    807 Lucille Avenue, Nokomis, FL
    807 Lucille Avenue
    Nokomis, FL
    • 3 Beds
    • 2 Baths
    • 1,622 Home (sqft)
    • 2 Baths
    • 11,762 Lot (sqft)
  20. Photo of 11740 Boundless Terrace, Venice, FL 34293 (MLS # TB8538532)
    $421,275
    Photo of 11740 Boundless Terrace, Venice, FL 34293 (MLS # TB8538532)
    Photo of 11740 Boundless Terrace, Venice, FL 34293 (MLS # TB8538532)
    40
     
    11740 Boundless Terrace, Venice, FL
    11740 Boundless Terrace
    Venice, FL
    • 3 Beds
    • 2 Baths
    • 1,574 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  21. Photo of 1059 Ceasars Court, Mount Dora, FL 32757 (MLS # TB8538421)
    $925,000
    Photo of 1059 Ceasars Court, Mount Dora, FL 32757 (MLS # TB8538421)
    Photo of 1059 Ceasars Court, Mount Dora, FL 32757 (MLS # TB8538421)
    72
     
    1059 Ceasars Court, Mount Dora, FL
    1059 Ceasars Court
    Mount Dora, FL
    • 3 Beds
    • 3 Baths
    • 3,686 Home (sqft)
    • 3 Baths
    • 19,602 Lot (sqft)
  22. Photo of 5605 Rutherford Place, Oviedo, FL 32765 (MLS # O6433215)
    $339,999
    Photo of 5605 Rutherford Place, Oviedo, FL 32765 (MLS # O6433215)
    Photo of 5605 Rutherford Place, Oviedo, FL 32765 (MLS # O6433215)
    27
     
    5605 Rutherford Place, Oviedo, FL
    5605 Rutherford Place
    Oviedo, FL
    • 3 Beds
    • 3 Baths
    • 1,540 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  23. Photo of 63 Oakwood Drive, Dunedin, FL 34698 (MLS # A4701116)
    $799,900
    Photo of 63 Oakwood Drive, Dunedin, FL 34698 (MLS # A4701116)
    Photo of 63 Oakwood Drive, Dunedin, FL 34698 (MLS # A4701116)
    52
     
    63 Oakwood Drive, Dunedin, FL
    63 Oakwood Drive
    Dunedin, FL
    • 4 Beds
    • 3 Baths
    • 2,016 Home (sqft)
    • 3 Baths
    • 21,780 Lot (sqft)
  24. Photo of 5038 SE 6th Avenue, Ocala, FL 34480 (MLS # OM730337)
    $1,099,000
    Photo of 5038 SE 6th Avenue, Ocala, FL 34480 (MLS # OM730337)
    Photo of 5038 SE 6th Avenue, Ocala, FL 34480 (MLS # OM730337)
    46
     
    5038 SE 6th Avenue, Ocala, FL
    5038 SE 6th Avenue
    Ocala, FL
    • 4 Beds
    • 4 Baths
    • 3,791 Home (sqft)
    • 4 Baths
    • 40,947 Lot (sqft)
  25. Photo of Newberry, FL 32669 (MLS # OM730323)
    $2,450,000
    Photo of Newberry, FL 32669 (MLS # OM730323)
    Photo of Newberry, FL 32669 (MLS # OM730323)
    10
     
    MLS # OM730323, Newberry, FL
    MLS # OM730323
    Newberry, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 37.00 Lot (ac)
  26. Photo of 12325 Silk Mimosa Alley, Winter Garden, FL 34787 (MLS # O6433281)
    $659,310
    Photo of 12325 Silk Mimosa Alley, Winter Garden, FL 34787 (MLS # O6433281)
    Photo of 12325 Silk Mimosa Alley, Winter Garden, FL 34787 (MLS # O6433281)
    12325 Silk Mimosa Alley, Winter Garden, FL
    12325 Silk Mimosa Alley
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 2,743 Home (sqft)
    • 4 Baths
    • 3,485 Lot (sqft)
  27. Photo of 95 Bickford Drive, Palm Coast, FL 32137 (MLS # FC320598)
    $375,000
    Photo of 95 Bickford Drive, Palm Coast, FL 32137 (MLS # FC320598)
    Photo of 95 Bickford Drive, Palm Coast, FL 32137 (MLS # FC320598)
    95 Bickford Drive, Palm Coast, FL
    95 Bickford Drive
    Palm Coast, FL
    • 3 Beds
    • 2 Baths
    • 1,832 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  28. Photo of 2159 Barcelona Way, St Petersburg, FL 33712 (MLS # TB8537885)
    $499,000
    Photo of 2159 Barcelona Way, St Petersburg, FL 33712 (MLS # TB8537885)
    Photo of 2159 Barcelona Way, St Petersburg, FL 33712 (MLS # TB8537885)
    2159 Barcelona Way, St Petersburg, FL
    2159 Barcelona Way
    St Petersburg, FL
    • 3 Beds
    • 2 Baths
    • 1,764 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  29. Photo of 5551 Guava Court, Kissimmee, FL 34758 (MLS # O6433274)
    $310,050
    Photo of 5551 Guava Court, Kissimmee, FL 34758 (MLS # O6433274)
    Photo of 5551 Guava Court, Kissimmee, FL 34758 (MLS # O6433274)
    24
     
    5551 Guava Court, Kissimmee, FL
    5551 Guava Court
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,872 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  30. Photo of 10394 Upton Street, Spring Hill, FL 34608 (MLS # TB8538501)
    $249,900
    Photo of 10394 Upton Street, Spring Hill, FL 34608 (MLS # TB8538501)
    Photo of 10394 Upton Street, Spring Hill, FL 34608 (MLS # TB8538501)
    32
     
    10394 Upton Street, Spring Hill, FL
    10394 Upton Street
    Spring Hill, FL
    • 2 Beds
    • 2 Baths
    • 1,105 Home (sqft)
    • 2 Baths
    • 9,584 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 8/13/26 10:54 AM PDT.

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