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 3/28/2026)

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 5221 Bayshore Boulevard #29, Tampa, FL 33611 (MLS # TB8491688)
    $150,000
    Photo of 5221 Bayshore Boulevard #29, Tampa, FL 33611 (MLS # TB8491688)
    Photo of 5221 Bayshore Boulevard #29, Tampa, FL 33611 (MLS # TB8491688)
    18
     
    5221 Bayshore Boulevard #29, Tampa, FL
    5221 Bayshore Boulevard #29
    Tampa, FL
    • 1 Bed
    • 1 Bath
    • 644 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  2. Photo of Bethel Court S, St Petersburg, FL 33712 (MLS # TB8491691)
    $300,000
    Photo of Bethel Court S, St Petersburg, FL 33712 (MLS # TB8491691)
    Photo of Bethel Court S, St Petersburg, FL 33712 (MLS # TB8491691)
    Bethel Court S, St Petersburg, FL
    Bethel Court S
    St Petersburg, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,890 Lot (sqft)
  3. Photo of 2948 Tangerine Court, Leesburg, FL 34748 (MLS # G5110262)
    $219,900
    Photo of 2948 Tangerine Court, Leesburg, FL 34748 (MLS # G5110262)
    Photo of 2948 Tangerine Court, Leesburg, FL 34748 (MLS # G5110262)
    2948 Tangerine Court, Leesburg, FL
    2948 Tangerine Court
    Leesburg, FL
    • 2 Beds
    • 2 Baths
    • 1,434 Home (sqft)
    • 2 Baths
    • 2,178 Lot (sqft)
  4. Photo of 5435 Los Robles Court, Palmetto, FL 34221 (MLS # TB8491641)
    $485,000
    Photo of 5435 Los Robles Court, Palmetto, FL 34221 (MLS # TB8491641)
    Photo of 5435 Los Robles Court, Palmetto, FL 34221 (MLS # TB8491641)
    29
     
    5435 Los Robles Court, Palmetto, FL
    5435 Los Robles Court
    Palmetto, FL
    • 4 Beds
    • 3 Baths
    • 2,542 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  5. Photo of 1324 Otters View Court, Fruitland Park, FL 34731 (MLS # G5110259)
    $699,900
    Photo of 1324 Otters View Court, Fruitland Park, FL 34731 (MLS # G5110259)
    Photo of 1324 Otters View Court, Fruitland Park, FL 34731 (MLS # G5110259)
    1324 Otters View Court, Fruitland Park, FL
    1324 Otters View Court
    Fruitland Park, FL
    • 4 Beds
    • 4 Baths
    • 2,891 Home (sqft)
    • 4 Baths
    • 1.27 Lot (ac)
  6. Photo of 2518 Maywood Street, Eustis, FL 32726 (MLS # O6394555)
    $300,000
    Photo of 2518 Maywood Street, Eustis, FL 32726 (MLS # O6394555)
    Photo of 2518 Maywood Street, Eustis, FL 32726 (MLS # O6394555)
    44
     
    2518 Maywood Street, Eustis, FL
    2518 Maywood Street
    Eustis, FL
    • 3 Beds
    • 2 Baths
    • 1,827 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  7. Photo of 4409 W Paul Avenue, Tampa, FL 33611 (MLS # TB8491551)
    $450,000
    Photo of 4409 W Paul Avenue, Tampa, FL 33611 (MLS # TB8491551)
    Photo of 4409 W Paul Avenue, Tampa, FL 33611 (MLS # TB8491551)
    55
     
    4409 W Paul Avenue, Tampa, FL
    4409 W Paul Avenue
    Tampa, FL
    • 3 Beds
    • 2 Baths
    • 1,453 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  8. Photo of 10832 Whisk Fern Drive, Venice, FL 34293 (MLS # A4687882)
    $1,300,000
    Photo of 10832 Whisk Fern Drive, Venice, FL 34293 (MLS # A4687882)
    Photo of 10832 Whisk Fern Drive, Venice, FL 34293 (MLS # A4687882)
    10832 Whisk Fern Drive, Venice, FL
    10832 Whisk Fern Drive
    Venice, FL
    • 4 Beds
    • 4 Baths
    • 3,079 Home (sqft)
    • 4 Baths
    • 11,326 Lot (sqft)
  9. Photo of 892 Country Club Circle #50, Venice, FL 34293 (MLS # A4687901)
    $345,000
    Photo of 892 Country Club Circle #50, Venice, FL 34293 (MLS # A4687901)
    Photo of 892 Country Club Circle #50, Venice, FL 34293 (MLS # A4687901)
    35
     
    892 Country Club Circle #50, Venice, FL
    892 Country Club Circle #50
    Venice, FL
    • 2 Beds
    • 2 Baths
    • 1,335 Home (sqft)
    • 2 Baths
    • 11.31 Lot (ac)
  10. Photo of 9610 Seadale Court #102, Riverview, FL 33578 (MLS # TB8489005)
    $189,999
    Photo of 9610 Seadale Court #102, Riverview, FL 33578 (MLS # TB8489005)
    Photo of 9610 Seadale Court #102, Riverview, FL 33578 (MLS # TB8489005)
    16
     
    9610 Seadale Court #102, Riverview, FL
    9610 Seadale Court #102
    Riverview, FL
    • 3 Beds
    • 2 Baths
    • 1,151 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  11. Photo of 1643 Ann Rose Way, Leesburg, FL 34748 (MLS # O6394558)
    $343,900
    Photo of 1643 Ann Rose Way, Leesburg, FL 34748 (MLS # O6394558)
    Photo of 1643 Ann Rose Way, Leesburg, FL 34748 (MLS # O6394558)
    11
     
    1643 Ann Rose Way, Leesburg, FL
    1643 Ann Rose Way
    Leesburg, FL
    • 3 Beds
    • 2 Baths
    • 1,780 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  12. Photo of 438 Darkwood Avenue, Ocoee, FL 34761 (MLS # O6394188)
    $479,900
    Photo of 438 Darkwood Avenue, Ocoee, FL 34761 (MLS # O6394188)
    Photo of 438 Darkwood Avenue, Ocoee, FL 34761 (MLS # O6394188)
    41
     
    438 Darkwood Avenue, Ocoee, FL
    438 Darkwood Avenue
    Ocoee, FL
    • 4 Beds
    • 3 Baths
    • 1,895 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  13. Photo of 100 Pierce Street #1205, Clearwater, FL 33756 (MLS # TB8490935)
    $749,000
    Photo of 100 Pierce Street #1205, Clearwater, FL 33756 (MLS # TB8490935)
    Photo of 100 Pierce Street #1205, Clearwater, FL 33756 (MLS # TB8490935)
    58
     
    100 Pierce Street #1205, Clearwater, FL
    100 Pierce Street #1205
    Clearwater, FL
    • 3 Beds
    • 3 Baths
    • 2,130 Home (sqft)
    • 3 Baths
    • 2.84 Lot (ac)
  14. Photo of 1501 Ashby Creek Road, Osteen, FL 32764 (MLS # V4948163)
    $479,000
    Photo of 1501 Ashby Creek Road, Osteen, FL 32764 (MLS # V4948163)
    Photo of 1501 Ashby Creek Road, Osteen, FL 32764 (MLS # V4948163)
    46
     
    1501 Ashby Creek Road, Osteen, FL
    1501 Ashby Creek Road
    Osteen, FL
    • 3 Beds
    • 2 Baths
    • 1,344 Home (sqft)
    • 2 Baths
    • 25.38 Lot (ac)
  15. Photo of 5808 Clearview Drive, Orlando, FL 32819 (MLS # O6394470)
    $349,900
    Photo of 5808 Clearview Drive, Orlando, FL 32819 (MLS # O6394470)
    Photo of 5808 Clearview Drive, Orlando, FL 32819 (MLS # O6394470)
    10
     
    5808 Clearview Drive, Orlando, FL
    5808 Clearview Drive
    Orlando, FL
    • 3 Beds
    • 2 Baths
    • 1,050 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  16. Photo of 2431 Weatherford Drive, Deltona, FL 32738 (MLS # V4948158)
    $350,000
    Photo of 2431 Weatherford Drive, Deltona, FL 32738 (MLS # V4948158)
    Photo of 2431 Weatherford Drive, Deltona, FL 32738 (MLS # V4948158)
    35
     
    2431 Weatherford Drive, Deltona, FL
    2431 Weatherford Drive
    Deltona, FL
    • 4 Beds
    • 2 Baths
    • 1,713 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  17. Photo of 1257 Maritime Hammock Avenue, Ruskin, FL 33570 (MLS # W7884322)
    $415,000
    Photo of 1257 Maritime Hammock Avenue, Ruskin, FL 33570 (MLS # W7884322)
    Photo of 1257 Maritime Hammock Avenue, Ruskin, FL 33570 (MLS # W7884322)
    1257 Maritime Hammock Avenue, Ruskin, FL
    1257 Maritime Hammock Avenue
    Ruskin, FL
    • 5 Beds
    • 3 Baths
    • 2,674 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  18. Photo of 1639 Ann Rose Way, Leesburg, FL 34748 (MLS # O6394554)
    $344,900
    Photo of 1639 Ann Rose Way, Leesburg, FL 34748 (MLS # O6394554)
    Photo of 1639 Ann Rose Way, Leesburg, FL 34748 (MLS # O6394554)
    13
     
    1639 Ann Rose Way, Leesburg, FL
    1639 Ann Rose Way
    Leesburg, FL
    • 4 Beds
    • 2 Baths
    • 1,820 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  19. Photo of 405 Blackhawk Circle, Sun City Center, FL 33573 (MLS # A4687013)
    $399,900
    Photo of 405 Blackhawk Circle, Sun City Center, FL 33573 (MLS # A4687013)
    Photo of 405 Blackhawk Circle, Sun City Center, FL 33573 (MLS # A4687013)
    52
     
    405 Blackhawk Circle, Sun City Center, FL
    405 Blackhawk Circle
    Sun City Center, FL
    • 2 Beds
    • 2 Baths
    • 2,135 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
  20. Photo of 14819 NW 140 Street, Alachua, FL 32615 (MLS # GC538941)
    $274,000
    Photo of 14819 NW 140 Street, Alachua, FL 32615 (MLS # GC538941)
    Photo of 14819 NW 140 Street, Alachua, FL 32615 (MLS # GC538941)
    16
     
    14819 NW 140 Street, Alachua, FL
    14819 NW 140 Street
    Alachua, FL
    • 3 Beds
    • 2 Baths
    • 2,032 Home (sqft)
    • 2 Baths
    • 16,118 Lot (sqft)
  21. Photo of 4648 25th Street SW, Lehigh Acres, FL 33973 (MLS # C7524067)
    $49,900
    Photo of 4648 25th Street SW, Lehigh Acres, FL 33973 (MLS # C7524067)
    Photo of 4648 25th Street SW, Lehigh Acres, FL 33973 (MLS # C7524067)
    4648 25th Street SW, Lehigh Acres, FL
    4648 25th Street SW
    Lehigh Acres, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 12,633 Lot (sqft)
  22. Photo of 5215 123rd Avenue E, Parrish, FL 34219 (MLS # TB8491108)
    $649,000
    Photo of 5215 123rd Avenue E, Parrish, FL 34219 (MLS # TB8491108)
    Photo of 5215 123rd Avenue E, Parrish, FL 34219 (MLS # TB8491108)
    61
     
    5215 123rd Avenue E, Parrish, FL
    5215 123rd Avenue E
    Parrish, FL
    • 4 Beds
    • 4 Baths
    • 3,057 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
  23. Photo of 2170 Robinhood Street #C1-203, Sarasota, FL 34231 (MLS # A4687938)
    $999,000
    Photo of 2170 Robinhood Street #C1-203, Sarasota, FL 34231 (MLS # A4687938)
    Photo of 2170 Robinhood Street #C1-203, Sarasota, FL 34231 (MLS # A4687938)
    24
     
    2170 Robinhood Street #C1-203, Sarasota, FL
    2170 Robinhood Street #C1-203
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 1,434 Home (sqft)
    • 3 Baths
    • 2.17 Lot (ac)
  24. Photo of 505 W Alva Street, Tampa, FL 33603 (MLS # TB8491674)
    $575,000
    Photo of 505 W Alva Street, Tampa, FL 33603 (MLS # TB8491674)
    Photo of 505 W Alva Street, Tampa, FL 33603 (MLS # TB8491674)
    505 W Alva Street, Tampa, FL
    505 W Alva Street
    Tampa, FL
    • 3 Beds
    • 2 Baths
    • 1,720 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  25. Photo of 8598 Campus Woods Way, New Port Richey, FL 34655 (MLS # TB8491598)
    $475,000
    Photo of 8598 Campus Woods Way, New Port Richey, FL 34655 (MLS # TB8491598)
    Photo of 8598 Campus Woods Way, New Port Richey, FL 34655 (MLS # TB8491598)
    61
     
    8598 Campus Woods Way, New Port Richey, FL
    8598 Campus Woods Way
    New Port Richey, FL
    • 4 Beds
    • 3 Baths
    • 2,334 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  26. Photo of 3356 Robert Trent Jones Drive #101, Orlando, FL 32835 (MLS # O6394548)
    $310,000
    Photo of 3356 Robert Trent Jones Drive #101, Orlando, FL 32835 (MLS # O6394548)
    Photo of 3356 Robert Trent Jones Drive #101, Orlando, FL 32835 (MLS # O6394548)
    21
     
    3356 Robert Trent Jones Drive #101, Orlando, FL
    3356 Robert Trent Jones Drive #101
    Orlando, FL
    • 2 Beds
    • 2 Baths
    • 1,962 Home (sqft)
    • 2 Baths
    • 20,909 Lot (sqft)
  27. Photo of 458 Longmeadow Lane, Longwood, FL 32779 (MLS # O6394547)
    $725,000
    Photo of 458 Longmeadow Lane, Longwood, FL 32779 (MLS # O6394547)
    Photo of 458 Longmeadow Lane, Longwood, FL 32779 (MLS # O6394547)
    64
     
    458 Longmeadow Lane, Longwood, FL
    458 Longmeadow Lane
    Longwood, FL
    • 4 Beds
    • 4 Baths
    • 2,619 Home (sqft)
    • 4 Baths
    • 10,890 Lot (sqft)
  28. Photo of 2523 Karen Drive, Mount Dora, FL 32757 (MLS # G5110231)
    $265,000
    Photo of 2523 Karen Drive, Mount Dora, FL 32757 (MLS # G5110231)
    Photo of 2523 Karen Drive, Mount Dora, FL 32757 (MLS # G5110231)
    38
     
    2523 Karen Drive, Mount Dora, FL
    2523 Karen Drive
    Mount Dora, FL
    • 3 Beds
    • 3 Baths
    • 1,728 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  29. Photo of 115 Windward Place #15, Oldsmar, FL 34677 (MLS # TB8490824)
    $180,000
    Photo of 115 Windward Place #15, Oldsmar, FL 34677 (MLS # TB8490824)
    Photo of 115 Windward Place #15, Oldsmar, FL 34677 (MLS # TB8490824)
    26
     
    115 Windward Place #15, Oldsmar, FL
    115 Windward Place #15
    Oldsmar, FL
    • 2 Beds
    • 2 Baths
    • 879 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  30. Photo of 13 Old Oak Drive N, Palm Coast, FL 32137 (MLS # O6391954)
    $1,225,000
    Photo of 13 Old Oak Drive N, Palm Coast, FL 32137 (MLS # O6391954)
    Photo of 13 Old Oak Drive N, Palm Coast, FL 32137 (MLS # O6391954)
    13 Old Oak Drive N, Palm Coast, FL
    13 Old Oak Drive N
    Palm Coast, FL
    • 4 Beds
    • 4 Baths
    • 2,967 Home (sqft)
    • 4 Baths
    • 15,682 Lot (sqft)
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