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 5/15/2026)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

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421 - 450 of 500+ | Previous Page 15 of 17 Next
  1. Photo of 2 Villa Villar Court #20, Deland, FL 32724 (MLS # O6408242)
    $188,000
    Photo of 2 Villa Villar Court #20, Deland, FL 32724 (MLS # O6408242)
    Photo of 2 Villa Villar Court #20, Deland, FL 32724 (MLS # O6408242)
    28
     
    2 Villa Villar Court #20, Deland, FL
    2 Villa Villar Court #20
    Deland, FL
    • 2 Beds
    • 2 Baths
    • 1,043 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  2. Photo of 3243 Spineywood Drive, Ocoee, FL 34761 (MLS # O6408241)
    $463,990
    Photo of 3243 Spineywood Drive, Ocoee, FL 34761 (MLS # O6408241)
    Photo of 3243 Spineywood Drive, Ocoee, FL 34761 (MLS # O6408241)
    3243 Spineywood Drive, Ocoee, FL
    3243 Spineywood Drive
    Ocoee, FL
    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  3. Photo of 916 Pattison Avenue, Sarasota, FL 34237 (MLS # A4693771)
    $420,000
    Photo of 916 Pattison Avenue, Sarasota, FL 34237 (MLS # A4693771)
    Photo of 916 Pattison Avenue, Sarasota, FL 34237 (MLS # A4693771)
    916 Pattison Avenue, Sarasota, FL
    916 Pattison Avenue
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,044 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  4. Photo of 3576 74th Avenue Circle E, Sarasota, FL 34243 (MLS # A4693654)
    $480,000
    Photo of 3576 74th Avenue Circle E, Sarasota, FL 34243 (MLS # A4693654)
    Photo of 3576 74th Avenue Circle E, Sarasota, FL 34243 (MLS # A4693654)
    3576 74th Avenue Circle E, Sarasota, FL
    3576 74th Avenue Circle E
    Sarasota, FL
    • 4 Beds
    • 2 Baths
    • 1,983 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  5. Photo of 14610 Red Castle Ave, Lithia, FL 33547 (MLS # TB8508909)
    $879,000
    Photo of 14610 Red Castle Ave, Lithia, FL 33547 (MLS # TB8508909)
    Photo of 14610 Red Castle Ave, Lithia, FL 33547 (MLS # TB8508909)
    65
     
    14610 Red Castle Ave, Lithia, FL
    14610 Red Castle Ave
    Lithia, FL
    • 5 Beds
    • 4 Baths
    • 3,405 Home (sqft)
    • 4 Baths
    • 10,455 Lot (sqft)
  6. Photo of 17472 Acorn Drop Road, Land O Lakes, FL 34638 (MLS # TB8509054)
    $532,740
    Photo of 17472 Acorn Drop Road, Land O Lakes, FL 34638 (MLS # TB8509054)
    Photo of 17472 Acorn Drop Road, Land O Lakes, FL 34638 (MLS # TB8509054)
    17472 Acorn Drop Road, Land O Lakes, FL
    17472 Acorn Drop Road
    Land O Lakes, FL
    • 4 Beds
    • 3 Baths
    • 3,313 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  7. Photo of 4278 Green Gables Place, Kissimmee, FL 34746 (MLS # O6407718)
    $345,000
    Photo of 4278 Green Gables Place, Kissimmee, FL 34746 (MLS # O6407718)
    Photo of 4278 Green Gables Place, Kissimmee, FL 34746 (MLS # O6407718)
    4278 Green Gables Place, Kissimmee, FL
    4278 Green Gables Place
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,560 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  8. Photo of 106 W Cypress Ct #106, Oldsmar, FL 34677 (MLS # TB8508738)
    $165,000
    Photo of 106 W Cypress Ct #106, Oldsmar, FL 34677 (MLS # TB8508738)
    Photo of 106 W Cypress Ct #106, Oldsmar, FL 34677 (MLS # TB8508738)
    106 W Cypress Ct #106, Oldsmar, FL
    106 W Cypress Ct #106
    Oldsmar, FL
    • 2 Beds
    • 2 Baths
    • 1,054 Home (sqft)
    • 2 Baths
    • 9.11 Lot (ac)
  9. Photo of 2118 Oak Meadow Circle, South Daytona, FL 32119 (MLS # O6408232)
    $199,900
    Photo of 2118 Oak Meadow Circle, South Daytona, FL 32119 (MLS # O6408232)
    Photo of 2118 Oak Meadow Circle, South Daytona, FL 32119 (MLS # O6408232)
    2118 Oak Meadow Circle, South Daytona, FL
    2118 Oak Meadow Circle
    South Daytona, FL
    • 2 Beds
    • 2 Baths
    • 1,361 Home (sqft)
    • 2 Baths
    • 3,485 Lot (sqft)
  10. Photo of 2882 Sanford Avenue, Sanford, FL 32773 (MLS # S5149906)
    $214,999
    Photo of 2882 Sanford Avenue, Sanford, FL 32773 (MLS # S5149906)
    Photo of 2882 Sanford Avenue, Sanford, FL 32773 (MLS # S5149906)
    15
     
    2882 Sanford Avenue, Sanford, FL
    2882 Sanford Avenue
    Sanford, FL
    • 2 Beds
    • 2 Baths
    • 770 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  11. Photo of 284 Rainbow Drive, Lake Placid, FL 33852 (MLS # L4961925)
    $10,000
    Photo of 284 Rainbow Drive, Lake Placid, FL 33852 (MLS # L4961925)
    Photo of 284 Rainbow Drive, Lake Placid, FL 33852 (MLS # L4961925)
    284 Rainbow Drive, Lake Placid, FL
    284 Rainbow Drive
    Lake Placid, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 9,584 Lot (sqft)
  12. Photo of 2720 Savannah Drive, Leesburg, FL 34748 (MLS # G5112225)
    $445,000
    Photo of 2720 Savannah Drive, Leesburg, FL 34748 (MLS # G5112225)
    Photo of 2720 Savannah Drive, Leesburg, FL 34748 (MLS # G5112225)
    2720 Savannah Drive, Leesburg, FL
    2720 Savannah Drive
    Leesburg, FL
    • 4 Beds
    • 3 Baths
    • 2,057 Home (sqft)
    • 3 Baths
    • 9,148 Lot (sqft)
  13. Photo of 910 Spring Park Street #103, Celebration, FL 34747 (MLS # O6408021)
    $519,900
    Photo of 910 Spring Park Street #103, Celebration, FL 34747 (MLS # O6408021)
    Photo of 910 Spring Park Street #103, Celebration, FL 34747 (MLS # O6408021)
    910 Spring Park Street #103, Celebration, FL
    910 Spring Park Street #103
    Celebration, FL
    • 3 Beds
    • 2 Baths
    • 1,460 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  14. Photo of 200 121st Avenue #104, Treasure Island, FL 33706 (MLS # TB8508167)
    $2,250,000
    Photo of 200 121st Avenue #104, Treasure Island, FL 33706 (MLS # TB8508167)
    Photo of 200 121st Avenue #104, Treasure Island, FL 33706 (MLS # TB8508167)
    86
     
    200 121st Avenue #104, Treasure Island, FL
    200 121st Avenue #104
    Treasure Island, FL
    • 3 Beds
    • 4 Baths
    • 2,659 Home (sqft)
    • 4 Baths
    • 1.12 Lot (ac)
  15. Photo of 2583 Wilburn Terrace, North Port, FL 34288 (MLS # A4693695)
    $280,000
    Photo of 2583 Wilburn Terrace, North Port, FL 34288 (MLS # A4693695)
    Photo of 2583 Wilburn Terrace, North Port, FL 34288 (MLS # A4693695)
    2583 Wilburn Terrace, North Port, FL
    2583 Wilburn Terrace
    North Port, FL
    • 3 Beds
    • 2 Baths
    • 1,762 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  16. Photo of 17857 Gulf Ranch Place, Bradenton, FL 34211 (MLS # A4692448)
    $599,000
    Photo of 17857 Gulf Ranch Place, Bradenton, FL 34211 (MLS # A4692448)
    Photo of 17857 Gulf Ranch Place, Bradenton, FL 34211 (MLS # A4692448)
    17857 Gulf Ranch Place, Bradenton, FL
    17857 Gulf Ranch Place
    Bradenton, FL
    • 3 Beds
    • 3 Baths
    • 2,045 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  17. Photo of 10749 Waterfield Road, Jacksonville, FL 32210 (MLS # FC318564)
    $224,990
    Photo of 10749 Waterfield Road, Jacksonville, FL 32210 (MLS # FC318564)
    Photo of 10749 Waterfield Road, Jacksonville, FL 32210 (MLS # FC318564)
    10749 Waterfield Road, Jacksonville, FL
    10749 Waterfield Road
    Jacksonville, FL
    • 3 Beds
    • 3 Baths
    • 1,429 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  18. Photo of 6213 Candler Terrace, Sebring, FL 33876 (MLS # L4961924)
    $499,900
    Photo of 6213 Candler Terrace, Sebring, FL 33876 (MLS # L4961924)
    Photo of 6213 Candler Terrace, Sebring, FL 33876 (MLS # L4961924)
    6213 Candler Terrace, Sebring, FL
    6213 Candler Terrace
    Sebring, FL
    • 8 Beds
    • 8 Baths
    • 3,792 Home (sqft)
    • 8 Baths
    • 21,780 Lot (sqft)
  19. Photo of 5550 E Michigan Street #3326, Orlando, FL 32822 (MLS # O6403909)
    $160,500
    Photo of 5550 E Michigan Street #3326, Orlando, FL 32822 (MLS # O6403909)
    Photo of 5550 E Michigan Street #3326, Orlando, FL 32822 (MLS # O6403909)
    5550 E Michigan Street #3326, Orlando, FL
    5550 E Michigan Street #3326
    Orlando, FL
    • 1 Bed
    • 1 Bath
    • 846 Home (sqft)
    • 1 Bath
    • 8.87 Lot (ac)
  20. Photo of 370 S Lost Lake Lane, Casselberry, FL 32707 (MLS # O6407620)
    $639,000
    Photo of 370 S Lost Lake Lane, Casselberry, FL 32707 (MLS # O6407620)
    Photo of 370 S Lost Lake Lane, Casselberry, FL 32707 (MLS # O6407620)
    37
     
    370 S Lost Lake Lane, Casselberry, FL
    370 S Lost Lake Lane
    Casselberry, FL
    • 3 Beds
    • 3 Baths
    • 2,467 Home (sqft)
    • 3 Baths
    • 40,076 Lot (sqft)
  21. Photo of 10024 Coldwater Loop, Land O Lakes, FL 34638 (MLS # TB8508788)
    $440,000
    Photo of 10024 Coldwater Loop, Land O Lakes, FL 34638 (MLS # TB8508788)
    Photo of 10024 Coldwater Loop, Land O Lakes, FL 34638 (MLS # TB8508788)
    10024 Coldwater Loop, Land O Lakes, FL
    10024 Coldwater Loop
    Land O Lakes, FL
    • 3 Beds
    • 2 Baths
    • 2,596 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  22. Photo of 5125 Palm Springs Boulevard #15104, Tampa, FL 33647 (MLS # TB8508355)
    $149,900
    Photo of 5125 Palm Springs Boulevard #15104, Tampa, FL 33647 (MLS # TB8508355)
    Photo of 5125 Palm Springs Boulevard #15104, Tampa, FL 33647 (MLS # TB8508355)
    5125 Palm Springs Boulevard #15104, Tampa, FL
    5125 Palm Springs Boulevard #15104
    Tampa, FL
    • 1 Bed
    • 1 Bath
    • 851 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  23. Photo of 2202 Bahama Road W, Sebring, FL 33870 (MLS # L4961740)
    $162,900
    Photo of 2202 Bahama Road W, Sebring, FL 33870 (MLS # L4961740)
    Photo of 2202 Bahama Road W, Sebring, FL 33870 (MLS # L4961740)
    2202 Bahama Road W, Sebring, FL
    2202 Bahama Road W
    Sebring, FL
    • 2 Beds
    • 2 Baths
    • 1,320 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  24. Photo of 111 24th Street, Belleair Beach, FL 33786 (MLS # TB8507830)
    $649,900
    Photo of 111 24th Street, Belleair Beach, FL 33786 (MLS # TB8507830)
    Photo of 111 24th Street, Belleair Beach, FL 33786 (MLS # TB8507830)
    111 24th Street, Belleair Beach, FL
    111 24th Street
    Belleair Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,961 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  25. Photo of 1536 Softshell Street, Saint Cloud, FL 34771 (MLS # O6407432)
    $539,900
    Photo of 1536 Softshell Street, Saint Cloud, FL 34771 (MLS # O6407432)
    Photo of 1536 Softshell Street, Saint Cloud, FL 34771 (MLS # O6407432)
    1536 Softshell Street, Saint Cloud, FL
    1536 Softshell Street
    Saint Cloud, FL
    • 4 Beds
    • 4 Baths
    • 2,891 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  26. Photo of 2213 Hollow Forest Court, Wesley Chapel, FL 33543 (MLS # TB8508124)
    $839,900
    Photo of 2213 Hollow Forest Court, Wesley Chapel, FL 33543 (MLS # TB8508124)
    Photo of 2213 Hollow Forest Court, Wesley Chapel, FL 33543 (MLS # TB8508124)
    2213 Hollow Forest Court, Wesley Chapel, FL
    2213 Hollow Forest Court
    Wesley Chapel, FL
    • 3 Beds
    • 4 Baths
    • 3,186 Home (sqft)
    • 4 Baths
    • 13,068 Lot (sqft)
  27. Photo of 2228 N Orange Avenue, Sarasota, FL 34234 (MLS # O6408224)
    $185,000
    Photo of 2228 N Orange Avenue, Sarasota, FL 34234 (MLS # O6408224)
    Photo of 2228 N Orange Avenue, Sarasota, FL 34234 (MLS # O6408224)
    2228 N Orange Avenue, Sarasota, FL
    2228 N Orange Avenue
    Sarasota, FL
    • 4 Beds
    • 1 Bath
    • 1,340 Home (sqft)
    • 1 Bath
    • 6,970 Lot (sqft)
  28. Photo of 7004 Portmarnock Place, Bradenton, FL 34202 (MLS # A4693229)
    $3,190,000
    Photo of 7004 Portmarnock Place, Bradenton, FL 34202 (MLS # A4693229)
    Photo of 7004 Portmarnock Place, Bradenton, FL 34202 (MLS # A4693229)
    7004 Portmarnock Place, Bradenton, FL
    7004 Portmarnock Place
    Bradenton, FL
    • 5 Beds
    • 5 Baths
    • 5,661 Home (sqft)
    • 5 Baths
    • 21,780 Lot (sqft)
  29. Photo of 134 Jewel Drive, Altamonte Springs, FL 32714 (MLS # O6408225)
    $525,000
    Photo of 134 Jewel Drive, Altamonte Springs, FL 32714 (MLS # O6408225)
    Photo of 134 Jewel Drive, Altamonte Springs, FL 32714 (MLS # O6408225)
    134 Jewel Drive, Altamonte Springs, FL
    134 Jewel Drive
    Altamonte Springs, FL
    • 4 Beds
    • 2 Baths
    • 1,940 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  30. Photo of 108 Inwood Circle, Brandon, FL 33510 (MLS # TB8509030)
    $379,000
    Photo of 108 Inwood Circle, Brandon, FL 33510 (MLS # TB8509030)
    Photo of 108 Inwood Circle, Brandon, FL 33510 (MLS # TB8509030)
    108 Inwood Circle, Brandon, FL
    108 Inwood Circle
    Brandon, FL
    • 4 Beds
    • 2 Baths
    • 1,170 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
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