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 6/29/2026)

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

 
 

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181 - 210 of 500+ | Previous Page 7 of 17 Next
  1. Photo of 3042 Kingsman Trail, Ormond Beach, FL 32174 (MLS # O6420769)
    $457,990
    Photo of 3042 Kingsman Trail, Ormond Beach, FL 32174 (MLS # O6420769)
    Photo of 3042 Kingsman Trail, Ormond Beach, FL 32174 (MLS # O6420769)
    3042 Kingsman Trail, Ormond Beach, FL
    3042 Kingsman Trail
    Ormond Beach, FL
    • 4 Beds
    • 3 Baths
    • 2,361 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  2. Photo of 21914 NW 286th Street, Okeechobee, FL 34972 (MLS # NS1088605)
    $34,500
    Photo of 21914 NW 286th Street, Okeechobee, FL 34972 (MLS # NS1088605)
    Photo of 21914 NW 286th Street, Okeechobee, FL 34972 (MLS # NS1088605)
    21914 NW 286th Street, Okeechobee, FL
    21914 NW 286th Street
    Okeechobee, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.25 Lot (ac)
  3. Photo of 2525 Broadwing Street, Kissimmee, FL 34746 (MLS # TB8524206)
    $424,990
    Photo of 2525 Broadwing Street, Kissimmee, FL 34746 (MLS # TB8524206)
    Photo of 2525 Broadwing Street, Kissimmee, FL 34746 (MLS # TB8524206)
    32
     
    2525 Broadwing Street, Kissimmee, FL
    2525 Broadwing Street
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 2,226 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  4. Photo of 1 Colony Point Drive #15B, Punta Gorda, FL 33950 (MLS # C7527834)
    $419,000
    Photo of 1 Colony Point Drive #15B, Punta Gorda, FL 33950 (MLS # C7527834)
    Photo of 1 Colony Point Drive #15B, Punta Gorda, FL 33950 (MLS # C7527834)
    63
     
    1 Colony Point Drive #15B, Punta Gorda, FL
    1 Colony Point Drive #15B
    Punta Gorda, FL
    • 2 Beds
    • 2 Baths
    • 1,581 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  5. Photo of 318 Annabelle Way, Davenport, FL 33837 (MLS # P4939094)
    $300,000
    Photo of 318 Annabelle Way, Davenport, FL 33837 (MLS # P4939094)
    Photo of 318 Annabelle Way, Davenport, FL 33837 (MLS # P4939094)
    42
     
    318 Annabelle Way, Davenport, FL
    318 Annabelle Way
    Davenport, FL
    • 3 Beds
    • 3 Baths
    • 1,606 Home (sqft)
    • 3 Baths
    • 1,307 Lot (sqft)
  6. Photo of 20336 Calder Avenue, Port Charlotte, FL 33954 (MLS # NS1088607)
    $229,900
    Photo of 20336 Calder Avenue, Port Charlotte, FL 33954 (MLS # NS1088607)
    Photo of 20336 Calder Avenue, Port Charlotte, FL 33954 (MLS # NS1088607)
    22
     
    20336 Calder Avenue, Port Charlotte, FL
    20336 Calder Avenue
    Port Charlotte, FL
    • 2 Beds
    • 2 Baths
    • 1,182 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  7. Photo of 00 SW 69 Place, Ocala, FL 34481 (MLS # OM727566)
    $67,000
    Photo of 00 SW 69 Place, Ocala, FL 34481 (MLS # OM727566)
    Photo of 00 SW 69 Place, Ocala, FL 34481 (MLS # OM727566)
    00 SW 69 Place, Ocala, FL
    00 SW 69 Place
    Ocala, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.16 Lot (ac)
  8. Photo of 7617 Senrab Drive, Bradenton, FL 34209 (MLS # A4697640)
    $849,900
    Photo of 7617 Senrab Drive, Bradenton, FL 34209 (MLS # A4697640)
    Photo of 7617 Senrab Drive, Bradenton, FL 34209 (MLS # A4697640)
    46
     
    7617 Senrab Drive, Bradenton, FL
    7617 Senrab Drive
    Bradenton, FL
    • 4 Beds
    • 3 Baths
    • 2,102 Home (sqft)
    • 3 Baths
    • 27,443 Lot (sqft)
  9. Photo of 11215 SW Courtney Drive, Lake Suzy, FL 34269 (MLS # C7527821)
    $254,000
    Photo of 11215 SW Courtney Drive, Lake Suzy, FL 34269 (MLS # C7527821)
    Photo of 11215 SW Courtney Drive, Lake Suzy, FL 34269 (MLS # C7527821)
    57
     
    11215 SW Courtney Drive, Lake Suzy, FL
    11215 SW Courtney Drive
    Lake Suzy, FL
    • 2 Beds
    • 2 Baths
    • 2,262 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  10. Photo of 2728 Mercy Circle, Clermont, FL 34714 (MLS # O6420767)
    $617,990
    Photo of 2728 Mercy Circle, Clermont, FL 34714 (MLS # O6420767)
    Photo of 2728 Mercy Circle, Clermont, FL 34714 (MLS # O6420767)
    26
     
    2728 Mercy Circle, Clermont, FL
    2728 Mercy Circle
    Clermont, FL
    • 5 Beds
    • 4 Baths
    • 3,195 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  11. Photo of 22010 SE 111 Ave, Hawthorne, FL 32640 (MLS # A4698429)
    $39,999
    Photo of 22010 SE 111 Ave, Hawthorne, FL 32640 (MLS # A4698429)
    Photo of 22010 SE 111 Ave, Hawthorne, FL 32640 (MLS # A4698429)
    22010 SE 111 Ave, Hawthorne, FL
    22010 SE 111 Ave
    Hawthorne, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.44 Lot (ac)
  12. Photo of 480 Trout Lane, Oldsmar, FL 34677 (MLS # TB8524174)
    $229,900
    Photo of 480 Trout Lane, Oldsmar, FL 34677 (MLS # TB8524174)
    Photo of 480 Trout Lane, Oldsmar, FL 34677 (MLS # TB8524174)
    62
     
    480 Trout Lane, Oldsmar, FL
    480 Trout Lane
    Oldsmar, FL
    • 2 Beds
    • 2 Baths
    • 1,521 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  13. Photo of 1761 19th Street S, St Petersburg, FL 33712 (MLS # TB8524207)
    $699,000
    Photo of 1761 19th Street S, St Petersburg, FL 33712 (MLS # TB8524207)
    Photo of 1761 19th Street S, St Petersburg, FL 33712 (MLS # TB8524207)
    10
     
    1761 19th Street S, St Petersburg, FL
    1761 19th Street S
    St Petersburg, FL
    • 8 Beds
    • 4 Baths
    • 2,128 Home (sqft)
    • 4 Baths
    • 4,792 Lot (sqft)
  14. Photo of 1070 Berkshire Place, The Villages, FL 32162 (MLS # G5114405)
    $300,000
    Photo of 1070 Berkshire Place, The Villages, FL 32162 (MLS # G5114405)
    Photo of 1070 Berkshire Place, The Villages, FL 32162 (MLS # G5114405)
    35
     
    1070 Berkshire Place, The Villages, FL
    1070 Berkshire Place
    The Villages, FL
    • 2 Beds
    • 2 Baths
    • 1,240 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  15. Photo of 49021 Bermont Road, Punta Gorda, FL 33982 (MLS # TB8521251)
    $219,000
    Photo of 49021 Bermont Road, Punta Gorda, FL 33982 (MLS # TB8521251)
    Photo of 49021 Bermont Road, Punta Gorda, FL 33982 (MLS # TB8521251)
    49021 Bermont Road, Punta Gorda, FL
    49021 Bermont Road
    Punta Gorda, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 5.15 Lot (ac)
  16. Photo of 2035 Duncan Trace, Deland, FL 32720 (MLS # V4949921)
    $459,900
    Photo of 2035 Duncan Trace, Deland, FL 32720 (MLS # V4949921)
    Photo of 2035 Duncan Trace, Deland, FL 32720 (MLS # V4949921)
    2035 Duncan Trace, Deland, FL
    2035 Duncan Trace
    Deland, FL
    • 3 Beds
    • 2 Baths
    • 2,041 Home (sqft)
    • 2 Baths
    • 43,560 Lot (sqft)
  17. Photo of 606 Channel Way, Groveland, FL 34736 (MLS # O6420761)
    $349,490
    Photo of 606 Channel Way, Groveland, FL 34736 (MLS # O6420761)
    Photo of 606 Channel Way, Groveland, FL 34736 (MLS # O6420761)
    606 Channel Way, Groveland, FL
    606 Channel Way
    Groveland, FL
    • 4 Beds
    • 3 Baths
    • 2,034 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  18. Photo of 7216 Chancery Lane #100, Orlando, FL 32809 (MLS # O6407603)
    $24,063
    Photo of 7216 Chancery Lane #100, Orlando, FL 32809 (MLS # O6407603)
    Photo of 7216 Chancery Lane #100, Orlando, FL 32809 (MLS # O6407603)
    11
     
    7216 Chancery Lane #100, Orlando, FL
    7216 Chancery Lane #100
    Orlando, FL
    • 0 Beds
    • 0 Baths
    • 1,375 Home (sqft)
    • 0 Baths
    • 1.29 Lot (ac)
  19. Photo of 5154 Pheasant Woods Drive, Lutz, FL 33558 (MLS # TB8523954)
    $619,900
    Photo of 5154 Pheasant Woods Drive, Lutz, FL 33558 (MLS # TB8523954)
    Photo of 5154 Pheasant Woods Drive, Lutz, FL 33558 (MLS # TB8523954)
    38
     
    5154 Pheasant Woods Drive, Lutz, FL
    5154 Pheasant Woods Drive
    Lutz, FL
    • 4 Beds
    • 3 Baths
    • 2,416 Home (sqft)
    • 3 Baths
    • 11,762 Lot (sqft)
  20. Photo of 12526 Rathwell Avenue, Port Charlotte, FL 33981 (MLS # N6144818)
    $17,900
    Photo of 12526 Rathwell Avenue, Port Charlotte, FL 33981 (MLS # N6144818)
    Photo of 12526 Rathwell Avenue, Port Charlotte, FL 33981 (MLS # N6144818)
    12526 Rathwell Avenue, Port Charlotte, FL
    12526 Rathwell Avenue
    Port Charlotte, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 12,197 Lot (sqft)
  21. Photo of 1615 Saint Pauls Drive, Clearwater, FL 33764 (MLS # A4696618)
    $1,500,000
    Photo of 1615 Saint Pauls Drive, Clearwater, FL 33764 (MLS # A4696618)
    Photo of 1615 Saint Pauls Drive, Clearwater, FL 33764 (MLS # A4696618)
    37
     
    1615 Saint Pauls Drive, Clearwater, FL
    1615 Saint Pauls Drive
    Clearwater, FL
    • 4 Beds
    • 4 Baths
    • 4,152 Home (sqft)
    • 4 Baths
    • 1.02 Lot (ac)
  22. Photo of 13361 Sunny Retreat Lane, Winter Garden, FL 34787 (MLS # O6419110)
    $869,900
    Photo of 13361 Sunny Retreat Lane, Winter Garden, FL 34787 (MLS # O6419110)
    Photo of 13361 Sunny Retreat Lane, Winter Garden, FL 34787 (MLS # O6419110)
    13361 Sunny Retreat Lane, Winter Garden, FL
    13361 Sunny Retreat Lane
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 3,172 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  23. Photo of 4333 Cynthia Street, Orlando, FL 32811 (MLS # O6418342)
    $214,900
    Photo of 4333 Cynthia Street, Orlando, FL 32811 (MLS # O6418342)
    Photo of 4333 Cynthia Street, Orlando, FL 32811 (MLS # O6418342)
    16
     
    4333 Cynthia Street, Orlando, FL
    4333 Cynthia Street
    Orlando, FL
    • 3 Beds
    • 2 Baths
    • 1,039 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  24. Photo of 224 Waverly Way #4, Clearwater, FL 33756 (MLS # TB8521885)
    $115,000
    Photo of 224 Waverly Way #4, Clearwater, FL 33756 (MLS # TB8521885)
    Photo of 224 Waverly Way #4, Clearwater, FL 33756 (MLS # TB8521885)
    41
     
    224 Waverly Way #4, Clearwater, FL
    224 Waverly Way #4
    Clearwater, FL
    • 1 Bed
    • 1 Bath
    • 585 Home (sqft)
    • 1 Bath
    • 19,602 Lot (sqft)
  25. Photo of 102 E Jean Street, Tampa, FL 33604 (MLS # O6419091)
    $224,900
    Photo of 102 E Jean Street, Tampa, FL 33604 (MLS # O6419091)
    Photo of 102 E Jean Street, Tampa, FL 33604 (MLS # O6419091)
    44
     
    102 E Jean Street, Tampa, FL
    102 E Jean Street
    Tampa, FL
    • 2 Beds
    • 1 Bath
    • 996 Home (sqft)
    • 1 Bath
    • 6,534 Lot (sqft)
  26. Photo of 1348 N Ridgewood Avenue, Deland, FL 32720 (MLS # V4949920)
    $200,000
    Photo of 1348 N Ridgewood Avenue, Deland, FL 32720 (MLS # V4949920)
    Photo of 1348 N Ridgewood Avenue, Deland, FL 32720 (MLS # V4949920)
    11
     
    1348 N Ridgewood Avenue, Deland, FL
    1348 N Ridgewood Avenue
    Deland, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 6.27 Lot (ac)
  27. Photo of 765 Ambleside Drive, Haines City, FL 33844 (MLS # O6420752)
    $374,900
    Photo of 765 Ambleside Drive, Haines City, FL 33844 (MLS # O6420752)
    Photo of 765 Ambleside Drive, Haines City, FL 33844 (MLS # O6420752)
    37
     
    765 Ambleside Drive, Haines City, FL
    765 Ambleside Drive
    Haines City, FL
    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  28. Photo of 5 NE 237th Lane, Fort Mccoy, FL 32134 (MLS # OM727563)
    $14,950
    Photo of 5 NE 237th Lane, Fort Mccoy, FL 32134 (MLS # OM727563)
    Photo of 5 NE 237th Lane, Fort Mccoy, FL 32134 (MLS # OM727563)
    5 NE 237th Lane, Fort Mccoy, FL
    5 NE 237th Lane
    Fort Mccoy, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 18,731 Lot (sqft)
  29. Photo of 1761 Eagle Pines Circle, Eagle Lake, FL 33839 (MLS # O6416318)
    $279,900
    Photo of 1761 Eagle Pines Circle, Eagle Lake, FL 33839 (MLS # O6416318)
    Photo of 1761 Eagle Pines Circle, Eagle Lake, FL 33839 (MLS # O6416318)
    15
     
    1761 Eagle Pines Circle, Eagle Lake, FL
    1761 Eagle Pines Circle
    Eagle Lake, FL
    • 4 Beds
    • 2 Baths
    • 2,012 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  30. Photo of 502 Palm Drive, Winter Garden, FL 34787 (MLS # O6415316)
    $730,000
    Photo of 502 Palm Drive, Winter Garden, FL 34787 (MLS # O6415316)
    Photo of 502 Palm Drive, Winter Garden, FL 34787 (MLS # O6415316)
    502 Palm Drive, Winter Garden, FL
    502 Palm Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 3,009 Home (sqft)
    • 3 Baths
    • 16,553 Lot (sqft)
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