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 5/1/2026)

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 4326 Middle Lake Drive, Tampa, FL 33624 (MLS # TB8503976)
    $850,000
    Photo of 4326 Middle Lake Drive, Tampa, FL 33624 (MLS # TB8503976)
    Photo of 4326 Middle Lake Drive, Tampa, FL 33624 (MLS # TB8503976)
    43
     
    4326 Middle Lake Drive, Tampa, FL
    4326 Middle Lake Drive
    Tampa, FL
    • 4 Beds
    • 3 Baths
    • 3,162 Home (sqft)
    • 3 Baths
    • 15,246 Lot (sqft)
  2. Photo of 5449 S Semoran Boulevard #211, Orlando, FL 32822 (MLS # O6404028)
    $27,720
    Photo of 5449 S Semoran Boulevard #211, Orlando, FL 32822 (MLS # O6404028)
    Photo of 5449 S Semoran Boulevard #211, Orlando, FL 32822 (MLS # O6404028)
    10
     
    5449 S Semoran Boulevard #211, Orlando, FL
    5449 S Semoran Boulevard #211
    Orlando, FL
    • 0 Beds
    • 0 Baths
    • 59,266 Home (sqft)
    • 0 Baths
    • 10.45 Lot (ac)
  3. Photo of 2484 Lancien Court #1, Orlando, FL 32826 (MLS # O6402748)
    $265,000
    Photo of 2484 Lancien Court #1, Orlando, FL 32826 (MLS # O6402748)
    Photo of 2484 Lancien Court #1, Orlando, FL 32826 (MLS # O6402748)
    2484 Lancien Court #1, Orlando, FL
    2484 Lancien Court #1
    Orlando, FL
    • 2 Beds
    • 3 Baths
    • 1,278 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  4. Photo of Palm Coast, FL 32137 (MLS # FC317828)
    $329,000
    Photo of Palm Coast, FL 32137 (MLS # FC317828)
    Photo of Palm Coast, FL 32137 (MLS # FC317828)
    MLS # FC317828, Palm Coast, FL
    MLS # FC317828
    Palm Coast, FL
    • 3 Beds
    • 2 Baths
    • 1,344 Home (sqft)
    • 2 Baths
    • 2,178 Lot (sqft)
  5. Photo of 313 E Kirby Street, Tampa, FL 33604 (MLS # TB8503968)
    $420,000
    Photo of 313 E Kirby Street, Tampa, FL 33604 (MLS # TB8503968)
    Photo of 313 E Kirby Street, Tampa, FL 33604 (MLS # TB8503968)
    313 E Kirby Street, Tampa, FL
    313 E Kirby Street
    Tampa, FL
    • 5 Beds
    • 3 Baths
    • 1,624 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  6. Photo of 3024 SW 111th Way, Gainesville, FL 32608 (MLS # GC539883)
    $1,799,000
    Photo of 3024 SW 111th Way, Gainesville, FL 32608 (MLS # GC539883)
    Photo of 3024 SW 111th Way, Gainesville, FL 32608 (MLS # GC539883)
    3024 SW 111th Way, Gainesville, FL
    3024 SW 111th Way
    Gainesville, FL
    • 5 Beds
    • 4 Baths
    • 4,084 Home (sqft)
    • 4 Baths
    • 43,560 Lot (sqft)
  7. Photo of 1800 Dutchess Loop, The Villages, FL 32162 (MLS # G5111596)
    $410,000
    Photo of 1800 Dutchess Loop, The Villages, FL 32162 (MLS # G5111596)
    Photo of 1800 Dutchess Loop, The Villages, FL 32162 (MLS # G5111596)
    37
     
    1800 Dutchess Loop, The Villages, FL
    1800 Dutchess Loop
    The Villages, FL
    • 3 Beds
    • 2 Baths
    • 1,737 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  8. Photo of Camelot Street, North Port, FL 34288 (MLS # C7525427)
    $18,000
    Photo of Camelot Street, North Port, FL 34288 (MLS # C7525427)
    Photo of Camelot Street, North Port, FL 34288 (MLS # C7525427)
    17
     
    Camelot Street, North Port, FL
    Camelot Street
    North Port, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,019 Lot (sqft)
  9. Photo of 2819 Stonegate Drive, Ocoee, FL 34761 (MLS # O6402938)
    $589,000
    Photo of 2819 Stonegate Drive, Ocoee, FL 34761 (MLS # O6402938)
    Photo of 2819 Stonegate Drive, Ocoee, FL 34761 (MLS # O6402938)
    32
     
    2819 Stonegate Drive, Ocoee, FL
    2819 Stonegate Drive
    Ocoee, FL
    • 4 Beds
    • 4 Baths
    • 2,612 Home (sqft)
    • 4 Baths
    • 9,148 Lot (sqft)
  10. Photo of 140 Rachel Lin Lane, Saint Cloud, FL 34771 (MLS # TB8503906)
    $574,990
    Photo of 140 Rachel Lin Lane, Saint Cloud, FL 34771 (MLS # TB8503906)
    Photo of 140 Rachel Lin Lane, Saint Cloud, FL 34771 (MLS # TB8503906)
    82
     
    140 Rachel Lin Lane, Saint Cloud, FL
    140 Rachel Lin Lane
    Saint Cloud, FL
    • 4 Beds
    • 3 Baths
    • 2,333 Home (sqft)
    • 3 Baths
    • 12,633 Lot (sqft)
  11. Photo of 887 Seneca Trail, Saint Cloud, FL 34772 (MLS # S5149018)
    $399,900
    Photo of 887 Seneca Trail, Saint Cloud, FL 34772 (MLS # S5149018)
    Photo of 887 Seneca Trail, Saint Cloud, FL 34772 (MLS # S5149018)
    52
     
    887 Seneca Trail, Saint Cloud, FL
    887 Seneca Trail
    Saint Cloud, FL
    • 4 Beds
    • 3 Baths
    • 2,033 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  12. Photo of 13351 NE 19th Avenue, Trenton, FL 32693 (MLS # GC539978)
    $138,500
    Photo of 13351 NE 19th Avenue, Trenton, FL 32693 (MLS # GC539978)
    Photo of 13351 NE 19th Avenue, Trenton, FL 32693 (MLS # GC539978)
    30
     
    13351 NE 19th Avenue, Trenton, FL
    13351 NE 19th Avenue
    Trenton, FL
    • 2 Beds
    • 1 Bath
    • 720 Home (sqft)
    • 1 Bath
    • 16,553 Lot (sqft)
  13. Photo of 2042 Como Street, Port Charlotte, FL 33948 (MLS # C7525428)
    $49,000
    Photo of 2042 Como Street, Port Charlotte, FL 33948 (MLS # C7525428)
    Photo of 2042 Como Street, Port Charlotte, FL 33948 (MLS # C7525428)
    11
     
    2042 Como Street, Port Charlotte, FL
    2042 Como Street
    Port Charlotte, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 11,762 Lot (sqft)
  14. Photo of 523 Club Circle, Lake Wales, FL 33898 (MLS # O6403566)
    $145,000
    Photo of 523 Club Circle, Lake Wales, FL 33898 (MLS # O6403566)
    Photo of 523 Club Circle, Lake Wales, FL 33898 (MLS # O6403566)
    23
     
    523 Club Circle, Lake Wales, FL
    523 Club Circle
    Lake Wales, FL
    • 1 Bed
    • 1 Bath
    • 648 Home (sqft)
    • 1 Bath
    • 1,307 Lot (sqft)
  15. Photo of 530 Jessmyth Drive, Longboat Key, FL 34228 (MLS # A4691731)
    $5,985,000
    Photo of 530 Jessmyth Drive, Longboat Key, FL 34228 (MLS # A4691731)
    Photo of 530 Jessmyth Drive, Longboat Key, FL 34228 (MLS # A4691731)
    37
     
    530 Jessmyth Drive, Longboat Key, FL
    530 Jessmyth Drive
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 12,197 Lot (sqft)
  16. Photo of Tampa, FL 33605 (MLS # TB8503407)
    $180,000
    Photo of Tampa, FL 33605 (MLS # TB8503407)
    Photo of Tampa, FL 33605 (MLS # TB8503407)
    MLS # TB8503407, Tampa, FL
    MLS # TB8503407
    Tampa, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 9,584 Lot (sqft)
  17. Photo of 20915 Lake Vienna Drive, Land O Lakes, FL 34638 (MLS # TB8502586)
    $1,500,000
    Photo of 20915 Lake Vienna Drive, Land O Lakes, FL 34638 (MLS # TB8502586)
    Photo of 20915 Lake Vienna Drive, Land O Lakes, FL 34638 (MLS # TB8502586)
    45
     
    20915 Lake Vienna Drive, Land O Lakes, FL
    20915 Lake Vienna Drive
    Land O Lakes, FL
    • 6 Beds
    • 5 Baths
    • 4,410 Home (sqft)
    • 5 Baths
    • 16,989 Lot (sqft)
  18. Photo of 5709 Holiday Park Boulevard, North Port, FL 34287 (MLS # C7525550)
    $79,900
    Photo of 5709 Holiday Park Boulevard, North Port, FL 34287 (MLS # C7525550)
    Photo of 5709 Holiday Park Boulevard, North Port, FL 34287 (MLS # C7525550)
    33
     
    5709 Holiday Park Boulevard, North Port, FL
    5709 Holiday Park Boulevard
    North Port, FL
    • 2 Beds
    • 2 Baths
    • 732 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  19. Photo of 136 Lake Ring Drive, Winter Haven, FL 33884 (MLS # P4938606)
    $324,900
    Photo of 136 Lake Ring Drive, Winter Haven, FL 33884 (MLS # P4938606)
    Photo of 136 Lake Ring Drive, Winter Haven, FL 33884 (MLS # P4938606)
    41
     
    136 Lake Ring Drive, Winter Haven, FL
    136 Lake Ring Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,728 Home (sqft)
    • 2 Baths
    • 17,424 Lot (sqft)
  20. Photo of 3633 Lily Lane, Davenport, FL 33897 (MLS # O6403788)
    $970,000
    Photo of 3633 Lily Lane, Davenport, FL 33897 (MLS # O6403788)
    Photo of 3633 Lily Lane, Davenport, FL 33897 (MLS # O6403788)
    100
     
    3633 Lily Lane, Davenport, FL
    3633 Lily Lane
    Davenport, FL
    • 10 Beds
    • 8 Baths
    • 4,399 Home (sqft)
    • 8 Baths
    • 7,841 Lot (sqft)
  21. Photo of 4203 Fawn Circle, Tampa, FL 33610 (MLS # TB8503948)
    $365,999
    Photo of 4203 Fawn Circle, Tampa, FL 33610 (MLS # TB8503948)
    Photo of 4203 Fawn Circle, Tampa, FL 33610 (MLS # TB8503948)
    35
     
    4203 Fawn Circle, Tampa, FL
    4203 Fawn Circle
    Tampa, FL
    • 4 Beds
    • 2 Baths
    • 1,200 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  22. Photo of 115 Rose Street, Auburndale, FL 33823 (MLS # L4961447)
    $325,000
    Photo of 115 Rose Street, Auburndale, FL 33823 (MLS # L4961447)
    Photo of 115 Rose Street, Auburndale, FL 33823 (MLS # L4961447)
    50
     
    115 Rose Street, Auburndale, FL
    115 Rose Street
    Auburndale, FL
    • 3 Beds
    • 2 Baths
    • 1,370 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  23. Photo of 1270 Gulf Boulevard #701, Clearwater, FL 33767 (MLS # TB8503785)
    $639,000
    Photo of 1270 Gulf Boulevard #701, Clearwater, FL 33767 (MLS # TB8503785)
    Photo of 1270 Gulf Boulevard #701, Clearwater, FL 33767 (MLS # TB8503785)
    1270 Gulf Boulevard #701, Clearwater, FL
    1270 Gulf Boulevard #701
    Clearwater, FL
    • 2 Beds
    • 2 Baths
    • 1,094 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  24. Photo of 1808 E Caracas Street, Tampa, FL 33610 (MLS # TB8503981)
    $650,000
    Photo of 1808 E Caracas Street, Tampa, FL 33610 (MLS # TB8503981)
    Photo of 1808 E Caracas Street, Tampa, FL 33610 (MLS # TB8503981)
    51
     
    1808 E Caracas Street, Tampa, FL
    1808 E Caracas Street
    Tampa, FL
    • 3 Beds
    • 3 Baths
    • 1,920 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  25. Photo of 1810 E Palm Avenue #5315, Tampa, FL 33605 (MLS # TB8503538)
    $149,900
    Photo of 1810 E Palm Avenue #5315, Tampa, FL 33605 (MLS # TB8503538)
    Photo of 1810 E Palm Avenue #5315, Tampa, FL 33605 (MLS # TB8503538)
    37
     
    1810 E Palm Avenue #5315, Tampa, FL
    1810 E Palm Avenue #5315
    Tampa, FL
    • 1 Bed
    • 1 Bath
    • 598 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  26. Photo of 620 2nd Street, Polk City, FL 33868 (MLS # TB8503756)
    $250,000
    Photo of 620 2nd Street, Polk City, FL 33868 (MLS # TB8503756)
    Photo of 620 2nd Street, Polk City, FL 33868 (MLS # TB8503756)
    620 2nd Street, Polk City, FL
    620 2nd Street
    Polk City, FL
    • 2 Beds
    • 1 Bath
    • 1,012 Home (sqft)
    • 1 Bath
    • 22,652 Lot (sqft)
  27. Photo of 217 SW 246th Way, Newberry, FL 32669 (MLS # GC539260)
    $367,000
    Photo of 217 SW 246th Way, Newberry, FL 32669 (MLS # GC539260)
    Photo of 217 SW 246th Way, Newberry, FL 32669 (MLS # GC539260)
    28
     
    217 SW 246th Way, Newberry, FL
    217 SW 246th Way
    Newberry, FL
    • 3 Beds
    • 2 Baths
    • 1,669 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  28. Photo of 618 Maple Oak Circle #108, Altamonte Springs, FL 32701 (MLS # O6403964)
    $334,999
    Photo of 618 Maple Oak Circle #108, Altamonte Springs, FL 32701 (MLS # O6403964)
    Photo of 618 Maple Oak Circle #108, Altamonte Springs, FL 32701 (MLS # O6403964)
    61
     
    618 Maple Oak Circle #108, Altamonte Springs, FL
    618 Maple Oak Circle #108
    Altamonte Springs, FL
    • 3 Beds
    • 3 Baths
    • 1,914 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  29. Photo of 4516 Seagull Drive #302, New Port Richey, FL 34652 (MLS # TB8502525)
    $265,000
    Photo of 4516 Seagull Drive #302, New Port Richey, FL 34652 (MLS # TB8502525)
    Photo of 4516 Seagull Drive #302, New Port Richey, FL 34652 (MLS # TB8502525)
    4516 Seagull Drive #302, New Port Richey, FL
    4516 Seagull Drive #302
    New Port Richey, FL
    • 2 Beds
    • 2 Baths
    • 1,283 Home (sqft)
    • 2 Baths
    • 8.24 Lot (ac)
  30. Photo of 407 S 12th Street, Lake Wales, FL 33853 (MLS # P4938577)
    $195,000
    Photo of 407 S 12th Street, Lake Wales, FL 33853 (MLS # P4938577)
    Photo of 407 S 12th Street, Lake Wales, FL 33853 (MLS # P4938577)
    35
     
    407 S 12th Street, Lake Wales, FL
    407 S 12th Street
    Lake Wales, FL
    • 3 Beds
    • 1 Bath
    • 1,719 Home (sqft)
    • 1 Bath
    • 15,246 Lot (sqft)
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