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 4/25/2026)

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 10600 W Oliver Street, Homosassa, FL 34448 (MLS # OM723552)
    $14,900
    Photo of 10600 W Oliver Street, Homosassa, FL 34448 (MLS # OM723552)
    Photo of 10600 W Oliver Street, Homosassa, FL 34448 (MLS # OM723552)
    10600 W Oliver Street, Homosassa, FL
    10600 W Oliver Street
    Homosassa, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 26,572 Lot (sqft)
  2. Photo of 404 Windrush Bay Drive, Tarpon Springs, FL 34689 (MLS # TB8498757)
    $125,000
    Photo of 404 Windrush Bay Drive, Tarpon Springs, FL 34689 (MLS # TB8498757)
    Photo of 404 Windrush Bay Drive, Tarpon Springs, FL 34689 (MLS # TB8498757)
    49
     
    404 Windrush Bay Drive, Tarpon Springs, FL
    404 Windrush Bay Drive
    Tarpon Springs, FL
    • 1 Bed
    • 1 Bath
    • 615 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  3. Photo of 4116 S Goldenrod Road, Orlando, FL 32822 (MLS # O6400851)
    $850,000
    Photo of 4116 S Goldenrod Road, Orlando, FL 32822 (MLS # O6400851)
    Photo of 4116 S Goldenrod Road, Orlando, FL 32822 (MLS # O6400851)
    37
     
    4116 S Goldenrod Road, Orlando, FL
    4116 S Goldenrod Road
    Orlando, FL
    • 3 Beds
    • 2 Baths
    • 2,045 Home (sqft)
    • 2 Baths
    • 1.07 Lot (ac)
  4. Photo of 8319 Roosevelt Street, Englewood, FL 34224 (MLS # C7525344)
    $95,000
    Photo of 8319 Roosevelt Street, Englewood, FL 34224 (MLS # C7525344)
    Photo of 8319 Roosevelt Street, Englewood, FL 34224 (MLS # C7525344)
    27
     
    8319 Roosevelt Street, Englewood, FL
    8319 Roosevelt Street
    Englewood, FL
    • 2 Beds
    • 1 Bath
    • 564 Home (sqft)
    • 1 Bath
    • 13,504 Lot (sqft)
  5. Photo of 19725 Gulf Boulevard #43, Indian Shores, FL 33785 (MLS # TB8501730)
    $589,000
    Photo of 19725 Gulf Boulevard #43, Indian Shores, FL 33785 (MLS # TB8501730)
    Photo of 19725 Gulf Boulevard #43, Indian Shores, FL 33785 (MLS # TB8501730)
    30
     
    19725 Gulf Boulevard #43, Indian Shores, FL
    19725 Gulf Boulevard #43
    Indian Shores, FL
    • 2 Beds
    • 2 Baths
    • 1,285 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  6. Photo of 7037 Cr 625, Bushnell, FL 33513 (MLS # W7885046)
    $672,000
    Photo of 7037 Cr 625, Bushnell, FL 33513 (MLS # W7885046)
    Photo of 7037 Cr 625, Bushnell, FL 33513 (MLS # W7885046)
    7037 Cr 625, Bushnell, FL
    7037 Cr 625
    Bushnell, FL
    • 3 Beds
    • 2 Baths
    • 1,456 Home (sqft)
    • 2 Baths
    • 9.75 Lot (ac)
  7. Photo of 914 NE 6th Avenue, Gainesville, FL 32601 (MLS # GC539765)
    $299,000
    Photo of 914 NE 6th Avenue, Gainesville, FL 32601 (MLS # GC539765)
    Photo of 914 NE 6th Avenue, Gainesville, FL 32601 (MLS # GC539765)
    26
     
    914 NE 6th Avenue, Gainesville, FL
    914 NE 6th Avenue
    Gainesville, FL
    • 3 Beds
    • 1 Bath
    • 1,240 Home (sqft)
    • 1 Bath
    • 9,584 Lot (sqft)
  8. Photo of 23160 Banbury Way #102, Venice, FL 34293 (MLS # N6144058)
    $350,000
    Photo of 23160 Banbury Way #102, Venice, FL 34293 (MLS # N6144058)
    Photo of 23160 Banbury Way #102, Venice, FL 34293 (MLS # N6144058)
    74
     
    23160 Banbury Way #102, Venice, FL
    23160 Banbury Way #102
    Venice, FL
    • 2 Beds
    • 2 Baths
    • 1,379 Home (sqft)
    • 2 Baths
    • 5.26 Lot (ac)
  9. Photo of 22921 SE 60th Lane, Hawthorne, FL 32640 (MLS # GC539803)
    $250,000
    Photo of 22921 SE 60th Lane, Hawthorne, FL 32640 (MLS # GC539803)
    Photo of 22921 SE 60th Lane, Hawthorne, FL 32640 (MLS # GC539803)
    32
     
    22921 SE 60th Lane, Hawthorne, FL
    22921 SE 60th Lane
    Hawthorne, FL
    • 3 Beds
    • 2 Baths
    • 1,335 Home (sqft)
    • 2 Baths
    • 15,682 Lot (sqft)
  10. Photo of 8866 SW 57th Place Road, Ocala, FL 34481 (MLS # OM723492)
    $649,999
    Photo of 8866 SW 57th Place Road, Ocala, FL 34481 (MLS # OM723492)
    Photo of 8866 SW 57th Place Road, Ocala, FL 34481 (MLS # OM723492)
    49
     
    8866 SW 57th Place Road, Ocala, FL
    8866 SW 57th Place Road
    Ocala, FL
    • 2 Beds
    • 2 Baths
    • 1,891 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  11. Photo of 8904 Clayton Lane, Lakeland, FL 33809 (MLS # TB8492980)
    $485,000
    Photo of 8904 Clayton Lane, Lakeland, FL 33809 (MLS # TB8492980)
    Photo of 8904 Clayton Lane, Lakeland, FL 33809 (MLS # TB8492980)
    78
     
    8904 Clayton Lane, Lakeland, FL
    8904 Clayton Lane
    Lakeland, FL
    • 3 Beds
    • 2 Baths
    • 1,914 Home (sqft)
    • 2 Baths
    • 2.35 Lot (ac)
  12. Photo of 17960 Gulf Boulevard #106, Redington Shores, FL 33708 (MLS # TB8501666)
    $650,000
    Photo of 17960 Gulf Boulevard #106, Redington Shores, FL 33708 (MLS # TB8501666)
    Photo of 17960 Gulf Boulevard #106, Redington Shores, FL 33708 (MLS # TB8501666)
    97
     
    17960 Gulf Boulevard #106, Redington Shores, FL
    17960 Gulf Boulevard #106
    Redington Shores, FL
    • 3 Beds
    • 3 Baths
    • 1,557 Home (sqft)
    • 3 Baths
    • 872 Lot (sqft)
  13. Photo of 17625 Cantarina Cove, Bradenton, FL 34211 (MLS # TB8501755)
    $499,000
    Photo of 17625 Cantarina Cove, Bradenton, FL 34211 (MLS # TB8501755)
    Photo of 17625 Cantarina Cove, Bradenton, FL 34211 (MLS # TB8501755)
    22
     
    17625 Cantarina Cove, Bradenton, FL
    17625 Cantarina Cove
    Bradenton, FL
    • 4 Beds
    • 3 Baths
    • 3,313 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  14. Photo of 6595 64th Way N, Pinellas Park, FL 33781 (MLS # TB8501756)
    $275,000
    Photo of 6595 64th Way N, Pinellas Park, FL 33781 (MLS # TB8501756)
    Photo of 6595 64th Way N, Pinellas Park, FL 33781 (MLS # TB8501756)
    23
     
    6595 64th Way N, Pinellas Park, FL
    6595 64th Way N
    Pinellas Park, FL
    • 3 Beds
    • 2 Baths
    • 1,185 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  15. Photo of 117 W Giddens Avenue, Tampa, FL 33603 (MLS # TB8499425)
    $495,000
    Photo of 117 W Giddens Avenue, Tampa, FL 33603 (MLS # TB8499425)
    Photo of 117 W Giddens Avenue, Tampa, FL 33603 (MLS # TB8499425)
    31
     
    117 W Giddens Avenue, Tampa, FL
    117 W Giddens Avenue
    Tampa, FL
    • 3 Beds
    • 3 Baths
    • 1,887 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  16. Photo of 3809 Agualinda Boulevard, Cape Coral, FL 33914 (MLS # C7524933)
    $475,000
    Photo of 3809 Agualinda Boulevard, Cape Coral, FL 33914 (MLS # C7524933)
    Photo of 3809 Agualinda Boulevard, Cape Coral, FL 33914 (MLS # C7524933)
    3809 Agualinda Boulevard, Cape Coral, FL
    3809 Agualinda Boulevard
    Cape Coral, FL
    • 3 Beds
    • 2 Baths
    • 1,812 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  17. Photo of 1768 42nd Street S, St Petersburg, FL 33711 (MLS # TB8491076)
    $275,000
    Photo of 1768 42nd Street S, St Petersburg, FL 33711 (MLS # TB8491076)
    Photo of 1768 42nd Street S, St Petersburg, FL 33711 (MLS # TB8491076)
    23
     
    1768 42nd Street S, St Petersburg, FL
    1768 42nd Street S
    St Petersburg, FL
    • 3 Beds
    • 1 Bath
    • 1,052 Home (sqft)
    • 1 Bath
    • 6,099 Lot (sqft)
  18. Photo of 13953 Fairway Island Drive #618, Orlando, FL 32837 (MLS # O6402165)
    $220,000
    Photo of 13953 Fairway Island Drive #618, Orlando, FL 32837 (MLS # O6402165)
    Photo of 13953 Fairway Island Drive #618, Orlando, FL 32837 (MLS # O6402165)
    32
     
    13953 Fairway Island Drive #618, Orlando, FL
    13953 Fairway Island Drive #618
    Orlando, FL
    • 2 Beds
    • 2 Baths
    • 1,288 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  19. Photo of 14257 Heritage Landing Boulevard #1122, Punta Gorda, FL 33955 (MLS # C7525262)
    $313,500
    Photo of 14257 Heritage Landing Boulevard #1122, Punta Gorda, FL 33955 (MLS # C7525262)
    Photo of 14257 Heritage Landing Boulevard #1122, Punta Gorda, FL 33955 (MLS # C7525262)
    14257 Heritage Landing Boulevard #1122, Punta Gorda, FL
    14257 Heritage Landing Boulevard #1122
    Punta Gorda, FL
    • 2 Beds
    • 2 Baths
    • 1,380 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  20. Photo of 4343 NW 31st Terrace, Cape Coral, FL 33993 (MLS # C7524975)
    $799,000
    Photo of 4343 NW 31st Terrace, Cape Coral, FL 33993 (MLS # C7524975)
    Photo of 4343 NW 31st Terrace, Cape Coral, FL 33993 (MLS # C7524975)
    4343 NW 31st Terrace, Cape Coral, FL
    4343 NW 31st Terrace
    Cape Coral, FL
    • 3 Beds
    • 3 Baths
    • 2,088 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  21. Photo of 4743 School Road, Land O Lakes, FL 34638 (MLS # TB8498243)
    $280,000
    Photo of 4743 School Road, Land O Lakes, FL 34638 (MLS # TB8498243)
    Photo of 4743 School Road, Land O Lakes, FL 34638 (MLS # TB8498243)
    54
     
    4743 School Road, Land O Lakes, FL
    4743 School Road
    Land O Lakes, FL
    • 1 Bed
    • 1 Bath
    • 1,005 Home (sqft)
    • 1 Bath
    • 1.49 Lot (ac)
  22. Photo of 22158 Riverhead Avenue, Port Charlotte, FL 33952 (MLS # C7525089)
    $250,000
    Photo of 22158 Riverhead Avenue, Port Charlotte, FL 33952 (MLS # C7525089)
    Photo of 22158 Riverhead Avenue, Port Charlotte, FL 33952 (MLS # C7525089)
    19
     
    22158 Riverhead Avenue, Port Charlotte, FL
    22158 Riverhead Avenue
    Port Charlotte, FL
    • 3 Beds
    • 2 Baths
    • 1,464 Home (sqft)
    • 2 Baths
    • 11,762 Lot (sqft)
  23. Photo of 11579 SW 140th Loop, Dunnellon, FL 34432 (MLS # OM723349)
    $229,000
    Photo of 11579 SW 140th Loop, Dunnellon, FL 34432 (MLS # OM723349)
    Photo of 11579 SW 140th Loop, Dunnellon, FL 34432 (MLS # OM723349)
    71
     
    11579 SW 140th Loop, Dunnellon, FL
    11579 SW 140th Loop
    Dunnellon, FL
    • 2 Beds
    • 2 Baths
    • 1,370 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  24. Photo of 313 Jefferson Avenue S, Oldsmar, FL 34677 (MLS # O6402226)
    $450,000
    Photo of 313 Jefferson Avenue S, Oldsmar, FL 34677 (MLS # O6402226)
    Photo of 313 Jefferson Avenue S, Oldsmar, FL 34677 (MLS # O6402226)
    39
     
    313 Jefferson Avenue S, Oldsmar, FL
    313 Jefferson Avenue S
    Oldsmar, FL
    • 3 Beds
    • 2 Baths
    • 1,841 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  25. Photo of 9050 Weeping Willow Street, Brooksville, FL 34613 (MLS # TB8501749)
    $640,000
    Photo of 9050 Weeping Willow Street, Brooksville, FL 34613 (MLS # TB8501749)
    Photo of 9050 Weeping Willow Street, Brooksville, FL 34613 (MLS # TB8501749)
    9050 Weeping Willow Street, Brooksville, FL
    9050 Weeping Willow Street
    Brooksville, FL
    • 4 Beds
    • 3 Baths
    • 2,434 Home (sqft)
    • 3 Baths
    • 2.30 Lot (ac)
  26. Photo of 528 Orange Cosmos Boulevard, Davenport, FL 33837 (MLS # O6402196)
    $550,000
    Photo of 528 Orange Cosmos Boulevard, Davenport, FL 33837 (MLS # O6402196)
    Photo of 528 Orange Cosmos Boulevard, Davenport, FL 33837 (MLS # O6402196)
    528 Orange Cosmos Boulevard, Davenport, FL
    528 Orange Cosmos Boulevard
    Davenport, FL
    • 6 Beds
    • 7 Baths
    • 3,505 Home (sqft)
    • 7 Baths
    • 10,890 Lot (sqft)
  27. Photo of 135 Carroll Street, Clermont, FL 34711 (MLS # O6402225)
    $285,000
    Photo of 135 Carroll Street, Clermont, FL 34711 (MLS # O6402225)
    Photo of 135 Carroll Street, Clermont, FL 34711 (MLS # O6402225)
    24
     
    135 Carroll Street, Clermont, FL
    135 Carroll Street
    Clermont, FL
    • 1 Bed
    • 1 Bath
    • 756 Home (sqft)
    • 1 Bath
    • 6,534 Lot (sqft)
  28. Photo of 8285 Galgano Lane, Spring Hill, FL 34606 (MLS # W7885106)
    $435,000
    Photo of 8285 Galgano Lane, Spring Hill, FL 34606 (MLS # W7885106)
    Photo of 8285 Galgano Lane, Spring Hill, FL 34606 (MLS # W7885106)
    8285 Galgano Lane, Spring Hill, FL
    8285 Galgano Lane
    Spring Hill, FL
    • 3 Beds
    • 2 Baths
    • 1,755 Home (sqft)
    • 2 Baths
    • 21,780 Lot (sqft)
  29. Photo of 14024 N Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8499731)
    $839,900
    Photo of 14024 N Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8499731)
    Photo of 14024 N Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8499731)
    14024 N Bayshore Drive, Madeira Beach, FL
    14024 N Bayshore Drive
    Madeira Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,484 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  30. Photo of 4222 65th Place E, Sarasota, FL 34243 (MLS # A4691398)
    $499,000
    Photo of 4222 65th Place E, Sarasota, FL 34243 (MLS # A4691398)
    Photo of 4222 65th Place E, Sarasota, FL 34243 (MLS # A4691398)
    4222 65th Place E, Sarasota, FL
    4222 65th Place E
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,682 Home (sqft)
    • 2 Baths
    • 6,099 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 4/25/26 10:07 AM PDT.

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