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 3/30/2026)

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

 
 

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331 - 360 of 500+ | Previous Page 12 of 17 Next
  1. Photo of 3402 Mccormick Woods Drive, Ocoee, FL 34761 (MLS # S5146403)
    $525,000
    Photo of 3402 Mccormick Woods Drive, Ocoee, FL 34761 (MLS # S5146403)
    Photo of 3402 Mccormick Woods Drive, Ocoee, FL 34761 (MLS # S5146403)
    62
     
    3402 Mccormick Woods Drive, Ocoee, FL
    3402 Mccormick Woods Drive
    Ocoee, FL
    • 4 Beds
    • 4 Baths
    • 2,895 Home (sqft)
    • 4 Baths
    • 11,762 Lot (sqft)
  2. Photo of 13 Eastbrook Drive, Chipley, FL 32428 (MLS # OM721689)
    $9,900
    Photo of 13 Eastbrook Drive, Chipley, FL 32428 (MLS # OM721689)
    Photo of 13 Eastbrook Drive, Chipley, FL 32428 (MLS # OM721689)
    13 Eastbrook Drive, Chipley, FL
    13 Eastbrook Drive
    Chipley, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 14,375 Lot (sqft)
  3. Photo of 7 Delft Drive, Chipley, FL 32428 (MLS # OM721688)
    $18,900
    Photo of 7 Delft Drive, Chipley, FL 32428 (MLS # OM721688)
    Photo of 7 Delft Drive, Chipley, FL 32428 (MLS # OM721688)
    7 Delft Drive, Chipley, FL
    7 Delft Drive
    Chipley, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 16,118 Lot (sqft)
  4. Photo of 279 Juper Street, Port Charlotte, FL 33953 (MLS # C7524074)
    $23,000
    Photo of 279 Juper Street, Port Charlotte, FL 33953 (MLS # C7524074)
    Photo of 279 Juper Street, Port Charlotte, FL 33953 (MLS # C7524074)
    279 Juper Street, Port Charlotte, FL
    279 Juper Street
    Port Charlotte, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,019 Lot (sqft)
  5. Photo of 2636 Neverland Drive, New Smyrna Beach, FL 32168 (MLS # O6393564)
    $349,900
    Photo of 2636 Neverland Drive, New Smyrna Beach, FL 32168 (MLS # O6393564)
    Photo of 2636 Neverland Drive, New Smyrna Beach, FL 32168 (MLS # O6393564)
    2636 Neverland Drive, New Smyrna Beach, FL
    2636 Neverland Drive
    New Smyrna Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,697 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  6. Photo of 2601 SW Archer Road #G 128, Gainesville, FL 32608 (MLS # GC538931)
    $181,900
    Photo of 2601 SW Archer Road #G 128, Gainesville, FL 32608 (MLS # GC538931)
    Photo of 2601 SW Archer Road #G 128, Gainesville, FL 32608 (MLS # GC538931)
    2601 SW Archer Road #G 128, Gainesville, FL
    2601 SW Archer Road #G 128
    Gainesville, FL
    • 4 Beds
    • 2 Baths
    • 1,177 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  7. Photo of 7301 29th Avenue Drive W #204, Bradenton, FL 34209 (MLS # A4687294)
    $209,000
    Photo of 7301 29th Avenue Drive W #204, Bradenton, FL 34209 (MLS # A4687294)
    Photo of 7301 29th Avenue Drive W #204, Bradenton, FL 34209 (MLS # A4687294)
    7301 29th Avenue Drive W #204, Bradenton, FL
    7301 29th Avenue Drive W #204
    Bradenton, FL
    • 2 Beds
    • 2 Baths
    • 1,123 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  8. Photo of 11045 Hollow Bay Drive, Winter Garden, FL 34787 (MLS # O6394192)
    $749,900
    Photo of 11045 Hollow Bay Drive, Winter Garden, FL 34787 (MLS # O6394192)
    Photo of 11045 Hollow Bay Drive, Winter Garden, FL 34787 (MLS # O6394192)
    11045 Hollow Bay Drive, Winter Garden, FL
    11045 Hollow Bay Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,113 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  9. Photo of 3657 Kelly Street, Fort Myers, FL 33901 (MLS # O6393602)
    $199,000
    Photo of 3657 Kelly Street, Fort Myers, FL 33901 (MLS # O6393602)
    Photo of 3657 Kelly Street, Fort Myers, FL 33901 (MLS # O6393602)
    3657 Kelly Street, Fort Myers, FL
    3657 Kelly Street
    Fort Myers, FL
    • 2 Beds
    • 2 Baths
    • 1,235 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  10. Photo of 5125 Palm Springs Boulevard #14208, Tampa, FL 33647 (MLS # TB8490339)
    $154,000
    Photo of 5125 Palm Springs Boulevard #14208, Tampa, FL 33647 (MLS # TB8490339)
    Photo of 5125 Palm Springs Boulevard #14208, Tampa, FL 33647 (MLS # TB8490339)
    5125 Palm Springs Boulevard #14208, Tampa, FL
    5125 Palm Springs Boulevard #14208
    Tampa, FL
    • 1 Bed
    • 1 Bath
    • 851 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  11. Photo of 8605 Sagewood Drive, Hudson, FL 34667 (MLS # W7884116)
    $262,500
    Photo of 8605 Sagewood Drive, Hudson, FL 34667 (MLS # W7884116)
    Photo of 8605 Sagewood Drive, Hudson, FL 34667 (MLS # W7884116)
    8605 Sagewood Drive, Hudson, FL
    8605 Sagewood Drive
    Hudson, FL
    • 2 Beds
    • 2 Baths
    • 1,221 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  12. Photo of 3834 Cold Creek Drive, Valrico, FL 33596 (MLS # TB8491548)
    $615,000
    Photo of 3834 Cold Creek Drive, Valrico, FL 33596 (MLS # TB8491548)
    Photo of 3834 Cold Creek Drive, Valrico, FL 33596 (MLS # TB8491548)
    3834 Cold Creek Drive, Valrico, FL
    3834 Cold Creek Drive
    Valrico, FL
    • 4 Beds
    • 3 Baths
    • 2,385 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  13. Photo of 178 Silver Maple Road, Groveland, FL 34736 (MLS # G5109878)
    $485,000
    Photo of 178 Silver Maple Road, Groveland, FL 34736 (MLS # G5109878)
    Photo of 178 Silver Maple Road, Groveland, FL 34736 (MLS # G5109878)
    178 Silver Maple Road, Groveland, FL
    178 Silver Maple Road
    Groveland, FL
    • 3 Beds
    • 3 Baths
    • 2,247 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  14. Photo of 4253 Pond Brook Court, Bradenton, FL 34211 (MLS # A4687573)
    $715,000
    Photo of 4253 Pond Brook Court, Bradenton, FL 34211 (MLS # A4687573)
    Photo of 4253 Pond Brook Court, Bradenton, FL 34211 (MLS # A4687573)
    4253 Pond Brook Court, Bradenton, FL
    4253 Pond Brook Court
    Bradenton, FL
    • 3 Beds
    • 3 Baths
    • 1,784 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  15. Photo of 363 Twelve Oaks Drive, Winter Springs, FL 32708 (MLS # O6394390)
    $649,999
    Photo of 363 Twelve Oaks Drive, Winter Springs, FL 32708 (MLS # O6394390)
    Photo of 363 Twelve Oaks Drive, Winter Springs, FL 32708 (MLS # O6394390)
    363 Twelve Oaks Drive, Winter Springs, FL
    363 Twelve Oaks Drive
    Winter Springs, FL
    • 5 Beds
    • 3 Baths
    • 3,408 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  16. Photo of 806 Capri Isles Boulevard #109, Venice, FL 34292 (MLS # N6143617)
    $204,900
    Photo of 806 Capri Isles Boulevard #109, Venice, FL 34292 (MLS # N6143617)
    Photo of 806 Capri Isles Boulevard #109, Venice, FL 34292 (MLS # N6143617)
    806 Capri Isles Boulevard #109, Venice, FL
    806 Capri Isles Boulevard #109
    Venice, FL
    • 2 Beds
    • 2 Baths
    • 1,120 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  17. Photo of 4986 Waterbridge Down, Sarasota, FL 34235 (MLS # A4687808)
    $499,000
    Photo of 4986 Waterbridge Down, Sarasota, FL 34235 (MLS # A4687808)
    Photo of 4986 Waterbridge Down, Sarasota, FL 34235 (MLS # A4687808)
    55
     
    4986 Waterbridge Down, Sarasota, FL
    4986 Waterbridge Down
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 2,060 Home (sqft)
    • 2 Baths
    • 13,504 Lot (sqft)
  18. Photo of 192 Modesto Drive, St. Augustine, FL 32086 (MLS # FC317126)
    $319,700
    Photo of 192 Modesto Drive, St. Augustine, FL 32086 (MLS # FC317126)
    Photo of 192 Modesto Drive, St. Augustine, FL 32086 (MLS # FC317126)
    192 Modesto Drive, St. Augustine, FL
    192 Modesto Drive
    St. Augustine, FL
    • 3 Beds
    • 2 Baths
    • 1,397 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
  19. Photo of 7410 5th Avenue N, St Petersburg, FL 33710 (MLS # TB8489821)
    $485,000
    Photo of 7410 5th Avenue N, St Petersburg, FL 33710 (MLS # TB8489821)
    Photo of 7410 5th Avenue N, St Petersburg, FL 33710 (MLS # TB8489821)
    7410 5th Avenue N, St Petersburg, FL
    7410 5th Avenue N
    St Petersburg, FL
    • 3 Beds
    • 2 Baths
    • 1,709 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  20. Photo of 7429 SW 61st Street, Ocala, FL 34474 (MLS # OM721520)
    $449,900
    Photo of 7429 SW 61st Street, Ocala, FL 34474 (MLS # OM721520)
    Photo of 7429 SW 61st Street, Ocala, FL 34474 (MLS # OM721520)
    7429 SW 61st Street, Ocala, FL
    7429 SW 61st Street
    Ocala, FL
    • 4 Beds
    • 3 Baths
    • 2,645 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  21. Photo of 5508 Title Row Drive, Bradenton, FL 34210 (MLS # TB8491484)
    $1,300,000
    Photo of 5508 Title Row Drive, Bradenton, FL 34210 (MLS # TB8491484)
    Photo of 5508 Title Row Drive, Bradenton, FL 34210 (MLS # TB8491484)
    5508 Title Row Drive, Bradenton, FL
    5508 Title Row Drive
    Bradenton, FL
    • 3 Beds
    • 3 Baths
    • 2,179 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  22. Photo of 3339 Chinotto Circle, Lake Alfred, FL 33850 (MLS # O6394018)
    $499,900
    Photo of 3339 Chinotto Circle, Lake Alfred, FL 33850 (MLS # O6394018)
    Photo of 3339 Chinotto Circle, Lake Alfred, FL 33850 (MLS # O6394018)
    3339 Chinotto Circle, Lake Alfred, FL
    3339 Chinotto Circle
    Lake Alfred, FL
    • 5 Beds
    • 3 Baths
    • 2,461 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  23. Photo of 5345 Topeka Avenue, Saint Cloud, FL 34773 (MLS # O6394461)
    $185,000
    Photo of 5345 Topeka Avenue, Saint Cloud, FL 34773 (MLS # O6394461)
    Photo of 5345 Topeka Avenue, Saint Cloud, FL 34773 (MLS # O6394461)
    24
     
    5345 Topeka Avenue, Saint Cloud, FL
    5345 Topeka Avenue
    Saint Cloud, FL
    • 3 Beds
    • 2 Baths
    • 924 Home (sqft)
    • 2 Baths
    • 37,462 Lot (sqft)
  24. Photo of 246 Laurel Hollow Drive #23, Nokomis, FL 34275 (MLS # A4687641)
    $424,900
    Photo of 246 Laurel Hollow Drive #23, Nokomis, FL 34275 (MLS # A4687641)
    Photo of 246 Laurel Hollow Drive #23, Nokomis, FL 34275 (MLS # A4687641)
    246 Laurel Hollow Drive #23, Nokomis, FL
    246 Laurel Hollow Drive #23
    Nokomis, FL
    • 3 Beds
    • 2 Baths
    • 1,480 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  25. Photo of 8925 Pebble Beach Place, Clermont, FL 34711 (MLS # G5110245)
    $475,000
    Photo of 8925 Pebble Beach Place, Clermont, FL 34711 (MLS # G5110245)
    Photo of 8925 Pebble Beach Place, Clermont, FL 34711 (MLS # G5110245)
    8925 Pebble Beach Place, Clermont, FL
    8925 Pebble Beach Place
    Clermont, FL
    • 3 Beds
    • 2 Baths
    • 2,110 Home (sqft)
    • 2 Baths
    • 15,682 Lot (sqft)
  26. Photo of 3179 Seville Street, Lake Alfred, FL 33850 (MLS # O6394016)
    $299,900
    Photo of 3179 Seville Street, Lake Alfred, FL 33850 (MLS # O6394016)
    Photo of 3179 Seville Street, Lake Alfred, FL 33850 (MLS # O6394016)
    3179 Seville Street, Lake Alfred, FL
    3179 Seville Street
    Lake Alfred, FL
    • 3 Beds
    • 2 Baths
    • 1,403 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  27. Photo of 17984 SE 89th Rothway Court, The Villages, FL 32162 (MLS # G5110246)
    $449,000
    Photo of 17984 SE 89th Rothway Court, The Villages, FL 32162 (MLS # G5110246)
    Photo of 17984 SE 89th Rothway Court, The Villages, FL 32162 (MLS # G5110246)
    17984 SE 89th Rothway Court, The Villages, FL
    17984 SE 89th Rothway Court
    The Villages, FL
    • 3 Beds
    • 2 Baths
    • 1,935 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  28. Photo of 5121 Shady Oak Drive S, Lakeland, FL 33810 (MLS # L4960667)
    $469,000
    Photo of 5121 Shady Oak Drive S, Lakeland, FL 33810 (MLS # L4960667)
    Photo of 5121 Shady Oak Drive S, Lakeland, FL 33810 (MLS # L4960667)
    5121 Shady Oak Drive S, Lakeland, FL
    5121 Shady Oak Drive S
    Lakeland, FL
    • 3 Beds
    • 3 Baths
    • 2,822 Home (sqft)
    • 3 Baths
    • 2.29 Lot (ac)
  29. Photo of 28101 Laurelwood Drive, Punta Gorda, FL 33955 (MLS # O6394341)
    $21,900
    Photo of 28101 Laurelwood Drive, Punta Gorda, FL 33955 (MLS # O6394341)
    Photo of 28101 Laurelwood Drive, Punta Gorda, FL 33955 (MLS # O6394341)
    28101 Laurelwood Drive, Punta Gorda, FL
    28101 Laurelwood Drive
    Punta Gorda, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 7,406 Lot (sqft)
  30. Photo of 15627 Donzi Drive, Hudson, FL 34667 (MLS # W7884295)
    $479,900
    Photo of 15627 Donzi Drive, Hudson, FL 34667 (MLS # W7884295)
    Photo of 15627 Donzi Drive, Hudson, FL 34667 (MLS # W7884295)
    15627 Donzi Drive, Hudson, FL
    15627 Donzi Drive
    Hudson, FL
    • 2 Beds
    • 2 Baths
    • 1,218 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
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