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 10/26/2026)

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

 
 

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271 - 300 of 500+ | Previous Page 10 of 17 Next
  1. Photo of 9313 Hernando Ridge Road, Weeki Wachee, FL 34613 (MLS # W7890352)
    $995,000
    Photo of 9313 Hernando Ridge Road, Weeki Wachee, FL 34613 (MLS # W7890352)
    Photo of 9313 Hernando Ridge Road, Weeki Wachee, FL 34613 (MLS # W7890352)
    9313 Hernando Ridge Road, Weeki Wachee, FL
    9313 Hernando Ridge Road
    Weeki Wachee, FL
    • 4 Beds
    • 4 Baths
    • 3,845 Home (sqft)
    • 4 Baths
    • 2.16 Lot (ac)
  2. Photo of 1418 Overdale Street, Orlando, FL 32825 (MLS # S5160141)
    $399,000
    Photo of 1418 Overdale Street, Orlando, FL 32825 (MLS # S5160141)
    Photo of 1418 Overdale Street, Orlando, FL 32825 (MLS # S5160141)
    1418 Overdale Street, Orlando, FL
    1418 Overdale Street
    Orlando, FL
    • 4 Beds
    • 2 Baths
    • 1,477 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  3. Photo of 1402 NE Old Mill Drive, Deltona, FL 32725 (MLS # O6452354)
    $99,999
    Photo of 1402 NE Old Mill Drive, Deltona, FL 32725 (MLS # O6452354)
    Photo of 1402 NE Old Mill Drive, Deltona, FL 32725 (MLS # O6452354)
    1402 NE Old Mill Drive, Deltona, FL
    1402 NE Old Mill Drive
    Deltona, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,019 Lot (sqft)
  4. Photo of 1814 Red Loop, Lakeland, FL 33801 (MLS # L4966014)
    $375,000
    Photo of 1814 Red Loop, Lakeland, FL 33801 (MLS # L4966014)
    Photo of 1814 Red Loop, Lakeland, FL 33801 (MLS # L4966014)
    1814 Red Loop, Lakeland, FL
    1814 Red Loop
    Lakeland, FL
    • 5 Beds
    • 3 Baths
    • 2,954 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  5. Photo of 6073 Amberly Terrace #T13, Orlando, FL 32822 (MLS # O6452002)
    $145,000
    Photo of 6073 Amberly Terrace #T13, Orlando, FL 32822 (MLS # O6452002)
    Photo of 6073 Amberly Terrace #T13, Orlando, FL 32822 (MLS # O6452002)
    6073 Amberly Terrace #T13, Orlando, FL
    6073 Amberly Terrace #T13
    Orlando, FL
    • 2 Beds
    • 3 Baths
    • 1,154 Home (sqft)
    • 3 Baths
    • 3.80 Lot (ac)
  6. Photo of 1996 Glenn Road, Clearwater, FL 33764 (MLS # TB8560775)
    $1,081,000
    Photo of 1996 Glenn Road, Clearwater, FL 33764 (MLS # TB8560775)
    Photo of 1996 Glenn Road, Clearwater, FL 33764 (MLS # TB8560775)
    1996 Glenn Road, Clearwater, FL
    1996 Glenn Road
    Clearwater, FL
    • 4 Beds
    • 2 Baths
    • 2,326 Home (sqft)
    • 2 Baths
    • 1.45 Lot (ac)
  7. Photo of 5870 51st Street S, St Petersburg, FL 33715 (MLS # TB8561066)
    $1,389,000
    Photo of 5870 51st Street S, St Petersburg, FL 33715 (MLS # TB8561066)
    Photo of 5870 51st Street S, St Petersburg, FL 33715 (MLS # TB8561066)
    59
     
    5870 51st Street S, St Petersburg, FL
    5870 51st Street S
    St Petersburg, FL
    • 4 Beds
    • 3 Baths
    • 2,923 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
  8. Photo of Oldsmar, FL 34677 (MLS # TB8561223)
    $369,900
    Photo of Oldsmar, FL 34677 (MLS # TB8561223)
    Photo of Oldsmar, FL 34677 (MLS # TB8561223)
    MLS # TB8561223, Oldsmar, FL
    MLS # TB8561223
    Oldsmar, FL
    • 3 Beds
    • 3 Baths
    • 1,552 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  9. Photo of 3201 37th Street W, Lehigh Acres, FL 33971 (MLS # TB8561238)
    $24,990
    Photo of 3201 37th Street W, Lehigh Acres, FL 33971 (MLS # TB8561238)
    Photo of 3201 37th Street W, Lehigh Acres, FL 33971 (MLS # TB8561238)
    3201 37th Street W, Lehigh Acres, FL
    3201 37th Street W
    Lehigh Acres, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,890 Lot (sqft)
  10. Photo of 1591 Gulf Of Mexico Drive #512, Longboat Key, FL 34228 (MLS # A4708530)
    $1,999,999
    Photo of 1591 Gulf Of Mexico Drive #512, Longboat Key, FL 34228 (MLS # A4708530)
    Photo of 1591 Gulf Of Mexico Drive #512, Longboat Key, FL 34228 (MLS # A4708530)
    1591 Gulf Of Mexico Drive #512, Longboat Key, FL
    1591 Gulf Of Mexico Drive #512
    Longboat Key, FL
    • 2 Beds
    • 3 Baths
    • 2,154 Home (sqft)
    • 3 Baths
    • 1.47 Lot (ac)
  11. Photo of 4505 NW 19th Avenue, Ocala, FL 34475 (MLS # OM734631)
    $189,000
    Photo of 4505 NW 19th Avenue, Ocala, FL 34475 (MLS # OM734631)
    Photo of 4505 NW 19th Avenue, Ocala, FL 34475 (MLS # OM734631)
    4505 NW 19th Avenue, Ocala, FL
    4505 NW 19th Avenue
    Ocala, FL
    • 3 Beds
    • 1 Bath
    • 1,316 Home (sqft)
    • 1 Bath
    • 19,167 Lot (sqft)
  12. Photo of 10608 Shady Falls Court, Riverview, FL 33578 (MLS # TB8560778)
    $285,000
    Photo of 10608 Shady Falls Court, Riverview, FL 33578 (MLS # TB8560778)
    Photo of 10608 Shady Falls Court, Riverview, FL 33578 (MLS # TB8560778)
    10608 Shady Falls Court, Riverview, FL
    10608 Shady Falls Court
    Riverview, FL
    • 3 Beds
    • 3 Baths
    • 1,920 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  13. Photo of 21 Arrowhead Drive, Palm Coast, FL 32137 (MLS # FC322344)
    $369,900
    Photo of 21 Arrowhead Drive, Palm Coast, FL 32137 (MLS # FC322344)
    Photo of 21 Arrowhead Drive, Palm Coast, FL 32137 (MLS # FC322344)
    21 Arrowhead Drive, Palm Coast, FL
    21 Arrowhead Drive
    Palm Coast, FL
    • 3 Beds
    • 2 Baths
    • 1,744 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  14. Photo of 1640 Cr 738, Webster, FL 33597 (MLS # G5119450)
    $5,300,000
    Photo of 1640 Cr 738, Webster, FL 33597 (MLS # G5119450)
    Photo of 1640 Cr 738, Webster, FL 33597 (MLS # G5119450)
    1640 Cr 738, Webster, FL
    1640 Cr 738
    Webster, FL
    • 2 Beds
    • 2 Baths
    • 1,946 Home (sqft)
    • 2 Baths
    • 17.00 Lot (ac)
  15. Photo of 3817 E Forest Drive, Inverness, FL 34453 (MLS # OM734586)
    $119,500
    Photo of 3817 E Forest Drive, Inverness, FL 34453 (MLS # OM734586)
    Photo of 3817 E Forest Drive, Inverness, FL 34453 (MLS # OM734586)
    3817 E Forest Drive, Inverness, FL
    3817 E Forest Drive
    Inverness, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.32 Lot (ac)
  16. Photo of SW 79 Terrace Road, Ocala, FL 34473 (MLS # OM734637)
    $33,000
    Photo of SW 79 Terrace Road, Ocala, FL 34473 (MLS # OM734637)
    Photo of SW 79 Terrace Road, Ocala, FL 34473 (MLS # OM734637)
    SW 79 Terrace Road, Ocala, FL
    SW 79 Terrace Road
    Ocala, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 12,633 Lot (sqft)
  17. Photo of 715 Jernigan Avenue, Orlando, FL 32805 (MLS # S5159870)
    $333,990
    Photo of 715 Jernigan Avenue, Orlando, FL 32805 (MLS # S5159870)
    Photo of 715 Jernigan Avenue, Orlando, FL 32805 (MLS # S5159870)
    10
     
    715 Jernigan Avenue, Orlando, FL
    715 Jernigan Avenue
    Orlando, FL
    • 2 Beds
    • 2 Baths
    • 800 Home (sqft)
    • 2 Baths
    • 3,050 Lot (sqft)
  18. Photo of 10230 Autumnwood Drive, Hudson, FL 34667 (MLS # W7890617)
    $250,000
    Photo of 10230 Autumnwood Drive, Hudson, FL 34667 (MLS # W7890617)
    Photo of 10230 Autumnwood Drive, Hudson, FL 34667 (MLS # W7890617)
    10230 Autumnwood Drive, Hudson, FL
    10230 Autumnwood Drive
    Hudson, FL
    • 3 Beds
    • 2 Baths
    • 1,469 Home (sqft)
    • 2 Baths
    • 14,811 Lot (sqft)
  19. Photo of 1234 15th Street, Sarasota, FL 34236 (MLS # A4710145)
    $4,299,999
    Photo of 1234 15th Street, Sarasota, FL 34236 (MLS # A4710145)
    Photo of 1234 15th Street, Sarasota, FL 34236 (MLS # A4710145)
    1234 15th Street, Sarasota, FL
    1234 15th Street
    Sarasota, FL
    • 8 Beds
    • 4 Baths
    • 3,198 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  20. Photo of 5231 Via Hacienda Circle #B218, Orlando, FL 32839 (MLS # O6452297)
    $105,000
    Photo of 5231 Via Hacienda Circle #B218, Orlando, FL 32839 (MLS # O6452297)
    Photo of 5231 Via Hacienda Circle #B218, Orlando, FL 32839 (MLS # O6452297)
    5231 Via Hacienda Circle #B218, Orlando, FL
    5231 Via Hacienda Circle #B218
    Orlando, FL
    • 2 Beds
    • 2 Baths
    • 934 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  21. Photo of 3030 W Bermuda Dunes Drive, Lecanto, FL 34461 (MLS # OM734531)
    $549,000
    Photo of 3030 W Bermuda Dunes Drive, Lecanto, FL 34461 (MLS # OM734531)
    Photo of 3030 W Bermuda Dunes Drive, Lecanto, FL 34461 (MLS # OM734531)
    3030 W Bermuda Dunes Drive, Lecanto, FL
    3030 W Bermuda Dunes Drive
    Lecanto, FL
    • 3 Beds
    • 3 Baths
    • 2,449 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
  22. Photo of 5714 Fernhill Drive, Orlando, FL 32808 (MLS # A4710742)
    $299,000
    Photo of 5714 Fernhill Drive, Orlando, FL 32808 (MLS # A4710742)
    Photo of 5714 Fernhill Drive, Orlando, FL 32808 (MLS # A4710742)
    5714 Fernhill Drive, Orlando, FL
    5714 Fernhill Drive
    Orlando, FL
    • 3 Beds
    • 2 Baths
    • 1,811 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  23. Photo of 9348 San Bernandino Avenue, Englewood, FL 34224 (MLS # N6146287)
    $950,000
    Photo of 9348 San Bernandino Avenue, Englewood, FL 34224 (MLS # N6146287)
    Photo of 9348 San Bernandino Avenue, Englewood, FL 34224 (MLS # N6146287)
    9348 San Bernandino Avenue, Englewood, FL
    9348 San Bernandino Avenue
    Englewood, FL
    • 3 Beds
    • 3 Baths
    • 2,694 Home (sqft)
    • 3 Baths
    • 20,038 Lot (sqft)
  24. Photo of 11041 Martha Avenue, Port Richey, FL 34668 (MLS # W7890616)
    $209,000
    Photo of 11041 Martha Avenue, Port Richey, FL 34668 (MLS # W7890616)
    Photo of 11041 Martha Avenue, Port Richey, FL 34668 (MLS # W7890616)
    11041 Martha Avenue, Port Richey, FL
    11041 Martha Avenue
    Port Richey, FL
    • 3 Beds
    • 1 Bath
    • 776 Home (sqft)
    • 1 Bath
    • 6,099 Lot (sqft)
  25. Photo of 761 Periwinkle Drive, Sebastian, FL 32958 (MLS # TB8561029)
    $379,999
    Photo of 761 Periwinkle Drive, Sebastian, FL 32958 (MLS # TB8561029)
    Photo of 761 Periwinkle Drive, Sebastian, FL 32958 (MLS # TB8561029)
    761 Periwinkle Drive, Sebastian, FL
    761 Periwinkle Drive
    Sebastian, FL
    • 3 Beds
    • 2 Baths
    • 2,035 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  26. Photo of 205 Dolphin Point #6, Clearwater, FL 33767 (MLS # TB8560563)
    $439,000
    Photo of 205 Dolphin Point #6, Clearwater, FL 33767 (MLS # TB8560563)
    Photo of 205 Dolphin Point #6, Clearwater, FL 33767 (MLS # TB8560563)
    205 Dolphin Point #6, Clearwater, FL
    205 Dolphin Point #6
    Clearwater, FL
    • 2 Beds
    • 2 Baths
    • 720 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  27. Photo of 523 E Boyer Street, Tarpon Springs, FL 34689 (MLS # TB8560914)
    $257,900
    Photo of 523 E Boyer Street, Tarpon Springs, FL 34689 (MLS # TB8560914)
    Photo of 523 E Boyer Street, Tarpon Springs, FL 34689 (MLS # TB8560914)
    523 E Boyer Street, Tarpon Springs, FL
    523 E Boyer Street
    Tarpon Springs, FL
    • 3 Beds
    • 1 Bath
    • 864 Home (sqft)
    • 1 Bath
    • 7,406 Lot (sqft)
  28. Photo of 3950 Roxane Boulevard #3B, Sarasota, FL 34235 (MLS # A4710322)
    $98,000
    Photo of 3950 Roxane Boulevard #3B, Sarasota, FL 34235 (MLS # A4710322)
    Photo of 3950 Roxane Boulevard #3B, Sarasota, FL 34235 (MLS # A4710322)
    3950 Roxane Boulevard #3B, Sarasota, FL
    3950 Roxane Boulevard #3B
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 715 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  29. Photo of 785 San Salvador Drive, Dunedin, FL 34698 (MLS # O6452506)
    $579,900
    Photo of 785 San Salvador Drive, Dunedin, FL 34698 (MLS # O6452506)
    Photo of 785 San Salvador Drive, Dunedin, FL 34698 (MLS # O6452506)
    785 San Salvador Drive, Dunedin, FL
    785 San Salvador Drive
    Dunedin, FL
    • 3 Beds
    • 2 Baths
    • 1,483 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  30. Photo of 1950 Adams Lane, Sarasota, FL 34236 (MLS # A4710362)
    $31,136
    Photo of 1950 Adams Lane, Sarasota, FL 34236 (MLS # A4710362)
    Photo of 1950 Adams Lane, Sarasota, FL 34236 (MLS # A4710362)
    1950 Adams Lane, Sarasota, FL
    1950 Adams Lane
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 1,112 Home (sqft)
    • 0 Baths
    • 4,792 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 10/26/26 2:53 AM PDT.

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