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 3/2/2026)

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 6214 Stevenson Drive #304, Orlando, FL 32835 (MLS # O6386872)
    $229,000
    Photo of 6214 Stevenson Drive #304, Orlando, FL 32835 (MLS # O6386872)
    Photo of 6214 Stevenson Drive #304, Orlando, FL 32835 (MLS # O6386872)
    25
     
    6214 Stevenson Drive #304, Orlando, FL
    6214 Stevenson Drive #304
    Orlando, FL
    • 3 Beds
    • 2 Baths
    • 1,408 Home (sqft)
    • 2 Baths
    • 15,246 Lot (sqft)
  2. Photo of 17822 Cane Patch Court, Parrish, FL 34219 (MLS # A4684526)
    $471,304
    Photo of 17822 Cane Patch Court, Parrish, FL 34219 (MLS # A4684526)
    Photo of 17822 Cane Patch Court, Parrish, FL 34219 (MLS # A4684526)
    54
     
    17822 Cane Patch Court, Parrish, FL
    17822 Cane Patch Court
    Parrish, FL
    • 3 Beds
    • 3 Baths
    • 2,444 Home (sqft)
    • 3 Baths
    • 9,584 Lot (sqft)
  3. Photo of 7131 Shady Wood Lane, Orlando, FL 32835 (MLS # O6383075)
    $795,000
    Photo of 7131 Shady Wood Lane, Orlando, FL 32835 (MLS # O6383075)
    Photo of 7131 Shady Wood Lane, Orlando, FL 32835 (MLS # O6383075)
    33
     
    7131 Shady Wood Lane, Orlando, FL
    7131 Shady Wood Lane
    Orlando, FL
    • 4 Beds
    • 3 Baths
    • 3,188 Home (sqft)
    • 3 Baths
    • 19,602 Lot (sqft)
  4. Photo of 5361 NW 48th Place, Ocala, FL 34482 (MLS # OM719898)
    $268,000
    Photo of 5361 NW 48th Place, Ocala, FL 34482 (MLS # OM719898)
    Photo of 5361 NW 48th Place, Ocala, FL 34482 (MLS # OM719898)
    5361 NW 48th Place, Ocala, FL
    5361 NW 48th Place
    Ocala, FL
    • 2 Beds
    • 2 Baths
    • 1,552 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  5. Photo of 0 Via Segovia, New Port Richey, FL 34655 (MLS # TB8481743)
    $167,000
    Photo of 0 Via Segovia, New Port Richey, FL 34655 (MLS # TB8481743)
    Photo of 0 Via Segovia, New Port Richey, FL 34655 (MLS # TB8481743)
    0 Via Segovia, New Port Richey, FL
    0 Via Segovia
    New Port Richey, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 2.71 Lot (ac)
  6. Photo of 3017 Ferris Drive, Navarre, FL 32566 (MLS # TB8481709)
    $70,000
    Photo of 3017 Ferris Drive, Navarre, FL 32566 (MLS # TB8481709)
    Photo of 3017 Ferris Drive, Navarre, FL 32566 (MLS # TB8481709)
    36
     
    3017 Ferris Drive, Navarre, FL
    3017 Ferris Drive
    Navarre, FL
    • 3 Beds
    • 2 Baths
    • 840 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  7. Photo of 12905 Gabor Avenue, Orlando, FL 32827 (MLS # O6385014)
    $598,000
    Photo of 12905 Gabor Avenue, Orlando, FL 32827 (MLS # O6385014)
    Photo of 12905 Gabor Avenue, Orlando, FL 32827 (MLS # O6385014)
    12905 Gabor Avenue, Orlando, FL
    12905 Gabor Avenue
    Orlando, FL
    • 3 Beds
    • 4 Baths
    • 2,167 Home (sqft)
    • 4 Baths
    • 1,307 Lot (sqft)
  8. Photo of 4232 Elvington Road, Port Charlotte, FL 33981 (MLS # C7522710)
    $14,900
    Photo of 4232 Elvington Road, Port Charlotte, FL 33981 (MLS # C7522710)
    Photo of 4232 Elvington Road, Port Charlotte, FL 33981 (MLS # C7522710)
    28
     
    4232 Elvington Road, Port Charlotte, FL
    4232 Elvington Road
    Port Charlotte, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,019 Lot (sqft)
  9. Photo of 26222 Coral Lakes Drive, Punta Gorda, FL 33955 (MLS # C7522714)
    $400,985
    Photo of 26222 Coral Lakes Drive, Punta Gorda, FL 33955 (MLS # C7522714)
    Photo of 26222 Coral Lakes Drive, Punta Gorda, FL 33955 (MLS # C7522714)
    26222 Coral Lakes Drive, Punta Gorda, FL
    26222 Coral Lakes Drive
    Punta Gorda, FL
    • 4 Beds
    • 3 Baths
    • 2,045 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  10. Photo of 10017 Weathers Loop, Clermont, FL 34711 (MLS # O6386767)
    $381,000
    Photo of 10017 Weathers Loop, Clermont, FL 34711 (MLS # O6386767)
    Photo of 10017 Weathers Loop, Clermont, FL 34711 (MLS # O6386767)
    28
     
    10017 Weathers Loop, Clermont, FL
    10017 Weathers Loop
    Clermont, FL
    • 4 Beds
    • 2 Baths
    • 2,544 Home (sqft)
    • 2 Baths
    • 13,940 Lot (sqft)
  11. Photo of 2 Pagoda Court W, Homosassa, FL 34446 (MLS # W7883471)
    $380,000
    Photo of 2 Pagoda Court W, Homosassa, FL 34446 (MLS # W7883471)
    Photo of 2 Pagoda Court W, Homosassa, FL 34446 (MLS # W7883471)
    2 Pagoda Court W, Homosassa, FL
    2 Pagoda Court W
    Homosassa, FL
    • 3 Beds
    • 2 Baths
    • 1,937 Home (sqft)
    • 2 Baths
    • 13,068 Lot (sqft)
  12. Photo of 1901 Canterbury Lane #19, Sun City Center, FL 33573 (MLS # TB8480872)
    $115,000
    Photo of 1901 Canterbury Lane #19, Sun City Center, FL 33573 (MLS # TB8480872)
    Photo of 1901 Canterbury Lane #19, Sun City Center, FL 33573 (MLS # TB8480872)
    31
     
    1901 Canterbury Lane #19, Sun City Center, FL
    1901 Canterbury Lane #19
    Sun City Center, FL
    • 2 Beds
    • 2 Baths
    • 960 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  13. Photo of 5011 NW 31st Street, Ocala, FL 34482 (MLS # OM716530)
    $339,900
    Photo of 5011 NW 31st Street, Ocala, FL 34482 (MLS # OM716530)
    Photo of 5011 NW 31st Street, Ocala, FL 34482 (MLS # OM716530)
    46
     
    5011 NW 31st Street, Ocala, FL
    5011 NW 31st Street
    Ocala, FL
    • 3 Beds
    • 2 Baths
    • 1,890 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  14. Photo of 2600 Harbourside Drive #L-05, Longboat Key, FL 34228 (MLS # A4684501)
    $425,000
    Photo of 2600 Harbourside Drive #L-05, Longboat Key, FL 34228 (MLS # A4684501)
    Photo of 2600 Harbourside Drive #L-05, Longboat Key, FL 34228 (MLS # A4684501)
    20
     
    2600 Harbourside Drive #L-05, Longboat Key, FL
    2600 Harbourside Drive #L-05
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  15. Photo of 1435 Swift Court, Kissimmee, FL 34759 (MLS # R4910748)
    $247,900
    Photo of 1435 Swift Court, Kissimmee, FL 34759 (MLS # R4910748)
    Photo of 1435 Swift Court, Kissimmee, FL 34759 (MLS # R4910748)
    11
     
    1435 Swift Court, Kissimmee, FL
    1435 Swift Court
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,260 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  16. Photo of 1643 Bonita Bluff Court, Ruskin, FL 33570 (MLS # TB8481887)
    $389,000
    Photo of 1643 Bonita Bluff Court, Ruskin, FL 33570 (MLS # TB8481887)
    Photo of 1643 Bonita Bluff Court, Ruskin, FL 33570 (MLS # TB8481887)
    38
     
    1643 Bonita Bluff Court, Ruskin, FL
    1643 Bonita Bluff Court
    Ruskin, FL
    • 3 Beds
    • 2 Baths
    • 2,450 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  17. Photo of 116 Lehigh Avenue, Flagler Beach, FL 32136 (MLS # FC316551)
    $795,000
    Photo of 116 Lehigh Avenue, Flagler Beach, FL 32136 (MLS # FC316551)
    Photo of 116 Lehigh Avenue, Flagler Beach, FL 32136 (MLS # FC316551)
    72
     
    116 Lehigh Avenue, Flagler Beach, FL
    116 Lehigh Avenue
    Flagler Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,888 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  18. Photo of 845 Golden Bear Drive, Reunion, FL 34747 (MLS # O6386878)
    $949,000
    Photo of 845 Golden Bear Drive, Reunion, FL 34747 (MLS # O6386878)
    Photo of 845 Golden Bear Drive, Reunion, FL 34747 (MLS # O6386878)
    35
     
    845 Golden Bear Drive, Reunion, FL
    845 Golden Bear Drive
    Reunion, FL
    • 5 Beds
    • 6 Baths
    • 3,328 Home (sqft)
    • 6 Baths
    • 6,534 Lot (sqft)
  19. Photo of Lake Erie Road, Groveland, FL 34736 (MLS # W7883334)
    $5,500,000
    Photo of Lake Erie Road, Groveland, FL 34736 (MLS # W7883334)
    Photo of Lake Erie Road, Groveland, FL 34736 (MLS # W7883334)
    23
     
    Lake Erie Road, Groveland, FL
    Lake Erie Road
    Groveland, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 147.30 Lot (ac)
  20. Photo of 2217 Paprika Drive, Orlando, FL 32837 (MLS # S5144905)
    $479,990
    Photo of 2217 Paprika Drive, Orlando, FL 32837 (MLS # S5144905)
    Photo of 2217 Paprika Drive, Orlando, FL 32837 (MLS # S5144905)
    2217 Paprika Drive, Orlando, FL
    2217 Paprika Drive
    Orlando, FL
    • 3 Beds
    • 2 Baths
    • 1,405 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  21. Photo of 1093 42nd Avenue NE, St Petersburg, FL 33703 (MLS # TB8480396)
    $1,595,000
    Photo of 1093 42nd Avenue NE, St Petersburg, FL 33703 (MLS # TB8480396)
    Photo of 1093 42nd Avenue NE, St Petersburg, FL 33703 (MLS # TB8480396)
    58
     
    1093 42nd Avenue NE, St Petersburg, FL
    1093 42nd Avenue NE
    St Petersburg, FL
    • 3 Beds
    • 3 Baths
    • 2,269 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  22. Photo of 11235 Warm Wind Way, Weeki Wachee, FL 34613 (MLS # TB8481889)
    $719,800
    Photo of 11235 Warm Wind Way, Weeki Wachee, FL 34613 (MLS # TB8481889)
    Photo of 11235 Warm Wind Way, Weeki Wachee, FL 34613 (MLS # TB8481889)
    11235 Warm Wind Way, Weeki Wachee, FL
    11235 Warm Wind Way
    Weeki Wachee, FL
    • 4 Beds
    • 4 Baths
    • 3,352 Home (sqft)
    • 4 Baths
    • 1.01 Lot (ac)
  23. Photo of 6276 Oriole Boulevard, Englewood, FL 34224 (MLS # N6143095)
    $124,000
    Photo of 6276 Oriole Boulevard, Englewood, FL 34224 (MLS # N6143095)
    Photo of 6276 Oriole Boulevard, Englewood, FL 34224 (MLS # N6143095)
    16
     
    6276 Oriole Boulevard, Englewood, FL
    6276 Oriole Boulevard
    Englewood, FL
    • 2 Beds
    • 2 Baths
    • 1,296 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  24. Photo of 455 Nichele Boulevard, Lake Placid, FL 33852 (MLS # P4938009)
    $14,500
    Photo of 455 Nichele Boulevard, Lake Placid, FL 33852 (MLS # P4938009)
    Photo of 455 Nichele Boulevard, Lake Placid, FL 33852 (MLS # P4938009)
    455 Nichele Boulevard, Lake Placid, FL
    455 Nichele Boulevard
    Lake Placid, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 11,326 Lot (sqft)
  25. Photo of 3015 W Fair Oaks Avenue, Tampa, FL 33611 (MLS # TB8480518)
    $3,300,000
    Photo of 3015 W Fair Oaks Avenue, Tampa, FL 33611 (MLS # TB8480518)
    Photo of 3015 W Fair Oaks Avenue, Tampa, FL 33611 (MLS # TB8480518)
    10
     
    3015 W Fair Oaks Avenue, Tampa, FL
    3015 W Fair Oaks Avenue
    Tampa, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 21,780 Lot (sqft)
  26. Photo of Penny Loop, Land O Lakes, FL 34639 (MLS # TB8481782)
    $129,000
    Photo of Penny Loop, Land O Lakes, FL 34639 (MLS # TB8481782)
    Photo of Penny Loop, Land O Lakes, FL 34639 (MLS # TB8481782)
    Penny Loop, Land O Lakes, FL
    Penny Loop
    Land O Lakes, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 6,970 Lot (sqft)
  27. Photo of 805 S Gulfview Boulevard #605A, Clearwater Beach, FL 33767 (MLS # TB8475848)
    $3,100,000
    Photo of 805 S Gulfview Boulevard #605A, Clearwater Beach, FL 33767 (MLS # TB8475848)
    Photo of 805 S Gulfview Boulevard #605A, Clearwater Beach, FL 33767 (MLS # TB8475848)
    15
     
    805 S Gulfview Boulevard #605A, Clearwater Beach, FL
    805 S Gulfview Boulevard #605A
    Clearwater Beach, FL
    • 3 Beds
    • 4 Baths
    • 2,558 Home (sqft)
    • 4 Baths
    • 3.03 Lot (ac)
  28. Photo of 10839 Eclipse Street, Sarasota, FL 34241 (MLS # A4684534)
    $712,104
    Photo of 10839 Eclipse Street, Sarasota, FL 34241 (MLS # A4684534)
    Photo of 10839 Eclipse Street, Sarasota, FL 34241 (MLS # A4684534)
    25
     
    10839 Eclipse Street, Sarasota, FL
    10839 Eclipse Street
    Sarasota, FL
    • 4 Beds
    • 4 Baths
    • 2,395 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  29. Photo of 830 Fairway Drive, New Smyrna Beach, FL 32168 (MLS # NS1087357)
    $629,900
    Photo of 830 Fairway Drive, New Smyrna Beach, FL 32168 (MLS # NS1087357)
    Photo of 830 Fairway Drive, New Smyrna Beach, FL 32168 (MLS # NS1087357)
    40
     
    830 Fairway Drive, New Smyrna Beach, FL
    830 Fairway Drive
    New Smyrna Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,809 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  30. Photo of 9522 Affirmed Lane, Boca Raton, FL 33496 (MLS # O6386875)
    $550,000
    Photo of 9522 Affirmed Lane, Boca Raton, FL 33496 (MLS # O6386875)
    Photo of 9522 Affirmed Lane, Boca Raton, FL 33496 (MLS # O6386875)
    9522 Affirmed Lane, Boca Raton, FL
    9522 Affirmed Lane
    Boca Raton, FL
    • 3 Beds
    • 2 Baths
    • 1,266 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
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