55+ Communities Pinellas County

Discover your own resort-at-home lifestyle in Pinellas County. We have compiled all of the 55+ active adult communities in Pinellas County in one place for you.

Here you will find all new construction as well as resale homes in Pinellas 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 Pinellas County

55+ Communities Pinellas County

Want to stay up to date with the real estate market?

Take a look at our video library where we cover a wide range of topics. And if there is something specific you would like to know more about please just click here and leave us a message and we will make that video specifically for you.

Buyer Videos

Real estate buyer videos Tampa with Nick & Cindy Davis for Tampa Market updates and market trends.
We have put together a few videos that we felt would be informative for our buyers. Trying to navigate the ...

Seller Videos

REALTOR promotional video featuring Nick & Cindy Davis of Team Davis in Tampa, FL.
We have put together a few videos that we felt would be informative for our sellers. There are a lot ...

 

All Active Adult Communities in Pinellas County

  • List View
  • Map View
  • Grid View

See all 55+ Communities Pinellas County.
(all data current as of 2/9/2026)

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

 
 

Show Map
  • List View
  • Grid View
Sorted by
1 - 30 of 500+ | Previous Page 1 of 17 Next
  1. Photo of 2795 Oakwater Drive #2795, Kissimmee, FL 34747 (MLS # O6381121)
    $315,000
    Photo of 2795 Oakwater Drive #2795, Kissimmee, FL 34747 (MLS # O6381121)
    Photo of 2795 Oakwater Drive #2795, Kissimmee, FL 34747 (MLS # O6381121)
    40
     
    2795 Oakwater Drive #2795, Kissimmee, FL
    2795 Oakwater Drive #2795
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,808 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  2. Photo of 5459 Meadow Walk Drive, Davenport, FL 33837 (MLS # O6381129)
    $370,490
    Photo of 5459 Meadow Walk Drive, Davenport, FL 33837 (MLS # O6381129)
    Photo of 5459 Meadow Walk Drive, Davenport, FL 33837 (MLS # O6381129)
    5459 Meadow Walk Drive, Davenport, FL
    5459 Meadow Walk Drive
    Davenport, FL
    • 4 Beds
    • 3 Baths
    • 2,160 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  3. Photo of 12940 Westhaven Oak Drive, Winter Garden, FL 34787 (MLS # O6381140)
    $949,000
    Photo of 12940 Westhaven Oak Drive, Winter Garden, FL 34787 (MLS # O6381140)
    Photo of 12940 Westhaven Oak Drive, Winter Garden, FL 34787 (MLS # O6381140)
    12940 Westhaven Oak Drive, Winter Garden, FL
    12940 Westhaven Oak Drive
    Winter Garden, FL
    • 5 Beds
    • 5 Baths
    • 3,894 Home (sqft)
    • 5 Baths
    • 8,712 Lot (sqft)
  4. Photo of 271 La Paz Drive, Kissimmee, FL 34743 (MLS # S5143475)
    $317,000
    Photo of 271 La Paz Drive, Kissimmee, FL 34743 (MLS # S5143475)
    Photo of 271 La Paz Drive, Kissimmee, FL 34743 (MLS # S5143475)
    13
     
    271 La Paz Drive, Kissimmee, FL
    271 La Paz Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,065 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  5. Photo of 8723 Chilton Drive, Orlando, FL 32836 (MLS # O6381122)
    $829,900
    Photo of 8723 Chilton Drive, Orlando, FL 32836 (MLS # O6381122)
    Photo of 8723 Chilton Drive, Orlando, FL 32836 (MLS # O6381122)
    35
     
    8723 Chilton Drive, Orlando, FL
    8723 Chilton Drive
    Orlando, FL
    • 4 Beds
    • 3 Baths
    • 2,708 Home (sqft)
    • 3 Baths
    • 9,584 Lot (sqft)
  6. Photo of 1765 Gulf Boulevard #209, Englewood, FL 34223 (MLS # TB8474556)
    $384,900
    Photo of 1765 Gulf Boulevard #209, Englewood, FL 34223 (MLS # TB8474556)
    Photo of 1765 Gulf Boulevard #209, Englewood, FL 34223 (MLS # TB8474556)
    1765 Gulf Boulevard #209, Englewood, FL
    1765 Gulf Boulevard #209
    Englewood, FL
    • 1 Bed
    • 1 Bath
    • 630 Home (sqft)
    • 1 Bath
    • 872 Lot (sqft)
  7. Photo of 131 Kings Drive, Rotonda West, FL 33947 (MLS # TB8474475)
    $447,000
    Photo of 131 Kings Drive, Rotonda West, FL 33947 (MLS # TB8474475)
    Photo of 131 Kings Drive, Rotonda West, FL 33947 (MLS # TB8474475)
    31
     
    131 Kings Drive, Rotonda West, FL
    131 Kings Drive
    Rotonda West, FL
    • 3 Beds
    • 2 Baths
    • 1,806 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  8. Photo of 10051 N Marigold Terrace, Crystal River, FL 34428 (MLS # OM718270)
    $70,000
    Photo of 10051 N Marigold Terrace, Crystal River, FL 34428 (MLS # OM718270)
    Photo of 10051 N Marigold Terrace, Crystal River, FL 34428 (MLS # OM718270)
    20
     
    10051 N Marigold Terrace, Crystal River, FL
    10051 N Marigold Terrace
    Crystal River, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 2.44 Lot (ac)
  9. Photo of 8897 Rhodes Street, Kissimmee, FL 34747 (MLS # O6381049)
    $550,000
    Photo of 8897 Rhodes Street, Kissimmee, FL 34747 (MLS # O6381049)
    Photo of 8897 Rhodes Street, Kissimmee, FL 34747 (MLS # O6381049)
    8897 Rhodes Street, Kissimmee, FL
    8897 Rhodes Street
    Kissimmee, FL
    • 6 Beds
    • 5 Baths
    • 3,142 Home (sqft)
    • 5 Baths
    • 4,792 Lot (sqft)
  10. Photo of 8424 E Zephyr Wing Court, Floral City, FL 34436 (MLS # W7882844)
    $499,000
    Photo of 8424 E Zephyr Wing Court, Floral City, FL 34436 (MLS # W7882844)
    Photo of 8424 E Zephyr Wing Court, Floral City, FL 34436 (MLS # W7882844)
    20
     
    8424 E Zephyr Wing Court, Floral City, FL
    8424 E Zephyr Wing Court
    Floral City, FL
    • 3 Beds
    • 2 Baths
    • 1,635 Home (sqft)
    • 2 Baths
    • 4.80 Lot (ac)
  11. Photo of 500 N 13th Street, Leesburg, FL 34748 (MLS # O6381111)
    $285,000
    Photo of 500 N 13th Street, Leesburg, FL 34748 (MLS # O6381111)
    Photo of 500 N 13th Street, Leesburg, FL 34748 (MLS # O6381111)
    27
     
    500 N 13th Street, Leesburg, FL
    500 N 13th Street
    Leesburg, FL
    • 3 Beds
    • 2 Baths
    • 1,170 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  12. Photo of Brewster Road, North Port, FL 34288 (MLS # O6381133)
    $34,900
    Photo of Brewster Road, North Port, FL 34288 (MLS # O6381133)
    Photo of Brewster Road, North Port, FL 34288 (MLS # O6381133)
    Brewster Road, North Port, FL
    Brewster Road
    North Port, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 14,375 Lot (sqft)
  13. Photo of 729 Strihal Loop, Oakland, FL 34787 (MLS # O6381069)
    $699,900
    Photo of 729 Strihal Loop, Oakland, FL 34787 (MLS # O6381069)
    Photo of 729 Strihal Loop, Oakland, FL 34787 (MLS # O6381069)
    49
     
    729 Strihal Loop, Oakland, FL
    729 Strihal Loop
    Oakland, FL
    • 4 Beds
    • 4 Baths
    • 3,583 Home (sqft)
    • 4 Baths
    • 10,455 Lot (sqft)
  14. Photo of 4787 Klosterman Oaks Boulevard, Palm Harbor, FL 34683 (MLS # TB8474041)
    $549,000
    Photo of 4787 Klosterman Oaks Boulevard, Palm Harbor, FL 34683 (MLS # TB8474041)
    Photo of 4787 Klosterman Oaks Boulevard, Palm Harbor, FL 34683 (MLS # TB8474041)
    4787 Klosterman Oaks Boulevard, Palm Harbor, FL
    4787 Klosterman Oaks Boulevard
    Palm Harbor, FL
    • 4 Beds
    • 2 Baths
    • 1,756 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  15. Photo of 1208 N Fort Harrison Avenue, Clearwater, FL 33755 (MLS # TB8474502)
    $1,500,000
    Photo of 1208 N Fort Harrison Avenue, Clearwater, FL 33755 (MLS # TB8474502)
    Photo of 1208 N Fort Harrison Avenue, Clearwater, FL 33755 (MLS # TB8474502)
    10
     
    1208 N Fort Harrison Avenue, Clearwater, FL
    1208 N Fort Harrison Avenue
    Clearwater, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 37,462 Lot (sqft)
  16. Photo of 643 Highgate Park Boulevard, Davenport, FL 33897 (MLS # O6381120)
    $430,000
    Photo of 643 Highgate Park Boulevard, Davenport, FL 33897 (MLS # O6381120)
    Photo of 643 Highgate Park Boulevard, Davenport, FL 33897 (MLS # O6381120)
    27
     
    643 Highgate Park Boulevard, Davenport, FL
    643 Highgate Park Boulevard
    Davenport, FL
    • 4 Beds
    • 3 Baths
    • 1,708 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  17. Photo of 1843 Cobb Trail, Parrish, FL 34219 (MLS # A4681922)
    $531,990
    Photo of 1843 Cobb Trail, Parrish, FL 34219 (MLS # A4681922)
    Photo of 1843 Cobb Trail, Parrish, FL 34219 (MLS # A4681922)
    1843 Cobb Trail, Parrish, FL
    1843 Cobb Trail
    Parrish, FL
    • 4 Beds
    • 3 Baths
    • 3,313 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  18. Photo of 15517 Gulf Boulevard, Redington Beach, FL 33708 (MLS # TB8473616)
    $1,799,900
    Photo of 15517 Gulf Boulevard, Redington Beach, FL 33708 (MLS # TB8473616)
    Photo of 15517 Gulf Boulevard, Redington Beach, FL 33708 (MLS # TB8473616)
    48
     
    15517 Gulf Boulevard, Redington Beach, FL
    15517 Gulf Boulevard
    Redington Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,969 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  19. Photo of 10200 Gandy Boulevard #714, St Petersburg, FL 33702 (MLS # TB8474234)
    $145,000
    Photo of 10200 Gandy Boulevard #714, St Petersburg, FL 33702 (MLS # TB8474234)
    Photo of 10200 Gandy Boulevard #714, St Petersburg, FL 33702 (MLS # TB8474234)
    26
     
    10200 Gandy Boulevard #714, St Petersburg, FL
    10200 Gandy Boulevard #714
    St Petersburg, FL
    • 1 Bed
    • 1 Bath
    • 642 Home (sqft)
    • 1 Bath
    • 32.00 Lot (ac)
  20. Photo of 5336 SW 109th Place Road, Ocala, FL 34476 (MLS # OM718388)
    $238,000
    Photo of 5336 SW 109th Place Road, Ocala, FL 34476 (MLS # OM718388)
    Photo of 5336 SW 109th Place Road, Ocala, FL 34476 (MLS # OM718388)
    56
     
    5336 SW 109th Place Road, Ocala, FL
    5336 SW 109th Place Road
    Ocala, FL
    • 3 Beds
    • 2 Baths
    • 1,855 Home (sqft)
    • 2 Baths
    • 23,523 Lot (sqft)
  21. Photo of 14132 Sweetshrub Court, Brooksville, FL 34613 (MLS # TB8474273)
    $339,000
    Photo of 14132 Sweetshrub Court, Brooksville, FL 34613 (MLS # TB8474273)
    Photo of 14132 Sweetshrub Court, Brooksville, FL 34613 (MLS # TB8474273)
    55
     
    14132 Sweetshrub Court, Brooksville, FL
    14132 Sweetshrub Court
    Brooksville, FL
    • 4 Beds
    • 3 Baths
    • 2,349 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  22. Photo of 760 Beach View Drive, Boca Grande, FL 33921 (MLS # D6146077)
    $2,225,000
    Photo of 760 Beach View Drive, Boca Grande, FL 33921 (MLS # D6146077)
    Photo of 760 Beach View Drive, Boca Grande, FL 33921 (MLS # D6146077)
    760 Beach View Drive, Boca Grande, FL
    760 Beach View Drive
    Boca Grande, FL
    • 3 Beds
    • 3 Baths
    • 2,094 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  23. Photo of 6823 Greenbrier Drive, Seminole, FL 33777 (MLS # TB8474504)
    $599,000
    Photo of 6823 Greenbrier Drive, Seminole, FL 33777 (MLS # TB8474504)
    Photo of 6823 Greenbrier Drive, Seminole, FL 33777 (MLS # TB8474504)
    29
     
    6823 Greenbrier Drive, Seminole, FL
    6823 Greenbrier Drive
    Seminole, FL
    • 3 Beds
    • 2 Baths
    • 2,306 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  24. Photo of 4368 Flamingo Boulevard, Port Charlotte, FL 33948 (MLS # C7521705)
    $225,000
    Photo of 4368 Flamingo Boulevard, Port Charlotte, FL 33948 (MLS # C7521705)
    Photo of 4368 Flamingo Boulevard, Port Charlotte, FL 33948 (MLS # C7521705)
    61
     
    4368 Flamingo Boulevard, Port Charlotte, FL
    4368 Flamingo Boulevard
    Port Charlotte, FL
    • 3 Beds
    • 2 Baths
    • 1,485 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  25. Photo of 10315 Cortez Road #60-4, Bradenton, FL 34210 (MLS # A4681883)
    $135,000
    Photo of 10315 Cortez Road #60-4, Bradenton, FL 34210 (MLS # A4681883)
    Photo of 10315 Cortez Road #60-4, Bradenton, FL 34210 (MLS # A4681883)
    40
     
    10315 Cortez Road #60-4, Bradenton, FL
    10315 Cortez Road #60-4
    Bradenton, FL
    • 1 Bed
    • 1 Bath
    • 432 Home (sqft)
    • 1 Bath
    • 872 Lot (sqft)
  26. Photo of 3084 Sunstate #4416, New Port Richey, FL 34652 (MLS # TB8474539)
    $110,000
    Photo of 3084 Sunstate #4416, New Port Richey, FL 34652 (MLS # TB8474539)
    Photo of 3084 Sunstate #4416, New Port Richey, FL 34652 (MLS # TB8474539)
    18
     
    3084 Sunstate #4416, New Port Richey, FL
    3084 Sunstate #4416
    New Port Richey, FL
    • 2 Beds
    • 1 Bath
    • 975 Home (sqft)
    • 1 Bath
    • 872 Lot (sqft)
  27. Photo of 3262 Plover Avenue, Lake Placid, FL 33852 (MLS # C7521723)
    $16,500
    Photo of 3262 Plover Avenue, Lake Placid, FL 33852 (MLS # C7521723)
    Photo of 3262 Plover Avenue, Lake Placid, FL 33852 (MLS # C7521723)
    3262 Plover Avenue, Lake Placid, FL
    3262 Plover Avenue
    Lake Placid, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 20,038 Lot (sqft)
  28. Photo of 8932 Manor Loop #105, Lakewood Ranch, FL 34202 (MLS # A4681904)
    $269,000
    Photo of 8932 Manor Loop #105, Lakewood Ranch, FL 34202 (MLS # A4681904)
    Photo of 8932 Manor Loop #105, Lakewood Ranch, FL 34202 (MLS # A4681904)
    16
     
    8932 Manor Loop #105, Lakewood Ranch, FL
    8932 Manor Loop #105
    Lakewood Ranch, FL
    • 2 Beds
    • 2 Baths
    • 996 Home (sqft)
    • 2 Baths
    • 78.25 Lot (ac)
  29. Photo of 3856 Rising Trail, Davenport, FL 33837 (MLS # O6381081)
    $387,990
    Photo of 3856 Rising Trail, Davenport, FL 33837 (MLS # O6381081)
    Photo of 3856 Rising Trail, Davenport, FL 33837 (MLS # O6381081)
    3856 Rising Trail, Davenport, FL
    3856 Rising Trail
    Davenport, FL
    • 4 Beds
    • 3 Baths
    • 2,434 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  30. Photo of 713 Crestwood Drive, Winter Haven, FL 33881 (MLS # TB8474394)
    $224,000
    Photo of 713 Crestwood Drive, Winter Haven, FL 33881 (MLS # TB8474394)
    Photo of 713 Crestwood Drive, Winter Haven, FL 33881 (MLS # TB8474394)
    713 Crestwood Drive, Winter Haven, FL
    713 Crestwood Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,148 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
Previous Page 1 of 17 Next
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 2/9/26 1:35 PM PST.

This MLS IDX is (c) Diverse Solutions 2026. Privacy | Terms & Conditions