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 County
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All Active Adult Communities in Hillsborough County
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See all 55+ Community Hillsborough.
(all data current as of
9/17/2025)
Listing information deemed reliable but not guaranteed. Read full disclaimer.
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$549,900
11963 Bentry Street, Orlando, FL11963 Bentry Street
Orlando, FL- 4 Beds
- 3 Baths
- 2,781 Home (sqft)
- 3 Baths
- 7,406 Lot (sqft)
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$375,000
MLS # TB8415054, Tampa, FLMLS # TB8415054
Tampa, FL- 3 Beds
- 2 Baths
- 1,500 Home (sqft)
- 2 Baths
- 13,068 Lot (sqft)
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$386,390
2322 Southbury Drive, Kissimmee, FL2322 Southbury Drive
Kissimmee, FL- 4 Beds
- 3 Baths
- 1,770 Home (sqft)
- 3 Baths
- 2,178 Lot (sqft)
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$62,000
Sargon Avenue, North Port, FLSargon Avenue
North Port, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,019 Lot (sqft)
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$210,000
8751 NW 128th Lane, Chiefland, FL8751 NW 128th Lane
Chiefland, FL- 3 Beds
- 2 Baths
- 1,140 Home (sqft)
- 2 Baths
- 36,591 Lot (sqft)
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$31,000
Sargon Avenue, North Port, FLSargon Avenue
North Port, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,019 Lot (sqft)
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$399,900
4900 Harding Road N, St Petersburg, FL4900 Harding Road N
St Petersburg, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 20,038 Lot (sqft)
-
$363,690
2320 Southbury Drive, Kissimmee, FL2320 Southbury Drive
Kissimmee, FL- 3 Beds
- 3 Baths
- 1,553 Home (sqft)
- 3 Baths
- 2,178 Lot (sqft)
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$449,500
301 Silas Court, Spring Hill, FL301 Silas Court
Spring Hill, FL- 3 Beds
- 2 Baths
- 2,140 Home (sqft)
- 2 Baths
- 21,345 Lot (sqft)
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$296,500
124 Orange Avenue, Edgewater, FL124 Orange Avenue
Edgewater, FL- 3 Beds
- 1 Bath
- 1,071 Home (sqft)
- 1 Bath
- 6,099 Lot (sqft)
-
$31,000
Sargon Avenue, North Port, FLSargon Avenue
North Port, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,019 Lot (sqft)
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$158,900
711 Russell Lane #238, Brandon, FL711 Russell Lane #238
Brandon, FL- 2 Beds
- 2 Baths
- 925 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$200,000
1362 Avenue S NW, Winter Haven, FL1362 Avenue S NW
Winter Haven, FL- 3 Beds
- 2 Baths
- 1,347 Home (sqft)
- 2 Baths
- 12,197 Lot (sqft)
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$399,900
4900 Harding Road N, St Petersburg, FL4900 Harding Road N
St Petersburg, FL- 2 Beds
- 1 Bath
- 643 Home (sqft)
- 1 Bath
- 20,038 Lot (sqft)
-
$549,000
12830 SW 3rd Place, Newberry, FL12830 SW 3rd Place
Newberry, FL- 3 Beds
- 2 Baths
- 2,027 Home (sqft)
- 2 Baths
- 7,406 Lot (sqft)
-
$40,000
1514 Poinsettia Avenue, Lehigh Acres, FL1514 Poinsettia Avenue
Lehigh Acres, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 21,780 Lot (sqft)
-
$184,900
6449 Cypressdale Drive #202, Riverview, FL6449 Cypressdale Drive #202
Riverview, FL- 3 Beds
- 2 Baths
- 1,151 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$499,990
29002 River Run Road, Branford, FL29002 River Run Road
Branford, FL- 2 Beds
- 1 Bath
- 896 Home (sqft)
- 1 Bath
- 34,413 Lot (sqft)
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$369,790
2318 Southbury Drive, Kissimmee, FL2318 Southbury Drive
Kissimmee, FL- 3 Beds
- 3 Baths
- 1,683 Home (sqft)
- 3 Baths
- 2,178 Lot (sqft)
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$624,999
292 Mccabe Street, Port Charlotte, FL292 Mccabe Street
Port Charlotte, FL- 3 Beds
- 2 Baths
- 2,116 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
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$625,000
1044 Big Oaks Boulevard, Oviedo, FL1044 Big Oaks Boulevard
Oviedo, FL- 3 Beds
- 3 Baths
- 2,705 Home (sqft)
- 3 Baths
- 8,712 Lot (sqft)
-
$339,000
1312 Archdale Street, Lehigh Acres, FL1312 Archdale Street
Lehigh Acres, FL- 3 Beds
- 2 Baths
- 1,322 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
-
$5,635,000
7650 Holopaw Groves Road, Saint Cloud, FL7650 Holopaw Groves Road
Saint Cloud, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 161.00 Lot (ac)
-
$349,970
7504 Beacon Woods Drive, Hudson, FL7504 Beacon Woods Drive
Hudson, FL- 3 Beds
- 3 Baths
- 1,528 Home (sqft)
- 3 Baths
- 10,890 Lot (sqft)
-
$84,000
1400 Jordan Avenue #1, Orlando, FL1400 Jordan Avenue #1
Orlando, FL- 0 Beds
- 0 Baths
- 12,000 Home (sqft)
- 0 Baths
- 1.15 Lot (ac)
-
$35,000
1413 5th Avenue, Lehigh Acres, FL1413 5th Avenue
Lehigh Acres, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 21,780 Lot (sqft)
-
$31,000
Sargon Avenue, North Port, FLSargon Avenue
North Port, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,019 Lot (sqft)
-
$245,000
1100 Belcher Road S #403, Largo, FL1100 Belcher Road S #403
Largo, FL- 2 Beds
- 2 Baths
- 1,008 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$369,000
208 Old Mill Circle, Kissimmee, FL208 Old Mill Circle
Kissimmee, FL- 4 Beds
- 2 Baths
- 2,044 Home (sqft)
- 2 Baths
- 10,890 Lot (sqft)
-
$379,000
1398 Exotic Avenue, Spring Hill, FL1398 Exotic Avenue
Spring Hill, FL- 3 Beds
- 2 Baths
- 1,808 Home (sqft)
- 2 Baths
- 21,780 Lot (sqft)
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