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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- Map View
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$364,900-
Lot Size6,534 sqft
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Home Size1,573 sqft
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Beds4 Beds
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Baths2 Baths
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Year Built1976
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Days on Market2
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$385,000-
Lot Size5,663 sqft
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Home Size2,138 sqft
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Beds2 Beds
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Baths2 Baths
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Year Built2010
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Days on Market2
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See all 55+ Community Hillsborough.
(all data current as of
9/2/2026)
Listing information deemed reliable but not guaranteed. Read full disclaimer.
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- Grid View
Sorted by
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$988,000
2100 N Ronald Reagan Boulevard #1044/1128/1132, Longwood, FL2100 N Ronald Reagan Boulevard #1044/1128/1132
Longwood, FL- 0 Beds
- 0 Baths
- 5,204 Home (sqft)
- 0 Baths
- 2,178 Lot (sqft)
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$455,000
5457 Hayloft Drive, Apopka, FL5457 Hayloft Drive
Apopka, FL- 4 Beds
- 2 Baths
- 1,846 Home (sqft)
- 2 Baths
- 7,841 Lot (sqft)
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$269,500
5144 Chime Way, Holiday, FL5144 Chime Way
Holiday, FL- 3 Beds
- 2 Baths
- 1,524 Home (sqft)
- 2 Baths
- 7,841 Lot (sqft)
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$419,900
12405 Osorio Court #101, Sarasota, FL12405 Osorio Court #101
Sarasota, FL- 2 Beds
- 2 Baths
- 1,526 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$499,500
10205 Cypress Vine Drive, Orlando, FL10205 Cypress Vine Drive
Orlando, FL- 3 Beds
- 2 Baths
- 1,841 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
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$359,900
345 Cannon Street, Lakeland, FL345 Cannon Street
Lakeland, FL- 3 Beds
- 2 Baths
- 1,375 Home (sqft)
- 2 Baths
- 11,326 Lot (sqft)
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$579,000
16545 Star Grass Circle, Bradenton, FL16545 Star Grass Circle
Bradenton, FL- 4 Beds
- 4 Baths
- 2,702 Home (sqft)
- 4 Baths
- 9,584 Lot (sqft)
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$475,000
225 Lake Hollingsworth Drive, Lakeland, FL225 Lake Hollingsworth Drive
Lakeland, FL- 3 Beds
- 3 Baths
- 2,140 Home (sqft)
- 3 Baths
- 20,038 Lot (sqft)
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$775,000
Laws Road, Clermont, FLLaws Road
Clermont, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 44.40 Lot (ac)
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$165,000
472 Prestwick Place, Poinciana, FL472 Prestwick Place
Poinciana, FL- 2 Beds
- 2 Baths
- 1,104 Home (sqft)
- 2 Baths
- 1,743 Lot (sqft)
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$158,500
606 Tarrson Boulevard, Lady Lake, FL606 Tarrson Boulevard
Lady Lake, FL- 2 Beds
- 1 Bath
- 768 Home (sqft)
- 1 Bath
- 5,228 Lot (sqft)
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$379,900
1630 Nuremburg Boulevard, Punta Gorda, FL1630 Nuremburg Boulevard
Punta Gorda, FL- 3 Beds
- 2 Baths
- 2,066 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
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$249,000
2100 Kings Highway #791, Port Charlotte, FL2100 Kings Highway #791
Port Charlotte, FL- 2 Beds
- 2 Baths
- 1,404 Home (sqft)
- 2 Baths
- 4,356 Lot (sqft)
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$240,000
37908 Prairie Rose Loop, Zephyrhills, FL37908 Prairie Rose Loop
Zephyrhills, FL- 3 Beds
- 2 Baths
- 1,260 Home (sqft)
- 2 Baths
- 2,614 Lot (sqft)
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$400,000
1222 Underhill Circle, Port Charlotte, FL1222 Underhill Circle
Port Charlotte, FL- 3 Beds
- 2 Baths
- 1,362 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
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$550,000
8268 Burgos Court, Orlando, FL8268 Burgos Court
Orlando, FL- 2 Beds
- 2 Baths
- 1,808 Home (sqft)
- 2 Baths
- 6,534 Lot (sqft)
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$369,500
412 Blue Bayou Lane, Winter Springs, FL412 Blue Bayou Lane
Winter Springs, FL- 3 Beds
- 4 Baths
- 1,854 Home (sqft)
- 4 Baths
- 1,307 Lot (sqft)
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$384,900
101 Angol Street, Punta Gorda, FL101 Angol Street
Punta Gorda, FL- 3 Beds
- 2 Baths
- 2,066 Home (sqft)
- 2 Baths
- 23,087 Lot (sqft)
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$695,000
460 Harbour Island Road, Orlando, FL460 Harbour Island Road
Orlando, FL- 3 Beds
- 3 Baths
- 1,653 Home (sqft)
- 3 Baths
- 14,375 Lot (sqft)
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$450,000
4014 N Marguerite Street, Tampa, FL4014 N Marguerite Street
Tampa, FL- 3 Beds
- 3 Baths
- 1,412 Home (sqft)
- 3 Baths
- 6,534 Lot (sqft)
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$89,900
SW 183rd Terrace, Dunnellon, FLSW 183rd Terrace
Dunnellon, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 2.43 Lot (ac)
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$219,999
9637 Passaic Drive, Hudson, FL9637 Passaic Drive
Hudson, FL- 3 Beds
- 2 Baths
- 1,152 Home (sqft)
- 2 Baths
- 19,602 Lot (sqft)
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$70,000
9275 Cr 622, Bushnell, FL9275 Cr 622
Bushnell, FL- 2 Beds
- 2 Baths
- 1,848 Home (sqft)
- 2 Baths
- 29,621 Lot (sqft)
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$234,900
7234 Oakshire Drive, Port Richey, FL7234 Oakshire Drive
Port Richey, FL- 2 Beds
- 2 Baths
- 1,165 Home (sqft)
- 2 Baths
- 5,228 Lot (sqft)
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$79,900
8 Ryding Lane, Palm Coast, FL8 Ryding Lane
Palm Coast, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,019 Lot (sqft)
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$219,000
1062 Barclay Drive, Cocoa, FL1062 Barclay Drive
Cocoa, FL- 2 Beds
- 1 Bath
- 648 Home (sqft)
- 1 Bath
- 8,712 Lot (sqft)
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$239,900
3531 Forest Branch Drive #D, Port Orange, FL3531 Forest Branch Drive #D
Port Orange, FL- 2 Beds
- 3 Baths
- 1,421 Home (sqft)
- 3 Baths
- 2,178 Lot (sqft)
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$275,000
5429 Stoneybrook Lane #102, Bradenton, FL5429 Stoneybrook Lane #102
Bradenton, FL- 2 Beds
- 2 Baths
- 1,352 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$309,000
27131 Roanoke Drive, Leesburg, FL27131 Roanoke Drive
Leesburg, FL- 2 Beds
- 2 Baths
- 1,589 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
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$109,000
350 79th Avenue N #134, St Petersburg, FL350 79th Avenue N #134
St Petersburg, FL- 2 Beds
- 1 Bath
- 915 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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 9/2/26 3:08 AM PDT.
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