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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$499,000-
Lot Size6,970 sqft
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Home Size2,436 sqft
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Beds4 Beds
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Baths2 Baths
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Year Built1983
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Days on Market6
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See all 55+ Community Hillsborough.
(all data current as of
11/19/2025)
Listing information deemed reliable but not guaranteed. Read full disclaimer.
- List View
- Grid View
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$519,000
446 Pinewood Lake Drive, Venice, FL446 Pinewood Lake Drive
Venice, FL- 3 Beds
- 2 Baths
- 1,983 Home (sqft)
- 2 Baths
- 6,534 Lot (sqft)
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$1,995,000
1850 Keyway Road, Englewood, FL1850 Keyway Road
Englewood, FL- 3 Beds
- 4 Baths
- 2,950 Home (sqft)
- 4 Baths
- 35,284 Lot (sqft)
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$95,000
72 Silversides Street, Lake Wales, FL72 Silversides Street
Lake Wales, FL- 1 Bed
- 1 Bath
- 643 Home (sqft)
- 1 Bath
- 3,921 Lot (sqft)
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$390,000
6098 Faber Drive, Brooksville, FL6098 Faber Drive
Brooksville, FL- 2 Beds
- 2 Baths
- 1,000 Home (sqft)
- 2 Baths
- 2.00 Lot (ac)
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$369,900
4126 Willow Hammock Drive, Palmetto, FL4126 Willow Hammock Drive
Palmetto, FL- 5 Beds
- 3 Baths
- 2,439 Home (sqft)
- 3 Baths
- 4,792 Lot (sqft)
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$419,000
706 Quail Keep Drive, Safety Harbor, FL706 Quail Keep Drive
Safety Harbor, FL- 3 Beds
- 3 Baths
- 1,325 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$2,295,000
518 Venice Lane, Sarasota, FL518 Venice Lane
Sarasota, FL- 3 Beds
- 3 Baths
- 2,676 Home (sqft)
- 3 Baths
- 10,455 Lot (sqft)
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$625,000
6425 Wellington Drive, Orlando, FL6425 Wellington Drive
Orlando, FL- 2 Beds
- 2 Baths
- 1,831 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
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$340,000
3248 Cimarron Drive, Orlando, FL3248 Cimarron Drive
Orlando, FL- 3 Beds
- 2 Baths
- 1,304 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
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$225,000
2095 Sunset Point Road #1604, Clearwater, FL2095 Sunset Point Road #1604
Clearwater, FL- 2 Beds
- 2 Baths
- 1,056 Home (sqft)
- 2 Baths
- 872 Lot (sqft)
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$415,000
7446 Excitement Drive #B5202, Reunion, FL7446 Excitement Drive #B5202
Reunion, FL- 3 Beds
- 2 Baths
- 1,125 Home (sqft)
- 2 Baths
- 4.68 Lot (ac)
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$523,500
10552 Belfry Circle, Orlando, FL10552 Belfry Circle
Orlando, FL- 4 Beds
- 4 Baths
- 2,083 Home (sqft)
- 4 Baths
- 3,050 Lot (sqft)
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$99,000
9575 N Westwood Acres Ter, Crystal River, FL9575 N Westwood Acres Ter
Crystal River, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 5.94 Lot (ac)
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$154,900
Old Tampa Highway, Lakeland, FLOld Tampa Highway
Lakeland, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 22,216 Lot (sqft)
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$349,000
3343 Chapel Creek Circle, Wesley Chapel, FL3343 Chapel Creek Circle
Wesley Chapel, FL- 2 Beds
- 2 Baths
- 1,525 Home (sqft)
- 2 Baths
- 4,792 Lot (sqft)
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$409,000
17034 Toledo Blade Boulevard, Port Charlotte, FL17034 Toledo Blade Boulevard
Port Charlotte, FL- 4 Beds
- 2 Baths
- 2,432 Home (sqft)
- 2 Baths
- 14,811 Lot (sqft)
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$340,000
305 Ann Street, Edgewater, FL305 Ann Street
Edgewater, FL- 3 Beds
- 2 Baths
- 1,145 Home (sqft)
- 2 Baths
- 20,909 Lot (sqft)
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$129,000
Christmas Road, Orlando, FLChristmas Road
Orlando, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 1.25 Lot (ac)
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$224,900
2611 27th Avenue Drive W, Bradenton, FL2611 27th Avenue Drive W
Bradenton, FL- 4 Beds
- 2 Baths
- 1,835 Home (sqft)
- 2 Baths
- 11,326 Lot (sqft)
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$40,000
Daisey Avenue, Oviedo, FLDaisey Avenue
Oviedo, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 5,228 Lot (sqft)
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$40,000
Daisey Avenue, Oviedo, FLDaisey Avenue
Oviedo, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 5,228 Lot (sqft)
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$329,900
2333 Silver Palm Drive, Kissimmee, FL2333 Silver Palm Drive
Kissimmee, FL- 3 Beds
- 3 Baths
- 1,440 Home (sqft)
- 3 Baths
- 2,178 Lot (sqft)
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$299,000
205 Golf Aire Boulevard, Haines City, FL205 Golf Aire Boulevard
Haines City, FL- 3 Beds
- 2 Baths
- 1,678 Home (sqft)
- 2 Baths
- 9,584 Lot (sqft)
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$469,700
7438 Excitement Drive #B4101, Reunion, FL7438 Excitement Drive #B4101
Reunion, FL- 3 Beds
- 2 Baths
- 1,328 Home (sqft)
- 2 Baths
- 4.68 Lot (ac)
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$318,000
8423 Edgewater Boulevard, Tampa, FL8423 Edgewater Boulevard
Tampa, FL- 3 Beds
- 3 Baths
- 1,524 Home (sqft)
- 3 Baths
- 1,307 Lot (sqft)
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$269,900
4480 SW Hyacinth Court, Dunnellon, FL4480 SW Hyacinth Court
Dunnellon, FL- 3 Beds
- 2 Baths
- 1,715 Home (sqft)
- 2 Baths
- 43,125 Lot (sqft)
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$235,000
4057 N Crockers Lake Boulevard #23, Sarasota, FL4057 N Crockers Lake Boulevard #23
Sarasota, FL- 3 Beds
- 2 Baths
- 1,260 Home (sqft)
- 2 Baths
- 33.69 Lot (ac)
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$469,700
7438 Excitement Drive #B4202, Reunion, FL7438 Excitement Drive #B4202
Reunion, FL- 3 Beds
- 2 Baths
- 1,328 Home (sqft)
- 2 Baths
- 4.68 Lot (ac)
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$31,900
5900 Sally Avenue N, Lehigh Acres, FL5900 Sally Avenue N
Lehigh Acres, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,890 Lot (sqft)
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$108,000
20 S Orange Avenue, Orlando, FL20 S Orange Avenue
Orlando, FL- 0 Beds
- 0 Baths
- 7,821 Home (sqft)
- 0 Baths
- 4,356 Lot (sqft)
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