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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$250,500
223 Monterey Street, Kissimmee, FL223 Monterey Street
Kissimmee, FL- 3 Beds
- 2 Baths
- 1,827 Home (sqft)
- 2 Baths
- 6,534 Lot (sqft)
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$239,900
20671 SW Marine Boulevard, Dunnellon, FL20671 SW Marine Boulevard
Dunnellon, FL- 3 Beds
- 2 Baths
- 1,287 Home (sqft)
- 2 Baths
- 10,455 Lot (sqft)
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$239,900
24192 NW Aspen Lane, Dunnellon, FL24192 NW Aspen Lane
Dunnellon, FL- 3 Beds
- 2 Baths
- 1,287 Home (sqft)
- 2 Baths
- 10,455 Lot (sqft)
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$70,000
429 N Lime Avenue #1, Sarasota, FL429 N Lime Avenue #1
Sarasota, FL- 0 Beds
- 0 Baths
- 2,500 Home (sqft)
- 0 Baths
- 16,989 Lot (sqft)
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$79,000
1408 Westland Dr, Tavares, FL1408 Westland Dr
Tavares, FL- 1 Bed
- 1 Bath
- 540 Home (sqft)
- 1 Bath
- 2,178 Lot (sqft)
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$260,000
4 Hague Road Drive #84A, Punta Gorda, FL4 Hague Road Drive #84A
Punta Gorda, FL- 3 Beds
- 2 Baths
- 1,593 Home (sqft)
- 2 Baths
- 4,356 Lot (sqft)
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$589,900
10534 Alpaca Circle, Port Charlotte, FL10534 Alpaca Circle
Port Charlotte, FL- 3 Beds
- 2 Baths
- 2,049 Home (sqft)
- 2 Baths
- 10,890 Lot (sqft)
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$229,990
25 Malauka Loop Place, Ocklawaha, FL25 Malauka Loop Place
Ocklawaha, FL- 3 Beds
- 2 Baths
- 1,287 Home (sqft)
- 2 Baths
- 18,731 Lot (sqft)
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$334,900
3529 Mount Hope Loop, Leesburg, FL3529 Mount Hope Loop
Leesburg, FL- 2 Beds
- 2 Baths
- 1,723 Home (sqft)
- 2 Baths
- 12,197 Lot (sqft)
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$57,600
1040 E Brandon Boulevard, Brandon, FL1040 E Brandon Boulevard
Brandon, FL- 0 Beds
- 0 Baths
- 2,441 Home (sqft)
- 0 Baths
- 2,614 Lot (sqft)
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$120,000
3902 Friendship Boulevard, Lakeland, FL3902 Friendship Boulevard
Lakeland, FL- 2 Beds
- 2 Baths
- 1,152 Home (sqft)
- 2 Baths
- 5,228 Lot (sqft)
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$42,000
7603 Glen Crossing, Pensacola, FL7603 Glen Crossing
Pensacola, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 22,216 Lot (sqft)
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$195,000
702 Westwood Dr, Brandon, FL702 Westwood Dr
Brandon, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 11,762 Lot (sqft)
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$415,000
8 Bannerwood Lane, Palm Coast, FL8 Bannerwood Lane
Palm Coast, FL- 3 Beds
- 2 Baths
- 1,804 Home (sqft)
- 2 Baths
- 12,633 Lot (sqft)
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$29,900
134 Yellow Pine Drive, Rotonda West, FL134 Yellow Pine Drive
Rotonda West, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 8,712 Lot (sqft)
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$99,900
5257 81st Lane N #17, St Petersburg, FL5257 81st Lane N #17
St Petersburg, FL- 2 Beds
- 1 Bath
- 1,010 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$269,900
12908 Utopia Gardens Way, Riverview, FL12908 Utopia Gardens Way
Riverview, FL- 3 Beds
- 3 Baths
- 1,634 Home (sqft)
- 3 Baths
- 1,743 Lot (sqft)
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$325,000
639 Cheshire Way, Davenport, FL639 Cheshire Way
Davenport, FL- 3 Beds
- 2 Baths
- 1,233 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
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$349,900
689 Eagle Watch Road, Oak Hill, FL689 Eagle Watch Road
Oak Hill, FL- 3 Beds
- 2 Baths
- 1,624 Home (sqft)
- 2 Baths
- 1.11 Lot (ac)
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$19,900
10846 N Letterwood Way, Dunnellon, FL10846 N Letterwood Way
Dunnellon, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,019 Lot (sqft)
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$699,900
626 Arcola Court, The Villages, FL626 Arcola Court
The Villages, FL- 3 Beds
- 2 Baths
- 2,041 Home (sqft)
- 2 Baths
- 9,148 Lot (sqft)
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$677,000
3137 Diana Drive, Zephyrhills, FL3137 Diana Drive
Zephyrhills, FL- 3 Beds
- 2 Baths
- 1,920 Home (sqft)
- 2 Baths
- 5.00 Lot (ac)
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$379,900
4333 Waterside Pointe Circle, Orlando, FL4333 Waterside Pointe Circle
Orlando, FL- 3 Beds
- 2 Baths
- 1,259 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
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$180,000
4240 Pershing Pointe Place #2, Orlando, FL4240 Pershing Pointe Place #2
Orlando, FL- 2 Beds
- 2 Baths
- 1,006 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$549,000
211 Shady Oak Loop, Davenport, FL211 Shady Oak Loop
Davenport, FL- 5 Beds
- 5 Baths
- 2,634 Home (sqft)
- 5 Baths
- 7,406 Lot (sqft)
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$339,900
6176 SW 93rd Avenue, Ocala, FL6176 SW 93rd Avenue
Ocala, FL- 2 Beds
- 2 Baths
- 1,656 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
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$425,000
20013 Satin Leaf Avenue, Tampa, FL20013 Satin Leaf Avenue
Tampa, FL- 5 Beds
- 4 Baths
- 2,180 Home (sqft)
- 4 Baths
- 5,228 Lot (sqft)
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$230,000
2893 Whispering Trails Drive, Winter Haven, FL2893 Whispering Trails Drive
Winter Haven, FL- 3 Beds
- 2 Baths
- 1,268 Home (sqft)
- 2 Baths
- 4,792 Lot (sqft)
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$529,000
9442 Fred Street, Hudson, FL9442 Fred Street
Hudson, FL- 3 Beds
- 2 Baths
- 2,194 Home (sqft)
- 2 Baths
- 1.11 Lot (ac)
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$399,900
26555 Manassas Drive, Leesburg, FL26555 Manassas Drive
Leesburg, FL- 3 Beds
- 2 Baths
- 1,888 Home (sqft)
- 2 Baths
- 7,841 Lot (sqft)
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