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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$415,000-
Lot Size7,406 sqft
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Home Size2,128 sqft
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Beds3 Beds
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Baths3 Baths
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Year Built2023
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Days on Market2
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$469,000-
Lot Size6,970 sqft
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Home Size1,941 sqft
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Beds2 Beds
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Baths2 Baths
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Year Built2005
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Days on Market6
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See all 55+ Community Hillsborough.
(all data current as of
12/4/2025)
Listing information deemed reliable but not guaranteed. Read full disclaimer.
- List View
- Grid View
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$1,269,000
10215 Milky Way Circle, Sarasota, FL10215 Milky Way Circle
Sarasota, FL- 5 Beds
- 5 Baths
- 3,848 Home (sqft)
- 5 Baths
- 9,148 Lot (sqft)
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$220,000
16621 NE 30th Court, Citra, FL16621 NE 30th Court
Citra, FL- 3 Beds
- 2 Baths
- 1,510 Home (sqft)
- 2 Baths
- 17,860 Lot (sqft)
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$350,000
1049 Pinder Street, Deltona, FL1049 Pinder Street
Deltona, FL- 3 Beds
- 2 Baths
- 1,441 Home (sqft)
- 2 Baths
- 11,762 Lot (sqft)
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$535,000
5209 Cape Hatteras Drive, Clermont, FL5209 Cape Hatteras Drive
Clermont, FL- 5 Beds
- 4 Baths
- 2,539 Home (sqft)
- 4 Baths
- 9,148 Lot (sqft)
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$379,990
561 N Dollins Avenue, Orlando, FL561 N Dollins Avenue
Orlando, FL- 4 Beds
- 3 Baths
- 1,916 Home (sqft)
- 3 Baths
- 10,890 Lot (sqft)
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$395,000
6348 7th Avenue N, St Petersburg, FL6348 7th Avenue N
St Petersburg, FL- 3 Beds
- 2 Baths
- 1,637 Home (sqft)
- 2 Baths
- 14,811 Lot (sqft)
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$234,999
6309 Central Avenue, New Port Richey, FL6309 Central Avenue
New Port Richey, FL- 2 Beds
- 1 Bath
- 832 Home (sqft)
- 1 Bath
- 4,792 Lot (sqft)
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$650,000
9125 Dollanger Court, Orlando, FL9125 Dollanger Court
Orlando, FL- 4 Beds
- 2 Baths
- 2,202 Home (sqft)
- 2 Baths
- 12,633 Lot (sqft)
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$575,000
5970 Seaside Drive, New Port Richey, FL5970 Seaside Drive
New Port Richey, FL- 5 Beds
- 3 Baths
- 3,392 Home (sqft)
- 3 Baths
- 6,099 Lot (sqft)
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$171,999
9481 Highland Oak Drive #1709, Tampa, FL9481 Highland Oak Drive #1709
Tampa, FL- 2 Beds
- 2 Baths
- 1,164 Home (sqft)
- 2 Baths
- 1,307 Lot (sqft)
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$579,000
5497 W C Rd 48, Bushnell, FL5497 W C Rd 48
Bushnell, FL- 3 Beds
- 2 Baths
- 2,462 Home (sqft)
- 2 Baths
- 4.00 Lot (ac)
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$390,000
530 Emily Glen Street, Deland, FL530 Emily Glen Street
Deland, FL- 4 Beds
- 2 Baths
- 1,841 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
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$325,000
2226 Fiesta Court, Orlando, FL2226 Fiesta Court
Orlando, FL- 5 Beds
- 2 Baths
- 1,520 Home (sqft)
- 2 Baths
- 8,277 Lot (sqft)
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$115,800
22375 Edgewater Drive #217, Punta Gorda, FL22375 Edgewater Drive #217
Punta Gorda, FL- 2 Beds
- 2 Baths
- 987 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$215,000
1920 E Paris Street, Tampa, FL1920 E Paris Street
Tampa, FL- 3 Beds
- 2 Baths
- 1,528 Home (sqft)
- 2 Baths
- 6,970 Lot (sqft)
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$544,900
7252 Windham Harbour Avenue, Orlando, FL7252 Windham Harbour Avenue
Orlando, FL- 4 Beds
- 2 Baths
- 2,573 Home (sqft)
- 2 Baths
- 9,584 Lot (sqft)
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$499,900
10835 Carloway Hills Drive, Wimauma, FL10835 Carloway Hills Drive
Wimauma, FL- 4 Beds
- 3 Baths
- 2,418 Home (sqft)
- 3 Baths
- 7,841 Lot (sqft)
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$389,990
454 Skyfield Court, Lady Lake, FL454 Skyfield Court
Lady Lake, FL- 4 Beds
- 2 Baths
- 1,998 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
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$227,000
5424 E Michigan Street #5, Orlando, FL5424 E Michigan Street #5
Orlando, FL- 2 Beds
- 2 Baths
- 1,103 Home (sqft)
- 2 Baths
- 4,792 Lot (sqft)
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$370,000
1665 Pinecliff Drive, Apopka, FL1665 Pinecliff Drive
Apopka, FL- 4 Beds
- 3 Baths
- 1,897 Home (sqft)
- 3 Baths
- 2,614 Lot (sqft)
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$1,175,000
4404 Old Orchard Drive, Tampa, FL4404 Old Orchard Drive
Tampa, FL- 6 Beds
- 5 Baths
- 4,502 Home (sqft)
- 5 Baths
- 20,038 Lot (sqft)
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$1,246,809
10073 Meadowrun Drive, Lithia, FL10073 Meadowrun Drive
Lithia, FL- 5 Beds
- 4 Baths
- 4,602 Home (sqft)
- 4 Baths
- 27,443 Lot (sqft)
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$408,000
15036 Chapter Way, Winter Garden, FL15036 Chapter Way
Winter Garden, FL- 3 Beds
- 3 Baths
- 1,717 Home (sqft)
- 3 Baths
- 4,356 Lot (sqft)
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$4,900,000
1450 E Gibson Street, Arcadia, FL1450 E Gibson Street
Arcadia, FL- 56 Beds
- 38 Baths
- 24,987 Home (sqft)
- 38 Baths
- 3.35 Lot (ac)
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$305,000
660 Parakeet Court, Kissimmee, FL660 Parakeet Court
Kissimmee, FL- 3 Beds
- 2 Baths
- 1,630 Home (sqft)
- 2 Baths
- 8,277 Lot (sqft)
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$450,000
6227 Gentle Ben Circle, Wesley Chapel, FL6227 Gentle Ben Circle
Wesley Chapel, FL- 3 Beds
- 3 Baths
- 2,272 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
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$38,500
0 NW 2nd Street, Ocala, FL0 NW 2nd Street
Ocala, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 16,118 Lot (sqft)
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$225,000
6336 7th Avenue W #6336, Bradenton, FL6336 7th Avenue W #6336
Bradenton, FL- 3 Beds
- 2 Baths
- 1,224 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$749,990
10227 Longmeadow Avenue, Parrish, FL10227 Longmeadow Avenue
Parrish, FL- 4 Beds
- 3 Baths
- 2,562 Home (sqft)
- 3 Baths
- 7,841 Lot (sqft)
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$305,000
205 Coconut Palm Way, Davenport, FL205 Coconut Palm Way
Davenport, FL- 4 Beds
- 3 Baths
- 1,850 Home (sqft)
- 3 Baths
- 1,307 Lot (sqft)
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