55 Plus Homes for Sale Winter Haven FL
Winter Haven FL Real Estate featuring 55 Plus Homes are listed below. These 55 Plus homes for sale in Winter Haven Florida are updated everyday from our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL 55 Plus homes for sale, please call 863-521-4517 or just click the "Schedule a Tour" or "More Info" button on any property detail pages.
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6033 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# P4936903 / Active
NEW PRICE REDUCTION!! Very well kept home on your own lot. No lot rent here! Low HOA of only $65 a month. Garden Grove Oaks is a well-kept and mana...
Reduced -$8,000
4246 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# O6325757 / Active
Welcome to your move in ready home in Oakwood Estates, a gated community designed for those aged 55 and older. This beautifully maintained 2-bedroo...
6733 Kensington Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential
MLS# G5113718 / Active
Charming 2-Bedroom, 2-Bath Home on a Corner Lot Near Lake Henry. Welcome to this beautifully maintained 2-bedroom, 2-bathroom home, where pristin...
6666 Briarhill Drive
Winter Haven, FL 33881
Lake N Golf Estates Add
Residential
MLS# S5153400 / Active
Welcome home to this beautifully maintained residence in the highly sought-after Lake-n-Golf Estates, where comfort, convenience, and an active lif...
6044 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# S5126925 / Active
Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where ...
Reduced -$24,900
6827 S Lake Henry Drive
Winter Haven, FL 33881
Lake N Golf Estates Add
Residential
MLS# TB8464788 / Active
Discover lakeside living at its finest in this spacious 4-bedroom, 2-bath home located in the highly desirable 55+ community of Golf & Lake Estates...
Reduced -$10,000
6309 Grove Pointe Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# P4938313 / Active
OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in ...
4155 Sprucewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938325 / Active
Check out this well maintained home located in Oakwood Estates, a 55+ community, located in Sunny central Florida. The home features a very open an...
333 Lake Howard Dr Nw UNIT 102D
Winter Haven, FL 33880
Imperial Harbours
Residential
MLS# P4939253 / Active
FIRST FLOOR BEAUTY! This move-in-ready 2 bedroom 2 bath condo is just what you`ve been waiting to find. 2025 was a big year with loads of quality u...
6825 S Lake Henry Drive
Winter Haven, FL 33881
Lucerne Park Fruit Assn
Residential
MLS# S5143698 / Active
One or more photo(s) has been virtually staged. Enjoy true Florida lakefront living in this spacious 2-bedroom, 2-bath home offering almost 1800 sq...
Reduced -$10,900
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MLS IDX data last updated on 07-13-2026 7:53 PM EST.
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