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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6114 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# L4961323 / Active
Virtually Staged. Waterfront view home on a large lot in amenity-rich community with clubhouse, pool, shuffleboard and fishing pond. This 2 bedroom...
Reduced -$5,100
345 24th Street UNIT #23
Winter Haven, FL 33880
Imperial Villas
Residential
MLS# L4960143 / Active
**PRICE IMPROVEMENT** MAINTENCE-FREE LIVING...Located right in the Heart of Winter Haven at Imperial Villas, a 55+ community. This very well mainta...
Reduced -$14,900
6643 Westchester Drive
Winter Haven, FL 33881
Lake N Golf Estates Add
Residential
MLS# L4960802 / Active
Welcome to easy Florida lake view living in this beautifully updated 2-bedroom, 2-bath home located in a friendly 55+ no pet community on the shore...
Reduced -$10,100
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...
6107 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# P4934363 / Active
NEW PRICE REDUCTION! BEAUTIFULLY LANDSCAPED EXTRA LOT IS INCLUDED IN THIS SALE! OWNER IS VERY MOTIVATED! Welcome to 6107 Grand Oaks Drive on one of...
Reduced -$5,000
6394 Lolly Bay Loop
Winter Haven, FL 33881
Brookhaven Village Second Add
Residential
MLS# L4958069 / Active
Located in the 55+ community of Brookhaven Village, this fee-simple manufactured home offers 1,620 square feet of living space with a functional la...
Reduced -$10,000
6086 Southern Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# L4959284 / Active
Seller`s Motivated! Price just reduced! Welcome to 6086 Southern Oaks Drive SE, a beautifully updated and well- maintained, move in ready manufactu...
Reduced -$5,000
6450 Hollyberry Lane
Winter Haven, FL 33881
Brookhaven Village
Residential
MLS# L4960650 / Active
One or more photo(s) has been virtually staged. Welcome to 6450 Hollyberry Lane in Brookhaven Villagea highly sought-after 55+ community where you ...
Reduced -$1,000
1213 8th Street
Winter Haven, FL 33881
North Gate Village
Residential
MLS# L4961397 / Active
Virtually Staged. Beautiful, well-cared-for 2BR/2BA villa in a maintenance-free 55+ community — ready for a new owner. Single-level, move-in ready ...
Reduced -$10,000
6346 Bayberry Blvd Ne
Winter Haven, FL 33881
Brookhaven Village First Add
Residential
MLS# P4936920 / Active
PRICE IMPROVEMENT! Now offered at an even better value, this beautifully maintained home in Brookhaven’s desirable 55+ community is the perfect opp...
Reduced -$5,100
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MLS IDX data last updated on 07-14-2026 2:00 AM EST.
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