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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2925 Dayton Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# P4937324 / Active
Discover the charm of this delightful 3-bedroom, 2-bath home located in the maintenance-free, 55+ gated community of Traditions at Lake Ruby. Thoug...
Reduced -$15,400
4577 Back Nine Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4937386 / Active
Welcome Home!!! 4577 Back Nine Dr. Winter Haven, Fl. features 3 bedrooms and 2 full baths and is located in Lake Ashton, an Exclusive Florida Retir...
Reduced -$10,300
7041 Fairview Village Circle
Winter Haven, FL 33881
Fairview Village
Residential
MLS# P4937431 / Active
Welcome to Fairview Village, an active 55+ gated waterfront community in Winter Haven. This charming 2-bedroom home offers peaceful canal and lake ...
Reduced -$2,000
2733 Attwater Loop
Winter Haven, FL 33884
Traditions Ph 02
Residential
MLS# P4937444 / Active
This meticulously maintained 3-bedroom, 3-bath home showcases eco-smart features and true pride of ownership, all within the sought-after 55+ gated...
Reduced -$2,196
4063 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937489 / Active
Move right into this very well maintained home. This home comes furnished with most of what you see including dishes, pots and pans, and silverware...
Reduced -$4,005
39 Kimberly Court
Winter Haven, FL 33880
Brandy Chase Village A Rep
Residential
MLS# P4937502 / Active
Welcome to Brandy Chase Village!! This well desired 55+ community located in Winter Haven Florida is centrally located between Tampa and Orlando. T...
Reduced -$5,000
2349 Salzburg Loop
Winter Haven, FL 33884
Vienna Square Ph 01
Residential
MLS# P4937532 / Active
HERONS, CRANES, EGRETS, AND DUCKS! You'll have a birds eye view of Florida's most beautiful waterfowl from this custom 3 bedroom 3 bath home locate...
Reduced -$5,000
1209 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential
MLS# P4937555 / Active
Your Florida Dream Home Awaits in Lake Ashton, an exclusive gated 55+ community. A golf membership (expires Sept. 30, 2026) for a single golfer wil...
Reduced -$11,000
257 Meadowbrook Boulevard
Winter Haven, FL 33881
Lucerne Park Reserve
Residential
MLS# P4937588 / Active
PRICE IMPROVEMENT! Welcome to this super spacious 3-bedroom, 2-bath home located in Lucerne Park Reserve in Winter Haven. Built in 2020, this home ...
Reduced -$2,000
3008 Caneel Street
Winter Haven, FL 33884
Traditions Ph 2a
Residential
MLS# P4937668 / Active
Situated in the desirable, maintenance-free gated community of Traditions, this gorgeous 2-bedroom, 2-bath villa with a flex room offers the perfec...
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MLS IDX data last updated on 06-07-2026 7:59 PM EST.