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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6216 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential
MLS# P4937694 / Active
Stunning Sebastian Floor Plan Home in an Exclusive, Secure 55+ Florida Community, Lake Ashton. Discover this exceptional single-family home built i...
345 24th Street UNIT #25
Winter Haven, FL 33880
Imperial Villas
Residential
MLS# P4937740 / Active
Welcome to maintenance-free living in the heart of Winter Haven! This darling 2-bedroom, 2-bath villa is perfectly located in the desirable Imperia...
Reduced -$13,000
3588 Raleigh Drive
Winter Haven, FL 33884
Traditions Ph 02
Residential
MLS# L4959265 / Active
Welcome to 3588 Raleigh Dr! Located within the gated 55+ community of Traditions, this well-maintained corner-lot home offers a blend of comfort, f...
Reduced -$4,000
6081 Southern Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# L4959229 / Active
Welcome to 6081 Southern Oaks Drive SE, a beautifully maintained manufactured home in the highly sought after 55+ community of Garden Grove Oaks wh...
6086 Southern Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# L4959284 / Active
Welcome to 6086 Southern Oaks Drive SE, a beautifully updated and well- maintained, move in ready manufactured home located in the highly sought af...
825 3rd Street
Winter Haven, FL 33881
Ida Lake Sub
Residential
MLS# O6380870 / Active
The property is in the process of being split (Lot Split) there is a vacant separate lot to the left of the house. The asking price for the current...
Reduced -$25,000
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
5828 Marsh Landing Drive
Winter Haven, FL 33881
Lakeside Landings Ph 01
Residential
MLS# L4958953 / Active
Welcome to refined Florida living in the serene, gated, 55+ community of Preserve at Lakeside Landings. This community designed with enjoying your ...
4056 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937783 / Active
Pack your bags and move right into this fully furnished home. This home has many updates!! Although the bedrooms have updated carpets there is nice...
Reduced -$5,000
1700 6th Street UNIT C31
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# L4959370 / Active
HUGE PRICE DROP! Welcome to this 2-bedroom, 1.5-bath condo in the desirable 55+ community of Winter Haven Harbour Apartments! This beautifully upda...
Reduced -$9,890
For a fresh updated list of 55 Plus Homes for sale in Winter Haven Florida, visit our website daily.
These 55 plus homes above are brought to you by David Shippey REALTOR®
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MLS IDX data last updated on 06-08-2026 2:00 AM EST.