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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4228 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937684 / Active
Move right into this very well maintained home. This home features some new vinyl flooring and newer windows. The hall bathroom has been upgraded w...
333 Lake Howard Drive UNIT 203C
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential
MLS# L4961519 / Active
Enjoy a relaxed, maintenance-free lifestyle in this well-loved 55+ condo overlooking the beautifully maintained grounds of Imperial Harbours and th...
1700 6th Street UNIT C26
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# P4934743 / Active
This fully remodeled condo offers comfortable and stylish living with two bedrooms and one bathroom. Enjoy brand-new vinyl flooring throughout, mak...
17 Kendra Court
Winter Haven, FL 33880
Brandy Chase Village A Rep
Residential
MLS# B4901832 / Active
Just reduced approx. $30,000 below appraised value to allow for remodeling! This 2 Bedroom, 2 Bath home is located in Brandy Chase Village, a well-...
Reduced -$10,000
1776 6th Street UNIT #303
Winter Haven, FL 33881
Lakeridge Condo
Residential
MLS# P4929979 / Active
Improved Price!! All new window in the building...Price improvement...Seller ready to sell! Beautifully maintained 55+ condominium located in Lake ...
95 Parson Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential
MLS# P4935492 / Active
This 3-bedroom, 2-bath home located in the community of Orange Manor West is perfect for settling into an active community for the 55+. The home fe...
4511 Redwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# L4960495 / Active
Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a pe...
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
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...
4420 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# S5142224 / Active
Welcome home to 4420 Limewood St in Winter Haven, located in the desirable 55+ co-op community of Oakwood Estatesa neighborhood known for active li...
Reduced -$5,000
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MLS IDX data last updated on 06-07-2026 7:59 PM EST.
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