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...
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
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
5264 Green Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4937885 / Active
5264 Green Drive Winter Haven, Florida is a 3 Bedroom/2 Bath Provence floor plan located in Lake Ashton, a gated and guarded 55+ community with res...
4410 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937929 / Active
Pack your bags and move right into this very well maintained home located in Oakwood Estates, a 55+ community. The floorplan offers two living area...
Reduced -$5,000
4239 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937986 / Active
Open and spacious living area is the best way to describe this home. The home features two living areas plus the lanai for additional space. The pr...
5365 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4938226 / Active
Welcome to the next exciting chapter of your life in Lake Ashton, Central Floridas premier 55+ active-adult community, where this immaculately main...
4918 Rosewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938247 / Active
This home is a MUST SEE? You will find many updates in this home from the beautiful granite counters in the kitchen and new kitchen cabinets to the...
6773 Brentwood Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential
MLS# P4938301 / Active
Your new Florida home is waiting for you. This home has many updates and improvements. The shingled roof was installed in December 2024 and the HVA...
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MLS IDX data last updated on 06-07-2026 7:59 PM EST.
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