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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150 El Dorado UNIT #105
Winter Haven, FL 33884
Hawaiian A Condo
Residential
MLS# P4938785 / Active
Discover this charming first-floor corner unit condo in the highly sought after Orchid Springs community in SE WInter Haven. This 2 bedroom 2 bathr...
Reduced -$5,000
125 Lake Hazel Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential
MLS# P4938311 / Active
NO LOT RENT! Live the retired life you worked so hard for. Whether you are a snowbird or looking to enjoy full-time residency, Orange Manor West we...
Reduced -$15,000
700 Mirror Terrace UNIT #303
Winter Haven, FL 33881
Spring Lake Towers
Residential
MLS# P4934745 / Active
Welcome to SPRING LAKE TOWERS, a premier 55+ community in Winter Haven, Florida offering a relaxed lakefront lifestyle with this well-maintained 2-...
Reduced -$10,000
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
188 Sweet Circle Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential
MLS# G5107568 / Active
Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Loc...
Reduced -$5,500
333 Lake Howard Dr Nw UNIT 314D
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential
MLS# TB8515282 / Active
Picture yourself in this top-floor, 3-bedroom, 2-bathroom condo with a Sun/Florida room, nestled in the desirable Imperial Harbor community of Wint...
4253 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938563 / Active
Move right into this fully furnished home. This home offers lots of space with walk in closets in both bedrooms and a new vanity in the primary bat...
4038 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# B4902243 / Active
Welcome to paradise, in this 2/2 with a enclosed front porch, to watch the beautiful Florida sunsets. The gated 55 plus community offers many ameni...
1700 6th Street UNIT C21
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# L4962922 / Active
Easy Florida living starts here in Winter Haven Harbour, a centrally located 55+ condominium community close to shopping, dining, medical facilitie...
4165 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# B4902127 / Active
Priced to sell, Home has a new metal roof, CHA is approximately five years old, and you will feel right at home from the moment you walk in. Come e...
Reduced -$9,900
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MLS IDX data last updated on 07-13-2026 7:53 PM EST.
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