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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333 Lake Howard Drive UNIT 302D
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential
MLS# L4962292 / Active
One or more photo(s) has been virtually staged. Welcome to maintenance-free Florida living in the peaceful 55+ community of Imperial Harbours. This...
100 El Camino Drive UNIT #101
Winter Haven, FL 33884
Orchid Spgs Vill 100 Condo
Residential
MLS# S5147114 / Active
Owner motivated and ready to negotiate WOW! This BEAUTIFUL 1361SF 2BR/2BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon/pond views! Lo...
Reduced -$15,490
4338 Cherrywood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4928579 / Active
Check out the improvements recently completed!! The home is move in ready!! The flooring has all been replaced with new plush carpet and vinyl plan...
Reduced -$5,000
4127 Sprucewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4936494 / Active
Great home with an open living space ready for it's next owner. This home has a fresh coat of paint and is a blank slate for it's new owners. Sit o...
Reduced -$5,000
333 Lake Howard Drive UNIT 304B
Winter Haven, FL 33880
Imperial Harbours Ph I
Residential
MLS# L4961973 / Active
Top-floor condo with INCREDIBLE lake views in the desirable 55+ community of Imperial Harbours on Lake Howard! This three-bedroom, two-bath condo o...
1700 6th Street UNIT C2
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# L4960231 / Active
Welcome to easy, low-maintenance Florida living in this fully furnished 1 bedroom, 1 bathroom ground-floor condo located in the well-established Wi...
1700 6th Street UNIT A38
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# P4935379 / Active
Here we go, back to market, Buyer default! The property you are inquiring about is located in Winter Haven, FL, in the Winter Haven Harbour area of...
Reduced -$2,700
333 Lake Howard Drive UNIT 212A
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential
MLS# S5147514 / Active
Wake up to views of Lake Howard and enjoy maintenance-free Florida living in the peaceful 55+ community of Imperial Harbours. From the bright Flori...
Reduced -$3,000
508 Lakeside Ranch Way
Winter Haven, FL 33881
Lakeside Ranch For Mobile Homes
Residential
MLS# P4933855 / Active
ENJOY THIS WELL KEPT FURNISHED MANUFACTURED HOME IN GATED 55 AND OVER COMMUNITY. THIS PROPERTY IS IN A CO-OP. OUTSIDE OF HOME RECENTLY PAINTED 2026...
Reduced -$9,000
100 El Camino Drive UNIT #111
Winter Haven, FL 33884
Orchid Spgs Vill 100 Condo
Residential
MLS# S5141094 / Active
Owner motivated and ready to negotiate WOW! This BEAUTIFUL 931 SF 1BR/1BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon views! Located...
Reduced -$6,000
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MLS IDX data last updated on 06-07-2026 7:59 PM EST.
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