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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2216 Starboard
Winter Haven, FL 33881
Hartridge Landing
Residential
MLS# TB8524293 / Active
Check out this wonderful opportunity to own a spacious 3-bedroom, 2.5-bath home in the desirable 55+ community of Hartridge Landings! This well-mai...
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
333 Lake Howard Dr Nw UNIT 102D
Winter Haven, FL 33880
Imperial Harbours
Residential
MLS# P4939253 / Active
FIRST FLOOR BEAUTY! This move-in-ready 2 bedroom 2 bath condo is just what you`ve been waiting to find. 2025 was a big year with loads of quality u...
333 Lake Howard Drive UNIT 211B
Winter Haven, FL 33880
Imperial Harbours Ph 01
Residential
MLS# L4963297 / Active
Remodeled and updated 2nd floor condo with picturesque views of the pool and lush landscaping. This 3 bedroom unit is ready for immediate occupancy...
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...
Reduced -$8,100
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...
333 Lake Howard Drive UNIT 302D
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential
MLS# L4962292 / Active
Virtually Staged. Welcome to maintenance-free Florida living in the peaceful 55+ community of Imperial Harbours. This 3rd floor 2-bedroom, 2-full-b...
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
345 24th Street UNIT #23
Winter Haven, FL 33880
Imperial Villas
Residential
MLS# L4960143 / Active
**PRICE IMPROVEMENT** MAINTENCE-FREE LIVING...Located right in the Heart of Winter Haven at Imperial Villas, a 55+ community. This very well mainta...
Reduced -$14,900
321 Alexzander Way
Winter Haven, FL 33881
Jace Lndg
Residential
MLS# TB8524056 / Active
Virtually Staged. Welcome to 321 Alexzander Way, a spacious, well apportioned home in the heart of Winter Haven! This location is central to Tampa ...
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MLS IDX data last updated on 07-13-2026 7:53 PM EST.
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