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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1108 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential
MLS# S5149437 / Active
This is a must see charming oasis located behind the secure gates of Lake Ashton, you dont want to miss this opportunity of becoming an homeowner i...
Reduced -$2,001
4212 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# A4692973 / Active
Spacious living plan and Luxurious Kitchen just updated for the top Chef status. As you come in through the covered carport you`ll notice the Newl...
3023 Caneel Street
Winter Haven, FL 33884
Traditions Ph 2a
Residential
MLS# TB8504638 / Active
Welcome to the vibrant lifestyle of Traditions, one of Winter Haven’s most desirable gated 55+ communities! Built in 2020, this impeccably maintain...
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
4130 Bedford Avenue
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# L4962090 / Active
WELCOME TO CAREFREE LIVING WITH THIS WELL-MAINTAINED RESIDENCE WITHIN THE DESIRABLE 55+ GATED, LAKEFRONT COMMUNITY AT ""TRADITIONS OF RUBY LAKE"". ...
134 Lake Hazel Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential
MLS# L4962192 / Active
One or more photo(s) has been virtually staged. 2-Bedroom, 2-Bathroom Mobile Home in a 55+ Community of ORANGE MANOR WEST-NO LOT RENT!-This spaciou...
5312 Nicklaus Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# O6411968 / Active
Welcome to resort-style living in the highly sought-after Lake Ashton Golf Club Community! This impeccably maintained home is nestled on a quiet an...
700 Mirror Terrace UNIT #507
Winter Haven, FL 33881
Spring Lake Towers
Residential
MLS# B4902266 / Active
Winter Haven's premier condominium located directly overlooking the picturesque Lake Spring that is part of the famous 17-lake Winter Haven Chain o...
419 Greenfield Road
Winter Haven, FL 33884
Cypresswood Mdws
Residential
MLS# TB8513442 / Active
Cypresswood Golf & Country Club welcomes you to 419 Greenfield Drive. This desirable gated golf community has a host of activities and treasures, b...
Reduced -$2,000
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...
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MLS IDX data last updated on 07-13-2026 7:53 PM EST.
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