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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689 Lake Howard Drive UNIT 1E
Winter Haven, FL 33880
Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 B
Residential
MLS# TB8360466 / Active
Beautiful property located in a remarkable location! Do not miss out on the opportunity of making this property yours. Discover the perfect blend o...
6827 S Lake Henry Drive
Winter Haven, FL 33881
Lake N Golf Estates Add
Residential
MLS# TB8464788 / Active
Discover lakeside living at its finest in this spacious 4-bedroom, 2-bath home located in the highly desirable 55+ community of Golf & Lake Estates...
Reduced -$10,000
3363 Livingston Way
Winter Haven, FL 33884
Traditions Phase 1
Residential
MLS# TB8478803 / Active
Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throug...
Reduced -$10,000
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...
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 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...
3614 Plymouth Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# TB8522011 / Active
Perfectly situated on a premium pond-front homesite in the sought-after 55+ gated community of Traditions at Lake Ruby, this beautifully maintained...
1525 Oakview Circle
Winter Haven, FL 33880
Oakview
Residential
MLS# TB8522413 / Active
Turn-key elegance in one of Winter Haven’s 55+ community! Welcome home to Oakview, an immaculate, highly sought-after hidden jewel. This smokefre...
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 ...
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...
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MLS IDX data last updated on 07-13-2026 7:53 PM EST.
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