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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4019 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# S5145776 / Active
One or more photo(s) has been virtually staged. Welcome to this beautifully maintained residence located in the lakefront community of Traditions, ...
Reduced -$4,901
6332 Bayberry Boulevard
Winter Haven, FL 33881
Brookhaven Village First Add
Residential
MLS# S5146261 / Active
This home located in the desirable Brookhaven Village community in Winter Haven. This property offers a comfortable layout with spacious living are...
6775 Brentwood Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential
MLS# S5146696 / Active
One or more photo(s) has been virtually staged. Welcome to 6775 Brentwood Dr NE, located in the desirable no pet community of Lake N Golf Estates, ...
Reduced -$4,400
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
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
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
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...
700 Mirror Terrace UNIT #505
Winter Haven, FL 33881
Spring Lake Towers
Residential
MLS# TB8445379 / Active
Best view in the building! Welcome to your dream Florida escape at 700 Mirror Terrace NW, a beautifully updated and well-maintained condo in this l...
Reduced -$20,000
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
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MLS IDX data last updated on 06-06-2026 7:56 PM EST.
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