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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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
3440 Grenville Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# O6401312 / Active
Wake up to peaceful water views in this beautifully maintained villa in Winter Haven. This move in ready home features a bright open floor plan wit...
Reduced -$10,100
1561 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Ph 2a
Residential
MLS# P4932767 / Active
YOU`LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. THIS 2BR-2BA VILLA ...
Increase +$4,500
719 Avenue Q
Winter Haven, FL 33880
Parkland Village
Residential
MLS# O6409223 / Active
Welcome to this well-maintained 2-bedroom, 2-bath home located in a desirable 55+ community in Winter Haven! Situated on a spacious corner lot, thi...
Increase +$21,000
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...
1581 Oakview Circle
Winter Haven, FL 33880
Oakview
Residential
MLS# G5108372 / Active
Move-in ready with a NEW ROOF (2024), updated major systems, and brand-new kitchen appliances, this beautifully maintained villa offers the low-mai...
Reduced -$4,900
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...
2825 Attwater Loop
Winter Haven, FL 33884
Traditions Ph 2a
Residential
MLS# S5152439 / Active
Welcome to 2825 Attwater Drive, a beautifully maintained villa in the sought after gated 55+ community of Traditions at Lake Ruby, where low mainte...
4925 Cypress Gardens Road UNIT #100
Winter Haven, FL 33884
Doves Rest Add
Residential
MLS# P4938418 / Active
Welcome to your new home, located in Dove's Rest, a 55+ community. This home features an open living area with a new refrigerator and stove. The Ai...
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
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MLS IDX data last updated on 07-13-2026 7:53 PM EST.
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