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...
470 Village Circle
Winter Haven, FL 33880
Village Park
Residential
MLS# B4901854 / Active
Move-In Ready! This charming home is nestled in a vibrant 55+ community, offering an array of amenities including a community pool, tennis courts, ...
Reduced -$19,500
1703 Linz Court
Winter Haven, FL 33884
Vienna Square Phase 3a
Residential
MLS# P4933885 / Active
NEW CONSTRUCTION! This brand-new single-story, two bedroom, two bath Villa is located in Vienna Square, a 55+ gated community in Winter Haven. Live...
508 Lakeside Ranch Way
Winter Haven, FL 33881
Lakeside Ranch For Mobile Homes
Residential
MLS# P4933855 / Active
ENJOY THIS WELL KEPT FURNISHED MANUFACTURED HOME IN GATED 55 AND OVER COMMUNITY. THIS PROPERTY IS IN A CO-OP. OUTSIDE OF HOME RECENTLY PAINTED 2026...
Reduced -$9,000
17 Kendra Court
Winter Haven, FL 33880
Brandy Chase Village A Rep
Residential
MLS# B4901832 / Active
Just reduced approx. $30,000 below appraised value to allow for remodeling! This 2 Bedroom, 2 Bath home is located in Brandy Chase Village, a well-...
Reduced -$10,000
6308 Bayberry Boulevard
Winter Haven, FL 33881
Brookhaven Village
Residential
MLS# P4933148 / Active
LOW-COST YEAR AROUND LIVING! VERY WELL MAINTAINED! Fully Furnished everything stays! Pet Friendly lot. Gorgeous updating, Very Clean & Move-In read...
Reduced -$4,000
1561 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Ph 2a
Residential
MLS# P4932767 / Active
R E D U C E D ... YOU'LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. T...
Reduced -$2,000
4908 Rosewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4932743 / Active
Check out this wonderfully maintained home located in Oakwood Estates, a 55+ community. The HVAC has just been replaced and the roof is 3 years old...
Reduced -$10,000
912 Avenue T
Winter Haven, FL 33880
Woodmere
Residential
MLS# S5113072 / Active
Location, Location! This charming 3-bedroom, 2-bath home, large living room and a huge family room ( could be a 4th bedroom) is situated in the vib...
4321 Cherrywood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4931788 / Active
Walk right into this open and spacious home. The kitchen is perfect for entertaining with newer cabinets and cooktop. The cathedral ceilings in the...
Reduced -$10,000
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MLS IDX data last updated on 06-07-2026 7:59 PM EST.
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