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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1700 6th Street UNIT C26
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# P4934743 / Active
This fully remodeled condo offers comfortable and stylish living with two bedrooms and one bathroom. Enjoy brand-new vinyl flooring throughout, mak...
6107 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# P4934363 / Active
NEW PRICE REDUCTION! BEAUTIFULLY LANDSCAPED EXTRA LOT IS INCLUDED IN THIS SALE! OWNER IS VERY MOTIVATED! Welcome to 6107 Grand Oaks Drive on one of...
Reduced -$5,000
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
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
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
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
5811 Marsh Landing Drive
Winter Haven, FL 33881
Lakeside Landings Ph 01
Residential
MLS# O6423020 / Active
Virtually Staged. Welcome to this beautiful 3-bedroom, 2-bath home tucked inside THE PRESERVE, a quiet and intimate 55+ gated enclave within the h...
5308 Green Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# O6420480 / Active
A 55+ resort style, guarded and gated community, plus incredible value make this home a MUST SEE! Welcome to a well maintained, bright and cheery 3...
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...
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MLS IDX data last updated on 07-14-2026 2:00 AM EST.
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