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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2790 Adeline Avenue
Winter Haven, FL 33881
Willowbrook South
Residential
MLS# O6391726 / Active
Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an ar...
Reduced -$3,000
1700 6th Street UNIT B23
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# O6391774 / Active
This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything youve been searching forlocated in a desirable **55+ community**...
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 -$6,000
1590 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Ph 2a
Residential
MLS# O6406908 / Active
Welcome to Vienna Square a vibrant, beautifully maintained 55+ gated community where resort-style living meets true low-maintenance comfort. This c...
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...
1797 Hummingbird Road
Winter Haven, FL 33884
Harmony On Lake Eloise Phase 4
Residential
MLS# O6415738 / Active
Under Construction. Harmony at Lake Eloise presents The Camden, available to build in Winter Haven, FL. This all-concrete block constructed, one-st...
4338 Cherrywood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4928579 / Active
Check out the improvements recently completed!! The home is move in ready!! The flooring has all been replaced with new plush carpet and vinyl plan...
Reduced -$5,000
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
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
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
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MLS IDX data last updated on 06-11-2026 8:32 AM EST.
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