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
1700 6th Street UNIT C2
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# L4960231 / Active
Welcome to easy, low-maintenance Florida living in this fully furnished 1 bedroom, 1 bathroom ground-floor condo located in the well-established Wi...
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 -$6,090
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**...
1678 Linz Court
Winter Haven, FL 33884
Vienna Square Ph 2c
Residential
MLS# L4960316 / Active
BETTER THAN NEW!!! Why wait to build when you can move into this HIGHLY UPGRADED, MAINTENANCE FREE villa in the 55+ GATED COMMUNITY of Vienna Squar...
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...
1347 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2 South
Residential
MLS# L4960249 / Active
Are you looking for a move-in ready home? Well, you found it! This home is like a new build, only better. It is clean as a whistle, has tasteful li...
4511 Redwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# L4960495 / Active
Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a pe...
4918 Rosewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938247 / Active
This home is a MUST SEE? You will find many updates in this home from the beautiful granite counters in the kitchen and new kitchen cabinets to the...
409 Village Circle
Winter Haven, FL 33880
Village Park
Residential
MLS# L4960521 / Active
Charming and well maintained! 2-Bedroom 2- Bath Home in Desirable 55+ Community - You Own the Land with low HOA fees!This inviting home features fr...
Reduced -$7,000
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MLS IDX data last updated on 06-07-2026 7:59 PM EST.
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