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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3890 Bedford Avenue
Winter Haven, FL 33884
Traditions Ph 02
Residential
MLS# L4961088 / Active
Welcome to TRADITIONS, an active 55+ gated community located in the heart of the state on Lake Ruby. From swimming laps in the olympic size pool, c...
454 Village Circle
Winter Haven, FL 33880
Village Park
Residential
MLS# L4960932 / Active
NO LOT RENT. Welcome to your slice of Florida living in Winter Haven! This well-maintained 2-bedroom, 2-bath home offers 1,620 sq ft of comfortable...
Reduced -$4,000
5268 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# L4960893 / Active
DON""T SCROLL PAST THIS BEAUTIFUL DESIGNER HOME in the PREMIER Active 55+ Community in LAKE ASHTON. You will LOVE THE EXPANSIVE WATER VIEW OVER THE...
6561 Chinaberry Dr Ne
Winter Haven, FL 33881
Brookhaven Village First Add
Residential
MLS# L4960831 / Active
Discover the best of retirement living in Brookhaven, a welcoming 55+ community! This partially furnished and well-maintained home sits on a desira...
6643 Westchester Drive
Winter Haven, FL 33881
Lake N Golf Estates Add
Residential
MLS# L4960802 / Active
Welcome to easy Florida lake view living in this beautifully updated 2-bedroom, 2-bath home located in a friendly 55+ no pet community on the shore...
6450 Hollyberry Lane
Winter Haven, FL 33881
Brookhaven Village
Residential
MLS# L4960650 / Active
One or more photo(s) has been virtually staged. Welcome to 6450 Hollyberry Lane in Brookhaven Villagea highly sought-after 55+ community where you ...
Reduced -$1,000
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
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...
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...
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...
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MLS IDX data last updated on 06-07-2026 5:28 PM EST.
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