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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3023 Caneel Street
Winter Haven, FL 33884
Traditions Ph 2a
Residential
MLS# TB8504638 / Active
Welcome to the vibrant lifestyle of Traditions, one of Winter Havens most desirable gated 55+ communities! Built in 2020, this impeccably maintaine...
1224 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Duplex
Residential
MLS# P4934564 / Active
ANOTHER PRICE IMPROVEMENT. ONCE IN A LIFETIME OPPORTUNITY! CAN'T BEAT THIS PRICE IN THIS COMMUNITY!!! This is a charming 2-bedroom, 2-bath home in ...
4019 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# S5145776 / Active
Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Havens premier 55+ gated communiti...
Reduced -$4,999
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...
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...
6346 Bayberry Blvd Ne
Winter Haven, FL 33881
Brookhaven Village First Add
Residential
MLS# P4936920 / Active
PRICE IMPROVEMENT & HOME WARRANTY INCLUDED! Now offered at an even better value, this beautifully maintained home in Brookhavens desirable 55+ comm...
4173 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938419 / Active
Check this out!! The home has new vinyl plank and new carpet in the bedrooms and a new roof in 2025. Enjoy the nice sized living room with relaxing...
Reduced -$15,000
447 Village Circle
Winter Haven, FL 33880
Village Park
Residential
MLS# P4938447 / Active
This home is a must see!! Very well maintained home located in Village Park, a 55+ community where dogs are allowed. The home features new thermal ...
4132 Sprucewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938951 / Active
Location! Location! Location! This beautiful fully furnished home in Oakwood Estates is located next to the pool, tennis courts, and smaller clubho...
6114 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# L4961323 / Active
Waterfront view home on a large lot in amenity-rich community with clubhouse, pool, shuffleboard and fishing pond. This 2 bedroom 2 bathroom home f...
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MLS IDX data last updated on 06-19-2026 8:02 PM EST.
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