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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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...
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...
4038 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# B4902243 / Active
Welcome to paradise, in this 2/2 with a enclosed front porch, to watch the beautiful Florida sunsets. The gated 55 plus community offers many ameni...
400 El Camino Drive UNIT #223
Winter Haven, FL 33884
Orchid Spgs Vill 400 San Miguel
Residential
MLS# O6354793 / Active
Welcome Home to Orchid Springs Village!Step into comfort with this inviting 1-bedroom, 1.5-bath condo located on the second floor of the peaceful O...
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...
5553 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Atlee Add
Residential
MLS# P4938985 / Active
5553 Hogan Lane, Winter Haven, Fl. 33884 is located in Lake Ashton, a Gated and Guarded Premier 55+ community with Resort Style Amenities, Planned ...
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MLS IDX data last updated on 06-16-2026 2:00 AM EST.
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