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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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...
5264 Green Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4937885 / Active
5264 Green Drive Winter Haven, Florida is a 3 Bedroom/2 Bath Provence floor plan located in Lake Ashton, a gated and guarded 55+ community with res...
1394 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2
Residential
MLS# L4961930 / Active
Experience resort-style living in the highly sought-after gated 55+ golf community of Lake Ashton, offering 24-hour security and an incredible amen...
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...
6308 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential
MLS# A4678252 / Active
Welcome to this beautifully upgraded 3-bedroom, 2-bath home offering 2,045 square feet of refined living space in the highly desirable Lake Ashton ...
Reduced -$5,000
6216 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential
MLS# P4937694 / Active
Stunning Sebastian Floor Plan Home in an Exclusive, Secure 55+ Florida Community, Lake Ashton. Discover this exceptional single-family home built i...
6261 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential
MLS# L4959857 / Active
Live the lifestyle youve been dreaming about in Lake Ashton, Winter Havens premier 55+ gated community. This beautifully cared-for Ashton floor pla...
1209 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential
MLS# P4937555 / Active
Your Florida Dream Home Awaits in Lake Ashton, an exclusive gated 55+ community. A golf membership (expires Sept. 30, 2026) for a single golfer wil...
Reduced -$11,000
1108 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential
MLS# S5149437 / Active
This is a must see charming oasis located behind the secure gates of Lake Ashton, you dont want to miss this opportunity of becoming an homeowner i...
Reduced -$2,001
6775 Brentwood Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential
MLS# S5146696 / Active
One or more photo(s) has been virtually staged. Welcome to 6775 Brentwood Dr NE, located in the desirable no pet community of Lake N Golf Estates, ...
Reduced -$4,400
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MLS IDX data last updated on 06-10-2026 8:43 AM EST.
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