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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1213 8th Street
Winter Haven, FL 33881
North Gate Village
Residential
MLS# L4961397 / Active
One or more photo(s) has been virtually staged. Beautiful, well-cared-for 2BR/2BA villa in a maintenance-free 55+ community ready for a new owner. ...
333 Lake Howard Drive UNIT 203C
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential
MLS# L4961519 / Active
Enjoy a relaxed, maintenance-free lifestyle in this well-loved 55+ condo overlooking the beautifully maintained grounds of Imperial Harbours and th...
4253 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938563 / Active
Move right into this fully furnished home. This home offers lots of space with walk in closets in both bedrooms and a new vanity in the primary bat...
3440 Grenville Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# O6401312 / Active
Wake up to peaceful water views in this beautifully maintained villa in Winter Haven. This move in ready home features a bright open floor plan wit...
Reduced -$6,000
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
4212 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# A4692973 / Active
Spacious living plan and Luxurious Kitchen just updated for the top Chef status. As you come in through the covered carportyou'll notice the Newly ...
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...
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...
1590 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Ph 2a
Residential
MLS# O6406908 / Active
Welcome to Vienna Square, a beautifully maintained 55+ gated community offering resort-style amenities and a peaceful, low-maintenance lifestyle. T...
150 El Dorado UNIT #105
Winter Haven, FL 33884
Hawaiian A Condo
Residential
MLS# P4938785 / Active
Discover this charming first-floor corner unit condo in the highly sought after Orchid Springs community in SE WInter Haven. This 2 bedroom 2 bathr...
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MLS IDX data last updated on 06-07-2026 5:28 PM EST.
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