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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4155 Sprucewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938325 / Active
Check out this well maintained home located in Oakwood Estates, a 55+ community, located in Sunny central Florida. The home features a very open an...
6825 S Lake Henry Drive
Winter Haven, FL 33881
Lucerne Park Fruit Assn
Residential
MLS# S5143698 / Active
One or more photo(s) has been virtually staged. Enjoy true Florida lakefront living in this spacious 2-bedroom, 2-bath home offering almost 1800 sq...
Reduced -$10,900
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...
4020 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# O6389154 / Active
NEW PRICE ADJUSTMENT-Seller is willing to offer 3K towards Buyer's Closing Costs. Welcome to 4020 Carteret Dr in Winter Haven, a beautifully update...
Reduced -$14,000
100 El Camino Drive UNIT #111
Winter Haven, FL 33884
Orchid Spgs Vill 100 Condo
Residential
MLS# S5141094 / Active
Owner motivated and ready to negotiate WOW! This BEAUTIFUL 931 SF 1BR/1BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon views! Located...
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
1700 6th Street UNIT A38
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# P4935379 / Active
Here we go, back to market, Buyer default! The property you are inquiring about is located in Winter Haven, FL, in the Winter Haven Harbour area of...
Reduced -$2,700
4165 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# B4902127 / Active
Priced to sell, Home has a new metal roof, CHA is approximately five years old, and you will feel right at home from the moment you walk in. Come e...
Reduced -$9,900
188 Sweet Circle Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential
MLS# G5107568 / Active
Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Loc...
Reduced -$5,500
2470 Salzburg Loop
Winter Haven, FL 33884
Vienna Square Ph 01
Residential
MLS# O6344501 / Active
This property is located in one of the best neighborhoods in Winter haven.
Reduced -$9,999
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MLS IDX data last updated on 06-18-2026 7:44 PM EST.
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