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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4020 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# O6389154 / Active
Seller is willing to offer funds towards Buyer`s Closing Costs. Welcome to 4020 Carteret Dr in Winter Haven, a beautifully updated 4-bedroom, 3-bat...
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! Locat...
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
5811 Marsh Landing Drive
Winter Haven, FL 33881
Lakeside Landings Ph 01
Residential
MLS# O6423020 / Active
Virtually Staged. Welcome to this beautiful 3-bedroom, 2-bath home tucked inside THE PRESERVE, a quiet and intimate 55+ gated enclave within the h...
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
4251 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937233 / Active
What an amazing home just waiting for it's new owner!! The kitchen has been completely updated with new cabinets and flooring. The home offers two ...
Reduced -$12,000
5312 Nicklaus Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# O6411968 / Active
Welcome to resort-style living in the highly sought-after Lake Ashton Golf Club Community! This impeccably maintained home is nestled on a quiet an...
6107 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# P4934363 / Active
NEW PRICE REDUCTION! BEAUTIFULLY LANDSCAPED EXTRA LOT IS INCLUDED IN THIS SALE! OWNER IS VERY MOTIVATED! Welcome to 6107 Grand Oaks Drive on one of...
Reduced -$5,000
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MLS IDX data last updated on 07-14-2026 2:00 AM EST.
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