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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4146 Sprucewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4939076 / Active
You won't want to miss this opportunity. This 1344 sf home located in Oakwood Estates, a 55+ community. From the carport walk into the lanai, perfe...
5337 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4939102 / Active
Welcome to 5337 Hogan Lane, Winter Haven, Florida 33884. This home for sale in Lake Ashton is located behind the secure gates of Lake Ashton, a Pre...
4242 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4939139 / Active
Pack your bags and move right into this fully furnished home. You won`t find any carpet in this well maintained home with new vinyl plank flooring ...
6209 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential
MLS# P4939200 / Active
Modern Elegance! 6209 Pinehurst Loop Winter Haven, Florida 33884. Built in 2021, this custom designed home is located in Lake Ashton, one of Centra...
6235 Knotty Pine Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# P4939218 / Active
CUTE AND COZY 2 BR/2 BA HOME IN GARDEN GROVE OAKS 55+ COMMUNITY! This one-owner home is in one of Winter Haven`s most sought-after 55+ communities ...
333 Lake Howard Dr Nw UNIT 102D
Winter Haven, FL 33880
Imperial Harbours
Residential
MLS# P4939253 / Active
FIRST FLOOR BEAUTY! This move-in-ready 2 bedroom 2 bath condo is just what you`ve been waiting to find. 2025 was a big year with loads of quality u...
128 Lake Hazel Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential
MLS# P4939283 / Active
Welcome to Orange Manor West in desirable southeast Winter Haven. This spacious 2-bedroom, 2-bathroom home offers comfort and functionality in a qu...
912 Avenue T
Winter Haven, FL 33880
Woodmere
Residential
MLS# S5113072 / Active
Location, Location! This charming 3-bedroom, 2-bath home, large living room and a huge family room ( could be a 4th bedroom) is situated in the vib...
6044 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# S5126925 / Active
Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where ...
Reduced -$24,900
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
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MLS IDX data last updated on 07-13-2026 7:53 PM EST.
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