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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333 Lake Howard Drive UNIT 304B
Winter Haven, FL 33880
Imperial Harbours Ph I
Residential
MLS# L4961973 / Active
Top-floor condo with INCREDIBLE lake views in the desirable 55+ community of Imperial Harbours on Lake Howard! This three-bedroom, two-bath condo o...
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 ...
4048 Phoenician Way
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# O6361389 / Active
SELLER MOTIVATED!! Welcome to an exceptional opportunity in Lake Ashton West, where refined elegance meets effortless resort-style living. This hig...
Reduced -$10,000
700 Mirror Terrace UNIT #303
Winter Haven, FL 33881
Spring Lake Towers
Residential
MLS# P4934745 / Active
Welcome to SPRING LAKE TOWERS, a premier 55+ community in Winter Haven, Florida offering a relaxed lakefront lifestyle with this well-maintained 2-...
Reduced -$10,000
4908 Rosewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4932743 / Active
Check out this wonderfully maintained home located in Oakwood Estates, a 55+ community. The HVAC has just been replaced and the roof is 3 years old...
Reduced -$10,000
4158 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938916 / Active
Walk right in to this fully furnished home located in Oakwood Estates, a 55+ community. The kitchen is laid out perfect for entertaining and contai...
257 Meadowbrook Boulevard
Winter Haven, FL 33881
Lucerne Park Reserve
Residential
MLS# P4937588 / Active
PRICE IMPROVEMENT! Welcome to this super spacious 3-bedroom, 2-bath home located in Lucerne Park Reserve in Winter Haven. Built in 2020, this home ...
Reduced -$2,000
6473 Peppertree Path
Winter Haven, FL 33881
Brookhaven Village First Add
Residential
MLS# P4938365 / Active
EASY TO SEE, SCHEDULE YOU'RE VIEWING NOW! NO LOT RENT HERE....YOU OWN IT! OFFERED PARTIALLY FURNISHED, KITCHEN APPLIANCES AND INSIDE LAUNDRY WASHER...
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
4130 Bedford Avenue
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# L4962090 / Active
WELCOME TO CAREFREE LIVING WITH THIS WELL-MAINTAINED RESIDENCE WITHIN THE DESIRABLE 55+ GATED, LAKEFRONT COMMUNITY AT ""TRADITIONS OF RUBY LAKE"". ...
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MLS IDX data last updated on 06-16-2026 2:00 AM EST.