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.
Click Here to Create a Free Profile to Gain Access to Detailed MLS Information that only real estate agents have access to. Your Free Profile also enables you to save your favorite search's and homes.
100 Lakeside Ranch Drive
Winter Haven, FL 33881
Lakeside Ranch For Mobile Homes
Residential
MLS# O6303367 / Active
LAKEFRONT COMMUNITY...Welcome home to Lakeside Ranch, a gated 55+ community with NO LOT RENT! This 2 Bedroom/2 Bath home features a large living ro...
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
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
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. ...
1581 Oakview Circle
Winter Haven, FL 33880
Oakview
Residential
MLS# G5108372 / Active
Welcome to a move-in ready villa in the desirable 55+ Oakview community of Winter Havennow strategically repositioned to reflect todays market and ...
Reduced -$5,000
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 ...
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
4410 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937929 / Active
Pack your bags and move right into this very well maintained home located in Oakwood Estates, a 55+ community. The floorplan offers two living area...
Reduced -$5,000
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
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
The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's
personal, non-commercial use and may not be used for any purpose other than to
identify prospective properties consumer may be interested in purchasing. Any information relating
to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX)
program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.
MLS IDX data last updated on 06-08-2026 2:00 AM EST.
For a fresh updated list of 55 Plus Homes for sale in Winter Haven Florida, visit our website daily.
These 55 plus homes above are brought to you by David Shippey REALTOR®