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.
6308 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential
MLS# A4678252 / Active
Welcome to this beautifully upgraded 3-bedroom, 2-bath home offering 2,045 square feet of refined living space in the highly desirable Lake Ashton ...
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 ...
17 Kendra Court
Winter Haven, FL 33880
Brandy Chase Village A Rep
Residential
MLS# B4901832 / Active
Just reduced approx. $30,000 below appraised value to allow for remodeling! This 2 Bedroom, 2 Bath home is located in Brandy Chase Village, a well-...
Reduced -$10,000
470 Village Circle
Winter Haven, FL 33880
Village Park
Residential
MLS# B4901854 / Active
Move-In Ready! This charming home is nestled in a vibrant 55+ community, offering an array of amenities including a community pool, tennis courts, ...
Reduced -$19,500
4179 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# B4902100 / Active
You will fall in love with this home from the time you walk through the front door. Has so much to offer, Has rear screen porch and backs up to dra...
Reduced -$15,000
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
4038 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# B4902243 / Active
Welcome to paradise, in this 2/2 with a enclosed front porch, to watch the beautiful Florida sunsets. The gated 55 plus community offers many ameni...
700 Mirror Terrace UNIT #507
Winter Haven, FL 33881
Spring Lake Towers
Residential
MLS# B4902266 / Active
Winter Haven's premier condominium located directly overlooking the picturesque Lake Spring that is part of the famous 17-lake Winter Haven Chain o...
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
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
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 06-07-2026 3:47 PM 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®