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.
5365 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4938226 / Active
Welcome to the next exciting chapter of your life in Lake Ashton, Central Floridas premier 55+ active-adult community, where this immaculately main...
6775 Brentwood Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential
MLS# S5146696 / Active
One or more photo(s) has been virtually staged. Welcome to 6775 Brentwood Dr NE, located in the desirable, no pet community of Lake N Golf Estates,...
Reduced -$4,400
4918 Rosewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938247 / Active
This home is a MUST SEE? You will find many updates in this home from the beautiful granite counters in the kitchen and new kitchen cabinets to the...
4511 Redwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# L4960495 / Active
Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a pe...
Reduced -$2,000
1347 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2 South
Residential
MLS# L4960249 / Active
Are you looking for a move-in ready home? Well, you found it! This home is like a new build, only better. It is clean as a whistle, has tasteful li...
1678 Linz Court
Winter Haven, FL 33884
Vienna Square Ph 2c
Residential
MLS# L4960316 / Active
BETTER THAN NEW!!! Why wait to build when you can move into this HIGHLY UPGRADED, MAINTENANCE FREE villa in the 55+ GATED COMMUNITY of Vienna Squar...
1700 6th Street UNIT B23
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# O6391774 / Active
This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything youve been searching forlocated in a desirable **55+ community**...
2790 Adeline Avenue
Winter Haven, FL 33881
Willowbrook South
Residential
MLS# O6391726 / Active
Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an ar...
Reduced -$5,000
4019 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# S5145776 / Active
Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Haven’s premier 55+ gated communit...
Reduced -$2,500
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
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 07-14-2026 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®