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.
5197 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4937220 / Active
Don't miss out on this opportunity to reside in a home located on the WEST golf course in Lake Ashton. FURNITURE AVAILABLE! GOLF CART INCLUDED! WAS...
Reduced -$5,000
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...
4253 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938563 / Active
Move right into this fully furnished home. This home offers lots of space with walk in closets in both bedrooms and a new vanity in the primary bat...
4239 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937986 / Active
Open and spacious living area is the best way to describe this home. The home features two living areas plus the lanai for additional space. The pr...
3363 Livingston Way
Winter Haven, FL 33884
Traditions Phase 1
Residential
MLS# TB8478803 / Active
Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throug...
Reduced -$10,000
2925 Dayton Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# P4937324 / Active
Discover the charm of this delightful 3-bedroom, 2-bath home located in the maintenance-free, 55+ gated community of Traditions at Lake Ruby. Thoug...
Reduced -$15,400
6518 Raintree Lane
Winter Haven, FL 33881
Brookhaven Village First Add
Residential
MLS# S5136893 / Active
Welcome to this beautifully maintained home offering 2 bedrooms and 2 bathrooms plus an office in the desirable 55+ community of Brookhaven Village...
Reduced -$5,000
1700 6th Street UNIT C26
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# P4934743 / Active
This fully remodeled condo offers comfortable and stylish living with two bedrooms and one bathroom. Enjoy brand-new vinyl flooring throughout, mak...
6315 Grove Pointe Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# P4936981 / Active
PRICE ADJUSTMENT JUST MADE! This beautiful home is back on the market due to buyer financing falling through right before closing - no fault of the...
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...
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®
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 06-18-2026 7:44 PM EST.