Historic Homes for Sale Winter Haven FL
Winter Haven FL Real Estate featuring Historic Homes are listed below. These Historic 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 Historic 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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1200 W Lake Otis Drive
Winter Haven, FL 33880
Lesnick Park
Residential
MLS# P4919411 / Active
THIS PROPERTY WAS ORIGINALLY 2 HOMES THAT WERE CO-JOINED. THE CURRENT OWNER HAS RECREATED TWO FULLY SEPARATE LIVING SPACES. OWNER LIVES IN ONE SIDE...
815 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential
MLS# S5149974 / Active
Discover this unique Spanish/Mediterranean-inspired estate on an oversized lot across from Lake Jessie on the Chain of Lakes. Featuring a 3BR/2BA m...
Reduced -$30,000
1302 Lake Elbert Dr Se
Winter Haven, FL 33880
Elbert Hills
Residential
MLS# L4962421 / Active
Come and See this Amazing Lake Front Home Located in the Water Skiing Capital of the World, on Lake Elbert in Winter Haven, FL. As you enter the fr...
409 21st Street
Winter Haven, FL 33880
West Winter Haven
Residential
MLS# P4938761 / Active
Stunning 2 story 3 bath Spanish home with attention to details. This home has been renovated, roof was complete in 2019, painted inside and out in ...
1620 17th Street
Winter Haven, FL 33881
Hendersons Ext Kenilworth Park
Residential
MLS# P4938977 / Active
New lake house listing, two houses one price. Must see property with no HOA. Chain of lakes property on Lake Mirror with generator and whole house ...
900 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential
MLS# S5146723 / Active
Virtually Staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Havens ...
Reduced -$19,900
1215 26th Street
Winter Haven, FL 33881
Inwood #1
Residential
MLS# S5145609 / Active
MAIN HOME + SEPARATE LEGAL GUEST HOUSE + NO HOA This is the one. 3 bed / 3 bath main home (2,083 sf) with a fully legal, separate 1 bed / 1 bath gu...
Reduced -$5,000
961 Drexel Avenue
Winter Haven, FL 33881
Anna Mar
Residential
MLS# L4959592 / Active
***PRICE DECREASE*** This unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elber...
Reduced -$10,000
204 Avenue D
Winter Haven, FL 33881
Winter Haven Heights
Residential
MLS# O6413665 / Active
Prime mixed-use redevelopment opportunity in one of Winter Havens most strategic growth corridors. Situated directly across from Winter Haven Hospi...
450 Avenue B
Winter Haven, FL 33881
Revised Map of Fernwood Add
Residential
MLS# TB8448756 / Active
One or more photo(s) has been virtually staged. This Fully Renovated Gem is ready to go! New Roof at Closing! This beautifully renovated 3-bedroom,...
Reduced -$6,000
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MLS IDX data last updated on 06-19-2026 8:45 AM EST.
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