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.

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.

Modify Search Criteria

Displaying results 21-30 of 32
13 Photos 128 Avenue D Winter Haven, FL 33880

128 Avenue D
Winter Haven, FL 33880
South College Add Rev
Residential

MLS# L4961329 / Active
5 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 2200 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: South College Add Rev

Investor Opportunity! Recently vacated and ready for its next owner, this spacious 2,200 sqft home just one street off Winter Haven’s growing downt... 

More Details

$185,000
Reduced -$15,000
Provided courtesy of LOKATION
14 Photos 306 Palmetto Avenue Winter Haven, FL 33881

306 Palmetto Avenue
Winter Haven, FL 33881
Harrington A B Sub
Residential

MLS# O6401595 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 768 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Harrington A B Sub

Located in the desirable Harrington subdivision of Winter Haven, this beautifully single-family home offers the perfect blend of comfort, style, an... 

More Details

$179,000
Provided courtesy of PREMIUM PROPERTIES R.E. SERVICE
11 Photos 231 Avenue A Winter Haven, FL 33881

231 Avenue A
Winter Haven, FL 33881
Winter Haven Heights
Residential

MLS# L4960914 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 1144 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Winter Haven Heights

Virtually Staged. Price Improvement! Charming 1920s home in Winter Haven featuring original hardwood floors, modern updates, and desirable R-3 zoni... 

More Details

$195,000
Reduced -$15,000
Provided courtesy of BHHS FLORIDA PROPERTIES GROUP
30 Photos 15 Lake Howard Drive Winter Haven, FL 33880

15 Lake Howard Drive
Winter Haven, FL 33880
Leonards Sub
Residential

MLS# TB8493899 / Active
6 Beds, 4.00 Total Baths, 4 Full Bath, 2883 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Leonards Sub

This expansive property is a true diamond in the rough, perfectly positioned for the savvy investor looking for a great return on a ""buy and hold"... 

More Details

$240,000
Reduced -$10,000
Provided courtesy of MARZUCCO REAL ESTATE
38 Photos 213 Cleveland Avenue Winter Haven, FL 33881

213 Cleveland Avenue
Winter Haven, FL 33881
Eastwood Sub
Residential

MLS# P4938281 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 728 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Eastwood Sub

Welcome to this charming 2-bedroom, 1-bath home in the growing city of Winter Haven. Situated on a .16-acre oversized lot, this property offers bot... 

More Details

$180,000
Reduced -$10,000
Provided courtesy of DALTON WADE INC
35 Photos 121 Bates Avenue Winter Haven, FL 33880

121 Bates Avenue
Winter Haven, FL 33880
Haven Terrace
Residential

MLS# OM721475 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 1080 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Haven Terrace

Located in the heart of downtown Winter Haven, FL, this versatile R-3 zoned property presents an excellent opportunity for homeowners, investors, o... 

More Details

$189,000
Reduced -$10,000
Provided courtesy of RE/MAX REALTY PLUS
26 Photos 221 Avenue L Winter Haven, FL 33881

221 Avenue L
Winter Haven, FL 33881
Lake Silver Terrace
Residential

MLS# O6391663 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1000 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Silver Terrace

Cozy 3-Bed, 3-Bath Home Near Downtown Winter HavenWelcome to your next chapter in the heart of Winter Haven. This warm and inviting 3-bedroom, 3-ba... 

More Details

$226,000
Reduced -$10,800
Provided courtesy of COLDWELL BANKER REALTY
57 Photos
Open House: Sat Jul 18th, 2:30pm - 4:30pm
961 Drexel Avenue Winter Haven, FL 33881

961 Drexel Avenue
Winter Haven, FL 33881
Anna Mar
Residential

MLS# L4959592 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1856 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Anna Mar

***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... 

More Details

$305,000
Reduced -$10,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
18 Photos 414 Avenue C Winter Haven, FL 33881

414 Avenue C
Winter Haven, FL 33881
Coker A B Add
Residential

MLS# P4937606 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1140 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Coker A B Add

This 2 BR, 2 BA home is located near Rotary Park and Kiwanis Park, which is on Lake Martha, both public parks. Each park has room for games and fam... 

More Details

$219,999
Reduced -$4,901
Provided courtesy of TOWN & COUNTRY REAL ESTATE
20 Photos 1109 5th Street Winter Haven, FL 33880

1109 5th Street
Winter Haven, FL 33880
South College
Residential

MLS# S5134355 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1238 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: South College

Step inside this versatile 3-bedroom, 2-bathroom Winter Haven home and discover endless possibilities without HOA! Featuring a spacious living area... 

More Details

$249,000
Provided courtesy of EXIT REALTY 4CORNERS

Broker Reciprocity 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 07-15-2026 5:49 PM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

The historic homes above are brought to you by David Shippey REALTOR®.