Historic Homes for Sale

Here you will find all historic homes for sale in Winter Haven as well as surrounding cities including antebellum homes, colonial, traditional and more.

New Listing - 23 hours online
$59,888
2
BED
1
TOTAL BATHS
1,344
SQFT
124 9th Street E Winter Haven, FL 33880
Single Family Home For Sale
- Active

INVESTOR SPECIAL! SELLER FINANCING! FIXER UPPER SOLD AS IS, FRAME HOME AND SINGLE WIDE TRAILER READY FOR THE RIGHT INVESTOR. TWO SEPARATE SEPTIC TANKS AND SEPARATE ELECTRIC. 30 AMP RV HOOK UP, WATER WELL AND FENCED YARD. DON'T WAIT. IT WILL N

New Listing - yesterday
$49,000
2
BED
1
TOTAL BATHS
665
SQFT
650 Avenue P SW Winter Haven, FL 33880
Single Family Home For Sale
- Active

Fixer upper with great potential. This home is located near shopping and restaurants. The home is sold through the auction process in As Is condition. The buyer is responsible for a buyer premium at closing. Buyer is responsible for a the auction b

New Listing - 5 days online
$128,000
2
BED
3
TOTAL BATHS
1,264
SQFT
427 Avenue E SE Winter Haven, FL 33880
Single Family Home For Sale
- Active

Plenty of workshop space with detached garage hidden behind a fenced yard. Brand new kitchen with some updates having been made throughout the home. Roof on main home replaced 2017. No HOA. A cozy home that is ready for some final updates from a new

New Listing - 6 days online
$84,900
2
BED
2
TOTAL BATHS
1,080
SQFT
1001 26th Street NW Winter Haven, FL 33881
Single Family Home For Sale
- Active

SELLER MOTIVATED!!! Come see this Spanish Style House Investors Delight, has much potential. Can turn this home into a 3/2 for more profit!!! Sits 2 blocks, a 5 minutes to walk up to to Lake Cannon, which offers boating, dock, park and recreationa

New Listing - a week online
$2,000
1,298
SQFT
139 Avenue C SW Winter Haven, FL 33880
Commercial For Sale
- Active

Work. Live. Play. Live your best life in this historic bungalow style property with the coveted work/live zoning in place. Located in the heart of downtown, this property gives you the rare opportunity to experience the hottest real estate trend happ

New Listing - a week online
$205,000
6
BED
4
TOTAL BATHS
2,636
SQFT
526 Avenue K NW Winter Haven, FL 33881
Single Family Home For Sale
- Active

2 homes 1 parcel of land. Tenant occupied! Both sides receiving 500 a month in rent.Come Take a Look!

New Listing - 2 weeks online
$214,950
3
BED
3
TOTAL BATHS
2,042
SQFT
330 Avenue B NE Winter Haven, FL 33881
Single Family Home For Sale
- Active

This charming, remodeled, two story home has tons of character with modern conveniences, and is ready for new owners! From the beautifully remodeled kitchen with stainless steel appliances and granite counter-tops, to the beautifully refinished wood

New Listing - 2 weeks online
$375,000
3
BED
3
TOTAL BATHS
2,774
SQFT
385 Lake Howard Drive SW Winter Haven, FL 33880
Single Family Home For Sale
- Active

LAKEFRONT LIVING! Almost 1 acre of land facing Lake Howard on the Chain of Lakes. This home has lots of space and privacy. The attached Mother-n-law suite is wheel chair accessible with a small kitchen, breakfast bar, separate entrance with covere

New Listing - 2 weeks online
$49,999
3
BED
1
TOTAL BATHS
1,224
SQFT
3505 Avenue T NW Winter Haven, FL 33881
Single Family Home For Sale
- Active

Cash only fixer upper! Property has 50% fire damage but has a lot of potential to be a beautiful home.

New Listing - 4 weeks online
$129,900
3
BED
2
TOTAL BATHS
1,507
SQFT
2124 Avenue C SW Winter Haven, FL 33880
Single Family Home For Sale
- Active

Charming 2 bedroom 2 bath home in Winter Haven is ready to be yours. Desirable area just off of Lake Howard ave features over 1500 sqft, spacious layout and cozy fireplace in the living room. Finish this 1920s gym of your taste will go a long way!!

$274,900
4
BED
2
TOTAL BATHS
2,411
SQFT
263 W Lake Elbert Drive NE Winter Haven, FL 33881
Single Family Home For Sale
- Active

Lake Front home in the process of being updated for you. This classic home sits on almost 3/4 of an acre on beautiful Lake Elbert with lake frontage and close to downtown Winter Haven & POLK State. The kitchen has been tastefully updated with high qu

$180,000
3
BED
2
TOTAL BATHS
1,678
SQFT
1914 Avenue H NW Winter Haven, FL 33881
Single Family Home For Sale
- Active

This is a beautiful remodeled 3 bedroom 2 bathroom house. Only steps away from the beautiful Lake Howard. This home has been completely remodeled. It is also fenced in the rear. This has been used for a vacation rental and stays occupied 9 months out

$118,000
2
BED
1
TOTAL BATHS
1,002
SQFT
108 Prospect Avenue Winter Haven, FL 33880
Single Family Home For Sale
- Active

2 bedroom 1 bath home in Winter Haven currently being used as a rental unit.

$159,900
1,532
SQFT
150 Galloway Road Winter Haven, FL 33880
Commercial For Sale
- Active

Grandfathered in as commercial use for "alike use", also listed as residential. Multi use, 4 buildings total on over 1/2 acre. There is a newer HVAC with newer duct work, newer flooring, newer walls, 90% newer electrical, and hard wired for security

$99,990
3
BED
1
TOTAL BATHS
856
SQFT
3708 Avenue Q NW Winter Haven, FL 33881
Single Family Home For Sale
- Active

A MUST SEE!!! Looking for cash income? Property is rented for a year as of January. This fully remodeled COZY bright 3 bedrooms 1 bath all tiled home has everything to offer with no Homeowners Associations. Property Sits on a fenced in oversized 2 lo

$109,900
2
BED
2
TOTAL BATHS
1,127
SQFT
3447 Avenue W NW Winter Haven, FL 33881
Single Family Home For Sale
- Pending

Whether you are a first time home buyer or an investor looking for a perfect home, look no further. This 2/2 home is completely remodeled featuring a separate living room and dining room with wood laminate flooring. The kitchen has all wooden cabine

$155,000
3
BED
1
TOTAL BATHS
1,664
SQFT
443 Avenue H SE Winter Haven, FL 33880
Single Family Home For Sale
- Active

Step back in time....This quaint 1925 Sears Home will charm your socks off!!! The home features original hardwood floors, beautiful trim & 10" baseboard, elegant period light fixtures, gas fireplace and details too many to mention. This 3 Bedroom,

$220,000
3
BED
2
TOTAL BATHS
2,462
SQFT
424 Pinellas Road Winter Haven, FL 33884
Single Family Home For Sale
- Pending

Pending - Accepting Back up offers. This Lovely Mediterranean Pool Home features loads of Historical Charm. Upon entering the Home you will be greeted with a Spacious Screened in Veranda Adorned with Arched Openings and Columns. The Formal Living R

$189,000
4
BED
3
TOTAL BATHS
2,337
SQFT
222 Avenue D NE Ne Winter Haven, FL 33881
Single Family Home For Sale
- Active

$10,000 Kitchen update allowance!! Historic charm abounds in this 2-story home built in 1920 with a wood burning fireplace, 4 bedrooms, 3 full bathrooms and a bonus room located close to Winter Haven Hospital and convenient to downtown shops and rest