For sale

Price cut: $9K (8/25)

$155,900

101 Alabama St, Winchester, KY 40391

1beds

1,056sqft

$1,049/mo

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Single Family Residence

Built in 1930

4,356 Square Feet Lot

$150,700 Zestimate^®

$148/sqft

$-- HOA

What's special

Step back in time and discover the possibilities in this classic 1930-built home full of character and opportunity! With solid bones and vintage details, this property is the perfect canvas for investors, renovators, or anyone dreaming of restoring a piece of history. Featuring spacious rooms, original architectrual touches, and a layout just waiting to be reimagined. This home offers incredible potential to create something truly special. While its in good condition it is ready for some TLC, the price reflects the opportunity to build equity and customize to your taste. Whether you're looking to flip, rent, or make this your forever home, this property is packed with promise. Bring your vision and make it shine again! Opportunities like this don't come around often, so schedule your showing today!!!

139 days

554

23

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 1
Bathrooms: 2
Full bathrooms: 2

Primary bedroom

Level: Lower

Bathroom 1

Level: Lower

Bathroom 2

Level: Lower

Dining room

Level: Lower

Kitchen

Level: Lower

Living room

Level: Lower

Utility room

Level: Lower

Heating

Forced Air, Natural Gas

Cooling

Central Air, Ceiling Fan(s)

Appliances

Included: Refrigerator, Range
Laundry: Electric Dryer Hookup, Main Level, Washer Hookup

Features

Ceiling Fan(s)
Flooring: Carpet, Hardwood, Tile
Doors: Storm Door(s)
Windows: Blinds
Basement: Crawl Space
Number of fireplaces: 3
Fireplace features: Dining Room, Family Room, Master Bedroom

Interior area

Total structure area: 1,056
Total interior livable area: 1,056 sqft
Finished area above ground: 1,056
Finished area below ground: 0

Property

Parking

Parking features: Driveway, Off Street
Has uncovered spaces: Yes

Features

Levels: One and One Half
Fencing: Partial,Wood

Lot

Size: 4,356 Square Feet

Details

Additional structures: Shed(s)
Parcel number: 054400600100

Construction

Type & style

Home type: SingleFamily
Architectural style: Cape Cod
Property subtype: Single Family Residence

Materials

Vinyl Siding
Foundation: Block, Stone
Roof: Dimensional Style

Condition

Year built: 1930

Utilities & green energy

Sewer: Public Sewer
Water: Public
Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

Community & HOA

Community

Subdivision: South Park Addition

HOA

Has HOA: No

Location

Region: Winchester

Financial & listing details

Price per square foot: $148/sqft
Tax assessed value: $82,000
Annual tax amount: $788
Date on market: 4/9/2026

Estimated market value

$150,700

$143,000 - $158,000

$1,090/mo

Price history

Date	Event	Price
8/25/2026	Price change	$155,900-5.5%$148/sqft
Source: Imagine MLS #26007407 Report a problem
6/8/2026	Price change	$164,900-2.9%$156/sqft
Source: Imagine MLS #26007407 Report a problem
4/9/2026	Listed for sale	$169,900+149.9%$161/sqft
Source: Imagine MLS #26007407 Report a problem
3/28/2014	Sold	$68,000+4.6%$64/sqft
Source: Imagine MLS #1319872 Report a problem
10/9/2013	Listed for sale	$65,000+71.1%$62/sqft
Source: Coldwell Banker McMahan #1319872 Report a problem
5/31/2013	Sold	$38,000-5%$36/sqft
Source: Imagine MLS #1305681 Report a problem
3/30/2013	Listed for sale	$40,000+11.1%$38/sqft
Source: Coldwell Banker McMahan #1305681 Report a problem
9/1/1993	Sold	$36,000$34/sqft
Source: Agent Provided Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$788 +15.9%	$82,000 +20.6%
2024	$680 +1.5%	$68,000
2023	$670	$68,000
2022	$670 +0.3%	$68,000
2021	$668 -0.2%	$68,000
2020	$669 +574.1%	$68,000
2019	$99	$68,000
2018	$99	$68,000
2017	$99	$68,000
2016	$99	$68,000
2015	$99	$68,000 +103%
2013	$99	$33,500 -51.8%
2011	--	$69,500
2010	--	$69,500