Beautiful move-in ready Cape Cod home on the edge of historic downtown Winchester! This home is vacant and priced to sell! All new LVP flooring throughout (except for the original hardwood in the Dining Room), new paint in all rooms and so much more! 3 nice-sized bedrooms upstairs and a 4th bedroom on the main level. An eat-in kitchen plus a separate Dining Room and a Family Room with a gas log fireplace. Enjoy your morning coffee or quiet evenings on the 200 sq. ft. covered back porch! Easy and convenient access to schools, shopping, restaurants, and I-64. Downtown Winchester is just a few blocks away. Lexington/Hamburg area is less than 30 minutes via the interstate, US 60 or Todds Road. Call today to make an appointment to see this charming home!
Contingent
$219,900
339 S Main St, Winchester, KY 40391
4beds
1,848sqft
Single Family Residence
Built in 1950
6,969 Square Feet Lot
$214,200 Zestimate®
$119/sqft
$-- HOA
What's special
- 52 days |
- 212 |
- 13 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
James Woodrum 859-492-0737,
RE/MAX Creative, Winchester,
Sherry Woodrum 859-771-7819,
RE/MAX Creative, Winchester
Source: Imagine MLS,MLS#: 26010684
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Level: First
Bedroom 2
- Level: Second
Bedroom 3
- Level: Second
Bedroom 4
- Level: Second
Bathroom 1
- Description: Half Bath with toilet only
- Level: First
Bathroom 2
- Level: Second
Dining room
- Level: First
Family room
- Level: First
Kitchen
- Level: First
Heating
- Forced Air, Natural Gas
Cooling
- Central Air, Electric
Appliances
- Included: Dishwasher, Refrigerator, Range, Vented Exhaust Fan
- Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
Features
- Entrance Foyer, Eat-in Kitchen, Walk-In Closet(s), Ceiling Fan(s)
- Flooring: Carpet, Hardwood
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Family Room, Gas Log, Masonry
Interior area
- Total structure area: 1,848
- Total interior livable area: 1,848 sqft
- Finished area above ground: 1,848
- Finished area below ground: 0
Property
Parking
- Parking features: Driveway, Off Street, Other
- Has uncovered spaces: Yes
Features
- Levels: One and One Half
- Fencing: Partial
- Has view: Yes
- View description: Neighborhood
Lot
- Size: 6,969 Square Feet
- Features: Landscaped, Few Trees
Details
- Additional structures: Shed(s)
- Parcel number: 054400204800
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Block
- Roof: Metal
Condition
- Year built: 1950
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Water Connected
Community & HOA
Community
- Subdivision: Thomson Addition
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $119/sqft
- Tax assessed value: $92,900
- Annual tax amount: $929
- Date on market: 5/16/2026
Estimated market value
$214,200
$203,000 - $225,000
$1,732/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/2/2026 | Contingent | $219,900$119/sqft |
Source:  Imagine MLS #26010684 Report a problem | ||
| 5/16/2026 | Listed for sale | $219,900+71.8%$119/sqft |
Source: Imagine MLS #26010684 Report a problem | ||
| 7/26/2017 | Listing removed | $128,000$69/sqft |
Source: Coldwell Banker McMahan #1616161 Report a problem | ||
| 7/24/2017 | Listed for sale | $128,000$69/sqft |
Source: Coldwell Banker McMahan #1616161 Report a problem | ||
| 1/18/2017 | Listing removed | $128,000$69/sqft |
Source: Coldwell Banker McMahan #1616161 Report a problem | ||
| 8/2/2016 | Price change | $128,000-1.5%$69/sqft |
Source: Coldwell Banker McMahan #1616161 Report a problem | ||
| 7/22/2016 | Listed for sale | $130,000+66.9%$70/sqft |
Source: Coldwell Banker McMahan #1616161 Report a problem | ||
| 5/1/2000 | Sold | $77,900$42/sqft |
Source:  Imagine MLS #2001654 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $929 +1.5% | $92,900 |
| 2023 | $915 | $92,900 |
| 2022 | $915 +0.3% | $92,900 |
| 2021 | $913 -0.2% | $92,900 |
| 2020 | $914 +574.1% | $92,900 |
| 2019 | $136 | $92,900 |
| 2018 | $136 | $92,900 |
| 2017 | $136 | $92,900 |
| 2016 | $136 | $92,900 |
| 2015 | $136 | $92,900 |
| 2013 | $136 | $92,900 |
| 2011 | -- | $92,900 |
| 2010 | -- | $92,900 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 40391
Nearby schools
GreatSchools rating
- 5/10Shearer Elementary SchoolGrades: K-4Distance: 0.6 mi
- 5/10Robert D Campbell Junior High SchoolGrades: 7-8Distance: 0.8 mi
- 5/10George Rogers Clark High SchoolGrades: 9-12Distance: 2.5 mi
Schools provided by the listing agent
- Elementary: Shearer
- Middle: Robert Campbell
- High: GRC
Source: Imagine MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Kentucky
- Clark County
- Winchester
- 40391
- 339 S Main St
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