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Listing provided courtesy of RE/MAX Creative, Winchester- MLS# 26010684MLS Provider

339 S Main StreetWinchester, KY 40391

Single Family · 4 Beds · 1 Full Bath · 1 Half Bath · 1,848 Sq. ft. | 0.16 Acres
$219,900 Contingent

339 S Main Street Overview

Time on Site:
45 days
Visits:
3

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!

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339 S Main Street Facts & Features

  • Type Single Family
  • Sq. ft. 1,848
  • Price/Sq.ft. $119
  • Lot 0.16 Acres

Details

General

Association/HOA

  • Association: false

School Information

  • Elementary School: Shearer
  • Middle Or Junior School: Robert Campbell
  • High School: GRC

Building Information

  • Year Built: 1950

Location/Region

  • County Or Parish: Clark
  • MLS Area Major: 007 - Clark County
  • MLS Area Minor: 007 - Clark County
  • Subdivision Name: Thomson Addition

General Information

  • Parcel Number: 054-4002-048-00
  • Property Sub Type: Single Family Residence
  • Property Type: Residential

Interior

Parking Information

  • Garage: false

Beds/Baths

  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms Total: 2
  • Bedrooms Total: 4

Building Interior

  • Above Grade Finished Area: 1848.0
  • Building Area Total: 1848.0

General Information

  • Appliances: Dishwasher,Refrigerator,Range,Vented Exhaust Fan
  • Basement: false
  • Fireplace Features: Family Room,Gas Log,Masonry
  • Fireplace: true
  • Fireplaces Total: 1
  • Flooring: Carpet,Hardwood,Luxury Vinyl
  • Foundation Details: Block
  • Interior Features: Entrance Foyer,Eat-in Kitchen,Walk-In Closet(s),Ceiling Fan(s)
  • Laundry Features: Electric Dryer Hookup,Main Level,Washer Hookup
  • Levels: One and One Half
  • Living Area: 1848.0
  • Living Area Source: Listing Agent Measured
  • Rooms Total: 9

Exterior

Parking Information

  • Parking Features: Driveway,Off Street,Other

Lot Information

  • Lot Features: Landscaped,Few Trees
  • Lot Size Acres: 0.16
  • Lot Size Area: 0.16
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 6969.6
  • Lot Size Units: Acres
  • Water Source: Public

Waterfront/View

  • Waterfront: false

Building Exterior/Construction

  • Architectural Style: Cape Cod
  • Attached Garage: false
  • Construction Materials: Vinyl Siding
  • Roof: Metal
  • Structure Type: House

General Information

  • Carport: false
  • Fencing: Partial
  • Horse: false
  • Other Structures: Shed(s)
  • Pool Private: false
  • Sewer: Public Sewer
  • Utilities: Cable Available,Electricity Connected,Natural Gas Connected,Phone Available,Sewer Connected,Water Connected

339 S Main Street Neighborhood

Community

40391 (Winchester) Demographics

42
Median Age
148
Population Density (per sq. mile)
29%
College Educated
$54,868
Estimated Median Income
9,955
Estimated Total Home Owners
4,479
Estimated Total Renters
69% / 31%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

339 S Main Street Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

339 S Main Street Market Data

Based on the last 30 days in this zip code

$430,589
Average List Price
$197
Average Price per Square Foot
29
Properties Sold
114
Average Days on Market
181
Properties for Sale
Calculations provided by Reliance Network

339 S Main Street History

Date Event Value Agent
6/2/2026Source: Imagine MLS/Bluegrass Status Change
Contingent
5/16/2026Source: Imagine MLS/Bluegrass Added to Database
May 16, 2026