339 S Main Street, Winchester, KY 40391

New Listing
$219,900
Property Type: Residential Bedrooms: 4 Baths: 2 Square Footage: 1,848 Lot Size (sq. ft.): 6,970 Status: Active
Current Price: $219,900 List Date: 5/16/2026 Last Modified: 5/16/2026

Description

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!

Supplements: ********

More Information MLS# 26010684

Listing Information

Comp Sale YN: No Property Sub Type: Single Family Residence

Address

Directions: I-64, Exit 96. Travel towards Winchester and stay on Maple Expressway. After traveling through the Downtown area, you will come to a 4-Way stop. Go straight through this and the next stop sign will be Belmont Avenue. Turn left onto Belmont Avenue and the next stop sign will be Main Street. Cross over Main Street and drive onto the driveway of this home. There is a gravel pad to the rear of the property that you can park and walk to the front sidewalk of the home. Parcel Number: 054-4002-048-00 Tax District: City (District 01) County: Clark Street Number: 339 Street Direction Prefix: S Street Name: Main Street Suffix: Street State: KY Zip Code: 40391

Contract

Start Showing Date: 2026-05-16 Listing Agreement: Exclusive Right To Sell Occupant Type: Vacant Office Exclusive YN: No List Price/SqFt: 118.99 Current Price: $219,900 Original List Price: 219900 Status: Active Listing Contract Date: 2026-05-12 List Price: $219,900

Currently Not Used

List Price/Acre: 1374375

Tax & Legal

Elementary School: Shearer Middle Or Junior School: Robert Campbell High School: GRC Tax Rate: 0.123 Design Review District YN: No

Association/Community

Association YN: No

Interior

Living Area: 1848 Living Area Source: Listing Agent Measured Bathrooms Half: 1 Above Grade Finished Area: 1848 Below Grade Finished Area: 0 Above Grade Unfinished Area: 0 Below Grade Unfinished Area: 0 Non-Compliant Total SqFt: 0 Basement YN: No Fireplace YN: Yes Fireplaces Total: 1 Bedrooms Total: 4 Bathrooms Total: 2 Bathrooms Full: 1

Parking Information

Garage YN: No Carport YN: No

Building

Home Warranty YN: No Accessibility Features YN: No Year Built: 1950

Lot

Lot Size Source: Assessor Lot Size Acres: 0.16 Lot Size Square Feet: 6969.6 Pool Private YN: No View YN: Yes Waterfront YN: No Water Body Access YN: No Horse YN: No

Utilities

Cooling YN: Yes Heating YN: Yes Cable Available: 1 Electricity Connected: 1 Natural Gas Connected: 1 Phone Available: 1 Sewer Connected: 1 Water Connected: 1

Remarks

Public Remarks: 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!

Amenity Fee Details

Amenity Fee YN: No

Appliances

Dishwasher: 1 Range: 1 Refrigerator: 1 Vented Exhaust Fan: 1

Architectural Style

Cape Cod: 1

Attic Features

Access Only: 1

Construction Materials

Vinyl Siding: 1

Cooling

Central Air: 1 Electric: 1

Fencing

Partial: 1

Fireplace Features

Family Room: 1 Gas Log: 1 Masonry: 1

Flooring

Carpet: 1 Hardwood: 1 Luxury Vinyl: 1

Foundation Details

Block: 1

Heating

Forced Air: 1 Natural Gas: 1

Interior Features

Ceiling Fan(s): 1 Eat-in Kitchen: 1 Entrance Foyer: 1 Walk-In Closet(s): 1

Laundry Features

Electric Dryer Hookup: 1 Main Level: 1 Washer Hookup: 1

Levels

One and One Half: 1

Lot Features

Few Trees: 1 Landscaped: 1

Other Structures

Shed(s): 1

Parking Features

Driveway: 1 Off Street: 1 Other: 1

Patio And Porch Details

Front Porch: 1

Patio And Porch Features

Deck: 1 Porch: 1

Possession

Close Of Escrow: 1

Roof

Metal: 1

Sewer

Public Sewer: 1

Structure Type

House: 1

View

Neighborhood: 1

Water Heater

Gas: 1

Water Source

Public: 1

Showing Requirements

Showing Service: 1

Showing Information

Showing Instructions: Sentrilock is on the front railing of the front porch. Park at the rear of the property on a gravel pad. Walk on the driveway to the front sidewalk of the home and enter the front door. The key only fits the door lock for the front door. Please do not lock the deadbolt. It will fit the deadbolt and the door lock for the side door. The sliding door can only be locked from the inside. Thank you for showing this charming home!

Room Types

Bathroom 1: 1 Bathroom 1 Level: First Bathroom 2: 1 Bathroom 2 Level: Second Bedroom 2: 1 Bedroom 2 Level: Second Bedroom 3: 1 Bedroom 3 Level: Second Bedroom 4: 1 Bedroom 4 Level: Second Dining Room: 1 Dining Room Level: First Family Room: 1 Family Room Level: First Kitchen: 1 Kitchen Level: First Primary Bedroom: 1 Primary Bedroom Level: First

Status Change Information

Status Change Timestamp: 2026-05-16

Tax Legal

MLS Area Major: 007 - Clark County Subdivision Name: Thomson Addition High School District: Clark County - 7

Property Features

Utilities: Cable Available; Electricity Connected; Natural Gas Connected; Phone Available; Sewer Connected; Water Connected; Cable Available; Electricity Connected; Natural Gas Connected; Phone Available; Sewer Connected; Water Connected Appliances: Dishwasher; Range; Refrigerator; Vented Exhaust Fan Architectural Style: Cape Cod Attic Features: Access Only Construction Materials: Vinyl Siding Cooling: Central Air; Electric Fencing: Partial Fireplace Features: Family Room; Gas Log; Masonry Flooring: Carpet; Hardwood; Luxury Vinyl Foundation Details: Block Heating: Forced Air; Natural Gas Interior Features: Ceiling Fan(s); Eat-in Kitchen; Entrance Foyer; Walk-In Closet(s) Laundry Features: Electric Dryer Hookup; Main Level; Washer Hookup Levels: One and One Half Lot Features: Few Trees; Landscaped Other Structures: Shed(s) Parking Features: Driveway; Off Street; Other Patio And Porch Details: Front Porch Patio And Porch Features: Deck; Porch Possession: Close Of Escrow Roof: Metal Sewer: Public Sewer Structure Type: House View: Neighborhood Water Heater: Gas Water Source: Public Showing Requirements: Showing Service Room Types: Bathroom 1; Bathroom 2; Bedroom 2; Bedroom 3; Bedroom 4; Dining Room; Family Room; Kitchen; Primary Bedroom

Room Information

Family Room Level: First Kitchen Level: First Primary Bedroom Level: First Dining Room Level: First Bathroom 1 Level: First Remarks: Half Bath Bedroom 2 Level: Second Bedroom 3 Level: Second Bedroom 4 Level: Second Bathroom 2 Level: Second

Documents

Listing Office: RE/MAX Creative, Winchester
Last Updated: May - 16 - 2026
Information deemed reliable but not guaranteed.
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