221 W Hickman Street, Winchester, KY 40391

New Listing
$349,500
Property Type: Residential Bedrooms: 4 Baths: 3 Square Footage: 2,800 Lot Size (sq. ft.): 6,423 Status: Active
Current Price: $349,500 List Date: 5/05/2026 Last Modified: 5/09/2026

Description

Step into a home where history and beauty meet in the most charming way. This stunning, fully remodeled historic home offers over 2600 square feet of thoughtfully renewed living space, blending timeless character with elegant modern updates. From the moment you walk inside, you'll feel the warmth and romance of a home that has been lovingly restored while still honoring its original charm. Large, inviting rooms and graceful details create a sense of comfort and character that newer homes simply can't replicate. At the heart of the home is a beautiful gourmet kitchen, perfect for slow mornings, lively gatherings, and everything in between. The home also features a convenient first-floor bedroom and full bath, ideal for guests or flexible living. Upstairs, you'll find a full primary suite offering a spacious walk-in closet and private bathroom, creating a comfortable and functional space designed for everyday living. With four bedrooms and three full bathrooms, the home offers generous living areas that beautifully balance historic charm with modern elegance. Located near the heart of Winchester's charming downtown, you'll enjoy the ease of nearby shops, dining, and the welcoming community that makes this area so special. Homes like this don't come along often--rich in character, beautifully restored, and ready for its next chapter.

Supplements: ********

More Information MLS# 26010006

Listing Information

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

Address

Directions: Turn right onto KY-1958/Bypass Rd, then continue toward downtown Winchester. Turn left onto W Lexington Ave, continue into downtown, then turn right onto W Hickman St. The home will be on the left at Parcel Number: 054-1038-024-00 Tax District: 1 County: Clark Street Number: 221 Street Direction Prefix: W Street Name: Hickman Street Suffix: Street State: KY Zip Code: 40391

Contract

Start Showing Date: 2026-05-05 Listing Agreement: Exclusive Right To Sell Occupant Type: Vacant Office Exclusive YN: No List Price/SqFt: 124.82 Current Price: $349,500 Original List Price: 349500 Status: Active Listing Contract Date: 2026-05-05 List Price: $349,500

Currently Not Used

List Price/Acre: 2369491.53

Tax & Legal

Elementary School: Justice Middle Or Junior School: Robert Campbell High School: GRC Tax Rate: 0.123

Association/Community

Association YN: No

Interior

Living Area: 2800 Living Area Source: Public Records Bathrooms Half: 0 Above Grade Finished Area: 2800 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: 5 Bedrooms Total: 4 Bathrooms Total: 3 Bathrooms Full: 3

Parking Information

Garage YN: No Carport YN: No

Building

Accessibility Features YN: No Year Built: 1940

Lot

Lot Size Source: Public Records Lot Size Acres: 0.1475 Lot Size Square Feet: 6423 Pool Private YN: No Waterfront YN: No Water Body Access YN: No Horse YN: No

Utilities

Cooling YN: Yes Heating YN: Yes

Remarks

Public Remarks: Step into a home where history and beauty meet in the most charming way. This stunning, fully remodeled historic home offers over 2600 square feet of thoughtfully renewed living space, blending timeless character with elegant modern updates. From the moment you walk inside, you'll feel the warmth and romance of a home that has been lovingly restored while still honoring its original charm. Large, inviting rooms and graceful details create a sense of comfort and character that newer homes simply can't replicate. At the heart of the home is a beautiful gourmet kitchen, perfect for slow mornings, lively gatherings, and everything in between. The home also features a convenient first-floor bedroom and full bath, ideal for guests or flexible living. Upstairs, you'll find a full primary suite offering a spacious walk-in closet and private bathroom, creating a comfortable and functional space designed for everyday living. With four bedrooms and three full bathrooms, the home offers generous living areas that beautifully balance historic charm with modern elegance. Located near the heart of Winchester's charming downtown, you'll enjoy the ease of nearby shops, dining, and the welcoming community that makes this area so special. Homes like this don't come along often--rich in character, beautifully restored, and ready for its next chapter.

Amenity Fee Details

Amenity Fee YN: No

Appliances

Dishwasher: 1 Microwave: 1 Range: 1 Refrigerator: 1

Attic Features

Floored: 1 Pull-Down Stairs: 1 Storage Only: 1

Basement

Crawl Space: 1

Construction Materials

Vinyl Siding: 1

Cooling

Heat Pump: 1

Fencing

Partial: 1

Fireplace Features

Dining Room: 1 Living Room: 1

Flooring

Carpet: 1 Hardwood: 1 Luxury Vinyl: 1

Foundation Details

Stone: 1

Heating

Electric: 1 Forced Air: 1 Heat Pump: 1 Natural Gas: 1

Interior Features

Breakfast Bar: 1 Eat-in Kitchen: 1 Entrance Foyer: 1 Walk-In Closet(s): 1

Levels

One and One Half: 1

Patio And Porch Details

Covered Porch: 1 Front Porch: 1

Patio And Porch Features

Deck: 1 Porch: 1

Possession

Close Of Escrow: 1

Roof

Metal: 1

Sewer

Public Sewer: 1

Water Source

Public: 1

Showing Requirements

Show Anytime: 1 Showing Service: 1

Room Types

Bathroom 1: 1 Bathroom 1 Level: First Bathroom 2: 1 Bathroom 2 Level: Second Bathroom 3: 1 Bathroom 3 Level: Second Bedroom 1: 1 Bedroom 1 Level: First Bedroom 2: 1 Bedroom 2 Level: Second Kitchen: 1 Kitchen Level: First Living Room: 1 Living Room Level: First Primary Bedroom: 1 Primary Bedroom Level: Second Utility Room: 1 Utility Room Level: First

Status Change Information

Status Change Timestamp: 2026-05-05

Tax Legal

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

Property Features

Appliances: Dishwasher; Microwave; Range; Refrigerator Attic Features: Floored; Pull-Down Stairs; Storage Only Basement: Crawl Space Construction Materials: Vinyl Siding Cooling: Heat Pump Fencing: Partial Fireplace Features: Dining Room; Living Room Flooring: Carpet; Hardwood; Luxury Vinyl Foundation Details: Stone Heating: Electric; Forced Air; Heat Pump; Natural Gas Interior Features: Breakfast Bar; Eat-in Kitchen; Entrance Foyer; Walk-In Closet(s) Levels: One and One Half Patio And Porch Details: Covered Porch; Front Porch Patio And Porch Features: Deck; Porch Possession: Close Of Escrow Roof: Metal Sewer: Public Sewer Water Source: Public Showing Requirements: Show Anytime; Showing Service Room Types: Bathroom 1; Bathroom 2; Bathroom 3; Bedroom 1; Bedroom 2; Kitchen; Living Room; Primary Bedroom; Utility Room

Room Information

Primary Bedroom Level: Second Kitchen Level: First Living Room Level: First Bathroom 1 Level: First Bathroom 2 Level: Second Bedroom 1 Level: First Bedroom 2 Level: Second Bathroom 3 Level: Second Utility Room Level: First
Listing Office: Keller Williams Bluegrass Realty
Last Updated: May - 09 - 2026
Information deemed reliable but not guaranteed.