221 West Hickman Street

Off Market

221 West Hickman Street

Winchester KY 40391

2800 sq. ft.

6423 sq. ft.

Single-Family

Last sold for $339,500

Brandon L Hedinger, last sold this property on 15 July 2026 after 33 days on market.

Overview

Step inside this beautifully remodeled historic home and you'll immediately understand why homes like this are so special. With loads of space, four bedrooms, and three full bathrooms, this home offers the character buyers love with the modern updates they need. Every detail has been thoughtfully refreshed while preserving the charm and warmth that make historic homes so hard to duplicate. From the spacious rooms to the inviting natural flow, this home feels both timeless and move-in ready. The heart of the home is the stunning gourmet kitchen -- beautifully updated and ready for everyday living, entertaining, and gathering with family and friends. Major updates have already been completed, including updated electric, plumbing, and HVAC, giving buyers added peace of mind. The first-floor bedroom and full bathroom create flexibility for guests, a home office, or multi-generational living. Upstairs, the spacious primary suite offers a private bathroom and walk-in closet, giving you the comfort and function today's buyers are looking for. Located near the heart of downtown Winchester, you'll love being close to local shops, dining, and the charm of a welcoming community. This is more than just a remodeled home -- it is a rare opportunity to own a piece of history without sacrificing modern comfort. Beautifully restored, thoughtfully updated, full of character, and ready for its next owner.

Features

4 bedrooms

3 bathrooms

2800 sq. ft. floor area

6423 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Winchester over the last 12 months, the estimated median property value of 221 West Hickman Street is $347k.

Median value

$347k

Estimated value range

$109.9k - $1.37m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Winchester. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 221 West Hickman Street

2026

Sold

$339,500

15 Jul 2026 by Brandon L Hedinger, of KELLER WILLIAMS BLUEGRASS REALTY

Happy sellers in Winchester

88%

88% of sellers in Winchester reported that their sale price either exceeded or met their price expectations.

Winchester stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 16 reviews in Winchester over the last 12 months.

Local market activity for 4 bedroom single-family properties in Winchester

In the last 12 months, 94 four-bedroom single-family properties similar to 221 West Hickman Street, have been sold.

This represents a 14% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Winchester for a market analysis.

Melissa Brown

at Keller Williams Legacy Group

(161 reviews)

Get a market analysis

Whitney Ensor

at Ensor Real Estate, LLC

(49 reviews)

Get a market analysis

Terry Powell

at Freedom Realty & Property Management

(81 reviews)

Get a market analysis

Jessica Noto

at Century 21 Advantage Realty

(50 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Winchester

Melissa Brown

Sellers who recommend Melissa Brown have praised them for being responsive, local expert, clear communication, supportive, dedicated, friendly, and detail-oriented

5 (161 reviews)
6 Reviews in Winchester
8 Sales in Winchester

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Whitney Ensor

Sellers who recommend Whitney Ensor have praised them for being local expert, clear communication, supportive, friendly, reliable, responsive, and attentive

5 (49 reviews)
3 Reviews in Winchester
4 Sales in Winchester

View profile

Terry Powell

Terry Powell is a recommended agent for Winchester. They have 4 local sales and collected 3 local reviews across the last 12 months.

5 (81 reviews)
3 Reviews in Winchester
4 Sales in Winchester

View profile

Jessica Noto

Sellers who recommend Jessica Noto have praised them for being local expert, dedicated, responsive, clear communication, friendly, stress-free process, and trustworthy