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Back 2721 Pretty Run Road
Off Market

2721 Pretty Run Road

Winchester KY 40391

3
2
1456 sq. ft.
217800 sq. ft.
Single-Family
Last sold for $190,000
Michelle BlackburnMichelle Blackburn, last sold this property on 06 March 2026 after 455 days on market.

Overview

Back on market due to buyer financing, no fault of the seller! Situated on 5 scenic acres along a highly sought-after country road, this 3-bedroom, 2-bath property presents an excellent opportunity to create your dream rural retreat. The home features a functional layout with a spacious living area, an eat-in kitchen, and a primary suite with its own bath. Two additional bedrooms offer flexibility for family, guests, or work-from-home needs. Outside, the acreage provides ample space for outdoor projects, recreation, or enjoying the peaceful surroundings. Two storage sheds add convenience for tools, equipment, or additional storage. This property is ready for a new owner to bring their vision and make it their own. Experience the quiet charm of country living just a short drive from town!

Features

3 bedrooms
2 bathrooms
1456 sq. ft. floor area
217800 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Winchester over the last 12 months, the estimated median property value of 2721 Pretty Run Road is $259.9k.

Median value
$259.9k
Estimated value range
$80k - $880k
Median days on market
19
Estimated value trend
9%
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 2721 Pretty Run Road

2026
Sold
$190,000
06 Mar 2026 by Michelle Blackburn, of REMAX Creative Realty | Winchester
2012
Sold
$95,000
14 Sep 2012 by Tara Smith, of Rector Hayden, Realtors
2004
Sold
$96,500
15 Jul 2004 by Donna Moore, of Rector Hayden, Realtors

Happy sellers in Winchester

81%
81% 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 20 reviews in Winchester over the last 12 months.

Local market activity for 3 bedroom single-family properties in Winchester

In the last 12 months, 237 three-bedroom single-family properties similar to 2721 Pretty Run Road, have been sold.

This represents a 3% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

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

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Melissa Brown

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

  •   5   (151 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   (41 reviews)
  •  3 Reviews in Winchester
  •  4 Sales in Winchester
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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   (80 reviews)
  •  3 Reviews in Winchester
  •  4 Sales in Winchester
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Jessica Noto

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

  •   5   (45 reviews)
  •  3 Reviews in Winchester
  •  2 Sales in Winchester
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