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Back 905 Pretty Run Rd
Off Market

905 Pretty Run Rd

Winchester KY 40391

3
4
2
3391 sq. ft.
95396.4 sq. ft.
Single-Family
Last sold for $600,000
Niki WileyNiki Wiley, last sold this property on 29 May 2026 after 41 days on market.

Overview

Welcome to this elevated farmhouse classic-refined yet unpretentious, elegant yet entirely inviting. The kind of home that feels just as suited for quiet family life as it does for hosting gatherings that spill effortlessly from indoors to out with the wrap around porch, deck, outdoor kitchen & grill, POOL and hot tub spa, firepit & so much more...Welcome to 905 Pretty Run Road! Greeted by a two-story foyer & rich hardwood floors throughout the first floor you will want to see more. Make your way to the heart of the home- the beautiful kitchen and hearth room with a wood burning fireplace. 3 Bedrooms & 3.5 baths along with a full finished basement w/LVP flooring that has space to relax, game, or work! Option for a 4th bedroom in the basement as it has a connected full bath and access to the back making it a great flexible space. Outside the landscaping consists of low manicured shrubs and soft flowering plants that add texture & color. The green lawn stretches over 2 acres reinforcing the homes sense of space and privacy while offering picture-perfect views of the nearby horse farm. Come see why this home will check all of your boxes! Easy access to the Interstate and just a 30-minute drive to downtown Lexington

Features

3 bedrooms
4 bathrooms
2 carspaces
2 garage spaces
3391 sq. ft. floor area
95396.4 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 905 Pretty Run Rd is $260k.

Median value
$260k
Estimated value range
$80k - $880k
Median days on market
17
Estimated value trend
8%
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 905 Pretty Run Rd

2026
Sold
$600,000
29 May 2026 by Niki Wiley, of Bluegrass Sotheby's International Realty
2021
Sold
$399,900
17 Sep 2021 by Lucy Martin Jenkins, of United Real Estate Louisville
2019
Sold
$302,500
24 Jun 2019 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 22 reviews in Winchester over the last 12 months.

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

In the last 12 months, 225 three-bedroom single-family properties similar to 905 Pretty Run Rd, have been sold.

This represents a 20% 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   (154 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   (45 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   (46 reviews)
  •  3 Reviews in Winchester
  •  2 Sales in Winchester
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