157 Oak Drive

Off Market

157 Oak Drive

Winchester VA 22603

2280 sq. ft.

217800 sq. ft.

Single-Family

Last sold for $534,000

Phyllis Guthrie, last sold this property on 13 May 2026 after 117 days on market.

Overview

STOP THE PRESSES!! This PRICE ADJUSTMENT is not a typo! The weather is warmer and Spring is in the air.... This home is ready for YOU!

Welcome home to 157 Oak Dr. in Winchester, VA—an inviting property offering comfort, thoughtful updates, and a peaceful setting. This home has been refreshed with luxury vinyl plank flooring throughout most of the home and fresh paint, creating a clean, move-in-ready feel. Be Sure to Watch The Video to Experience Even More of This Home!

The primary suite has been remodeled, including an updated bathroom and walk-in closet, creating a comfortable retreat. A large bonus room over the 2-car garage offers endless possibilities—home office, playroom, gym, or guest space. But wait, there is more! The garage has built in work benches and tool storage.

The home features dual-zoned heating and cooling for added comfort, with the upper-level heat pump replaced in 2021, as well as a new water filtration system installed in 2022. Surrounded by trees for privacy, this property offers a serene setting while remaining just minutes from Winchester’s medical facilities, restaurants, and shopping. Convenient access to I-81 makes commuting easy.

Do Not Miss Your Opportunity to Tour This Home! Call Your Agent or The Listing Agent Today

Features

4 bedrooms

3 bathrooms

2 carspaces

2 garage spaces

2280 sq. ft. floor area

217800 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 157 Oak Drive is $632.5k.

Median value

$632.5k

Estimated value range

$429k - $1.5m

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 157 Oak Drive

2026

Sold

$534,000

13 May 2026 by Phyllis Guthrie, of Keller Williams Realty

2021

Sold

$396,000

31 Aug 2021 by Anna Fox, of ICON Real Estate, LLC

Happy sellers in Winchester

We have insufficient information to provide an overview of customer satisfaction for Winchester. Viewing the agent profiles, reviews and sales for Winchester can provide insights for this location.

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

In the last 12 months, 34 four-bedroom single-family properties similar to 157 Oak Drive, have been sold.

This represents a 3% 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.

Sarah Abderrazzaq

at Realty ONE Group Old Towne | Winchester

(80 reviews)

Get a market analysis

Wendy Conner

at Coldwell Banker Premier

(47 reviews)

Get a market analysis

Kristi Cooper

at Realty ONE Group Old Towne | Winchester

(2 reviews)

Get a market analysis

Dawn Billow

at Compass West Realty, LLC

(4 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

Sarah Abderrazzaq

Sarah Abderrazzaq is an award winning recommended agent for Winchester. They have 2 local sales and collected 1 local review across the last 12 months.