$590,000

157 OAK DR, Winchester, VA 22603

4 beds |
3 baths |
2,280 sqft

Single-Family Home
Built in 1989
5acre lot
2 car garage
$259/sqft
Listed 21 days ago

Property Description

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

Listing Status:: Active
Data Last Updated:: February 5, 2026 at 7:19AM
Listing Office:: Keller Williams Realty : 7036690099
Listing Agent:: Phyllis Guthrie : 5405503062
MLS ID:: VAFV2038906

General: Additional StairwayBathroom - Walk-In ShowerBathroom - Tub ShowerCeiling Fan(s)Central VacuumBreakfast AreaDining AreaFamily Room Off KitchenPantryPrimary Bath(s)Walk-in Closet(s)Water Treat SystemWood Floors
Rooms: Dining RoomPrimary BedroomBedroom 2Bedroom 3Bedroom 4KitchenFamily RoomSun/Florida RoomOfficeBathroom 2Bonus RoomPrimary BathroomHalf Bath
Appliances: Built-In MicrowaveDishwasherDisposalDryerOven/Range - ElectricRefrigeratorWasherExtra Refrigerator/Freezer
Laundry: Main Floor
Flooring: HardwoodLuxury vinyl plank
A/C: Central A/C
Heating: Heat Pump(s)ZonedElectric
Fireplace: WoodFireplaceFireplaces: 1
Disability Feature: None

General: Above Grade
Style: Colonial
Parking: Paved Driveway

Windows: Bay bowVinyl clad
General: Vinyl Siding2Crawl Space

HOA Amenities: Road MaintenanceSnow Removal300.0Annually
Originating MLS: BRIGHT_MAIN
School District: FREDERICK COUNTY PUBLIC SCHOOLS
County: FREDERICK-VA

Zoning: RA40 7 4
View: Trees/Woods
Fencing: Invisible

Water: Well
Sewer: On Site SepticSeptic < # of BR

Source: BRIGHT_MAIN

Presented by Veterans United Realty

This listing courtesy of Phyllis Guthrie , Keller Williams Realty

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Indian Hollow Elementary School

1548 N Hayfield Rd, Winchester, VA, 22603

Grades PK-5

1.34 miles away

Frederick County Middle School

4661 N Frederick Pike, Winchester, VA, 22603

Grades 6-8

3.25 miles away

James Wood High School

161 Apple Pie Ridge Rd, Winchester, VA, 22603

Grades 9-12

4.89 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.