157 Oak Drive Winchester, VA $ 590,000
157 Oak Drive
$ 590,000
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157 Oak Drive

Winchester, VA, 22603
$ 590,000
Bedrooms4 Baths2.1 Sq 2,280

Monthly Estimate*

$ 3,633

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Single Family Home for sale in Winchester, VA

for $590,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,280 square foot home was built in 1989 on a lot size of 5.

Welcome home to 157 Oak Dr. in Winchester, VAan 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 possibilitieshome 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 Winchesters 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

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Single Family Active

Price

$ 590,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 1,848

Style

Colonial

Lot Size

5

Year Built

1989

Town/City

Winchester

County/Region

Frederick

MLS | Web ID

VAFV2038906

Features
General
Living Area 2280
Sewer On Site Septic Septic < # of BR
Heating Heat Pump(s) Zoned
Cooling Central A/C
Possession Settlement Negotiable
Appliances Built-In Microwave Dishwasher Disposal Dryer Oven/Range - Electric Refrigerator Washer Extra Refrigerator/Freezer
Zoning RA
HOA Fee 300.00
Garage Spaces 2.00
Association Fee Includes Road Maintenance Snow Removal
Architectural Style Colonial
Construction Materials Vinyl Siding
School District FREDERICK COUNTY PUBLIC SCHOOLS
Year Built 1989
View Trees/Woods
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Section 7
Accessibility None
Assoc Fee Paid Per Annually
County FREDERICK
New Construction N
Property Type Residential
HOA Y
Subdivision Name WESTWOOD TERRACE
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade
Total Rooms 12
Full Baths 2
Status ACTIVE
Directions From Route 50 West turn right onto Pinehill Dr Turn left on to Oak Dr. Home on Left. GPS also works
City WINCHESTER
Disclosures Prop Disclosure
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 217800.00
Tax Annual Amount 1848.0
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 0
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 258.77
Acceptable Financing Cash Conventional FHA VA
Vacation Rental Y/N N
Virtual Tour https://iframe.videodelivery.net/9ce29766c026a3cfdcd9f4bda3f1cd04
Standard Status Active
Year Built Source Estimated
Legal Subdivision WESTWOOD TERRACE
Tax Lot 4
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Interior
Interior Amenities Additional Stairway Bathroom - Walk-In Shower Bathroom - Tub Shower Ceiling Fan(s) Central Vacuum Breakfast Area Dining Area Family Room Off Kitchen Pantry Primary Bath(s) Walk-in Closet(s) Water Tre
Heating Fuel Electric
Flooring Hardwood Luxury Vinyl Plank
Total Fireplaces 1
Fireplace Features Wood
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Window Features Bay/Bow Vinyl Clad
Fireplace Y/N Y
Above Grade Finished Area 2280
Half Baths 1
Central Air Y/N Y
Total Bedrooms 4
Room Type Dining Room Primary Bedroom Bedroom 2 Bedroom 3 Bedroom 4 Kitchen Family Room Sun/Florida Room Office Bathroom 2 Bonus Room Primary Bathroom Half Bath
Main Level Bedrooms 0
Laundry Type Main Floor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
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Exterior
Pool No Pool
Fencing Invisible
Parking Features Paved Driveway
Lot Features Backs to Trees Landscaping Trees/Wooded
Water Source Well
Inclusions Refrigerator Dishwasher Built-in Microwave Stove Disposal Washer Dryer Garage Refrigerator (as is) whole house vacuum (as is)
Garage Features Additional Storage Area Garage - Front Entry Inside Access Garage Door Opener
Type of Parking Attached Garage Driveway
Foundation Details Crawl Space
Water View Y/N N
Lot Size Acres 5.00
Road Surface Type Paved
Lot Size Source Estimated
Waterfront Y/N N
Road Responsibility HOA
Land Assessed Value 97000.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 157
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* Excluded Features
List By
Keller Williams Realty

Broker

phyllisdelello@kw.com

Email

Affordability Calculator

$3,787
Per Month
96%
4%
0%
Monthly Principal & Interest
$3,633
Monthly Property Taxes
$154
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3533201 Elementary School
3533240 Middle School
Unknown High School High School
Pricing History
Date Price Price Change Description
1/15/2026 $590,000 Listed Price

Map


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157 Oak Drive, Winchester, VA, 22603 is a Single Family Home for sale at $590,000 with 2,280 sqft and a lot size of 5. 157 Oak Drive has 4 bedrooms, 2.1 baths, and was built in 1989. The property's zip code is 22603 which is in Winchester, VA