1399 Chestnut Grove Road Winchester, VA $ 384,900
1399 Chestnut Grove Road
$ 384,900
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1399 Chestnut Grove Road

Winchester, VA, 22603
$ 384,900
Bedrooms3 Baths2.0 Sq 1,680

Monthly Estimate*

$ 2,401

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Single Family Home for sale in Winchester, VA

for $384,900 with 3 bedrooms and 2 full baths. This 1,680 square foot home was built in 1987 on a lot size of 5.

One Level home on a private 5 acre lot. Bring your horses, goats, chickens - this is the perfect farmette! Absolutely beautiful setting that includes a paddock and a barn/shed. New roof April 2025. New Laminate flooring in kitchen. Only 10 minutes from downtown Winchester and convenient to grocery, farmers markets, and the hospital. House is full of character and has an open floor plan! The spacious family room has hardwood floors, a wood beam and brick surround fireplace. Eat-in-kitchen and large master bathroom. Unfinished basement offers an abundance of possibilities .

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Single Family Contingent

Price

$ 384,900

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 1,077

Style

Ranch/Rambler

Lot Size

5

Year Built

1987

Town/City

Winchester

County/Region

Frederick

MLS | Web ID

VAFV2034530

Features
General
Living Area 1680
Sewer On Site Septic
Heating Heat Pump(s)
Cooling Central A/C
Possession Settlement
Appliances Cooktop Dishwasher Exhaust Fan Oven - Single
Zoning RA
Patio/Porch Features Porch(es)
Architectural Style Ranch/Rambler
Construction Materials Vinyl Siding
School District FREDERICK COUNTY PUBLIC SCHOOLS
Year Built 1987
View Trees/Woods Mountain Pasture
Levels 2
Tax Year 2022
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
County FREDERICK
New Construction N
Property Type Residential
HOA N
Subdivision Name THREE CREEK KNOLLS
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE UNDER CONTRACT
Directions Located off 522 North on Chestnut Grove Road.
City WINCHESTER
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 217800.00
Tax Annual Amount 1077.0
Home Warranty Y/N N
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 2
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 229.11
Lease Considered Y/N N
Vacation Rental Y/N N
Standard Status Active Under Contract
Year Built Source Assessor
Legal Subdivision THREE CREEK KNOLLS
Tax Lot 9
Association Recreation Fee N
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Interior
Heating Fuel Electric
Basement Full
Flooring Ceramic Tile Laminate Plank Hardwood Laminated
Total Fireplaces 1
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 1680
Half Baths 0
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
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Exterior
Exterior Amenities Outbuilding(s)
Pool No Pool
Fencing Board
Parking Features Gravel Driveway
Water Source Well
Type of Parking Driveway
Foundation Details Wood
Spa N
Water View Y/N N
Lot Size Acres 5.00
Lot Size Source Estimated
Waterfront Y/N N
Horse Y/N Y
Horse Amenities Paddock Stable(s) Horses Allowed
Land Assessed Value 101000.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 1399
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* Excluded Features
List By
Marketplace Realty

Broker

emma@mympr.com

Email

Affordability Calculator

$2,491
Per Month
96%
4%
0%
Monthly Principal & Interest
$2,401
Monthly Property Taxes
$90
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% 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
DatePricePrice ChangeDescription
10/16/2025$384,900 -1.05% Price Down
8/29/2025$389,000 -1.52% Price Down
8/1/2025$395,000 Listed Price

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1399 Chestnut Grove Road, Winchester, VA, 22603 is a Single Family Home for sale at $384,900 with 1,680 sqft and a lot size of 5. 1399 Chestnut Grove Road has 3 bedrooms, 2.0 baths, and was built in 1987. The property's zip code is 22603 which is in Winchester, VA