109 Cheshire Court Winchester, VA $ 449,000
109 Cheshire Court
$ 449,000
Recently Listed
Open House 6/13 1pm - 4pm
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109 Cheshire Court

Winchester, VA, 22602
$ 449,000
Bedrooms3 Baths3.1 Sq 2,615

Monthly Estimate*

$ 2,765

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Townhouse for sale in Winchester, VA

for $449,000 with 3 bedrooms and 3 full baths, 1 half bath. This 2,615 square foot townhouse was built in 2007 on a lot size of 0.1.

This beautifully appointed end-unit townhome is an opportunity not to be missed! The premium lot backing to dense trees is a rare find in this prime location. The main level is perfect for entertaining with tastefully upgraded lighting, large dining and living spaces that lead to the maintenance-free deck with a bonus stone patio and fully fenced back yard. The indoor and outdoor living spaces have been perfectly maximized. Upstairs, the spacious primary suite with walk in closet serves as a private retreat, featuring a large soaking tub, separate walk-in shower, and ample space to unwind. Two additional bedrooms and a full hall bath provide plenty of room for family, guests, or a home office. The fully finished walkout lower level offers exceptional versatility with a flexible recreation area, a family room with an exercise bump out, and a full bathroom. Step out to the patio, where you'll find plenty of space for outdoor entertaining and relaxing in the private backyard setting. The owner has thoughtfully cared for the home and it features a new zone controlled HVAC system, water softener, and hot water heater booster for hot baths and showers all the way to the third floor! As an end-unit home, you'll appreciate the added privacy, natural light, and outdoor space. Residents enjoy neighborhood amenities including pickleball courts, basketball courts, playgrounds, and inviting green spaces that encourage an active and connected lifestyle! Conveniently located near shopping, dining, schools, medical facilities, and major commuter routes, this home offers easy access to all that Winchester has to offer. Enjoy nearby parks, walking trails, historic Old Town Winchester, local wineries, seasonal events, and the charm of the Shenandoah Valley, all just minutes from your doorstep. This home combines comfort, convenience, and lifestyle in one exceptional package.

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Open House

6/13/2026 1:00 PM - 4:00 PM
109 Cheshire Court Winchester, VA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Townhouse Active

Price

$ 449,000

Bedrooms

3

Full Bath

3

Half Bath

1

Property Type

Townhouse

Taxes

$ 2,120

Style

Traditional

Lot Size

0.1

Year Built

2007

Town/City

Winchester

County/Region

Frederick

MLS | Web ID

VAFV2042366

Features
General
Living Area 2615
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Central A/C
Possession 0-30 Days CD
Appliances Cooktop Dishwasher Disposal Humidifier Refrigerator Stove Oven - Wall Microwave Dryer - Front Loading Washer - Front Loading Oven - Double Water Heater
Zoning RP
HOA Fee 110.00
Patio/Porch Features Deck(s) Patio(s)
Architectural Style Traditional
Construction Materials Stone
School District FREDERICK COUNTY PUBLIC SCHOOLS
Year Built 2007
Levels 3
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
Assoc Fee Paid Per Monthly
County FREDERICK
New Construction N
Property Type Residential
Association Amenities Basketball Courts Pickleball Courts Tot Lots/Playground Picnic Area
HOA Y
Subdivision Name FIELDSTONE
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 3
Status ACTIVE
Directions From 81 N Take exit 315. Continue Straight onto State Route 659/Valley Mill Road. Continue Straight onto Channing Drive. Turn left onto Highcliffe Drive. Turn Right onto Cheshire Court. Home is on th
City WINCHESTER
Association Name FIELDSTONE COMMUNITY ASSSOCIATION
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 4356.00
Tax Annual Amount 2120.0
Home Warranty Y/N Y
Property Condition Excellent
Structure Type End of Row/Townhouse
Condo/Coop Association fee Y/N N
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 223.49
Vacation Rental Y/N N
Virtual Tour https://player.vimeo.com/video/1200111974?badge=0&autopause=0&player_id=0&app_id=58479
Location Type Corner Lot/Unit
Standard Status Active
Year Built Source Assessor
Legal Subdivision FIELDSTONE
Tax Lot 26
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Interior
Interior Amenities Bathroom - Soaking Tub Breakfast Area Bathroom - Walk-In Shower Carpet Ceiling Fan(s) Combination Dining/Living Crown Moldings Dining Area Family Room Off Kitchen Floor Plan - Open Kitchen - Island K
Heating Fuel Electric
Basement Walkout Level
Flooring Carpet Hardwood Tile/Brick
Total Fireplaces 1
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 2009
Half Baths 1
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 606
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 4
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Exterior
Pool No Pool
Fencing Fully
Lot Features Premium Backs to Trees
Water Source Public
Type of Parking Driveway
Foundation Details Slab
Water View Y/N N
Lot Size Acres 0.10
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 68000.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 109
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* Excluded Features
List By
Keller Williams Realty

Broker

cindy@soldbytgg.com

Email

Affordability Calculator

$2,941
Per Month
94%
6%
0%
Monthly Principal & Interest
$2,765
Monthly Property Taxes
$177
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
3535754 Elementary School
3533240 Middle School
Millbrook High School High School
Pricing History
DatePricePrice ChangeDescription
6/12/2026$449,000 Listed Price

Map


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109 Cheshire Court, Winchester, VA, 22602 is a Townhouse for sale at $449,000 with 2,615 sqft and a lot size of 0.1. 109 Cheshire Court has 3 bedrooms, 3.1 baths, and was built in 2007. The property's zip code is 22602 which is in Winchester, VA