Welcome to 166 Graywolf Trail, a stunningly renovated 4-bedroom, 3-bath home nestled on nearly a half acre of peaceful woodland in beautiful Winchester, VA. This move-in ready retreat blends modern comfort with a cozy family feel — the kind of home where memories are made. Step inside and discover an entirely new interior from top to bottom. Every inch has been thoughtfully updated: brand-new kitchen and bathrooms, all-new appliances, energy-efficient mini-split system, and contemporary finishes throughout. Located just minutes from Old Town Winchester, you’re close to charming shops, cafés, and local favorites. Families love being near Jim Barnett Park, local schools, and scenic walking trails, offering the ideal mix of convenience and nature.
Sold for $350,000
$350,000
166 Graywolf Trl, Winchester, VA 22602
4beds
1,840sqft
Single Family Residence
Built in 1965
0.43 Acres Lot
$353,600 Zestimate®
$190/sqft
$2,503 Estimated rent
Home value
$353,600
$318,000 - $392,000
$2,503/mo
Zestimate® history
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$2,003/mo
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List your homeWhat's special
Energy-efficient mini-split systemBrand-new kitchenAll-new appliances
Zillow last checked:
Listing updated:
Listed by:
Mike Webber 703-728-7574,
EXP Realty, LLC,
Listing Team: The Caza Group
Bought with:
Shannon Spiliotopoulos, 0225264366
Pearson Smith Realty, LLC
Source: Bright MLS,MLS#: VAFV2038002
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
- Main level bathrooms: 2
- Main level bedrooms: 2
Basement
- Area: 0
Heating
- Heat Pump, Electric
Cooling
- Ductless, Electric
Appliances
- Included: Electric Water Heater
Features
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,840
- Total interior livable area: 1,840 sqft
- Finished area above ground: 1,840
- Finished area below ground: 0
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Accessible Entrance
Features
- Levels: Two
- Stories: 2
- Pool features: None
Lot
- Size: 0.43 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 49A0211312
- Zoning: R5
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch/Rambler
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Crawl Space
- Roof: Metal
Condition
- Excellent
- New construction: No
- Year built: 1965
- Major remodel year: 2025
Utilities & green energy
- Sewer: Private Septic Tank
- Water: Well
Community & neighborhood
Location
- Region: Winchester
- Subdivision: Shawneeland
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,FHA 203(b),FHA 203(k),Negotiable,VA Loan,Other
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 3/4/2026 | Sold | $350,000-5.4%$190/sqft |
Source:  Bright MLS #VAFV2038002 Report a problem | ||
| 2/16/2026 | Pending sale | $369,900$201/sqft |
Source: Bright MLS #VAFV2038002 Report a problem | ||
| 1/22/2026 | Price change | $369,900-1.3%$201/sqft |
Source: Bright MLS #VAFV2038002 Report a problem | ||
| 1/14/2026 | Pending sale | $374,900$204/sqft |
Source: Bright MLS #VAFV2038002 Report a problem | ||
| 1/12/2026 | Listed for sale | $374,900$204/sqft |
Source: Bright MLS #VAFV2038002 Report a problem | ||
| 1/2/2026 | Pending sale | $374,900$204/sqft |
Source: Bright MLS #VAFV2038002 Report a problem | ||
| 11/20/2025 | Listed for sale | $374,900+174.1%$204/sqft |
Source: Bright MLS #VAFV2038002 Report a problem | ||
| 9/22/2025 | Sold | $136,750$74/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $993 +20.7% | $206,924 +28.2% |
| 2024 | $823 | $161,400 |
| 2023 | $823 +101.6% | $161,400 +20.5% |
| 2022 | $408 | $133,900 |
| 2021 | $408 -46.1% | $133,900 +7.9% |
| 2020 | $757 -50% | $124,100 |
| 2019 | $1,514 +22.9% | $124,100 +12.6% |
| 2018 | $1,232 +0.9% | $110,200 |
| 2017 | $1,221 +3% | $110,200 +5.7% |
| 2016 | $1,186 +103% | $104,300 |
| 2015 | $584 -1.7% | $104,300 +4% |
| 2014 | $594 | $100,300 |
| 2013 | -- | $100,300 -10.8% |
| 2012 | -- | $112,500 |
| 2011 | -- | $112,500 -10.6% |
| 2010 | -- | $125,900 |
| 2009 | -- | $125,900 -13.1% |
| 2008 | -- | $144,800 |
| 2007 | -- | $144,800 |
| 2006 | -- | $144,800 |
| 2005 | -- | $144,800 +90.5% |
| 2003 | -- | $76,000 |
| 2002 | -- | $76,000 |
| 2001 | -- | $76,000 |
Find assessor info on the county website
Neighborhood: 22602
Nearby schools
GreatSchools rating
- 5/10Indian Hollow Elementary SchoolGrades: PK-5Distance: 3.6 mi
- 2/10Frederick County Middle SchoolGrades: 6-8Distance: 6.3 mi
- 6/10James Wood High SchoolGrades: 9-12Distance: 8.2 mi
Schools provided by the listing agent
- District: Frederick County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$353,600
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$353,600
- Virginia
- Frederick County
- Winchester
- 22602
- 166 Graywolf Trl
Nearby cities
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