166 Graywolf Trl, Winchester, VA 22602
SOLD
MAR 4, 2026

166 Graywolf Trl
Winchester, VA 22602

  • 4 Beds
  • 3 Baths
  • 1,840 sqft (on 0.43 acres)

$350,000

Last Sold: Mar 4, 2026
5% below list $370K
$190/sqft
Est. Refi. Payment $1,933/mo*
Refinance Your Home

$350,000

Last Sold: Mar 4, 2026
5% below list $370K
$190/sqft
Est. Refi. Payment $1,933/mo*
Refinance Your Home
4 Beds
3 Baths
1,840 sqft
(on 0.43 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from March 05, 2026

Home Highlights

Parking
Open Parking
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$190/sqft
Listed
180+ days ago

Home Details for 166 Graywolf Trl

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1840 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Ductless,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
No Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: Accessible Entrance
View
No View

Exterior Features

Exterior Home Features
Roof: MetalOther Structures: Above Grade, Below GradeFoundation: Crawl SpaceNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Private Septic Tank
Finished Area
Finished Area (above surface): 1840 Square Feet

Property Information

Year Built
Year Built: 1965Year Renovated: 2025
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: BrickNot a New Construction
Property Information
Condition: ExcellentParcel Number: 49A0211312

Price & Status

Price
List Price: $369,900Price Per Sqft: $190/sqft
Status Change & Dates
Off Market Date: Thu Mar 05 2026Possession Timing: Immediate, 0-30 Days CD, Negotiable, Close Of Escrow

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: WINCHESTERCommunity: Shawneeland
School Information
Elementary School District: Frederick County Public SchoolsJr High / Middle School District: Frederick County Public SchoolsHigh School District: Frederick County Public Schools

Building

Building Area
Building Area: 1840 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.43 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, FHA 203(b), FHA 203(k), Negotiable, VA Loan, Other

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: VAFV2038002Above Grade Unfinished Area: 1840

Additional Information

Source Internet Entire Listing Display: Y
Last check for updates: about 3 hours ago
Listed by Mike Webber, (703) 728-7574
EXP Realty, LLC
Listing Team: The Caza Group
Bought with: Shannon Spiliotopoulos, (703) 447-7878, Pearson Smith Realty, LLC
Source: Bright MLS, MLS#VAFV2038002

Price History for 166 Graywolf Trl

DatePriceEventSource
03/04/2026$350,000Sold
Bright MLS #VAFV2038002
02/16/2026$369,900PendingBright MLS #VAFV2038002
01/22/2026$369,900PriceChange
Bright MLS #VAFV2038002
01/14/2026$374,900PendingBright MLS #VAFV2038002
01/12/2026$374,900PendingToActiveBright MLS #VAFV2038002
01/02/2026$374,900PendingBright MLS #VAFV2038002
11/20/2025$374,900Listed For SaleBright MLS #VAFV2038002
09/22/2025$136,750Sold
N/A

Market trends in Winchester

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$385K
$14.17KMoM
Sale-to-List Price
99.4%
0.3%MoM
Price per sq ft
$218
$0MoM
Available listings
242
39MoM
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Property Tax and Assessment

Year2025
Tax$993
Assessment$206,924
Home facts updated by county records

Comparable Sales for 166 Graywolf Trl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
140 Doe Trl, Winchester, VA
0.19
Single-Family Home
$384,722
11/12/25
3
2.5
1,660
145 Graywolf Trl, Winchester, VA
0.19
Single-Family Home
$385,000
04/29/26
3
2.5
1,660
115 Dogwood Trl, Winchester, VA
0.29
Single-Family Home
$300,000
04/13/26
3
2.5
1,660
205 Doe Trl, Winchester, VA
0.21
Single-Family Home
$399,900
03/20/26
3
3
1,914
1000 Hickory Trl, Winchester, VA
0.04
Single-Family Home
$275,000
08/07/25
3
2
1,288
701 Hickory Trl, Winchester, VA
0.32
Single-Family Home
$367,000
03/13/26
3
2.5
1,660
215 Cochise Trl, Winchester, VA
0.32
Single-Family Home
$399,900
05/21/26
3
2.5
1,608
225 Doe Trl, Winchester, VA
0.35
Single-Family Home
$380,000
05/29/26
3
2.5
1,608
152 Doe Trl, Winchester, VA
0.14
Single-Family Home
$285,000
02/27/26
2
2
1,573

Nearby homes

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Assigned Schools

These are the assigned schools for 166 Graywolf Trl.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winchester

At least 464 Trulia users voted on each feature.

  • 84 % Say car is needed

  • 81 % Say it's dog friendly

  • 81 % Say parking is easy

  • 77 % Say yards are well-kept

  • 73 % Say there's holiday spirit

  • 69 % Say kids play outside

  • 64 % Say people would walk alone at night

  • 64 % Say there are sidewalks

  • 59 % Say streets are well-lit

  • 55 % Say it's quiet

  • 52 % Say neighbors are friendly

  • 49 % Say it's walkable to restaurants

  • 49 % Say there's wildlife

  • 48 % Say they plan to stay for at least 5 years

  • 36 % Say it's walkable to grocery stores

  • 28 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Hmrtgptw2c
    "I drive to and from work. The city has public transportation with WinReady I think it’s called. There is ride share in the area as well."
    1
    Flag
  • George
    "I’ve only lived here several weeks but am impressed by the people in our neighborhood. Polite and friendly."
    1
    Flag
  • Jessica J Contreras
    "There are no sidewalks or safe areas to walk with pets. Cars go by fast. It would be unsafe to walk. "
    1
    Flag
  • 7seymours
    "We live in a beautiful, safe area with an excellent county school system. Our neighbors have pride and take care of their properties in the Green Spring area"
    2
    Flag
  • Izzy874
    "Apple blossom every single year I love it! The food is amazing, the games, the carnival, and especially the parades and events to go too!"
    1
    Flag
  • Singsongone
    "Lived in this quiet neighborhood little over ten years. Convenient to major highways and bypasses, hospital, doctors, grocery and retail stores, restaurants. Lovely mature trees throughout, some wildlife and one can easily hear morning/evening birds. Residents take pride in the appearance of their homes and yards and look out for one another. "
    1
    Flag
  • Smlrws
    "I’ve lived here for a year and my street is much quieter than I ever expected since I live with a mile of the downtown area. It’s safe. There are many restaurants, coffe shops, hair salons, etc. within walking distance !"
    1
    Flag
  • Kelrendon83
    "Great community for live , safe and good for raise kids and the family can have a good place to visit , some good festivals "
    10
    Flag
  • 7seymours
    "Lived here for 22 yrs. Beautiful, spacious, quiet and good neighbors! We feel safe here with a lot of privacy. Neighbors look out for each other & help each other "
    10
    Flag
  • Gfbzc98z9n
    "It is Quiet and safe while still being just a short trip to the big city. Beautiful downtown walking mall. Great outdoors all around in the Blue Ridge Mountains."
    7
    Flag
  • 7seymours
    "Apple Blossom Festival which is held annually with parades, celebrities, dances, music & arts & crafts. A beautiful weekend during Apple Blossom time with over 250,000 visitors attending this special event in the Shenandoah Valley "
    8
    Flag
  • Trulia User
    "Everyone I have ran into has been nice. Definitely a very family friendly neighborhood. Feels very cozy "
    6
    Flag
  • Morganva
    "Dog friendly, plenty of green space, and lots of dog bag dispensers for cleaning up after the pooch. "
    6
    Flag
  • Bridgetdefoe
    "It’s easy to get around Winchester. Roads are well maintained. Traffic is minimal. You can get about anywhere in Winchester is less than 20 minutes. Rt 7 has become busy as an exception due to people commuting to Loudoun County "
    7
    Flag
  • Isabelle M.
    "Is a nice ride and no traffic in the area, many shopping centers, great area to visit, one of the great hospital in the nation."
    5
    Flag
  • Alliav11%40gmail.com
    "A lot of people have dogs here and they are always waking them. There are a lot of stray cats so if dogs don’t like them beware"
    0
    Flag
  • Gina A.
    "It's just a nice neighborhood to walk. People are always waving and stopping to chat. And they clean up after their dogs"
    2
    Flag
  • Cooda K.
    "It’s a lot It’s a lot I can say I honestly feel like it’s a beautiful place I mean the cabs suck But other than that I feel like it’s a nice expensive place to live 😁 "
    2
    Flag
  • Topeye
    "Very good schools, low crime rate, good jobs. Civic pride. Great long-running annual community festival. Many churches and civic organizations are active. Historic preservation. "
    3
    Flag
  • Rob R.
    "My commute to downtown is usually fairly quick, not too much traffic. Public transportation is not very popular."
    2
    Flag
  • Nickruiz270
    "The commute into Winchester is fairly light but around 5pm it’s when it gets heavy. I would try to avoid all small roads as much as possible and use the highway as much as possible. "
    1
    Flag
  • Careliza81
    "We are just walking distance to the walking mall which has tons of activities throughout the year. There are festivals for most major holidays and apple blossom. "
    2
    Flag
  • Nick A.
    "There is a great community of people here and it’s very welcoming. Living here is home for me and I would recommend moving here if you want to be close to major metropolis and still be near countryside"
    2
    Flag
  • Nellycordon
    "The neighborhood is great plus shopping center are very close. Also. Friendly people. So I feel safe "
    2
    Flag
  • Chels J.
    "Great safe place for kids no strange people more of a older group of people live here. It’s out of the way of the city but seconds from town"
    50
    Flag
  • Brock M.
    "Great area to live and raise a family. Good earnings potential. Great university. Awesome private and public school system."
    1
    Flag
  • Coach_ramos
    "You must drive or carpool. There is a local bus/trolley, but only locally within the city. No rail or subway."
    1
    Flag
  • Leslie H.
    "I commute to Northern Va and Loudoun Co. it’s more brutal each year, especially the return commute. "
    0
    Flag
  • Brad M.
    "Old town feel and downtown is lively. We enjoy being able to walk in a safe environment and walk to restaurants and shops. A great place to live in a historic town. "
    1
    Flag
  • Yesenia R.
    "The community center provides events for all. From all the holidays to special events for fundraisers along with also assisting the community with school supplies. There’s also playgrounds and pools."
    1
    Flag
  • Danielle M.
    "There are no community events in my neighborhood...everyone mostly keeps to themselves with the exception of those of us who have lived here for over thirty years. "
    0
    Flag
  • Erin G. .
    "Nothing special, just a nice neighborhood. Nice and quiet. Friendly folks. Safe for kids to play. Convenient to shopping."
    0
    Flag
  • Samantha F.
    "There is a large park just a few blocks away. Enough room to let a we trained dog off the leash. Walking distance to downtown dog friendly restaurants. "
    0
    Flag
  • Topeye
    "The public library across the street and the pedestrian mall 2 blocks away frequently hold community events."
    0
    Flag
  • Juanita e
    "dog owners would love this area great place to live great county sitting quite schools stores dr.s hospital close malls shopping casinos horse racing car raises movies drive in s close tons restaurants parks city county parks swimming snow skiing within hour"
    0
    Flag
  • Andrea
    "Nothing. Nice area not much for kid s to do no playgrounds or nearby parks but nice for adults "
    0
    Flag
  • Destiny W.
    "There's a big Park perfect for taking your dog. Plus you'll see all kinds of dogs being walked downtown on the waking mall. A few businesses even put a water bowl out for the dogs that walk by"
    1
    Flag
  • Debra T.
    "There is a bus stop only a few minutes from my front door. I know you can take the bus down town! I am not sure about long distance travel!"
    0
    Flag
  • Island4tj
    "The city is relatively safe and the schools are very good. Nice, clean town to live in that’s family-oriented. "
    0
    Flag
  • Ruizy8329
    "The neighborhood provides many sidewalks and grassy areas for peaceful and well lit dog walking. People in the area mostly have pets and those who don’t are usually very good about it. "
    0
    Flag

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Homes for sale near 166 Graywolf Trl

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Off Market Homes Near 166 Graywolf Trl

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Homes for rent near 166 Graywolf Trl

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166 Graywolf Trl, Winchester, VA 22602 is a 4 bedroom, 3 bathroom, 1,840 sqft single-family home built in 1965. This property is not currently available for sale. 166 Graywolf Trl was last sold on Mar 4, 2026 for $350,000 (5% lower than the asking price of $369,900). The current Trulia Estimate for 166 Graywolf Trl is $353,600.