116 Wayfaring Dr, Winchester, VA 22602
Property image
Property image
OFF MARKET

$568,000

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,389 sqft (on 0.30 acres)

116 Wayfaring Dr, Winchester, VA 22602

Est. Refi. Payment $3,185/mo*
Refinance Your Home
Currently Off Market - Sold Jul 9, 2025 for $539,900

Home Value

Trulia Estimate
$568K
Since last month
Decreased$3K (-0.5%)
Since last year
Increased$29K (+5.4%)
Since last sale
Increased$27K (+5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +62% in the last 10 years
MonthEstimated value
2026
August 2026$567K
July 2026$570K
June 2026$577K
May 2026$572K
April 2026$572K
March 2026$569K
February 2026$559K
January 2026$570K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
121 Van Gogh Ter, Winchester, VA
0.07
Single-Family Home
$510,000
06/12/26
4
2.5
3,104
124 Van Gogh Ter, Winchester, VA
0.11
Single-Family Home
$539,000
09/10/25
4
3.5
2,443
116 Wickham Ter, Winchester, VA
0.16
Single-Family Home
$650,000
03/26/26
4
3.5
2,864
140 Morning Glory Dr, Winchester, VA
0.19
Single-Family Home
$490,000
08/29/25
3
2.5
2,216
450 Canyon Rd, Winchester, VA
0.40
Single-Family Home
$575,000
02/23/26
4
2.5
2,290
120 Wales Ct, Winchester, VA
0.42
Single-Family Home
$586,000
07/07/26
4
2.5
2,316
109 Senseny Glen Dr, Winchester, VA
0.27
Single-Family Home
$450,000
09/02/25
3
2.5
2,047
112 Wales Ct, Winchester, VA
0.41
Single-Family Home
$559,000
07/10/26
4
2.5
2,204
109 Murphy Ct, Winchester, VA
0.38
Single-Family Home
$533,500
11/07/25
4
2.5
2,192
102 Brockham Ct, Winchester, VA
0.21
Single-Family Home
$480,000
07/24/26
4
2.5
2,023

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
118 Wayfaring Dr, Winchester, VA 22602
0.02
$558,900
4
2.5
2,364
Off Market
120 Monet Ter, Winchester, VA 22602
0.03
$591,500
4
3.5
3,355
Off Market
121 Van Gogh Ter, Winchester, VA 22602
0.07
$510,000
4
2.5
3,104
Recently Sold
109 Van Gogh Ter, Winchester, VA 22602
0.10
$621,000
4
3.5
4,037
Off Market
104 Monet Ter, Winchester, VA 22602
0.11
$559,900
4
2.5
2,428
For Sale
124 Van Gogh Ter, Winchester, VA 22602
0.11
$561,100
4
3.5
2,443
Off Market
125 Monet Ter, Winchester, VA 22602
0.09
$591,800
4
3.5
3,188
Off Market
251 Rossmann Blvd, Winchester, VA 22602
0.18
$489,990
4
2.5
1,971
For Sale
619 Farmington Blvd, Winchester, VA 22602
0.19
$484,990
4
2.5
2,023
For Sale
Lot 39 Rossmann Blvd, Winchester, VA 22602
0.19
$498,000
4
2.5
2,023
For Sale
116 Wickham Ter, Winchester, VA 22602
0.16
$650,000
4
3.5
2,864
Recently Sold

Local Information

  • Map ViewExplore the area around 116 Wayfaring Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2004
Lot Size
0.3 acres
Living Area
2,389 sqft
Price/Sqft
$238
Parking
2 Car Garage
HOA
$22/Monthly

About this House

This rancher on the east side of Winchester is pure elegance from the inside out. Wrapped in organic stone hues with fine workmanship details, a stately green door welcomes you from the matching portico. Surrounded by mature landscaping and a lush lawn, you know you’re in for something special. Inside, sophisticated paint colors, architectural details, high ceilings, natural light, and pristine hardwood floors really highlight the airy floorplan. Defined spaces offer versatility with a living room, dining room, massive family room with fireplace, and a kitchen with an adjacent spot for casual dining. The kitchen gives you banks of wood cabinets and generous counterspace, including one that extends, allowing for desired seating options. It also features a new pantry. Four bedrooms, 2.5 baths, and the laundry facilities make up the rest of this level. The primary suite has a tray ceiling and a spacious attached bath, including a whirlpool tub and walk-in closet. The other bedrooms give you options for utilizing as you want. A charming, new screened porch extends into the fenced backyard with enough lawn for recreation or relaxation. There’s also a patio and storage shed. The unfinished basement is ready to customize to your lifestyle, and with 2,389 square feet upstairs, this space is huge. A two-car attached garage keeps your vehicles (and you) out of the elements and provides extra space. This property has undergone numerous updates (including the roof and HVAC, both warrantied) and has been immaculately maintained. Don’t wait to tour this gem in person.
116 Wayfaring Dr, Winchester, VA 22602 is a 4 bedroom, 3 bathroom, 2,389 sqft single-family home built in 2004. It last sold for the $539,900 asking price on Jul 9, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $568,000, with a rent estimate of $2,699/month.
Last check for updates: about 2 hours ago
Listed by Dan Whitacre, (540) 327-6718
Colony Realty
Bought with: Tim Shamblin, (540) 336-1575, Coldwell Banker Premier
Source: Bright MLS, MLS#VAFV2033862

Home Details for 116 Wayfaring Dr

Interior Features

Interior Details
Basement: Full,Unfinished,Connecting Stairway,Interior Entry,Walk-Out Access,ConcreteNumber of Rooms: 13Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Primary Bathroom, Breakfast Room, Dining Room, Full Bath, Half Bath, Kitchen, Laundry, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 3
Dimensions and Layout
Living Area: 2389 Square Feet
Appliances & Utilities
Appliances: Microwave, Washer, Dryer, Dishwasher, Disposal, Refrigerator, Oven/Range - Gas, Stainless Steel Appliance(s), Gas Water HeaterDishwasherDisposalDryerLaundry: Main Level,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas/PropaneHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood, Ceramic Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Hardwood, Ceramic Tile, Wood
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: Porch, PatioFencing: Back YardOther Structures: Above Grade, Below GradeFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Faces Front,Inside Entrance,Garage Door Opener,Attached,Driveway,Off Street
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2389 Square Feet

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: Vinyl Siding, BrickNot a New Construction
Property Information
Parcel Number: 65H 1 2 35

Price & Status

Price
List Price: $539,900
Status Change & Dates
Off Market Date: Thu Jul 10 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: WINCHESTERCommunity: Sovereign Village
School Information
Elementary School District: Frederick County Public SchoolsJr High / Middle School: Admiral Richard E. ByrdJr High / Middle School District: Frederick County Public SchoolsHigh School: MillbrookHigh School District: Frederick County Public Schools

Building

Building Area
Building Area: 4778 Square Feet

Community

Not Senior Community

HOA

Has an HOAHOA Fee: $260/Annually

Lot Information

Lot Area: 0.30 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: VAFV2033862Above Grade Unfinished Area: 2389

Price and Tax history

DateEventPrice
Jul 9, 2025
Source: Bright MLS #VAFV2033862
Sold
$539,900
May 28, 2025
Source: Bright MLS #VAFV2033862
Pending
$539,900
May 15, 2025
Source: Bright MLS #VAFV2033862
Listed For Sale
$539,900
Jul 1, 2004
Source: N/A
Sold
$349,900
Jul 3, 2002
Source: N/A
Sold
$225,000

Market trends in Winchester

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$390K
$10KMoM
Sale-to-List Price
100.0%
Price per sq ft
$222
$6MoM
Available listings
307
5MoM

Around this home

What Locals Say about Winchester

At least 465 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.
  • 7seymours
    "It’s quiet, owners take care of their homes, and it’s safe! And pretty! "
    4
    Flag
  • 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."
    4
    Flag
  • George
    "I’ve only lived here several weeks but am impressed by the people in our neighborhood. Polite and friendly."
    10
    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. "
    2
    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"
    10
    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!"
    4
    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. "
    5
    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 !"
    5
    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 "
    12
    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 "
    11
    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."
    9
    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 "
    10
    Flag
  • Trulia User
    "Everyone I have ran into has been nice. Definitely a very family friendly neighborhood. Feels very cozy "
    8
    Flag
  • Morganva
    "Dog friendly, plenty of green space, and lots of dog bag dispensers for cleaning up after the pooch. "
    8
    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 "
    9
    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."
    7
    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"
    4
    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 😁 "
    3
    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. "
    5
    Flag
  • Rob R.
    "My commute to downtown is usually fairly quick, not too much traffic. Public transportation is not very popular."
    3
    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. "
    2
    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. "
    3
    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"
    3
    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"
    51
    Flag
  • Brock M.
    "Great area to live and raise a family. Good earnings potential. Great university. Awesome private and public school system."
    2
    Flag
  • Coach_ramos
    "You must drive or carpool. There is a local bus/trolley, but only locally within the city. No rail or subway."
    2
    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. "
    2
    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."
    2
    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."
    1
    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."
    1
    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"
    2
    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!"
    1
    Flag
  • Island4tj
    "The city is relatively safe and the schools are very good. Nice, clean town to live in that’s family-oriented. "
    1
    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. "
    1
    Flag

LGBTQ Local Legal Protections

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

Frequently asked questions about 116 Wayfaring Dr

  • What is 116 Wayfaring Dr estimated to be worth?
    Trulia's estimated value for 116 Wayfaring Dr in Winchester, VA is $568,000.
  • What is the price history for 116 Wayfaring Dr?
    116 Wayfaring Dr in Winchester, VA last sold for $539,900 in July 2025.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winchester?
    The median sale price in Winchester is $390K. That is up $10K from the prior month.
  • Does 116 Wayfaring Dr have air conditioning?
    Yes, 116 Wayfaring Dr in Winchester, VA has air conditioning.
  • Does 116 Wayfaring Dr have laundry facilities?
    Yes, 116 Wayfaring Dr in Winchester, VA has in-unit laundry.

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