550 Gray Ave, Winchester, VA 22601
Property image
Property image
OFF MARKET

$382,600

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,131 sqft

550 Gray Ave, Winchester, VA 22601

Est. Refi. Payment $2,172/mo*
Refinance Your Home
Currently Off Market - Sold Jan 19, 2024 for $365,000

Home Value

Trulia Estimate
$383K
Since last month
Decreased$7K (-1.7%)
Since last year
Decreased$800 (-0.2%)
Since last sale
Increased$18K (+4.8%)
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 +167% in the last 10 years
MonthEstimated value
2026
August 2026$383K
August 2026$383K
July 2026$389K
June 2026$391K
May 2026$395K
April 2026$396K
March 2026$383K
February 2026$385K
January 2026$382K
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
513 Van Fossen St, Winchester, VA
0.19
Single-Family Home
$355,000
05/06/26
4
2.5
2,804
614 Sherlock Trce, Winchester, VA
0.14
Single-Family Home
$369,000
09/03/26
3
2.5
1,737
290 Green St, Winchester, VA
0.27
Single-Family Home
$415,000
12/01/25
4
3
2,255
621 Butler Ave, Winchester, VA
0.12
Single-Family Home
$300,000
12/15/25
4
2
1,803
317 Gray Ave, Winchester, VA
0.29
Single-Family Home
$374,900
07/17/26
4
2.5
1,536
301 Liberty Ave, Winchester, VA
0.08
Single-Family Home
$340,000
11/21/25
3
2
1,293
320 Virginia Ave, Winchester, VA
0.22
Single-Family Home
$450,000
07/15/26
3
2.5
1,549
317 N Kent St, Winchester, VA
0.37
Single-Family Home
$302,000
08/14/26
4
3
1,916
807 Butler Ave, Winchester, VA
0.34
Single-Family Home
$407,000
01/20/26
5
3
1,797
411 Van Fossen St, Winchester, VA
0.25
Single-Family Home
$511,000
04/13/26
5
2.5
2,890

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
609 Smithfield Ave, Winchester, VA 22601
0.05
$218,200
2
1
976
Off Market
601 Gray Ave, Winchester, VA 22601
0.04
$359,900
3
2
1,743
For Sale
543 Gray Ave, Winchester, VA 22601
0.04
$239,100
2
1.5
1,024
Off Market
541 Gray Ave, Winchester, VA 22601
0.04
$210,200
2
1.5
1,024
Off Market
536 Gray Ave, Winchester, VA 22601
0.04
$318,400
3
1.5
1,408
Off Market
47 Race St, Winchester, VA 22601
0.05
-
-
-
-
Off Market
620 Fairview Ave, Winchester, VA 22601
0.10
$308,100
3
1.5
1,200
Off Market
45-45 1/2 Race St, Winchester, VA 22601
0.06
$212,400
4
2
624
Off Market
45 Race St #1/2, Winchester, VA 22601
0.06
$226,000
2
1
1,249
Recently Sold
43 Race St, Winchester, VA 22601
0.07
$179,000
3
1
-
Off Market
531 Gray Ave, Winchester, VA 22601
0.06
$205,400
2
1.5
1,024
Off Market

Local Information

  • Map ViewExplore the area around 550 Gray Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1961
2,131 sqft
$180/sqft
Open Parking

About this House

Seller offering $10K towards closing costs or lower interest rate and use it towards 2-1 buy down on your interest rate, ask agent for details! Check out this over 2100 square feet brick Cape Cod home with fenced in yard. This recently updated 4 bedroom 3 bath brick home on north of historic district has beautiful hardwood floors on main & upper level, freshly painted, roof and gutters replaced in 2018, and all new HVAC system. The first floor boasts updated kitchen and bathroom with large living room with wood burning fireplace, and large dining room, and master bedroom. Upper level has 2 nice size bedrooms, and full bath, with some open space for an office or playroom at the top of the stairs. Enjoy the large-finished walkout basement with large full bath, laundry room, utility room, large bedroom, and large family/game room with wood burning stove, would be a great in-law suite or could be a great Airbnb, or rental. Enjoy the summers with the family BBQ’s in the back yard, with large deck. Home has large shed with power for storage or shop. Quick access to commuter routes, shops, and restaurants.
550 Gray Ave, Winchester, VA 22601 is a 4 bedroom, 3 bathroom, 2,131 sqft single-family home built in 1961. It last sold for $365,000 on Jan 19, 2024 (1% above the $359,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $382,600, with a rent estimate of $2,557/month.
Last check for updates: about 4 hours ago
Listed by Mr. Robert Adams II, (540) 664-4510
Weichert Realtors - Blue Ribbon
Bought with: Piedad Suarez, (703) 855-9915, Spring Hill Real Estate, LLC.
Source: Bright MLS, MLS#VAWI2004642

Home Details for 550 Gray Ave

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 9Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 1Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2131 Square Feet
Appliances & Utilities
Utilities: DSL, BroadbandAppliances: Oven/Range - Electric, Refrigerator, Electric Water HeaterRefrigerator
Heating & Cooling
Heating: Forced Air,Heat Pump,ElectricHas CoolingAir Conditioning: Heat Pump,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Flooring: Wood, Concrete
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Wood, Concrete
View
Has a ViewView: Trees/Woods

Exterior Features

Exterior Home Features
Patio / Porch: DeckFencing: PartialOther Structures: Above Grade, Below GradeFoundation: Block, Brick/MortarNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway
Pool
Pool: None
Frontage
Responsible for Road Maintenance: City/CountyNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1401 Square FeetFinished Area (below surface): 730 Square Feet

Property Information

Year Built
Year Built: 1961Year Renovated: 2023
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: BrickNot a New Construction
Property Information
Parcel Number: 15405 1

Price & Status

Price
List Price: $359,900
Status Change & Dates
Off Market Date: Fri Jan 19 2024Possession Timing: 0-30 Days CD, 31-60 Days CD, Coin w/Sell Sett

Active Status

MLS Status: CLOSED

Location

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

Building

Building Area
Building Area: 2131 Square Feet

Community

Not Senior Community

HOA

No HOA

Listing Info

Special Conditions: Standard

Offer

Contingencies: Appraisal, Financing Approval, Home InspectionListing Agreement Type: Exclusive Right To SellListing Terms: Other

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: VAWI2004642Above Grade Unfinished Area: 1401

Price and Tax history

DateEventPrice
Jan 19, 2024
Source: Bright MLS #VAWI2004642
Sold
$365,000
Nov 17, 2023
Source: Bright MLS #VAWI2004642
Contingent
$359,900
Nov 9, 2023
Source: Bright MLS #VAWI2004642
PriceChange
$359,900
Price decreased by 3%
Nov 7, 2023
Source: Bright MLS #VAWI2004642
PriceChange
$369,900
Price decreased by 3%
Nov 1, 2023
Source: Bright MLS #VAWI2004642
Listed For Sale
$379,900

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! "
    5
    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."
    11
    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 !"
    6
    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 550 Gray Ave

  • What is 550 Gray Ave estimated to be worth?
    Trulia's estimated value for 550 Gray Ave in Winchester, VA is $382,600.
  • What is the price history for 550 Gray Ave?
    550 Gray Ave in Winchester, VA last sold for $365,000 in January 2024.
  • 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 550 Gray Ave have air conditioning?
    Yes, 550 Gray Ave in Winchester, VA has air conditioning.
  • Does 550 Gray Ave have parking?
    Yes, 550 Gray Ave in Winchester, VA has on-site parking.

Explore by feature - Pet Friendly

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