5237 Middle Rd, Winchester, VA 22602
OFF MARKET

5237 Middle Rd
Winchester, VA 22602

    (on 0.50 acres)

    Home Value

    Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

    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
    171 Laurel Grove Rd, Winchester, VA
    0.22
    Single-Family Home
    $652,500
    07/31/26
    3
    3
    3,052
    309 Germany Rd, Winchester, VA
    0.53
    Single-Family Home
    $510,000
    11/14/25
    3
    3
    2,656
    115 Germany Rd, Winchester, VA
    0.86
    Single-Family Home
    $611,500
    12/19/25
    4
    2.5
    2,520
    530 Laurel Grove Rd, Winchester, VA
    0.85
    Single-Family Home
    $999,900
    05/27/26
    5
    5.5
    5,670
    149 Carters Ln, Stephens City, VA
    1.37
    Single-Family Home
    $525,000
    11/20/25
    3
    3
    3,054
    109 Inez Ln, Stephens City, VA
    1.42
    Single-Family Home
    $899,000
    05/15/26
    4
    4.5
    3,304
    1512 Marlboro Rd, Stephens City, VA
    1.32
    Single-Family Home
    $670,000
    06/18/26
    3
    2.5
    2,305
    837 Marlboro Rd, Stephens City, VA
    1.72
    Single-Family Home
    $415,000
    10/08/25
    3
    2
    2,466
    120 Pomme Cir, Stephens City, VA
    1.67
    Single-Family Home
    $1,400,000
    03/20/26
    4
    5
    4,847
    430 Saddleback Ln, Winchester, VA
    1.63
    Single-Family Home
    $810,000
    02/03/26
    4
    3.5
    3,532

    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
    5321 Middle Rd, Winchester, VA 22602
    0.17
    $682,800
    3
    2.5
    2,824
    Off Market
    121 Laurel Grove Rd, Winchester, VA 22602
    0.19
    $581,600
    3
    2.5
    2,466
    Off Market
    171 Laurel Grove Rd, Winchester, VA 22602
    0.22
    $652,500
    3
    3
    3,052
    Recently Sold
    662 Germany Rd, Stephens City, VA 22655
    0.28
    $650,000
    4
    2.5
    2,096
    For Sale
    661 Germany Rd, Stephens City, VA 22655
    0.42
    $702,700
    5
    3.5
    3,609
    Off Market
    744 Germany Rd, Stephens City, VA 22655
    0.50
    $639,200
    4
    3
    2,012
    Off Market
    309 Germany Rd, Winchester, VA 22602
    0.53
    $510,000
    3
    3
    2,656
    Recently Sold
    341 Laurel Grove Rd #4, Winchester, VA 22602
    0.56
    $250,000
    -
    -
    -
    For Sale
    5533 Middle Rd, Winchester, VA 22602
    0.59
    $550,100
    3
    1.5
    1,375
    Off Market
    162 Bunchberry Ridge Ct, Stephens City, VA 22655
    0.69
    $914,600
    4
    3.5
    4,476
    Off Market
    203 Germany Rd, Winchester, VA 22602
    0.75
    $617,200
    4
    2.5
    2,928
    Off Market
    BUNCHBERRY & SERVICEBERRY COURTS, Stephens City, VA 22655
    0.82
    -
    -
    -
    -
    Off Market

    Local Information

    • Map ViewExplore the area around 5237 Middle Rd.
    -- mins to
    Commute Destination

    Home Highlights

    Lot Size
    0.5 acres
    Parking
    None

    About this House

    5237 Middle Rd is in Winchester, VA and in ZIP code 22602. This property has a lot size of 0.50 acres.
    5237 Middle Rd, Winchester, VA 22602 is a unknown. It is currently off market. The Trulia Estimate rent is $1,921/month.

    Home Details for 5237 Middle Rd

    Property Information

    Property Type / Style
    Property Type: Unknown

    Exterior Features

    Parking & Garage
    Parking: None

    Lot Information

    Lot Area: 0.50 acres

    Price and Tax history

    YearProperty taxTax assessment
    2025
    $408
    $85,000
    Home facts updated by county records

    Market trends in Winchester

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

    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 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! "
      3
      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."
      3
      Flag
    • George
      "I’ve only lived here several weeks but am impressed by the people in our neighborhood. Polite and friendly."
      9
      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"
      9
      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. "
      4
      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 !"
      4
      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

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    Homes for sale near 5237 Middle Rd

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    Off Market Homes Near 5237 Middle Rd

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    Frequently asked questions about 5237 Middle Rd

    • 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.
    • What do residents say about Winchester?
      Residents describe Winchester, VA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Winchester, VA.
    • What are the closest schools to 5237 Middle Rd?
      The closest schools to 5237 Middle Rd in Winchester, VA are Orchard View Elementary School (Pre-K, rated 3/10), Robert E. Aylor Middle School (rated 4/10), Sherando High School (rated 4/10).