155 Stuart Dr, Winchester, VA 22602
OFF MARKET

155 Stuart Dr
Winchester, VA 22602

  • 3 Beds
  • 3 Baths
  • 3,402 sqft (on 1 acre)

$552,500

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $3,082/mo*
Refinance Your Home

$552,500

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $3,082/mo*
Refinance Your Home
3 Beds
3 Baths
3,402 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 155 Stuart 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
1971
Lot Size
1 acre
Living Area
3,402 sqft
Price/Sqft
$162
Parking
Garage

About this House

This single-family home is located at 155 Stuart Dr, Winchester, VA. 155 Stuart Dr is in Winchester, VA and in ZIP code 22602. This property has 3 bedrooms, 4 bathrooms and approximately 3,402 sqft of floor space. This property has a lot size of 1 acre and was built in 1971.
155 Stuart Dr, Winchester, VA 22602 is a 3 bedroom, 4 bathroom, 3,402 sqft single-family home built in 1971. It last sold for $320,000 on Apr 22, 2019. It is currently off market. The Trulia Estimate is $552,500, with a rent estimate of $2,937/month.

Home Details for 155 Stuart Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 7Types of Rooms: Dining Room, Family Room, Laundry Room, Master Bath, Office, Sun RoomWet Bar
Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Hardwood, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: BrickFoundation Type: Concrete BlockLawnPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 1 acre

Price History for 155 Stuart Dr

DatePriceEventSource
04/22/2019$320,000Sold
N/A
03/16/2019$327,000PriceChange
Agent Provided
02/08/2019$329,000PriceChange
Agent Provided
12/26/2018$335,000Listed For SaleAgent Provided
02/05/2018$319,000ListingRemovedAgent Provided
11/13/2017$319,000PriceChange
Agent Provided
10/21/2017$329,000PriceChange
Agent Provided
09/19/2017$339,000Listed For SaleAgent Provided
12/16/2016$69,600Sold
N/A

Market trends in Winchester

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$380K
$10.67KMoM
Sale-to-List Price
100.0%
0.2%MoM
Price per sq ft
$216
$1MoM
Available listings
302
31MoM
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Property Tax and Assessment

Year2025
Tax$2,697
Assessment$561,900
Home facts updated by county records

Comparable Sales for 155 Stuart Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3466 Middle Rd, Winchester, VA
0.12
Single-Family Home
$465,000
05/20/26
3
3
2,483
2285 Jones Rd, Winchester, VA
0.38
Single-Family Home
$372,500
07/10/26
3
2.5
2,192
111 Garnett Ct, Winchester, VA
0.21
Single-Family Home
$732,000
11/25/25
3
2
2,350
103 Sharon Dr, Winchester, VA
0.61
Single-Family Home
$550,000
01/09/26
5
3
4,047
319 Greenfield Ave, Winchester, VA
1.15
Single-Family Home
$337,500
11/24/25
4
3
2,874
137 Stonebrook Rd, Winchester, VA
0.93
Single-Family Home
$705,000
02/03/26
4
4
3,783
314 Greenfield Ave, Winchester, VA
1.18
Single-Family Home
$576,000
07/13/26
4
2.5
2,520
122 Stuart Dr, Winchester, VA
0.11
Single-Family Home
$310,000
01/16/26
5
3
2,726
202 Butterscotch Ct, Winchester, VA
0.99
Single-Family Home
$500,000
02/20/26
3
3
3,207
162 Janes Way, Winchester, VA
0.73
Single-Family Home
$770,000
02/25/26
4
3.5
4,461

Nearby homes

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Assigned Schools

These are the assigned schools for 155 Stuart Dr.
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! "
    2
    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."
    8
    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"
    8
    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!"
    3
    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. "
    3
    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 !"
    3
    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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Apartments for Rent

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Explore by feature - Pet Friendly

59 pet-friendly rentals in Winchester, VA

Explore by feature - Garage

30 rentals with a garage in Winchester, VA

Explore by feature - Air Conditioning

123 rentals with air conditioning in Winchester, VA

Explore by feature - Pool

17 rentals with a pool in Winchester, VA

Explore by feature - Washer/dryer

69 rentals with a washer/dryer in Winchester, VA

Explore by feature - Outdoor Space

23 rentals with an outdoor space in Winchester, VA

Homes for sale near 155 Stuart Dr

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Off Market Homes Near 155 Stuart Dr

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Frequently asked questions about 155 Stuart Dr

  • What is 155 Stuart Dr estimated to be worth?
    Trulia's estimated value for 155 Stuart Dr in Winchester, VA is $552,500.
  • What is the price history for 155 Stuart Dr?
    155 Stuart Dr in Winchester, VA last sold for $320,000 in April 2019.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Winchester?
    The median sale price in Winchester is $380K. That is down $10.67K from the prior month.
  • Does 155 Stuart Dr have air conditioning?
    Yes, 155 Stuart Dr in Winchester, VA has air conditioning.
  • Does 155 Stuart Dr have laundry facilities?
    Yes, 155 Stuart Dr in Winchester, VA has in-unit laundry.