110 Grindstone Dr, Winchester, VA 22602
Property image
Property image
SOLD
AUG 25, 2026

$527,800

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 4,055 sqft (on 0.53 acres)

110 Grindstone Dr, Winchester, VA 22602

Est. Refi. Payment $3,092/mo*
Refinance Your Home
Currently Off Market - Sold Aug 25, 2026 for $527,500 (0% below list price)

Home Value

Trulia Estimate
$528K
Since last month
Increased$1K (+0.2%)
Since last year
Increased$3K (+0.6%)
Since last sale
Increased$2K (+0.3%)
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 +49% in the last 10 years
MonthEstimated value
2026
September 2026$529K
August 2026$528K
July 2026$526K
June 2026$526K
May 2026$549K
April 2026$536K
March 2026$531K
February 2026$523K
January 2026$523K
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
124 Mcclure Way, Winchester, VA
0.12
Single-Family Home
$570,000
10/01/25
5
3.5
3,526
112 Westwood Cir, Winchester, VA
0.27
Single-Family Home
$510,000
05/15/26
4
3
2,652
219 Bentley Ave, Winchester, VA
0.21
Single-Family Home
$550,000
08/26/26
4
2.5
2,344
101 Sovereign Ct, Winchester, VA
0.33
Single-Family Home
$595,000
04/27/26
4
3.5
3,462
125 Alliance Ct, Winchester, VA
0.25
Single-Family Home
$445,000
12/09/25
4
3.5
2,176
105 Travis Ct, Winchester, VA
0.33
Single-Family Home
$514,900
09/14/26
4
2.5
2,302
130 Travis Ct, Winchester, VA
0.32
Single-Family Home
$591,000
08/31/26
4
4.5
2,318
112 Grindstone Dr, Winchester, VA
0.02
Single-Family Home
$470,000
05/01/26
4
1
2,158
109 Shelby Ct, Winchester, VA
0.26
Single-Family Home
$475,000
12/12/25
3
2.5
2,412

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
112 Grindstone Dr, Winchester, VA 22602
0.02
$470,000
4
1
2,158
Recently Sold
107 Grindstone Dr, Winchester, VA 22602
0.05
$485,700
4
2.5
2,022
Off Market
119 Grindstone Dr, Winchester, VA 22602
0.06
$516,500
4
2.5
2,338
Off Market
118 Grindstone Dr, Winchester, VA 22602
0.07
$482,600
3
2.5
2,174
Off Market
123 Grindstone Dr, Winchester, VA 22602
0.08
$530,500
5
3.5
2,864
Off Market
113 McClure Way, Winchester, VA 22602
0.10
$502,400
4
2.5
2,362
Off Market
183 Vine Ln, Winchester, VA 22602
0.10
$439,300
3
2
2,552
Off Market
124 Mcclure Way, Winchester, VA 22602
0.12
$597,500
5
3.5
3,526
Off Market
135 Alliance Ct, Winchester, VA 22602
0.20
$604,500
5
3.5
3,512
Off Market
121 Sovereign Ct, Winchester, VA 22602
0.21
$672,900
4
3.5
3,942
Off Market
212 Bentley Ave, Winchester, VA 22602
0.18
$474,600
3
2
1,782
Off Market

Local Information

  • Map ViewExplore the area around 110 Grindstone Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1963
0.53 acre lot
4,055 sqft
$130/sqft
2 Car Garage
HOA $15/mo

About this House

Rare offerings demand attention, and this property delivers a combination seldom found in Winchester. Originally established before Red Fox Run was developed, this .53-acre property offers the privacy, space, and flexibility that newer subdivision homes simply cannot replicate. A fully fenced concrete pool, expansive outdoor entertaining space, mature setting, and oversized homesite create a standout opportunity for buyers seeking multigenerational living, or a high-functioning primary residence with amazing flexibility. The main level offers one-level living with three spacious bedrooms and three full bathrooms, including a private ensuite primary bedroom thoughtfully positioned opposite the secondary bedrooms for separation and privacy. Recently refinished hardwood floors, fresh interior paint, freshly painted pool decking, and refreshed exterior elements create a move-in ready presentation with immediate appeal. Natural light pours through the oversized picture window into the large family room, while the dining room and dedicated laundry room are conveniently situated. The fully finished basement dramatically expands the home's value proposition with a separate entrance, full kitchen, full bath, bedroom, family room, and additional flex space. Few properties in Winchester offer this level of versatility combined with a private pool and oversized lot within an established neighborhood setting. Positioned approximately $60,000 below assessment value, this property presents a compelling opportunity for buyers searching for house hacking potential, multigenerational layouts, flexibility, pool homes, or finished basements outfitted with an entire living suite. Properties with this combination of land, flexibility, privacy, pool amenities, and income-producing capability rarely reach the market.
110 Grindstone Dr, Winchester, VA 22602 is a 4 bedroom, 4 bathroom, 4,055 sqft single-family home built in 1963. It last sold for the $529,900 asking price on Aug 25, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $527,800, with a rent estimate of $3,319/month.
Last check for updates: about 2 hours ago
Listed by Daune Zook, (804) 852-6454
Samson Properties
Bought with: Alexandra Lilian Brown, (571) 287-1895, Spring Hill Real Estate, LLC.
Originating MLS: Central Virginia Regional MLS
Source: CVRMLS, MLS#2614019

Home Details for 110 Grindstone Dr

Interior Features

Interior Details
Basement: Common Basement,Full,FinishedNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Full Bath, Kitchen, Laundry, Office, Recreation
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 4055 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Electric Water Heater, Disposal, Microwave, Oven, Refrigerator, WasherDishwasherDisposalMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Electric,Heat Pump,Natural Gas,Wood,Wood StoveHas CoolingAir Conditioning: Central Air,Heat PumpHas HeatingHeating Fuel: Electric
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Masonry, Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Carpet, Ceramic Tile, Vinyl
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Carpet, Ceramic Tile, Vinyl
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: StoopFencing: Back Yard, Fenced, PartialExterior: Paved DrivewayHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Driveway,Garage,Oversized,Paved,Garage Faces Rear,Garage Faces Side
Pool
Pool: Concrete, In Ground, Pool, PrivatePool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Surface & Elevation
Topography: Level
Finished Area
Finished Area (above surface): 2253 Square FeetFinished Area (below surface): 1802 Square Feet

Property Information

Year Built
Year Built: 1963
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Brick, DrywallNot a New ConstructionNot Attached Property
Property Information
Condition: ResaleParcel Number: 64D815

Price & Status

Price
List Price: $529,900Price Per Sqft: $130/sqft
Status Change & Dates
Off Market Date: Sun Jul 05 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: WinchesterCommunity: None
School Information
Elementary School: ArmelJr High / Middle School: Admiral Richard E ByrdHigh School: Millbrook

Community

Community Features: Home Owners Association

HOA

HOA Fee Includes: Common AreasAssociation for this Listing: Central Virginia Regional MLSHas an HOAHOA Fee: $175/Annually

Lot Information

Lot Area: 0.53 acres

Business

Business Information
Ownership: Individuals

Miscellaneous

BasementMls Number: 2614019Living Area Range Units: Square FeetAttic: Pull Down StairsAbove Grade Unfinished Area: 2253Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 451Below Grade Unfinished Area Units: Square FeetUniversal Property Id: US-51069-N-64D815-R-N

Additional Information

Home Owners AssociationDays On Market Replication: 39

Price and Tax history

DateEventPrice
Aug 25, 2026
Source: CVRMLS #2614019
Sold
$527,500
Jul 5, 2026
Source: CVRMLS #2614019
Pending
$529,900
Jul 5, 2026
Source: Bright MLS #VAFV2042064
Contingent
$529,900
Jun 15, 2026
Source: Bright MLS #VAFV2042064
PriceChange
$529,900
Price decreased by 2%
May 28, 2026
Source: Bright MLS #VAFV2042064
Listed For Sale
$539,900

Market trends in Winchester

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$393K
$3.33KMoM
Sale-to-List Price
99.9%
0.1%MoM
Price per sq ft
$221
$1MoM
Available listings
346
37MoM

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! "
    7
    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."
    13
    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

All or a portion of the multiple Listing information is provided by the Central Virginia Regional Multiple Listing Service, LLC, from a copyrighted compilation of Listing s. All CVR MLS information provided is deemed reliable but is not guaranteed accurate. The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC. All rights reserved.

Frequently asked questions about 110 Grindstone Dr

  • What is 110 Grindstone Dr estimated to be worth?
    Trulia's estimated value for 110 Grindstone Dr in Winchester, VA is $527,800.
  • What is the price history for 110 Grindstone Dr?
    110 Grindstone Dr in Winchester, VA last sold for $527,500 in August 2026.
  • 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 $393K. That is up $3.33K from the prior month.
  • Does 110 Grindstone Dr have air conditioning?
    Yes, 110 Grindstone Dr in Winchester, VA has air conditioning.
  • Does 110 Grindstone Dr have a pool?
    Yes, 110 Grindstone Dr in Winchester, VA has a pool.

Explore by feature - Pet Friendly

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