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$529,900

  • For Sale
  • Under Contract
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 4,506 Sq. Ft.
  • 2 Car Garage
  • Updated 6 days ago
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110 Grindstone Drive, Winchester, VAVideo Tour of 110 Grindstone Drive, Winchester, VA.
Private pool, half-acre homesite, main-level living, and a fully finished lower-level living suite make this one of Winchester's most unique opportunities. Situated on a .53-acre lot established before the development of Red Fox Run, this property offers a level of privacy, outdoor space, and flexibility rarely found in today's subdivision homes. The main level features three bedrooms and three full baths, including a private primary suite thoughtfully separated from the secondary bedrooms. Recently refinished hardwood floors, fresh interior paint, refreshed exterior elements, and newly painted pool decking create a move-in-ready home. Natural light fills the spacious family room through an oversized picture window, while the dining area and dedicated laundry room add everyday convenience. Outside, the fully fenced concrete pool and expansive entertaining areas create the ideal setting for summer gatherings, outdoor dining, and relaxed evenings at home. The fully finished walkout basement offers exceptional versatility with a separate entrance, full kitchen, full bath, bedroom, family room, and additional flex space. Whether used for multigenerational living, an in-law suite, guest accommodations, extended family, a home office, or potential supplemental income opportunities, the layout provides flexibility rarely available in the Winchester market. Don't miss this home with a private pool, oversized lot, finished basement with kitchen, separate living quarters, main-level living, or multigenerational design! Opportunities to own a property with this level of privacy, functionality, outdoor enjoyment, and flexible living space are increasingly difficult to find.

Full Property Details for 110 Grindstone Dr

General

  • Price: $529,900
  • HOA FEE: $15/month
  • HOA FEE FREQ.: Annually
  • Taxes: $2,892 (2025)
  • Status: Under Contract
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAFV2042064
  • Updated: 7/5/2026
  • Added to Site: 45 day(s) ago

Interior

  • Rooms/Areas: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Laundry, Office, Bathroom 2, Bathroom 3, Primary Bathroom, Full Bath
  • Interior Features: Attic, Bathroom - Stall Shower, Bathroom - Tub Shower, Built-Ins, Carpet, Ceiling Fan(s), Combination Kitchen/Living, Dining Area, Entry Level Bedroom, Pantry, Primary Bath(s), Stove - Wood, Walk-in Closet(s), Wood Floors
  • Appliances: Dishwasher, Dryer - Electric, Microwave, Oven - Single, Refrigerator, Water Heater

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Main Floor Baths: 3
  • Main - Full Baths: 3
  • Lower Floor Baths: 1
  • Lower - Full Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Lower: 1
  • Bedrooms Main & Up: 3

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Concrete, In Ground

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Asphalt Driveway
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage - Side Entry

Location

  • County: FREDERICK
  • Subdivision: RED FOX RUN
  • Driving Directions: From the juction of Millwood Pke (17) & Front Royal Pke (22), proceed south 2 miles & turn left on Grindstone Drive. Proceed to property on right.

School Information

  • School District: Frederick County Public Schools
  • Elementary School: Armel
  • Middle School: Admiral Richard E. Byrd
  • High School: Millbrook

Community

  • Association: Yes

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Natural Gas, Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Septic
  • Water: Public

Structural Information

  • Architectural Style: Ranch/Rambler
  • Structure Type: Detached
  • Construction: Brick
  • Basement: Yes
  • Basement Entrance: Yes
  • Basement Desc.: Fully Finished, Rear Entrance, Walkout Stairs, Windows
  • Foundation: Slab
  • Roof: Shingle
  • Stories Description: Lower 1, Main
  • Square Feet: 4,506
  • Sq. Ft. Source: Assessor
  • Living Area: 4,055 Sq. Ft.
  • Finished Above Grnd: 2,253 Sq. Ft.
  • Finished Below Grnd: 1,802 Sq. Ft.
  • Year Built: 1963
  • Year Built Source: Assessor

Unit Information

Unit 1

  • Bathrooms-Lower: 1
  • Bedrooms-Lower: 1

Lot Features

  • Property View: Garden/Lawn
  • Lot Size (Acres): 0.53
  • Lot Size (Sq. Ft.): 23,087
  • Lot Size Source: Assessor
  • Zoning: RP

Financial Considerations

  • Price Per Sq. Ft.: $235.2
  • Association Fee: $175
  • Assoc Fee Freq.: Annually
  • Assessment Year: 2025
  • City/TownTax Freq: Annually
  • County Tax: $2,892
  • County Tax Freq: Annually
  • Tax w/Assessment: $602,500
  • Tax Amount: $2,892
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 4055

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 5

Listed by Samson Properties, Daune Zook

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Listing agent

— 110 Grindstone Dr —

  • Daune Zook

    Samson Properties

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 110 Grindstone Dr

School District:Frederick County Public Schools, Winchester, VA
NameGradesDistance
Evendale Elementary School
220 Rosa Lane, Winchester, VA 22602
PK-50.7 mi
Admiral Richard E. Byrd Middle School
134 Rosa Lane, Winchester, VA 22602
6-80.6 mi
Millbrook High School
251 First Woods Drive, Winchester, VA 22603
9-124.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 110 Grindstone Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/15/2026
Price Reduced
$529,900
-1.85%
MLS
5/28/2026
Listed
$539,900
85.85%
MLS
6/07/2018
Sold
$290,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 110 Grindstone Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,892
132%
$602,500
23%
2024
$1,246
-50%
$488,800
—
2023
$2,493
3%
$488,800
23%
2022
$2,421
—
$396,900
—
2021
$2,421
12%
$396,900
12%
2020
$2,164
—
$354,800
—
2019
$2,164
16%
$354,800
16%
2018
$1,868
2%
$306,200
—
2017
$1,837
7%
$306,200
7%
2016
$1,721
7%
$286,900
—
2015
$1,607
21%
$286,900
26%
2014
$1,329
—
$227,100
—
2013
$1,329
—
$227,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Samson Properties, Daune Zook

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110 Grindstone Drive, Winchester, VA 22602 (MLS# VAFV2042064) is a Single Family property with 4 bedrooms and 4 full bathrooms. 110 Grindstone Drive is currently listed for $529,900 and was received on May 28, 2026. Want to learn more about 110 Grindstone Drive? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

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