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$539,900 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 4,506 Sq. Ft.
  • 2 Car Garage
  • Updated 2 hours ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Saturday 5/30 1:00 PM - 3:00 PM

110 Grindstone Drive,Winchester, VA 22602

110 Grindstone DriveWinchesterVA22602

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110 Grindstone Drive, Winchester, VAVideo Tour of 110 Grindstone Drive, Winchester, VA.
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, income-producing potential, 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 ideal for short-term rental opportunities, college event lodging, in-law accommodations, extended guest stays, or supplemental income potential. 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, STR flexibility, pool homes, finished basements with kitchens, or homes suited for Shenandoah University events and regional festivals. Properties with this combination of land, flexibility, privacy, pool amenities, and income-producing capability rarely reach the market.

Full Property Details for 110 Grindstone Dr

General

  • Price: $539,900
  • HOA FEE: $15/month
  • HOA FEE FREQ.: Annually
  • Taxes: $2,892 (2025)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAFV2042064
  • Updated: 5/27/2026
  • Added to Site: 4 day(s) ago
  • Expected Market Date: 5/28/2026

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.: $239.64
  • 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

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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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
5/23/2026
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
2024
$1,246
—
$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 $539,900 and was received on May 23, 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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