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110 Grindstone Drive, Winchester, VA 22602

$539,900
  • 110 Grindstone Drive, Winchester, VA 22602 Main Photo
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Lee Williams
Call: (804) 524-9001

New to the Market Active
BEDS4 BATHS4 full SQUARE FEET4,055 MLS#2614019
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

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.

Property Features

Property Type: Residential - Single Family
Basement: Common Basement, Full, Finished
Basement: Yes
Cooling: Central Air, Heat Pump
Fenced: Yes
Fireplaces: 2
Garage: 2 car attached
Heating: Electric, Heat Pump, Natural Gas, Wood, Wood Stove
Home Style: Ranch
Lot Size: 0.53 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $2,892
Year Built: 1963

Feature Descriptions

Appliances: Dishwasher, Electric Water Heater, Disposal, Microwave, Oven, Refrigerator, Washer
Community Features: Home Owners Association
Days on Site: 5
Exterior: Paved Driveway
Exterior: Brick, Drywall
Fencing: Back Yard, Fenced, Partial
Fireplace: Masonry, Wood Burning
Floor Features: Carpet, Ceramic Tile, Vinyl
Formal Dining: Yes
HOA Fee: 175/ Annually
Interior: Bookcases, Built-in Features, Bedroom on Main Level, Ceiling Fan(s), Dining Area, Separate/Formal Dining Room, Fireplace, Bath in Primary Bedroom, Multiple Primary Suites, Pantry, Walk-In Closet(s)
Lot: Cleared, Level
Parcel#: 64D-8-1-5
Parking: Attached, Driveway, Garage, Oversized, Paved, Garage Faces Rear, Garage Faces Side
Patio/Porch: Stoop
Pool Features: Concrete, In Ground, Pool, Private
Security: Smoke Detector(s)
Sewer: Public Sewer
Topography: Level
Water: Public

Room Sizes

Office: 14.0 x 13.0 Level - Lower
Bedroom 4: 14.0 x 14.0 Level - Lower
Recreation: 26.0 x 15.0 Level - Lower
Kitchen: 15.0 x 5.0 Level - Lower
Laundry: 8.0 x 7.0 Level - First
Bedroom 3: 15.0 x 11.0 Level - First
Bedroom 2: 16.0 x 14.0 Level - First
Primary Bedroom: 24.0 x 19.0 Level - First
Dining Room: 14.0 x 12.0 Level - First
Family Room: 30.0 x 15.0 Level - First
Kitchen: 14.0 x 13.0 Level - First

Local Schools

High School: Millbrook
Middle School: Admiral Richard E Byrd
Elementary School: Armel

Listed By / Shown By

Listed By

Agency Name: Samson Properties

Shown By

Agent Name: Lee Williams
Agent Phone: (804) 524-9001
Agency Title: Napier Realtors ERA

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Estimated Payment

$ 1,600.05 per month $1,201.58 Principal & Interest $241.00 Property Tax $157.47 Homeowner's Insurance

Change Payment Information

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years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Movement Mortgage
Listed By: Samson Properties

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/02/2026. The listing information on this page last changed on 06/02/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 06/02/2026 12:02:20 AM EST) or CAAR MLS (last updated Mon 06/01/2026 11:10:08 PM EST) or CVRMLS (last updated Mon 06/01/2026 11:58:45 PM EST) or Williamsburg MLS (last updated Mon 06/01/2026 10:55:06 PM EST) or NNAR MLS (last updated Mon 06/01/2026 10:26:46 PM EST) or Chesapeake Bay & Rivers (last updated Mon 06/01/2026 8:50:59 PM EST). Real estate listings held by brokerage firms other than Napier Realtors ERA may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.



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These real estate listings were derived from the Central Virginia Regional Multiple Listing Service, LLC, of which this brokerage is an independently owned Participant. The information contained in these listings is deemed reliable but is not guaranteed. All MLS listings are © 2026 Central Virginia Regional Multiple Listing Service,LLC. All rights reserved. No one may copy and/or repost these MLS listings, or any portion thereof, without the written permission of an authorized officer of the Central Virginia Regional Multiple Listing Service, LLC. These listings are refreshed within a minimum of every seven calendar days. Thus, listings may appear here for properties no longer on the market. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties for purchasing or leasing.



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