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110 Grindstone Drive, Winchester, VA 22602 (MLS # 2614019)

Price $539,900
Status Active
Beds 4
Baths 4 Baths
Home size 4,055 sqft
Lot Size 23,087 sqft
Days on Market 6
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 Type(s): Single Family
Last Updated 5/27/2026 Tract None
Year Built 1963 Community 246 - Frederick
Garage Spaces 2.0 County Frederick

SCHOOLS

Elementary School Armel
Jr. High School Admiral Richard E Byrd
High School Millbrook

Additional Details

AIR Ceiling Fan(s), Central Air, Heat Pump
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Disposal, Electric Water Heater, Microwave, Oven, Refrigerator, Washer
AREA 246 - Frederick
BASEMENT Finished, Full, Yes
CONSTRUCTION Brick
FIREPLACE Yes
GARAGE Yes
HEAT Electric, Heat Pump, Natural Gas, Wood, Wood Stove
HOA DUES 175|Annually
INTERIOR Bookcases, Built-in Features, Ceiling Fan(s), Master Downstairs, Pantry, Walk-In Closet(s)
LOT 0.53 acre(s)
LOT DESCRIPTION Cleared, Level
PARKING Attached, Driveway, Garage, Oversized, Paved, Garage Faces Rear, Garage Faces Side
POOL Yes
POOL DESCRIPTION Outdoor Pool, In Ground, Private, Gunite
SEWER Public Sewer
STORIES 1
STYLE Ranch
SUBDIVISION None
TAXES 2892
WATER Public
ZONING RP

Location

 

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Listed with Samson Properties

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 Listings. 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.

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Last Updated: 5/30/26 11:29 AM PDT

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