$529,900

110 Grindstone Dr, Winchester, VA 22602

  • 4 beds |
  • 4 baths |
  • 4,055 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1963
  • Property Lot Size Icon0.53acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $131/sqft
  • Property List Date Icon Listed 2 months ago

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.

Listing Status:
Pending
Data Last Updated:
August 6, 2026 at 12:15PM
Listing Office:
Samson Properties : (804) 430-9410
Listing Agent:
Daune Zook : (804) 852-6454
MLS ID:
2614019
  • General: BookcasesBuilt-in FeaturesBedroom on Main LevelCeiling Fan(s)Dining AreaSeparate/Formal Dining RoomFireplaceBath in Primary BedroomMultiple Primary SuitesPantryWalk-In Closet(s)
  • Appliances: DishwasherElectric Water HeaterDisposalMicrowaveOvenRefrigeratorWasher
  • Basement: Common BasementFullFinished
  • Flooring: CarpetCeramic TileVinyl
  • A/C: Central AirHeat Pump
  • Heating: ElectricHeat PumpNatural GasWoodWood Stove
  • Fireplace: MasonryWood BurningFireplaceFireplaces: 2
  • General: Paved Driveway
  • Style: Ranch
  • Other Structures: Stoop
  • Pool: ConcreteIn GroundPoolPrivate
  • Parking: AttachedDrivewayGarageOversizedPavedGarage Faces RearGarage Faces Side
  • Roofing: Shingle
  • General: BrickDrywall1
  • HOA Amenities: Common Areas175.0Annually
  • Originating MLS: CVR
  • County: Frederick
  • Topography: Level
  • Zoning: RED FOX RUN L564D-8-1-5
  • Fencing: Back YardFencedPartial
  • Water: Public
  • Sewer: Public Sewer
  • Source: CVR
  • Ownership: IndividualsSole Proprietor

This listing courtesy of Daune Zook , Samson Properties

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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