110 GRINDSTONE DRIVE

Winchester, VA 22602

$529,900

pending
4
Beds
4
Baths
4,055
Sq Ft
1963
Built

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110 GRINDSTONE DRIVE - Photo 1

Listing details

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.

Location

Living in Winchester

Schools

SOL Pass Rate75%

Public schools

  • John Handley High School
  • Daniel Morgan Middle School
  • Quarles Elementary

Commute

Drive to DC10 min

Major Routes

I-81, Rt 7, Rt 11, Rt 50, Rt 522

Listed by Daune Zook, Samson PropertiesMLS# 804959893638Listing via Bright MLS IDXUpdated Jul 5, 2026

Single Family agents in Winchester

Sorted by how many single-family homes they have sold in Winchester, plus speed, list-to-sold ratio, and price-band fit. Select up to 3 to interview.

DW

Daniel Whitacre

Platinum

Colony Realty

SP

Sheila Pack

Platinum

RE/MAX Roots

DS

David Spence

Platinum

RE/MAX Roots

JT

Jim Thomson

Platinum

Realty ONE Group Old Towne

JS

James Sears

Gold

D R Horton Realty of Virginia LLC

TJ

Tracy Jennings

Platinum

D R Horton Realty of Virginia LLC

LW

Laura White

Platinum

ERA Oakcrest Realty, Inc.

LW

Leslie Webb

Platinum

Long & Foster Real Estate, Inc.

JM

Jeanne Mezzatesta

Platinum

Colony Realty

LB

Lori Bales

Platinum

Keller Williams Realty

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Listing information is provided through IDX courtesy Keller Williams Capital Properties.

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