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575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2026 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY. LISTING DATA REFRESHED ON MAR 15 2026 AT 10:26 AM.

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507 WINCHESTER St

warrenton, VA 20186

$1,485,000

  • 5 BR
    4 BA, 1 HALF BA
    approx. 5,986 SF

Interested? Let's Connect

So many options for Historic Boxwood. A stately 1910 stone manor on 2.7 acres of lawns, mature trees and gardens. Located at the edge of Warrenton, Virginia's Historic District, Boxwood includes three expansive levels totaling nearly 6000 square feet, and offers timeless craftsmanship, rich architectural detail, and unmatched presence.
The home’s stone façade and classic lines welcome one in. Inside, discover 9 foot ceilings, original woodwork, and gracious living spaces designed for both intimate gatherings and large-scale entertaining. With fireplaces, oversized windows, richly paneled library and sweeping views of the grounds, every room exudes warmth, charm and character. Main floor spaces include large double living room, oversized dining room with access to outside porch, the library and homey kitchen. The second level includes 4 bedrooms, office with library, and three full baths. The third level has large play room, full separate apartment with living, bedroom, kitchen, laundry and lovely balcony overlooking the gardens.
Boxwood was home to a beloved Montessori school for nearly 50 years and holds special memories for its former students. Some of the outdoor play areas still remain, together with outbuildings and an in-ground pool.
This exceptional property offers privacy, prestige, and the possibility to create your own legacy in one of Warrenton’s most storied homes. Boxwood is a rare blend of historic soul and livability. Close to shopping, fine dining, and cultural landmarks, this is more than a home—it’s a lifestyle.
And importantly, by-right development opportunities can yield additional parcels. Additional land is also available, together with the neighboring1917 Craftsman home on 2.28 acres. Ask Lister for details and a private showing.

Details

5,986 Sq Ft

2.69 Private Acres Lot Size

other

$8,293 Annual Tax

Built in 1910

MLS/Listing ID VAFQ2016280

Amenities & Features

Double Hung

Pool - Filtered

Balcony

Construction - Stone

Style - Colonial

Pantry

Skylights

Heating - Natural Gas

Stone

Natural Wood

Wood

Cooling - Window Units

Slate

Metal

Pets Allowed

Estimate my mortgage

TOTAL MONTHLY COST

$0

  • PRINCIPAL & INTEREST

    $0

  • PROPERTY TAXES

    $0

  • Common Charges

    $0

HOME PRICE
DOWN PAYMENT
TERM
INTEREST

Interested In 507 WINCHESTER St?

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 03/15/2026.
Source: Bright Multiple Listing Service, Inc.

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