Under Contract

Listed by Elizabeth Greenwell from Compass

Source: Bright MLS #VACL2006578

1344 Old Winchester Road, Boyce, VA, 22620

$921,500

3
1
1732 sq. ft.
653400 sq. ft.

SingleFam

30+ days on the market

What's around 1344 Old Winchester Road

About this property

In real estate, it's all about location. This isn't just a location — it's a high-cation. Opportunities like this are exceedingly rare: surrounded by large, protected parcels — many in conservation easement — in the heart of Hunt Country, under $1M, and an hour to Washington, D.C. This is the unicorn, offering a truly uncommon chance to embrace peaceful, abundant country living without compromise. Awaiting its next stewards, this picture-perfect vintage farmhouse is beautifully sited on 15.9 acres in coveted Blue Ridge Hunt territory, where a constant breeze and soft eastern mountain views set the rhythm of daily life. A winding half-mile drive sets the tone, leading to a storybook setting where historic charm meets modern ease. Inside, the 1,732 sq ft home is warm and complete — original hardwood floors, custom built-ins, and a wood-burning fireplace create an inviting atmosphere that is immediately livable. Three well-appointed bedrooms feature tailored storage, while a dedicated home office, laundry/mudroom with utility sink, and a private outdoor shower add thoughtful functionality. Every room is framed by picturesque views of the surrounding landscape. Outdoors, the property is equally compelling. A historic 60x40 two-story oak barn with electricity offers three stalls, a workshop, and a hay loft of extraordinary scale — a historical structure that defines the character of the entire property. A 40x100 metal equipment shed with concrete flooring provides serious working infrastructure. Additional outbuildings include a smaller ruminant barn and repurposed grain silos reimagined as charming chicken houses — blending practicality with a touch of whimsy. During their time here, the current owners have thoughtfully shaped the land for both beauty and utility — clearing acreage for pasture, adding extensive fencing, and creating a productive vegetable garden alongside a Virginia native flower garden and a dedicated cut flower garden. The groundwork is in place for small-scale animal husbandry and a true farm-to-table lifestyle. It's a property that invites you to live off the land, surrounded by character and authenticity that typically commands a far higher price point. Ideally located just 6 miles to Berryville, 8 miles to Winchester, and just 20 minutes to Middleburg, this offering strikes a rare balance — peaceful, private, and beautifully connected.

Looking for more information on 1344 Old Winchester Road?

Explore comparables, sales history and growth for this property.
Learn more

Similar properties for sale nearby

For Sale
$387,700
1741 Old Chapel Road
Boyce VA 22620
3
2
1
Single-Family
Listing courtesy of Real Broker, LLC
For Sale
$360,000
4766 John Mosby Highway
Boyce VA 22620
3
1
Single-Family
Listing courtesy of Hunt Country Sotheby's International Realty
For Sale
$375,000
12394 Lord Fairfax Highway
Boyce VA 22620
3
1
Single-Family
Listing courtesy of REMAX Roots | Berryville

Other properties for sale by Compass

For Sale
$289,000
A/12888 Grays Pointe Rd
Greenbriar VA 22033
1
1
1
Condo
Listing courtesy of Compass
For Sale
$899,900
1 Hickory Spring Court
Gaithersburg MD 20882
4
4
2
Single-Family
Listing courtesy of Compass
For Sale
$1,370,000
1240 Pine Hill Road
McLean VA 22101
4
4
1
Single-Family
Listing courtesy of Compass

Browse properties sold in nearby areas

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Compass participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Email
© 2026 RateMyAgent