For Sale

Listed by Hailey Helton and Shaun Simpson

Source: Bright MLS #VALO2034090

38291 John Mosby Highway, Middleburg, VA, 20117

$4,300,000

4
6
3
9800 sq. ft.
175547 sq. ft.

SingleFam

30+ days on the market

What's around 38291 John Mosby Highway

About this property

Nestled in Blue Ridge Mountain foothills and renowned countryside of Middleburg Virginia, this state-of-the-art home is beautifully sited on 4+ acres with meticulous plantings and a neighboring spring fed pond making it feels like much more. Stone columns frame its entrance and an elegant circular drive brings you up to the main entrance. This open floor plan creates dramatic sightlines from the moment you enter the home. The first floor has 10? ceilings with hardwood flooring. Located off the front 2-story foyer is a great room with a coffered ceiling and gas fireplace, a dining room with a trey ceiling and a home office that walks out to a screened-in porch with a fireplace and southern exposure for a breath of fresh air. The spacious great room has 15? of glass windows and doors which opens up to an exterior patio and outdoor kitchen to extend the living space and seamlessly connects to a gourmet kitchen with a bar is perfect for entertaining. Kitchen design was optimized for a serious cook, with professional level appliances (Viking, Thermador, Bosch) and expansive counter space. Adjacent is a charming breakfast room positioned for you to enjoy the view with every meal, a nicely sized laundry room, mudroom and powder room. Or if you prefer to stay inside you can enjoy a sitting room completely wrapped in windows with a beautiful coffered ceiling to watch the sun set over the landscape. No matter your location cable railing allows you to maximize the view. The mudroom connects to a 3-car garage equipped with power for electric car charging stations plus a workshop for the craftsman enthusiast. There is a 3-level elevator shaft for an easy upgrade. Upstairs there are 4 guest bedrooms each with a walk in closet and a full bathroom. Two of which are junior suites with high ceilings and transoms windows for lots of natural light. All the bathroom tile floors are heated throughout the home with custom tile work in the showers and exotic stone countertops. Off the main hallway is a bonus room and 2nd floor laundry room with a kitchenette for guests. There is access to attic storage above the main hallway. The master suite is privately situated at the eastern end of the house and has a second staircase for easier access as well as being positioned next to the proposed elevator. You enter the master suite through a long hallway opening up to a small sitting room and private bar with a coffee barista, fridge and cabinetry. As you make your way to the main bedroom the room opens up to a 14? vaulted ceiling and southern view you can enjoy from the private balcony that awaits. There beautiful make-up vanity with lighting, mirrors, seating and storage tucked in the spacious his/her owners closet. Secondary access to the laundry room with a dishwasher makes for easy living. The owners bath is tastefully appointed with a soaking tub, curb-less marble shower with elegant fixtures, a frameless glass door, his/her custom floating vanities and a large window to enjoy the views. Downstairs, walk into all the modern day amenities you could imagine starting with an entertainment room, bar, game room, pool table area and more. A stunning wine cellar framed with glass wall enhances the space, equipped to handle the finest of collections. The full bathroom with sauna connects to a spacious gym and an additional room for a theater or golf simulator to be easily added by owner. The basement opens to an amazing fire feature expanding the entertainment space. Outside, a generously sized limestone patio looks onto the 50? x 20? pool with sports deck, deep end, water feature and automatic cover for easy maintenance. The pool deck has a large redwood pergola with a wood burning fire pit. A pool house can be added by owner to include an open area with fireplace, kitchenette, bathroom and a closet for pool equipment storage. Please see Documents for details. Septic Percs for 4 bedrooms. If purchases finances w/US bank, incentives offered.

Looking for more information on 38291 John Mosby Highway?

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

Contact

Similar properties for sale nearby

For Sale
$750,000
22202 Newlin Mill Rd
Middleburg VA 20117
4
3
Single-Family
Listing courtesy of Foster Real Estate Services, LLC
For Sale
$2,850,000
36190 Turkey Roost Road
Middleburg VA 20117
4
5
2
Single-Family
Listing courtesy of Thomas and Talbot Estate Properties, Inc.
For Sale
$1,525,000
37143 Adams Green Lane
Middleburg VA 20117
4
5
2
Single-Family
Listing courtesy of Thomas and Talbot Estate Properties, Inc.

Other properties for sale by Real Broker, LLC

For Sale
$1,099,500
B-22/2445 West Gulf Drive
Sanibel FL 33957
2
2
2
Condo
Listing courtesy of Real Broker, LLC
For Sale
$925,000
10491 Manns Harbor Court
Gainesville VA 20155
5
5
4
Single-Family
Listing courtesy of Real Broker, LLC
For Sale
$409,900
99 Rigsby Avenue
Four Oaks NC 27524
3
3
2
Single-Family
Listing courtesy of Real Broker, LLC

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 Real Broker, LLC 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.

© 2026 RateMyAgent