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4 Beds
4 Baths
8,613 sqft

$10,950,000

1610 DELAPLANE GRADE ROAD, UPPERVILLE VA, 20184

Price per sqft$1,271.33
Built in1809
Property size8,613 sqft
Property typeOther

Overview

Active

Active-bright

Listed Aug 5, 2026

Updated 6 days ago

Peace and Plenty at Bollingbrook, circa 1809, is a remarkable Virginia estate with breathtaking sunset views and a history reaching back to the earliest years of the Commonwealth. The property was originally part of a 9,600-acre land patent granted by Lord Fairfax in 1731. In 1809, 790 acres were given as a wedding present, upon which the original one-story Federal brick house was constructed. In 1830, Robert Bolling expanded the residence to 21 rooms, creating the handsome Jeffersonian house that remains today, distinguished by 14-foot ceilings, finely carved fireplace mantels, intricate cornices and columns, a graceful staircase, hand-blown glass walk-through windows, original decorative hardware and white oak floors. The estate retains all 17 of its historic structures, creating an unusually complete record of life on a Virginia country estate: the Manor House (4BR/3.5BA), Pool House (2BR/1.5BA), Stone Guest Cottage (1BR/1BA), Gate House Cottage (1BR/1BA), Chapel, Estate Manager’s House (2BR/2.5BA), 12-stall Barn, Broodmare Barn, Underground Silo—the oldest in the State of Virginia, the Cannery, Scale House, Blacksmith Shop, Wood Shed, Schoolhouse, Smokehouse, Summer Kitchen, Barn Apartment (2BR/1BA), and the Hilleary House. This amazing property could serve as a multi-generational compound, thriving equine business, showplace for entertaining, private luxury escape or all of the above. The first-floor of the Manor House opens to a grand foyer and four magnificent entertaining rooms—a Music Room, Living Room, Meeting Room, and Library. Beyond is an expansive Dining Room suited to large gatherings. The second-floor hallway leads to the Primary Suite which includes an adjoining sitting room that opens to the sunroom and wraparound upper balcony. The primary bath leads to an exceptional 27-by-18-foot closet and dressing room. There are two additional bedrooms, each with a fireplace and private bath. A wrought-iron spiral staircases lead to a cupola with spectacular 360-degree views. The Manor House also includes a back staircase, full basement, three-car garage, and mudroom entry adjoining the kitchen and enclosed porch. The Pool House overlooks the saltwater, heated pool surrounded by French cast iron statues and long views of the Blue Ridge, particularly beautiful at sunset. Across the grounds are open lawns, historic outbuildings, horse pastures and fields, and magnificent mature trees including the notable 250-year-old Cedar of Lebanon, recognized as one of the largest in Virginia. Preserved in easement with the Land Trust of Virginia and within the Piedmont Hunt territory, the 365-acre Bollingbrook estate remains a rare example of a Virginia estate preserved in both character and setting.

$72,851/mo

Est. mortgage payment based on a $10,950,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
VAFQ2019810

Interior Features

Bedrooms
4
Bathrooms
4
Fireplace
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
365.6 Acres

Other Property Details

Taxes
$33,566
Tax Frequency
Annually
Garage
Yes
View
Yes
55+/Senior Community
No
MLS provider logo

Listed by Hunt Country Sotheby's International Realty
Listing Contact: 7037325867 

The IDX display contains information sourced from the Bright MLS, Inc. as of 10/2/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

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Data last updated on 10/2/2026 at 12:00 AM UTC

 

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