435-Acre Oakendale Farm Estate Asks $19.6 Million in The Plains, Virginia

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435-Acre Oakendale Farm Estate Asks $19.6 Million in The Plains, Virginia

$19,600,000 | Built 1938 | 8,000 Sq. Ft. | 6 Beds | 5.5+ Baths | 435 Acres
2227 Penny Ln, The Plains, VA 20198

Oakendale Farm, ca. 1938 is the epitome of an exquisite Virginia Hunt County Estate. Located within minutes of Middleburg, Virginia, its 435 acres are in prime Orange County Hunt territory with potential for incredible ride-out. From the Manor house to the meticulously manicured gardens, grounds, dependencies, and the hundreds of acres of surrounding pastures with protected view-sheds, Oakendale is in a class of its own. The entrance to the estate is from a quiet country road, 5 minutes south of historic Middleburg. Once inside the gates, the first drive to the left leads to the courtyard of the manor house, a second courtyard with private office and guest house, and a third courtyard which features the custom greenhouse, and the oversized and heated 5 bay garage with a spacious second floor entertainment room. Next to the garage is a 105k generator which provides back-up power to the manor house and most of the other buildings in these courtyards.

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MANOR HOUSE: Designed by renowned architect, William Lawrence Bottomley and constructed by master builder, W. J. Hanback, the Colonial Revival stone manor house is sited perfectly to enjoy the commanding views of the estate and surrounding countryside from the Bull Run to the Blue Ridge Mountains. One enters the Foyer (15′ x 14′), to its beautiful, curved staircase, and wide board walnut flooring which carries throughout the formal living areas. To the right of the foyer, wide steps lead down into the anteroom, and then into the gracious Living Room (36′ x 18’6″) with walk-in bay window and French doors to the back gardens. Once again from the foyer, a hallway leads into the very handsome paneled library (16′ x 16′), with fireplace, French doors opening to gardens, and a curved reading nook surrounded by windows.

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The hallway then leads to the elegant stone terrace with seating walls surrounded by boxwood gardens designed to draw attention to the expansive and protected views. From the terrace one has access to the pool (60′ x 40′), pool house with covered terrace, grill, wet bar, showers, and changing rooms. Returning to the home, the next room from the foyer is the banquet sized dining room (20′ x 18′) which includes an intimate dining area surrounded by windows. Just beyond the dining room is a very private garden room perfect for taking afternoon tea. The room to the left of the front door houses 2 coat closets and leads to the elevator and the butler’s pantry. From here one enters the Kitchen (20′ x 17′), which features a 6 burner Viking Range with Viking Hood. The workspace is open to the light filled breakfast room (12’6″ x 9′) surrounded by windows. Beyond the kitchen is the laundry area, steps to both the upper and lower levels, and a side door, which leads to the courtyard shared by the 2-story office and guest house.

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The second level of the manor house offers a magnificent primary suite complete with bedroom (21′ x 17′), private porch for breathing in the glorious views, sitting room (20′ x 16′), exercise room/dressing room (12′ x 9′) and 2 full baths. The remainder of the second level offers: bedroom #2 (17′ x 16′) with private bath, bedroom #3 (15′ x 10′) w/private bath, & a 2 bedroom suite (11′ x 9′ & 12′ x 8′), full bath, & sitting room w/ kitchenette. This suite has access to the back stairwell. Oakendale Farm consists of 2 tax parcels: 333.19 acres and 102 acres, both parcels are protected by an easement with the Virginia Outdoors Foundation. IN ADDITION TO THE MANOR HOUSE OF OAKENDALE, DEPENDENCIES INCLUDE: – 2-story office with porch – Guest house w/3 bedrooms and terrace – Farm manager’s house – 5+ car garage – 8 stall courtyard barn w/double wash stall, office, laundry & one-bedroom apartment – Barn for 2 horse trailers – Equipment barn with 8 bays (3 climate controlled) – Bank barn & Creamery – Stunning greenhouse – Pool & pool house – Historic Log Cabin on the 102 ac.


John Colesjcoles@thomasandtalbot.com • (540) 270-0094
Thomas & Talbot Estate Properties
Photography Credit: Upward Studio

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