2227 Penny Ln

The Plains, VA 20198 View Map $19,600,000 Schedule a Tour

Jacobs & Co Real Estate

(703) 594-3800

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Status: Active
Property Type:Detached
MLS #:VAFQ2010208
Sq. Feet:8,000
On Site:252 Days
Lot Size:435 Acres

Listing Office

Office:Thomas And Talbot Estate Properties, Inc.
Broker Email:[email protected]
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.
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. 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.
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.
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.

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$000 Monthly Payment
Loan and interest only.

Detailed Maps

Community Information

Address:2227 Penny Ln, The Plains, VA 20198
Body of Water (Name):Pond and creek
Subdivision:None Available
Zip Code:20198

School Information

High School:KETTLE RUN
Middle School:MARSHALL
Elementary School:W.G. COLEMAN


Bedrooms: 6
Bathrooms: 5 Full / 2 Half
Year Built:1938
Construction: Stone
Year Renovated: 1985
Roof: Metal
Foundation: Stone
Basement Type: Combination

Features / Amenities

Interior Features: Breakfast Area, Additional Stairway, Built-Ins, Butlers Pantry, Crown Moldings, Curved Staircase, Elevator, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Table Space, Primary Bath(s), Wood Floors
Appliances: Commercial Range, Dishwasher, Dryer, Exhaust Fan
Flooring: Hardwood, Carpet, Tile/Brick
Other Rooms: Living Room, Dining Room, Primary Bedroom, Sitting Room, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Library, Foyer, Breakfast Room, Bedroom 6
Fireplace: Mantel(s), Marble, Wood
Exterior Features: Extensive Hardscape, Exterior Lighting, Gutter System, Outbuilding(s)
Patio And Porch: Patio(s), Terrace, Balcony
Horse Amenities: Paddock, Stable(s)
Pool: In Ground
Sub Structure Types: Above Grade, Below Grade
Garage: Additional Storage Area, Garage - Front Entry, Oversized
Garage Spaces: 5
Cooling: Central A/C
Cooling Fuel: Electric
Heating: Radiator
Heating Fuel: Electric
Hot Water: Electric

Square Footage

Finished Sq. Ft.
Above Grade 8000
Below Grade 0
Total 8000


Bedroom 4Upper 1 Level8x12
KitchenMain Level17x20Kitchen - Propane Cooking
Bedroom 3Upper 1 Level9x11
Bedroom 2Upper 1 Level16x17
Primary BedroomUpper 1 Level16x20
Sitting RoomUpper 1 Level10x15
LibraryMain Level16x16Flooring - HardWood,Crown Molding,Fireplace - Wood Burning,Built-Ins
Breakfast RoomMain Level9x12
Living RoomMain Level18x36Flooring - Wood,Fireplace - Wood Burning
Dining RoomMain Level18x20Fireplace - Wood Burning,Flooring - HardWood
FoyerMain Level14x15Flooring - HardWood
Bedroom 6Upper 1 Level
Bedroom 5Upper 1 Level

Property Features

Lot Size: 435 Acres
Lot Description: Additional Lot(s), Landscaping, Not In Development, Open, Partly Wooded, Pond, Private, Road Frontage, Rural, Stream/Creek
Water Access: Private Access
Location: Rural
Parking Types: Detached Garage
View: Courtyard, Garden/Lawn, Mountain, Panoramic, Pasture, Pond, Scenic Vista, Trees/Woods
TV/Cable/Com: Under Ground
Sewer: On Site Septic
Water: Well
Roads: Paved
Directions:From Middleburg: South on Madison St. which becomes Landmark School Road, continue for approximately 1.8 miles and turn right onto Penny Lane, which is a private drive for this property. Please, no drive-throughs, Security Cameras

Tax and Financial Info

Total Taxes: $34,127 (paid Annually)
Tax Year: 2022
Ownership Type: Fee Simple
Homeowners' Assoc.: No
County Tax Rate: $28,647.00 (Annually)



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2227 Penny Ln The Plains,  VA 20198
2227 Penny Ln The Plains, VA 20198
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Listing Information Last Updated 6/20/2024
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