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Circa 1780

A historical marker and cornerstone for American history on Maryland’s Eastern Shore, Wilderness Estate provides a commanding presence among old-growth trees along the Choptank River with broad southerly views.  With original structures that are impeccably well-kept and improved with modern amenities, the Estate represents a unique opportunity to enjoy the best of the Eastern Shore.


As part of a 1659 land patent from Lord Baltimore, the farm has been maintained for generations preserving its rural and agricultural heritage.  Productive farm fields, tidal wetlands, and woodland provide immense habitat for wildlife and waterfowl.

Listed at $8,800,000

Wilderness Estate

27295 Southside Island Creek Road

Trappe, Maryland 21673


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The distinctive barn was constructed in 1912. Beginning in 1967 and spanning more than two decades, it was carefully restored to reflect the style of the Victorian era during which it was originally constructed. The barn is a combination of alternating red and green doors and trim on bright white. Additional outbuildings include an original corn crib, oil shed, sheep shed, workshop, dairy and smokehouse.

The main house has great historical significance not only for the original owner’s grandson who lived there and served two terms as the Governor of Maryland but also for its place in the development of Maryland’s domestic architecture, as noted on two markers from the Maryland Bicentennial Commission and the Maryland Historical Society.