Enter through the gate on Old Yorktown Rd and “Judy’s Secret Garden”, an English style garden with a  wonderful array of plantings, shrubs and trees is before you. The almost one acre property incorporates 3 additional structures along with the main house. A brook runs through the property, there are expansive lawns for family gatherings and a wonderful patio within the garden.

The east side of the house is the site of an early 18th century tavern and inn.   Folklore has it that a tunnel existed between the house and the First Presbyterian Church across Route 132, used during the Revolutionary War for smuggling armaments and soldiers from the church when a raid on the church was anticipated.

The Chessa House with all its charm and unique beauty has the distinguished honor of garnering much recognition throughout the years. In 1988 it received the Heritage Preservation Award from the Yorktown Historical Society, it was the subject of many past articles from the Yorktown Herald, North County News and the Yorktown Observer. It is designated as a key historic site within the town.

The interior offers original detail and charm, 4 bedrooms, 2 full baths and a separate lower level entrance for possible special use. The house contains numerous rooms with original wide pine flooring and many old bubble glass windows still intact. The proximity is ideal and moments from the Taconic State Parkway, Bee Line Bus stop, Downing Park, FDR State Park and town Tennis Courts.

A comfortable family home or perhaps a special use? Steeped in history and ready for its next owner to carry on its legacy. This home talks…what is it saying to you?


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