148 Lewis Hollow

Graphic design legend Milton Glaser's most famous works are arguably the I ♥ NY logo and the psychedelic Bob Dylan poster, both of which were created at his upstate home in Woodstock. He and wife Shirley have owned this incredible, early 20th century stone-and-glass home for more than 50 years, adding a contemporary aesthetic to its historic Arts and Crafts style and maintaining the 76+ acres of gardens and forest. It's now hit the market for $1.8 million since, according to Gothamist, the couple has reached a point "where downsizing has become the obvious choice."
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