Santarella / Tyringham, Massachusetts

Located in the town of Tyringham in the Berkshires of Massachusetts, Santarella is set on nearly four acres and comprises four separate homes, with the earliest one dating back to the 1750s. Taken together, the buildings encompass 7,750 square feet of living space and include an 1880s barn transformed into the Gingerbread House, a four-bedroom Colonial, a 1900s post-and-beam shed-turned-cottage ideal for weddings, and a fairy tale-like silo studio. Whimsical elements like conical and steepled roofs, oversized thatching, stained glass windows, and round rooms abound throughout the property, which was previously owned by Henry Hudson Kitson, an English sculptor known for Civil War memorials. Located at 75-77 Main Road, the property is offered at $2.19 million — via Curbed

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