John Dean Sturtevant (1816-1889) was born in New Hampshire and became engaged there in local woolen mills, quickly growing into advanced management positions. He operated woolen mills in New Hampshire, Maine, Connecticut, and Massachusetts, and settled in Brookline where he had access to other states via excellent rail service. When he died in 1889, John’s heirs inherited their late-father’s properties, and began to develop them as Brookline filled out in the last decades of the 19th century. This handsome double-house at the corner of Cypress and Waverly streets was built in 1892 by the Sturtevant Estate, who rented the property to two families of wealthy residents. The Sturtevant Double-House is a landmark and exceptionally preserved example of the Queen Anne style, with varied siding, asymmetrical forms, complex roofline with dormers, and applied ornament in the form of carved panels.