The House at 5-7 Winter Street in Arlington, Massachusetts is a rare late-19th century two family house in East Arlington. The wood frame house was built in 1895 by John Squires, who owned a garden farm. It was built as a speculative venture at a time before Arlington's market gardeners began selling their land off for development. The building exhibits well-preserved Queen Anne styling, with asymmetric massing characteristic of that style, and a judicious use of decorative cut wood shingles. The house was listed on the National Register of Historic Places in 1985.