Many of the roads leading from Boston to the surrounding towns were first laid out as privately owned and operated turnpikes at the beginning of the 19th century. One of the roads used by modern Route 28 leading from the northern suburbs of Boston in the direction of Manchester, New Hampshire was the Andover and Medford Turnpike. The turnpike corporation was chartered in June 1805 and had authority to build from the marketplace in Medford to a point in the town of Andover. A committee of Middlesex County freeholders established the location of the road in 1806, and the road was constructed soon after at a cost of almost $49,000 for a length of about six miles, being built only as far north as the Reading-Stoneham town line, where a branch of the Essex Turnpike continued the road to Andover and the state of New Hampshire. An act by the General Court in February 1807 allowed the Andover and Medford company to maintain a toll gate at the Essex-Middlesex county line jointly with the Essex Turnpike corporation. The road continued collecting tolls until January 1836 when Middlesex county commissioners declared the road a public road and awarded the company $3,000 as compensation.