Winchester is situated just 8 miles northwest of Boston. It is an ideal residential suburban town for those commuting to Boston or to any of the office parks or high-tech companies along the major highways that pass through or near Winchester such as Routes 3, 38 and Interstate 93. Besides this easy access and proximity, Winchester residents can enjoy quiet suburban life along tree-lined streets of fine old homes and take advantage of the numerous community and recreational activities that the town offers.
Settlement of Winchester began in the early 1600s when former residents of Charlestown started farming in a village they named Waterfield. This community became part of Woburn, the neighboring city to the north. Early agriculture was centered in upland farms on the western side of town near Lexington. During the Revolution, the Black Horse Tavern which was demolished in 1892, served as an important meeting place for soldiers as well as citizens. By the end of the 18th century, some thirty-five houses stood within the bounds of present-day Winchester.
By the early 1800's, the Middlesex Canal and the Boston and Lowell Railroad were constructed, and the once small village, now known as Charlestown Village grew into a thriving mill town of grist mills, tanneries and small factories along the banks of the Aberjona River. The town declared its independence from Woburn in 1850, and changed its name again, this time to honor Colonel William P. Winchester.
In the late 19th century, Winchester evolved into an affluent suburban community, as wealthy families from Boston moved out to "the country" and built stately homes. Near the center of town, homes for a new commercial and professional class were also built, reflecting the popularity of Greek Revival and Italianate styles. Many of these residences remain as the town's rich architectural legacy.
Though now a well-established suburb of Boston, Winchester still has the flavor of a small town and civic participation attests to this distinct community character. The Recreation Department provides a wide variety of program aimed at youth and adults alike. Winchester is also known for its high quality public schools that consist of four elementary sites, one middle school and one high school.
Both townhouse/condo and single family properties exist in Winchester's suburban home market. Home values reflect the desirability of this attractive community so close to Boston. In August 2008, the average home sales price for a single family home or condo in Winchester, MA was $688,243. While this data is collected from the MLS and deemed reliable, it is not guaranteed.
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