Living in Winchester, Massachusetts


Winchester is renowned for its fine public school system, beautiful homes and easy access to Boston. Just eight miles northwest of Boston, and close to I93/95, it offers two commuter rail stations as well as bus service to the Wellington T station. Its charming downtown center with brick sidewalks, lanterns and picturesque ponds is quintessential New England in feel, the perfect place to shop for real estate.

Settled in the early 1600's, the village was first known as Waterfield. The village atmosphere remains alive, fueled by the spirited civic pride of Winchester's residents. The citizens of the town take a deep interest in the management of the town's affairs and in its continued improvement and beautification. Residents enjoy its proximity to the Middlesex Fells and many recreational programs.

Buying Real Estate in Winchester MA

Popular events/places

  • ENKA Fair (May)
  • Annual Town Day (June)
  • Griffin Museum
  • Winton Club Cabaret
  • Halloween Parade/Window Painting
  • Jenks Senior Center
  • Arthur Griffin Museum
  • Winchester Cooperative Theater
  • The Middlesex Fells
  • Farmer’s Market
  • Tree Lighting Ceremony

 Recent Press:

  • Voted TOP 12 PLACES TO LIVE: BOSTON MAGAZINE 2010.
  • Voted the Best Place to Live for Growing Families in 2014.
  • Winchester School System ranked as 13 of 147 of the Best Schools Greater Boston in 2013.

Check out the Town of Winchester Website

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