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Winchester - Community, Convenience and New England Charm

Winchester, MA

Located just 8 miles north of Boston and Cambridge, and with easy access to both cities, you can see why Winchester has grown to become a popular bedroom community.  The town has not one, but two, commuter rail stations that take you into the city in under 20 minutes, and has direct access to the I-93 for a short drive into Boston and Cambridge. There are also bus routes that connect to the Red Line at Alewife, North Cambridge and the Orange Line at Wellington Station in Medford.  

The town has more to offer than just convenient transport links.  Another reason people are drawn to Winchester is the highly-regarded Winchester Public School system. Five elementary schools, one middle school and one high school cater for over 4600 students from Grades PK - 12. Winchester High School, recently renovated in 2017, consistently features in the lists of Top 20 High Schools in the state.  Vinson-Owen Elementary School has also been recently rebuilt (2013) and McCall Middle School is being expanded to accommodate the growing student population.   The schools are supported by the Winchester Foundation for Educational Excellence (WFEE), which raises funds to support staff and students. 

The picturesque town center, with the beautiful common flanked by the striking white church steeple, gives the town a quintessentially New England feel.  Boutique stores and salons sit alongside popular favorites such as Starbucks and CVS for essential purchases. There are a variety of options for dining out, including The Waterfield Kitchen (part of the Serenitee Restaurant Group), the locally owned Black Horse Tavern and Lucia’s Ristorante (sister restaurant of the North End favorite).  For groceries, there is a large Stop and Shop in the town, and a Whole Foods Market just across the line in Woburn.   Winchester also has its own hospital with full Emergency Room and many world-class facilities. 

One of the most stunning views of the town is looking across the Aberjona river towards the Winchester Public Library and the Town Hall.  People gather on the lawn behind the library to enjoy Town Day and the fireworks in June or to take part in the annual Halloween Parade, organized by the parent group Family Action Network of Winchester.  Across from the Town Hall, the En Ka Society brings the fair to town for a weekend in May, attracting the crowds since 1935 for this annual tradition.  Winchester has a thriving senior center, The Jenks, which as well as being a hub for the over-55’s, also hosts events and guest speakers for the whole community.   

A portion of the Middlesex Fells Reservation sits within Winchester’s borders, with access points along South Border Road.  This is a popular spot with families for hiking, biking and nature walks. Upper Mystic Lake is another beauty spot within the town, and the Winchester Boat Club offers a prime spot from which to enjoy the lakes.  Wright-Locke Farm, a community farm offering organic produce, youth and adult education programs and events, is another gem of a place in town to enjoy the outdoors.

With all that Winchester has to offer, it’s no wonder property is in high demand in the town.  Speak to an experienced agent to find out more about the current real estate market in Winchester and how you can secure your dream home.


Photo credit - Barna Road Photography


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