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Winchester Real Estate Winchester functions as a bedroom community for professionals who work in the greater Boston area.

The town of Winchester has lots of parks and green space; it boasts a small town feel with a vibrant center.

The area has a centralized location, a thriving town center, and its very own boat and country clubs. A quick eight miles northwest of Boston, this affluent town is the 7th wealthiest municipality in Massachusetts and is known throughout the Commonwealth for its large, traditional homes and quaint lifestyle.

Winchester has two “Zone 1” stops on the MBTA Commuter Rail Lowell Line: Wedgemere and Winchester Center. The stops are an easy walking distance of one another. The Lowell Line runs from Lowell to Boston’s North Station, where one can connect with the “T”, Boston’s subway system. Winchester is also served by two bus lines that can bring you to the Orange Line in Medford for connections to points all over Boston and to the popular Burlington Mall for upscale shopping.



The community of Winchester is home to a variety of schooling options, from reputable high schools to specialized private schools. Winchester’s children enjoy five public elementary schools, including Ambrose, Lincoln, Lynch, Muraco and Vinson-Owen. There is one middle school, McCall, and a high school, Winchester High School. There is also a town-wide public preschool program at the Lynch Elementary school. There are four private schools in Winchester, including Acera, Childrens Own School, Creative Corner Children’s Learning Center and St. Mary’s School.

Winchester’s schools boast high ratings, with most ranking between 7 and 10 out of 10. The yearly expenditure per student is $11,958, landing Winchester in the 81st percentile in the country. The average SAT scores for the town’s high school students is 1763. The Winchester Public School system is also known for its students’ superior performance on the MCAS exams.



The Winchester Sports Foundation Sports and fostering young athletes is very important to Winchester High School. According to their official website, “The Winchester Sports Foundation was organized in 1989 by a group of Winchester parents and sports enthusiasts as a result of severe budget cuts to the Winchester High School’s athletic budget. That year the athletic budget faced a $60,000 deficit and the high school considered instituting a $35 per student “sports and transportation fee. To negate the need for this fee, the Foundation raises money from an annual golf tournament, an annual campaign, and through individual and corporate donations.”



When it comes to Winchester real estate, Colonial, Cape and Victorian single-family homes dominates. The town also offers several townhome and condominium communities. Most people moving to Winchester and ones that already live in Winchester are families, as people tend to move here for the School System. Young couples who are looking to start a family consider moving to Winchester as well.



Winchester’s small but vibrant town center is full of small town character. Its town center green is a gathering place for farmer’s markets, summer concerts and Town Day festivities each year.



The Middlesex Fells Conservation Area in Winchester is vast and provides visitors with several entrances to the state park. There are multiple walking paths as well as guided tours. Mountain bikers, dog owners, and families with small children all taking part in the beauty of the park.