Winchester


Located just north of Boston, the community of Winchester, Massachusetts is known for its great schools, vibrant downtown, excellent commuter rail access and outstanding neighborhoods. Like Lexington, its neighbor to the south, Winchester is an affluent bedroom community popular with professionals commuting to both Boston and Cambridge, and with families who desire to live within one of the state’s top educational systems.


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Winchester Market Info

Average Price $1.6M
Lowest Price $825K
Highest Price $3.2M
Total Listings 17
Avg. Price/SQFT $537

Property Types (active listings)

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4 Dix St, Winchester

$3,200,000

4 Dix St, Winchester

5 Beds 4 Baths 5,500 SqFt Residential MLS® # 73070754

Leigh Ventura Compass

New
14 Seneca Road, Winchester

$2,399,000

14 Seneca Road, Winchester

5 Beds 4.5 Baths 5,100 SqFt Residential MLS® # 73075010

Kim Covino & Co. Team Compass

39 Everett Avenue, Winchester

$2,300,000

39 Everett Avenue, Winchester

5 Beds 3.5 Baths 3,769 SqFt Residential MLS® # 73037552

Paula R. Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

1 Marshall Rd, Winchester

$1,999,000

1 Marshall Rd, Winchester

4 Beds 4 Baths 3,799 SqFt Residential MLS® # 73065675

Mark Donnellan Better Homes and Gardens Real Estate - The Shanahan Group

1 Socrates Way, Winchester

$1,995,000

1 Socrates Way, Winchester

5 Beds 3.5 Baths 5,122 SqFt Residential MLS® # 73054183

Johan Lopez Home Shop Properties, Inc.

47 Wedgemere Avenue, Winchester

$1,899,000

47 Wedgemere Avenue, Winchester

5 Beds 4 Baths 4,550 SqFt Residential MLS® # 73073649

Kim Covino & Co. Team Compass

111 Cambridge Street, Winchester

$1,700,000

111 Cambridge Street, Winchester

6 Beds 3 Baths 3,436 SqFt Residential MLS® # 73071135

Lynne Russo Better Homes and Gardens Real Estate - The Shanahan Group

5 Manomet Road, Winchester

$1,649,000

5 Manomet Road, Winchester

4 Beds 4 Baths 2,800 SqFt Residential MLS® # 73018758

Anthony Marino Marino Real Estate Group

New
11 Dana Ave, Winchester

$1,449,000

11 Dana Ave, Winchester

3 Beds 2 Baths 2,624 SqFt Residential MLS® # 73074575

Pirani & Wile Group Leading Edge Real Estate

27 Amberwood Drive, Winchester

$1,420,000

27 Amberwood Drive, Winchester

4 Beds 3 Baths 3,218 SqFt Residential MLS® # 73071452

Dara Singleton Better Homes and Gardens Real Estate - The Shanahan Group

40 Elmwood Avenue #10, Winchester

$1,349,999

40 Elmwood Avenue #10, Winchester

2 Beds 2.5 Baths 1,662 SqFt Residential MLS® # 73073522

Vita Realty Group Compass

6 Glenwood Ave #b, Winchester

$1,325,000

6 Glenwood Ave #b, Winchester

3 Beds 2.5 Baths 2,225 SqFt Residential MLS® # 73066850

Claire Moore-rosa Burns & Egan Realty Group, LLC

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Winchester Community Information

During the most recent census of 2010, the population was approaching 22,000 residents.

<h2?More About Winchester Real Estate

Winchester has five elementary schools and one middle school. Considered one of Boston’s most elite public high schools, Winchester High School was founded in 1850 and continues to be a major draw to the community. Winchester public schools are consistently ranked by the Boston Magazine as one of the best systems in the state and the schools have achieved superior performances on the MCAS exams since their founding. Below is a list of the public schools that service Winchester’s youngest residents:

  • Ambrose Elementary
  • Lincoln Elementary
  • Lynch Elementary
  • Muraco Elementary
  • Vinson-Owen Elementary
  • McCall Middle School
  • Winchester High School

A predominantly Catholic community, as well as many of the communities that surround it, Winchester is also home to a number of parochial schools. St. Mary’s School, for example, was founded more than 134 years ago and is on the National Register of Historic Places. Similarly, the Children’s Own School is among the earliest surviving Montessori schools in the United States.

Winchester real estate presents a wealth of opportunities to today’s Boston homebuyers, and features everything from single-family homes to sprawling estate properties. Learn more and start your property search by connecting with the team at Terrier Real Estate today. They look forward to introducing you to Winchester and its excellent neighborhoods. Connect today!

With so much variety to offer, it’s easy to see why many homebuyers choose to make this lovely neighborhood their home. To start your real estate search in Winchester, contact Terrier Real Estate today! Their Boston REALTORS® are here to help.