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 $2.3M
Lowest Price $375K
Highest Price $6.5M
Total Listings 33
Avg. Price/SQFT $563

Property Types (active listings)

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15&lot227 Vinson Circle, Winchester

$6,500,000

15&lot227 Vinson Circle, Winchester

6 Beds 6.5 Baths 8,805 SqFt Residential MLS® # 73134071

Anthony Marino The Marino Group Collection

20 Amberwood Dr, Winchester

$4,580,000

20 Amberwood Dr, Winchester

6 Beds 7 Baths 8,866 SqFt Residential MLS® # 73213844

Dream Team Dreamega International Realty LLC

27 Everett Ave, Winchester

$4,399,000

27 Everett Ave, Winchester

6 Beds 5.5 Baths 7,431 SqFt Residential MLS® # 73208958

The Pallotta Group Leading Edge Real Estate

50 Lorena Rd, Winchester

$3,499,000

50 Lorena Rd, Winchester

5 Beds 4.5 Baths 7,200 SqFt Residential MLS® # 73205426

Leigh Ventura Compass

New
7 Wolcott Rd, Winchester

$3,100,000

7 Wolcott Rd, Winchester

5 Beds 4 Baths 4,274 SqFt Residential MLS® # 73215955

Naomi Delairre Barrett Sotheby's International Realty

276 High Street, Winchester

$2,930,000

↑ $340,000

276 High Street, Winchester

5 Beds 3.5 Baths 6,595 SqFt Residential MLS® # 73170437

Barbie Wallis MLSMOVES

11 Brooks St., Winchester

$2,899,000

11 Brooks St., Winchester

5 Beds 4.5 Baths 5,208 SqFt Residential MLS® # 73202527

Michaela Pixie Mahtani Leading Edge Real Estate

1 Alice Lane, Winchester

$2,799,000

1 Alice Lane, Winchester

6 Beds 5.5 Baths 5,524 SqFt Residential MLS® # 73198529

Kim Covino & Co. Team Compass

19 Socrates Way, Winchester

$2,799,000

19 Socrates Way, Winchester

5 Beds 5 Baths 5,678 SqFt Residential MLS® # 73207716

Lucille Murray Compass

4 Abby Road, Winchester

$2,798,000

4 Abby Road, Winchester

4 Beds 4.5 Baths 5,471 SqFt Residential MLS® # 73211696

Vita Realty Group Compass

20 Bellevue Avenue, Winchester

$2,699,000

20 Bellevue Avenue, Winchester

6 Beds 6.5 Baths 6,300 SqFt Residential MLS® # 73160636

Kim Covino & Co. Team Compass

6 Lakeview Rd, Winchester

$2,650,000

6 Lakeview Rd, Winchester

5 Beds 3.5 Baths 4,300 SqFt Residential MLS® # 73206498

Michelle Geissler Century 21 Property Central Inc.

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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.