Winchester

About 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.

Winchester Market Info
Total Listings 31
Average Price $1,271,461
Highest Price $2,999,900
Lowest Price $329,900

Search Winchester Real Estate Listings for Sale

All Listings $300,000 - $400,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000

Search Winchester Real Estate Listings for Sale

31 Properties Found. Page 1 of 3.
Photo of Listing #72777864

15 Lawson Rd, Winchester

$2,999,900 - 5 Beds, 5 Baths, 5,713 Sf

MLS® # 72777864

Anne Spry Barrett Sotheby's International Realty
Photo of Listing #72775321

65 Myopia Road, Winchester

$2,599,999 - 4 Beds, 5 Baths, 7,206 Sf

MLS® # 72775321

Mark Doherty Campion & Company Fine Homes Real Estate
Photo of Listing #72742401

49 Allen Road, Winchester

$2,399,000 - 5 Beds, 6 Baths, 5,031 Sf

MLS® # 72742401

Kim Covino Compass
Photo of Listing #72761553

3 Pilgrim Drive, Winchester

$2,249,000 - 5 Beds, 5 Baths, 6,267 Sf

MLS® # 72761553

Kim Covino Compass
Photo of Listing #72757101

27 Gershon Way #27, Winchester

$2,050,000 - 3 Beds, 3 Baths, 2,638 Sf

MLS® # 72757101

The Marrocco Group Coldwell Banker Realty - Winchester
Photo of Listing #72768286

3 Lakeview Road, Winchester

$1,999,000 - 6 Beds, 4 Baths, 3,958 Sf

MLS® # 72768286

Kim Covino Compass
Photo of Listing #72725701

1 Stonefield Circle, Winchester

$1,899,000 - 5 Beds, 5 Baths, 5,116 Sf

MLS® # 72725701

Kim Covino Compass
Photo of Listing #72770374

248 Forest St, Winchester

$1,879,000 - 5 Beds, 5 Baths, 5,200 Sf

MLS® # 72770374

The Synergy Group Leading Edge Real Estate
Photo of Listing #72752353

2 Hastings Rd, Winchester

$1,875,000 - 5 Beds, 4 Baths, 4,036 Sf

MLS® # 72752353

Ida M. Bianco Coldwell Banker Realty - Winchester
Photo of Listing #72483056

508 South Border Road, Winchester

$1,649,900 - 5 Beds, 5 Baths, 4,450 Sf

MLS® # 72483056

Gary J. Litchfield Mass. Real Estate Solutions, LLC
Photo of Listing #72725070

25 Gershon Way #25, Winchester

$1,475,000 - 3 Beds, 4 Baths, 2,980 Sf

MLS® # 72725070

The Marrocco Group Coldwell Banker Realty - Winchester
Photo of Listing #72773713

123 Washington St #2, Winchester

$1,450,000 - 2 Beds, 3 Baths, 3,374 Sf

MLS® # 72773713

Karen S. Garrett Better Homes and Gardens Real Estate - The Shanahan Group

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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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.