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 58
Average Price $1,328,747
Highest Price $2,799,999
Lowest Price $269,900

Search Winchester Real Estate Listings for Sale

Search Winchester Real Estate Listings for Sale

56 Properties Found. Page 1 of 5.
Photo of Listing #72650982

34 Everett Avenue, Winchester

$2,799,999 - 6 Beds, 4 Baths, 4,441 Sf

MLS® # 72650982

Vita Realty Group Leading Edge Real Estate
Photo of Listing #72652226

65 Myopia Road, Winchester

$2,650,000 - 4 Beds, 5 Baths, 7,206 Sf

MLS® # 72652226

Mark Doherty Campion & Company Fine Homes Real Estate
Photo of Listing #72675475

19 Wedgemere Ave, Winchester

$2,499,000 - 6 Beds, 6 Baths, 7,472 Sf

MLS® # 72675475

Kim Covino Leading Edge Real Estate
Photo of Listing #72665236

432 South Border Rd, Winchester

$2,475,000 - 5 Beds, 7 Baths, 6,095 Sf

MLS® # 72665236

Pirani & Wile Group Leading Edge Real Estate
Photo of Listing #72676963

28 Fells Rd, Winchester

$2,400,000 - 6 Beds, 7 Baths, 6,933 Sf

MLS® # 72676963

Team Blue ERA Key Realty Services
Photo of Listing #72651112

39 Myopia Road, Winchester

$2,349,000 - 5 Beds, 5 Baths, 5,470 Sf

MLS® # 72651112

Leigh Ventura Coldwell Banker Residential Brokerage - Winchester
Photo of Listing #72672785

73 Yale Street, Winchester

$2,329,000 - 4 Beds, 3 Baths, 5,794 Sf

MLS® # 72672785

Carolyn Vernaglia Leading Edge Real Estate
Photo of Listing #72658095

15 Grove Street, Winchester

$2,275,000 - 5 Beds, 4 Baths, 5,400 Sf

MLS® # 72658095

Bill Caci Berkshire Hathaway HomeServices Commonwealth Real Estate
Photo of Listing #72654732

18 Brooks Street, Winchester

$2,249,000 - 5 Beds, 7 Baths, 6,245 Sf

MLS® # 72654732

Nancy S. Pallotta Leading Edge Real Estate
Photo of Listing #72681452

19 Windemere Road, Winchester

$2,225,000 - 5 Beds, 5 Baths, 6,437 Sf

MLS® # 72681452

Cathy Paolillo Coldwell Banker Residential Brokerage - Winchester
Photo of Listing #72629238

43 Grove Street, Winchester

$2,199,000 - 5 Beds, 5 Baths, 4,700 Sf

MLS® # 72629238

Kim Covino Leading Edge Real Estate
Photo of Listing #72674299

7 St Thomasmore Dr, Winchester

$2,100,000 - 4 Beds, 4 Baths, 5,200 Sf

MLS® # 72674299

The Marrocco Group Coldwell Banker Residential Brokerage - Winchester

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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!

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.