Median Age
44 Years
Largest Age Group
10-19 Years
Approximately 16% of Residents
Under 20
26%
Over 65
19%
Avg Rent
$3,003
Population
23,516
Renter Mix
16% Rent
With its narrow lanes, brick-paved walkways, and historic architecture, Winchester still reflects its colonial roots. Settled in 1640, Winchester's historic district is a step back in time -- only today the brick buildings are filled with elegant boutiques, antique shops, sidewalk cafes, restaurants, and other businesses. Located just eight miles northwest of Downtown Boston, Winchester is a popular location for commuters -- a ride on the "T" only takes about 20 minutes from Winchester Center.
Winchester borders the Middlesex Falls Reservation, a 2,575-acre park that is home to Stone Zoo, Spot Pond, hiking trails, picnic areas, and an off-leash dog park. The park is also a great location for cross-country skiing, fishing, mountain biking, sailing, canoeing, kayaking, and horseback riding. On the north end of town, Horn Pond Recreation Area is also great for hiking and bicycling. Upper Mystic Lake features the Mystic River Path, two beach areas: Little Pond Beach and Shannon Beach, and several boat clubs.
Winchester is a very popular town for those with children, mainly because the school district is top-rated. Winchester High School, founded in 1850, is considered one of the best public high schools in Massachusetts. Nearby universities include Tufts University, Harvard University, and the Massachusetts Institute of Technology.
Median Household Income
$202,256
Average: $205,840
Education
12,588
Residents Have a Degree
Job Market
12,174
Workers Employed
Median Age
44 Years
Largest Age Group
10-19 Years
Approximately 16% of Residents
Under 20
26%
Over 65
19%
Housing Distribution
Winchester has more homeowners than renters.
Education Distribution
Review this city's overall education levels.
As of April 2026, the average apartment rent in Winchester, MA is $2,353 for a studio, $2,863 for one bedroom, $4,013 for two bedrooms, and $5,793 for three bedrooms. Apartment rent in Winchester has decreased by -2.3% in the past year.
Explore how walkable, bikeable, drivable, and transit-friendly Winchester, MA is for everyday living.
Fairly Walkable
Walkability
Limited Public Transit
Transit
Very Drivable
Drivability
Moderately Bikeable
Bikeability
Public
Grades PK-5
387 Students
Public
Grades K-5
377 Students
Public
Grades K-5
338 Students
Public
Grades K-5
296 Students
Public
Grades PK-5
472 Students
Public
Grades 6-8
1,053 Students
Public
Grades 9-12
1,418 Students
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by
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© 2026. All rights reserved.
† Our analysis of utilities, groceries, transportation, healthcare, home prices, and other goods and services is sourced from the Cost of Living Index, a respected benchmark published by the Council for Community and Economic Research (C2ER) that provides a thorough overview of living expenses across different regions.
Rent data is provided by CoStar Group’s Market Trend reports. As the industry leader in commercial real estate information, analytics, and news, CoStar conducts extensive research to produce and maintain a comprehensive database of commercial real estate information. We combine this data with public record to provide the most up-to-date rental information available.
Consumer goods, services, and home prices are sourced from the Cost of Living Index published by the Council for Community and Economic Research (C2ER). The data on this page is updated quarterly. It was last published in February 2026.
Demographic information comes from Neustar and combines detailed address data with U.S. Census and American Community Survey statistics to produce reliable local estimates.