Discover Winchester, Massachusetts: Where History and Modern Living Unite

Nestled just eight miles north of Boston, Winchester, Massachusetts, is a town that beautifully marries history with contemporary living. Steeped in rich historical significance dating back to the 17th century, Winchester is a town that values its past while embracing the latest trends in real estate. Today, you'll find a range of housing options, from meticulously preserved colonial-era homes to stunning modern properties equipped with all the amenities demanded by today's homeowners. Real estate trends here reflect a commitment to blending the old and the new, with a focus on sustainable and energy-efficient living spaces. The town's strong sense of community, excellent schools, and easy access to Boston make it a highly desirable place to live for families and professionals alike.

Winchester's history is a testament to its enduring charm. Incorporated in 1850, the town is home to numerous historical landmarks, including the picturesque Winchester Town Common, which has been a gathering place for residents for centuries. The town's commitment to preserving its heritage is evident in the many well-maintained historic buildings that grace its streets. While walking through Winchester, you can't help but feel a deep connection to the past, which beautifully complements the modern, dynamic community that thrives here today. Winchester, Massachusetts, offers not just a place to live, but a unique lifestyle where the echoes of history meet the aspirations of the future.



What makes Winchester, MA, a desirable place to live?

Winchester is a charming, historic town located just a short drive from Boston. Its appeal lies in its excellent school system, picturesque neighborhoods, and a strong sense of community. Winchester offers a suburban lifestyle with easy access to the amenities and cultural attractions of Boston.

What types of housing are available in Winchester?

Winchester offers a variety of housing options, including single-family homes, townhouses, condominiums, and apartments. Many of these properties feature classic New England architecture and are situated in well-established neighborhoods.

How is the real estate market in Winchester?

The Winchester real estate market tends to be competitive, with demand often exceeding supply. Property values have historically been strong due to the town's desirability and excellent schools. It's advisable to work with a local real estate agent who can provide insights into market conditions and trends.

Are there any historical or architectural preservation restrictions in Winchester?

Winchester is known for its historic homes and neighborhoods. Some areas may have preservation restrictions to protect the architectural character of the town. If you plan to renovate or make significant changes to a historic property, you may need to follow specific guidelines.

What amenities and services are available in Winchester?

Winchester offers a range of amenities, including parks, recreational facilities, shopping districts, and dining options. The town's proximity to Boston provides access to a wide array of cultural attractions, restaurants, and entertainment venues.
These FAQs provide a starting point for those interested in real estate in Winchester, Massachusetts. For more detailed and up-to-date information or personalized guidance, consider reaching out to a local real estate professional who can address your specific questions and preferences.

Overview for Winchester, MA

22,875 people live in Winchester, where the median age is 42.4 and the average individual income is $90,356. Data provided by the U.S. Census Bureau.


Total Population

42.4 years

Median Age


Population Density Population Density This is the number of people per square mile in a neighborhood.


Average individual Income

Demographics and Employment Data for Winchester, MA

Winchester has 8,149 households, with an average household size of 2.77. Data provided by the U.S. Census Bureau. Here’s what the people living in Winchester do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 22,875 people call Winchester home. The population density is 3,792.47 and the largest age group is Data provided by the U.S. Census Bureau.


Total Population


Population Density Population Density This is the number of people per square mile in a neighborhood.


Median Age

46.39 / 53.61%

Men vs Women

Population by Age Group


0-9 Years


10-17 Years


18-24 Years


25-64 Years


65-74 Years


75+ Years

Education Level

  • Less Than 9th Grade
  • Associate Degree
  • Bachelor Degree

Total Households


Average Household Size


Average individual Income

Households with Children

With Children:

Without Children:

Marital Status


Blue vs White Collar Workers

Blue Collar:

White Collar:

Commute Time

0 to 14 Minutes
15 to 29 Minutes
30 to 59 Minutes
60+ Minutes

Schools in Winchester, MA

All ()
Primary Schools ()
Middle Schools ()
High Schools ()
Mixed Schools ()
The following schools are within or nearby Winchester. The rating and statistics can serve as a starting point to make baseline comparisons on the right schools for your family. Data provided by the U.S. Census Bureau.
School rating
Vinson-Owen Elementary
PreK - 5th
K - 5th
PreK - 5th
6th - 8th
K - 5th
Childrens Own School
PreK - K
No rating available
K - 5th
9th - 12th
K - 8th
No rating available
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