Winchester, Massachusetts is an elegant suburban town located just eight miles north of downtown Boston. Known for its beautiful homes, top-ranked schools, and strong community spirit, Winchester offers an exceptional quality of life in a scenic New England setting. With a charming town center, walkable neighborhoods, and easy commuter access to Boston, it’s one of the most sought-after communities in Greater Boston for families and professionals alike.
Situated in Middlesex County about eight miles north of Boston, Winchester is a picturesque and highly desirable suburban community that combines small-town warmth with timeless New England beauty. Bordered by Arlington, Lexington, Woburn, Stoneham, and Medford, the town offers both tranquility and convenience, with quick access to Boston via commuter rail, Route 3, and I-93.
Incorporated in 1850, Winchester evolved from a rural mill village into one of Greater Boston’s most prestigious residential suburbs. Its tree-lined streets, historic homes, and well-preserved town center create a welcoming, walkable environment that reflects generations of community pride and investment.
Education is a cornerstone of Winchester’s appeal. The Winchester Public Schools consistently rank among the top in Massachusetts, and the community’s strong emphasis on academic excellence, extracurricular involvement, and civic engagement has long made it a magnet for families.
Outdoor recreation and natural beauty abound. The Middlesex Fells Reservation and Horn Pond Reservation provide miles of scenic trails for hiking and biking, while Mystic Lakes and Wright-Locke Farm offer serene spots for boating, kayaking, and seasonal events. The town’s manicured parks, playgrounds, and local conservation areas underscore its deep connection to nature and preservation.
The Winchester Center serves as the town’s heart — home to boutiques, cafés, local restaurants, and community favorites like the farmers market and annual Town Day celebration. Its commuter rail station provides direct service to Boston’s North Station, making Winchester ideal for professionals seeking a peaceful retreat with urban convenience.
With its blend of historic charm, top-tier schools, and natural beauty, Winchester continues to stand as one of Greater Boston’s most coveted places to live. It’s a community that values connection, character, and a high quality of life — all within easy reach of the city.
Incorporated: 1850
Area: 6.3 square miles
Population (2020 Census): 22,970
FY2025 Residential Tax Rate: $10.73 per $1,000 of assessed value
22,862 people live in Winchester, where the median age is 43 and the average individual income is $104,586. Data provided by the U.S. Census Bureau.
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Median Age
Population Density Population Density This is the number of people per square mile in a neighborhood.
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There's plenty to do around Winchester, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.
Explore popular things to do in the area, including The Emporio, Work Hard Eat Good, and Living Root Dragon Boat.
| Name | Category | Distance | Reviews |
Ratings by
Yelp
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|---|---|---|---|---|
| Dining | 3.13 miles | 28 reviews | 5/5 stars | |
| Dining | 3.45 miles | 6 reviews | 5/5 stars | |
| Active | 4.91 miles | 6 reviews | 5/5 stars | |
| Active | 3.2 miles | 12 reviews | 5/5 stars | |
| Nightlife | 4.95 miles | 6 reviews | 5/5 stars | |
| Beauty | 4.52 miles | 43 reviews | 5/5 stars | |
| Beauty | 4.21 miles | 7 reviews | 5/5 stars | |
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Winchester has 8,054 households, with an average household size of 2.8. 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. 22,862 people call Winchester home. The population density is 3,790.31 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
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Average individual Income
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Blue vs White Collar Workers
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