Winchester

Background Image

Winchester, MA

Area Guide

Share Guide

Boston's favorite suburb

Walkable Historic Lakes Ponds Parks Shops Restaurants Schools Family-Friendly

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.

Rent Trends

As of March 2025, the average apartment rent in Winchester, MA is $3,435 for a studio, $2,911 for one bedroom, $3,880 for two bedrooms, and $5,422 for three bedrooms. Apartment rent in Winchester has decreased by -2.2% in the past year.

Property Type
Average Rent
Average Sq Ft
Apartment
$2,911/month
687 Sq Ft
House
$6,222/month
2,603 Sq Ft
Condo
$2,644/month
885 Sq Ft
Townhome
$3,910/month
1,587 Sq Ft
See Rental Market Trends in Winchester, MA

Transportation

71

Very Walkable

out of 100 WalkScore® Rating

If you enjoy walking, you’ll enjoy renting in this area! It’s a very walkable neighborhood.

1

Minimal Transit

out of 100 TransitScore® Rating

You'll likely want a car when living in this area since it has few transit options.

67

Bikeable

out of 100 BikeScore® Rating

While there’s some bike infrastructure in this area, you’ll still need a car for many errands.

Schools

Vinson-Owen Elementary

Public

Grades PK-5

441 Students

9
out of 10

Lynch Elementary

Public

Grades PK-5

473 Students

8
out of 10

Ambrose Elementary

Public

Grades K-5

345 Students

8
out of 10

Lincoln Elementary

Public

Grades K-5

328 Students

8
out of 10

Muraco Elementary

Public

Grades K-5

326 Students

8
out of 10

McCall Middle

Public

Grades 6-8

1,037 Students

8
out of 10

Winchester High School

Public

Grades 9-12

1,383 Students

9
out of 10

Points of Interest

Parks and Recreation

  • Walter D. Stone Memorial Zoo
  • Middlesex Fells Reservation
  • Mass Audubon's Habitat Education Center and Wildlife Sanctuary
  • Mystic River Reservation
  • Friends of Middlesex Fells Reservation

Airports

  • General Edward Lawrence Logan International

Top Apartments in Winchester

Houses for Rent in Winchester

Search Nearby Rentals

Methodology

† 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 2025.