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Living in Winchester, MA [2024] | Moving to Winchester MA ULTIMATE Guide

Last Updated on: 27th June 2023, 12:05 pm

Winchester is a charming little suburb town situated in a land dotted with lakes and rivers eight miles from Boston proper. A commuter town, most living in Winchester drive to work, so you can enjoy peace and quiet outside the hustle and bustle of the city. Being in one of the founding colonies of the United States, Winchester has just as much of a rich history as the big city nearby, stretching back to its settling back in 1640. Officially incorporated more than 200 years later, Winchester grew into the lovely suburb we know it as today.

Demographics & Population of Winchester, MA

Winchester is very quaint and spread out, especially when compared to Boston, with a population of only 22,677, at a distribution of 3,800 people per square mile. Like most of suburbia, you can expect the population to be a little bit older here, with a median age of 42. If you’re in your twenties or thirties, you might struggle finding other residents in your age group, as only 17% of the population is 20-39 years of age. However, the rest of the population is relatively evenly distributed between age groups. Demographically, Winchester is majority white, being 82% of the population, but has a significantly large Asian population as well, being 13% of the population.

Cost of Living in Winchester, MA

Being an affluent suburb right next to one of the most expensive cities in the US, it goes without saying that the cost of living in Winchester can be pretty pricey. Winchester’s cost of living is 74% higher than the national average, although this is mostly because of high housing costs, with Winchester MA’s average home prices being 238% more expensive than the US average. The average price for a home in Winchester is $893,700. Outside of that, utilities, groceries, and transportation are all going to cost above the national average, but usually only to the degree of 10-20%.

The average rent in Winchester is $3,053 per month, and there are plenty of options if you’re looking to rent in Winchester MA..

Thinking about moving to Winchester, but wondering if it’s a safe community? Winchester is not only a safe community — it’s one of the safest in the nation! Winchester’s crime rate is 80% lower than the national average, with only ten instances of violent crime being reported in the last decade!

Schools in Winchester, MA

Living in Winchester, your children or yourself will have access to the very best schools in the nation. Winchester is served primarily by the Winchester School District, which is host to plenty of great public schools. Vinson-Owen Elementary and McCall Middle School are both modern, highly rated schools perfect for your young children, and the fantastic campus of the Winchester High School is sure to enhance your teen’s high school education.

Moving to Winchester, and not sure whether you or your older children will have access to good colleges? You can dispel those doubts without a second thought, because within ten miles of Winchester, you have such legendary colleges as:

The only thing a potential resident would have to worry about in terms of colleges in Winchester would be the institutions being too good! If you’re looking for only the very best education in America, moving to Winchester is a no-brainer!

Weather & Climate in Winchester, MA

Winchester is a beautiful place, but those thinking about living in Winchester should beware! Winters here are cold and wet! Summers in Winchester are nice enough, with an average high of 83 degrees Fahrenheit, but winters can get as low as 16 degrees Fahrenheit, and Winchester is subject to a significant amount more rain and snow than the national average. While living in Winchester, you can expect around 200 sunny days during the year, and around 135 rainy and/or snowy days. Be sure to pack something that’ll keep you warm!

Best Neighborhoods in Winchester, MA

When you’re moving to Winchester, it’s common sense that which neighborhood you choose matters. Winchester may be small, but like any good town, it’s got plenty of distinct neighborhoods with their own distinct cultures.

Check out just a few of Winchester’s many great neighborhoods below!

  • Church Street
  • Cambridge Street
  • Town Center
  • Washington Street
  • Winchester Highlands

If you like the look of any of these neighborhoods, be sure to check out homes for sale in Winchester, MA here.

Jobs in Winchester, MA

Looking for jobs in Winchester, MA? You’re in luck, because Winchester is right next to one of the largest economic hubs in America! There’s plenty of work in Winchester, no matter what field you’re looking for!

Those seeking out the highest paying jobs should know that the healthcare industry is one of your best bets if you want a good wage, like most places in the USA, particularly the positions of pharmacy technicians, registered nurses, and operating room nurses. Those with the highest salaries are positions like college professors, teachers in public schools, and legal assistants.

Curious about the state of the job market in Winchester, MA? You can take a look at Winchester, MA jobs here.

Things to Do & Attractions in Winchester, MA

Being right next to Boston has a plethora of benefits, one of which being able to visit all kinds of cool attractions with just a short drive while living in Winchester, MA! There’s also plenty of convenient shopping in Winchester, with excellent shopping centers like the Burlington Mall and the Middlesex Commons. See just a sample of the fun things to do in Winchester below!

Museum of Bad Art

Most would think that an art museum should display good art, but the founders of MoBA had a different idea. Since 1994, the Museum of Bad Art has been collecting some of the worst of the worst art, and displaying it for the pleasure (or disgust) of the public. If you find yourself in Winchester and want to feel better about yourself, or just have a good laugh, the Museum of Bad Art is a must see!

55 Davis Square, Somerville, MA 02144

Beanstalk Adventure Ropes Course

Beanstalk isn’t what you’d usually expect to find in a furniture store, but it’s one of Winchester’s premier attractions regardless! An extensive rope course with two levels, one at 12 feet and the other at 24 feet high, this bizarre addition to Jordan’s Furniture Store is great fun to navigate. Additionally, this attraction also includes the BeanSprout course, which is great for kids aged 2-7. Beanstalk Adventure is a great kid-friendly activity in Winchester!

50 Walkers Brook Dr, Reading, MA 01867, (781) 942-9816

Places to Eat in Winchester, MA

Not to be outdone by it’s attractions, Winchester is also home to plenty of fantastic restaurants! Check out some of the best places to eat in Winchester below!

China Sky

China Sky is an authentic Chinese and Japanese restaurant with plenty of delicious dishes crafted by the finest Chinese and Japanese chefs in the state. If you’re someone who can’t get enough of Asian food, China Sky should be your number one stop while living in Winchester!

27 Converse Pl, Winchester, MA 01890, (781) 729-6899

Gingerbread Construction Company

Got a sweet tooth, and wish eating gingerbread wasn’t only fashionable on Christmas? If you’re living in Winchester, you’re in luck! The Gingerbread Construction Company specializes in all things gingerbread, and fulfills all kinds of custom orders for your home or business!

562 Washington St, Winchester, MA 01890, (781) 729-7700

Tips for Moving to Winchester, MA

  • Boston gives plenty of opportunities for entertainment and employment
  • Utilize Winchester’s stellar education system
  • Choose a community that’s right for you
  • Visit some of Winchester’s great attractions
  • Pack something warm for winter

Ready to make your decision and move to Winchester, MA? Contact our fantastic Winchester, MA movers and start your journey to making your home in Winchester today!


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