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Welcome To

Winchester

Affluent and esteemed, people from all walks of life are proud to call Winchester home.

Welcome to Winchester

A quaint and commuter-friendly community   

The charming city of Winchester is a moderate-sized town located north of the Greater Boston area. Throughout the city, you’ll find various parks and ponds, neighbors who look out for each other, and a peaceful neighborhood. This community is also only eight miles from Boston, making it ideal for young professionals and established entrepreneurs who need to make routine visits to the city. Affluent and esteemed, people from all walks of life are proud to call Winchester home. 
 

What to Love

  • Gorgeous greenery and abundant parkland
  • Eclectic local shops perfect for window shopping
  • Easy commuting to Boston’s urban hub

People and Lifestyle

The town of Winchester is perfect for those looking to live a short distance away from the city of Boston. Ideal for young professionals seeking to purchase property outside of Boston city limits and growing families needing room to expand, Winchester is a charming, affluent, and historic community that boasts undeniable charm. 
 

Dining, Shopping & Entertainment

Add some color and life to your new living room or garden with help from Mahoney’s Garden Center. This highly reviewed nursery and supply store has a knowledgeable staff who can help you with your selections. Pick up a beautiful new area rug for that wood floor with help from Koko Boodakian & Sons. If you have bookshelves and love reading, consider checking out the charming bookstore Book Ends.
 
Start the morning off with a brisk walk to The Fuller Cup and grab yourself a hand-brewed coffee, sandwich, or soup. Do you know what goes great with a hot cup of coffee? Bagels from Bruegger’s Bagels. From New York-style bagels to other breakfast options, they’ve got something tasty for you. Take the family to the casual, rustic Italian restaurant A Tavola. Here you’ll be able to enjoy familiar Italian dishes and pair them with various wines. 
 

Things to Do

The residents of Winchester make the most out of their days by being outdoors under the Massachusetts sun in the area’s many parks and ponds. There truly is something for everyone here!
 
Popular state park Middlesex Fells Reservation is an immense natural park that features hiking trails, ponds, and dog walking and biking areas. Every visit to this huge park provides a new experience! When the weather is warm, and the sun is at its peak, take the family out for a splash at Shannon Beach. If you don’t feel like getting in the lake, no worries—there’s a nice shoreline area for lounging and sunbathing. 
 
If you enjoy rigorous forms of exercise and hiking trails aren’t challenging enough for you, consider signing up with Mountain Strength Fitness. Here you’ll find free weights, machines, and a coaching staff that will help you in your fitness journey. Perhaps you or someone in the family enjoys field-related sports, such as soccer or football. In that case, head on over to the Ryan Connolly Field. If you’re interested in competitive soccer, be sure to check out SFC New England.
 

Schools 

Winchester has numerous schools to serve children and teenagers in all grades. These schools are:
 
  • Lynch Elementary School, PK-5
  • McCall Middle School, 6-8
  • Winchester High School, 9-12
 
 

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