Looking for an upscale community with excellent schools and amenities that you can make your permanent home? Are you hoping to stay close to the city but also experience the best of suburban living? We think we know the perfect upscale location: Winchester. This affluent suburban community is rich in natural beauty, boasts excellent schools and safety and offers a vibrant community life.

We love talking to our clients about the character and charm of Winchester. For over twenty years, we have been helping families settle into this idyllic community and stay put through multiple upsizing moves. In fact, it’s rare that our clients leave Winchester once they become part of the fabric of town. Read on to find out the many reasons why!

Thinking about moving to Winchester, Massachusetts? Click here to learn about how you can find the best real estate agent to work with.

Location, Location, Location

Winchester deserves its reputation as the ultimate Boston suburb in a prime location. Nestled just 8 miles north of Boston and situated directly near Rte. 93, residents can reach the city in mere minutes. Commuters who prefer to ride the commuter rail have the option to choose between two rail stations in town.

In the evening, you’re likely to see many neighbors getting off the train and enjoying a short walk home from the conveniently located stations. Because of its proximity to Boston, Winchester draws its residents from many academic fields, including professors from nearby prestigious institutions like Harvard, MIT and Tufts University. You may meet neighbors who work as executives in nearby tech hubs like Cambridge or Burlington or physicians who practice at local hospitals like Mass General, Lahey or Winchester Hospital. Winchester’s location and reputation makes it an extremely popular permanent home for many professional families. 

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Want to know more about communities North of Boston? Check out these other blogs next!

• What Are The Top North of Boston Suburbs?
• North of Boston Vs. South of Boston – Where Do I Buy?
• Which Boston Suburbs Are Best For Families?

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Rich History & Stunning Beauty

Travel through Winchester’s meticulously maintained neighborhoods and prepare to be impressed. Drive down street after street and you’ll find wide roads lined with mature plantings and perfectly manicured lawns. Residents take great pride in preserving their stunning Victorian and Colonial homes. In fact, Winchester maintains several historical districts that prioritize the architectural integrity and rich history of the town. Once called Waterfield because of its numerous bodies of water, Winchester’s stunning landscapes exclude comfort and tranquility. Homes line Upper Mystic Lake, Winter Pond and the Aberjona River, which flows right through Winchester Center.

Active residents take full advantage of the nearby Middlesex Fells reservation, a massive natural resource for biking, hiking and exploring, as well as the Tri-Community Greenway multi-use trail.  Finally, downtown Winchester is a vibrant mix of restaurants, boutiques and specialty stores. You’ll often find neighbors catching up over coffee or a drink in one of Winchester’s charming coffee shops or pubs. For those looking for a faith-based community to join, Winchester boasts more than ten places of worship. Its aptly named Church Street alone is lined with 4 separate churches. 

Top Notch Schools

Schools are always a top consideration for families looking to move and Winchester takes pride in its educational reputation. Their public schools educate over four thousand students each year and they continue to prioritize facility renovations. The Lynch Elementary School is currently being completely rebuilt, with two other elementary schools recently completed as well. The McMall Middle School just expanded into new classroom space and the flagship Winchester High School underwent a stunning, full transformation in 2017. In terms of its academic reputation, Winchester often tops the list. Niche currently gives Winchester an A+ for academics and high school graduates consistently attend prestigious colleges and universities after completing their Winchester education.

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Preparing to buy a home in Winchester or elsewhere in the North of Boston market? Check out these other blog posts for helpful tips!

• 5 Reasons to Hire a Local Realtor
• A Home Buying Guide For Gen Z
• Answering the Most Common Home Buying Questions

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Culture & Community 

Perhaps Winchester’s greatest pride lies in the involvement of its residents in town-wide events and programs. The town works hard to build community with annual events like the Glen Doherty Memorial Road Race, the ENKA street fair and the annual Town Day weekend in June, complete with live music & food, exhibitor booths, games and activities and a fabulous fireworks display.  On weekends, you can walk downtown to the farmer’s market or a summer concert on the common. The Winchester Chamber of Commerce hosts a multitude of community-wide events like the Holiday House Tour, Christmas Tree Lighting and the annual Walking Garden Tour.

The Arts are also celebrated in Winchester.  The Massachusetts Cultural Council recently designated Downtown Winchester as a cultural district in recognition of the vitality of its local artistic scene. Anchored by the Griffin Museum of Photography in Winchester Center, you’ll find newly installed sculptures around the Aberjona riverwalk area as well as sidewalk art created by over 50 local students and artists. Looking to maintain an active lifestyle? Tennis enthusiasts would be thrilled to hear about the 14 well-maintained outdoor clay courts and Winchester’s indoor tennis facility. Winchester also offers both a Country Club and two private swim clubs, one that focuses on tennis while the Winchester Boat Club, located on Upper Mystic Lake, runs a very popular sailing program.

When you’re making a move, you want to be absolutely sure you’re picking an area that will suit your lifestyle, values, and needs. Winchester’s combination of excellent schools, natural beauty, vibrant town center, beautiful homes, and active community life make it stand out as an ideal Boston suburb. For those seeking a high quality of life with easy access to the amenities of a major city, Winchester is truly hard to beat.

To really understand the ins and outs of the town you are considering, we strongly suggest finding a local agent who works extensively in that area. Experienced agents know Winchester better than anyone, and can advise you about properties coming to market and prime areas to keep an eye on. Come visit Winchester and you’ll find Andersen Group Realty’s office right on the town common. Stop by and allow us to be your guide around this very special town. We’d love to show you all that Winchester has to offer!

Searching for a great real estate team in Winchester? Look no further than Andersen Group Realty! Click here to send us an email or call 781-729-2329 to get started.