BHHS Warren Logo


Recommended Searches

View all

Welcome To Winchester

Winchester is where suburban tranquility meets urban convenience. Top-rated schools, a variety of eateries, parks, and shops make this town a particularly desirable place to live for growing families. Whether you fancy a stately Victorian home or a modern condo, you’ll find the perfect property in Winchester to call your own. Learn more about Winchester real estate below.

Background Image
Welcome To Winchester Welcome To Winchester

Winchester Listings

Featured Listings

About Winchester

Winchester, Massachusetts, is a well-regarded town located in Middlesex County, just 8.2 miles north of downtown Boston. Known for its suburban tranquility and urban conveniences, Winchester offers an ideal setting for growing families. The town is renowned for its top-rated schools, which are part of the reason why it's consistently recognized as one of the most desirable places to live in the state.

Winchester's vibrant community life is complemented by a variety of eateries, parks, and shops, adding to its appeal. Whether you're in the mood for casual dining or gourmet meals, Winchester's restaurant scene caters to all tastes. Its numerous parks provide ample opportunities for recreation and relaxation, while the unique shopping experiences offered by local businesses contribute to the town's charm.

The real estate market in Winchester is diverse, with properties ranging from stately Victorian homes to modern condos. Regardless of your preferences, you're sure to find a property that suits your needs and allows you to make the most of everything this wonderful town has to offer. Whether you're considering moving to Winchester or simply exploring, this town promises a blend of tranquility and convenience that's hard to resist.

Winchester, MA Real Estate

Winchester is a suburban town recognized for its highly competitive housing market and upscale residential offerings. The town is renowned for its grand homes that blend historic charm with modern luxury, making it a sought-after location for homebuyers seeking an exquisite living experience.

The median listing home price in Winchester was reported to be $1.46M in June 2023, trending up by a significant 16.6% year-over-year. With a typical home value of approximately $1.45M, the town's real estate market is robust and dynamic. The number of homes for sale increased by 2.1% between May and June 2023, indicating a healthy supply for potential buyers.

In Winchester, the housing market scored 86 out of 100 in terms of competitiveness, according to Redfin, suggesting that prospective buyers should be ready for a fast-paced market environment. Despite the competitive nature of the market, the variety of available properties—from single-family homes to apartments and condos—offers numerous opportunities for different buyer preferences. In essence, Winchester's real estate market presents an excellent investment opportunity for those seeking a premium lifestyle in a sophisticated suburban setting.

Living in Winchester

So many things! It’s hard to name them all, so here’s a few reasons:

Winchester boasts a rich history and vibrant culture. Incorporated in 1850, the town was initially settled by citizens of Charlestown in the 1630s. Over the years, Winchester has fostered a thriving cultural scene, with numerous artists living and practicing in the area. The Winchester Historical Society, housed at the Sanborn House, is a testament to the town's commitment to preserving and celebrating its past.

The town is home to the Winchester Community Music School, which hosts concerts and other performances throughout the year. Additionally, the Griffin Museum of Photography showcases compelling photographic exhibits that are sure to captivate art enthusiasts.

The restaurant scene in Winchester is diverse and exciting. From classic American fare to international cuisine, the town's culinary offerings cater to a range of tastes. Whether you're looking for a cozy cafe for brunch or a fine dining establishment for a special occasion, Winchester's restaurants won't disappoint.

There is no shortage of things to do in Winchester. Nature lovers can explore the Middlesex Fells Reservation, a massive green space offering hiking, biking, and boating opportunities. History buffs will enjoy a visit to the Sanborn House Historical and Cultural Center, an elegant Beaux-Arts mansion offering insights into Winchester's past. And for those who enjoy shopping, Winchester's downtown area features a variety of boutiques and shops.

Winchester Map



Contact Us