27 Everett Avenue: A Timeless Blend of History, Elegance, and Modern Luxury

Welcome to Winchester, one of Boston’s most sought-after suburbs, located just 8 miles from the city. Nestled on the prestigious Everett Avenue, known as Mansion Row, this home at 27 Everett Avenue is surrounded by stately architecture and immaculately landscaped properties. With its prime location just a short stroll to Winchester Center, commuter rail, and top-rated schools, this residence offers the ideal balance of convenience, charm, and sophistication.

Designed in 1905 by renowned architect Robert Coit, this historic Tudor-style home is part of the celebrated Everett/Sheffield District, a neighborhood listed on the National Historic Register. Fully renovated in 2023/2024, the home combines the grandeur of its storied past with the ease of modern living.

Step through the front door into a world of architectural beauty and craftsmanship. The grand entrance hall is a showstopper, featuring restored hardwood floors that gleam with character and intricate woodwork that pays homage to the home’s heritage. Throughout the home, high ceilings, Tudor-style balusters, and six stately fireplaces create an atmosphere of elegance and warmth.

The formal dining room is a jewel, with its coffered ceiling, carved mantel, and inviting fireplace—perfect for hosting holiday dinners or intimate gatherings. Adjacent, the formal living room and sun-filled library offer spaces of quiet sophistication, each enhanced by Southern exposure, oversized walk-in bay windows, and refined details like a tray ceiling and built-in bookcases.

For larger celebrations, the family room is a true centerpiece. With oversized windows offering sweeping views of the park-like backyard, this expansive space has been the setting for countless sports banquets, holiday parties, and neighborhood events. Its scale and versatility make it ideal for entertaining or simply enjoying time with family.

The newly designed kitchen is a culinary masterpiece, thoughtfully crafted for both the home chef and the entertainer. At its heart is a seamless blend of luxury and functionality, featuring top-of-the-line appliances and bespoke cabinetry. A spacious walk-in pantry offers ample storage and includes the convenience of refrigerator drawers and in-house laundry facilities, keeping everything you need within reach yet elegantly tucked away. For effortless entertaining, the butler’s pantry is a standout feature, equipped with a wine fridge to perfectly chill your favorite vintages. Every detail in this space invites creativity and connection, making it as practical as it is stunning.

The second floor is home to a newly reimagined primary suite—a private oasis designed for comfort and luxury. The spa-inspired bathroom features automated shower jets, a marble-topped vanity, and backlit mirrors, while the custom dressing room offers abundant storage, cabinetry, and a built-in steamer for effortless mornings. Five additional spacious bedrooms provide room for family, guests, or office needs, all thoughtfully designed to maximize light and functionality.

The lower level extends the home’s versatility, offering a recreation room complete with billiards and ping-pong areas, a gym, a cozy TV lounge, and a fully equipped entertainment kitchen with a refrigerator, microwave, sink, and ample cabinet storage. Whether it’s movie night, a workout session, or casual entertaining, this level has something for everyone.

The exterior of 27 Everett Avenue is just as captivating. Majestic oak and birch trees frame the property, providing shade and natural beauty. The stone-walled driveway leads to a generous parking area, ideal for bike rides, sports, or guest parking. The backyard, a rare gem in Winchester, stretches out like a private park, offering endless opportunities for recreation and relaxation. Over the years, it has hosted everything from ice rinks to tennis matches, becoming a cherished gathering place for family and neighbors alike. Imagine transforming this lush expanse into your own garden retreat, sports haven, or simply a peaceful escape from the everyday.

With over 7,400 square feet of living space, six bedrooms, 5.5 baths, and a two-car garage, this home is as functional as it is beautiful. Its prime location in Winchester’s most historic district further enhances its appeal, making 27 Everett Avenue a rare opportunity to own a piece of history.

This is more than just a home—it’s a legacy. A place where memories are made, stories are shared, and dreams are realized. Welcome to 27 Everett Avenue, where historic elegance meets modern living in perfect harmony.