Winchester Homes with Shingle Style

Welcome to Winchester, Massachusetts, a charming town nestled in Middlesex County that seamlessly blends rich history with modern living. Known for its picturesque landscapes and vibrant community, Winchester offers an idyllic setting for families, professionals, and retirees alike. With its tree-lined streets, historic architecture, and access to pristine parks, this town is a hidden gem just a short train ride from Boston.

One of the architectural treasures you’ll find in Winchester is the captivating Shingle Style homes. These distinctive residences, characterized by their wooden shingle exteriors and inviting, asymmetrical designs, perfectly complement the town's New England charm. Often adorned with expansive porches and intricate detailing, Shingle Style homes exude warmth and character, making them a popular choice for those seeking a unique and timeless residence.

Living in Winchester means embracing a lifestyle filled with community spirit and convenience. The town boasts excellent schools, a variety of local shops, and an array of dining options that cater to every palate. Outdoor enthusiasts will appreciate the abundance of parks and recreational facilities, including the scenic Wright-Locke Farm, where you can enjoy nature walks and community events.

Whether you’re exploring the historic downtown area or taking in the serene views along the Mystic Lakes, Winchester offers a perfect blend of suburban tranquility and urban accessibility. If you’re looking for a home that reflects both beauty and craftsmanship, the Shingle Style residences in Winchester are sure to capture your heart. Discover the charm of this delightful town and make Winchester your next home!

Newest Winchester Homes with Shingle Style

$18,000,000

6 Beds ⋅ 7 Baths ⋅ 73585235 MLS

A NEW BENCHMARK FOR LUXURY LIVING IN WINCHESTER. Introducing a truly one-of-a kind estate—an extraordinary new residence created without compromise on approximately one private acre at the end of a cul-de-sac. Encompassing nearly 10,000 SF, 21 rooms, 6 bedrooms and 8 baths, this remarkable property brings together architectural presence, exceptional craftsmanship, advanced technology and resort-caliber amenities rarely found in a single Greater Boston residence.Beyond its gated entrance and heated driveway, sophisticated interiors unfold through grand entertaining spaces, a statement chef’s kitchen, library/office with wet bar, glass-enclosed fitness studio, acoustically designed cinema, wine lounge and underground wine cellar. The exceptional primary suite features a luxurious dressing room and dramatic two-tier panoramic veranda overlooking the grounds.Outside, the estate transforms into a private resort: spectacular pool with waterfall, integrated spa, flame features and automatic cover; covered outdoor kitchen; sunken conversation lounge with central fire feature; covered dining terrace with fireplace; and beautifully designed grounds offering extraordinary privacy.Behind the elegance is equally impressive infrastructure: 18 heating zones, 9 cooling zones, 600-amp electrical service, approximately 2.5M BTU gas capacity, integrated AV/security, automated gated entry and a 3-car climate-conscious auto lounge with porcelain flooring and dual EV charging.Minutes from Winchester Center and convenient to Boston, this is far more than exceptional new construction. It is a meticulously conceived private estate where architecture, technology, wellness, entertainment and resort living converge—created for the buyer seeking something that simply cannot be replicated.

15 Vinson Circle, Winchester

Listing courtesy of Listing Agent: Anthony Marino from Listing Office: The Marino Group Collection.

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