Gloucester Homes with Shingle Style

Welcome to Gloucester, Massachusetts—a coastal gem nestled in Essex County, renowned for its rich maritime history, stunning landscapes, and vibrant arts scene. This picturesque city, often referred to as the "Crown Jewel of Cape Ann," offers a unique blend of small-town charm and big-city amenities, making it an ideal place to call home.

Gloucester boasts a stunning coastline dotted with rocky shores, sandy beaches, and scenic harbors, providing residents with endless opportunities for outdoor adventures. From sailing and fishing to hiking along scenic trails, the natural beauty of this area is truly captivating. The city is also home to a thriving arts community, with galleries, theaters, and annual festivals that celebrate its cultural heritage and artistic spirit.

Among the architectural treasures found in Gloucester, the Shingle Style homes stand out as a testament to the city’s rich history and coastal character. These charming residences, characterized by their wooden shingle exteriors, asymmetrical designs, and expansive porches, evoke a sense of timeless elegance. Perfectly suited to the coastal environment, Shingle Style homes seamlessly blend with the natural surroundings, offering both beauty and functionality.

Living in Gloucester means embracing a lifestyle steeped in history, culture, and community. Whether you’re strolling along the vibrant waterfront, savoring fresh seafood at local eateries, or enjoying the breathtaking sunsets, every day here feels like a getaway. Discover your perfect Shingle Style home in Gloucester, where coastal living meets artistic inspiration, and create your own slice of paradise in this enchanting city.

Newest Gloucester Homes with Shingle Style

$1,850,000

4 Beds ⋅ 4 Baths ⋅ 73557136 MLS

Set on one of Castleview's highest points, this beautifully crafted Contemporary Shingle-Style residence captures distant views of the Annisquam River and Ipswich Bay while offering the privacy and tranquility that define Cape Ann's coastal lifestyle. Filled with natural light and thoughtfully designed to maximize its surroundings, the home blends relaxed elegance with everyday comfort. The open-concept floor plan creates an easy flow between the main living spaces, making it equally suited for entertaining and quiet evenings at home by the fire. The well-appointed chef's kitchen features granite countertops, stainless steel appliances, custom cabinetry, a generous walk-in pantry with dumbwaiter, and built-in wine storage. The primary suite serves as a private retreat, with water views, a gas fireplace, vaulted ceilings, and its own deck overlooking the surrounding landscape. The spa-like bath includes a Jacuzzi tub, steam shower, and adjoining walk-in closet. Additional living spaces offer flexibility for guests, remote work, or extended family while maintaining a comfortable and welcoming feel throughout. Outside, the backyard provides a peaceful setting with a hot tub, outdoor shower, and fantastic grounds, with irrigation and sublime lighting. A standout feature of the property is deeded access to private Wingaersheek/Coffin Beach, offering a rare opportunity to enjoy one of Cape Ann's most sought-after stretches of shoreline. Located in one of Gloucester's most desirable seaside neighborhoods, this exceptional home combines quality craftsmanship, privacy, and an enviable coastal setting, just minutes from downtown Gloucester's dining, shops, galleries, marinas and waterfront.

7 Sea Fox Lane, Gloucester

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