Wingaersheek Homes for Sale

Welcome to Wingaersheek, a hidden gem nestled in the picturesque city of Gloucester, Massachusetts. Known for its stunning coastal views and serene atmosphere, Wingaersheek offers an enchanting escape for those seeking a tranquil lifestyle by the sea. This charming neighborhood is renowned for its pristine beaches, where soft sands and gentle waves create the perfect backdrop for family outings, sunbathing, or simply soaking in the breathtaking sunsets.

The region's rich maritime history adds a unique character to Wingaersheek, with quaint streets lined by beautiful homes that reflect the coastal charm of New England. Here, you’ll find a diverse selection of properties, from cozy cottages to luxurious beachfront estates, each offering its own slice of paradise. Whether you are looking for a summer retreat or a year-round residence, Wingaersheek’s homes for sale cater to a variety of tastes and budgets.

Residents enjoy a vibrant community with easy access to local amenities, including delightful restaurants, boutique shops, and recreational activities. Nature enthusiasts will appreciate the nearby parks and hiking trails, while water sports lovers can indulge in kayaking, sailing, and fishing along the scenic coast.

In Wingaersheek, you are not just buying a home; you are investing in a lifestyle filled with beauty, adventure, and community spirit. Explore the homes for sale in this idyllic neighborhood and discover the perfect place to call your own in one of Massachusetts’ most charming coastal enclaves. Embrace the coastal life in Wingaersheek, where every day feels like a vacation!

Newest Wingaersheek Homes for Sale

$1,699,000

3 Beds ⋅ 3 Baths ⋅ 73531398 MLS

Some homes simply hold furniture. Others hold generations of sandy feet, late-night swims, and the kind of summer memories that seem to stretch on forever. Welcome to 8 Schooner Ridge. Tucked into Gloucester’s coveted Castleview Estates with deeded access to Coffin’s Beach, this sun-filled Acorn contemporary was designed for gathering, unwinding, and living coastal life to the fullest. Vaulted ceilings, walls of glass, and back-to-back fireplaces create warm, dramatic living spaces, while distant views of Ipswich Bay remind you the ocean is never far away. The open floor plan flows easily from kitchen to entertaining spaces to expansive outdoor decking overlooking the pool and beautifully reimagined landscaping. A spacious primary suite, finished lower level for games, workouts or guests, whole-house generator, and oversized 3-car garage complete the retreat. Beach days, pool nights, sea breezes, and space for everyone — this is the rhythm of summer on Cape Ann.

8 Schooner Ridge, Gloucester

$1,225,000

3 Beds ⋅ 3 Baths ⋅ 73482119 MLS

Moments from the pristine shores of Wingaersheek Beach, this beautifully maintained three bedroom, two and a half bath home offers the perfect weekend retreat, seasonal escape, or year round coastal residence. Set in a picturesque setting with views of the Jones River, the property is filled with natural light and features hardwood floors with comfortable living spaces throughout including a kitchen open to the dining area and a family room with fireplace. The second level features three bedrooms and two full baths, including the primary suite. Outside, established perennial gardens and inviting outdoor spaces create a wonderful setting for relaxing or entertaining. Unfinished basement houses utilities & storage space. Two car garage beneath the home provides convenient parking and additional storage. Thoughtfully updated throughout, the home offers a low maintenance coastal lifestyle just moments from one of Cape Ann’s most beloved beaches.

178 Atlantic Street, Gloucester

$2,999,000

4 Beds ⋅ 5 Baths ⋅ 73433660 MLS

Just steps from Wingaersheek Beach, 226 Atlantic Street is an extraordinary new home that blends timeless design with coastal living. Crafted for year-round comfort, this residence offers a chef-inspired kitchen with custom cabinetry, Thermador appliances, and walk-in pantry. The great room soars with a cathedral ceiling and stone fireplace, leading to a four-season porch that brings the outside in. Two serene primary suites—including one on the first floor for the ease of single-level living—feature spa-like baths with heated floors and soaking tubs. Expansive decks and a patio with gas hookups create ideal spaces for entertaining. With energy-efficient systems, EV and solar-ready infrastructure, and Wingaersheek’s crystal-clear waters and soft sand just steps away, this home is both a retreat and a destination.

226 Atlantic Street, Gloucester

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