Wingaersheek Real Estate

Wingaersheek Real Estate

Welcome to Wingaersheek, a hidden gem nestled in the charming city of Gloucester, Massachusetts. Known for its stunning coastal beauty and vibrant community, Wingaersheek is a picturesque neighborhood that offers an idyllic escape for both residents and visitors alike.

Wingaersheek Beach, the crown jewel of the area, boasts soft sandy shores and crystal-clear waters, making it the perfect spot for sunbathing, swimming, and beachcombing. The beach is framed by scenic dunes and lush greenery, providing a serene backdrop for family picnics or a peaceful stroll at sunset. Whether you’re an avid surfer or just looking to relax with a good book, Wingaersheek Beach caters to all.

The neighborhood is steeped in rich history, with charming seaside cottages and stunning views of the Atlantic Ocean. Wingaersheek is not just about its natural beauty; it also offers a close-knit community atmosphere, where neighbors become friends and local events bring everyone together. Enjoy seasonal farmers' markets, art festivals, and community gatherings that showcase the talent and spirit of this vibrant area.

Wingaersheek is also conveniently located near Gloucester’s bustling downtown, where you can explore unique shops, indulge in fresh seafood at local eateries, and enjoy the arts scene that the city is renowned for. With its perfect blend of relaxation and recreation, Wingaersheek is not just a place to live; it’s a lifestyle waiting to be embraced. Discover the magic of Wingaersheek and make this enchanting coastal community your new home!

Newest Listings in Wingaersheek

41-B Wingaersheek Rd, Gloucester
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73573613 MLS
BEACHFRONT LIVING AT ITS FINEST! Welcome to 41B Wingaersheek Road, a rare offering with 48 feet of private beachfront on one of Gloucester’s most coveted shorelines. Built by Honomobo, this beautifully designed modern modular home combines precision engineering with coastal luxury, connecting you effortlessly to the ocean. Built in Western Canada to withstand extreme temperatures, this property offers a sophisticated alternative to conventional construction, with the home factory-built in precision-fabricated modules and assembled on-site. The property features two beautifully appointed open-concept residences, each offering 2 bedrooms and 2 full baths, with a convenient lockout door providing ultimate flexibility to use the property as an expansive single-family featuring a versatile layout of 4 beds, 4 baths or as two independent units for a multi-family investment. Both residences feature sun-drenched living spaces, in-unit laundry, and sleek kitchens with quartz countertops, center islands, and stainless steel appliances. Outdoor living is thoughtfully designed with a spacious first-floor deck featuring both open and screened-in areas, perfect for enjoying the coastal setting in any season while the top floor deck takes full advantage of the location, offering unobstructed views of the private beach. The highly engineered building envelope pairs structural steel with wood framing to deliver incredible durability and a clean, modern aesthetic, while extensive closed-cell spray-foam insulation, high-efficiency heat-pump HVAC, and a heat-recovery ventilation (HRV) system provide year-round comfort and continuous fresh air. Designed for effortless seaside living, just step outside and follow your private path directly to the beach for a day of swimming or strolling the shoreline. Whether you envision a private family compound, a luxury vacation retreat, or a lucrative income-producing property, this meticulously executed home delivers a remarkable opportunity to own a premier piece of the Gloucester coastline.

41-B Wingaersheek Rd, Gloucester

Listing courtesy of Listing Agent: The Apex Team from Listing Office: Apex Realty Group, LLC.
41-B Wingaersheek Rd, Gloucester
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73572954 MLS
BEACHFRONT LIVING AT ITS FINEST! Welcome to 41B Wingaersheek Road, a rare offering with 48 feet of private beachfront on one of Gloucester’s most coveted shorelines. Built by Honomobo, this beautifully designed modern modular home combines precision engineering with coastal luxury, connecting you effortlessly to the ocean. Built in Western Canada to withstand extreme temperatures, this property offers a sophisticated alternative to conventional construction, with the home factory-built in precision-fabricated modules and assembled on-site. The property features two beautifully appointed open-concept residences, each offering 2 bedrooms and 2 full baths, with a convenient lockout door providing ultimate flexibility to use the property as an expansive single-family featuring a versatile layout of 4 beds, 4 baths or as two independent units for a multi-family investment. Both residences feature sun-drenched living spaces, in-unit laundry, and sleek kitchens with quartz countertops, center islands, and stainless steel appliances. Outdoor living is thoughtfully designed with a spacious first-floor deck featuring both open and screened-in areas, perfect for enjoying the coastal setting in any season while the top floor deck takes full advantage of the location, offering unobstructed views of the private beach. The highly engineered building envelope pairs structural steel with wood framing to deliver incredible durability and a clean, modern aesthetic, while extensive closed-cell spray-foam insulation, high-efficiency heat-pump HVAC, and a heat-recovery ventilation (HRV) system provide year-round comfort and continuous fresh air. Designed for effortless seaside living, just step outside and follow your private path directly to the beach for a day of swimming or strolling the shoreline. Whether you envision a private family compound, a luxury vacation retreat, or a lucrative income-producing property, this meticulously executed home delivers a remarkable opportunity to own a premier piece of the Gloucester coastline.

41-B Wingaersheek Rd, Gloucester

Listing courtesy of Listing Agent: The Apex Team from Listing Office: Apex Realty Group, LLC.
2 Dune Circle, Gloucester
$2,200,000
4 Beds ⋅ 2 Baths ⋅ 73563828 MLS
Welcome to Coffins Beach, where private roads, rare deeded beach rights, pristine white sand and crystal-clear waters and tennis/pickleball courts all create an exceptional coastal setting. Set on a large lot, this well-maintained 1971 Contemporary offers 2,038 sq. ft. of comfortable living space with four bedrooms and two full baths—equally suited for seasonal escapes or year-round living. Elevated among the trees, the home enjoys expansive bird's-eye views toward the Annisquam River and the Ocean bringing together coastal scenery with the privacy and shade of its wooded surroundings. The open main level is oriented toward the view, with large picture windows and sliding glass doors connecting the living spaces to the deck. A remodeled kitchen with upgraded cabinetry, glass tile backsplash, countertop dining and stone countertops opens to the dining and living areas, while a fireplace adds warmth for cooler evenings and year-round enjoyment. Multiple decks and outdoor spaces extend the living area outside, with plenty of room to relax after a day at the beach or simply enjoy the surrounding landscape that also includes a private patio garden. Four well-proportioned bedrooms provide flexibility for family and guests, while two full baths complete the home. Master suite with vaulted ceilings opens to a private sunroom and deck for stunning view. Move-in ready and set within a highly sought-after coastal community, offering the rare combination of private beach access, water views, privacy and the flexibility to enjoy Gloucester in every season. Schedule a private viewing to experience the setting, views and distinctive lifestyle this property offers. Extensive renovations also include newer roof, windows, exterior, decking, sunroom, energy efficient Viessmann furnace, hot water heater and more. Furnishings and Household items negotiable making this a turn key option.

2 Dune Circle, Gloucester

Listing courtesy of Listing Agent: Suzanne Manley from Listing Office: Charlesgate Realty Group, llc.
19 Two Penny Ln, Gloucester
$2,200,000
73509397 MLS
Rare opportunity to own a 3+ acre coastal parcel in Gloucester overlooking Essex Bay and Crane Beach. Set on a private road, this elevated, wooded lot offers exceptional privacy and the potential for a custom home in a premier Cape Ann location. Enjoy close proximity to Wingaersheek Beach, marinas, and downtown Gloucester while surrounded by natural beauty. Generous acreage and topography provide a unique setting to design a year-round residence or seasonal retreat. Buyer to perform all due diligence. Board of Health has denied septic approval; property being sold as-is.

19 Two Penny Ln, Gloucester

Listing courtesy of Listing Agent: McDermott Group from Listing Office: Gibson Sotheby's International Realty.
178 Atlantic Street, 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

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
226 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

Listing courtesy of Listing Agent: Nest | Syndi Zaiger Group from Listing Office: Compass.
Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.