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$2,200,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73552747 MLS ⋅ 2,512 SqFt.
This harbor front home offers what few water front properties can: a daily connection to the ever-changing rhythm of Marblehead Harbor! Positioned on the town side of the harbor, it captures sweeping 180-degree views of the harbor entrance, Fort Sewall, Children's Island, Chandler Hovey Park, Marblehead Neck Lighthouse, and the constant activity of sailboats, fishing vessels, and pleasure craft. The house is designed to engage with the waterfront with large windows framing the view. A 31'x32' seaside patio, unusually shaped like the prow of a ship, plus a third floor deck overlooking the harbor with an adjacent beach for swimming & kayaking complete the water draw. The approximately 2,500 sq. ft. home features a living/dining room, kitchen, den or office, 2 additional bedrooms, 2.5 baths and a spectacular third-floor Great Room with built-in bookshelves, wet bar, dumbwaiter, exposed-brick wood burning fireplace and direct deck access. A rare opportunity to experience harbor living!

137R Front, Marblehead
$1,499,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73549983 MLS ⋅ 1,200 SqFt.
Experience exceptional waterfront living in one of Glover Landing's most coveted townhouses, ideally positioned directly on Marblehead Harbor with breathtaking unobstructed water views. This beautifully updated 2-bedroom, 1.5-bath residence features a sun-filled living room with newly refinished hardwood floors that opens to a private covered deck, and a newly renovated kitchen with custom cabinetry, glossy white tile, and stainless steel appliances. Upstairs, soaring ceilings enhance two spacious bedrooms, including a primary with floor-to-ceiling windows and a walk-in closet, along with a full bath, in-unit laundry, and convenient attic storage. Complete with 1 deeded parking space, a private beach and dock for Glover Landing Residents, professional on-site management, and just steps from the shops, restaurants, and historic charm of downtown Marblehead, this is coastal living at its finest.

23 Skinners Path Unit 23, Marblehead
$21,000,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73539974 MLS ⋅ 7,013 SqFt.
20 Crowninshield Road offers a rare chance to own an exceptional waterfront estate on 2.25 oceanfront acres in one of the North Shore's most coveted settings. Designed to maximize ocean views from nearly every room, this completely rebuilt, six-bedroom residence features six full baths, three half baths, 10-ft ceilings, radiant & central air, a chef's kitchen, private office, and a dramatic ribbon staircase with custom millwork and a seamless coplanar design throughout, offering effortless indoor-outdoor entertaining. An elevator and threshold-free layout offer effortless accessibility. The primary suite offers sweeping water views, 2 gas fireplaces, dual walk-ins, an Ipe deck, and a private outdoor shower. Amenities include a wine cellar, sauna, steam room, pool, grill station, and a hot tub beneath a retractable Ipe deck. Complete with a guest/staff suite, 4-car garage, landscaped grounds, and exclusive access to a neighborhood beach, dock, and mooring. Not in the FEMA flood zone.

20 Crowninshield Road, Marblehead
$899,000
1 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73536975 MLS ⋅ 725 SqFt.
Unmatched harbor views and the best of Old Town Marblehead at your doorstep. This beautifully renovated 1-bed, 1-bath condo captures sweeping vistas of Marblehead Harbor, the lighthouse, and the Atlantic from one of the town’s most coveted waterfront settings. Soaring ceilings and an open-concept layout create a bright, airy living space, with kitchen, dining, and living areas all oriented to the water. Step out to a spacious private deck perched above the harbor, offering a front-row seat to sailboats and ever-changing coastal scenery. The bedroom provides a quiet retreat, complemented by an updated bath with timeless finishes. Additional features include in-unit laundry, 1 deeded parking spot, private outdoor spaces & more. Just steps to Crocker Park, Fort Sewall, shops, restaurants, and historic Old Town. Rare opportunity to own one of Marblehead’s most spectacular harbor front residences—the final available unit in this fully renovated, owner-occupied 7-unit building.

95 Front Street Unit 1, Marblehead
$15,000,000
5 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73536454 MLS ⋅ 9,586 SqFt.
This magnificent oceanfront estate stands as one of the most significant properties in Marblehead. Located in the exclusive Peach’s Point neighborhood, this property offers stunning views of Crowninshield Island, Grace Oliver’s Beach, Marblehead Lighthouse, and the surrounding islands. “Seaside Farm” replaced the original Crowninshield estate in 1999 in a classic Georgian style, with meticulous attention to detail throughout. The home is designed to maximize ocean views while maintaining privacy. The grand 2-story foyer with a custom staircase sets the tone for the home, which features elegant living spaces ideal for both daily life and entertaining. The second floor includes an oceanfront primary suite with a fireplace, walk-in closet, modern bathroom, and a private deck with exceptional views. Three additional en suite bedrooms, a large office, and a laundry room complete the second floor. Caretakers 1 bedroom apartment over 4-car garage offering views of Grace Oliver's Beach and c

17 Crowninshield Road, Marblehead
$4,250,000
4 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73532365 MLS ⋅ 3,700 SqFt.
Meticulously renovated oceanfront residence in the prestigious Greystone neighborhood offering sweeping panoramic views from Marblehead Harbor to Boston. Newly reimagined state-of-the-art kitchen features stainless steel appliances, custom cabinetry, a spacious center island, and a sunlit breakfast nook—perfect for both everyday living and entertaining. The main level is open-concept, connecting the kitchen and dining room, a spacious living room with a fireplace and a bright sunroom. The second floor leads to a dramatic primary suite with cathedral ceiling, oceanfront deck and a new beautifully appointed modern bathroom. Two additional en-suite bedrooms complete this level, both with new updated bathrooms. The lower level walks out to the lawn with hot-tub or to the steps down to the ocean. This level includes a generous family room with a stone fireplace, an area for a home office, a dedicated exercise area, a fourth bedroom, a new modern bathroom and laundry room.

16 Coolidge Road, Marblehead
$8,900,000
5 Beds ⋅ 7 Baths ⋅ UNDER AGREEMENT Status ⋅ 73514222 MLS ⋅ 8,971 SqFt.
Rarely does a property of this magnitude come to market. From its stunning perch high above the ocean on over an acre of land, this meticulously crafted 14-room Shingle-Style Estate, designed in 2011 by SV Designs and built by Essex Builders, unites artistry, craftsmanship, and panoramic views in a once-in-a-generation offering. Capturing the very best of coastal New England living, this is an architecturally significant residence built for grand entertaining yet shaped by the rhythms of family life. The multi-level floor plan offers 5 bedrooms and 5 full plus 2 half baths across three finished levels, with ocean views from nearly every principal room. Custom millwork, Red Birch flooring, three fireplaces, coffered ceilings, and walls of divided-light windows define the interior; outside, curved fieldstone walls cradle a multi-level bluestone terrace overlooking the open ocean. The setting is irreplaceable, and the ever-changing views are the heart of what makes this home exceptional.

10 West Orchard Street, Marblehead
$7,750,000
ACTIVE Status ⋅ 73482564 MLS
Set along 180 feet of direct beachfront on Marblehead Neck, this extraordinary nearly 2-acre parcel presents a rare opportunity to secure irreplaceable shoreline in one of the North Shore’s most exclusive enclaves. With sweeping ocean vistas, breathtaking sunrises, and private beach ownership, the setting offers unmatched privacy, scale, and prestige. Whether reimagined as a custom coastal retreat or developed into a bespoke modern estate, the true value lies in the land — expansive, dramatic, and rich with possibility. A premier waterfront acquisition and a once-in-a-generation chance to create a legacy property in an unparalleled seaside location.

349 Ocean Avenue, Marblehead
$7,750,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73467958 MLS ⋅ 6,500 SqFt.
Set on 180 feet of beachfront, this rare and highly coveted Marblehead Neck estate offers an extraordinary blend of privacy, scale, and coastal prestige. Encompassing nearly 2-acres of irreplaceable shoreline, the property presents a once-in-a-generation opportunity to reimagine a legacy retreat in one of North Shore’s most exclusive enclaves. This 5 bedroom, 5.5 bath residence captures sweeping ocean vistas, awe-inspiring sunrises, and gentle sea breezes, providing an unparalleled setting for refined coastal living with private beach ownership. Whether the current home is meticulously restored or the site is transformed into a bespoke modern masterpiece, the land itself represents the ultimate in luxury. Expansive and rich with possibility, this estate is a lifestyle investment offering the rare freedom to design a beachfront vision that will endure for generations. For those seeking a premier waterfront acquisition, this property stands as a hallmark of North Shore excellence.

349 Ocean Avenue, Marblehead

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