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$1,375,000
5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73561953 MLS ⋅ 3,572 SqFt.
Located in one of Marblehead's most desirable neighborhoods, this classic 1930's Colonial offers timeless charm, thoughtful living spaces, and an exceptional backyard retreat. The first floor features a kitchen, dining room, living room, private home office, bright sunroom, and powder room—perfectly designed for both everyday living and entertaining. The second floor includes two generously sized bedrooms, a full bath, and a primary bedroom with an en-suite bathroom. Two additional bedrooms on the third floor provide flexible space for family, guests, or a second home office. The lower level offers laundry, additional living space, and abundant storage. Outside, discover your own private oasis with an expansive deck overlooking an in-ground pool, surrounded by beautifully landscaped gardens that create the perfect setting for relaxing or entertaining all summer long. The outdoor shower is always a treat! First showings to begin after Broker Open House Wednesday, August 12th after 10:30am.

12 Robert Road, Marblehead
$21,000,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73539974 MLS ⋅ 7,013 SqFt.
20 Crowninshield Road is set on 2.25 oceanfront acres in one of Marblehead's most coveted waterfront settings. This exceptional estate offers approximately 7,013 square feet of finished living area and 8,620 square feet of gross area, combining timeless coastal elegance with modern luxury. Completely rebuilt to the highest standards, this six-bedroom residence features six full baths and three half baths, sweeping ocean views, 10-foot ceilings, radiant heat, and central air conditioning. At the heart of the home, a dramatic ribbon staircase serves as a stunning architectural centerpiece, rising gracefully through all levels and complementing the seamless coplanar design. Remarkable craftsmanship is on display throughout, anchored by extensive millwork in old-growth white oak and a continuous installation of large-format stone running both inside and outside the home. A full-size elevator serves every floor, and the threshold-free design offers full accessibility to all living spaces. An intuitive, easy-to-use home control system governs the property, engineered with multiple layers of redundancy for reliable performance and security.The primary suite serves as a private retreat, featuring two gas fireplaces, dual walk-in closets, direct access to an expansive Ipe deck, and an outdoor shower. An extensive wine cellar offers precision climate-controlled display racking. Spa-inspired amenities include a sauna, steam room, an outdoor hot tub concealed beneath a retractable Ipe deck, and a pool surrounded by granite and Ipe decking.A separate staff or guest suite provides flexibility for extended family or live-in assistance. The four-car garage offers substantial vehicle storage capacity.The beautifully landscaped grounds frame expansive panoramic Atlantic ocean views and provide exceptional privacy. Ownership includes access to a neighborhood beach, dock, and mooring field, offering a rare opportunity to enjoy Marblehead's renowned boating and waterfront lifestyle. Just minutes from Marblehead's historic harbor, yacht clubs, shops, and restaurants, this rare legacy property offers exceptional craftsmanship in one of New England's most desirable oceanfront settings.The dwelling is not located in the FEMA flood zone.

20 Crowninshield Road, 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
$6,250,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73528490 MLS ⋅ 7,231 SqFt.
Set high on nearly an acre in one of Marblehead Neck's most prestigious locations, this 6 bedroom, 5.5 half bathroom exceptional Colonial captures lovely views of Marblehead Harbor while offering privacy, elegance, and timeless architectural appeal. A circular driveway and extraordinary landscaping introduce beautifully curated living spaces where a top-to-bottom renovation has seamlessly blended classic architectural detail with superior designer finishes throughout. From Belgium bluestone flooring to German imported glass on the bar, every detail was thoughtfully selected to the highest standard. Rich wood detailing, crisp moldings, soaring ceilings, and expansive windows frame harbor views and fill the home with natural light. Grandly scaled rooms open effortlessly to a wraparound porch, deck, and bluestone patios. A stunning pool and hot tub are perfectly positioned beside an expansive flat lawn — creating an exceptional private setting for relaxation and entertaining.

48 Harbor Ave, Marblehead
$3,750,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73528472 MLS ⋅ 6,241 SqFt.
Spacious and bright Marblehead Neck home with ocean views, deeded beach rights and a separate waterfront lot that is included with the sale. The main living areas are open-concept and perfect for entertaining! The dramatic primary suite has cathedral ceilings, a spacious sun-lit solarium, a luxurious marble bathroom and a separate fire-placed whirlpool/spa room. The home has 3 other bedrooms (one which can be a home office) plus a guest/au pair/in-law suite. Some of the many amenities include; the flexibility of the open living room/dining room/sitting room combination, 5 1/2 bathrooms, large fire-placed family room, numerous decks with ocean views, large sauna, exercise room, heated outdoor pool, fire-placed recreation room and heated 2-car attached garage. The property has deeded Beach Rights just steps away and owns an ocean-front parcel of land across the street on Ocean Avenue.

244 Ocean Avenue, Marblehead
$2,750,000
7 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73520018 MLS ⋅ 5,306 SqFt.
Historic Elegance Meets Modern Luxury on Marblehead Neck. Set along prestigious Ocean Avenue, directly across from iconic Castle Rock, this magnificent 1880 Gambrel blends timeless character with thoughtful modern updates. Lovingly held by the same family for generations, the home has been expanded to offer over 5,300 square feet of gracious living space, featuring 7 bedrooms and 4.5 baths, plus a spacious 1,200 sq.ft. basement. Ocean & Harbor views included with the home. The half-acre property includes an outdoor pool, four-car garage, and additional driveway parking. Just steps to Castle Rock Beach and moments from downtown Marblehead, Shubie’s Market, acclaimed restaurants, and the Historic District, this is a rare opportunity to own a distinguished residence in one of the North Shore’s most coveted coastal enclaves, ideal for entertaining, everyday living, and creating lasting legacy moments.

372 Ocean Avenue, Marblehead
$2,850,000
5 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73486496 MLS ⋅ 4,090 SqFt.
Summer is around the corner ! This SF boasts over 4k sqft of living space, offering a blend of luxury and comfort. The 5 spacious bedrooms have custom or walk-in closets. The 3.5 baths are renovated while the primary ensuite provides a separate shower and double sinks. Upon entering, you'll be captivated by the light-filled rooms, courtesy of oversized windows that capture the sunlight from every direction. The chefs kitchen is a culinary enthusiasts delight, featuring a windowed design, state-of-the-art appliances, 2 sinks, and a copper vented hood. The open layout flows seamlessly into the formal dining room, perfect for hosting dinner parties. The living spaces are elegantly finished with a mix of hardwood floors, accentuated by recessed lighting and a cozy wood burning fireplace. Outdoor living is equally impressive with a heated saltwater gunite in-ground pool, hot tub, and a patio for barbecuing and/or alfresco dining. This home is a haven for relaxation, fitness & entertainment!

59 Harbor Ave, 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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