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20 Crowninshield 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
17 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
98 Evans Rd, Marblehead
$1,699,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73523180 MLS ⋅ 3,200 SqFt.
Come home to rooms that feel bright, open, and easy to live in. This newly built Modern Colonial in Marblehead brings the kitchen, dining, and living areas together beneath nine-foot ceilings, with white oak floors and oversized black-framed windows carrying natural light across the main level. A fireplace anchors the living room, while the kitchen’s large island, quartz countertops, and custom cabinetry make it a natural place to gather.A first-floor bedroom with its own bath offers flexibility for guests or anyone who prefers to stay on the main level. Upstairs, the primary suite includes a soaking tub and tiled shower, with additional bedrooms and baths nearby or in the bedroom. The finished lower level gives you room to make your own, whether that means a media room, workout space, playroom, or home office.A one-car garage and EV charging add everyday convenience. Come walk through 98 Evans Road and see how comfortably the spaces work together. The street has just been freshly paved!

98 Evans Rd, Marblehead
55 Gregory St, Marblehead
$1,599,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73531935 MLS ⋅ 2,357 SqFt.
Ideally located on one of Marblehead’s most sought-after streets, this beautifully updated 1880 Colonial offers the quintessential walkable coastal lifestyle. Just moments from parks, the waterfront, restaurants, shops, and all that downtown Marblehead has to offer, the home seamlessly blends historic character with modern comfort. Original details, including beamed ceilings and a wood-burning fireplace, create warmth and charm throughout. The renovated kitchen features stone countertops, stainless steel appliances, a spacious dining area, and direct access to a covered porch overlooking the backyard. A flexible first-floor den, office, or bedroom and full bath provide added versatility. Upstairs are three generous bedrooms, a full bath, and laundry. The finished lower level includes a family room, bedroom, full bath, and exceptional storage. Recent improvements include an oversized heated garage with expansion potential, plus updated heating, roof, and siding.

55 Gregory St, Marblehead
48 Harbor Ave, 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
244 Ocean Avenue, Marblehead
$3,650,000
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
20 Mechanic Sqaure Unit 3, Marblehead
$975,000
2 Beds ⋅ 3 Baths ⋅ REACTIVATED Status ⋅ 73515675 MLS ⋅ 1,443 SqFt.
"THE ELBRIDGE" is an exclusive development located in a stately 120-year-old brick building. Combining modern amenities with antique charm,high ceilings and oversized windows, this light filled 2 bedroom,2.5 bath townhouse features a main floor with a large open space combining the living room , dining area and the chef's kitchen -complete with a central island, quartz countertops, top of the line stainless appliances and custom floor-to-ceiling cabinets. There are two ensuite bedrooms,in-unit laundry, central A/C, and dedicated parking, plus an outside patio. 20 Mechanic Square is walking distance to Marblehead's famous harbor and central Landing,2 yacht clubs, several seaside parks, beaches, plus 2 islands(at low tide!),and only a few blocks to downtown boutiques, coffee shops,a grocery store, restaurants, museums and theaters. Once you arrive home you can park your car, leave the keys, and enjoy all that Marblehead has to offer. Ideal for either summer or year round living.

20 Mechanic Sqaure Unit 3, Marblehead
20 Mechanic Square Unit 2, Marblehead
$1,150,000
2 Beds ⋅ 3 Baths ⋅ REACTIVATED Status ⋅ 73515676 MLS ⋅ 1,965 SqFt.
Welcome to The Elbridge — an exclusive townhouse collection within a stately 120-year-old brick building blending historic charm with modern comfort. High ceilings and oversized windows fill this 2-bed, 2.5-bath home with light throughout.The main level offers open living/dining plus a chef's kitchen with center island, quartz counters, top-of-the-line stainless appliances and custom floor-to-ceiling cabinetry, plus an ensuite bedroom. The lower level features a second ensuite bedroom, a family room/office and laundry. Central A/C and dedicated parking included. At 20 Mechanic Square, you're steps from Marblehead's famous harbor, Central Landing, two yacht clubs, seaside parks, beaches and two islands at low tide. Downtown boutiques, cafes, a grocery store, restaurants, museums and theaters are just blocks away. Come home to everything Marblehead offers.

20 Mechanic Square Unit 2, Marblehead
1 Maverick St Unit 2, Marblehead
$549,000
3 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73494200 MLS ⋅ 1,795 SqFt.
Attention investors, second-home buyers, or those seeking flexible living space—this spacious and charming condo in a prime downtown location offers excellent potential with close proximity to shops, restaurants, beaches, the bike path, and commuter routes.Bright and inviting, this 3-bed, 2-bath condo offers approx. 1,800 sq. ft. across 2 levels in a c.1920 two-family home. Private entry with coat closet and beautiful staircase leads to the main living area featuring wood floors throughout, exposed beams, wood-burning stove, dining room, dedicated office space, sunny kitchen with granite countertops, full bath, and in-unit laundry. The top floor offers 3 bedrooms, full bath, skylights, and great closet space. Enjoy 3 raised garden beds, a small shed, and 2 off-street parking spaces. Near schools, Abbot Public Library, Seaside Park, Devereux Beach, and downtown shops and dining.

1 Maverick St Unit 2, Marblehead
197A West Shore Drive Unit A, Marblehead
$560,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73340394 MLS ⋅ 1,400 SqFt.
Price Reduced! Unit is unoccupied and ready for new owners. Enjoy everything historic Marblehead has to offer! This inviting home presents an affordable condominium opportunity in Essex County. Ready to move in, this residence awaits those seeking comfort and convenience. This affordable townhouse offers 2 Bedrooms and 1.5 baths. The lower level offers a finished family room that can also be used as an additional bedroom if needed. Charming and bright, eat-in kitchen offers a new Bosch dishwasher, new built-in microwave and a newer stove. New roof, furnace, and hot water heater. Basement storage and utility room with work bench for your projects Low association fees.

197A West Shore Drive Unit A, Marblehead

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