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$6,500
3 Beds ⋅ 2 Baths ⋅ 73572278 MLS
FABULOUS WATER VIEWS - Single Level Living - FURNISHED Waterfront Rental Available November 1, 2026 until May 15, 2027. Beautiful recently updated kitchen. Spectacular panoramic ocean views from this three bedroom, two full bath, sunny, oceanfront rental. There is a 24'x30' deck and 240' of oceanfront overlooking Preston Beach and Ram Island, with the Boston skyline in the distance. Large level lot with 2-3 car parking. Floor to ceiling fireplace in living room. Private rock for fishing, if you’re so inclined. Excellent access to local area restaurants, and shopping. Logan Airport and Boston approximately 13 miles away. No pets strongly preferred, may consider small trained dog. Great References and credit scores requested. Showings by appointment, 48 hours notice, please.

3 Bass Rock Ln, Marblehead

Listing courtesy of Listing Agent: Brian Skidmore from Listing Office: RE/MAX Beacon.
$1,695,000
3 Beds ⋅ 3 Baths ⋅ 73567922 MLS
Located in the heart of Old Town Marblehead, 2 Mariners Lane offers beautiful harbor views from both the second and third floors and has been thoughtfully updated throughout. The third floor is dedicated to the primary suite, creating a private retreat above it all. Step outside onto the expansive deck with an electric awning and take in sweeping views across Marblehead Harbor - a peaceful setting for morning coffee, unwinding at the end of the day, and watching the boats come and go. The home offers three levels of living with 2.5 updated bathrooms, with radiant heated flooring in both full baths. Custom California Closets throughout provide thoughtfully designed storage while maintaining a clean, refined feel. Extensive updates include electrical and plumbing throughout, enhanced insulation, central air on the first two floors, a Mitsubishi heating and cooling system on the third floor, a new furnace installed in 2025, and on-demand hot water. Outside, the beautifully landscaped backyard is filled with perennial shrubs and flowers, offering an inviting space for outdoor dining and entertaining. Enjoy the best of Old Town Marblehead, with shops, restaurants, the waterfront, Crocker Park, Fort Sewall, the town landing, and several yacht clubs all nearby. With its sweeping harbor views, private third-floor primary suite, extensive updates, and exceptional downtown location, 2 Mariners Lane offers a special opportunity to enjoy the best of Marblehead living.

2 Mariners Ln, Marblehead

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
$2,800
2 Beds ⋅ 1 Baths ⋅ 73561855 MLS
SEASONAL RENTAL - Best location and views imaginable. Direct harbor-front SEASONAL RENTAL (September 15 through May) right next to Fort Sewall with unobstructed views - you feel like you are on vacation every day - even in the winter. Within walking distance to all Old Town has to offer this furnished 4 room 2-bedroom condo is truly a special place. In-unit laundry. Nice, updated kitchen. Public parking down the street from the unit. Best location in Marblehead!

7 Fort Sewall Unit C, Marblehead

Listing courtesy of Listing Agent: Team Harborside from Listing Office: Gibson Sotheby's International Realty.
$3,500
2 Beds ⋅ 2 Baths ⋅ 73555425 MLS
Available October 1st - May 1st. Welcome to your perfect seasonal retreat in the charming coastal town of Marblehead! This beautifully furnished waterfront rental offers a serene escape with breathtaking views and modern comforts. Step into a tastefully decorated unit featuring two spacious bedrooms, each designed with relaxation in mind. The living area is an inviting space with elegant furnishings and large windows that flood the room with natural light, offering stunning vistas of the water. The fully equipped kitchen is perfect for preparing meals, with modern appliances and ample counter space. Enjoy dining with a view, either indoors or on the private balcony overlooking the tranquil waters.This rental is ideal for those seeking a peaceful getaway with the convenience of being close to local shops, restaurants, and attractions. Come unwind by the water and explore the historic charm of Marblehead!

41 Wharf Patth Unit 41, Marblehead

Listing courtesy of Listing Agent: David Wise from Listing Office: Compass.
$2,200,000
2 Beds ⋅ 3 Baths ⋅ 73552747 MLS
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

Listing courtesy of Listing Agent: Mary Stewart & Heather Kaznoski from Listing Office: Compass.
$21,000,000
6 Beds ⋅ 9 Baths ⋅ 73539974 MLS
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

Listing courtesy of Listing Agent: Steven White from Listing Office: William Raveis R.E. & Home Services.
$15,000,000
5 Beds ⋅ 9 Baths ⋅ 73536454 MLS
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

Listing courtesy of Listing Agent: Traci Howe from Listing Office: Gibson Sotheby's International Realty.
$7,750,000
5 Beds ⋅ 6 Baths ⋅ 73467958 MLS
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

Listing courtesy of Listing Agent: Judith Toner from Listing Office: The Proper Nest Real Estate.

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