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$7,900,000
5 Beds ⋅ 5 Baths ⋅ 73542564 MLS ⋅ ACTIVE Status
Set 150 feet above sea level on nearly 13 acres in one of Manchester-by-the-Sea’s most coveted locations, 370 Summer Street offers a rare opportunity to own an extraordinary North Shore estate. Reached by a long private drive, the property commands sweeping views of Kettle Cove and Crow Island. Designed by Marcus Gleysteen of MGA with interiors by Lena Fransioli of Zoe Design, the home blends organic modern architecture with timeless craftsmanship. Stone, wood, and metal leaf finishes include a striking copper leaf wall, live-edge maple stairs, bubinga paneling, and a stainless steel freestanding fireplace beneath arched ceilings soaring to 23 feet. Abutting Hooper Trask Conservation Pasture, the estate enjoys access to 2,000+ acres of protected land, trails, beaches, the harbor, village center, top-ranked schools, and the commuter rail.

370 Summer Street, Manchester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
$2,260,000
5 Beds ⋅ 4 Baths ⋅ 73512909 MLS ⋅ PRICE CHANGED Status
In the heart of MBTS, this stately brick residence blends timeless New England character with thoughtful modern updates. Offering 5 spacious bedrooms and 3.5 well-appointed baths, this rare in-town home provides exceptional scale, comfort, and flexibility. Inside, an open and adaptable floor plan allows for multiple living, entertaining, and work-from-home configurations. Sun-filled rooms flow seamlessly from the kitchen to the family, dining, and living spaces, creating a warm and inviting atmosphere throughout. Outdoor terraces offer peaceful settings for relaxing and gathering around the fire pit with elevated views. Coveted off-street parking adds to the appeal of this exceptional offering. Ideally located moments from the village center, commuter rail, boutique shops, restaurants, Manchester Harbor, and the treasured sands of Singing Beach, this distinguished residence presents an opportunity to own a beautiful home in one of the North Shore’s most desirable coastal communities.

18 Union Street, Manchester

Listing courtesy of Listing Agent: Fabyan and Filias Team from Listing Office: J. Barrett & Company.
$3,275,000
5 Beds ⋅ 4 Baths ⋅ 73511830 MLS ⋅ ACTIVE Status
Privately set on over an acre in one of Manchester-by-the-Sea’s most sought-after coastal neighborhoods, 3 Proctor offers convenience located just 0.4 miles from Singing Beach and moments from the Village’s shops and dining. Thoughtfully designed for both grand entertaining and everyday comfort, the home showcases expansive living areas, soaring vaulted ceilings, and dramatic floor-to-ceiling windows that bathe the interiors in natural light. Multiple fireplaces add warmth and character throughout. Recent improvements include beautifully refinished hardwood floors, fresh interior paint, and enhanced landscaping, ensuring a move-in-ready experience. The flexible floor plan features five bedrooms, highlighted by a generous primary suite and a private guest suite above the garage with its own entrance—ideal for extended stays or visiting guests. Coastal living, Reimagined.

3 Proctor St, Manchester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$6,900,000
5 Beds ⋅ 6 Baths ⋅ 73506966 MLS ⋅ ACTIVE Status
Wake to sweeping harbor and ocean views from a rare offering on coveted Harbor Street in Manchester featuring two separately deeded parcels being separate fully approved individual lots of record. The main residence offers more than 6,000 square feet of finished living space across three levels and was thoughtfully expanded in the mid-2000s. Sun-filled interiors, generous ceiling heights and hardwood floors create inviting spaces for everyday living and entertaining. The luxurious primary suite, media room, gym and home office complement today’s lifestyle. Set on approximately 0.70 acres, the property offers an expansive, private yard, wraparound deck and beautifully landscaped grounds. The separately deeded second parcel (#75) includes a permitted carriage house footprint with potential for a two-bedroom residence within the existing 1903 structure (buyer due diligence advised). Just moments from Tucks Point, this is a rare opportunity to own a distinctive waterfront estate.

73 - 75 Harbor Street, Manchester

Listing courtesy of Listing Agent: Gretchen Berg from Listing Office: J. Barrett & Company.
$2,490,000
5 Beds ⋅ 6 Baths ⋅ 73477220 MLS ⋅ ACTIVE Status
Elegant Federal Colonial in the heart of the village, thoughtfully updated to honor its historic character while offering modern comfort. This exceptional residence features sun-drenched living spaces, wide pine floors, classic fireplaces, custom built-ins, and exquisite period details throughout. The renovated chef’s kitchen boasts granite countertops, a spacious center island, and French doors that open to a private brick patio and beautifully landscaped, level grounds. With five bedrooms, six baths, and versatile bonus areas, the home provides ample space for living, working, and entertaining. A charming detached barn and separate one-bedroom apartment offer ideal accommodations for guests, rental income, or multi-generational living. Rarely available in-town location just moments from shops, dining, the train, harbor, and the beach.

45 School St, Manchester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$17,500,000
5 Beds ⋅ 6 Baths ⋅ 73386848 MLS ⋅ ACTIVE Status
Welcome to a truly exceptional 7.4-acre oceanfront estate in Manchester-by-the-Sea, offering direct access to the soft sands of Graves Beach—your private shoreline retreat. This rare two lot property blends classic New England charm with resort-style living, featuring panoramic water views and extraordinary privacy along one of the North Shore’s most desirable coastlines. The home offers two primary suites—one on each floor—ideal for flexibility and comfort. The grounds showcase mature, curated landscaping cultivated over decades. Additional features include a stone bungalow overlooking the beach, a caretaker’s house on separate lot, detached garage, and an ocean-facing pool and jacuzzi. Enjoy unforgettable sunrises and elegant coastal entertaining—all just 45 minutes from downtown Boston.

239 Summer, Manchester

Listing courtesy of Listing Agent: Lanse Robb from Listing Office: LandVest, Inc., Manchester -by-the-Sea.

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