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$7,900,000
5 Beds ⋅ 5 Baths ⋅ 73542564 MLS
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.
$4,700,000
3 Beds ⋅ 4 Baths ⋅ 73536845 MLS
Sense of place is the initial impression one ascribes of 23 Ocean Street in Manchester-by-the-Sea. This spectacular Contemporary home could easily be sited on the rugged Northern California coast, yet here we are on the refined North Shore of Boston. The property overlooks White Beach, the coastal marshes spreading toward Black Beach and the open Atlantic Ocean. The elevated position above the shoreline ensures privacy and enhances the rhythm of the sea. The great room has cathedral ceilings, fireplace, bookcases and walls of glass that frame the ever-changing views. Sliders lead out to magnificent multi-level decks that provide sublime entertaining spaces. The kitchen features contemporary white cabinetry, high-end appliances (Thermador, SubZero, Meile). The primary suite has luxe bathroom, fireplace and a home office in the tower. How cool! An intimate library, two additional bedrooms, one en-suite rounds out this level. First level bonus room with bath, two car garage & gardens.

23 Ocean Street, Manchester

Listing courtesy of Listing Agent: Scott Smith from Listing Office: Coldwell Banker Realty - Manchester.
$1,895,000
4 Beds ⋅ 5 Baths ⋅ 73536474 MLS
Gorgeous custom-built home in Manchester-by-the-Sea is set on a beautifully professionally landscaped lot, surrounded by extensive woodlands and miles of trails. This 4-bedroom, 5-bath residence offers a first floor primary suite and a sophisticated elegant interior. At the center of the home, a dramatic two-sided stone fireplace creates an inviting focal point. The stunning kitchen features white cabinetry, granite counter tops, all-new appliances, and access to an expansive deck overlooking the lovely garden. A custom outdoor stone fireplace creates the perfect setting for entertaining. A 2023 extensive renovation created a brand new family room, fourth bedroom/office, full bathroom, and laundry room; ideal for in-laws. The finished lower level offers versatile space with abundant storage. Close to downtown Manchester with its beaches, harbor, commuter rail and top rated schools.

21 Forest Lane, Manchester

Listing courtesy of Listing Agent: Evonne Blanchard from Listing Office: Coldwell Banker Realty - Manchester.
$2,299,000
4 Beds ⋅ 5 Baths ⋅ 73535212 MLS
Set privately within Manchester-by-the-Sea’s coveted Woodholm neighborhood, this distinctive custom estate blends timeless neoclassical architecture with contemporary living. Surrounded by mature landscaping and beautifully designed outdoor spaces, the property offers exceptional privacy while remaining moments from downtown, Singing Beach, and commuter routes. A dramatic entry opens to expansive living spaces filled with natural light, oversized windows, elegant millwork, and seamless indoor-outdoor flow. The thoughtfully designed floor plan features multiple gathering spaces including a sun-filled great room, formal dining room, spacious family room with fireplace, and an open-concept kitchen with center island, stone countertops, stainless appliances, and casual dining area. Exceptional outdoor spaces include stone patios, reflection pool, mature plantings & gardens, manicured grounds, and an expansive rooftop deck ideal for entertaining or relaxing.

20 Woodholm Rd, Manchester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$2,290,000
3 Beds ⋅ 3 Baths ⋅ 73523661 MLS
Unique opportunity in MBTS near downtown, yet private with cultivated gardens in a natural setting. This open, airy, sun-filled home overlooks conservation land with walking paths. The great room offers an expansive atmosphere, distinguished by its high ceiling, balcony walkway and a library space. The massive fireplace provides a focal point and a wall of french doors invites one outside to the lofty deck to view all that nature offers. Culinary pursuits are encouraged by the spacious eat-in kitchen with a dining area and a cozy gas fireplace. The generously sized island was designed for both prepping and gathering. Gourmet amenities. Outdoor dining/grilling on bluestone terrace with ledge garden. Oversized garage has mudroom & storage capability. Spacious primary suite with a reading nook along the walkway that leads to 2 bedrooms with a shared bath and walk-in laundry complete the 2nd fl. Great aesthetic appeal and open spaces provide versatility & flexibility for discerning buyers!

33 Forster Rd, Manchester

Listing courtesy of Listing Agent: Fabyan and Filias Team from Listing Office: J. Barrett & Company.
$2,999,000
4 Beds ⋅ 4 Baths ⋅ 73522804 MLS
Nestled at the end of a private cul-de-sac road in picturesque Manchester-by-the-Sea, this casually elegant four-bedroom home offers the best of both worlds as an alluring private oasis not too far from the Village. The kitchen area is pristine, bright, and airy, leading to a family room and dining area, flowing openly throughout the living and dining spaces. Other features include a charming office, large mudroom area, bonus room above the garage, and finished basement for all to enjoy. The home creates the ideal setting for lazy, sun-filled breakfasts, family time, and sunset cocktail hours on the outdoor rooftop deck or patio. The chef’s kitchen is equipped with a full Thermador package, including a double-door stainless refrigerator, dual-oven gas range, dishwasher, microwave and perfectly spaced area for a cocktail refrigerator, making cooking at home a zen experience. Carefully designed to accommodate guests and family throughout. A perfect gem in Manchester-by-the-Sea!

22 Crooked Lane, Manchester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$3,250,000
4 Beds ⋅ 3 Baths ⋅ 73503574 MLS
Privacy abounds in this one-of-a-kind breath-taking hilltop contemporary sited on 16+ acres that boasts captivating ocean views and lush rolling lawns. An open floor plan integrates the spacious eat-in kitchen, formal dining area, and cozy family room. Expansive windows and ceilings flood the home with natural light. A living room with a bucolic fieldstone fireplace offers elegant entertaining space and a wraparound deck to enjoy outdoor living with sea breezes and panoramas of the treetops.This 4-bedroom 3-bath home features a generous primary suite with a private ocean view balcony and 3 remodeled bedrooms. Added highlights include a tasteful home office built into the historical stone tower and an attached two-car garage. With walking trails and beaches nearby and easy access to Rte. 128, this charming home nestled in the natural beauty of a private enclave presents a unique opportunity that’s not to be missed.

602 Summer Street, Manchester

Listing courtesy of Listing Agent: Lynda Surdam from Listing Office: Coldwell Banker Realty - Manchester.

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