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5-Bedroom Homes for Sale in Manchester-by-the-Sea, MA

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  • /42

    $2,395,000

    • 5 Beds
    • 4.5 Baths
    • 4,011 Sq Ft

    1 Crooked Ln, Manchester, MA 01944

    Open House 3-4:30 Sun 8/3. Come see this Pristine, fully renovated, smart home perfectly situated under 2 miles to world renowned Singing Beach & a short stroll to town, train, restaurants & shops! Enjoy both privacy & neighborhood in North Shore's most desirable town, boasting schools rated top 3 in greater Boston area in 2024 by Boston magazine +low property taxes! Featuring an open concept

    Agent Photo

    Tracey Hutchinson

    Churchill Properties

    (351) 666-6858

    1 Crooked Ln, Manchester, MA 01944
  • /36

    $1,995,000

    • 5 Beds
    • 3.5 Baths
    • 3,421 Sq Ft

    1 Woodholm Cir, Manchester, MA 01944

    This gorgeous Dutch Colonial is located in the highly prized Woodholm neighborhood in Manchester-by-the-Sea. Sited on a private cul-de-sac, this home enjoys superb privacy yet is moments away from top-rated schools, village and beaches. 1 Woodholm Circle captivates you from the moment you arrive, with lush gardens and handsome stonework. The grand living room is anchored by a large wood burning

    Scott Smith Coldwell Banker Realty - Manchester

    1 Woodholm Cir, Manchester, MA 01944
  • /42

    $12,500,000

    • 7 Beds
    • 9 Baths
    • 10,664 Sq Ft

    4 Cobb Ave, Manchester, MA 01944

    Seaway is an exceptional coastal estate located in desirable Manchester, just 45 minutes north of Boston. Set on nearly an acre with sweeping views of the Atlantic, this grand Colonial Revival home has been masterfully restored by renowned architectural firm Carpenter & MacNeille. The residence offers a combination of classic New England charm & refined modern living. Elegant formal spaces flow

    John Farrell Coldwell Banker Realty - Beverly

    4 Cobb Ave, Manchester, MA 01944
  • /42

    $19,500,000

    • 5 Beds
    • 6 Baths
    • 7,263 Sq Ft

    239 Summer St, Manchester, MA 01944

    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 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

    Lanse Robb LandVest, Inc., Manchester -by-the-Sea

    239 Summer St, Manchester, MA 01944
  • /41

    $8,200,000

    • 5 Beds
    • 4.5 Baths
    • 5,258 Sq Ft

    370 Summer St, Manchester, MA 01944

    Perched atop a wooded ridge 150 feet above sea level, 370 Summer St. is a bold, architecturally distinct contemporary home offering unmatched privacy, dramatic ocean views, and direct access to over 2,000 acres of protected conservation land without ever crossing a road. Designed by Marcus Gleysteen of MGA and featuring interiors by Lena Fransioli of Zoe Design, this one-of-a-kind residence is as

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    370 Summer St, Manchester, MA 01944
  • /40

    $4,900,000

    • 5 Beds
    • 7 Baths
    • 6,800 Sq Ft

    23 University Ln, Manchester, MA 01944

    This Shingle-Style Tudor, recently renovated by Brookes and Hill Custom Builders, offers a blend of classic charm and modern luxury in an exceptional coastal setting. Nestled on nearly 2 acres just 200 yards from Black & White beaches, the property boasts impeccable landscaping with mature plantings, natural stone outcroppings, and a heated pool. The estate includes a carriage house, currently

    Lanse Robb LandVest, Inc., Manchester -by-the-Sea

    23 University Ln, Manchester, MA 01944
  • /42

    $1,995,000

    • 6 Beds
    • 6.5 Baths
    • 4,602 Sq Ft

    2 and 2A Harbor St, Manchester, MA 01944

    This distinguished 1865 Classic Colonial (accompanied by a separate Carriage House) once a Summer Retreat for the Dutch Embassy, masterfully blends refined elegance with modern living in mind. Thoughtfully renovated. 2 Harbor Street preserves its turn of the century craftsmanship while offering over 4,000 square feet of living space. Period details abound, including three graceful staircases,

    Krista Julian Coldwell Banker Realty - Manchester

    2 and 2A Harbor St, Manchester, MA 01944
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