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Manchester-by-the-Sea Houses for Sale

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  • /42

    $2,395,000

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

    1 Crooked Ln, Manchester, MA 01944

    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 kitchen, dining & family

    Agent Photo

    Tracey Hutchinson

    Churchill Properties

    (351) 666-6858

    1 Crooked Ln, Manchester, MA 01944
  • /34

    $3,250,000

    • 4 Beds
    • 3 Baths
    • 4,000 Sq Ft

    602 Summer St, Manchester, MA 01944

    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

    Lynda Surdam Coldwell Banker Realty - Manchester

    602 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

    $5,990,000

    • 3 Beds
    • 4 Baths
    • 3,018 Sq Ft

    23 Ocean St, Manchester, MA 01944

    You don’t have to imagine the stunning beauty of a bird’s eye view of the Atlantic Ocean or beautiful marshes that stretch to Black Beach or watching wildlife come and go. These awesome sights (and more) can be yours daily from this former “simple” deck house that has been carefully maintained, expanded and transformed over the last 48 years by the same family into a unique and stunning 3-bedroom

    Gretchen Berg J. Barrett & Company

    23 Ocean St, Manchester, MA 01944
  • /30

    $820,000 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 2 Baths
    • 1,968 Sq Ft

    111 Old Essex Rd, Manchester, MA 01944

    All the charms of Manch-by-the-Sea/Singing Beach coalesce w beauty of a peaceful setting in well appointed home on cul-de-sac. Open flr plan on 1st flr exudes ease of living w 2 sliders accessing yard & windows pouring in natural light. Wood stove adds cozy vibe & French doors & office offer potential for quick change of space when need arises. Spacious eat-in kitchen w updated, high-end

    Cheryl Clayton Churchill Properties

    111 Old Essex Rd, Manchester, MA 01944
  • /42

    $2,950,000

    • 4 Beds
    • 3.5 Baths
    • 3,666 Sq Ft

    35 Forster Rd, Manchester, MA 01944

    Tucked beyond a charming stone pillar entrance and just moments from one of the most picturesque harbors north of Boston, this sun-drenched shingle-style home offers a rare combination of privacy, elegance, and convenience. Set on a beautifully landscaped 1.01-acre lot in Manchester-by-the-Sea’s sought-after Forster Road neighborhood. Close to 3700 sq ft.of impeccably maintained living space,

    Kristin Francoeur Gibson Sotheby's International Realty

    35 Forster Rd, 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
  • /41

    $2,195,000

    • 4 Beds
    • 4 Baths
    • 3,478 Sq Ft

    13 Hickory Hill Rd, Manchester, MA 01944

    Nestled on one of the highest and most private lots in the coveted Hickory Hill neighborhood, Whaleback offers an exceptional lifestyle in Manchester-by-the-Sea. Spanning nearly two acres, this residence boasts lush landscaping and sweeping views of Kettle Cove and the Great Lawn on Coolidge Point. Ideal for entertaining, the formal living room seamlessly connects to a charming enclosed

    Julie Smith Engel & Volkers By the Sea

    13 Hickory Hill Rd, 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

    $2,636,000

    • 4 Beds
    • 4 Baths
    • 6,468 Sq Ft

    4 Dexter Ln, Manchester, MA 01944

    A true carriage house converted over time to a charming character-filled home nestled in lush gardens in a private enclave. The spectacular 2-story beamed great room has radiant heat, a grand fireplace and many gathering spots. A cozy fireplaced library, 3/4 bath and central entry hall with original stall doors hiding a wet bar and coat closets creates an amazing space. The formal spacious dining

    Paula Polo-Filias J. Barrett & Company

    4 Dexter Ln, Manchester, MA 01944
  • /29

    $1,595,000 Open Sun 11AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,030 Sq Ft

    35 Central St, Manchester, MA 01944

    Downtown gem! One-of-a-kind historic home once belonged to a privateer sea captain and boasts an amazing location with harbor views and off-street parking. This 4 bed, 2.5 bath home showcases period details such as King’s Pine flooring, hand-hewn cross beams, fireplace, built-in bookshelves & wainscoting throughout. Open concept and updated kitchen with gas range and island counter seating. Great

    Brian Rothe Coldwell Banker Realty - Manchester

    35 Central St, 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

Why Live in Manchester-by-the-Sea

Manchester-by-the-Sea is part of Cape Ann, a coastal community just an hour north of Boston. The location has gained familiarity due to the 2016 Oscar award-winning movie Manchester by the Sea. But the small town still has an undiscovered charm — paired with luxury homes and high-end prices. "It's just the most quintessential New England town," says Realtor Holly Fabyan, a vice president with J Barrett & Company. Having worked and lived in the town for over 40 years, Fabyan cherishes the small-town community and surrounding natural beauty. "My kids asked if we could go to another town like Manchester if we ever moved, and I told them no," Fabyan laughs. "Because there is no other town like Manchester, and I never plan on leaving." Manchester-by-the-Sea has the highest average home prices in Essex County but some of the lowest property taxes. Among beautifully restored antique homes from the 1800s, there are smaller midcentury options and sprawling contemporary estates. Prices start around $700,000 for low-slung ranchers, quickly getting up to $1.5 million for new or recently renovated properties. Lots are usually a 1/2 acre, and streets are quiet and lined with lush trees. At the
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