2,613

Manchester-by-the-Sea, MA Homes

Section Image
  • /34

    $11,495,000

    • 4 Beds
    • 7 Baths
    • 8,000 Sq Ft

    5 Proctor St, Manchester, MA 01944

    Set along the inner harbor in prestigious Manchester, this rare waterfront estate offering over 4 acres of exceptional privacy, sweeping coastal views, and direct harbor access from a private dock. Beyond the gated entrance, the property unfolds into beautifully landscaped grounds for both grand-scale entertaining and quiet retreat, complete with a heated in-ground pool, tennis court, and

    Michael Carucci Serhant

    5 Proctor St, Manchester, MA 01944
  • /5

    Starting at $1,672 Plus Fees

    • 1 - 2 Beds

    1 Powder House Ln, Manchester, MA 01944

    Powder House Apartments is a community nestled in the beautiful quaint town of Manchester by the Sea, Massachusetts. This community offers a mix of studio, one-, and two-bedroom apartment homes with a wide variety of floorplans. Our residents enjoy easy living in this beautiful North Shore seaside town.Bordering the Powder House Hill Reservation, our professionally managed and maintained

    1 Powder House Ln, Manchester, MA 01944
  • /42

    $2,100,000

    Sold Jun 23, 2026

    11 Woodholm Rd, Manchester, MA 01944

    • 5 Beds
    • 3 Baths
    • 3,162 Sq Ft
    • Built 1970

    Last Sold Summary

    • 5% Above List Price
    • $664/SF
    • 9 Days On Market

    Current Estimated Value $1,945,511

    Last Listing Agent Kelly Blagden Churchill Properties

    11 Woodholm Rd, Manchester, MA 01944
    • /35

      Est $4,404,459

      Not Listed For Sale

      58 Masconomo St, Manchester, MA 01944

      • 3 Beds
      • 3.5 Baths
      • 3,807 Sq Ft
      • Built 1885
      58 Masconomo St, Manchester, MA 01944

      Last Sold Summary

      • 45 Days On Market

  • /25

    $3,299,000

    $200K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 5,804 Sq Ft

    22 Crooked Ln, Manchester, MA 01944

    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

    Kristin Francoeur Gibson Sotheby's International Realty

    22 Crooked Ln, Manchester, MA 01944
  • /11

    $3,500

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft
    • House for Rent

    3 Currier Rd, Manchester by the Sea, MA 01944

    Manchester-By-The-Sea quiet family home. 3 bedrooms, 2.5 Baths with Laundry, parking and yard. Dead end street, walk to town.Heat, Electricity, Propane and Water/Sewer are included in the rent.

    3 Currier Rd, Manchester by the Sea, MA 01944
  • /42

    $2,095,000

    Sold May 01, 2026

    7 Flatley Ave, Manchester-By-the-sea, MA 01944

    • 5 Beds
    • 3.5 Baths
    • 3,941 Sq Ft
    • Built 2026

    Last Sold Summary

    • $532/SF
    • 1 Day On Market

    Last Listing Agent Nest / Syndi Zaiger Group Compass

    7 Flatley Ave, Manchester-By-the-sea, MA 01944
    • /16

      Est $680,352

      Not Listed For Sale

      52 Raymond St, Manchester, MA 01944

      • 2 Beds
      • 1 Bath
      • 1,080 Sq Ft
      • Built 1920
      52 Raymond St, Manchester, MA 01944

      Last Sold Summary

      • 26 Days On Market

  • /37

    $1,090,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,234 Sq Ft

    55 Old Essex Rd, Manchester, MA 01944

    Wonderful Manchester-by-the-Sea ranch tucked away on a quiet dead-end street, just minutes from the Village, schools, shops, walking trails, and Route 128. This inviting home boasts many great features such as hardwood floors, a light filled living room with cathedral ceiling and 3 bedrooms including a spacious main suite also with a cathedral ceiling, changing area, full bath and multiple

    Emily McPherson J. Barrett & Company

    55 Old Essex Rd, Manchester, MA 01944
  • /21

    $3,600 Per Month

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    49 Raymond St Unit D, Manchester, MA 01944

    WINTER RENTAL directly on Magnolia Beach - Enjoy this beautifully renovated furnished condo with its private deck steps from the beach. Featuring a kitchen with modern appliances, including a dishwasher, microwave and electric range, and oversized island to prepare meals and dine at. The light filled living area has a wall of sliders that open to the ocean an ideal spot to relax and watch the

    Dennis McManus Graystone Properties

    49 Raymond St Unit D, Manchester, MA 01944
  • /39

    $2,095,000

    Sold Mar 17, 2026

    9 Flatley Ave, Manchester-By-the-sea, MA 01944

    • 5 Beds
    • 3.5 Baths
    • 4,203 Sq Ft
    • Built 2026

    Last Sold Summary

    • $498/SF
    • 1 Day On Market

    Last Listing Agent Nest / Syndi Zaiger Group Compass

    9 Flatley Ave, Manchester-By-the-sea, MA 01944
    • /41

      Est $928,413

      Not Listed For Sale

      113 Old Essex Rd, Manchester, MA 01944

      • 3 Beds
      • 2.5 Baths
      • 1,989 Sq Ft
      • Built 1981
      113 Old Essex Rd, Manchester, MA 01944

      Last Sold Summary

      • 6 Days On Market

  • /29

    $519,900

    $21K PRICE INCREASE Pending
    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    27 Norwood Ave Unit 2, Manchester, MA 01944

    Tucked into a quiet village setting in the heart of Manchester-by-the-Sea, this townhouse offers a lovely coastal lifestyle w/exceptional convenience. Main level features a bright, welcoming & functional layout between living & dining areas, w/direct access to a private outdoor patio – ideal for relaxing or enjoying time outside. Upstairs, 2 well-proportioned bdrms provide flexibility for a

    Pierre Rumpf PCR Realty

    27 Norwood Ave Unit 2, Manchester, MA 01944
  • /14

    $5,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,123 Sq Ft
    • Apartment for Rent

    7 Central St Unit R3, Manchester-By-the-sea, MA 01944

    Gorgeous, modern, and thoughtfully designed new construction 2-bedroom, 2.5-bath townhouse. Top-of-the-line finishes and appliances. Modern and sleek kitchen and private patio. The open-concept first floor allows for flexible and dramatic living and dining spaces, with lots of natural light, high ceilings, and high-end finishes. This townhouse offers cream-of-the-crop, easy living in beautiful

    The Kristin Francoeur Collective Grou Gibson Sotheby's International Realty

    7 Central St Unit R3, Manchester-By-the-sea, MA 01944
  • /28

    $1,275,000

    Sold Jul 11, 2025

    19 Walker Rd, Manchester, MA 01944

    • 4 Beds
    • 3 Baths
    • 3,195 Sq Ft
    • Built 1954

    Last Sold Summary

    • 2% Above List Price
    • $399/SF
    • 6 Days On Market

    Current Estimated Value $1,342,352

    Last Listing Agent Amanda Armstrong Compass

    19 Walker Rd, Manchester, MA 01944
    • /40

      Est $1,153,972

      Not Listed For Sale

      10 Hidden Ledge Rd, Manchester, MA 01944

      • 4 Beds
      • 3 Baths
      • 1,855 Sq Ft
      • Built 1979
      10 Hidden Ledge Rd, Manchester, MA 01944

      Last Sold Summary

      • 9 Days On Market

  • /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
  • /14

    $5,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,057 Sq Ft
    • Apartment for Rent

    7 Central St Unit R2, Manchester-By-the-sea, MA 01944

    Gorgeous, modern, and thoughtfully designed new construction 2-bedroom, 2.5-bath townhouse. Top-of-the-line finishes and appliances. Modern and sleek kitchen and private patio. The open-concept first floor allows for flexible and dramatic living and dining spaces, with lots of natural light, high ceilings, and high-end finishes. This townhouse offers cream-of-the-crop, easy living in beautiful

    The Kristin Francoeur Collective Grou Gibson Sotheby's International Realty

    7 Central St Unit R2, Manchester-By-the-sea, MA 01944
  • /33

    $699,000

    Sold Dec 12, 2025

    18 Bennett St Unit 1, Manchester, MA 01944

    • 2 Beds
    • 2 Baths
    • 1,230 Sq Ft
    • Built 1983

    Last Sold Summary

    • $568/SF
    • 20 Days On Market

    Current Estimated Value $692,449

    Last Listing Agent Jennifer Sullivan Keller Williams Realty Evolution

    18 Bennett St Unit 1, Manchester, MA 01944
    • /38

      Est $905,201

      Not Listed For Sale

      93 Pleasant St, Manchester, MA 01944

      • 4 Beds
      • 3 Baths
      • 1,820 Sq Ft
      • Built 1850
      93 Pleasant St, Manchester, MA 01944

      Last Sold Summary

      • 13 Days On Market

  • /42

    $2,490,000

    • 4 Beds
    • 5 Baths
    • 4,619 Sq Ft

    20 Woodholm Rd, Manchester, MA 01944

    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

    Kristin Francoeur Gibson Sotheby's International Realty

    20 Woodholm Rd, Manchester, MA 01944
  • /24

    $3,400 Per Month

    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • Condo for Rent

    55 School St Unit 3, Manchester, MA 01944

    Pristine top-floor condo in the highly desirable Village area, just steps from downtown Manchester-by-the-Sea's shops, restaurants, train station, and less than a mile from Singing Beach. This bright, beautifully updated unit features an open-concept layout with exposed beams, hardwood floors, and abundant natural light. The kitchen offers stainless steel appliances, granite countertops, and a

    Steve Martin Aluxety

    55 School St Unit 3, Manchester, MA 01944
  • /35

    $937,000

    Sold Oct 27, 2025

    56 Summer St Unit A, Manchester, MA 01944

    • 3 Beds
    • 2.5 Baths
    • 2,734 Sq Ft
    • Built 2007

    Last Sold Summary

    • 1% Below List Price
    • $343/SF
    • 35 Days On Market

    Current Estimated Value $960,919

    Last Listing Agent Mandy Sheriff J. Barrett & Company

    56 Summer St Unit A, Manchester, MA 01944
    • /42

      Est $1,542,534

      Not Listed For Sale

      30 Old Essex Rd, Manchester, MA 01944

      • 3 Beds
      • 2.5 Baths
      • 3,160 Sq Ft
      • Built 2016
      30 Old Essex Rd, Manchester, MA 01944

      Last Sold Summary

      • 54 Days On Market

  • /34

    $1,095,000

    Open Sun 11:30AM - 1PM
    • 3 Beds
    • 1.5 Baths
    • 2,156 Sq Ft

    3 Big Rock Rd, Manchester, MA 01944

    Nestled in a private setting, yet comfortably situated among other homes, this charming Colonial offers the perfect blend of tranquility and community. Set on a scenic 1.04-acre lot and perched on a hill, this home enjoys picturesque views of the surrounding neighborhood. Outdoor living is a highlight, with a spacious two-tier deck and a bluestone patio that provides an ideal space for

    Jeanne Carpenter J. Barrett & Company

    3 Big Rock Rd, Manchester, MA 01944
  • /10

    $3,090 Per Month

    • 1 Bed
    • 1 Bath
    • 998 Sq Ft
    • Condo for Rent

    2 School St Unit R1, Manchester, MA 01944

    Experience the perfect blend of vibrant village living and seaside charm in one of the North Shore's most coveted coastal communities. Ideally located in the center of Manchester-by-the-Sea, these brand-new one-bedroom residences offer the rare opportunity to stroll to Singing Beach, boutique shops, restaurants, and the commuter rail. Thoughtfully designed with high-end finishes throughout, each

    The Kristin Francoeur Collective Grou Gibson Sotheby's International Realty

    2 School St Unit R1, Manchester, MA 01944
  • /32

    $925,000

    Sold May 06, 2026

    21 Pine St Unit 5, Manchester, MA 01944

    • 2 Beds
    • 2.5 Baths
    • 1,529 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $605/SF
    • 12 Days On Market

    Current Estimated Value $970,194

    Last Listing Agent Mandy Sheriff J. Barrett & Company

    21 Pine St Unit 5, Manchester, MA 01944
    • /41

      Est $901,230

      Not Listed For Sale

      96 Old Essex Rd, Manchester, MA 01944

      • 4 Beds
      • 2 Baths
      • 1,576 Sq Ft
      • Built 1954
      96 Old Essex Rd, Manchester, MA 01944

      Last Sold Summary

      • 23 Days On Market

  • /42

    $1,895,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 5 Baths
    • 4,562 Sq Ft

    21 Forest Ln, Manchester, MA 01944

    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

    Evonne Blanchard Coldwell Banker Realty - Manchester

    21 Forest Ln, Manchester, MA 01944
  • /39

    $6,500 Per Month

    • 6 Beds
    • 4 Baths
    • 5,500 Sq Ft
    • House for Rent

    48 Proctor St, Manchester, MA 01944

    SCHOOL YEAR RENTAL. Extraordinary WATERFRONT furnished home, available September - June. Located in the private enclave of Smith's Point, this quintessential Shingle style home is a dream. From the breathtaking water views to the direct access private beach & dock at the end of the lawn, homes like this are rarely available. Comfortably furnished &basked in light, boasting high ceilings &

    Jeremy McElwain Coldwell Banker Realty - Manchester

    48 Proctor St, Manchester, MA 01944
  • /30

    $805,000

    Sold Nov 14, 2025

    75 Summer St, Manchester, MA 01944

    • 2 Beds
    • 1.5 Baths
    • 1,213 Sq Ft
    • Built 1925

    Last Sold Summary

    • 1% Above List Price
    • $664/SF
    • 5 Days On Market

    Current Estimated Value $800,682

    Last Listing Agent Camille Murphy Redfin Corp.

    75 Summer St, Manchester, MA 01944
    • /21

      Est $2,078,228

      Not Listed For Sale

      153 Pine St, Manchester, MA 01944

      • 3 Beds
      • 2.5 Baths
      • 5,431 Sq Ft
      • Built 1989
      153 Pine St, Manchester, MA 01944

      Last Sold Summary

      • 133 Days On Market

  • /40

    $3,500,000

    • 5 Beds
    • 4 Baths
    • 3,582 Sq Ft

    3 Proctor St, Manchester, MA 01944

    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

    Kristin Francoeur Gibson Sotheby's International Realty

    3 Proctor St, Manchester, MA 01944
  • /2

    $3,200 Per Month

    • 1 Bed
    • 1 Bath
    • 582 Sq Ft
    • Condo for Rent

    1 School St Unit R5, Manchester, MA 01944

    Experience the perfect blend of vibrant village living and seaside charm in one of the North Shore's most coveted coastal communities. Ideally located in the center of Manchester-by-the-Sea, these brand-new one-bedroom residences offer the rare opportunity to stroll to Singing Beach, boutique shops, restaurants, and the commuter rail. Thoughtfully designed with high-end finishes throughout, each

    The Kristin Francoeur Collective Grou Gibson Sotheby's International Realty

    1 School St Unit R5, Manchester, MA 01944
  • /40

    $900,000

    Sold May 06, 2026

    3 Rosedale Ave, Manchester, MA 01944

    • 3 Beds
    • 2 Baths
    • 1,907 Sq Ft
    • Built 1954

    Last Sold Summary

    • 16% Above List Price
    • $472/SF
    • 5 Days On Market

    Current Estimated Value $839,733

    Last Listing Agent Andrea Osbon J. Barrett & Company

    3 Rosedale Ave, Manchester, MA 01944
    • /38

      Est $865,179

      Not Listed For Sale

      8 Knight Rd, Manchester, MA 01944

      • 4 Beds
      • 2 Baths
      • 1,843 Sq Ft
      • Built 1952
      8 Knight Rd, Manchester, MA 01944

      Last Sold Summary

      • 23 Days On Market

  • /21

    $550,000

    • 3 Beds
    • 1 Bath
    • 1,134 Sq Ft

    18 Bennett St Unit 2, Manchester, MA 01944

    Light and airy 3BR home on a quiet side street steps from town and walking distance to Singing Beach, school and train! Great layout offers a lot of flexibility and even a separate office space! Nicely laid out kitchen w/island, stainless appliances, beautiful bead board ceiling and antique charm! Harwood floors have just been re-finished and entire units as been painted. Nice views and light

    Jeremy McElwain Coldwell Banker Realty - Manchester

    18 Bennett St Unit 2, Manchester, MA 01944
  • /12

    $4,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,321 Sq Ft
    • Condo for Rent

    7 Central St Unit R1, Manchester-By-the-sea, MA 01944

    Gorgeous, modern, and thoughtfully designed new construction 2-bedroom, 2.5-bath loft. Top-of-the-line finishes and appliances. Modern and sleek kitchen and private patio. The open-concept first floor allows for flexible and dramatic living and dining spaces, with lots of natural light, high ceilings, and high-end finishes. This loft offers cream-of-the-crop, easy living in beautiful

    The Kristin Francoeur Collective Grou Gibson Sotheby's International Realty

    7 Central St Unit R1, Manchester-By-the-sea, MA 01944
  • /41

    $1,825,000

    Sold Feb 13, 2026

    13 Hickory Hill Rd, Manchester, MA 01944

    • 4 Beds
    • 4 Baths
    • 3,478 Sq Ft
    • Built 1966

    Last Sold Summary

    • 21% Below List Price
    • $525/SF
    • 169 Days On Market

    Current Estimated Value $1,845,101

    Last Listing Agent Julie Smith Engel & Volkers By the Sea

    13 Hickory Hill Rd, Manchester, MA 01944
    • /34

      Est $1,859,423

      Not Listed For Sale

      1 Bigwood Rd, Manchester, MA 01944

      • 4 Beds
      • 3.5 Baths
      • 3,317 Sq Ft
      • Built 1998
      1 Bigwood Rd, Manchester, MA 01944

      Last Sold Summary

      • 0 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$1,325,000
Median Single Family Sale Price
$1,750,000
Median Townhouse Sale Price
$1,895,000
Median 2 Bedroom Sale Price
$752,000
Average Price Per Sq Ft
$640
Number of Homes for Sale
22
Last 12 months Home Sales
56
Months of Supply
4.70
Median List Price
$1,757,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
13%
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