Manchester-by-the-Sea, MA Homes

• 

  

  

  /41

  $11,250,000

  $1M PRICE DROP

  • 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
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• 

  

  

  /32

  $9,999 Per Month

  • 4 Beds
  • 2.5 Baths
  • 4,473 Sq Ft
  • House for Rent

  7 Loading Place Rd, Manchester, MA 01944

  SCHOOL YEAR Fall 2027 SPRING 2028 10 month or possibly year rental. Manchester-by-the-Sea at its best! This beautifully furnished and recently renovated custom Colonial is available for a 9-month lease with a little flexibility in dates. The updated kitchen with large center island opens to a spacious family room, while a separate office/library provides the perfect work-from-home space or second

  Krista Julian Coldwell Banker Realty - Manchester

  7 Loading Place Rd, 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 $878,182

  Last Listing Agent Andrea Osbon J. Barrett & Company

  3 Rosedale Ave, Manchester, MA 01944
• 

  

  

  /31

  Est $2,117,167

  Not Listed For Sale

  9 Windemere Park, Manchester, MA 01944

  • 5 Beds
  • 2.5 Baths
  • 3,705 Sq Ft
  • Built 1930

  9 Windemere Park, Manchester, MA 01944

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Nest / Syndi Zaiger Group Compass
• 

  

  

  /39

  $6,900,000

  $1M PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,925 Sq Ft

  370 Summer St, Manchester, MA 01944

  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

  Amanda Armstrong Compass

  370 Summer St, Manchester, MA 01944
• 

  

  /12

  $4,000 Per Month

  • 3 Beds
  • 1 Bath
  • 1,650 Sq Ft
  • Apartment for Rent

  329 Summer St Unit 1, Manchester, MA 01944

  This is the best value in town for a 3 bedroom rental- as heat, water, snow removal & grounds maintenance are included. It’s a very bright and spacious 1,650 sq. ft. first-floor apartment in a well-maintained property in desirable Manchester-by-the-Sea. This 3-bedroom, 1-bath unit offers generously sized rooms, beautiful hardwood floors, abundant natural light and plenty of space to spread out.

  Julie Smith Engel & Volkers By the Sea

  329 Summer St Unit 1, Manchester, 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 $1,889,016

  Last Listing Agent Julie Smith Engel & Volkers By the Sea

  13 Hickory Hill Rd, Manchester, MA 01944
• 

  

  /29

  Est $1,235,906

  Not Listed For Sale

  6 Friend St, Manchester, MA 01944

  • 3 Beds
  • 2 Baths
  • 2,280 Sq Ft
  • Built 1925

  6 Friend St, Manchester, MA 01944

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Gretchen Berg J. Barrett & Company
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  /36

  $1,835,000

  Open Sun 11AM - 12:30PM $300K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,363 Sq Ft

  14 Overledge Rd, Manchester, MA 01944

  Your search for a spacious in-law suite ends here! Nestled on a private half-acre lot, this 4+ bedroom, 3.5 bath home offers abundant natural light, an inviting floor plan, and a special opportunity to enjoy the tranquility of this desirable Manchester enclave. The spacious lower level of this stylish home features a flexible space which could readily serve as an in-law suite, home office, or

  Mandy Sheriff J. Barrett & Company

  14 Overledge Rd, Manchester, MA 01944
• 

  

  /38

  $6,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,526 Sq Ft
  • House for Rent

  4 Tanglewood Rd, Manchester, MA 01944

  Available now! New to the year-round rental market in Manchester-by-the-Sea, this beautifully updated four-bedroom, three-bath home offers comfortable living, generous space, and peekaboo views of the town and Manchester Harbor. Conveniently located just a short distance from the village, the home features an expansive wraparound deck and multiple private balconies. The main level features a

  Jonathan Fonvielle AVH Realty

  4 Tanglewood Rd, Manchester, MA 01944
• 

  

  /40

  $860,000

  Sold Jan 14, 2026

  17 Old Essex Rd, Manchester, MA 01944

  • 4 Beds
  • 2.5 Baths
  • 1,540 Sq Ft
  • Built 1930

  Last Sold Summary

  • 7% Below List Price
  • $558/SF
  • 55 Days On Market

  Current Estimated Value $913,235

  Last Listing Agent Adeline Matton Aluxety

  17 Old Essex Rd, Manchester, MA 01944
• 

  

  /22

  Est $1,063,803

  Not Listed For Sale

  1 Pine St, Manchester, MA 01944

  • 4 Beds
  • 2 Baths
  • 2,040 Sq Ft
  • Built 1900

  1 Pine St, Manchester, MA 01944

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Marianne Round Coldwell Banker Realty - Manchester
• 

  

  /16

  $899,000

  • Land
  • 1.8 Acres
  • $499,444 per Acre

  2 Orchard Ln, Manchester, MA 01944

  Design your dream home, complete w/sewage disposal system plan, perc test, topography survey and subdivision plan approvals. 1.8 acres of land surround a quiet street on Orchard Lane. Nature-ensconced proposed 4 bedroom home site promising coveted summer simplicity by way of a remote location, all in Manchester By The Sea. Close proximity and conveniently located to commuter rail, Village,

  Kristin Francoeur Gibson Sotheby's International Realty

  2 Orchard Ln, Manchester, MA 01944
• 

  

  /5

  $3,250 Per Month

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Apartment for Rent

  1 School St Unit 9, Manchester, MA 01944

  ONE SCHOOL STREET. Newly renovated Upper Floor one bedroom apartment in the heart of Manchester-by-the-Sea. One School R9 faces the courtyard and town square has large windows, hardwood flooring, Calacatta Grande quartz countertops and a modern kitchen equipped with KitchenAid and Bosch appliances. The bathroom is finished with marble tile and a glass-enclosed shower. Additional highlights

  Krista Julian Coldwell Banker Realty - Manchester

  1 School St Unit 9, Manchester, MA 01944
• 

  

  /34

  $1,160,000

  Sold Oct 28, 2025

  122 Bridge St, Manchester, MA 01944

  • 3 Beds
  • 2 Baths
  • 1,767 Sq Ft
  • Built 1886

  Last Sold Summary

  • 1% Above List Price
  • $656/SF
  • 7 Days On Market

  Current Estimated Value $1,221,153

  Last Listing Agent Mandy Sheriff J. Barrett & Company

  122 Bridge St, Manchester, MA 01944
• 

  

  /23

  Est $406,588

  Not Listed For Sale

  48 Union St Unit 1, Manchester, MA 01944

  • 1 Bed
  • 1 Bath
  • 350 Sq Ft
  • Built 1920

  48 Union St Unit 1, Manchester, MA 01944

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent John Kotch Maher Realty Group LLC
• 

  

  /38

  $999,900

  • 4 Beds
  • 2 Baths
  • 2,103 Sq Ft

  6 Smith Ln Unit 6, Manchester, MA 01944

  Luxury living just seconds from downtown Manchester-by-the-Sea, this 4 BR, 2 BA detached condo lives like a single-family home in one of the North Shore’s most sought-after communities. Enjoy four seasons of coastal charm with vibrant downtown, Masconomo Park, and Singing Beach all within a mile. Whether it’s summer beach days, fall strolls, or winter walks by the harbor, the location offers the

  Tyler Hickey Cameron Prestige - Amesbury

  6 Smith Ln Unit 6, Manchester, MA 01944
• 

  

  /22

  $3,400 Per Month

  • 2 Beds
  • 1 Bath
  • 1,019 Sq Ft
  • Condo for Rent

  28 Elm St Unit 2, Manchester, MA 01944

  Welcome to 28 Elm Street Unit 2, a lovely retreat in the heart of Manchester-by-the-Sea. Bright and inviting, this two-bedroom condo offers a newly renovated kitchen and bathroom, generously sized bedrooms, and abundant closet space throughout. Enjoy a private deck, one deeded parking space, and convenient shared first-floor laundry. Tucked beside Powder House Hill Reservation, this condominium

  McClelland Del Rio Group Gibson Sotheby's International Realty

  28 Elm St Unit 2, Manchester, MA 01944
• 

  

  /21

  $515,000

  Sold Jun 30, 2026

  18 Bennett St Unit 2, Manchester, MA 01944

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft
  • Built 1983

  Last Sold Summary

  • 6% Below List Price
  • $454/SF
  • 71 Days On Market

  Current Estimated Value $544,780

  Last Listing Agent Jeremy McElwain Coldwell Banker Realty - Manchester

  18 Bennett St Unit 2, Manchester, MA 01944
• 

  

  /26

  Est $1,006,105

  Not Listed For Sale

  16 Desmond Ave, Manchester, MA 01944

  • 4 Beds
  • 3 Baths
  • 1,940 Sq Ft
  • Built 1900

  16 Desmond Ave, Manchester, MA 01944

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Alex Steeg Coldwell Banker Realty - Manchester
• 

  

  /31

  $1,249,900

  Open Sat 11AM - 1PM $40K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  96 Old Essex Rd, Manchester, MA 01944

  Don't just drive by; you have to come inside and out back to see what a gem this is! This is a fantastic, spacious home with a large, private lot. Perfect for entertaining, playing games, enjoying the quiet natural surroundings, and exploring the woods. Beautifully renovated 4 bedroom expanded ranch on quiet dead-end road with new kitchen (quartz and stainless), large island, 2 full bathrooms,

  Timothy Collins Boston Metropolitan Realty

  96 Old Essex Rd, Manchester, MA 01944
• 

  

  /41

  $2,100,000

  Sold Dec 19, 2025

  4 Dexter Ln, Manchester, MA 01944

  • 4 Beds
  • 4 Baths
  • 6,468 Sq Ft
  • Built 1930

  Last Sold Summary

  • 27% Below List Price
  • $325/SF
  • 158 Days On Market

  Current Estimated Value $2,431,415

  Last Listing Agent Paula Polo-Filias J. Barrett & Company

  4 Dexter Ln, Manchester, MA 01944
• 

  

  /30

  Est $1,053,190

  Not Listed For Sale

  18 North St, Manchester, MA 01944

  • 4 Beds
  • 1.5 Baths
  • 1,948 Sq Ft
  • Built 1895

  18 North St, Manchester, MA 01944

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Amanda Armstrong Compass
• 

  

  /42

  $17,500,000

  $2M PRICE DROP

  • 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 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

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

  239 Summer St, Manchester, MA 01944
• 

  /2

  $685,000

  Sold Nov 10, 2025

  214 Summer St, Manchester-By-the-sea, MA 01944

  • Land
  • 1.55 Acres
  • $441,935 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 53 Days On Market

  Last Listing Agent Lynda Surdam Coldwell Banker Realty - Manchester

  214 Summer St, Manchester-By-the-sea, MA 01944
• 

  

  /32

  Est $1,627,481

  Not Listed For Sale

  3 Brook St, Manchester, MA 01944

  • 6 Beds
  • 2 Baths
  • 2,288 Sq Ft
  • Built 1900

  3 Brook St, Manchester, MA 01944

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Nancy Peterson J. Barrett & Company
• 

  

  /36

  $4,700,000

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

  23 Ocean St, Manchester, MA 01944

  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

  Scott Smith Coldwell Banker Realty - Manchester

  23 Ocean St, Manchester, MA 01944
• 

  

  /39

  $2,200,000

  Sold Dec 18, 2025

  12 Vine St, Manchester, MA 01944

  • 4 Beds
  • 1.5 Baths
  • 2,031 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $1,083/SF
  • 16 Days On Market

  Current Estimated Value $1,870,406

  Last Listing Agent Jeanne Carpenter J. Barrett & Company

  12 Vine St, Manchester, MA 01944
• 

  

  /19

  Est $994,481

  Not Listed For Sale

  35 School St, Manchester, MA 01944

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • Built 1875

  35 School St, Manchester, MA 01944

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Hope Watt-Bucci Coldwell Banker Realty - Manchester
• 

  

  /42

  $6,900,000

  • 5 Beds
  • 6 Baths
  • 6,327 Sq Ft

  75 Harbor St, Manchester-By-the-sea, MA 01944

  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

  Gretchen Berg J. Barrett & Company

  75 Harbor St, Manchester-By-the-sea, MA 01944
• 

  

  /26

  $1,250,000

  Sold Jul 22, 2026

  79 Pleasant St, Manchester, MA 01944

  • 3 Beds
  • 2.5 Baths
  • 1,635 Sq Ft
  • Built 1949

  Last Sold Summary

  • 4% Above List Price
  • $765/SF
  • 1 Day On Market

  Current Estimated Value $1,171,066

  Last Listing Agent Krista Julian Coldwell Banker Realty - Manchester

  79 Pleasant St, Manchester, MA 01944
• 

  

  /24

  Est $556,411

  Not Listed For Sale

  55 School St Unit 2, Manchester, MA 01944

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft
  • Built 1900

  55 School St Unit 2, Manchester, MA 01944

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Joan Mcdonald Coldwell Banker Realty - Manchester
• 

  

  /40

  $975,000

  $210K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  159 Pine St, Manchester, MA 01944

  Move right in! Amazing value in this newly renovated 1997-built home 2 miles to Singing Beach! Huge Lot! Seller just installed new grass yard / fenced in area! Beautiful real solid hardwood floors throughout. Tons of windows let the sun shine into this bright & airy home. 1st floor: Open Floor plan with tons of space + half bath. 2nd floor: 3 bedrooms, 2 Full designer baths, laundry area, +

  David Cutler North Shore Realty Pros

  159 Pine St, Manchester, MA 01944
• 

  

  /34

  $955,000

  Sold Oct 03, 2025

  10 Jersey Ln, Manchester, MA 01944

  • 4 Beds
  • 1.5 Baths
  • 2,060 Sq Ft
  • Built 1900

  Last Sold Summary

  • 13% Below List Price
  • $464/SF
  • 8 Days On Market

  Current Estimated Value $1,117,251

  Last Listing Agent Susan Bridge J. Barrett & Company

  10 Jersey Ln, Manchester, MA 01944
• 

  

  /20

  Est $1,269,423

  Not Listed For Sale

  20 Brook St, Manchester, MA 01944

  • 5 Beds
  • 2 Baths
  • 2,562 Sq Ft
  • Built 1900

  20 Brook St, Manchester, MA 01944

  Last Sold Summary

  • 138 Days On Market

  Last Listing Agent Jeremy McElwain Coldwell Banker Realty - Manchester
• 

  

  /21

  $647,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,023 Sq Ft

  95 Pine St Unit A, Manchester, MA 01944

  A Very Pleasant Surprise! Tucked away right on Pine Street, this sweet oasis offers a unique opportunity to reside in one of the North Shore’s most desirable coastal communities. Enjoy the perfect blend of vibrant seaside life and peaceful seclusion, with top-rated schools, the MBTA, downtown shops, dining, playgrounds, harbor, and Singing Beach all just moments from your door. Step out back to

  Marianne Round Coldwell Banker Realty - Manchester

  95 Pine St Unit A, Manchester, MA 01944
• 

  

  /42

  $1,800,000

  Sold Jan 30, 2026

  2 and 2A Harbor St, Manchester, MA 01944

  • 6 Beds
  • 6.5 Baths
  • 4,602 Sq Ft
  • Built 1900

  Last Sold Summary

  • 16% Below List Price
  • $391/SF
  • 271 Days On Market

  Last Listing Agent Krista Julian Coldwell Banker Realty - Manchester

  2 and 2A Harbor St, Manchester, MA 01944
• 

  

  /42

  Est $949,602

  Not Listed For Sale

  44 Norwood Ave, Manchester, MA 01944

  • 4 Beds
  • 2 Baths
  • 1,573 Sq Ft
  • Built 1876

  44 Norwood Ave, Manchester, MA 01944

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Hope Watt-Bucci Coldwell Banker Realty - Manchester
• 

  

  /42

  $1,350,000

  • 3 Beds
  • 2 Baths
  • 3,099 Sq Ft

  1 Millets Ln, Manchester, MA 01944

  Manchester-by-the-Sea Colonial, with a contemporary flow, privately sited, yet moments from Downtown. Set on a serene cul-de-sac just a mile from schools and the town center, this property offers a rare balance of privacy and convenience. Three bedrooms and two full baths are complemented by exceptional room for expansion, including a spacious unfinished walk-up attic, accessed from the main

  Jessica Molisse William Raveis R.E. & Home Services

  1 Millets Ln, Manchester, MA 01944
• 

  

  /40

  $830,000

  Sold Jan 16, 2026

  33 Pleasant St Unit 33, Manchester, MA 01944

  • 3 Beds
  • 2.5 Baths
  • 2,724 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $305/SF
  • 5 Days On Market

  Last Listing Agent Sarah MacBurnie Ocean's Edge Real Estate

  33 Pleasant St Unit 33, Manchester, MA 01944

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