2,590

Manchester-by-the-Sea Homes

Section Image
    • /17

      Est $785,893 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,677 Sq Ft

      92 Summer St Unit B, Manchester, MA 01944

      92 Summer St Unit B, 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
  • /37

    $1,070,000 Sold May 20, 2025

    • 2,174 Sq Ft
    • $492/SF
    • 7 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1972

    16 Ledgewood Rd, Manchester, MA 01944

    Nestled on a wooded lot, this 4-bedroom, 2-bathroom deck style home offers a perfect blend of comfort and natural beauty. Inside, you'll find gleaming hardwood floors throughout the main living area, adding warmth and elegance. The spacious living room features a cozy fireplace, perfect for relaxing evenings. The well-appointed kitchen with ss appliances flows seamlessly into the dining area,

    Julia Virden J. Barrett & Company

    16 Ledgewood Rd, Manchester, MA 01944
    • /21

      Est $732,334 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,448 Sq Ft

      90 Summer St, Manchester, MA 01944

      90 Summer St, Manchester, MA 01944
  • /41

    $1,399,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,501 Sq Ft

    4 Windemere Park Extension, Manchester, MA 01944

    Welcome to your dream home in Manchester-by-the-Sea. This quintessential Cape Cod offers a warm, intentional floor plan designed for both comfort and function. The home is anchored by the kitchen, and dining area, where natural light pours in and the spaces flow seamlessly together, complemented by a charming coffee nook perfect for slow mornings or evening wind-downs. The living room boasts

    The Goodrich Team Compass

    4 Windemere Park Extension, Manchester, MA 01944
  • /31

    $2,350,000 Sold May 16, 2025

    • 3,705 Sq Ft
    • $634/SF
    • 1 Day On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1930

    9 Windemere Park, Manchester, MA 01944

    Welcome to this beautifully renovated home in the desirable town of Manchester-by-the-Sea, where coastal charm meets timeless elegance. Nestled on a tranquil side street, just moments from downtown and the beach, this light-filled home sits on a spacious near acre of land, offering the perfect blend of privacy and convenience.Step inside and be greeted by a stunning chef's kitchen, complete with

    Nest / Syndi Zaiger Group Compass

    9 Windemere Park, Manchester, MA 01944
    • /42

      Est $950,840 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,870 Sq Ft

      10 Summer St Unit B, Manchester, MA 01944

      10 Summer St Unit B, Manchester, MA 01944
  • /34

    $1,150,000 Pending

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

    122 Bridge St, Manchester, MA 01944

    Experience the charm and character of this beautifully maintained and updated West Manchester treasure. Located directly across from Winthrop Field, the front farmer's porch is a welcoming spot to enjoy the peaceful views and sunsets. This special home offers 3 bedrooms, 2 full (updated) baths, and plenty of space on the first floor for cozy living, dining, and entertaining. Fabulous deck off

    Mandy Sheriff J. Barrett & Company

    122 Bridge St, Manchester, MA 01944
  • /30

    $2,550,000 Sold Apr 18, 2025

    • 4,171 Sq Ft
    • $611/SF
    • 42 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1961

    10 Eaglehead Rd, Manchester, MA 01944

    Eaglehead is one of the most picturesque neighborhoods in beautiful Manchester by the Sea. This expanded cape enjoys ocean breezes, the sound of crashing waves onto tall granite bluffs, and is within a stone’s throw to renowned Singing Beach via a hidden path. In addition there is a free standing building with garage and heated room above, perfect for work at home. Four ensuite bedrooms afford

    Marianne Round Coldwell Banker Realty - Manchester

    10 Eaglehead Rd, Manchester, MA 01944
    • /25

      Est $987,287 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,452 Sq Ft

      43 Union St, Manchester, MA 01944

      43 Union St, Manchester, MA 01944
  • /39

    $1,265,000 Pending

    • Land
    • 3.21 Acres
    • $394,081 per Acre

    5 Kings Way, Manchester, MA 01944

    Buyer and developer’s dream with potential to subdivide. 3.2+ acre OCEAN VIEW lot includes full architectural design that can be tailored to your needs and no restrictions to build with your own plans. Perfect for a primary residence or summer home. Completed site work allows for buyer to start home construction right away. Private driveway to hilltop, well drilled/passed, fully approved 5 bdrm

    Derek Greene The Greene Realty Group

    5 Kings Way, Manchester, MA 01944
  • /42

    $7,000,000 Sold Apr 15, 2025

    • 6,812 Sq Ft
    • $1,028/SF
    • 239 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 1993

    11 Boardman Ave, Manchester, MA 01944

    This beautiful Shingle-style residence sits graciously atop 1+ acre with views of the outer harbor and islands. Featured in Northshore Magazine, this carefully designed and renovated 4 bedroom home, built in 1993, boasts an easy flowing floorplan with appealing attention to detail from custom millwork to cabinetry, paneling and moldings. The open kitchen has a fireplaced sitting area and

    Gretchen Berg J. Barrett & Company

    11 Boardman Ave, Manchester, MA 01944
    • /40

      Est $1,136,242 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,891 Sq Ft

      21 Pine St Unit 11, Manchester, MA 01944

      21 Pine St Unit 11, Manchester, MA 01944
  • /42

    $1,490,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,731 Sq Ft

    4 Knight Rd, Manchester, MA 01944

    Warm and welcoming Manchester Village home. This custom-built 3-bedroom Colonial offers an inviting open first floor plan featuring an oversized dining room, den and updated granite kitchen which flows seamlessly into the living room with a gas fireplace. Highlights include bult-ins, custom molding, cherry floors and French doors that step out to a spacious private deck with sitting and dining

    Sheri Trocchi J. Barrett & Company

    4 Knight Rd, Manchester, MA 01944
  • /21

    $2,000,000 Sold Mar 31, 2025

    • 5,431 Sq Ft
    • $368/SF
    • 133 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    153 Pine St, Manchester, MA 01944

    Located on a spectacular site comprising more than six acres sits this Adirondack style contemporary home that blends seamlessly with its surroundings. Reminiscent of one of the Great Camps, the 1989 residence was constructed of natural materials with exposed wooden beams and massive fireplaces giving the home a spacious feel while retaining a cozy ambiance. The focal point of the home is the

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

    153 Pine St, Manchester, MA 01944
    • /28

      Est $957,008 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,773 Sq Ft

      21 Pine St Unit 7, Manchester, MA 01944

      21 Pine St Unit 7, Manchester, MA 01944
  • /35

    $949,000 Pending

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

    56 Summer St Unit A, Manchester, MA 01944

    Just a stone's throw to Singing Beach, the commuter rail, top-rated schools, and the charming village of Manchester by the Sea, this 3 bedroom 2.5 bath townhouse answers to all of your needs. The first floor welcomes you with an inviting living room and fireplaced family room which is adjacent to the kitchen and eat-in breakfast area. In addition to the half bath and attached garage access, you

    Mandy Sheriff J. Barrett & Company

    56 Summer St Unit A, Manchester, MA 01944
  • /20

    $670,000 Sold Mar 28, 2025

    • 1,668 Sq Ft
    • $402/SF
    • 7 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1846

    53 Summer St, Manchester, MA 01944

    Classic Manchester Village Home with Singing Beach just minutes away. A wonderful opportunity to renovate or start fresh in one of the towns most desirable locations. Enjoy the convenience of living just steps to downtown, Manchester Harbor, Masconomo Park and MERSD schools. The Town of Manchester states this is a 4 bedroom home, 4th bedroom only access is through main bedroom. The property is

    Kathleen McHugh Churchill Properties

    53 Summer St, Manchester, MA 01944
    • /25

      Est $758,884 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      4 Pulaski Dr, Manchester, MA 01944

      4 Pulaski Dr, Manchester, MA 01944
  • /40

    $4,900,000 Pending

    • 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
  • /24

    $545,000 Sold Feb 07, 2025

    • 984 Sq Ft
    • $554/SF
    • 75 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    55 School St Unit 2, Manchester, MA 01944

    Location is exceptional! Just steps from downtown and highly rated public schools, this very charming 2 bedroom condo is in move in condition. The condo association, which consists of 3 units in the front building, and 2 townhouses in the rear of the property, takes great pride in the condition of the buildings and grounds. Very well run and looking forward, it is very well managed. This unit

    Joan Mcdonald Coldwell Banker Realty - Manchester

    55 School St Unit 2, Manchester, MA 01944
    • /22

      Est $900,014 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,590 Sq Ft

      138 Summer St, Manchester, MA 01944

      138 Summer St, Manchester, MA 01944
  • /34

    $1,095,000 Pending

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

    10 Jersey Ln, Manchester, MA 01944

    Step into the charm and character of this quintessential New England cottage, nestled on a wonderful, tree-lined street in a fantastic location! This lovingly maintained home offers a warm & inviting atmosphere and is being offered for sale for the first time! Ready for new owners to bring their inspired ideas to life, this property is bursting with potential. Enjoy the spacious yard (1/2+ acre),

    Susan Bridge J. Barrett & Company

    10 Jersey Ln, Manchester, MA 01944
  • /28

    $825,000 Sold Jan 06, 2025

    • 1,253 Sq Ft
    • $658/SF
    • 53 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1905

    120 Pine St, Manchester, MA 01944

    Providing a 14,100 square foot level lot, this well-cared-for property offers it's future residents many opportunities. Having a location close to village, schools, restaurants and Singing Beach while still providing public transportation to Boston, makes 120 Pine Street one fantastic offering. Enjoy incorporating your own style via redecorating OR decide to renovate! Discover life in coastal

    Betsy Bullock Coldwell Banker Realty - Manchester

    120 Pine St, Manchester, MA 01944
    • /42

      Est $1,461,318 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,660 Sq Ft

      14 Forest St, Manchester, MA 01944

      14 Forest St, Manchester, MA 01944
  • /38

    $1,775,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,589 Sq Ft

    9 Masconomo St, Manchester, MA 01944

    9 Masconomo Street presents a remarkable opportunity for its next owner to infuse new life into this architectural gem. This former place of worship is sited on a .71 acre lot at the entrance to coveted Smiths Point, with just steps to Singing Beach, the inner harbor, shops, restaurants, and the train to Boston. A design adventure awaits this historical dwelling that stands as one of the last

    Mandy Sheriff J. Barrett & Company

    9 Masconomo St, Manchester, MA 01944
  • /35

    $1,490,000 Sold Dec 16, 2024

    • 2,256 Sq Ft
    • $660/SF
    • 24 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 1952

    6 Bennett St, Manchester, MA 01944

    Take back your weekends with this treasured in-town home. 6 Bennett Street is tucked privately on a quiet village side street, with just steps to the inner-harbor, train, and all the charm in the heart of Manchester by the Sea. Features include 2 bedrooms, 3.5 baths, an open floor plan with fireplace, inviting sunroom with radiant heat, and private office (also radiant heat) with bath in the

    Mandy Sheriff J. Barrett & Company

    6 Bennett St, Manchester, MA 01944
    • /25

      Est $1,320,605 Not Listed For Sale

      • 7 Beds
      • 2.5 Baths
      • 3,103 Sq Ft

      5 Mark St, Manchester, MA 01944

      5 Mark St, Manchester, MA 01944
  • /42

    $1,350,000 Sold Dec 16, 2024

    • 3,373 Sq Ft
    • $400/SF
    • 137 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2003

    0 Moses Hill, Manchester, MA 01944

    Discover easy and simplified living at its finest in this captivating colonial-style home situated in the charming coastal community of MBTS. As you step inside, natural light floods the spacious interior, creating an inviting atmosphere that embodies modern day elegance. With 10 rooms, including 5 bedrooms, there's ample space for both relaxation and entertainment.The heart of the home is the

    Paula Polo-Filias J. Barrett & Company

    0 Moses Hill, Manchester, MA 01944
    • /25

      Est $1,055,437 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,392 Sq Ft

      8 Harold St, Manchester, MA 01944

      8 Harold St, Manchester, MA 01944
  • /40

    $2,950,000 Sold Dec 13, 2024

    • 6,202 Sq Ft
    • $476/SF
    • 319 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1893

    146 Bridge St, Manchester, MA 01944

    Perched amidst Manchester's captivating landscapes, 146 Bridge St. blends historical charm with modern luxury. Overlooking meandering marshes and distant ocean vistas from its verdant 2.6 acres, this 6,202 sq ft, 1893 English Manor estate boasts architectural elegance. The stone driveway introduces a stately residence flanked by a three car garage and towering rhododendron. Inside, a gourmet

    McDermott Group Gibson Sotheby's International Realty

    146 Bridge St, Manchester, MA 01944
    • /30

      Est $1,164,188 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,340 Sq Ft

      15 Forest Ln, Manchester, MA 01944

      15 Forest Ln, Manchester, MA 01944
  • /33

    $1,100,000 Sold Dec 12, 2024

    • 1,770 Sq Ft
    • $621/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    11 Forest Ln, Manchester, MA 01944

    This multi level home set on a quiet dead end lane offers convenience and a private retreat. Nestled on a half acre level lot surrounded by pristine woods and nature trails, the setting is idyllic. This home boasts three above grade living levels, 3 bedrooms (with a 4 bed septic system....possible expansion potential?) 2 baths, and is renovated throughout. The huge level private yard with a 20' x

    Kathleen McHugh Churchill Properties

    11 Forest Ln, Manchester, MA 01944
    • /40

      Est $1,395,879 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,097 Sq Ft

      23 Forest Ln, Manchester, MA 01944

      23 Forest Ln, Manchester, MA 01944
  • /40

    $1,185,000 Sold Dec 03, 2024

    • 1,855 Sq Ft
    • $639/SF
    • 9 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1979

    10 Hidden Ledge Rd, Manchester, MA 01944

    If you are looking for privacy in Manchester, look no more! New to the market for the first time in 44 years. Fabulous 4 bedroom 3 full bath colonial on quiet street in cul-de-sac that abuts town land and short distance to schools and town center. The first floor offers versatile kitchen, cathedral ceiling family room with large fireplace with access to the very private back yard and perennial

    Josephine Baker J. Barrett & Company

    10 Hidden Ledge Rd, Manchester, MA 01944
    • /42

      Est $2,491,599 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 6,120 Sq Ft

      3 Colburn Rd, Manchester, MA 01944

      3 Colburn Rd, Manchester, MA 01944
  • /19

    $650,000 Sold Nov 12, 2024

    • 970 Sq Ft
    • $670/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1954

    6 Ancient County Way, Manchester, MA 01944

    Nestled in a lovely neighborhood, this single level home provides a private oasis, perfectly sited on a level lot and surrounded by lush greenery. Its prime location offers easy access to all the area amenities, including convenient transportation, via Rte. 128 and the MBTA station. This community is home to the famed Singing Beach, many conservation areas, a highly rated public school system

    Marianne Round Coldwell Banker Realty - Manchester

    6 Ancient County Way, Manchester, MA 01944
    • /40

      Est $4,528,303 Not Listed For Sale

      • 10 Beds
      • 12 Baths
      • 13,579 Sq Ft

      1 Dexter Ln, Manchester, MA 01944

      1 Dexter Ln, Manchester, MA 01944
  • /30

    $1,150,000 Sold Nov 12, 2024

    • 2,700 Sq Ft
    • $426/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1988

    21 Pine St Unit 10, Manchester, MA 01944

    In the sea side town of Manchester is this immaculate and updated townhome with views to the harbor, church steeples and chimneys. Upon entering the entry way is ample closets and storage. Up the stairs to the updated, impressive kitchen with cherry cabinets, stainless appliances and oversized island making meal preparations and entertaining easy! Open to the dining area with 3-sided gas

    Melanie Cosgrove RE/MAX Bentley's

    21 Pine St Unit 10, Manchester, MA 01944
    • /42

      Est $2,605,215 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,473 Sq Ft

      1 Plum Hill, Manchester, MA 01944

      1 Plum Hill, Manchester, MA 01944

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home