10,492

Brewster, MA Homes

Section Image
  • 93 Chilton Ln, Brewster, MA 02631
    93 Chilton Ln, Brewster, MA 02631
    93 Chilton Ln, Brewster, MA 02631
    /42

    $419,000

    Sold Sep 30, 2025

    93 Chilton Ln, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $448/SF
    • 69 Days On Market

    Current Estimated Value $427,062

    Last Listing Agent Leighton Team Keller Williams Realty

    93 Chilton Ln, Brewster, MA 02631
    • 15 Samoset Rd, Brewster, MA 02631
      15 Samoset Rd, Brewster, MA 02631
      /2

      Est $698,953

      Not Listed For Sale

      15 Samoset Rd, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,128 Sq Ft
      • Built 1979
      15 Samoset Rd, Brewster, MA 02631

  • 232 Robbins Hill Rd, Brewster, MA 02631
    232 Robbins Hill Rd, Brewster, MA 02631
    232 Robbins Hill Rd, Brewster, MA 02631
    /35

    $2,492,000

    $83K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft

    232 Robbins Hill Rd, Brewster, MA 02631

    This is an absolutely enchanting waterfront property with private stairs to your own private beach on glistening Cape Cod Bay! With an ever-changing palette of gorgeous views from sunrise to sunset to high and low tides; you'll never want to leave this amazing spot! Sit and enjoy this warm and welcoming gathering place ... swim, play and enjoy the world renowned Brewster tidal flats, kayaking and

    Tracey Oringer Kinlin Grover Compass

    232 Robbins Hill Rd, Brewster, MA 02631
  • 279 Alden Dr, Brewster, MA 02631
    279 Alden Dr, Brewster, MA 02631
    279 Alden Dr, Brewster, MA 02631
    /41

    $775,000

    Sold Jul 23, 2026

    279 Alden Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft
    • Built 1968

    Last Sold Summary

    • 13% Below List Price
    • $418/SF
    • 64 Days On Market

    Current Estimated Value $785,168

    Last Listing Agent Dee Higgins Gibson Sotheby's International Realty

    279 Alden Dr, Brewster, MA 02631
    • 106 Commons Way, Brewster, MA 02631
      106 Commons Way, Brewster, MA 02631
      /2

      Est $674,998

      Not Listed For Sale

      106 Commons Way, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,820 Sq Ft
      • Built 1974
      106 Commons Way, Brewster, MA 02631

  • 100 Fletcher Ln Unit G, Brewster, MA 02631
    100 Fletcher Ln Unit G, Brewster, MA 02631
    100 Fletcher Ln Unit G, Brewster, MA 02631
    /33

    $295,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    100 Fletcher Ln Unit G, Brewster, MA 02631

    Welcome to The Fletcher Condos within Ocean Edge Resort Community, one of Cape Cod's most desirable resort style living. This updated and fully renovated lower level condo with a bright, open-concept layout and with a private patio that opens up to a grassy area overlooking the Ocean Edge Golf Course. The renovated kitchen features quartz countertops, stainless steel appliances, and contemporary

    Leighton Team Keller Williams Realty

    100 Fletcher Ln Unit G, Brewster, MA 02631
  • 9 Cockle Way Unit 9, Brewster, MA 02631
    9 Cockle Way Unit 9, Brewster, MA 02631
    9 Cockle Way Unit 9, Brewster, MA 02631
    /17

    $1,150,000

    Sold Jun 22, 2026

    9 Cockle Way Unit 9, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,914 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $601/SF
    • 45 Days On Market

    Last Listing Agent Marirose Lynch RE/MAX Real Estate Center

    9 Cockle Way Unit 9, Brewster, MA 02631
    • 115 Barons Way, Brewster, MA 02631
      115 Barons Way, Brewster, MA 02631
      /2

      Est $733,515

      Not Listed For Sale

      115 Barons Way, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,548 Sq Ft
      • Built 1975
      115 Barons Way, Brewster, MA 02631

  • 98 Leland Rd, Brewster, MA 2631
    98 Leland Rd, Brewster, MA 2631
    98 Leland Rd, Brewster, MA 2631
    /29

    $765,000

    $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    98 Leland Rd, Brewster, MA 2631

    Freshly price adjusted and motivated seller! Built in 2016 and lovingly maintained by its original and only owner, this move-in ready Ranch offers easy one-floor living with a thoughtful, low-maintenance design. Set on over an acre with association rights to Upper Mill Pond and beach area, the home combines privacy, comfort, and functionality.The open-concept layout features a spacious kitchen

    Leighton Team Keller Williams Realty

    98 Leland Rd, Brewster, MA 2631
  • 35 Bradford Rd, Brewster, MA 02631
    35 Bradford Rd, Brewster, MA 02631
    35 Bradford Rd, Brewster, MA 02631
    /26

    $1,200,000

    Sold Nov 07, 2025

    35 Bradford Rd, Brewster, MA 02631

    • 3 Beds
    • 1.5 Baths
    • 937 Sq Ft
    • Built 1930

    Last Sold Summary

    • 14% Below List Price
    • $1,281/SF
    • 1 Day On Market

    Current Estimated Value $1,174,210

    Last Listing Agent Fran Schofield Berkshire Hathaway HomeServices Robert Paul Properties

    35 Bradford Rd, Brewster, MA 02631
    • 8 Omaha Rd, Brewster, MA 02631
      8 Omaha Rd, Brewster, MA 02631
      8 Omaha Rd, Brewster, MA 02631
      /12

      Est $692,156

      Not Listed For Sale

      8 Omaha Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,032 Sq Ft
      • Built 1973
      8 Omaha Rd, Brewster, MA 02631

      Last Sold Summary

      • 214 Days On Market

      Last Listing Agent Laurel Kauffman Kinlin Grover Compass

  • 55 Bayview Dr, Brewster, MA 02631
    55 Bayview Dr, Brewster, MA 02631
    55 Bayview Dr, Brewster, MA 02631
    /70

    $2,400,000

    New Construction
    • 4 Beds
    • 5.5 Baths
    • 4,250 Sq Ft

    55 Bayview Dr, Brewster, MA 02631

    This luxurious, classic New England Cape-style home by Eastward Companies is one of a new two lot Brewster subdivision close to beautiful Crosby Beach, The Cape Cod Rail Trail and the Town of Orleans. Form meets function at the highest level with an exceptional degree of custom finish work. The cathedral great room is the home's hub, it combines the Thermador-equipped kitchen with the fireplaced

    Jeff Cusack Cove Road Real Estate

    55 Bayview Dr, Brewster, MA 02631
  • 30 Fox Crossing Rd, Brewster, MA 02631
    30 Fox Crossing Rd, Brewster, MA 02631
    30 Fox Crossing Rd, Brewster, MA 02631
    /36

    $905,000

    Sold Jan 15, 2026

    30 Fox Crossing Rd, Brewster, MA 02631

    • 5 Beds
    • 3 Baths
    • 3,304 Sq Ft
    • Built 1997

    Last Sold Summary

    • 1% Above List Price
    • $274/SF
    • 50 Days On Market

    Current Estimated Value $1,140,165

    Last Listing Agent Paul McCormick Gibson Sotheby's International Realty

    30 Fox Crossing Rd, Brewster, MA 02631
    • 25 Beach Plum Ln, Brewster, MA 02631
      25 Beach Plum Ln, Brewster, MA 02631
      /2

      Est $595,832

      Not Listed For Sale

      25 Beach Plum Ln, Brewster, MA 02631

      • 2 Beds
      • 1 Bath
      • 1,032 Sq Ft
      • Built 1981
      25 Beach Plum Ln, Brewster, MA 02631

  • 64 Chestnut Cir, Brewster, MA 02631
    64 Chestnut Cir, Brewster, MA 02631
    64 Chestnut Cir, Brewster, MA 02631
    /33

    $412,500

    Sold Aug 20, 2025

    64 Chestnut Cir, Brewster, MA 02631

    • 2 Beds
    • 1.5 Baths
    • 1,380 Sq Ft
    • Built 1984

    Last Sold Summary

    • 12% Below List Price
    • $299/SF
    • 71 Days On Market

    Current Estimated Value $444,039

    Last Listing Agent Sandy Clarke William Raveis Real Estate & Homes Services

    64 Chestnut Cir, Brewster, MA 02631
    • 1093 Millstone Rd, Brewster, MA 02631
      1093 Millstone Rd, Brewster, MA 02631
      /2

      Est $527,684

      Not Listed For Sale

      1093 Millstone Rd, Brewster, MA 02631

      • 1 Bed
      • 1 Bath
      • 812 Sq Ft
      • Built 1965
      1093 Millstone Rd, Brewster, MA 02631

  • 62 Maple Ln, Brewster, MA 02631
    62 Maple Ln, Brewster, MA 02631
    62 Maple Ln, Brewster, MA 02631
    /30

    $840,000

    Sold Jun 12, 2026

    62 Maple Ln, Brewster, MA 02631

    • 3 Beds
    • 3 Baths
    • 2,172 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Above List Price
    • $387/SF
    • 25 Days On Market

    Current Estimated Value $838,418

    Last Listing Agent Mike Rodriguez MAC Realty

    62 Maple Ln, Brewster, MA 02631
    • 981 Long Pond Rd, Brewster, MA 02631
      981 Long Pond Rd, Brewster, MA 02631
      981 Long Pond Rd, Brewster, MA 02631
      /42

      Est $862,979

      Not Listed For Sale

      981 Long Pond Rd, Brewster, MA 02631

      • 2 Beds
      • 1.5 Baths
      • 1,264 Sq Ft
      • Built 1996
      981 Long Pond Rd, Brewster, MA 02631

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Amy Harbeck Kinlin Grover Compass

  • 55 Leona Terrace, Brewster, MA 02631
    55 Leona Terrace, Brewster, MA 02631
    55 Leona Terrace, Brewster, MA 02631
    /28

    $695,000

    Sold Jan 08, 2026

    55 Leona Terrace, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Built 1996

    Last Sold Summary

    • $583/SF
    • 6 Days On Market

    Current Estimated Value $708,188

    Last Listing Agent Anthony Dimauro Fathom Realty MA

    55 Leona Terrace, Brewster, MA 02631
    • 687 Long Pond Rd, Brewster, MA 02631
      687 Long Pond Rd, Brewster, MA 02631
      687 Long Pond Rd, Brewster, MA 02631
      /25

      Est $794,445

      Not Listed For Sale

      687 Long Pond Rd, Brewster, MA 02631

      • 4 Beds
      • 2 Baths
      • 1,824 Sq Ft
      • Built 1971
      687 Long Pond Rd, Brewster, MA 02631

      Last Sold Summary

      • 147 Days On Market

      Last Listing Agent Juan Marichal Seaport Village Realty, Inc.

  • 31 Hazel Ln, Brewster, MA 2631
    31 Hazel Ln, Brewster, MA 2631
    31 Hazel Ln, Brewster, MA 2631
    /16

    $325,000

    Sold Apr 14, 2026

    31 Hazel Ln, Brewster, MA 2631

    • Land
    • 21,344 Sq Ft
    • $663,265 per Acre

    Last Sold Summary

    • 3 Days On Market

    Current Estimated Value $328,243

    Last Listing Agent Thiago Monteiro William Raveis Real Estate & Homes Services

    31 Hazel Ln, Brewster, MA 2631
    • 15 Fern Ln, Brewster, MA 02631
      15 Fern Ln, Brewster, MA 02631
      /2

      Est $692,049

      Not Listed For Sale

      15 Fern Ln, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1973
      15 Fern Ln, Brewster, MA 02631

  • 42 Landing Ln Unit 42, Brewster, MA 02631
    42 Landing Ln Unit 42, Brewster, MA 02631
    42 Landing Ln Unit 42, Brewster, MA 02631
    /35

    $587,000

    Sold Jan 28, 2026

    42 Landing Ln Unit 42, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,515 Sq Ft
    • Built 1973

    Last Sold Summary

    • 16% Below List Price
    • $387/SF
    • 57 Days On Market

    Current Estimated Value $668,615

    Last Listing Agent Team 300 Today Real Estate, Inc.

    42 Landing Ln Unit 42, Brewster, MA 02631
    • 89 Cliff Pond Rd, Brewster, MA 02631
      89 Cliff Pond Rd, Brewster, MA 02631
      /2

      Est $715,581

      Not Listed For Sale

      89 Cliff Pond Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,192 Sq Ft
      • Built 1992
      89 Cliff Pond Rd, Brewster, MA 02631

  • 88 Whiffletree Ave, Brewster, MA 02631
    88 Whiffletree Ave, Brewster, MA 02631
    88 Whiffletree Ave, Brewster, MA 02631
    /42

    $2,112,500

    Sold Jan 27, 2026

    88 Whiffletree Ave, Brewster, MA 02631

    • 5 Beds
    • 4.5 Baths
    • 3,906 Sq Ft
    • Built 2024

    Last Sold Summary

    • 12% Below List Price
    • $541/SF
    • 240 Days On Market

    Last Listing Agent The Bohman Hartung Group Gibson Sotheby's International Realty

    88 Whiffletree Ave, Brewster, MA 02631
    • 22 Oak Ln, Brewster, MA 02631
      22 Oak Ln, Brewster, MA 02631
      22 Oak Ln, Brewster, MA 02631
      /42

      Est $864,846

      Not Listed For Sale

      22 Oak Ln, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,780 Sq Ft
      • Built 1977
      22 Oak Ln, Brewster, MA 02631

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Dee Higgins Gibson Sotheby's International Realty

  • 26 Pinewood Dr, Brewster, MA 02631
    26 Pinewood Dr, Brewster, MA 02631
    26 Pinewood Dr, Brewster, MA 02631
    /25

    $505,000

    Sold Jan 21, 2026

    26 Pinewood Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,277 Sq Ft
    • Built 1979

    Last Sold Summary

    • 16% Below List Price
    • $395/SF
    • 73 Days On Market

    Current Estimated Value $591,085

    Last Listing Agent Karen Lilly Property Cape Cod

    26 Pinewood Dr, Brewster, MA 02631
    • 35 Maple Ln, Brewster, MA 02631
      35 Maple Ln, Brewster, MA 02631
      35 Maple Ln, Brewster, MA 02631
      /40

      Est $820,143

      Not Listed For Sale

      35 Maple Ln, Brewster, MA 02631

      • 2 Beds
      • 3 Baths
      • 1,920 Sq Ft
      • Built 1967
      35 Maple Ln, Brewster, MA 02631

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Timothy Driscoll South Shore Sotheby's International Realty

  • 161 Timberlane Dr, Brewster, MA 02631
    161 Timberlane Dr, Brewster, MA 02631
    161 Timberlane Dr, Brewster, MA 02631
    /42

    $630,500

    Sold Aug 29, 2025

    161 Timberlane Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 2,564 Sq Ft
    • Built 1973

    Last Sold Summary

    • 3% Below List Price
    • $246/SF
    • 5 Days On Market

    Current Estimated Value $700,347

    Last Listing Agent Marie Kelly Berkshire Hathaway HomeServices Robert Paul Properties

    161 Timberlane Dr, Brewster, MA 02631
    • 170 Pells Fishing Rd, Brewster, MA 02631
      170 Pells Fishing Rd, Brewster, MA 02631
      /2

      Est $788,327

      Not Listed For Sale

      170 Pells Fishing Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1997
      170 Pells Fishing Rd, Brewster, MA 02631

  • 287 Fletcher Ln Unit 287, Brewster, MA 02631
    287 Fletcher Ln Unit 287, Brewster, MA 02631
    287 Fletcher Ln Unit 287, Brewster, MA 02631
    /36

    $450,000

    Sold Jun 12, 2026

    287 Fletcher Ln Unit 287, Brewster, MA 02631

    • 2 Beds
    • 1.5 Baths
    • 1,032 Sq Ft
    • Built 1987

    Last Sold Summary

    • $436/SF
    • 4 Days On Market

    Current Estimated Value $459,063

    Last Listing Agent Leighton Team Keller Williams Realty

    287 Fletcher Ln Unit 287, Brewster, MA 02631
    • 131 Owl Pond Rd, Brewster, MA 02631
      131 Owl Pond Rd, Brewster, MA 02631
      /2

      Est $1,357,896

      Not Listed For Sale

      131 Owl Pond Rd, Brewster, MA 02631

      • 3 Beds
      • 4 Baths
      • 3,375 Sq Ft
      • Built 1991
      131 Owl Pond Rd, Brewster, MA 02631

  • 81 Woodview Dr Unit 81, Brewster, MA 02631
    81 Woodview Dr Unit 81, Brewster, MA 02631
    81 Woodview Dr Unit 81, Brewster, MA 02631
    /35

    $425,000

    Sold Jun 29, 2026

    81 Woodview Dr Unit 81, Brewster, MA 02631

    • 2 Beds
    • 1.5 Baths
    • 1,296 Sq Ft
    • Built 1983

    Last Sold Summary

    • 1% Above List Price
    • $328/SF
    • 53 Days On Market

    Current Estimated Value $423,870

    Last Listing Agent Carol Terrio Keller Williams Realty

    81 Woodview Dr Unit 81, Brewster, MA 02631
    • 3750 Main St, Brewster, MA 02631
      3750 Main St, Brewster, MA 02631
      /2

      Est $1,225,331

      Not Listed For Sale

      3750 Main St, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,772 Sq Ft
      • Built 1971
      3750 Main St, Brewster, MA 02631

  • 340 Greenland Pond Rd, Brewster, MA 2631
    340 Greenland Pond Rd, Brewster, MA 2631
    340 Greenland Pond Rd, Brewster, MA 2631
    /28

    $1,020,125

    Sold May 13, 2026

    340 Greenland Pond Rd, Brewster, MA 2631

    • 3 Beds
    • 2 Baths
    • 1,968 Sq Ft
    • Built 2016

    Last Sold Summary

    • 7% Below List Price
    • $518/SF
    • 16 Days On Market

    Current Estimated Value $1,020,614

    Last Listing Agent Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    340 Greenland Pond Rd, Brewster, MA 2631
    • 51 Anawan Rd, Brewster, MA 02631
      51 Anawan Rd, Brewster, MA 02631
      /2

      Est $619,996

      Not Listed For Sale

      51 Anawan Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1973
      51 Anawan Rd, Brewster, MA 02631

  • 52 Bettys Ln, Brewster, MA 02631
    52 Bettys Ln, Brewster, MA 02631
    52 Bettys Ln, Brewster, MA 02631
    /38

    $870,000

    Sold Feb 12, 2026

    52 Bettys Ln, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,589 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $548/SF
    • 6 Days On Market

    Current Estimated Value $886,527

    Last Listing Agent Leighton Team Keller Williams Realty

    52 Bettys Ln, Brewster, MA 02631
    • 111 Anawan Rd, Brewster, MA 02631
      111 Anawan Rd, Brewster, MA 02631
      /2

      Est $1,047,135

      Not Listed For Sale

      111 Anawan Rd, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 2,458 Sq Ft
      • Built 1970
      111 Anawan Rd, Brewster, MA 02631

  • 195 Ellis Landing Rd, Brewster, MA 02631
    195 Ellis Landing Rd, Brewster, MA 02631
    195 Ellis Landing Rd, Brewster, MA 02631
    /36

    $1,075,000

    Sold Nov 20, 2025

    195 Ellis Landing Rd, Brewster, MA 02631

    • 2 Beds
    • 1 Bath
    • 828 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Below List Price
    • $1,298/SF
    • 19 Days On Market

    Current Estimated Value $1,127,074

    Last Listing Agent Tracey Oringer Kinlin Grover Compass

    195 Ellis Landing Rd, Brewster, MA 02631
    • 176 King Phillip Rd, Brewster, MA 02631
      176 King Phillip Rd, Brewster, MA 02631
      /2

      Est $709,856

      Not Listed For Sale

      176 King Phillip Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,188 Sq Ft
      • Built 1982
      176 King Phillip Rd, Brewster, MA 02631

Showing Results 201 - 240, Page 6 of 18

Massachusetts Barnstable County

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