10,570

Brewster, MA Homes

Section Image
    • /28

      Est $298,809

      Not Listed For Sale

      100 Fletcher Ln Unit A, Brewster, MA 02631

      • 1 Bed
      • 1 Bath
      • 579 Sq Ft
      • Built 1987
      100 Fletcher Ln Unit A, Brewster, MA 02631

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Michael Leighton Keller Williams Realty

  • /42

    $715,000

    Sold May 28, 2026

    98 Sheep Pond Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Above List Price
    • $532/SF
    • 7 Days On Market

    Current Estimated Value $707,859

    Last Listing Agent Meghan Taylor Kinlin Grover Compass

    98 Sheep Pond Dr, Brewster, MA 02631
    • /26

      Est $320,898

      Not Listed For Sale

      81 Fletcher Ln Unit J, Brewster, MA 02631

      • 1 Bed
      • 1 Bath
      • 589 Sq Ft
      • Built 1987
      81 Fletcher Ln Unit J, Brewster, MA 02631

      Last Sold Summary

      • 106 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /37

    $700,000

    Sold Dec 17, 2025

    33 Captain William Arthur Rd, Brewster, MA 02631

    • 3 Beds
    • 1 Bath
    • 1,800 Sq Ft
    • Built 1970

    Last Sold Summary

    • 8% Below List Price
    • $389/SF
    • 46 Days On Market

    Current Estimated Value $739,584

    Last Listing Agent Deborah Preston Burger Kinlin Grover Compass

    33 Captain William Arthur Rd, Brewster, MA 02631
    • /40

      Est $320,662

      Not Listed For Sale

      81 Fletcher Ln Unit F, Brewster, MA 02631

      • 1 Bed
      • 1 Bath
      • 579 Sq Ft
      • Built 1987
      81 Fletcher Ln Unit F, Brewster, MA 02631

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Peggy Farber Gibson Sotheby's International Realty

  • /2

    $1,425,000

    Sold Oct 10, 2025

    23 Wheeler Dr, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1982

    Last Sold Summary

    • $838/SF
    • 1 Day On Market

    Current Estimated Value $1,440,412

    Last Listing Agent Paul McCormick Gibson Sotheby's International Realty

    23 Wheeler Dr, Brewster, MA 02631
    • /28

      Est $309,820

      Not Listed For Sale

      80 Fletcher Ln Unit F, Brewster, MA 02631

      • 1 Bed
      • 1 Bath
      • 579 Sq Ft
      • Built 1987
      80 Fletcher Ln Unit F, Brewster, MA 02631

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /47

    $409,900

    Sold Sep 30, 2025

    114 Chestnut Cir, Brewster, MA 02631

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

    Last Sold Summary

    • 14% Below List Price
    • $297/SF
    • 126 Days On Market

    Current Estimated Value $437,229

    Last Listing Agent Melanie Cauchon Melanie Cauchon Real Estate

    114 Chestnut Cir, Brewster, MA 02631
    • /14

      Est $303,667

      Not Listed For Sale

      62 Fletcher Ln Unit C, Brewster, MA 02631

      • 1 Bed
      • 1 Bath
      • 579 Sq Ft
      • Built 1987
      62 Fletcher Ln Unit C, Brewster, MA 02631

      Last Sold Summary

      • 110 Days On Market

      Last Listing Agent Stephen Seaver Kinlin Grover Compass

  • /50

    $1,150,000

    Sold Nov 25, 2025

    12 Skaket Way, Brewster, MA 02631

    • 3 Beds
    • 2.5 Baths
    • 1,795 Sq Ft
    • Built 1981

    Last Sold Summary

    • 15% Below List Price
    • $641/SF
    • 122 Days On Market

    Current Estimated Value $1,201,279

    Last Listing Agent Jon Clark Nauset Management

    12 Skaket Way, Brewster, MA 02631
    • /41

      Est $333,334

      Not Listed For Sale

      62 Fletcher Ln Unit I, Brewster, MA 02631

      • 1 Bed
      • 1 Bath
      • 579 Sq Ft
      • Built 1987
      62 Fletcher Ln Unit I, Brewster, MA 02631

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /2

    $249,000

    Sold Jul 17, 2026

    61 Sheffield Rd, Brewster, MA 02631

    • Land
    • 17,859 Sq Ft
    • $607,317 per Acre

    Last Sold Summary

    • 7 Days On Market

    Last Listing Agent The Cape House Team William Raveis Real Estate & Home Services

    61 Sheffield Rd, Brewster, MA 02631
    • /15

      Est $656,096

      Not Listed For Sale

      52 Endicott Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,500 Sq Ft
      • Built 1986
      52 Endicott Ln, Brewster, MA 02631

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /36

    $800,000

    Sold Dec 08, 2025

    272 Sheep Pond Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft
    • Built 1969

    Last Sold Summary

    • 30% Below List Price
    • $454/SF
    • 137 Days On Market

    Current Estimated Value $917,991

    Last Listing Agent Tracey Oringer Kinlin Grover Compass

    272 Sheep Pond Dr, Brewster, MA 02631
    • /33

      Est $414,320

      Not Listed For Sale

      40 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1986
      40 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /38

    $1,340,000

    Sold Aug 05, 2026

    108 Wintergreen Ln, Brewster, MA 02631

    • 3 Beds
    • 2.5 Baths
    • 2,660 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $504/SF
    • 12 Days On Market

    Current Estimated Value $1,337,893

    Last Listing Agent Eric Ehnstrom Compass

    108 Wintergreen Ln, Brewster, MA 02631
    • /34

      Est $410,986

      Not Listed For Sale

      86 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1986
      86 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /36

    $440,000

    Sold Jul 16, 2026

    120 Chilton Ln Unit 120, Brewster, MA 02631

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

    Last Sold Summary

    • $471/SF
    • 27 Days On Market

    Current Estimated Value $435,007

    Last Listing Agent Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties

    120 Chilton Ln Unit 120, Brewster, MA 02631
    • /43

      Est $453,373

      Not Listed For Sale

      68 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 948 Sq Ft
      • Built 1986
      68 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /42

    $1,414,000

    Sold Jul 09, 2026

    988 Crowells Bog Rd, Brewster, MA 02631

    • 3 Beds
    • 1.5 Baths
    • 2,427 Sq Ft
    • Built 1974

    Last Sold Summary

    • 1% Below List Price
    • $583/SF
    • 1 Day On Market

    Current Estimated Value $1,410,230

    Last Listing Agent Thom Schoepfer Keller Williams Realty

    988 Crowells Bog Rd, Brewster, MA 02631
    • /41

      Est $438,306

      Not Listed For Sale

      84 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1986
      84 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /42

    $1,150,000

    Sold May 18, 2026

    122 Evelyn's Dr, Harwich, MA 02645

    • 3 Beds
    • 3 Baths
    • 2,212 Sq Ft
    • Built 1999

    Last Sold Summary

    • $520/SF
    • 12 Days On Market

    Current Estimated Value $1,087,813

    Last Listing Agent Cape Cod Power of Two Compass

    122 Evelyn's Dr, Harwich, MA 02645
    • /44

      Est $430,567

      Not Listed For Sale

      106 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1986
      106 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 64 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /26

    $335,000

    Sold Dec 19, 2025

    82 Fletcher Ln Unit I, Brewster, MA 02631

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $579/SF
    • 84 Days On Market

    Current Estimated Value $344,667

    Last Listing Agent Leighton Team Keller Williams Realty

    82 Fletcher Ln Unit I, Brewster, MA 02631
    • /43

      Est $401,770

      Not Listed For Sale

      158 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1986
      158 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Jeff Cusack Cove Road Real Estate

  • /25

    $505,000

    Sold Jan 21, 2026

    26 Pinewood Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft
    • Built 1979

    Last Sold Summary

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

    Current Estimated Value $591,085

    Last Listing Agent Karen Lilly Property Cape Cod

    26 Pinewood Dr, Brewster, MA 02631
    • /30

      Est $428,657

      Not Listed For Sale

      178 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1986
      178 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Tracey Oringer Kinlin Grover Compass

  • /93

    $2,647,500

    Sold Oct 30, 2025

    37 Oliver Dr, Brewster, MA 02631

    • 4 Beds
    • 3.5 Baths
    • 3,937 Sq Ft
    • Built 1995

    Last Sold Summary

    • 2% Below List Price
    • $672/SF
    • 30 Days On Market

    Last Listing Agent LUXRECapeCod Gibson Sotheby's International Realty

    37 Oliver Dr, Brewster, MA 02631
    • /29

      Est $405,156

      Not Listed For Sale

      184 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1986
      184 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Ken Sheytanian BHHS Commonwealth Real Estate

  • /44

    $1,000,000

    Sold Feb 10, 2026

    77 Hazel Ln, Brewster, MA 02631

    • 4 Beds
    • 3.5 Baths
    • 3,064 Sq Ft
    • Built 1991

    Last Sold Summary

    • $326/SF
    • 5 Days On Market

    Current Estimated Value $1,051,571

    Last Listing Agent Katie Pazakis Keller Williams Realty

    77 Hazel Ln, Brewster, MA 02631
    • /34

      Est $444,780

      Not Listed For Sale

      214 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1985
      214 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Robin Thayer Gibson Sotheby's International Realty

  • /42

    $1,425,000

    Sold Jul 31, 2026

    71 Compass Way, Brewster, MA 02631

    • 4 Beds
    • 3.5 Baths
    • 3,426 Sq Ft
    • Built 1991

    Last Sold Summary

    • $416/SF
    • 2 Days On Market

    Current Estimated Value $1,421,404

    Last Listing Agent Tracey Oringer Kinlin Grover Compass

    71 Compass Way, Brewster, MA 02631
    • /3

      Est $430,154

      Not Listed For Sale

      196 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 948 Sq Ft
      • Built 1985
      196 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Member Non cci.unknownoffice

  • /42

    $915,000

    Sold Oct 02, 2025

    418 Massasoit Trail, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,681 Sq Ft
    • Built 1971

    Last Sold Summary

    • 8% Below List Price
    • $544/SF
    • 26 Days On Market

    Current Estimated Value $1,020,003

    Last Listing Agent Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    418 Massasoit Trail, Brewster, MA 02631
    • /53

      Est $441,907

      Not Listed For Sale

      216 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1985
      216 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 87 Days On Market

      Last Listing Agent Mina O'Keefe Gibson Sotheby's International Realty

  • /46

    $1,150,000

    Sold May 18, 2026

    122 Evelyn's Dr, Brewster, MA 02631

    • 3 Beds
    • 3 Baths
    • 2,212 Sq Ft
    • Built 1999

    Last Sold Summary

    • $520/SF
    • 11 Days On Market

    Last Listing Agent Cape Cod Power of Two Compass

    122 Evelyn's Dr, Brewster, MA 02631
    • /46

      Est $425,124

      Not Listed For Sale

      236 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1985
      236 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Amy Harbeck Kinlin Grover Compass

  • /32

    $1,238,000

    Sold May 11, 2026

    42 Partridge Cir, Brewster, MA 02631

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1957

    Last Sold Summary

    • 8% Below List Price
    • $1,146/SF
    • 12 Days On Market

    Current Estimated Value $1,238,540

    Last Listing Agent Mark Finocchio Cape Escape Real Estate LLC

    42 Partridge Cir, Brewster, MA 02631
    • /39

      Est $429,991

      Not Listed For Sale

      185 Eaton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 948 Sq Ft
      • Built 1985
      185 Eaton Ln, Brewster, MA 02631

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent A Cape Life Today Real Estate

  • /35

    $780,000

    Sold May 15, 2026

    35 Leona Terrace, Brewster, MA 02631

    • 4 Beds
    • 3 Baths
    • 1,791 Sq Ft
    • Built 1989

    Last Sold Summary

    • 1% Below List Price
    • $436/SF
    • 8 Days On Market

    Current Estimated Value $781,167

    Last Listing Agent Tracey Oringer Kinlin Grover Compass

    35 Leona Terrace, Brewster, MA 02631

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