10,492

Brewster, MA Homes

Section Image
  • /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
    • /42

      Est $1,572,433

      Not Listed For Sale

      2750 Main St, Brewster, MA 02631

      • 5 Beds
      • 2 Baths
      • 2,707 Sq Ft
      • Built 1960
      2750 Main St, Brewster, MA 02631

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Sandra Milano REMAX Executive Realty

  • /25

    $312,500

    Sold Sep 19, 2025

    81 Fletcher Ln Unit J, Brewster, MA 02631

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

    Last Sold Summary

    • 2% Below List Price
    • $540/SF
    • 103 Days On Market

    Current Estimated Value $322,373

    Last Listing Agent Leighton Team Keller Williams Realty

    81 Fletcher Ln Unit J, Brewster, MA 02631
    • /2

      Est $1,176,366

      Not Listed For Sale

      37 Flying Mist Ln, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 2,200 Sq Ft
      • Built 1968
      37 Flying Mist Ln, Brewster, MA 02631

  • /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
    • /2

      Est $656,118

      Not Listed For Sale

      61 Puritan Dr, Brewster, MA 02631

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft
      • Built 1985
      61 Puritan Dr, Brewster, MA 02631

  • /41

    $905,000

    Sold Sep 12, 2025

    101 Leland Rd, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 2,668 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $339/SF
    • 5 Days On Market

    Current Estimated Value $931,405

    Last Listing Agent Kimberly Terrio William Raveis Real Estate & Homes Services

    101 Leland Rd, Brewster, MA 02631
    • /68

      Est $2,070,127

      Not Listed For Sale

      104 Highland Moors Dr, Brewster, MA 02631

      • 4 Beds
      • 5 Baths
      • 3,863 Sq Ft
      • Built 1992
      104 Highland Moors Dr, Brewster, MA 02631

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent LUXRECapeCod 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
    • /2

      Est $397,765

      Not Listed For Sale

      3667 Main St, Brewster, MA 02631

      • 1 Bed
      • 2 Baths
      • 392 Sq Ft
      • Built 2007
      3667 Main St, Brewster, MA 02631

  • /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
    • /18

      Est $342,021

      Not Listed For Sale

      3665 Main St, Brewster, MA 02631

      • 1 Bed
      • 1 Bath
      • 272 Sq Ft
      • Built 1941
      3665 Main St, Brewster, MA 02631

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Gregory Vayneris William Raveis R.E. & Home Services

  • /39

    $1,755,000

    Sold Sep 24, 2025

    262 Sheep Pond Dr, Brewster, MA 02631

    • 3 Beds
    • 3.5 Baths
    • 2,849 Sq Ft
    • Built 2007

    Last Sold Summary

    • $616/SF
    • 6 Days On Market

    Current Estimated Value $1,826,723

    Last Listing Agent Meghan Taylor Kinlin Grover Compass

    262 Sheep Pond Dr, Brewster, MA 02631
    • /2

      Est $1,361,162

      Not Listed For Sale

      74 Old Bog Rd, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 2,394 Sq Ft
      • Built 1984
      74 Old Bog Rd, Brewster, MA 02631

  • /24

    $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
    • /2

      Est $1,193,091

      Not Listed For Sale

      170 Seaview Rd, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 2,276 Sq Ft
      • Built 1999
      170 Seaview Rd, Brewster, MA 02631

  • /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
    • /2

      Est $1,794,818

      Not Listed For Sale

      45 Schooner Way, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 2,822 Sq Ft
      • Built 2000
      45 Schooner Way, Brewster, MA 02631

  • /31

    $1,205,000

    Sold Sep 08, 2025

    26 Cockle Way Unit 46, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 2,289 Sq Ft
    • Built 1984

    Last Sold Summary

    • 15% Above List Price
    • $526/SF
    • 4 Days On Market

    Last Listing Agent Kari Wagner Compass

    26 Cockle Way Unit 46, Brewster, MA 02631
    • /2

      Est $946,968

      Not Listed For Sale

      178 Winslow Landing Rd, Brewster, MA 02631

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1970
      178 Winslow Landing Rd, Brewster, MA 02631

  • /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
    • /2

      Est $1,309,327

      Not Listed For Sale

      188 Winslow Landing Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,206 Sq Ft
      • Built 1978
      188 Winslow Landing Rd, Brewster, MA 02631

  • /28

    $290,000

    Sold Jun 16, 2026

    82 Fletcher Ln Unit H, Brewster, MA 02631

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

    Last Sold Summary

    • 2% Below List Price
    • $501/SF
    • 51 Days On Market

    Current Estimated Value $317,024

    Last Listing Agent Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    82 Fletcher Ln Unit H, Brewster, MA 02631
    • /2

      Est $1,015,328

      Not Listed For Sale

      11 Overlook Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,218 Sq Ft
      • Built 1978
      11 Overlook Ln, Brewster, MA 02631

  • /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
    • /42

      Est $863,650

      Not Listed For Sale

      38 Knoll Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,411 Sq Ft
      • Built 1977
      38 Knoll Ln, Brewster, MA 02631

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Amy Harbeck Kinlin Grover Compass

  • /37

    $605,000

    Sold Aug 06, 2026

    130 Spring Ln, Brewster, MA 02631

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Above List Price
    • $900/SF
    • 7 Days On Market

    Current Estimated Value $602,591

    Last Listing Agent Jean Piazza Gibson Sotheby's International Realty

    130 Spring Ln, Brewster, MA 02631
    • /35

      Est $1,081,992

      Not Listed For Sale

      215 Sea Pines Dr, Brewster, MA 02631

      • 3 Beds
      • 2.5 Baths
      • 1,450 Sq Ft
      • Built 1978
      215 Sea Pines Dr, Brewster, MA 02631

      Last Sold Summary

      • 158 Days On Market

      Last Listing Agent Christine Altneu Berkshire Hathaway HomeServices Robert Paul Properties

  • /42

    $1,575,000

    Sold Nov 04, 2025

    663 Crowells Bog Rd, Brewster, MA 02631

    • 4 Beds
    • 3.5 Baths
    • 3,738 Sq Ft
    • Built 2001

    Last Sold Summary

    • 5% Below List Price
    • $421/SF
    • 35 Days On Market

    Current Estimated Value $1,616,796

    Last Listing Agent O'Neill Group Berkshire Hathaway HomeServices Robert Paul Properties

    663 Crowells Bog Rd, Brewster, MA 02631
    • /2

      Est $1,158,452

      Not Listed For Sale

      66 Chapel Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1961
      66 Chapel Ln, Brewster, MA 02631

  • /37

    $645,000

    Sold Sep 10, 2025

    64 Cranes Ln, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $489/SF
    • 16 Days On Market

    Current Estimated Value $684,425

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    64 Cranes Ln, Brewster, MA 02631
    • /2

      Est $1,478,449

      Not Listed For Sale

      8 Isaiah Dunster Ln, Brewster, MA 02631

      • 5 Beds
      • 4 Baths
      • 2,354 Sq Ft
      • Built 1958
      8 Isaiah Dunster Ln, Brewster, MA 02631

  • /42

    $1,250,000

    Sold Nov 25, 2025

    242 Sheep Pond Dr, Brewster, MA 02631

    • 5 Beds
    • 2 Baths
    • 2,599 Sq Ft
    • Built 1967

    Last Sold Summary

    • 4% Below List Price
    • $481/SF
    • 16 Days On Market

    Current Estimated Value $1,301,604

    Last Listing Agent John Stringfellow StartPoint Realty

    242 Sheep Pond Dr, Brewster, MA 02631
    • /2

      Est $1,790,560

      Not Listed For Sale

      38 Grandfathers Ln, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 2,116 Sq Ft
      • Built 2019
      38 Grandfathers Ln, Brewster, MA 02631

  • /37

    $825,000

    Sold Nov 18, 2025

    132 Leland Rd, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $453/SF
    • 15 Days On Market

    Current Estimated Value $855,470

    Last Listing Agent Michele Rapoza RE/MAX Vantage

    132 Leland Rd, Brewster, MA 02631
    • /2

      Est $942,763

      Not Listed For Sale

      51 Landing Ln, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,674 Sq Ft
      • Built 1973
      51 Landing Ln, Brewster, MA 02631

  • /35

    $575,000

    Sold Oct 01, 2025

    158 Billington Ln, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $541/SF
    • 35 Days On Market

    Current Estimated Value $591,464

    Last Listing Agent LUXRECapeCod Gibson Sotheby's International Realty

    158 Billington Ln, Brewster, MA 02631
    • /2

      Est $1,791,403

      Not Listed For Sale

      37 Bates Ln, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 2,688 Sq Ft
      • Built 1977
      37 Bates Ln, Brewster, MA 02631

  • /42

    $750,000

    Sold Aug 20, 2025

    94 Pine View Dr, Brewster, MA 02631

    • 4 Beds
    • 3 Baths
    • 1,904 Sq Ft
    • Built 1984

    Last Sold Summary

    • 6% Below List Price
    • $394/SF
    • 46 Days On Market

    Current Estimated Value $793,990

    Last Listing Agent Meghan Taylor Kinlin Grover Compass

    94 Pine View Dr, Brewster, MA 02631
    • /2

      Est $1,722,712

      Not Listed For Sale

      11 Stuart St, Brewster, MA 02631

      • 5 Beds
      • 3 Baths
      • 2,325 Sq Ft
      • Built 1959
      11 Stuart St, Brewster, MA 02631

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