10,653

Brewster, MA Homes

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  • /15

    $250,000

    Sold Sep 16, 2025

    101 Fletcher Ln Unit G, Brewster, MA 02631

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

    Last Sold Summary

    • 15% Below List Price
    • $432/SF
    • 93 Days On Market

    Current Estimated Value $256,184

    Last Listing Agent Sarah Harrington Kinlin Grover Compass

    101 Fletcher Ln Unit G, Brewster, MA 02631
    • /46

      Est $733,607

      Not Listed For Sale

      86 Stone Ridge Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 1973
      86 Stone Ridge Rd, Brewster, MA 02631

      Last Sold Summary

      • 2% Above List Price
      • $631/SF
      • 6 Days On Market
      • Last Sold Price $722,000
      • Dec 11, 2024

      Last Listing Agent Amber Dauphinais Orleans Village Properties, LLC

  • /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 $1,130,019

    Last Listing Agent Tracey Oringer Kinlin Grover Compass

    195 Ellis Landing Rd, Brewster, MA 02631
    • /30

      Est $827,566

      Not Listed For Sale

      9 Park Ln, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 1,474 Sq Ft
      • Built 1974
      9 Park Ln, Brewster, MA 02631

      Last Sold Summary

      • 7% Above List Price
      • $526/SF
      • 1 Day On Market
      • Last Sold Price $775,000
      • Sep 14, 2023

      Last Listing Agent Tracey Oringer Kinlin Grover Compass

  • /87

    $2,050,000

    Sold Jun 02, 2025

    15 Vesper Pond Dr, Brewster, MA 02631

    • 4 Beds
    • 4.5 Baths
    • 3,850 Sq Ft
    • Built 2024

    Last Sold Summary

    • 15% Below List Price
    • $532/SF
    • 435 Days On Market

    Last Listing Agent Jeff Cusack Cove Road Real Estate

    15 Vesper Pond Dr, Brewster, MA 02631
    • /45

      Est $675,457

      Not Listed For Sale

      326 Tubman Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1983
      326 Tubman Rd, Brewster, MA 02631

      Last Sold Summary

      • 23% Above List Price
      • $409/SF
      • 67 Days On Market
      • Last Sold Price $550,000
      • Sep 04, 2024

      Last Listing Agent Jeff Cusack Cove Road Real Estate

  • /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 $692,598

    Last Listing Agent Team 300 Today Real Estate, Inc.

    42 Landing Ln Unit 42, Brewster, MA 02631
    • /33

      Est $1,089,535

      Not Listed For Sale

      84 Paddock Way, Brewster, MA 02631

      • 4 Beds
      • 2.5 Baths
      • 2,495 Sq Ft
      • Built 1988
      84 Paddock Way, Brewster, MA 02631

      Last Sold Summary

      • 2% Below List Price
      • $447/SF
      • 14 Days On Market
      • Last Sold Price $1,115,000
      • Oct 31, 2024

      Last Listing Agent Leighton Team Keller Williams Realty

  • /42

    $523,000

    Sold Jul 18, 2025

    49 Billington Ln, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $492/SF
    • 54 Days On Market

    Current Estimated Value $546,041

    Last Listing Agent Leighton Team Keller Williams Realty

    49 Billington Ln, Brewster, MA 02631
    • /16

      Est $737,955

      Not Listed For Sale

      331 Sheep Pond Dr, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 2,082 Sq Ft
      • Built 1974
      331 Sheep Pond Dr, Brewster, MA 02631

      Last Sold Summary

      • 15% Above List Price
      • $309/SF
      • 27 Days On Market
      • Last Sold Price $643,500
      • Jan 31, 2025

      Last Listing Agent Thomas OHearn Cranberry Real Estate

  • /40

    $506,000

    Sold Oct 22, 2025

    104 Chestnut Cir, Brewster, MA 02631

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

    Last Sold Summary

    • 1% Above List Price
    • $367/SF
    • 39 Days On Market

    Current Estimated Value $490,329

    Last Listing Agent Sonja Fellman William Raveis Real Estate & Home Services

    104 Chestnut Cir, Brewster, MA 02631
    • /57

      Est $1,050,214

      Not Listed For Sale

      157 Sheep Pond Dr, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 2,099 Sq Ft
      • Built 1997
      157 Sheep Pond Dr, Brewster, MA 02631

      Last Sold Summary

      • 1% Below List Price
      • $505/SF
      • 5 Days On Market
      • Last Sold Price $1,060,000
      • Jun 28, 2024

      Last Listing Agent Maureen Carven Kinlin Grover Compass

  • /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 $701,878

    Last Listing Agent Marie Kelly Berkshire Hathaway HomeServices Robert Paul Properties

    161 Timberlane Dr, Brewster, MA 02631
    • /70

      Est $1,540,952

      Not Listed For Sale

      216 Sheep Pond Dr, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 2,885 Sq Ft
      • Built 1973
      216 Sheep Pond Dr, Brewster, MA 02631

      Last Sold Summary

      • 13% Below List Price
      • $615/SF
      • 4 Days On Market
      • Last Sold Price $1,775,000
      • Aug 01, 2024

      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
    • 1,277 Sq Ft
    • Built 1979

    Last Sold Summary

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

    Current Estimated Value $540,181

    Last Listing Agent Karen Lilly Property Cape Cod

    26 Pinewood Dr, Brewster, MA 02631
    • /48

      Est $722,435

      Not Listed For Sale

      80 Sheep Pond Dr, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,775 Sq Ft
      • Built 1968
      80 Sheep Pond Dr, Brewster, MA 02631

      Last Sold Summary

      • $406/SF
      • 7 Days On Market
      • Last Sold Price $720,000
      • Jul 22, 2024

      Last Listing Agent Meghan Taylor Kinlin Grover Compass

  • /36

    $660,000

    Sold Apr 27, 2026

    48 Middlecott Ln Unit 48, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft
    • Built 1984

    Last Sold Summary

    • $555/SF
    • 6 Days On Market

    Current Estimated Value $642,502

    Last Listing Agent Leighton Team Keller Williams Realty

    48 Middlecott Ln Unit 48, Brewster, MA 02631
    • /2

      Est $694,856

      Not Listed For Sale

      34 Tupelo Dr, Brewster, MA 02631

      • 4 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1964
      34 Tupelo Dr, Brewster, MA 02631

      Last Sold Summary

      • 1% Below List Price
      • $456/SF
      • Last Sold Price $700,000

      Last Listing Agent Mary Beiche Gibson Sotheby's International Realty

  • /22

    $325,000

    Sold Sep 29, 2025

    0 Tanglewood Rd Unit 22501048, Brewster, MA 02631

    • Land
    • 32,234 Sq Ft
    • $439,189 per Acre

    Last Sold Summary

    • 19% Below List Price
    • 152 Days On Market

    Last Listing Agent Leighton Team Keller Williams Realty

    0 Tanglewood Rd Unit 22501048, Brewster, MA 02631
    • /5

      Est $803,836

      Not Listed For Sale

      25 Hannah Rd, Brewster, MA 02631

      • 2 Beds
      • 1 Bath
      • 1,500 Sq Ft
      • Built 1985
      25 Hannah Rd, Brewster, MA 02631

      Last Sold Summary

      • 10% Below List Price
      • $593/SF
      • 6 Days On Market
      • Last Sold Price $889,000
      • Oct 27, 2023

      Last Listing Agent Kimberly Clark Bayside Realty Consultants

  • /69

    $1,275,000

    Sold Aug 19, 2025

    69 Russet Rd, Brewster, MA 02631

    • 4 Beds
    • 2.5 Baths
    • 2,833 Sq Ft
    • Built 1993

    Last Sold Summary

    • 2% Below List Price
    • $450/SF
    • 33 Days On Market

    Current Estimated Value $1,307,089

    Last Listing Agent Daneen Law Gibson Sotheby's International Realty

    69 Russet Rd, Brewster, MA 02631
    • /65

      Est $1,902,845

      Not Listed For Sale

      16 Shepherds Quay Dr, Brewster, MA 02631

      • 4 Beds
      • 3.5 Baths
      • 4,624 Sq Ft
      • Built 1992
      16 Shepherds Quay Dr, Brewster, MA 02631

      Last Sold Summary

      • 10% Above List Price
      • $373/SF
      • 5 Days On Market
      • Last Sold Price $1,723,000
      • Apr 28, 2025

      Last Listing Agent Paul McCormick Gibson Sotheby's International Realty

  • /69

    $1,033,000

    Sold Jul 22, 2025

    11 Overlook Ln, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,218 Sq Ft
    • Built 1978

    Last Sold Summary

    • 6% Below List Price
    • $848/SF
    • 29 Days On Market

    Current Estimated Value $1,038,079

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    11 Overlook Ln, Brewster, MA 02631
    • /67

      Est $1,526,426

      Not Listed For Sale

      5 Shepherds Quay Dr, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 3,297 Sq Ft
      • Built 1986
      5 Shepherds Quay Dr, Brewster, MA 02631

      Last Sold Summary

      • 9% Above List Price
      • $425/SF
      • 11 Days On Market
      • Last Sold Price $1,400,000
      • Jun 24, 2024

      Last Listing Agent Sandra Milano RE/MAX Executive Realty

  • /26

    $312,500

    Sold Sep 19, 2025

    81 Fletcher Ln Unit J, Brewster, MA 02631

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

    Last Sold Summary

    • 2% Below List Price
    • $531/SF
    • 106 Days On Market

    Current Estimated Value $320,003

    Last Listing Agent Leighton Team Keller Williams Realty

    81 Fletcher Ln Unit J, Brewster, MA 02631
    • /29

      Est $953,784

      Not Listed For Sale

      521 Harwich Rd, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 2,240 Sq Ft
      • Built 2004
      521 Harwich Rd, Brewster, MA 02631

      Last Sold Summary

      • 12% Above List Price
      • $379/SF
      • 102 Days On Market
      • Last Sold Price $850,000
      • Nov 28, 2023

      Last Listing Agent Team Guthrie - Mabile Berkshire Hathaway HomeServices Robert Paul Properties

  • /42

    $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 $1,058,802

    Last Listing Agent Katie Pazakis Keller Williams Realty

    77 Hazel Ln, Brewster, MA 02631
    • /34

      Est $604,042

      Not Listed For Sale

      80 Prell Cir, Brewster, MA 02631

      • 3 Beds
      • 1.5 Baths
      • 1,201 Sq Ft
      • Built 1973
      80 Prell Cir, Brewster, MA 02631

      Last Sold Summary

      • 13% Above List Price
      • $445/SF
      • 1 Day On Market
      • Last Sold Price $535,000
      • Nov 02, 2023

      Last Listing Agent Diane Philos-Jensen Cape Cod Real Estate Group

  • /42

    $670,000

    Sold Aug 29, 2025

    290 Fletcher Ln, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $576/SF
    • 19 Days On Market

    Current Estimated Value $672,886

    Last Listing Agent Cindy Harrington Berkshire Hathaway HomeServices Robert Paul Properties

    290 Fletcher Ln, Brewster, MA 02631
    • /32

      Est $540,206

      Not Listed For Sale

      243 Commons Way, Brewster, MA 02631

      • 2 Beds
      • 1 Bath
      • 1,152 Sq Ft
      • Built 1980
      243 Commons Way, Brewster, MA 02631

      Last Sold Summary

      • 5% Below List Price
      • $495/SF
      • 101 Days On Market
      • Last Sold Price $570,000
      • Feb 07, 2025

      Last Listing Agent Barbara Garside Compass Massachusetts, LLC

  • /33

    $654,000

    Sold Sep 05, 2025

    11 Great Oak Rd, Brewster, MA 02631

    • 4 Beds
    • 2.5 Baths
    • 2,136 Sq Ft
    • Built 1974

    Last Sold Summary

    • 13% Below List Price
    • $306/SF
    • 106 Days On Market

    Current Estimated Value $727,140

    Last Listing Agent Serena LoPiccolo Smith Keller Williams Realty

    11 Great Oak Rd, Brewster, MA 02631
    • /43

      Est $671,141

      Not Listed For Sale

      15 Samoset Rd, Brewster, MA 02631

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

      Last Sold Summary

      • 3% Above List Price
      • $577/SF
      • 69 Days On Market
      • Last Sold Price $651,000
      • Jan 31, 2024

      Last Listing Agent John Allen Gibson Sotheby's International Realty

  • /21

    $325,000

    Sold Sep 29, 2025

    0 Tanglewood Rd Unit 73346956, Brewster, MA 02631

    • Land
    • 32,234 Sq Ft
    • $439,189 per Acre

    Last Sold Summary

    • 19% Below List Price
    • 152 Days On Market

    Last Listing Agent Leighton Team Keller Williams Realty

    0 Tanglewood Rd Unit 73346956, Brewster, MA 02631
    • /38

      Est $647,756

      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

      Last Sold Summary

      • 4% Above List Price
      • $343/SF
      • 4 Days On Market
      • Last Sold Price $625,000
      • Aug 03, 2023

      Last Listing Agent Barbara Francke Kinlin Grover Compass

  • /41

    $395,000

    Sold Sep 17, 2025

    228 Eaton Ln Unit 228, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $417/SF
    • 17 Days On Market

    Last Listing Agent Daniel Neske William Raveis Real Estate & Homes Services

    228 Eaton Ln Unit 228, Brewster, MA 02631
    • /2

      Est $698,273

      Not Listed For Sale

      115 Barons Way, Brewster, MA 02631

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

      Last Sold Summary

      • 9% Above List Price
      • $413/SF
      • 3 Days On Market
      • Last Sold Price $640,000
      • Feb 21, 2024

      Last Listing Agent Stephen Seaver Kinlin Grover Compass

  • /21

    $220,000

    Sold Aug 25, 2025

    20 Yankee Dr, Brewster, MA 02631

    • 2 Beds
    • 1 Bath
    • 1,025 Sq Ft
    • Built 2002

    Last Sold Summary

    • $215/SF
    • 42 Days On Market

    Current Estimated Value $292,515

    Last Listing Agent Tim/Becca Team Great Oak Realty Executives

    20 Yankee Dr, Brewster, MA 02631
    • /32

      Est $661,679

      Not Listed For Sale

      8 Omaha Rd, Brewster, MA 02631

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

      Last Sold Summary

      • 4% Below List Price
      • $668/SF
      • 3 Days On Market
      • Last Sold Price $689,000
      • Oct 30, 2024

      Last Listing Agent Sarah Harrington Kinlin Grover Compass

  • /98

    $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
    • /26

      Est $592,263

      Not Listed For Sale

      1150 Crowells Bog Rd, Brewster, MA 02631

      • 2 Beds
      • 1 Bath
      • 1,256 Sq Ft
      • Built 1971
      1150 Crowells Bog Rd, Brewster, MA 02631

      Last Sold Summary

      • 12% Above List Price
      • $422/SF
      • 43 Days On Market
      • Last Sold Price $530,000
      • Jun 22, 2023

      Last Listing Agent Nadine Magazu Kinlin Grover Compass

Showing Results 241 - 280, Page 7 of 18

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