205

Recently Sold Brewster Homes

Section Image
  • /44

    $1,678,000

    Sold Jul 21, 2026

    72 Winstead Rd, Brewster, MA 02631

    • 4 Beds
    • 3.5 Baths
    • 3,021 Sq Ft
    • Built 2010

    Last Sold Summary

    • $555/SF
    • 26 Days On Market

    Current Estimated Value $1,664,706

    Last Listing Agent Dolores Alberti Gibson Sotheby's International Realty

    72 Winstead Rd, Brewster, MA 02631
  • /30

    $399,900

    Sold Jun 24, 2026

    21 Chestnut Cir, Brewster, MA 02631

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

    Last Sold Summary

    • $290/SF
    • 3 Days On Market

    Current Estimated Value $411,871

    Last Listing Agent Jocelyn Maggi LPT Realty, LLC

    21 Chestnut Cir, Brewster, MA 02631
  • /55

    $677,000

    Sold May 15, 2026

    193 Yankee Dr, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,205 Sq Ft
    • Built 1994

    Last Sold Summary

    • 4% Above List Price
    • $562/SF
    • 8 Days On Market

    Current Estimated Value $680,735

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    193 Yankee Dr, Brewster, MA 02631
  • /42

    $229,000

    Sold Feb 27, 2026

    60 Fletcher Ln Unit H, Brewster, MA 02631

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

    Last Sold Summary

    • 15% Below List Price
    • $396/SF
    • 129 Days On Market

    Current Estimated Value $250,078

    Last Listing Agent Chelsea McLaughlin RE/MAX Legacy

    60 Fletcher Ln Unit H, Brewster, MA 02631
  • /36

    $1,400,000

    Sold Aug 03, 2026

    61 & 0 Bonnie Doone Cartway, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Below List Price
    • $737/SF
    • 22 Days On Market

    Last Listing Agent Robin Thayer Gibson Sotheby's International Realty

    61 & 0 Bonnie Doone Cartway, Brewster, MA 02631
  • /14

    $270,000

    Sold Oct 27, 2025

    61 Fletcher Ln Unit H, Brewster, MA 02631

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

    Last Sold Summary

    • 8% Below List Price
    • $466/SF
    • 46 Days On Market

    Current Estimated Value $290,048

    Last Listing Agent Team Seaport Seaport Village Realty

    61 Fletcher Ln Unit H, Brewster, MA 02631
  • /42

    $744,000

    Sold Jun 30, 2026

    147 Brook Trail Rd, Brewster, MA 02631

    • 4 Beds
    • 2 Baths
    • 1,983 Sq Ft
    • Built 1971

    Last Sold Summary

    • 7% Below List Price
    • $375/SF
    • 33 Days On Market

    Current Estimated Value $750,166

    Last Listing Agent Kathleen Clancy William Raveis Real Estate & Homes Services

    147 Brook Trail Rd, Brewster, MA 02631
  • /2

    $1,270,000

    Sold Dec 02, 2025

    70 Run Hill Rd, Brewster, MA 02631

    • 3 Beds
    • 3.5 Baths
    • 2,926 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $434/SF
    • 31 Days On Market

    Current Estimated Value $1,341,201

    Last Listing Agent Andrea Howell William Raveis Real Estate & Home Services

    70 Run Hill Rd, Brewster, MA 02631
  • /28

    $251,000

    Sold Jan 30, 2026

    60 Fletcher Ln Unit C, Brewster, MA 02631

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

    Last Sold Summary

    • 9% Below List Price
    • $434/SF
    • 157 Days On Market

    Current Estimated Value $265,653

    Last Listing Agent Leighton Team Keller Williams Realty

    60 Fletcher Ln Unit C, Brewster, MA 02631
  • /31

    $290,000

    Sold May 29, 2026

    100 Fletcher Ln Unit C, Brewster, MA 02631

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

    Last Sold Summary

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

    Current Estimated Value $290,292

    Last Listing Agent Leighton Team Keller Williams Realty

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

    $475,000

    Sold Sep 30, 2025

    178 Billington Ln, Brewster, MA 02631

    • 2 Beds
    • 1.5 Baths
    • 1,032 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $460/SF
    • 5 Days On Market

    Current Estimated Value $492,251

    Last Listing Agent Leighton Team Keller Williams Realty

    178 Billington Ln, Brewster, MA 02631
  • /41

    $702,500

    Sold Jul 31, 2026

    5 Maple Ln, Brewster, MA 02631

    • 4 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Built 1983

    Last Sold Summary

    • 9% Below List Price
    • $436/SF
    • 63 Days On Market

    Current Estimated Value $734,519

    Last Listing Agent Leighton Team Keller Williams Realty

    5 Maple Ln, Brewster, MA 02631
  • /46

    $445,500

    Sold May 29, 2026

    104 Chilton Ln Unit 104, Brewster, MA 02631

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

    Last Sold Summary

    • 1% Above List Price
    • $476/SF
    • 2 Days On Market

    Current Estimated Value $440,351

    Last Listing Agent Leighton Team Keller Williams Realty

    104 Chilton Ln Unit 104, Brewster, MA 02631
  • /60

    $1,015,000

    Sold May 19, 2026

    398 Lund Farm Way, Brewster, MA 02631

    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft
    • Built 1973

    Last Sold Summary

    • 22% Below List Price
    • $415/SF
    • 147 Days On Market

    Current Estimated Value $1,012,128

    Last Listing Agent Meghan Taylor Kinlin Grover Compass

    398 Lund Farm Way, Brewster, MA 02631
  • /36

    $645,000

    Sold Jan 05, 2026

    597 Great Fields Rd, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft
    • Built 1984

    Last Sold Summary

    • 5% Below List Price
    • $406/SF
    • 29 Days On Market

    Current Estimated Value $686,870

    Last Listing Agent Lisa Steele Steele Associates Real Estate

    597 Great Fields Rd, Brewster, MA 02631
  • /51

    $862,500

    Sold Dec 22, 2025

    104 Sachemus Trail Unit 104, Brewster, MA 02631

    • 3 Beds
    • 2.5 Baths
    • 1,652 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Below List Price
    • $522/SF
    • 21 Days On Market

    Current Estimated Value $1,005,808

    Last Listing Agent Nancy Whitehurst Christie's Int'l RE Atlantic Brokerage

    104 Sachemus Trail Unit 104, Brewster, MA 02631
  • /57

    $775,000

    Sold Jan 05, 2026

    3904 Main St, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,804 Sq Ft
    • Built 1950

    Last Sold Summary

    • $430/SF
    • 11 Days On Market

    Current Estimated Value $801,337

    Last Listing Agent Sandra Milano RE/MAX Executive Realty

    3904 Main St, Brewster, MA 02631
  • /41

    $424,000

    Sold Jul 13, 2026

    77 Chilton Ln Unit 77, Brewster, MA 02631

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

    Last Sold Summary

    • 6% Below List Price
    • $453/SF
    • 49 Days On Market

    Current Estimated Value $437,710

    Last Listing Agent Leighton Team Keller Williams Realty

    77 Chilton Ln Unit 77, Brewster, MA 02631
  • /23

    $445,000

    Sold Aug 17, 2026

    93 Chilton Ln Unit 93, Brewster, MA 02631

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

    Last Sold Summary

    • 1% Below List Price
    • $476/SF
    • 6 Days On Market

    Last Listing Agent Claire Cassidy RE/MAX Executive Realty

    93 Chilton Ln Unit 93, Brewster, MA 02631
  • /42

    $1,600,000

    Sold May 21, 2026

    101 Evelyn's Dr, Brewster, MA 02631

    • 3 Beds
    • 3.5 Baths
    • 2,354 Sq Ft
    • Built 2026

    Last Sold Summary

    • $680/SF
    • 6 Days On Market

    Last Listing Agent Christine Lacava Jack Conway

    101 Evelyn's Dr, Brewster, MA 02631
  • /42

    $845,000

    Sold May 06, 2026

    102 Wildwood Rd, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 2,812 Sq Ft
    • Built 1971

    Last Sold Summary

    • 5% Below List Price
    • $300/SF
    • 132 Days On Market

    Current Estimated Value $881,650

    Last Listing Agent Jan Pulit Kinlin Grover Compass

    102 Wildwood Rd, Brewster, MA 02631
  • /28

    $675,000

    Sold Oct 30, 2025

    153 Red Fawn Rd, Brewster, MA 02631

    • 4 Beds
    • 2 Baths
    • 1,582 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Below List Price
    • $427/SF
    • 22 Days On Market

    Current Estimated Value $714,983

    Last Listing Agent Tracey Oringer Kinlin Grover Compass

    153 Red Fawn Rd, Brewster, MA 02631
  • /38

    $748,000

    Sold Aug 27, 2026

    83 Airline Rd, Dennis, MA 02641

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 2025

    Last Sold Summary

    • 10% Below List Price
    • $575/SF
    • 123 Days On Market

    Last Listing Agent Michelle Ryan Today Real Estate, Inc.

    83 Airline Rd, Dennis, MA 02641
  • /54

    $850,000

    Sold Oct 31, 2025

    19 Burning Bush Way, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 2,034 Sq Ft
    • Built 2002

    Last Sold Summary

    • 13% Above List Price
    • $418/SF
    • 19 Days On Market

    Current Estimated Value $888,091

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    19 Burning Bush Way, Brewster, MA 02631
  • /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
    • 47 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
  • /42

    $1,218,750

    Sold Jun 12, 2026

    11 Juniper Cir, Brewster, MA 02631

    • 3 Beds
    • 3 Baths
    • 2,011 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $606/SF
    • 105 Days On Market

    Current Estimated Value $1,247,628

    Last Listing Agent Falconio Jones Team Kinlin Grover Compass

    11 Juniper Cir, Brewster, MA 02631
  • /13

    $280,000

    Sold Jul 02, 2026

    8 Pine Grove Rd, Brewster, MA 02631

    • Land
    • 19,166 Sq Ft
    • $636,364 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 12 Days On Market

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

    8 Pine Grove Rd, Brewster, MA 02631
  • /35

    $655,000

    Sold Nov 21, 2025

    171 Timberlane Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Above List Price
    • $551/SF
    • 4 Days On Market

    Current Estimated Value $676,729

    Last Listing Agent Leighton Team Keller Williams Realty

    171 Timberlane Dr, Brewster, MA 02631
  • /35

    $1,075,000

    Sold Jan 06, 2026

    43 Owl Pond Rd, Brewster, MA 02631

    • 4 Beds
    • 2.5 Baths
    • 2,877 Sq Ft
    • Built 1988

    Last Sold Summary

    • 15% Below List Price
    • $374/SF
    • 148 Days On Market

    Current Estimated Value $1,118,129

    Last Listing Agent Leona Bicker Gibson Sotheby's International Realty

    43 Owl Pond Rd, Brewster, MA 02631
  • /42

    $1,678,000

    Sold Jul 21, 2026

    72 Winstead Rd, Brewster, MA 02631

    • 4 Beds
    • 3.5 Baths
    • 3,021 Sq Ft
    • Built 2010

    Last Sold Summary

    • $555/SF
    • 26 Days On Market

    Current Estimated Value $1,664,706

    Last Listing Agent Alberti Team Gibson Sotheby's International Realty

    72 Winstead Rd, Brewster, MA 02631
  • /29

    $575,000

    Sold Dec 11, 2025

    104 Howland Cir Unit 104, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft
    • Built 1987

    Last Sold Summary

    • $541/SF
    • 16 Days On Market

    Current Estimated Value $584,076

    Last Listing Agent Karin Baxter-King Christie's International Real Estate Atlantic Brokerage

    104 Howland Cir Unit 104, Brewster, MA 02631
  • /29

    $395,000

    Sold Mar 02, 2026

    52 Eaton Ln Unit (52), Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $422/SF
    • 67 Days On Market

    Last Listing Agent Shepard Long Advocate Realty Associates, Inc.

    52 Eaton Ln Unit (52), Brewster, MA 02631
  • /29

    $400,000

    Sold Jul 31, 2026

    134 Eaton Ln Unit 134, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft
    • Built 1986

    Last Sold Summary

    • $428/SF
    • 11 Days On Market

    Current Estimated Value $416,260

    Last Listing Agent Dara Harris RE/MAX Executive Realty

    134 Eaton Ln Unit 134, Brewster, MA 02631
  • /41

    $378,500

    Sold Dec 23, 2025

    96 Eaton Ln Unit 96, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $399/SF
    • 17 Days On Market

    Current Estimated Value $412,792

    Last Listing Agent Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

    96 Eaton Ln Unit 96, Brewster, MA 02631
  • /39

    $815,000

    Sold Jun 05, 2026

    46 Trout Pond Ln, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,778 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $458/SF
    • 43 Days On Market

    Current Estimated Value $838,061

    Last Listing Agent Helen Malone William Raveis Chatham

    46 Trout Pond Ln, Brewster, MA 02631
  • /18

    $205,000

    Sold Sep 30, 2025

    0 Underpass, Brewster, MA 02631

    • Land
    • 14,810 Sq Ft
    • $602,941 per Acre

    Last Sold Summary

    • 11% Above List Price
    • 60 Days On Market

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    0 Underpass, Brewster, MA 02631
  • /53

    $750,000

    Sold Nov 17, 2025

    1437 Long Pond Rd, Brewster, MA 02631

    • 3 Beds
    • 2.5 Baths
    • 2,084 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Below List Price
    • $360/SF
    • 48 Days On Market

    Current Estimated Value $773,340

    Last Listing Agent Peg LoPresto William Raveis Real Estate & Home Services

    1437 Long Pond Rd, Brewster, MA 02631
  • /42

    $2,275,000

    Sold May 01, 2026

    240 Robbins Hill Rd, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • Built 1945

    Last Sold Summary

    • 19% Below List Price
    • $1,604/SF
    • 469 Days On Market

    Current Estimated Value $2,291,799

    Last Listing Agent LuxRECapeCod Group Gibson Sotheby's International Realty

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

    $425,000

    Sold Jun 29, 2026

    81 Woodview Dr, Brewster, MA 02631

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

    Last Sold Summary

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

    Current Estimated Value $423,870

    Last Listing Agent Carol Terrio Keller Williams Realty

    81 Woodview Dr, Brewster, MA 02631
  • /44

    $980,000

    Sold Jan 05, 2026

    21 Sea Meadow Ln, Brewster, MA 02631

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Above List Price
    • $567/SF
    • 8 Days On Market

    Current Estimated Value $1,019,334

    Last Listing Agent Jen Whitaker Gibson Sotheby's International Realty

    21 Sea Meadow Ln, Brewster, MA 02631

Showing Results 1 - 40, Page 1 of 6

Frequently Asked Questions Why Live in Brewster

What is the average time to sell a house in Brewster, MA?
The houses for sale in Brewster, MA spend an average of 45 days on the market.
What is the number of active homes for sale in Brewster, MA?
There are 56 active homes for sale in Brewster, MA.

Home Price Trends

Median Sale Price
$750,000
Median Single Family Sale Price
$899,499
Median Townhouse Sale Price
$485,000
Median 2 Bedroom Sale Price
$523,750
Median 1 Bedroom Sale Price
$329,000
Average Price Per Sq Ft
$535
Number of Homes for Sale
205
Last 12 months Home Sales
309
Months of Supply
2.20
Median List Price
$775,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
13%
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