10,492

Brewster, MA Homes

Section Image
  • /42

    $1,520,000

    Sold Aug 29, 2025

    142 Ridgewood Dr, Brewster, MA 02631

    • 3 Beds
    • 3.5 Baths
    • 2,944 Sq Ft
    • Built 1994

    Last Sold Summary

    • 8% Below List Price
    • $516/SF
    • 47 Days On Market

    Current Estimated Value $1,597,913

    Last Listing Agent Katie Pazakis Keller Williams Realty

    142 Ridgewood Dr, Brewster, MA 02631
    • /2

      Est $906,546

      Not Listed For Sale

      163 Whiffletree Ave, Brewster, MA 02631

      • 5 Beds
      • 3 Baths
      • 2,131 Sq Ft
      • Built 1974
      163 Whiffletree Ave, Brewster, MA 02631

  • /37

    $735,000

    Sold Jul 22, 2026

    60 Sarah Maker Ln, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Built 1986

    Last Sold Summary

    • $617/SF
    • 4 Days On Market

    Current Estimated Value $733,697

    Last Listing Agent Alberti Team Gibson Sotheby's International Realty

    60 Sarah Maker Ln, Brewster, MA 02631
    • /45

      Est $823,801

      Not Listed For Sale

      50 Red Top Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,972 Sq Ft
      • Built 1985
      50 Red Top Rd, Brewster, MA 02631

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Day - Logan Group Kinlin Grover Compass

  • /28

    $350,000

    Sold May 15, 2026

    62 Fletcher Ln Unit G, Brewster, MA 02631

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

    Last Sold Summary

    • $604/SF
    • 13 Days On Market

    Current Estimated Value $341,869

    Last Listing Agent Leighton Team Keller Williams Realty

    62 Fletcher Ln Unit G, Brewster, MA 02631
    • /2

      Est $777,412

      Not Listed For Sale

      80 Stony Brook Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,501 Sq Ft
      • Built 1984
      80 Stony Brook Rd, Brewster, MA 02631

  • /27

    $325,000

    Sold May 04, 2026

    62 Fletcher Ln Unit N, Brewster, MA 02631

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

    Last Sold Summary

    • 2% Below List Price
    • $552/SF
    • 13 Days On Market

    Current Estimated Value $319,131

    Last Listing Agent Leighton Team Keller Williams Realty

    62 Fletcher Ln Unit N, Brewster, MA 02631
    • /2

      Est $784,435

      Not Listed For Sale

      151 Stony Brook Rd, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,093 Sq Ft
      • Built 1985
      151 Stony Brook Rd, Brewster, MA 02631

  • /42

    $1,795,000

    Sold Jun 05, 2026

    39 Spruce Run Dr, Brewster, MA 02631

    • 4 Beds
    • 3.5 Baths
    • 3,049 Sq Ft
    • Built 1998

    Last Sold Summary

    • $589/SF
    • 25 Days On Market

    Current Estimated Value $1,756,532

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    39 Spruce Run Dr, Brewster, MA 02631
    • /2

      Est $1,417,242

      Not Listed For Sale

      397 Main St, Brewster, MA 02631

      • 4 Beds
      • 4 Baths
      • 2,511 Sq Ft
      • Built 2004
      397 Main St, Brewster, MA 02631

  • /36

    $1,025,000

    Sold May 11, 2026

    958 Long Pond Rd, Brewster, MA 02631

    • 4 Beds
    • 3 Baths
    • 2,440 Sq Ft
    • Built 1820

    Last Sold Summary

    • 15% Below List Price
    • $420/SF
    • 64 Days On Market

    Current Estimated Value $1,032,329

    Last Listing Agent Dee Higgins Gibson Sotheby's International Realty

    958 Long Pond Rd, Brewster, MA 02631
    • /2

      Est $1,185,161

      Not Listed For Sale

      35 Pine Hill Dr, Brewster, MA 02631

      • 4 Beds
      • 4 Baths
      • 2,279 Sq Ft
      • Built 1970
      35 Pine Hill Dr, Brewster, MA 02631

  • /29

    $975,000

    Sold Nov 13, 2025

    393 Thousand Oaks Dr, Brewster, MA 2631

    • 4 Beds
    • 3 Baths
    • 2,964 Sq Ft
    • Built 2004

    Last Sold Summary

    • 11% Below List Price
    • $329/SF
    • 107 Days On Market

    Current Estimated Value $1,079,702

    Last Listing Agent Melanie Cauchon Melanie Cauchon Real Estate

    393 Thousand Oaks Dr, Brewster, MA 2631
    • /42

      Not Listed For Sale

      405 Paines Creek Rd, Brewster, MA 02631

      • 4 Beds
      • 2 Baths
      • 1,502 Sq Ft
      • Built 1920
      405 Paines Creek Rd, Brewster, MA 02631

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent Mary Ellen Greenberg Gibson Sotheby's International Realty

  • /42

    $800,000

    Sold Sep 19, 2025

    133 Horseshoe Way, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft
    • Built 1973

    Last Sold Summary

    • 3% Below List Price
    • $454/SF
    • 10 Days On Market

    Current Estimated Value $812,937

    Last Listing Agent Kathleen Conway Keller Williams Realty

    133 Horseshoe Way, Brewster, MA 02631
    • /2

      Est $2,075,728

      Not Listed For Sale

      46 Captain Young Way, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 2,329 Sq Ft
      • Built 1986
      46 Captain Young Way, Brewster, MA 02631

  • /2

    $945,000

    Sold May 27, 2026

    186 Canoe Pond Dr, Brewster, MA 02631

    • 3 Beds
    • 3 Baths
    • 2,574 Sq Ft
    • Built 1984

    Last Sold Summary

    • 5% Below List Price
    • $367/SF
    • 22 Days On Market

    Current Estimated Value $957,915

    Last Listing Agent Laura Johnson Gibson Sotheby's International Realty

    186 Canoe Pond Dr, Brewster, MA 02631
    • /2

      Est $1,325,334

      Not Listed For Sale

      200 Brier Ln, Brewster, MA 02631

      • 4 Beds
      • 2 Baths
      • 2,280 Sq Ft
      • Built 1968
      200 Brier Ln, Brewster, MA 02631

  • /15

    $1,150,000

    Sold Jun 22, 2026

    9 Cockle Way, 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

    Current Estimated Value $1,207,957

    Last Listing Agent Marirose Lynch RE/MAX Long Point

    9 Cockle Way, Brewster, MA 02631
    • /2

      Est $619,590

      Not Listed For Sale

      180 Lower Rd, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 832 Sq Ft
      • Built 1964
      180 Lower Rd, Brewster, MA 02631

  • /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
    • /2

      Est $1,525,816

      Not Listed For Sale

      26 Bluefish Ln, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 2,166 Sq Ft
      • Built 1988
      26 Bluefish Ln, Brewster, MA 02631

  • /35

    $555,000

    Sold Mar 26, 2026

    14 Howland Cir Unit 14, Brewster, MA 02631

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

    Last Sold Summary

    • 5% Below List Price
    • $477/SF
    • 19 Days On Market

    Current Estimated Value $564,667

    Last Listing Agent Suzanne Newton Kinlin Grover Compass

    14 Howland Cir Unit 14, Brewster, MA 02631
    • /2

      Est $1,499,448

      Not Listed For Sale

      28 Sand Bar Ln, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 1,776 Sq Ft
      • Built 1978
      28 Sand Bar Ln, Brewster, MA 02631

  • /42

    $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
    • 7 Days On Market

    Current Estimated Value $888,091

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

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

      Est $2,065,999

      Not Listed For Sale

      140 Ambergris Cir, Brewster, MA 02631

      • 4 Beds
      • 4 Baths
      • 3,441 Sq Ft
      • Built 2002
      140 Ambergris Cir, Brewster, MA 02631

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Jean Piazza Gibson Sotheby's International Realty

  • /13

    $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, Inc.

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

      Est $987,845

      Not Listed For Sale

      70 Fiddlers Ln, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,638 Sq Ft
      • Built 2000
      70 Fiddlers Ln, Brewster, MA 02631

  • /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
    • /2

      Est $744,847

      Not Listed For Sale

      2016 Main St, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,888 Sq Ft
      • Built 1835
      2016 Main St, Brewster, MA 02631

  • /40

    $785,000

    Sold Sep 18, 2025

    221 Greenland Pond Rd, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,471 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $534/SF
    • 35 Days On Market

    Current Estimated Value $819,780

    Last Listing Agent Sharon Mabile Berkshire Hathaway HomeServices Robert Paul Properties

    221 Greenland Pond Rd, Brewster, MA 02631
    • /58

      Est $1,540,595

      Not Listed For Sale

      138 Wauquanesit Dr, Brewster, MA 02631

      • 3 Beds
      • 2.5 Baths
      • 2,771 Sq Ft
      • Built 1995
      138 Wauquanesit Dr, Brewster, MA 02631

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent LUXRECapeCod Gibson Sotheby's International Realty

  • /42

    $4,805,000

    Sold Sep 02, 2025

    506 Paines Creek Rd, Brewster, MA 02631

    • 4 Beds
    • 5 Baths
    • 4,246 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $1,132/SF
    • 14 Days On Market

    Current Estimated Value $4,907,828

    Last Listing Agent Daneen Law Gibson Sotheby's International Realty

    506 Paines Creek Rd, Brewster, MA 02631
    • /35

      Est $970,296

      Not Listed For Sale

      79 Mates Way, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,429 Sq Ft
      • Built 1973
      79 Mates Way, Brewster, MA 02631

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Laura Usher Badger Peabody & Smith Realty/Holderness

  • /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
    • /39

      Est $879,784

      Not Listed For Sale

      120 Stonehenge Dr, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 2,417 Sq Ft
      • Built 2001
      120 Stonehenge Dr, Brewster, MA 02631

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Sandra Smith Gibson Sotheby's International 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
    • /2

      Est $907,730

      Not Listed For Sale

      153 Stonehenge Dr, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 1,914 Sq Ft
      • Built 1985
      153 Stonehenge Dr, Brewster, MA 02631

  • /36

    $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
    • /2

      Est $1,378,099

      Not Listed For Sale

      166 Seaway Rd, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 1,424 Sq Ft
      • Built 1970
      166 Seaway Rd, Brewster, MA 02631

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