10,570

Brewster, MA Homes

Section Image
    • /38

      Est $687,671

      Not Listed For Sale

      100 Aunt Sophies Rd, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 2000
      100 Aunt Sophies Rd, Brewster, MA 02631

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent Jac Augat Kinlin Grover Compass

  • /38

    $560,000

    Open Sat 10:30AM - 12PM $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft

    105 Trevor Ln Unit 69, Brewster, MA 02631

    A pristine townhouse in one of Trevor Village's most desirable settings! Enjoy a peaceful view over a lush expanse of lawn from the slider and the private patio! Whether you're sipping a quiet morning coffee, enjoying your little family members/visitors as they scamper across the green grass, or unwinding during a colorful sunset over the horizon, the tranquil outdoor space will become your own

    Amy Harbeck Kinlin Grover Compass

    105 Trevor Ln Unit 69, Brewster, MA 02631
  • /40

    $540,000

    Sold Jun 16, 2026

    61 Trevor Ln Unit 55, Brewster, MA 02631

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

    Last Sold Summary

    • 6% Below List Price
    • $508/SF
    • 8 Days On Market

    Last Listing Agent Leighton Team Keller Williams Realty

    61 Trevor Ln Unit 55, Brewster, MA 02631
    • /43

      Est $751,535

      Not Listed For Sale

      1247 Long Pond Rd, Brewster, MA 02631

      • 4 Beds
      • 2 Baths
      • 2,196 Sq Ft
      • Built 1981
      1247 Long Pond Rd, Brewster, MA 02631

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Michael Lotane Today Real Estate

  • /37

    $899,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,587 Sq Ft

    419 Satucket Rd, Brewster, MA 02631

    Tucked away on an extraordinary 1.8-acre parcel, this impeccably maintained Cape-style residence offers a rare combination of privacy, timeless craftsmanship, and the quintessential Brewster lifestyle. Built with exceptional 4x6 construction, the home showcases enduring quality throughout its thoughtfully designed 3-bedroom, 2-bath floor plan. Warm hardwood floors, a welcoming fireplaced living

    Kara Foley Lamacchia Realty, Inc.

    419 Satucket Rd, Brewster, MA 02631
  • /19

    $680,000

    Sold May 11, 2026

    296 Commons Way, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,427 Sq Ft
    • Built 2000

    Last Sold Summary

    • 1% Above List Price
    • $477/SF
    • 3 Days On Market

    Current Estimated Value $674,304

    Last Listing Agent Stacy Joy Blatz Kinlin Grover Compass

    296 Commons Way, Brewster, MA 02631
    • /55

      Est $723,346

      Not Listed For Sale

      925 Crowells Bog Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,683 Sq Ft
      • Built 1972
      925 Crowells Bog Rd, Brewster, MA 02631

      Last Sold Summary

      • 98 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /37

    $640,000

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,638 Sq Ft

    267 Alden Dr, Brewster, MA 02631

    Classic charm and modern conveniences make this spacious 2+ bdrm the perfect year round or seasonal getaway. Located in that sweet center area of Brewster with easy access to beaches, shopping and local-flavor restaurants, this property has been thoughtfully updated over the years; brand new roof (2026), kitchen, VT Castings gas stove, newer water heater, many windows and lower level walkout has

    Tracey Oringer Kinlin Grover Compass

    267 Alden Dr, Brewster, MA 02631
  • /37

    $382,000

    Sold Sep 16, 2026

    90 Eaton Ln, Brewster, MA 02631

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

    Last Sold Summary

    • 2% Below List Price
    • $409/SF
    • 16 Days On Market

    Current Estimated Value $415,040

    Last Listing Agent Leighton Team Keller Williams Realty

    90 Eaton Ln, Brewster, MA 02631
    • /54

      Est $1,103,418

      Not Listed For Sale

      52 Captain Baker Rd, Brewster, MA 02631

      • 3 Beds
      • 2.5 Baths
      • 2,252 Sq Ft
      • Built 1974
      52 Captain Baker Rd, Brewster, MA 02631

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Isaac Sargent Compass Massachusetts, LLC

  • /22

    $379,900

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    104 Eaton Ln Unit 104, Brewster, MA 02631

    Come see this street level condo unit surrounded by trees and golf course. 104 offers one floor living with 935 sq. ft , 2 bedrooms, 2 bathrooms, living room, dining area and kitchen. Stacked washer & dryer and dishwasher are also in the kitchen. The condo is heated by electric baseboard and has air conditioning. Off the living room are sliding glass doors to a private patio with a storage area

    Mark Miklavic Berkshire Hathaway HomeServices Robert Paul Properties

    104 Eaton Ln Unit 104, Brewster, MA 02631
  • /2

    $1,000,000

    Sold Dec 08, 2025

    226 Leland Rd, Brewster, MA 02631

    • 4 Beds
    • 3 Baths
    • 2,230 Sq Ft
    • Built 1977

    Last Sold Summary

    • $448/SF
    • 0 Days On Market

    Current Estimated Value $1,021,039

    Last Listing Agent Cape Island Estates Group Christie's Int'l RE Atlantic Brokerage

    226 Leland Rd, Brewster, MA 02631
    • /26

      Est $700,327

      Not Listed For Sale

      5 Matheson Rd, Brewster, MA 02631

      • 2 Beds
      • 1.5 Baths
      • 1,304 Sq Ft
      • Built 1969
      5 Matheson Rd, Brewster, MA 02631

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Sandra Tanco Kinlin Grover Compass

  • /68

    $875,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,076 Sq Ft

    47 Windswept Rd, Brewster, MA 02631

    Stunning home with attention to every detail offering quality features with a tranquil open space backyard sanctuary surrounded by nature. Totally renovated in 2018 with vaulted wood ceilings including beams and skylights. Dramatic open design, granite breakfast bar, Bosch appliances, built ins and beautiful cabinets, bamboo flooring on 1st level. French doors lead you outdoors to the covered

    Adrienne Siegel Strawberry Hill R E

    47 Windswept Rd, Brewster, MA 02631
  • /47

    $485,000

    Sold Aug 14, 2026

    210 Billington Ln Unit 210, Brewster, MA 02631

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

    Last Sold Summary

    • 6% Below List Price
    • $456/SF
    • 93 Days On Market

    Current Estimated Value $497,045

    Last Listing Agent Leighton Team Keller Williams Realty

    210 Billington Ln Unit 210, Brewster, MA 02631
    • /46

      Est $638,920

      Not Listed For Sale

      52 Matheson Rd, Brewster, MA 02631

      • 4 Beds
      • 2 Baths
      • 833 Sq Ft
      • Built 1970
      52 Matheson Rd, Brewster, MA 02631

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Robin Thayer Gibson Sotheby's International Realty

  • /42

    $749,900

    Pending
    • 4 Beds
    • 3 Baths
    • 2,170 Sq Ft

    95 Greenland Pond Rd, Brewster, MA 02631

    The one you've been waiting for! Four bedrooms, three baths, AND deeded rights to both Greenland Pond and Long Pond! Everything you need for the Cape Cod life you've been dreaming of - and priced very fairly. The house has been well-maintained, but reflects that it was built in 1975. Some people will love it as is, others will want to renovate. Sellers are including installation of a brand-new

    Nadine Krasnow Falmouth Fine Properties

    95 Greenland Pond Rd, Brewster, MA 02631
  • /41

    $2,112,500

    Sold Jan 27, 2026

    88 Whiffletree Ave, Brewster, MA 02631

    • 5 Beds
    • 4.5 Baths
    • 3,891 Sq Ft
    • Built 2024

    Last Sold Summary

    • 12% Below List Price
    • $543/SF
    • 239 Days On Market

    Last Listing Agent The Bohman Hartung Group Gibson Sotheby's International Realty

    88 Whiffletree Ave, Brewster, MA 02631
    • /66

      Est $879,238

      Not Listed For Sale

      135 Rosemary Ln, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,963 Sq Ft
      • Built 2000
      135 Rosemary Ln, Brewster, MA 02631

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Melanie Cauchon Melanie Cauchon Real Estate

  • /42

    $525,000

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

    134 Billington Ln Unit 134, Brewster, MA 02631

    Coastal living meets easy Cape Cod convenience in this inviting townhome-style "C" condo at Ocean Edge. The property is located just off the 9th tee on a Cul-de-Sac and offers the flexibility to serve as a year-round residence, weekend getaway, or investment opportunity with proven strong rental history. The upgraded kitchen features granite countertops and opens to the main living level,

    A Cape Life Team Today Real Estate, Inc.

    134 Billington Ln Unit 134, Brewster, MA 02631
  • /19

    $335,000

    Sold Apr 06, 2026

    81 Fletcher Ln Unit H, Brewster, MA 02631

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

    Last Sold Summary

    • 2% Above List Price
    • $579/SF
    • 5 Days On Market

    Current Estimated Value $329,901

    Last Listing Agent Leighton Team Keller Williams Realty

    81 Fletcher Ln Unit H, Brewster, MA 02631
    • /50

      Est $822,586

      Not Listed For Sale

      76 Tracy Ln, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 2002
      76 Tracy Ln, Brewster, MA 02631

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Robin Thayer Gibson Sotheby's International Realty

  • /42

    $765,000

    • 2 Beds
    • 1.5 Baths
    • 2,160 Sq Ft

    2926 Main St, Brewster, MA 2631

    Quaint, historic Brewster, a special and rare offering just south of 6A. RM zoning (Residential/business Mixed Use) Use as a single family or a combination of business on the Main floor and reside on the Lower level~ 2160 sq. ft total. All in an amazing and private setting where the backyard with a shed encourages any outdoor activity or just relaxing. Formerly and recently known as a much

    nadine magazu Kinlin Grover Compass

    2926 Main St, Brewster, MA 2631
  • /30

    $390,000

    Sold Mar 20, 2026

    204 Eaton Ln Unit 204, Brewster, MA 02631

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

    Last Sold Summary

    • 2% Below List Price
    • $417/SF
    • 18 Days On Market

    Current Estimated Value $415,830

    Last Listing Agent Melanie Cauchon Melanie Cauchon Real Estate

    204 Eaton Ln Unit 204, Brewster, MA 02631
    • /50

      Est $879,589

      Not Listed For Sale

      42 Pine Bluff Rd, Brewster, MA 02631

      • 4 Beds
      • 2 Baths
      • 1,840 Sq Ft
      • Built 1967
      42 Pine Bluff Rd, Brewster, MA 02631

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Helen Malone William Raveis Real Estate & Home Services

  • /2

    $789,000

    • 4 Beds
    • 4 Baths
    • 2,188 Sq Ft

    3837-3839 Main St, Brewster, MA 2631

    Just 1.3 miles to Crosby Landing beach and North of 6A, this duplex is a wonderful opportunity to begin or add to your investment portfolio, live in year-round or vacation to in the summer season. Conveniently located close to Orleans, shops, Rt. 6, Nickerson State Park and beaches. Each side has 2 bedrooms, 1 1/2 baths, it's own laundry, with central air and natural gas to boot. One side is

    Ken Hager Classic Cape Real Estate, LLC

    3837-3839 Main St, Brewster, MA 2631
  • /42

    $522,500

    Sold Sep 16, 2026

    11 Howland Cir Unit 11, Brewster, MA 02631

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

    Last Sold Summary

    • 2% Below List Price
    • $492/SF
    • 16 Days On Market

    Last Listing Agent Donna Arthur ERA Key Realty Services- Milf

    11 Howland Cir Unit 11, Brewster, MA 02631
    • /28

      Est $783,827

      Not Listed For Sale

      8 Lake Shore Dr, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,638 Sq Ft
      • Built 1979
      8 Lake Shore Dr, Brewster, MA 02631

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Karen St. Amand Today Real Estate

  • /68

    $915,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    118 Wayside Dr, Brewster, MA 2631

    Nestled on a beautifully landscaped and private 0.42-acre lot abutting Captain's Golf Course, this extensively updated 3-bedroom, 2.5-bath Cape offers the perfect blend of comfort, style, and outdoor living. Features include an updated kitchen with granite countertops and natural gas cooking, renovated bathrooms, new second-floor hardwood floors, fresh interior paint, remodeled mudroom, two

    Lucas Vieira Margo & Company

    118 Wayside Dr, Brewster, MA 2631
  • /37

    $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
    • 5 Days On Market

    Current Estimated Value $660,368

    Last Listing Agent Leighton Team Keller Williams Realty

    48 Middlecott Ln Unit 48, Brewster, MA 02631
    • /71

      Est $734,426

      Not Listed For Sale

      80 Anne Way, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,340 Sq Ft
      • Built 1984
      80 Anne Way, Brewster, MA 02631

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Richard Stock Cape Wide Properties

  • /37

    $459,900

    Pending
    • 2 Beds
    • 2 Baths
    • 948 Sq Ft

    100 Chilton Ln Unit 100, Brewster, MA 02631

    Tucked away on Chilton Lane, a peaceful dead-end street, this beautifully updated first-floor end unit at Ocean Edge offers the perfect combination of privacy, natural light and effortless Cape Cod living. From your private patio, you can enjoy expansive golf course views-morning coffee comes with its own live entertainment as golfers make their way around the course! Inside, there is truly

    Leighton Team Keller Williams Realty

    100 Chilton Ln Unit 100, Brewster, MA 02631
  • /30

    $312,000

    Sold Jul 20, 2026

    101 Fletcher Ln Unit L, Brewster, MA 02631

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

    Last Sold Summary

    • 1% Below List Price
    • $539/SF
    • 78 Days On Market

    Current Estimated Value $309,439

    Last Listing Agent Leighton Team Keller Williams Realty

    101 Fletcher Ln Unit L, Brewster, MA 02631
    • /55

      Est $887,786

      Not Listed For Sale

      19 Fishermans Landing Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1993
      19 Fishermans Landing Rd, Brewster, MA 02631

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Amber Dauphinais Orleans Village Properties, LLC

  • /13

    $459,000

    • 3 Beds
    • 2 Baths
    • 1,665 Sq Ft

    235 Old Chatham Rd, Brewster, MA 02631

    Property is being sold as-is. Three-bedroom home with potential to expand to up to five bedrooms. The property includes an existing well and electrical service already in place. Important: Do not attempt to enter the structure. Access will be provided to buyers and licensed contractors by appointment only and must be accompanied. Entry onto the property is at your own risk. Buyers and buyer's

    S & Z Coastal Group Christie's Int'l RE Atlantic Brokerage

    235 Old Chatham Rd, Brewster, MA 02631
  • /37

    $1,350,000

    Sold Dec 05, 2025

    21 Nancys Way, Brewster, MA 02631

    • 3 Beds
    • 2.5 Baths
    • 2,480 Sq Ft
    • Built 2003

    Last Sold Summary

    • 8% Above List Price
    • $544/SF
    • 5 Days On Market

    Current Estimated Value $1,266,951

    Last Listing Agent Sandra Tanco Kinlin Grover Compass

    21 Nancys Way, Brewster, MA 02631
    • /44

      Est $718,717

      Not Listed For Sale

      26 Derrick Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,240 Sq Ft
      • Built 1983
      26 Derrick Rd, Brewster, MA 02631

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Marie Kelly Berkshire Hathaway HomeServices Robert Paul Properties

  • /19

    $410,000

    Open Sun 12PM - 2PM $15K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    41 Woodview Dr Unit 41, Brewster, MA 02631

    PRICE REDUCTION!!!! Welcome to this inviting 2 BR 1.5 bath, end unit townhouse style condo in Oakwood Village. Thoughtfully updated throughout, the first floor features a refreshed kitchen with quartz countertops, tiled backsplash and newer stainless steel appliances and an adjacent space for dining opens to an airy and spacious living room with wood burning fireplace. Laundry and an updated half

    Lori Fanning Smith Compass Massachusetts, LLC

    41 Woodview Dr Unit 41, Brewster, MA 02631
  • /38

    $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 $511,264

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

    104 Chestnut Cir, Brewster, MA 02631
    • /43

      Est $699,353

      Not Listed For Sale

      22 Harmony Ln, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,192 Sq Ft
      • Built 1983
      22 Harmony Ln, Brewster, MA 02631

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

Showing Results 121 - 160, Page 4 of 18

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