10,494

Brewster, MA Homes

Section Image
    • /2

      Est $1,198,671

      Not Listed For Sale

      129 Pond St, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 2,700 Sq Ft
      • Built 1994
      129 Pond St, Brewster, MA 02631

  • /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
  • /38

    $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
    • 4 Days On Market

    Current Estimated Value $1,019,334

    Last Listing Agent Whitaker Group Cape Cod Gibson Sotheby's International Realty

    21 Sea Meadow Ln, Brewster, MA 02631
    • /2

      Est $1,158,779

      Not Listed For Sale

      81 Red Maple Rd, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 2,651 Sq Ft
      • Built 1988
      81 Red Maple Rd, Brewster, MA 02631

  • /42

    $765,000

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

    2926 Main St, Brewster, MA 2631

    Mixed Use business with Walkout Apartment just south of 6A in Historic Brewster. Offered for the first time in close to 25 years. ~ 2160 sq. ft. where you can live in the walkout level apartment and work on the main level. All in an amazing and private setting where the backyard is delightful for any outdoor activityFormerly and recently known as a much beloved and well established Antiques

    nadine magazu Kinlin Grover Compass

    2926 Main St, Brewster, MA 2631
  • /41

    $865,012

    Sold Oct 29, 2025

    33 Rogers Rd, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 2,024 Sq Ft
    • Built 2002

    Last Sold Summary

    • 6% Below List Price
    • $427/SF
    • 100 Days On Market

    Current Estimated Value $908,823

    Last Listing Agent Ned Chatelain Chatelain Real Estate

    33 Rogers Rd, Brewster, MA 02631
    • /33

      Est $751,771

      Not Listed For Sale

      566 Run Hill Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1974
      566 Run Hill Rd, Brewster, MA 02631

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Thomas Potvin Glen Echo Realty

  • /34

    $799,900

    $50K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    8 Marlboro Rd, Brewster, MA 02631

    Golfers Paradise!! Come fall in love with this Custom Built Contemporary Ranch Home just one mile to Captains Golf Course. There are seven spacious rooms to enjoy. Modern kitchen offers granite counter tops, high end appliances, breakfast nook & pantry. Private dining room & sunroom lead to large patio. Living room features cathedral ceiling and gleaming wood flooring. The extra large primary

    Jeanette Neeven Kinlin Grover Compass

    8 Marlboro Rd, Brewster, MA 02631
  • /42

    $425,000

    Sold Nov 12, 2025

    88 Eaton Ln Unit 88, Brewster, MA 02631

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

    Last Sold Summary

    • 1% Below List Price
    • $455/SF
    • 6 Days On Market

    Current Estimated Value $440,628

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

    88 Eaton Ln Unit 88, Brewster, MA 02631
    • /2

      Est $1,035,102

      Not Listed For Sale

      32 Turning Mill Rd, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 1,995 Sq Ft
      • Built 1979
      32 Turning Mill Rd, Brewster, MA 02631

  • /68

    $915,000

    • 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
  • /30

    $312,000

    Sold Jul 20, 2026

    101 Fletcher Ln Unit L, Brewster, MA 02631

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

    Last Sold Summary

    • 1% Below List Price
    • $530/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
    • /2

      Est $788,334

      Not Listed For Sale

      42 Pine View Dr, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,590 Sq Ft
      • Built 1982
      42 Pine View Dr, Brewster, MA 02631

  • /9

    $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

    Isaac Sargent Christie's Int'l RE Atlantic Brokerage

    235 Old Chatham Rd, Brewster, MA 02631
  • /29

    $790,000

    Sold Apr 24, 2026

    274 Commons Way, Brewster, MA 02631

    • 3 Beds
    • 2.5 Baths
    • 2,306 Sq Ft
    • Built 1972

    Last Sold Summary

    • 12% Below List Price
    • $343/SF
    • 144 Days On Market

    Current Estimated Value $797,556

    Last Listing Agent Ken Hager Classic Cape Real Estate, LLC

    274 Commons Way, Brewster, MA 02631
    • /2

      Est $845,468

      Not Listed For Sale

      30 Pine View Dr, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,835 Sq Ft
      • Built 1982
      30 Pine View Dr, Brewster, MA 02631

  • /36

    $2,700,000

    • 3 Beds
    • 3 Baths
    • 1,617 Sq Ft

    49 Ocean Edge Dr Unit 49, Brewster, MA 02631

    Experience the best of Cape Cod living in this exceptional end-unit, waterfront condominium at Ocean Edge Resort. This three-bedroom, three-bath residence offers breathtaking water views, blending luxury, comfort and classic coastal charm. The thoughtfully designed floor plan features a first-floor primary suite, sun-lit living room with gas fireplace and a spacious kitchen. The second floor is

    Chris Rhinesmith Compass Massachusetts, LLC

    49 Ocean Edge Dr Unit 49, Brewster, MA 02631
  • /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
    • /2

      Est $635,014

      Not Listed For Sale

      69 Glenwood Rd, Brewster, MA 02631

      • 2 Beds
      • 3 Baths
      • 1,134 Sq Ft
      • Built 1973
      69 Glenwood Rd, Brewster, MA 02631

  • /24

    $679,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft

    210 Pine Bluff Rd, Brewster, MA 02631

    Welcome to Brewster's Highland Association of Brewster , Inc a small peaceful neighborhood with deeded beach rights on Seymour Pond. Easy access to the bike trail and conservation areas. This three bedroom ranch with an attached two car garage. Situated on a 16,800 sq ft lot, it shows a kitchen , fireplaced living room, hall bath and a primary bedroom with en-suite along with 2 guests bedrooms.

    Gerald Coughlan Kinlin Grover Compass

    210 Pine Bluff Rd, 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
    • /41

      Est $807,230

      Not Listed For Sale

      84 Seamans Ln, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1985
      84 Seamans Ln, Brewster, MA 02631

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /42

    $389,000

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    90 Eaton Ln Unit 90, Brewster, MA 02631

    Enjoy golf course views from this 2nd floor, apartment-style condominium overlooking the 2nd hole at Ocean Edge Golf Resort. Offering 935 square feet with 2 bedrooms and 2 full baths, the home features vaulted ceilings, an open living and dining area, and a private deck overlooking the fairway. Lovingly maintained and move-in ready, it offers the perfect canvas to update and personalize to your

    Leighton Team Keller Williams Realty

    90 Eaton Ln Unit 90, Brewster, MA 02631
  • /42

    $525,000

    Sold Aug 29, 2025

    286 Fletcher Ln, Brewster, MA 02631

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

    Last Sold Summary

    • 5% Below List Price
    • $494/SF
    • 112 Days On Market

    Current Estimated Value $544,726

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    286 Fletcher Ln, Brewster, MA 02631
    • /22

      Est $1,058,464

      Not Listed For Sale

      6 Seamans Ln, Brewster, MA 02631

      • 3 Beds
      • 1 Bath
      • 1,362 Sq Ft
      • Built 1971
      6 Seamans Ln, Brewster, MA 02631

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Tracey Oringer Kinlin Grover Compass

  • /42

    $1,450,000

    • 3 Beds
    • 3.5 Baths
    • 2,545 Sq Ft

    69 Martingale Ln, Brewster, MA 02631

    Welcome to this spacious, meticulously kept home, perfectly sited on an expansive lot that offers both privacy and pretty woodlands meaning plenty of room to enjoy the outdoors. Thoughtfully cared for, this inviting property combines timeless charm with generous living spaces designed for comfortable everyday living. The main level offers easy one-floor living with gorgeous living and dining

    Tracey Oringer Kinlin Grover Compass

    69 Martingale Ln, Brewster, MA 02631
  • /18

    $387,000

    Sold Sep 09, 2025

    40 Eaton Ln Unit 162, Brewster, MA 02631

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

    Last Sold Summary

    • 9% Below List Price
    • $414/SF
    • 81 Days On Market

    Last Listing Agent Leighton Team Keller Williams Realty

    40 Eaton Ln Unit 162, Brewster, MA 02631
    • /32

      Est $711,520

      Not Listed For Sale

      19 Featherbed Ln, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,352 Sq Ft
      • Built 2002
      19 Featherbed Ln, Brewster, MA 02631

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Dee Higgins Gibson Sotheby's International Realty

  • /90

    $1,450,000

    • 5 Beds
    • 3.5 Baths
    • 3,668 Sq Ft

    206 Landing Dr, Brewster, MA 02631

    This beloved classic colonial occupies one of the best locations in Beechwood Landing Association, conveniently close to both the sandy association beach on Greenland Pond and the boating access and mooring field on Long Pond. A gathering place for generations, this home is loaded with character and offers three levels of finished space for friends and family. Linger on the farmer's porch, then

    Jeff Cusack Cove Road Real Estate

    206 Landing Dr, Brewster, MA 02631
  • /37

    $435,000

    Sold Mar 02, 2026

    23 Landing Ln Unit 23, Brewster, MA 02631

    • 1 Bed
    • 1 Bath
    • 942 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Below List Price
    • $462/SF
    • 68 Days On Market

    Current Estimated Value $443,381

    Last Listing Agent Kimberle Christensen William Raveis Real Estate & Homes Services

    23 Landing Ln Unit 23, Brewster, MA 02631
    • /29

      Est $693,741

      Not Listed For Sale

      51 Old Salem Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,433 Sq Ft
      • Built 1980
      51 Old Salem Rd, Brewster, MA 02631

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Michael Lotane Today Real Estate, Inc.

  • /78

    $2,100,000

    $2M PRICE INCREASE Pending
    • 5 Beds
    • 3.5 Baths
    • 2,927 Sq Ft

    25 High Point Dr, Brewster, MA 02631

    A PRIVATE SANDY beach--one of the few on pristine, 187-acre Seymour Pond--sets this exceptional waterfront retreat apart. Impeccably maintained and architect-designed, the home combines sophisticated living spaces with sweeping pond views from nearly every room. Created by renowned architect Mark Hammer to embrace its spectacular waterfront setting, the home was thoughtfully designed to maximize

    Fran Schofield Berkshire Hathaway HomeServices Robert Paul Properties

    25 High Point Dr, Brewster, MA 02631
  • /25

    $425,000

    Sold Jul 06, 2026

    11 Chilton Ln, Brewster, MA 02631

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

    Last Sold Summary

    • $455/SF
    • 11 Days On Market

    Current Estimated Value $420,952

    Last Listing Agent Amanda Govoni William Raveis Real Estate & Homes Services

    11 Chilton Ln, Brewster, MA 02631
    • /6

      Est $668,123

      Not Listed For Sale

      33 Sturbridge Way, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,190 Sq Ft
      • Built 1978
      33 Sturbridge Way, Brewster, MA 02631

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Bill Eacrett DiPietro Group Real Estate

  • /13

    $375,000

    • Land
    • 16,117 Sq Ft
    • $1,013,514 per Acre

    0 Canoe Pond Dr, Brewster, MA 02631

    POND FRONT LOT in beautiful Brewster! This lot is on Canoe Pond where you can fish, boat & swim right from your own backyard. It also offers association access to Upper Mill Pond for sailing, kayaking, fishing & swimming for even more fresh water fun. Yes, two healthy ponds to enjoy & explore! This wooded lot is level near the street and closer to the back begins to slope towards the pond. The

    Karen Quinn William Raveis Real Estate & Home Services

    0 Canoe Pond Dr, Brewster, MA 02631
  • /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 $269,811

    Last Listing Agent Sarah Harrington Kinlin Grover Compass

    101 Fletcher Ln Unit G, Brewster, MA 02631
    • /31

      Est $740,497

      Not Listed For Sale

      9 Sturbridge Way, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,660 Sq Ft
      • Built 1979
      9 Sturbridge Way, Brewster, MA 02631

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent David Colville HomeSmart First Class Realty

  • /30

    $325,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    81 Fletcher Ln Unit I, Brewster, MA 02631

    Enjoy this corner unit with one-level living in this beautifully renovated first-floor condo at sought-after Ocean Edge Resort. No stairs to navigate to get to this unit. This light-filled 1-bedroom, 1-bath home offers an open-concept design with a seamless, modern feel. The updated kitchen features quartz countertops, stainless steel appliances, stylish cabinetry, and contemporary lighting. A

    Leighton Team Keller Williams Realty

    81 Fletcher Ln Unit I, Brewster, MA 02631
  • /42

    $575,000

    Sold Jan 05, 2026

    277 Lund Farm Way, Brewster, MA 02631

    • 4 Beds
    • 2 Baths
    • 2,105 Sq Ft
    • Built 1969

    Last Sold Summary

    • 12% Below List Price
    • $273/SF
    • 79 Days On Market

    Current Estimated Value $609,843

    Last Listing Agent Melanie Cauchon Melanie Cauchon Real Estate

    277 Lund Farm Way, Brewster, MA 02631
    • /2

      Est $746,501

      Not Listed For Sale

      385 Red Top Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,771 Sq Ft
      • Built 1968
      385 Red Top Rd, Brewster, MA 02631

Showing Results 121 - 160, Page 4 of 18

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