10,653

Brewster, MA Homes

Section Image
  • /33

    $444,900

    Sold Jun 18, 2025

    214 Eaton Ln Unit 214, Brewster, MA 02631

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

    Last Sold Summary

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

    Last Listing Agent Robin Thayer Gibson Sotheby's International Realty

    214 Eaton Ln Unit 214, Brewster, MA 02631
    • /55

      Est $933,520

      Not Listed For Sale

      110 Damon Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 2,166 Sq Ft
      • Built 1983
      110 Damon Rd, Brewster, MA 02631

      Last Sold Summary

      • 2% Above List Price
      • $422/SF
      • 5 Days On Market
      • Last Sold Price $915,000
      • May 08, 2025

      Last Listing Agent Lisa Adams Orleans Village Properties, LLC

  • /55

    $1,695,000

    • 4 Beds
    • 3.5 Baths
    • 2,859 Sq Ft

    80 Abby Rd, Brewster, MA 2631

    Stunning Brewster Home!Just minutes from beaches and premier golf courses, this meticulously maintained residence offers the perfect blend of casual elegance and modern comfort. The bright, open floor plan features a gourmet kitchen with center island, custom cabinetry, and gleaming Roca tile floors. The inviting living room flows into the dining area, featuring a soaring ceiling, a gas fireplace

    Dee Higgins Gibson Sotheby's International Realty

    80 Abby Rd, Brewster, MA 2631
  • /30

    $730,000

    Sold Aug 19, 2025

    336 Main St, Brewster, MA 02631

    • 6 Beds
    • 5 Baths
    • 2,403 Sq Ft
    • Built 1964

    Last Sold Summary

    • 23% Below List Price
    • $304/SF
    • 90 Days On Market

    Last Listing Agent Margo Pisacano Margo & Company

    336 Main St, Brewster, MA 02631
    • /62

      Est $895,055

      Not Listed For Sale

      646 Great Fields Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 2,416 Sq Ft
      • Built 1983
      646 Great Fields Rd, Brewster, MA 02631

      Last Sold Summary

      • 1% Above List Price
      • $367/SF
      • 6 Days On Market
      • Last Sold Price $887,500
      • Mar 25, 2024

      Last Listing Agent Laura Usher William Raveis Real Estate & Home Services

  • /42

    $799,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    98 Leland Rd, Brewster, MA 2631

    This well maintained 10 year young easy living one level Ranch offering 3 bedrooms and 2 full baths, along with association rights to Upper Mill Pond. Situated on over an acre of land, the property provides both space and privacy. The open concept floor plan features a spacious kitchen with an island and breakfast bar that flows seamlessly into the dining area, complete with a slider leading to a

    Leighton Team Keller Williams Realty

    98 Leland Rd, Brewster, MA 2631
  • /40

    $490,000

    Sold Apr 29, 2026

    88 Woodview Dr Unit H-88, Brewster, MA 02631

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

    Last Sold Summary

    • 1% Below List Price
    • $378/SF
    • 9 Days On Market

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    88 Woodview Dr Unit H-88, Brewster, MA 02631
    • /64

      Est $978,932

      Not Listed For Sale

      606 Great Fields Rd, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 2,288 Sq Ft
      • Built 1986
      606 Great Fields Rd, Brewster, MA 02631

      Last Sold Summary

      • 1% Above List Price
      • $426/SF
      • 1 Day On Market
      • Last Sold Price $974,000
      • Jun 21, 2024

      Last Listing Agent Leighton Team Keller Williams Realty

  • /42

    $1,270,000

    • 4 Beds
    • 1.5 Baths
    • 1,824 Sq Ft

    47 Flying Dragon Rd, Brewster, MA 02631

    Step into a timeless Cape Gambrel built by family for family as the perfect retreat for making lasting memories. Whether it's lazy beach days, cozy afternoons with a book, or rainy-day puzzles, this home captures the essence of Cape Cod living. Idea in town location just a short distance from everything in Brewster! This property includes deeded beach rights and a rare 1/100 share of the highly

    Peggy Farber Gibson Sotheby's International Realty

    47 Flying Dragon Rd, Brewster, MA 02631
  • /43

    $490,000

    Sold Apr 29, 2026

    88 Woodview Dr Unit 88-H, Brewster, MA 02631

    • 2 Beds
    • 1.5 Baths
    • 1,297 Sq Ft
    • Built 1983

    Last Sold Summary

    • 1% Below List Price
    • $378/SF
    • 11 Days On Market

    Current Estimated Value $485,780

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    88 Woodview Dr Unit 88-H, Brewster, MA 02631
    • /59

      Est $1,154,051

      Not Listed For Sale

      129 Pond St, Brewster, MA 02631

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

      Last Sold Summary

      • 4% Above List Price
      • $411/SF
      • 4 Days On Market
      • Last Sold Price $1,110,000
      • Oct 24, 2023

      Last Listing Agent Amy Harbeck Kinlin Grover Compass

  • /52

    $1,250,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,011 Sq Ft

    11 Juniper Cir Unit 11, Brewster, MA 02631

    This spacious town home is located on Cape Cod Bay in a beautifully landscaped community with private beach, pool and tennis courts. Three bedrooms and three full baths -- along with a large living room with fireplace and cathedral ceiling -- make this the perfect place to call home. The refreshed kitchen includes stainless steel appliances and granite counter tops. A year-round sunroom provides

    Andy Falconio Kinlin Grover Compass

    11 Juniper Cir Unit 11, Brewster, MA 02631
  • /52

    $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 $537,202

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    286 Fletcher Ln, Brewster, MA 02631
    • /39

      Est $1,198,309

      Not Listed For Sale

      78 Red Maple Rd, Brewster, MA 02631

      • 3 Beds
      • 2.5 Baths
      • 3,005 Sq Ft
      • Built 1994
      78 Red Maple Rd, Brewster, MA 02631

      Last Sold Summary

      • 4% Above List Price
      • $383/SF
      • 4 Days On Market
      • Last Sold Price $1,150,000
      • May 10, 2023

      Last Listing Agent Tracey Oringer Kinlin Grover Compass

  • /41

    $499,000

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft

    210 Billington Ln Unit 210, Brewster, MA 02631

    Tucked away near the end of Billington Lane, this thoughtfully situated Ocean Edge condo offers serene views overlooking the 9th fairway. Once in bloom, hydrangeas and pink roses lead you to the door, and once inside, frame your views. Enter onto stunning Brazilian hardwood flooring that flows throughout the living area and into the open kitchen, featuring updated cabinetry, granite counters, and

    Leighton Team Keller Williams Realty

    210 Billington Ln Unit 210, Brewster, MA 02631
  • /42

    $1,700,000

    Sold Jun 30, 2025

    2750 Main St, Brewster, MA 02631

    • 5 Beds
    • 2 Baths
    • 2,707 Sq Ft
    • Built 1960

    Last Sold Summary

    • 6% Below List Price
    • $628/SF
    • 58 Days On Market

    Current Estimated Value $1,747,410

    Last Listing Agent Sandra Milano REMAX Executive Realty

    2750 Main St, Brewster, MA 02631
    • /33

      Est $663,888

      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

      • 1% Below List Price
      • $536/SF
      • 2 Days On Market
      • Last Sold Price $669,000
      • Mar 21, 2024

      Last Listing Agent Thomas Potvin Glen Echo Realty

  • /44

    $765,000

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

    2926 Main St, Brewster, MA 2631

    Just south of 6A in Historic Brewster. Offered for the first time in close to 25 years- Multi use/business property with ~ 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 gallery, ''The

    nadine magazu Kinlin Grover Compass

    2926 Main St, Brewster, MA 2631
  • /42

    $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
    • 12 Days On Market

    Current Estimated Value $399,019

    Last Listing Agent Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

    96 Eaton Ln Unit 96, Brewster, MA 02631
    • /44

      Est $952,737

      Not Listed For Sale

      41 Turning Mill Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,764 Sq Ft
      • Built 1998
      41 Turning Mill Rd, Brewster, MA 02631

      Last Sold Summary

      • 3% Above List Price
      • $524/SF
      • 21 Days On Market
      • Last Sold Price $925,000
      • Jul 14, 2023

      Last Listing Agent Team Allen Keller Williams Realty

  • /38

    $1,499,000

    • 2 Beds
    • 4 Baths
    • 2,955 Sq Ft

    58 Old Chatham Rd, Brewster, MA 02631

    Exceptional new custom-built smart home lives large with nearly 3,000 sq. ft. of flexible living space--perfect for extended family and friends. Great location - close to Oceans Edge Golf Course, Beaches, Nickerson State Park & Rail Trail. Charming cul-de-sac location with a local fruit farm just across the street. The open-concept design features white oak flooring, a first-floor office,

    Andrea Lousararian William Raveis R.E. & Home Services

    58 Old Chatham Rd, Brewster, MA 02631
  • /40

    $775,000

    Sold Jan 06, 2026

    3904 Main St, Brewster, MA 02631

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

    Last Sold Summary

    • $430/SF
    • 12 Days On Market

    Current Estimated Value $778,010

    Last Listing Agent Sandra Milano REMAX Executive Realty

    3904 Main St, Brewster, MA 02631
    • /55

      Est $726,645

      Not Listed For Sale

      33 Pitch Pine Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,391 Sq Ft
      • Built 1988
      33 Pitch Pine Rd, Brewster, MA 02631

      Last Sold Summary

      • 3% Below List Price
      • $539/SF
      • 21 Days On Market
      • Last Sold Price $750,000
      • Nov 12, 2024

      Last Listing Agent Jeff Cusack Cove Road Real Estate

  • /60

    $2,200,000

    Pending
    • 3 Beds
    • 3 Baths
    • 3,403 Sq Ft

    182 Ambergris Cir, Brewster, MA 02631

    There is only one word to describe this home: Stunning! Custom Built in 1998 & renovated by the present owners since 2014, this home offers the finest in detailed workmanship, From the Main Entry & Natural Oak Spiral Staircase to the Balconied Foyer & Second Level, the home flows with Perfection.Featuring a First Floor Primary Bedroom & Breathtaking Bathroom, it leads to the Great Room, featuring

    Nina Tobin Gibson Sotheby's International Realty

    182 Ambergris Cir, Brewster, MA 02631
  • /25

    $270,000

    Sold Aug 27, 2025

    101 Fletcher Ln Unit K, Brewster, MA 02631

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

    Last Sold Summary

    • 3% Below List Price
    • $458/SF
    • 56 Days On Market

    Current Estimated Value $284,488

    Last Listing Agent Leighton Team Keller Williams Realty

    101 Fletcher Ln Unit K, Brewster, MA 02631
    • /59

      Est $1,084,938

      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

      Last Sold Summary

      • 46% Above List Price
      • $373/SF
      • 109 Days On Market
      • Last Sold Price $745,000
      • Aug 29, 2023

      Last Listing Agent Sandra Milano RE/MAX

  • /46

    $2,095,000

    $200K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,706 Sq Ft

    92 Whiffletree Ave, Brewster, MA 02631

    Discover refined coastal living in this brand-new 3,706 sq. ft. luxury home, nestled in the pastoral setting of West Brewster. Expertly built by Cape Dreams Building and Design, this 5-bedroom, 4.5-bath residence with a two-car garage offers a perfect blend of elegance and comfort. Inside, you'll find an open and airy floor plan with 9-foot ceilings and gleaming hardwood floors throughout. The

    The Bohman Hartung Group Gibson Sotheby's International Realty

    92 Whiffletree Ave, Brewster, MA 02631
  • /42

    $1,725,000

    Sold Dec 04, 2025

    166 Highland Moors Dr, Brewster, MA 02631

    • 4 Beds
    • 3 Baths
    • 2,509 Sq Ft
    • Built 1989

    Last Sold Summary

    • 12% Below List Price
    • $688/SF
    • 38 Days On Market

    Current Estimated Value $1,819,393

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    166 Highland Moors Dr, Brewster, MA 02631
    • /40

      Est $732,078

      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

      Last Sold Summary

      • 4% Below List Price
      • $478/SF
      • 36 Days On Market
      • Last Sold Price $760,000
      • Apr 04, 2025

      Last Listing Agent Nicholas LeBart Today Real Estate

  • /29

    $450,000

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

    287 Fletcher Ln Unit 287, Brewster, MA 02631

    Welcome to 287 Fletcher Lane, a ''C'' style townhome in Ocean Edge. Lovingly maintained by the same owner for 40 years, and it shows. Filled with natural light, the main level offers a half bath, a comfortable living and dining area, with a newer slider opening to a private patio overlooking a beautiful landscape. It's the perfect spot for morning coffee, relaxed afternoons, or easy entertaining

    Leighton Team Keller Williams Realty

    287 Fletcher Ln Unit 287, Brewster, MA 02631
  • /26

    $335,000

    Sold May 13, 2026

    81 Fletcher Ln Unit C, Brewster, MA 02631

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

    Last Sold Summary

    • $579/SF
    • 11 Days On Market

    Current Estimated Value $318,020

    Last Listing Agent Leighton Team Keller Williams Realty

    81 Fletcher Ln Unit C, Brewster, MA 02631
    • /39

      Est $631,082

      Not Listed For Sale

      69 Glenwood Rd, Brewster, MA 02631

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

      Last Sold Summary

      • 10% Above List Price
      • $507/SF
      • 16 Days On Market
      • Last Sold Price $575,000
      • Aug 18, 2023

      Last Listing Agent Kate Decker Sargent ERA Cape Real Estate, LLC

  • /39

    $585,000

    $30K PRICE DROP Pending
    • 2 Beds
    • 1.5 Baths
    • 996 Sq Ft

    527 S Orleans Rd, Brewster, MA 02631

    Just 0.7 miles to South Orleans Beach and close to Nauset Beach, this well-situated home offers privacy, convenience, and a setting that puts some of the Lower Cape's best outdoor amenities close at hand. Set on a large corner lot near the Brewster-Orleans line and accessed from Timberlane Drive, the property is tucked behind a natural screen of trees, creating a peaceful feel. The living room

    INSPIRE Team Keller Williams Realty

    527 S Orleans Rd, Brewster, MA 02631
  • /42

    $1,048,625

    Sold Feb 13, 2026

    120 Red Maple Rd, Brewster, MA 02631

    • 4 Beds
    • 2.5 Baths
    • 2,502 Sq Ft
    • Built 1993

    Last Sold Summary

    • 5% Below List Price
    • $419/SF
    • 89 Days On Market

    Current Estimated Value $1,076,613

    Last Listing Agent LuxRECapeCod Group Gibson Sotheby's International Realty

    120 Red Maple Rd, Brewster, MA 02631
    • /41

      Est $779,574

      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

      • 1% Above List Price
      • $513/SF
      • 21 Days On Market
      • Last Sold Price $775,000
      • Nov 21, 2024

      Last Listing Agent Leighton Team Keller Williams Realty

  • /39

    $2,330,000

    New Construction $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,778 Sq Ft

    0 Ridgewood Dr, Brewster, MA 02631

    Gracing a knoll above charming and historic Rt 6A on exclusive Ridgewood Drive, this large lot boasts privacy, natural beauty, and a one-of-a kind view across Drummer Boy Park, Quivett Marsh, and Cape Cod Bay beyond! This new construction package offers a rare opportunity to create your dream home in one of Cape Cod's most picturesque settings! With a recent perc test confirming potential for a

    Amy Harbeck Kinlin Grover Compass

    0 Ridgewood Dr, Brewster, MA 02631
  • /39

    $400,000

    Sold Oct 17, 2025

    49 Eaton Ln, Brewster, MA 02631

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

    Last Sold Summary

    • 3% Above List Price
    • $428/SF
    • 3 Days On Market

    Current Estimated Value $416,605

    Last Listing Agent Leighton Team Keller Williams Realty

    49 Eaton Ln, Brewster, MA 02631
    • /32

      Est $1,041,272

      Not Listed For Sale

      6 Seamans Ln, Brewster, MA 02631

      • 3 Beds
      • 1 Bath
      • 2,008 Sq Ft
      • Built 1971
      6 Seamans Ln, Brewster, MA 02631

      Last Sold Summary

      • 2% Above List Price
      • $509/SF
      • 10 Days On Market
      • Last Sold Price $1,021,108
      • Jul 26, 2024

      Last Listing Agent Tracey Oringer Kinlin Grover Compass

  • /73

    $850,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,079 Sq Ft

    10 Park Ln, Brewster, MA 02631

    A meticulously maintained and beautifully renovated gem in the heart of Brewster! This home offers a lovely living room with crown molding, a wood-burning fireplace, a bay window, and gleaming hardwood floors which continue into the kitchen and sunlit dining room! The updated kitchen boasts quartz counters, a large island, built-ins, a breakfast nook, and subway tile backsplash. The 1st floor

    Amy Harbeck Kinlin Grover Compass

    10 Park Ln, Brewster, MA 02631
  • /25

    $340,000

    Sold Jun 27, 2025

    82 Fletcher Ln Unit G, Brewster, MA 02631

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

    Last Sold Summary

    • $587/SF
    • 21 Days On Market

    Current Estimated Value $350,683

    Last Listing Agent Leighton Team Keller Williams Realty

    82 Fletcher Ln Unit G, Brewster, MA 02631

Showing Results 161 - 200, Page 5 of 18

How to Buy a Home How to Finance a Home How to Sell a Home