10,570

Brewster, MA Homes

Section Image
  • /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
    • /58

      Est $2,235,367

      Not Listed For Sale

      26 Oliver Dr, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 2,929 Sq Ft
      • Built 1996
      26 Oliver Dr, Brewster, MA 02631

      Last Sold Summary

      • 134 Days On Market

      Last Listing Agent Laura Clements Cove Road Real Estate

  • /50

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    333 Harwich Rd, Brewster, MA 02631

    First time on the market, this traditional cape style home sits nicely away from the road, buffered from Rt 124 by mature landscaping. The kitchen/dining and fireplaced living room have hardwood flooring, while the bedrooms are carpeted. A lovely enclosed breezeway connects to the garage and offers a ''casual'' entrance into the home. Sliding doors in the dining area open to a deck, patio and

    Laura Clements Cove Road Real Estate

    333 Harwich Rd, 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
    • /73

      Est $1,747,960

      Not Listed For Sale

      61 Oliver Dr, Brewster, MA 02631

      • 4 Beds
      • 3.5 Baths
      • 4,102 Sq Ft
      • Built 1996
      61 Oliver Dr, Brewster, MA 02631

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Laura Clements Cove Road Real Estate

  • /64

    $1,150,000

    • 2 Beds
    • 2 Baths
    • 1,650 Sq Ft

    9 Cockle Way Unit 9, Brewster, MA 02631

    Experience easy living along Cape Cod Bay in a condo that feels like a true home! This bright and airy retreat features an open floor plan with soaring vaulted ceilings, a gas fireplace, and beautiful hardwood floors throughout the 1st level. The renovated kitchen, equipped with a gas range, is open to the living spaces, while the 3-season/screened porch offers a cozy sanctuary for relaxation.

    Amy Harbeck Kinlin Grover Compass

    9 Cockle Way Unit 9, 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
    • /49

      Est $700,347

      Not Listed For Sale

      161 Timberlane Dr, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 2,564 Sq Ft
      • Built 1973
      161 Timberlane Dr, Brewster, MA 02631

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Marie Kelly Berkshire Hathaway HomeServices Robert Paul Properties

  • /42

    $800,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    236 Blueberry Pond Dr, Brewster, MA 02631

    Welcome to this lovingly cared-for 3-bedroom, 2-bath Colonial located in the desirable Blueberry Hills Association! Enjoy the best of Cape Cod living with access to an association beach on Blueberry Pond, perfect for freshwater swimming, kayaking, and relaxing by the water. Just a few miles away, you'll also find beautiful bayside beaches for even more coastal enjoyment. Inside, this

    David Skarin ERA Key Realty Services - Distinctive Group

    236 Blueberry Pond 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
    • /44

      Est $728,348

      Not Listed For Sale

      199 Timberlane Dr, Brewster, MA 02631

      • 4 Beds
      • 2.5 Baths
      • 1,612 Sq Ft
      • Built 1971
      199 Timberlane Dr, Brewster, MA 02631

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Karen Kennedy Christie's International Real Estate Atlantic Brokerage

  • /30

    $1,095,000

    $100K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,104 Sq Ft

    21 Lee Way, Brewster, MA 02631

    A NEW PRICE brings new opportunity to this spacious Brewster Cape, privately set on nearly an acre (.92 acres) on a quiet dead-end street. Offering a wonderful combination of space, privacy and location, the home is ideally situated to enjoy the best of Brewster while remaining convenient to the beaches, restaurants, shops and attractions of neighboring Dennis. Inside, the open layout is designed

    Kimberly Terrio William Raveis Real Estate & Home Services

    21 Lee Way, 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
    • /30

      Est $788,160

      Not Listed For Sale

      549 S Orleans Rd, Brewster, MA 02631

      • 3 Beds
      • 2.5 Baths
      • 1,783 Sq Ft
      • Built 1971
      549 S Orleans Rd, Brewster, MA 02631

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent The Team of Cape Cod Seaport Village Realty

  • /28

    $579,000

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

    3 Howland Cir Unit 3, Brewster, MA 02631

    Welcome to this beautifully renovated condo in the highly desirable Howland Village at Ocean Edge Resort, where modern comfort meets the Cape Cod lifestyle. Completely renovated in 2021, this bright, move-in-ready home features an open-concept floor plan filled with natural light. The spacious living and dining areas flow into a designer kitchen with a large quartz island, premium appliances,

    David White OwnerEntry.com

    3 Howland Cir Unit 3, 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
    • /32

      Est $1,083,788

      Not Listed For Sale

      45 John Myrick Cir, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 2,415 Sq Ft
      • Built 1998
      45 John Myrick Cir, Brewster, MA 02631

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent nadine magazu Kinlin Grover Compass

  • /33

    $799,000

    $196K PRICE DROP
    • Land
    • 1.58 Acres
    • $505,696 per Acre

    0 Ridgewood Dr, Brewster, MA 02631

    Gracing a knoll above charming and historic Rt 6A on exclusive Ridgewood Drive, this large lot (Map 26 lot 58) boasts privacy, natural beauty, and a one-of-a kind view across Drummer Boy Park, Quivett Marsh, and Cape Cod Bay beyond! 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 5-bedroom septic,

    Amy Harbeck Kinlin Grover Compass

    0 Ridgewood Dr, 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
    • /40

      Est $950,755

      Not Listed For Sale

      39 Moss Ln, Brewster, MA 02631

      • 3 Beds
      • 3.5 Baths
      • 1,975 Sq Ft
      • Built 2001
      39 Moss Ln, Brewster, MA 02631

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent John Mahan Keller Williams Realty

  • /33

    $579,000

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

    3 Howland Cir Unit 3, Brewster, MA 02631

    Beautifully renovated condo in the highly desirable Howland Village at Ocean Edge Resort, where modern comfort meets the Cape Cod lifestyle. Completely renovated in 2021, this bright, move-in-ready home features an open-concept FL plan filled with natural light. The spacious living & dining areas flow into a designer kitchen with a large quartz island, premium appliances, illuminated cabinetry &

    David White OwnerEntry.com

    3 Howland Cir Unit 3, 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
    • /54

      Est $615,719

      Not Listed For Sale

      217 Freemans Way, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,426 Sq Ft
      • Built 1968
      217 Freemans Way, Brewster, MA 02631

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Jim & Regina Augat Kinlin Grover Compass

  • /24

    $420,850

    Pending
    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    737 Thousand Oaks Dr, Brewster, MA 02631

    3 bedroom ranch per field card with a 2 bedroom layout just waiting to be finished. Come and finish it the way that you want. Brewster Bay beaches, freshwater ponds, the bike path, mini golf, tennis courts, restaurants, Brewster General Store, Captain's Golf Course and Cape League Baseball is all near by..

    Team 300 Today Real Estate

    737 Thousand Oaks Dr, 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
    • /28

      Est $522,877

      Not Listed For Sale

      237 Jonathans Way, Brewster, MA 02631

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1969
      237 Jonathans Way, Brewster, MA 02631

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent amy maloney Tom Hester Real Estate

  • /22

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    1580 Main St, Brewster, MA 02631

    1580 Main Street A/K/A ''The Captain Freeman Bangs House''. Step back in time and be engaged in this eclectically charming home, mostly built in 1830 but some very charming newer spaces have been added. Currently a multi use property with a small lamp repair shop using the lower space.. Beautiful appointments set on School House Pond, with views from several rooms. Nearly an acre of unspoiled

    Deborah McDevitt Hays McDevitt REALTORS

    1580 Main St, 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
    • /34

      Est $566,458

      Not Listed For Sale

      80 Jonathans Way, Brewster, MA 02631

      • 3 Beds
      • 1 Bath
      • 1,552 Sq Ft
      • Built 1957
      80 Jonathans Way, Brewster, MA 02631

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Tracey Oringer Kinlin Grover Compass

  • /51

    $1,495,000

    $155K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,322 Sq Ft

    80 Upland Cir, Brewster, MA 02631

    Nestled in Brewster's sought after Seaview neighborhood, this lovingly maintained one owner home offers comfort, privacy, and an exceptional location. Set on a private 1.86-acre lot with winter peeks of Namskaket Marsh, the home features 3 bedrooms, 3 baths, an open floor plan, a first-floor primary suite, first-floor laundry, and a separate dining room. The bonus room above the two-car garage

    Suzanne Newton Kinlin Grover Compass

    80 Upland Cir, 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
    • /36

      Est $734,784

      Not Listed For Sale

      14 Acorn Way, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,508 Sq Ft
      • Built 1983
      14 Acorn Way, Brewster, MA 02631

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /20

    $399,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft

    60 Swamp Rd, Brewster, MA 02631

    Great location with over an acre and two dwellings North of 6A! Lots of privacy with level lot for easy accessibility. House needs everything, a complete renovation or possible tear down. Lot is beautiful so come take a look and envision the possibilities. Close to Bay Beaches, shopping, restaurants and all the local color Brewster has to offer. Relatively newer roof but photos are better than

    Roger McAdams Classic Cape Real Estate, LLC

    60 Swamp 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
    • /37

      Est $717,840

      Not Listed For Sale

      250 Magnet Way, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,236 Sq Ft
      • Built 1987
      250 Magnet Way, Brewster, MA 02631

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Jack Mallaghan William Raveis Real Estate & Home Services

  • /18

    $335,000

    • 1 Bed
    • 1 Bath
    • 589 Sq Ft

    102 Fletcher Ln Unit A, Brewster, MA 02631

    Welcome to The Fletcher Condos within Ocean Edge Resort Community, one of Cape Cod's most desirable resort style living. This updated and fully renovated top floor condo with cathedral ceilings, sky light and a bright, open-concept layout and with a private deck. The renovated kitchen features quartz countertops, stainless steel appliances, and contemporary cabinetry, while the updated bathroom

    Leighton Team Keller Williams Realty

    102 Fletcher Ln Unit A, 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
    • /29

      Est $621,192

      Not Listed For Sale

      12 Quaker Ln, Brewster, MA 02631

      • 3 Beds
      • 1 Bath
      • 1,130 Sq Ft
      • Built 1950
      12 Quaker Ln, Brewster, MA 02631

      Last Sold Summary

      • 27 Days On Market

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

  • /52

    $3,399,000

    Open Sat 11AM - 12:30PM
    • 6 Beds
    • 5 Baths
    • 6,048 Sq Ft

    674 Crowells Bog Rd, Brewster, MA 02631

    Experience exceptional waterfront living on Long Pond in this spectacular 6-bedroom, 5-bath estate offering over 5000 sq. ft. of beautifully designed living space with panoramic water views. Thoughtfully crafted for both elegant entertaining and comfortable everyday living, the home features soaring ceilings, walls of glass, multiple fireplaces, and an open floor plan filled with natural light.

    Natalia Weiner Gibson Sotheby's International Realty

    674 Crowells Bog Rd, 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

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