10,494

Brewster, MA Homes

Section Image
  • /23

    $450,000

    Pending
    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    93 Chilton Ln Unit 93, Brewster, MA 02631

    Beautifully renovated and immaculate 2-bed, 2-bath second floor condo in the highly desired Villages at Ocean Edge offering comfort and convenience in a peaceful resort setting. The renovated kitchen features granite counters, custom cabinetry and a breakfast bar. New LVP flooring has been installed as well as a new stackable washer/dryer. The living/dining area boasts soaring cathedral ceilings

    Claire Cassidy RE/MAX Executive Realty

    93 Chilton Ln Unit 93, Brewster, MA 02631
  • /60

    $1,015,000

    Sold May 19, 2026

    398 Lund Farm Way, Brewster, MA 02631

    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft
    • Built 1973

    Last Sold Summary

    • 22% Below List Price
    • $415/SF
    • 147 Days On Market

    Current Estimated Value $1,012,128

    Last Listing Agent Meghan Taylor Kinlin Grover Compass

    398 Lund Farm Way, Brewster, MA 02631
    • /26

      Est $702,665

      Not Listed For Sale

      9 Huckleberry Ln, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,555 Sq Ft
      • Built 1980
      9 Huckleberry Ln, Brewster, MA 02631

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent John Lynch Dwell360

  • /16

    $325,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    81 Fletcher Ln Unit I, Brewster, MA 02631

    Sought after 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
  • /41

    $424,000

    Sold Jul 13, 2026

    77 Chilton Ln Unit 77, Brewster, MA 02631

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

    Last Sold Summary

    • 6% Below List Price
    • $453/SF
    • 49 Days On Market

    Current Estimated Value $437,710

    Last Listing Agent Leighton Team Keller Williams Realty

    77 Chilton Ln Unit 77, Brewster, MA 02631
    • /33

      Est $988,293

      Not Listed For Sale

      34 Pleasant Ct, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 1,784 Sq Ft
      • Built 2004
      34 Pleasant Ct, Brewster, MA 02631

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Steven Titus Kinlin Grover Compass

  • /34

    $355,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    102 Fletcher Ln Unit H, Brewster, MA 02631

    Beautifully updated and move-in ready, this top-floor 1-bed, 1-bath condo in the desirable Ocean Edge Resort community offers the perfect blend of style and comfort. Soaring cathedral ceilings and an open layout create a bright, airy atmosphere, while the private balcony provides sweeping views of the Nicklaus Design Golf Course. Recent renovations include a brand-new kitchen with modern

    Leighton Team Keller Williams Realty

    102 Fletcher Ln Unit H, Brewster, MA 02631
  • /42

    $1,600,000

    Sold May 21, 2026

    101 Evelyn's Dr, Brewster, MA 02631

    • 3 Beds
    • 3.5 Baths
    • 2,354 Sq Ft
    • Built 2026

    Last Sold Summary

    • $680/SF
    • 6 Days On Market

    Last Listing Agent Christine Lacava Jack Conway

    101 Evelyn's Dr, Brewster, MA 02631
    • /2

      Est $998,305

      Not Listed For Sale

      298 Cranview Rd, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 2,206 Sq Ft
      • Built 1998
      298 Cranview Rd, Brewster, MA 02631

  • /11

    $1,200,000

    • 5 Beds
    • 8 Baths
    • 3,233 Sq Ft

    2019 Main St, Brewster, MA 02631

    The property includes 5 bedrooms with en-suite bathrooms, a paver patio with hydrangeas and charm galore, and a large shell driveway.The property is within walkingdistance to the beach and can provide excellent work/life balance. Presently used as a restaurant

    Chuck Carey Carey Commerical, Inc.

    2019 Main St, Brewster, MA 02631
  • /42

    $845,000

    Sold May 06, 2026

    102 Wildwood Rd, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 2,812 Sq Ft
    • Built 1971

    Last Sold Summary

    • 5% Below List Price
    • $300/SF
    • 132 Days On Market

    Current Estimated Value $881,650

    Last Listing Agent Jan Pulit Kinlin Grover Compass

    102 Wildwood Rd, Brewster, MA 02631
    • /2

      Est $1,174,668

      Not Listed For Sale

      243 Greenland Pond Rd, Brewster, MA 02631

      • 4 Beds
      • 4 Baths
      • 2,782 Sq Ft
      • Built 1987
      243 Greenland Pond Rd, Brewster, MA 02631

  • /37

    $389,000

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    90 Eaton Ln, 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, Brewster, MA 02631
  • /41

    $740,000

    Sold Dec 03, 2025

    85 Yankee Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Built 1995

    Last Sold Summary

    • 5% Above List Price
    • $621/SF
    • 5 Days On Market

    Current Estimated Value $766,309

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

    85 Yankee Dr, Brewster, MA 02631
    • /42

      Est $936,430

      Not Listed For Sale

      59 Valley Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 2,108 Sq Ft
      • Built 1985
      59 Valley Rd, Brewster, MA 02631

      Last Sold Summary

      • 96 Days On Market

      Last Listing Agent John Allen Gibson Sotheby's International Realty

  • /40

    $1,884,000

    New Construction $546K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,337 Sq Ft

    0 Ridgewood Dr, Brewster, MA 02631

    On an exclusive cul de sac graced with executive homes, this new construction package is a rare opportunity to create your dream home in a picturesque setting! The lot (Lot 26-58) boasts privacy, natural beauty, and a view across Drummer Boy Park, Quivett Marsh, and Cape Cod Bay beyond! In collaboration with Millbrook Homes, the featured plan checks all the boxes--1st flr main bedroom suite, open

    Amy Harbeck Kinlin Grover Compass

    0 Ridgewood Dr, Brewster, MA 02631
  • /42

    $410,000

    Sold Sep 16, 2025

    232 Eaton Ln, Brewster, MA 02631

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

    Last Sold Summary

    • 9% Below List Price
    • $439/SF
    • 43 Days On Market

    Current Estimated Value $431,779

    Last Listing Agent Dee Higgins Gibson Sotheby's International Realty

    232 Eaton Ln, Brewster, MA 02631
    • /42

      Est $2,139,369

      Not Listed For Sale

      81 Whidah Way, Brewster, MA 02631

      • 5 Beds
      • 4 Baths
      • 4,714 Sq Ft
      • Built 2003
      81 Whidah Way, Brewster, MA 02631

      Last Sold Summary

      • 200 Days On Market

      Last Listing Agent Michael Leighton Keller Williams Realty

  • /42

    $535,000

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

    11 Howland Cir Unit 11, Brewster, MA 02631

    This Tastefully updated Turnkey Fully Furnished 2-bedroom 2 FULL bath townhome offers an effortless Cape Cod lifestyle in one of the Cape's Premier Resort Communities. Bright, comfortable, and ready for immediate enjoyment! This home features an inviting open layout, well-proportioned bedrooms, updated and refreshed living spaces with a private outdoor patio and adjacent spacious lawn/green area,

    Donna Arthur ERA Key Realty Services- Milf

    11 Howland Cir Unit 11, Brewster, MA 02631
  • /2

    $1,270,000

    Sold Dec 02, 2025

    70 Run Hill Rd, Brewster, MA 02631

    • 3 Beds
    • 3.5 Baths
    • 2,926 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $434/SF
    • 7 Days On Market

    Current Estimated Value $1,341,201

    Last Listing Agent Andrea Howell William Raveis Chatham

    70 Run Hill Rd, Brewster, MA 02631
    • /2

      Est $540,169

      Not Listed For Sale

      1619 Long Pond Rd, Brewster, MA 02631

      • 2 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1973
      1619 Long Pond Rd, Brewster, MA 02631

  • /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
  • /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
    • /2

      Est $788,160

      Not Listed For Sale

      549 S Orleans Rd, Brewster, MA 02631

      • 3 Beds
      • 3 Baths
      • 2,167 Sq Ft
      • Built 1971
      549 S Orleans Rd, Brewster, MA 02631

  • /28

    $579,000

    • 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
  • /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
    • /2

      Est $1,083,788

      Not Listed For Sale

      45 John Myrick Cir, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 1,815 Sq Ft
      • Built 1998
      45 John Myrick Cir, Brewster, MA 02631

  • /38

    $500,000

    $25K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,032 Sq Ft

    27 Billington Ln Unit 27, Brewster, MA 02631

    Welcome to 27 Billington Lane at Ocean Edge! Enjoy easy coastal living in this charming, updated townhome-style condo—perfect for year-round use, a weekend getaway, or an investment opportunity. The renovated kitchen offers added cabinetry and generous counter space, ideal for everyday living and entertaining. Both bedrooms are upstairs, creating a comfortable separation between living and

    Leighton Team Keller Williams Realty

    27 Billington Ln Unit 27, Brewster, MA 02631
  • /41

    $700,000

    Sold Dec 17, 2025

    33 Captain William Arthur Rd, Brewster, MA 02631

    • 3 Beds
    • 1 Bath
    • 1,800 Sq Ft
    • Built 1970

    Last Sold Summary

    • 8% Below List Price
    • $389/SF
    • 41 Days On Market

    Current Estimated Value $739,584

    Last Listing Agent Deborah Preston Burger Kinlin Grover Compass

    33 Captain William Arthur Rd, Brewster, MA 02631
    • /42

      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

  • /32

    $924,999

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,456 Sq Ft

    147 Snow Rd, Brewster, MA 02631

    Price Improvement! Bring your offers! Immaculate Brewster beach house ready for new owners. Close to everything. Want to bike? Dine? Shop? Beach? This house is for you! Recently renovated home featuring 4 bedrooms and 3 modern bathrooms with extra space to spread out inside and out. After a day at the beach or on the bike trail wash the day off in your outdoor shower and then relax on your deck.

    Kimberly Allen Berkshire Hathaway HomeServices Realty Professionals

    147 Snow Rd, 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
    • /2

      Est $566,458

      Not Listed For Sale

      80 Jonathans Way, Brewster, MA 02631

      • 3 Beds
      • 1 Bath
      • 1,152 Sq Ft
      • Built 1957
      80 Jonathans Way, Brewster, MA 02631

  • /33

    $839,000

    $156K PRICE DROP
    • Land
    • 1.58 Acres
    • $531,013 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
  • /40

    $800,000

    Sold Mar 05, 2026

    184 Barons Way, Brewster, MA 02631

    • 4 Beds
    • 2 Baths
    • 2,252 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Above List Price
    • $355/SF
    • 17 Days On Market

    Current Estimated Value $801,024

    Last Listing Agent Susan Baker Gibson Sotheby's International Realty

    184 Barons Way, Brewster, MA 02631
    • /2

      Est $792,046

      Not Listed For Sale

      106 Quasons Path, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 2,088 Sq Ft
      • Built 1984
      106 Quasons Path, Brewster, MA 02631

  • /33

    $579,000

    • 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
  • /25

    $651,000

    Sold Sep 12, 2025

    55 Wayside Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • Built 1984

    Last Sold Summary

    • 7% Below List Price
    • $511/SF
    • 117 Days On Market

    Last Listing Agent Sandra Tanco Kinlin Grover Compass

    55 Wayside Dr, Brewster, MA 02631
    • /2

      Est $734,784

      Not Listed For Sale

      14 Acorn Way, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1983
      14 Acorn Way, Brewster, MA 02631

  • /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

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