10,570

Brewster, MA Homes

Section Image
    • /47

      Est $1,351,780

      Not Listed For Sale

      232 Griffiths Pond Rd, Brewster, MA 02631

      • 4 Beds
      • 3.5 Baths
      • 4,230 Sq Ft
      • Built 1998
      232 Griffiths Pond Rd, Brewster, MA 02631

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Susan Baker Gibson Sotheby's International Realty

  • /26

    $425,000

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

    130 Howland Cir Unit 130, Brewster, MA 02631

    Cape Cod living takes center stage in this two-level Brewster townhouse set within the desirable Ocean Edge community. The main level offers a comfortable living and dining area anchored by a fireplace, with sliders extending the space outdoors to a patio surrounded by established landscaping—an ideal spot for morning coffee, summer dinners or unwinding after a day at the beach. The kitchen

    Jason Gillespie Lamacchia Realty, Inc.

    130 Howland Cir Unit 130, Brewster, MA 02631
  • /54

    $806,000

    Sold Oct 07, 2025

    236 Yankee Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft
    • Built 1995

    Last Sold Summary

    • 11% Above List Price
    • $471/SF
    • 7 Days On Market

    Current Estimated Value $835,130

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    236 Yankee Dr, Brewster, MA 02631
    • /89

      Est $1,643,306

      Not Listed For Sale

      227 Run Hill Rd, Brewster, MA 02631

      • 3 Beds
      • 5 Baths
      • 3,647 Sq Ft
      • Built 1994
      227 Run Hill Rd, Brewster, MA 02631

      Last Sold Summary

      • 5 Days On Market

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

  • /46

    $1,495,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 3,506 Sq Ft

    58 Fox Crossing Rd, Brewster, MA 02631

    The Brewster home you've been waiting for! Thoughtfully designed with an open, flowing floor plan, this home offers multiple living spaces that adapt effortlessly to everyday living + entertaining alike. Beautifully updated + renovated bathrooms bring modern comfort + style. Easy first floor living with Primary Suite + Laundry area. The finished lower level adds valuable flexible space with a

    Leighton Team Keller Williams Realty

    58 Fox Crossing Rd, Brewster, MA 02631
  • /37

    $710,000

    Sold Sep 09, 2026

    49 Thousand Oaks Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 2003

    Last Sold Summary

    • 5% Below List Price
    • $423/SF
    • 57 Days On Market

    Last Listing Agent Laura Lowe Laura Lowe Realty Group, Inc.

    49 Thousand Oaks Dr, Brewster, MA 02631
    • /71

      Est $1,060,833

      Not Listed For Sale

      55 Hazel Ln, Brewster, MA 02631

      • 4 Beds
      • 3.5 Baths
      • 3,502 Sq Ft
      • Built 1988
      55 Hazel Ln, Brewster, MA 02631

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Melanie Cauchon Melanie Cauchon Real Estate

  • /27

    $649,900

    Pending
    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    4 Susan Ln, Brewster, MA 02631

    A quintessential historic Cape Cod home on a private road in a great neighborhood in Brewster. This home offers expansion capabilities with 3 bedrooms, 1 bath with a bright and open dining & living room to enjoy first floor living. This home has a seashell driveway leads to half acre lot & an oversized one car garage. Ready to move in with a new roof, new gutters, & new cedar siding and new

    Patty Howard Lamacchia Realty, Inc.

    4 Susan Ln, Brewster, MA 02631
  • /47

    $850,000

    Sold Nov 14, 2025

    126 Bittersweet Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,867 Sq Ft
    • Built 1985

    Last Sold Summary

    • 35% Below List Price
    • $455/SF
    • 109 Days On Market

    Current Estimated Value $923,070

    Last Listing Agent Dee Higgins Gibson Sotheby's International Realty

    126 Bittersweet Dr, Brewster, MA 02631
    • /2

      Est $634,806

      Not Listed For Sale

      72 Park Ln, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 1974
      72 Park Ln, Brewster, MA 02631

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Stephen Seaver Kinlin Grover Compass

  • /8

    $309,000

    • Land
    • 35,719 Sq Ft
    • $376,829 per Acre

    0 Old Chatham Rd Unit 22600521, Brewster, MA 02631

    Lot #33 cleared level lot at the end of a cul-de-sac abutting Ocean Edge golf course. Will support a 3 bedroom home. Buyer to verify information herein.

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

    0 Old Chatham Rd Unit 22600521, Brewster, MA 02631
  • /28

    $1,020,125

    Sold May 13, 2026

    340 Greenland Pond Rd, Brewster, MA 2631

    • 3 Beds
    • 2 Baths
    • 1,968 Sq Ft
    • Built 2016

    Last Sold Summary

    • 7% Below List Price
    • $518/SF
    • 16 Days On Market

    Current Estimated Value $1,020,614

    Last Listing Agent Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    340 Greenland Pond Rd, Brewster, MA 2631
    • /46

      Est $745,372

      Not Listed For Sale

      86 Stone Ridge Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 1973
      86 Stone Ridge Rd, Brewster, MA 02631

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Amber Dauphinais Orleans Village Properties, LLC

  • /64

    $1,849,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,028 Sq Ft

    33 Gilbert Rd, Brewster, MA 02631

    Welcome to 33 Gilbert Road, where the best of Brewster Bayside living is right outside your door. Set in highly desirable Ellis Landing neighborhood 2/10 of a mile to Cape Cod Bay, this inviting home captures the relaxed coastal lifestyle so many come to Brewster for—beach days, salty air, beautiful sunsets, beach walks and easy year-round enjoyment. A spacious enclosed porch with a tile floor

    Peggy Farber Gibson Sotheby's International Realty

    33 Gilbert Rd, Brewster, MA 02631
  • /31

    $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
    • 152 Days On Market

    Current Estimated Value $797,556

    Last Listing Agent Mac Gallant Classic Cape Real Estate, LLC

    274 Commons Way, Brewster, MA 02631
    • /33

      Est $715,352

      Not Listed For Sale

      11 Great Oak Rd, Brewster, MA 02631

      • 4 Beds
      • 2.5 Baths
      • 2,136 Sq Ft
      • Built 1974
      11 Great Oak Rd, Brewster, MA 02631

      Last Sold Summary

      • 106 Days On Market

      Last Listing Agent Serena LoPiccolo Smith Keller Williams Realty

  • /37

    $1,495,000

    Open Thu 2PM - 4PM
    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    66 Roberts Rd, Brewster, MA 02631

    Experience quintessential Cape Cod living at this charming Ellis Landing retreat, where deeded access to a private Cape Cod Bay beach is just a short stroll down a quiet sandy lane. Spend your days swimming in gentle bay waters, beachcombing, building sandcastles, and exploring Brewster’s iconic tidal flats. Lovingly transformed with more than $260,000 in improvements over the past two years,

    Jill Cohen Redfin Corp.

    66 Roberts Rd, Brewster, MA 02631
  • /38

    $870,000

    Sold Feb 12, 2026

    52 Bettys Ln, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,589 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $548/SF
    • 6 Days On Market

    Current Estimated Value $886,527

    Last Listing Agent Leighton Team Keller Williams Realty

    52 Bettys Ln, Brewster, MA 02631
    • /30

      Est $819,553

      Not Listed For Sale

      9 Park Ln, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 1,474 Sq Ft
      • Built 1974
      9 Park Ln, Brewster, MA 02631

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Tracey Oringer Kinlin Grover Compass

  • /52

    $849,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,032 Sq Ft

    34 Featherbed Ln, Brewster, MA 02631

    Nestled on a quiet, private lane in the heart of West Brewster, 34 Featherbed Lane offers a rare opportunity to create your dream waterfront sanctuary. This 3 bedroom ranch with 2 full bathrooms is perfectly positioned to capture the essence of Cape Cod living, blending serene natural beauty with incredible recreational potential.Waterfront Living & Kayak Access:The true essence of this

    Cape Cod Power of Two Compass

    34 Featherbed Ln, Brewster, MA 02631
  • /53

    $527,000

    Sold Mar 13, 2026

    58 Aunt Molls Ridge Rd, Brewster, MA 02631

    • 3 Beds
    • 1 Bath
    • 2,837 Sq Ft
    • Built 1969

    Last Sold Summary

    • 6% Above List Price
    • $186/SF
    • 9 Days On Market

    Current Estimated Value $548,680

    Last Listing Agent Tiffany Callahan Greer Real Estate, LLC

    58 Aunt Molls Ridge Rd, Brewster, MA 02631
    • /45

      Est $652,066

      Not Listed For Sale

      326 Tubman Rd, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1983
      326 Tubman Rd, Brewster, MA 02631

      Last Sold Summary

      • 68 Days On Market

      Last Listing Agent Jeff Cusack Cove Road Real Estate

  • /42

    $1,249,999

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,404 Sq Ft

    155 Damon Rd, Brewster, MA 02631

    At 155 Damon Rd in Brewster, Massachusetts, a distinguished family built home in 2000, offers 3404 square feet of meticulously designed living space. This property stands as a testament to thoughtful construction, presenting an opportunity for a refined Cape Cod lifestyle with all it offers! With four dedicated bedrooms, this home provides spacious relaxing retreats for family and quests. Each

    Jim & Regina Augat Kinlin Grover Compass

    155 Damon Rd, Brewster, MA 02631
  • /42

    $2,500,000

    Sold Aug 07, 2026

    17 Barberry Ln, Brewster, MA 02631

    • 4 Beds
    • 3 Baths
    • 2,933 Sq Ft
    • Built 1976

    Last Sold Summary

    • 25% Above List Price
    • $852/SF
    • 6 Days On Market

    Current Estimated Value $2,236,574

    Last Listing Agent Chris Rhinesmith Compass Massachusetts, LLC

    17 Barberry Ln, Brewster, MA 02631
    • /33

      Est $1,158,994

      Not Listed For Sale

      84 Paddock Way, Brewster, MA 02631

      • 4 Beds
      • 2.5 Baths
      • 2,495 Sq Ft
      • Built 1988
      84 Paddock Way, Brewster, MA 02631

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /35

    $2,492,000

    $83K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft

    232 Robbins Hill Rd, Brewster, MA 02631

    This is an absolutely enchanting waterfront property with private stairs to your own private beach on glistening Cape Cod Bay! With an ever-changing palette of gorgeous views from sunrise to sunset to high and low tides; you'll never want to leave this amazing spot! Sit and enjoy this warm and welcoming gathering place ... swim, play and enjoy the world renowned Brewster tidal flats, kayaking and

    Tracey Oringer Kinlin Grover Compass

    232 Robbins Hill Rd, Brewster, MA 02631
  • /42

    $1,110,000

    Sold Aug 21, 2026

    149 Cathedral Rd, Brewster, MA 02631

    • 5 Beds
    • 2 Baths
    • 2,202 Sq Ft
    • Built 1916

    Last Sold Summary

    • 1% Above List Price
    • $504/SF
    • 8 Days On Market

    Current Estimated Value $1,104,234

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    149 Cathedral Rd, Brewster, MA 02631
    • /52

      Est $739,469

      Not Listed For Sale

      267 Sheep Pond Dr, Brewster, MA 02631

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft
      • Built 1974
      267 Sheep Pond Dr, Brewster, MA 02631

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent John Mahan Keller Williams Realty

  • /31

    $325,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    101 Fletcher Ln Unit I, Brewster, MA 02631

    Welcome to easy, single-level living in the heart of the sought-after Ocean Edge community! This main-level 1-bedroom, 1-bathroom condo offers no-stairs convenience and private views overlooking the Ocean Edge Golf Course. Inside, an open floor plan creates a bright, airy space perfect for relaxing or entertaining, with the added ease of in-unit laundry. Whether you're looking for a full-time

    Leighton Team Keller Williams Realty

    101 Fletcher Ln Unit I, Brewster, MA 02631
  • /50

    $1,200,000

    Sold Jun 08, 2026

    84 Anchors Aweigh Rd, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 654 Sq Ft
    • Built 1948

    Last Sold Summary

    • 10% Above List Price
    • $1,835/SF
    • 2 Days On Market

    Current Estimated Value $990,709

    Last Listing Agent Michael Fitzgibbons Property Partners Real Estate, LLC

    84 Anchors Aweigh Rd, Brewster, MA 02631
    • /16

      Est $780,614

      Not Listed For Sale

      331 Sheep Pond Dr, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 2,082 Sq Ft
      • Built 1974
      331 Sheep Pond Dr, Brewster, MA 02631

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Thomas OHearn Cranberry Real Estate

  • /53

    $1,250,000

    $75K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,384 Sq Ft

    12 Pond St, Brewster, MA 02631

    Privacy & nature surround this beautifully renovated & meticulously maintained 2,384 SF Cape in Deerfield Estates, set on nearly 2 acres with frontage on Tuckers Pond & close to the 800-acre Punkhorn Parklands. This stunning 3-BR, 3-BA home invites relaxation w/an open design, multiple living areas & bedrooms on opposite ends for extra privacy. Gleaming hardwood floors throughout. The chef's

    Dee Higgins Gibson Sotheby's International Realty

    12 Pond St, Brewster, MA 02631
  • /21

    $325,000

    Sold Sep 29, 2025

    0 Tanglewood Rd Unit 73346956, Brewster, MA 02631

    • Land
    • 32,234 Sq Ft
    • $439,189 per Acre

    Last Sold Summary

    • 19% Below List Price
    • 152 Days On Market

    Last Listing Agent Leighton Team Keller Williams Realty

    0 Tanglewood Rd Unit 73346956, Brewster, MA 02631
    • /2

      Est $1,037,183

      Not Listed For Sale

      157 Sheep Pond Dr, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 2,099 Sq Ft
      • Built 1997
      157 Sheep Pond Dr, Brewster, MA 02631

  • /33

    $295,000

    • 1 Bed
    • 1 Bath
    • 579 Sq Ft

    100 Fletcher Ln Unit G, 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 lower level condo with a bright, open-concept layout and with a private patio that opens up to a grassy area overlooking the Ocean Edge Golf Course. The renovated kitchen features quartz countertops, stainless steel appliances, and contemporary

    Leighton Team Keller Williams Realty

    100 Fletcher Ln Unit G, Brewster, MA 02631
  • /85

    $1,500,000

    Sold Oct 07, 2025

    167 Ambergris Cir, Brewster, MA 02631

    • 3 Beds
    • 3 Baths
    • 2,001 Sq Ft
    • Built 1975

    Last Sold Summary

    • 8% Below List Price
    • $750/SF
    • 68 Days On Market

    Current Estimated Value $1,540,649

    Last Listing Agent Peggy Farber Gibson Sotheby's International Realty

    167 Ambergris Cir, Brewster, MA 02631
    • /70

      Est $1,706,810

      Not Listed For Sale

      216 Sheep Pond Dr, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 2,885 Sq Ft
      • Built 1973
      216 Sheep Pond Dr, Brewster, MA 02631

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jeff Cusack Cove Road Real Estate

  • /42

    $1,595,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,912 Sq Ft

    101 Spruce Run Dr, Brewster, MA 02631

    Welcome to Sheep's Landing, a sought-after neighborhood with private association beach access to beautiful 152 acre Sheep Pond. Known for its clear water and peaceful setting, the pond is ideal for swimming, kayaking, fishing, or simply relaxing by the water. This comfortable home offers single-floor living, with the primary suite, laundry, and main living spaces on the first floor, plus generous

    Suzanne Newton Kinlin Grover Compass

    101 Spruce Run Dr, Brewster, MA 02631
  • /28

    $725,000

    Sold Nov 21, 2025

    159 Old Chatham Rd, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Below List Price
    • $432/SF
    • 14 Days On Market

    Current Estimated Value $747,208

    Last Listing Agent Leighton Team Keller Williams Realty

    159 Old Chatham Rd, Brewster, MA 02631
    • /47

      Est $729,551

      Not Listed For Sale

      80 Sheep Pond Dr, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,775 Sq Ft
      • Built 1968
      80 Sheep Pond Dr, Brewster, MA 02631

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Meghan Taylor Kinlin Grover Compass

Showing Results 241 - 280, Page 7 of 18

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