10,570

Brewster, MA Homes

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  • /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
  • /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
    • /52

      Est $913,078

      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

      • 5 Days On Market

      Last Listing Agent Lisa Adams Orleans Village Properties, LLC

  • /41

    $1,595,000

    $100K PRICE DROP
    • 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, gas fireplace,

    Dee Higgins Gibson Sotheby's International Realty

    80 Abby Rd, Brewster, MA 2631
  • /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
    • /12

      Est $778,012

      Not Listed For Sale

      674 Great Fields Rd, Brewster, MA 02631

      • 2 Beds
      • 2.5 Baths
      • 1,916 Sq Ft
      • Built 1983
      674 Great Fields Rd, Brewster, MA 02631

      Last Sold Summary

      • 12 Days On Market

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

  • /42

    $744,000

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    98 Sheffield Rd, Brewster, MA 02631

    Welcome to this beautifully updated 3-bed, 2-bath ranch, ideally nestled in a desirable Brewster neighborhood. Thoughtfully updated with classic style and modern touches, this home offers the comfort and convenience of one floor living with an attached 1 car garage. New hickory floors bring warmth throughout, while the newly updated kitchen, baths, new doors and hardware create a fresh, cohesive

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

    98 Sheffield Rd, Brewster, MA 02631
  • /35

    $825,000

    Sold Nov 18, 2025

    132 Leland Rd, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $453/SF
    • 14 Days On Market

    Current Estimated Value $855,470

    Last Listing Agent Lamacchia Realty, Inc. Non-Member Lamacchia Realty, Inc. Non-Member Office

    132 Leland Rd, Brewster, MA 02631
    • /64

      Est $919,333

      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

      • 7 Days On Market

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

  • /42

    $1,350,000

    $100K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,545 Sq Ft

    69 Martingale Ln, Brewster, MA 02631

    Welcome to an exceptional residence where refined design meets effortless comfort. Set on an expansive, private lot framed by extensive woodlands and offering a park-like setting, this meticulously maintained home provides a sense of tranquility and distinction. Thoughtfully designed spaces and timeless finishes create an inviting backdrop for both gracious entertaining and everyday living. The

    Tracey Oringer Kinlin Grover Compass

    69 Martingale Ln, Brewster, MA 02631
  • /46

    $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
    • 15 Days On Market

    Current Estimated Value $801,024

    Last Listing Agent Susan Baker Gibson Sotheby's International Realty

    184 Barons Way, Brewster, MA 02631
    • /64

      Est $1,012,686

      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

      • 2 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /90

    $1,375,000

    $75K PRICE DROP
    • 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
  • /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
    • /69

      Est $1,305,692

      Not Listed For Sale

      69 Russet Rd, Brewster, MA 02631

      • 4 Beds
      • 2.5 Baths
      • 2,833 Sq Ft
      • Built 1993
      69 Russet Rd, Brewster, MA 02631

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Daneen Law Gibson Sotheby's International Realty

  • /39

    $645,000

    Open Sat 1PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft

    104 Susanna Dr, Brewster, MA 02631

    Welcome to 104 Susanna Drive, a beautifully updated freestanding Patio Home in Ocean Edge Resort, offered fully furnished and completely turnkey. The thoughtfully renovated interior features a lovely kitchen with updated countertops, stainless steel appliances, and additional storage. The home offers two bedrooms, a spacious loft ideal for guests, a home office, or studio, and two beautifully

    Leighton Team Keller Williams Realty

    104 Susanna Dr, Brewster, MA 02631
  • /38

    $740,000

    Sold Nov 20, 2025

    1080 Harwich Rd, Brewster, MA 02631

    • 3 Beds
    • 2.5 Baths
    • 1,963 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Above List Price
    • $377/SF
    • 4 Days On Market

    Current Estimated Value $788,162

    Last Listing Agent Leighton Team Keller Williams Realty

    1080 Harwich Rd, Brewster, MA 02631
    • /59

      Est $1,198,671

      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

      • 5 Days On Market

      Last Listing Agent Amy Harbeck Kinlin Grover Compass

  • /30

    $1,095,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,729 Sq Ft

    217 Yankee Dr, Brewster, MA 02631

    Welcome to 217 Yankee Drive. This stunning & sun-drenched property will make you feel like it's vacation everyday! Your choice -- either relax on the private outdoor deck or get cooled off in the salt water pool. Complete w 3 beds, including a primary suite, and 2.5 baths, the open & airy floor plan welcomes family gatherings very comfortably. The attached 1-car garage & unfinished basement offer

    Jean Piazza Gibson Sotheby's International Realty

    217 Yankee Dr, Brewster, MA 02631
  • /28

    $290,000

    Sold Jun 16, 2026

    82 Fletcher Ln Unit H, Brewster, MA 02631

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

    Last Sold Summary

    • 2% Below List Price
    • $501/SF
    • 51 Days On Market

    Current Estimated Value $317,024

    Last Listing Agent Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    82 Fletcher Ln Unit H, Brewster, MA 02631
    • /58

      Est $1,158,779

      Not Listed For Sale

      81 Red Maple Rd, Brewster, MA 02631

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

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Dee Higgins Gibson Sotheby's International Realty

  • /30

    $740,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    439 Holly Ave, Brewster, MA 02631

    Welcome to this well-maintained single-family ranch in Brewster’s desirable Robinwood neighborhood, combining an inviting single-level floor plan with amenities designed for the Cape Cod lifestyle.Offering approximately 1,400 square feet, this home features 3 bedrooms and 2 full bathrooms, a bright and welcoming interior, hardwood flooring, a sunroom, deck, central air conditioning, outdoor

    Leighton Team Keller Williams Realty

    439 Holly Ave, Brewster, MA 02631
  • /37

    $790,000

    Sold Sep 18, 2026

    33 Sandpiper Ln, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,372 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $576/SF
    • 11 Days On Market

    Current Estimated Value $794,827

    Last Listing Agent A Cape Life Team Today Real Estate, Inc.

    33 Sandpiper Ln, 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

  • /43

    $1,650,000

    Pending
    • 2 Beds
    • 3 Baths
    • 2,689 Sq Ft

    31 Wheeler Dr, Brewster, MA 02631

    This corner oceanfront condominium in Sears Point offers elegant coastal living in one of the most sought after enclaves. This first floor unit looks out to conservation lands, mature plantings and gardens, and a sweeping lawn to the bluff overlooking Cape Cod Bay. The interior has been thoughtfully renovated to create open space featuring a kitchen with high end appliances and quality cabinetry,

    Paul McCormick Gibson Sotheby's International Realty

    31 Wheeler Dr, Brewster, MA 02631
  • /26

    $425,000

    Sold Jul 06, 2026

    11 Chilton Ln Unit 11, Brewster, MA 02631

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

    Last Sold Summary

    • $455/SF
    • 12 Days On Market

    Current Estimated Value $420,952

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

    11 Chilton Ln Unit 11, Brewster, MA 02631
    • /55

      Est $787,956

      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

      • 21 Days On Market

      Last Listing Agent Jeff Cusack Cove Road Real Estate

  • /35

    $899,999

    Open Fri 4:30PM - 6PM
    • 3 Beds
    • 2 Baths
    • 2,094 Sq Ft

    27 Walker Rd, Brewster, MA 02631

    Don't Miss this adorable 3-bedroom, 2-full-bath home offering an inviting open floor plan with beautiful updates throughout. The updated kitchen features stone countertops, stainless steel appliances, ample cabinetry, and a convenient breakfast bar that opens to the main living space. The stunning living room is the heart of the home, highlighted by a striking accent fireplace, cathedral

    Alex Walsh Access

    27 Walker Rd, Brewster, MA 02631
  • /49

    $775,000

    Sold May 15, 2026

    142 Yankee Dr, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,638 Sq Ft
    • Built 1994

    Last Sold Summary

    • 5% Above List Price
    • $473/SF
    • 7 Days On Market

    Current Estimated Value $766,512

    Last Listing Agent Kimberly Clark Bayside Realty Consultants

    142 Yankee Dr, Brewster, MA 02631
    • /40

      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

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Nicholas LeBart Today Real Estate

  • /39

    $329,000

    $11K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 589 Sq Ft

    62 Fletcher Ln Unit A, Brewster, MA 02631

    Enjoy easy living at 62 Fletcher Lane in beautiful Brewster close to amazing bayside beaches! This bright and inviting corner unit 1-bedroom, 1-bathroom condo offers a comfortable layout, making it an ideal choice for a relaxed Cape Cod retreat or an investment property. Step inside to find a bright living space highlighted by cathedral ceilings in the main living and dining area. You'll stay

    Meghan Taylor Kinlin Grover Compass

    62 Fletcher Ln Unit A, Brewster, MA 02631
  • /67

    $700,000

    Sold Nov 07, 2025

    26 Newport Rd, Brewster, MA 02631

    • 5 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1971

    Last Sold Summary

    • 8% Below List Price
    • $521/SF
    • 90 Days On Market

    Current Estimated Value $721,920

    Last Listing Agent Christine Briscoe SeasCape Realty, Inc.

    26 Newport Rd, Brewster, MA 02631
    • /50

      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

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Nicholas LeBart Today Real Estate

  • /13

    $375,000

    Pending
    • 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
  • /37

    $629,995

    Sold Nov 07, 2025

    14 Billington Ln Unit 14, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Above List Price
    • $541/SF
    • 6 Days On Market

    Last Listing Agent Sale Comparable cci Unknown Office

    14 Billington Ln Unit 14, Brewster, MA 02631
    • /48

      Est $793,990

      Not Listed For Sale

      94 Pine View Dr, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 1,904 Sq Ft
      • Built 1984
      94 Pine View Dr, Brewster, MA 02631

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Meghan Taylor Kinlin Grover Compass

  • /34

    $924,999

    $25K PRICE DROP Pending
    • 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 some time on the bike trail wash the day off in your outdoor shower and then relax on

    Melissa Shaink Berkshire Hathaway Realty Professionals

    147 Snow Rd, Brewster, MA 02631
  • /12

    $345,000

    Sold Sep 09, 2026

    3665 Main St Unit 3665, Brewster, MA 02631

    • 1 Bed
    • 1 Bath
    • 272 Sq Ft
    • Built 1941

    Last Sold Summary

    • $1,268/SF
    • 5 Days On Market

    Last Listing Agent Leighton Team Keller Williams Realty

    3665 Main St Unit 3665, 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

  • /52

    $725,000

    Open Fri 3PM - 5PM
    • 6 Beds
    • 2 Baths
    • 2,282 Sq Ft

    27 Mcguerty Rd, Brewster, MA 02631

    Rare deeded two-family offering endless possibilities in Brewster! Live in one level and rent the other, create a multigenerational setup, or maximize your investment potential. The main level features 3 bedrooms, an updated kitchen and bath, while the walkout lower level has its own private entrance, separate parking, laundry, and is ready for your vision with space for a new kitchen and bath. A

    Leighton Team Keller Williams Realty

    27 Mcguerty Rd, Brewster, MA 02631

Showing Results 161 - 200, Page 5 of 18

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