10,494

Brewster, MA Homes

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  • /24

    $589,000

    $21K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    236 Freemans Way, Brewster, MA 02631

    Discover one of Brewster's most affordable single-family opportunities at 236 Freemans Way, a charming and lovingly maintained 3-bedroom, 2-bathroom home located just moments from the Captains Golf Course and the Cape Cod Rail Trail. Offering incredible value, the property features a 4-bedroom septic system, providing a path for future expansion and equity growth. This is an ideal opportunity for

    Agent Photo

    Jessica Larsen

    Keller Williams Realty

    236 Freemans Way, Brewster, MA 02631
  • /55

    Starting at $1,795 Plus Fees

    • Studio - 1 Bed

    873 Harwich Rd, Brewster, MA 02631

    Serenity Apartments at Brewster a 55+ independent community offering year-round apartment rentals located in the heart of Brewster. The beaches are beautiful, and the bike trail is spectacular for walking and biking! These comfortable apartment homes with full kitchens, Serenity Apartments at Brewster features vibrant community spaces including conference areas, a library, a dining area, a four

    Serenity Apartments at Brewster

    873 Harwich Rd, Brewster, MA 02631
  • /44

    $1,678,000

    Sold Jul 21, 2026

    72 Winstead Rd, Brewster, MA 02631

    • 4 Beds
    • 3.5 Baths
    • 3,021 Sq Ft
    • Built 2010

    Last Sold Summary

    • $555/SF
    • 26 Days On Market

    Current Estimated Value $1,664,706

    Last Listing Agent Dolores Alberti Gibson Sotheby's International Realty

    72 Winstead Rd, Brewster, MA 02631
    • /11

      Est $431,947

      Not Listed For Sale

      79 Chilton Ln, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 935 Sq Ft
      • Built 1984
      79 Chilton Ln, Brewster, MA 02631

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Linda Stevens Kinlin Grover Compass

  • /53

    $795,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft

    267 Great Fields Rd, Brewster, MA 02631

    Set on 1.44 private acres in a bucolic wooded setting, this solidly built Brewster home offers timeless charm, exceptional privacy, and exciting future potential. Thoughtfully designed with 2 bedrooms and 2 baths, the home features an oversized kitchen, beautiful woodwork, two fireplaces, and a sun-filled sunroom that opens to a spacious deck overlooking the peaceful natural surroundings. A new

    Agent Photo

    Kerrin LaFrance

    Kinlin Grover Compass

    267 Great Fields Rd, Brewster, MA 02631
  • /12

    $3,500

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,144 Sq Ft
    • House for Rent

    5 Commons Way, Brewster, MA 02631

    Relax & Recharge in an Authentic Cape Cod HomeWelcome to your cozy Cape Cod retreat newly renovated and designed for comfort, relaxation, and family fun. Located just 2 miles from the nearest beach and minutes from downtown Brewster, this charming 3-bedroom, 2-bathroom home offers everything you need for a perfect coastal getaway.Spend your days exploring Brewster's famed beaches,

    5 Commons Way, Brewster, MA 02631
  • /30

    $399,900

    Sold Jun 24, 2026

    21 Chestnut Cir, Brewster, MA 02631

    • 2 Beds
    • 1.5 Baths
    • 1,380 Sq Ft
    • Built 1984

    Last Sold Summary

    • $290/SF
    • 3 Days On Market

    Current Estimated Value $417,882

    Last Listing Agent Jocelyn Maggi LPT Realty, LLC

    21 Chestnut Cir, Brewster, MA 02631
    • /33

      Est $540,576

      Not Listed For Sale

      98 Stony Brook Rd, Brewster, MA 02631

      • 4 Beds
      • 1.5 Baths
      • 1,410 Sq Ft
      • Built 1940
      98 Stony Brook Rd, Brewster, MA 02631

      Last Sold Summary

      • 92 Days On Market

      Last Listing Agent James Mulvey Bird Dog Real Estate, LLC

  • /42

    $1,839,000

    $10K PRICE DROP
    • 2 Beds
    • 3.5 Baths
    • 3,172 Sq Ft

    84 Alden Dr, Brewster, MA 02631

    Discover a rare opportunity to own a brand-new waterfront retreat in the heart of Brewster, set directly on the shores of picturesque Schoolhouse Pond. Designed for unforgettable Cape Cod summers, this exceptional home invites you to relax on the expansive mahogany deck overlooking the water or launch a kayak right from your backyard. Offering over 3,100 sq ft of beautifully finished living

    Thiago Monteiro William Raveis Real Estate & Homes Services

    84 Alden Dr, Brewster, MA 02631
  • /9

    $3,800 Per Month

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    203 Lund Farm Way, Brewster, MA 02631

    **WEEKLY RENTAL** Amazing Brewster Townhouse available for rent Fri. Aug 7 – Fri. Aug 14 at the highly sought after Brewster Green Resort! The spacious 3 bedroom condo comfortably sleeps up to 8, and includes a large primary suite with walk-in closet, 2 baths, a full kitchen, deck, and washer and dryer. The outdoor area features private grill space, multiple pools, adjacent golf course, popular

    Christine Cannon Coughlin Bantry Way Brokerage

    203 Lund Farm Way, Brewster, MA 02631
  • /55

    $677,000

    Sold May 15, 2026

    193 Yankee Dr, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,205 Sq Ft
    • Built 1994

    Last Sold Summary

    • 4% Above List Price
    • $562/SF
    • 8 Days On Market

    Current Estimated Value $680,735

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    193 Yankee Dr, Brewster, MA 02631
    • /2

      Est $1,670,827

      Not Listed For Sale

      109 Nelson St, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 1,990 Sq Ft
      • Built 1974
      109 Nelson St, Brewster, MA 02631

  • /42

    $950,000

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft

    1016 Stony Brook Rd, Brewster, MA 02631

    Welcome to 1016 Stony Brook Road, a beautifully appointed center-entrance Colonial thoughtfully designed to replicate the timeless elegance of a classic New England Sea Captain's home. Built in 1999, this exceptional residence offers approximately 2,000 square feet of thoughtfully designed living space, combining the charm and architectural details of a historic home with the benefits of newer

    Tina Davis-Chiruna Lamacchia Realty, Inc.

    1016 Stony Brook Rd, Brewster, MA 02631
  • /22

    $2,900

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 9-1L Crosby Lane

    9-11 Crosby Ln Unit 9-1L, Brewster, MA 02631

    Historic Carriage House in Brewster, Ma. Located on Crosby Lane in Brewster, the location offers access to the pristine Cape Cod Bay beaches in Brewster. Quick access to Route 6 A. Nickerson State Park and just minutes to the Mid Cape Highway. This is a multi unit property with assigned parking. Washer and dryer in unit. ABSOLUTELY: No Smoking OR Cultivating of any kind. Tenant must

    9-11 Crosby Ln Unit 9-1L, Brewster, MA 02631
  • /42

    $229,000

    Sold Feb 27, 2026

    60 Fletcher Ln Unit H, Brewster, MA 02631

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

    Last Sold Summary

    • 15% Below List Price
    • $396/SF
    • 129 Days On Market

    Current Estimated Value $250,078

    Last Listing Agent Chelsea McLaughlin RE/MAX Legacy

    60 Fletcher Ln Unit H, Brewster, MA 02631
    • /14

      Est $864,653

      Not Listed For Sale

      35 Pine Bay Ln, Brewster, MA 02631

      • 2 Beds
      • 1 Bath
      • 429 Sq Ft
      • Built 1964
      35 Pine Bay Ln, Brewster, MA 02631

      Last Sold Summary

      • 339 Days On Market

      Last Listing Agent Eric Buliung LAER Realty Partners

  • /31

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    193 Wayside Dr, Brewster, MA 2631

    Lovingly maintained by its original owner, this charming Cape-style home is nestled in a sought-after Brewster location and offers the perfect blend of comfort, privacy, and Cape Cod charm. Set on a peaceful, wooded lot, the home features a bright, open floor plan, a desirable first-floor bedroom, convenient first-floor laundry, a one-car garage, and the added peace of mind of a whole-house

    Deborah Martin Keller Williams Realty

    193 Wayside Dr, Brewster, MA 2631
  • /36

    $1,400,000

    Sold Aug 03, 2026

    61 & 0 Bonnie Doone Cartway, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Below List Price
    • $737/SF
    • 22 Days On Market

    Last Listing Agent Robin Thayer Gibson Sotheby's International Realty

    61 & 0 Bonnie Doone Cartway, Brewster, MA 02631
    • /30

      Not Listed For Sale

      258 Fletcher Ln Unit 15, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,164 Sq Ft
      • Built 1987
      258 Fletcher Ln Unit 15, Brewster, MA 02631

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /50

    $799,000

    • 4 Beds
    • 4 Baths
    • 2,188 Sq Ft

    3837-3839 Main St, Brewster, MA 2631

    Just 1.3 miles to Crosby Landing beach and North of 6A, this duplex is a wonderful opportunity to begin or add to your investment portfolio, live in year-round or vacation to in the summer season. Conveniently located close to Orleans, shops, Rt. 6, Nickerson State Park and beaches. Each side has 2 bedrooms, 1 1/2 baths, it's own laundry, with central air and natural gas to boot. One side is

    Jessica Krikorian Classic Cape Real Estate, LLC

    3837-3839 Main St, Brewster, MA 2631
  • /42

    $744,000

    Sold Jun 30, 2026

    147 Brook Trail Rd, Brewster, MA 02631

    • 4 Beds
    • 2 Baths
    • 1,983 Sq Ft
    • Built 1971

    Last Sold Summary

    • 7% Below List Price
    • $375/SF
    • 33 Days On Market

    Current Estimated Value $750,166

    Last Listing Agent Kathleen Clancy William Raveis Real Estate & Homes Services

    147 Brook Trail Rd, Brewster, MA 02631
    • /25

      Not Listed For Sale

      102 Howland Cir Unit 99, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,063 Sq Ft
      • Built 1987
      102 Howland Cir Unit 99, Brewster, MA 02631

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /21

    $699,000

    Pending
    • Land
    • 2.11 Acres
    • $331,280 per Acre

    0 Landing Dr, Brewster, MA 02631

    This 2.11 acre lot in Beechwood Landing is located close to both the sandy association beach on Greenland Pond and the dock and mooring field on Long Pond. Outdoor recreation is a breeze with these beautifully maintained amenities just a short stroll in either direction. This exceptionally large, upland parcel is populated by Beech, oak, pine and native flora and should offer multiple options for

    Jeff Cusack Cove Road Real Estate

    0 Landing Dr, Brewster, MA 02631
  • /42

    $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
    • 64 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
    • /23

      Not Listed For Sale

      0 Run Hill Rd, Brewster, MA 02631

      0 Run Hill Rd, Brewster, MA 02631

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Amy Harbeck Kinlin Grover Compass

  • /69

    $2,400,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 4,212 Sq Ft

    47 Bay View Dr, Brewster, MA 02631

    This coastal contemporary cape style home by Eastward companies is one of a two lot Brewster subdivision close to beautiful Crosby Landing Beach, The Cape Cod Rail Trail and the Town of Orleans. Exceptional custom finish work enhances the superb floorplan and rich amenities. The cathedral great room incorporates the chef's kitchen with Thermador appliance package & 10' center island, fireplaced

    Jeff Cusack Cove Road Real Estate

    47 Bay View Dr, Brewster, MA 02631
  • /31

    $290,000

    Sold May 29, 2026

    100 Fletcher Ln Unit C, Brewster, MA 02631

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

    Last Sold Summary

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

    Current Estimated Value $290,292

    Last Listing Agent Leighton Team Keller Williams Realty

    100 Fletcher Ln Unit C, Brewster, MA 02631
    • /50

      Not Listed For Sale

      143 Evelyns Dr, Brewster, MA 02631

      • 4 Beds
      • 2 Baths
      • 2,670 Sq Ft
      • Built 1984
      143 Evelyns Dr, Brewster, MA 02631

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent LUXRECapeCod Gibson Sotheby's International Realty

  • /99

    $2,000,000

    • 4 Beds
    • 3.5 Baths
    • 3,406 Sq Ft

    37 Autumn Ct, Brewster, MA 02631

    Where life slows to the rhythm of nature, over 800 acres of protected Punkhorn Conservation become a way of life. Hidden at the end of a quiet cul-de-sac in coveted Deerfield Estates, this nature's reserved area embraces Upper Mill & Seymour Ponds to create one of Brewster's most idyllic settings. There are places that invite you to visit & there are places that invite you to stay. This is one of

    Mariana Costa Dream Homes & Estates, Inc.

    37 Autumn Ct, Brewster, MA 02631
  • /41

    $702,500

    Sold Jul 31, 2026

    5 Maple Ln, Brewster, MA 02631

    • 4 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Built 1983

    Last Sold Summary

    • 9% Below List Price
    • $436/SF
    • 63 Days On Market

    Current Estimated Value $734,519

    Last Listing Agent Leighton Team Keller Williams Realty

    5 Maple Ln, Brewster, MA 02631
    • /31

      Est $1,254,579

      Not Listed For Sale

      120 Alden Dr, Brewster, MA 02631

      • 3 Beds
      • 4 Baths
      • 2,786 Sq Ft
      • Built 2006
      120 Alden Dr, Brewster, MA 02631

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Leighton Team Keller Williams Realty

  • /43

    $1,479,000

    New Construction $20K PRICE DROP
    • 2 Beds
    • 4 Baths
    • 2,965 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 Real Estate & Home Services

    58 Old Chatham Rd, Brewster, MA 02631
  • /46

    $445,500

    Sold May 29, 2026

    104 Chilton Ln Unit 104, Brewster, MA 02631

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

    Last Sold Summary

    • 1% Above List Price
    • $476/SF
    • 2 Days On Market

    Current Estimated Value $440,351

    Last Listing Agent Leighton Team Keller Williams Realty

    104 Chilton Ln Unit 104, Brewster, MA 02631
    • /24

      Est $854,124

      Not Listed For Sale

      83 Swamp Rd, Brewster, MA 02631

      • 3 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1980
      83 Swamp Rd, Brewster, MA 02631

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent LUXRECapeCod Gibson Sotheby's International Realty

  • /29

    $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
  • /41

    $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
    • 132 Days On Market

    Current Estimated Value $923,070

    Last Listing Agent Dee Higgins Gibson Sotheby's International Realty

    126 Bittersweet Dr, Brewster, MA 02631
    • /41

      Est $1,322,286

      Not Listed For Sale

      134 Main St, Brewster, MA 02631

      • 6 Beds
      • 4 Baths
      • 3,648 Sq Ft
      • Built 1989
      134 Main St, Brewster, MA 02631

      Last Sold Summary

      • 154 Days On Market

      Last Listing Agent Thom Schoepfer Keller Williams Realty

  • /35

    $975,000

    • 3 Beds
    • 2.5 Baths
    • 3,086 Sq Ft

    215 Stony Brook Rd, Brewster, MA 02631

    Privately set on 1.39 acres, this expanded Cape with over 3,000 sq ft of living space includes three bedrooms, two and a half baths and an office over the two car garage. On the first floor, the primary bedroom suite, with a jacuzzi tub and separate shower, opens to a secluded deck overlooking the woods. The kitchen, with granite countertops, a breakfast nook and half bath with laundry, adjoins a

    Matthew Burger Kinlin Grover Compass

    215 Stony Brook Rd, Brewster, MA 02631
  • /27

    $781,000

    Sold Sep 12, 2025

    19 Sandpiper Ln, Brewster, MA 02631

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Below List Price
    • $535/SF
    • 21 Days On Market

    Current Estimated Value $797,889

    Last Listing Agent Alberti Team Gibson Sotheby's International Realty

    19 Sandpiper Ln, Brewster, MA 02631
    • /32

      Est $2,909,027

      Not Listed For Sale

      32 Oliver Dr, Brewster, MA 02631

      • 4 Beds
      • 2.5 Baths
      • 3,456 Sq Ft
      • Built 1994
      32 Oliver Dr, Brewster, MA 02631

      Last Sold Summary

      • 319 Days On Market

      Last Listing Agent Cindy Harrington Berkshire Hathaway HomeServices Robert Paul Properties

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$744,000
Median Single Family Sale Price
$915,000
Median 2 Bedroom Sale Price
$537,500
Median 1 Bedroom Sale Price
$325,000
Average Price Per Sq Ft
$526
Number of Homes for Sale
40
Last 12 months Home Sales
237
Months of Supply
2.00
Median List Price
$799,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
8%
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