10,653

Brewster, MA Homes

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  • 236 Freemans Way, Brewster, MA 02631
    236 Freemans Way, Brewster, MA 02631
    236 Freemans Way, Brewster, MA 02631
    /24

    $599,000

    Open Sun 1PM - 2:30PM $11K PRICE DROP
    • 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

    (508) 719-6654

    236 Freemans Way, Brewster, MA 02631
  • 873 Harwich Rd, Brewster, MA 02631
    873 Harwich Rd, Brewster, MA 02631
    873 Harwich Rd, 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

    (774) 771-1558

    873 Harwich Rd, Brewster, MA 02631
  • 60 Fletcher Ln Unit H, Brewster, MA 02631
    60 Fletcher Ln Unit H, Brewster, MA 02631
    60 Fletcher Ln Unit H, 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 $240,547

    Last Listing Agent Chelsea McLaughlin RE/MAX Legacy

    60 Fletcher Ln Unit H, Brewster, MA 02631
    • 687 Long Pond Rd, Brewster, MA 02631
      687 Long Pond Rd, Brewster, MA 02631
      687 Long Pond Rd, Brewster, MA 02631
      /25

      Est $832,970

      Not Listed For Sale

      687 Long Pond Rd, Brewster, MA 02631

      • 4 Beds
      • 2 Baths
      • 1,824 Sq Ft
      • Built 1971
      687 Long Pond Rd, Brewster, MA 02631

      Last Sold Summary

      • 1% Above List Price
      • $452/SF
      • 147 Days On Market
      • Last Sold Price $825,000
      • May 15, 2025

      Last Listing Agent Juan Marichal Seaport Village Realty, Inc.

  • 84 Alden Dr, Brewster, MA 02631
    84 Alden Dr, Brewster, MA 02631
    84 Alden Dr, Brewster, MA 02631
    /63

    $1,849,000

    New Construction Pending
    • 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 spend long afternoons on the expansive mahogany deck overlooking the water or launch a kayak right from your backyard. Offering over 3,100 sq ft of impeccably

    Thiago Monteiro William Raveis Real Estate & Home Services

    84 Alden Dr, Brewster, MA 02631
  • 5 Commons Way, Brewster, MA 02631
    5 Commons Way, Brewster, MA 02631
    5 Commons Way, 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
  • 167 Ambergris Cir, Brewster, MA 02631
    167 Ambergris Cir, Brewster, MA 02631
    167 Ambergris Cir, 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 $1,520,563

    Last Listing Agent Peggy Farber Gibson Sotheby's International Realty

    167 Ambergris Cir, Brewster, MA 02631
    • 120 Stonehenge Dr, Brewster, MA 02631
      120 Stonehenge Dr, Brewster, MA 02631
      120 Stonehenge Dr, Brewster, MA 02631
      /39

      Est $885,598

      Not Listed For Sale

      120 Stonehenge Dr, Brewster, MA 02631

      • 3 Beds
      • 2 Baths
      • 2,417 Sq Ft
      • Built 2001
      120 Stonehenge Dr, Brewster, MA 02631

      Last Sold Summary

      • 4% Above List Price
      • $352/SF
      • 2 Days On Market
      • Last Sold Price $850,000
      • May 16, 2025

      Last Listing Agent Sandra Smith

  • 104 Chilton Ln Unit 104, Brewster, MA 02631
    104 Chilton Ln Unit 104, Brewster, MA 02631
    104 Chilton Ln Unit 104, Brewster, MA 02631
    /32

    $440,000

    Pending
    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    104 Chilton Ln Unit 104, Brewster, MA 02631

    **OPEN HOUSE CANCELLED** Easy living at Ocean Edge starts here. This beautifully updated first-floor garden unit offers wide, open views of the golf course and a welcoming feel throughout. The 2-bedroom, 2-bath layout is truly move-in ready, featuring a renovated kitchen with Cambria Quartz countertops, added pantry storage, and the convenience of in-unit laundry. Additional recent upgrades

    Leighton Team Keller Williams Realty

    104 Chilton Ln Unit 104, Brewster, MA 02631
  • 27 Pine View Dr, Brewster, MA 02631
    27 Pine View Dr, Brewster, MA 02631
    27 Pine View Dr, Brewster, MA 02631
    /21

    $3,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,673 Sq Ft
    • House for Rent

    27 Pine View Dr, Brewster, MA 02631

    SINGLE FAMILY YEARLY RENTAL ON DEAD END STREET IN BREWSTER.Discover an exceptional leasing opportunity in Brewster, MA. This residential property, constructed in 1985, offers a spacious living experience with1673 square feet. This sophisticated residence encompasses three well-appointed bedrooms, providing ample private accommodations. Complementing these are two full bathrooms and a convenient

    Carole Phelps ERA Cape Real Estate, LLC

    27 Pine View Dr, Brewster, MA 02631
  • 30 Pleasant Ct, Brewster, MA 02631
    30 Pleasant Ct, Brewster, MA 02631
    30 Pleasant Ct, Brewster, MA 02631
    /24

    $660,000

    Sold Sep 02, 2025

    30 Pleasant Ct, Brewster, MA 02631

    • 3 Beds
    • 1.5 Baths
    • 1,716 Sq Ft
    • Built 1985

    Last Sold Summary

    • 15% Below List Price
    • $385/SF
    • 50 Days On Market

    Current Estimated Value $717,871

    Last Listing Agent Jennifer Lepard Beach Road Properties

    30 Pleasant Ct, Brewster, MA 02631
    • 44 Trevor Ln Unit 44, Brewster, MA 02631
      44 Trevor Ln Unit 44, Brewster, MA 02631
      44 Trevor Ln Unit 44, Brewster, MA 02631
      /31

      Not Listed For Sale

      44 Trevor Ln Unit 44, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 1,157 Sq Ft
      • Built 1985
      44 Trevor Ln Unit 44, Brewster, MA 02631

      Last Sold Summary

      • $519/SF
      • 6 Days On Market
      • Last Sold Price $601,000
      • May 09, 2025

      Last Listing Agent William Raye Gibson Sotheby's International Realty

  • 295 Greenland Pond Rd, Brewster, MA 02631
    295 Greenland Pond Rd, Brewster, MA 02631
    295 Greenland Pond Rd, Brewster, MA 02631
    /31

    $1,150,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    295 Greenland Pond Rd, Brewster, MA 02631

    Welcome to Beechwood Landing! This charming, move-in ready ranch is perfect as a year round home or Cape Cod retreat. The oversized primary suite features an ensuite bath, generous closets, and a private office or sitting area. The open-concept living and kitchen area boasts vaulted ceilings, creating a bright and airy space. Two additional bedrooms and a guest bath complete the main level. The

    Jason Schildge Redfin Corporation

    295 Greenland Pond Rd, Brewster, MA 02631
  • 214 Eaton Ln, Brewster, MA 02631
    214 Eaton Ln, Brewster, MA 02631
    214 Eaton Ln, Brewster, MA 02631
    /34

    $444,900

    Sold Jun 18, 2025

    214 Eaton Ln, Brewster, MA 02631

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

    Last Sold Summary

    • 1% Below List Price
    • $476/SF
    • 8 Days On Market

    Current Estimated Value $453,959

    Last Listing Agent Robin Thayer Gibson Sotheby's International Realty

    214 Eaton Ln, Brewster, MA 02631
    • 102 Howland Cir Unit 99, Brewster, MA 02631
      102 Howland Cir Unit 99, Brewster, MA 02631
      102 Howland Cir Unit 99, 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

      • $461/SF
      • 17 Days On Market
      • Last Sold Price $490,000
      • Jul 11, 2024

      Last Listing Agent Leighton Team Keller Williams Realty

  • 27 Billington Ln Unit 27, Brewster, MA 02631
    27 Billington Ln Unit 27, Brewster, MA 02631
    27 Billington Ln Unit 27, Brewster, MA 02631
    /35

    $525,000

    • 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!Discover the ease of coastal living in this charming townhome-style condo. Thoughtfully updated, this townhome is equally suited for year-round living, a weekend retreat, or a savvy investment.A beautifully renovated kitchen featuring added cabinetry, generous counter space, provides everything you need to cook and entertain with ease. Both bedrooms are

    Leighton Team Keller Williams Realty

    27 Billington Ln Unit 27, Brewster, MA 02631
  • 81 Red Maple Rd, Brewster, MA 02631
    81 Red Maple Rd, Brewster, MA 02631
    81 Red Maple Rd, Brewster, MA 02631
    /62

    $1,100,000

    Sold Jul 30, 2025

    81 Red Maple Rd, Brewster, MA 02631

    • 4 Beds
    • 2.5 Baths
    • 2,651 Sq Ft
    • Built 1988

    Last Sold Summary

    • $415/SF
    • 4 Days On Market

    Current Estimated Value $1,179,744

    Last Listing Agent Dee Higgins Gibson Sotheby's International Realty

    81 Red Maple Rd, Brewster, MA 02631
    • 128 Chilton Ln Unit 128, Brewster, MA 02631
      128 Chilton Ln Unit 128, Brewster, MA 02631
      128 Chilton Ln Unit 128, Brewster, MA 02631
      /31

      Not Listed For Sale

      128 Chilton Ln Unit 128, Brewster, MA 02631

      • 2 Beds
      • 2 Baths
      • 948 Sq Ft
      • Built 1984
      128 Chilton Ln Unit 128, Brewster, MA 02631

      Last Sold Summary

      • $502/SF
      • 1 Day On Market
      • Last Sold Price $476,000
      • May 03, 2024

      Last Listing Agent Tim/Becca Team Great Oak Realty Executives

  • 101 Evelyn's Dr, Brewster, MA 02631
    101 Evelyn's Dr, Brewster, MA 02631
    101 Evelyn's Dr, Brewster, MA 02631
    /42

    $1,600,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 2,354 Sq Ft

    101 Evelyn's Dr, Brewster, MA 02631

    Welcome to Brewster, MA - where Cape Cod charm meets a life well-lived.Tucked away on a quiet dead-end street, this stunning new construction home seamlessly blends luxury, location, and lifestyle.Every detail has been thoughtfully crafted by the builder and their in-house designer. In keeping with the Cape-style architecture, the goal was to blend classic elements with modern touches to create a

    Christine Lacava Jack Conway

    101 Evelyn's Dr, Brewster, MA 02631
  • 958 Long Pond Rd, Brewster, MA 02631
    958 Long Pond Rd, Brewster, MA 02631
    958 Long Pond Rd, Brewster, MA 02631
    /38

    $1,025,000

    Sold May 11, 2026

    958 Long Pond Rd, Brewster, MA 02631

    • 4 Beds
    • 3 Baths
    • 2,440 Sq Ft
    • Built 1820

    Last Sold Summary

    • 15% Below List Price
    • $420/SF
    • 64 Days On Market

    Current Estimated Value $1,050,486

    Last Listing Agent Dee Higgins Gibson Sotheby's International Realty

    958 Long Pond Rd, Brewster, MA 02631
    • 0 Run Hill Rd, Brewster, MA 02631
      0 Run Hill Rd, Brewster, MA 02631
      0 Run Hill Rd, Brewster, MA 02631
      /27

      Not Listed For Sale

      0 Run Hill Rd, Brewster, MA 02631

      0 Run Hill Rd, Brewster, MA 02631

      Last Sold Summary

      • 9 Days On Market
      • Last Sold Price $500,000
      • Dec 18, 2024

      Last Listing Agent Leighton Team Keller Williams Realty

  • 410 Blueberry Pond Dr, Brewster, MA 02631
    410 Blueberry Pond Dr, Brewster, MA 02631
    410 Blueberry Pond Dr, Brewster, MA 02631
    /62

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 2,471 Sq Ft

    410 Blueberry Pond Dr, Brewster, MA 02631

    Completed in 2023, this newly built, fully electric home blends elevated design, sustainable living, and timeless Cape Cod charm. Set on 1.15 acres across two parcels (and surrounded by conservation) with private access to Blueberry Pond, the residence offers ~2,400 sq ft across three thoughtfully designed levels. The home was designed with a primary suite on each of the main levels, offering

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    410 Blueberry Pond Dr, Brewster, MA 02631
  • 267 Sheep Pond Dr, Brewster, MA 02631
    267 Sheep Pond Dr, Brewster, MA 02631
    267 Sheep Pond Dr, Brewster, MA 02631
    /52

    $723,625

    Sold Jun 20, 2025

    267 Sheep Pond Dr, Brewster, MA 02631

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Built 1974

    Last Sold Summary

    • 7% Above List Price
    • $461/SF
    • 9 Days On Market

    Current Estimated Value $744,779

    Last Listing Agent John Mahan William Raveis Real Estate & Home Services

    267 Sheep Pond Dr, Brewster, MA 02631
    • 120 Alden Dr, Brewster, MA 02631
      120 Alden Dr, Brewster, MA 02631
      120 Alden Dr, Brewster, MA 02631
      /31

      Est $1,074,111

      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

      • 20% Below List Price
      • $485/SF
      • 22 Days On Market
      • Last Sold Price $1,350,000
      • Dec 11, 2024

      Last Listing Agent Leighton Team Keller Williams Realty

  • 61 Sheffield Rd, Brewster, MA 02631
    61 Sheffield Rd, Brewster, MA 02631
    61 Sheffield Rd, Brewster, MA 02631
    /4

    $1,199,000

    • 3 Beds
    • 3.5 Baths
    • 2,396 Sq Ft

    61 Sheffield Rd, Brewster, MA 02631

    An exceptional opportunity to build your dream Cape house in the heart of Brewster. This new construction offering arrives with building permits already in hand and a thoughtfully designed plan featuring 3 bedrooms and 3.5 baths. Enjoy the rare flexibility to tailor the layout and finishes to suit your vision or pivot to a complete custom build. The current plans are perfect for a seasonal

    Rebecca Joseph William Raveis Real Estate & Homes Services

    61 Sheffield Rd, Brewster, MA 02631
  • 126 Bittersweet Dr, Brewster, MA 02631
    126 Bittersweet Dr, Brewster, MA 02631
    126 Bittersweet Dr, 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 $895,797

    Last Listing Agent Dee Higgins Gibson Sotheby's International Realty

    126 Bittersweet Dr, Brewster, MA 02631
    • 83 Swamp Rd, Brewster, MA 02631
      83 Swamp Rd, Brewster, MA 02631
      83 Swamp Rd, Brewster, MA 02631
      /24

      Est $821,446

      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

      • 3% Above List Price
      • $973/SF
      • 18 Days On Market
      • Last Sold Price $794,000
      • Sep 18, 2023

      Last Listing Agent LUXRECapeCod Gibson Sotheby's International Realty

  • 186 Canoe Pond Dr, Brewster, MA 02631
    186 Canoe Pond Dr, Brewster, MA 02631
    186 Canoe Pond Dr, Brewster, MA 02631
    /44

    $975,000

    $24K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 2,574 Sq Ft

    186 Canoe Pond Dr, Brewster, MA 02631

    Imagine waking up everyday to stunning views of Canoe Pond and the serene sounds of nature. This spacious 3 bedroom- 3 bath home isn't just a house it's a lifestyle! Enjoy the tranquility of a quiet neighborhood while being 6 minute drive to Brewsters Paines Creek Beach and its famous flats at low tide. Whether you're canoeing, paddle boarding, fishing, out for a jog or walking a dog, this home

    Laura Johnson Gibson Sotheby's International Realty

    186 Canoe Pond Dr, Brewster, MA 02631
  • 158 Billington Ln, Brewster, MA 02631
    158 Billington Ln, Brewster, MA 02631
    158 Billington Ln, Brewster, MA 02631
    /37

    $575,000

    Sold Oct 01, 2025

    158 Billington Ln, Brewster, MA 02631

    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $541/SF
    • 35 Days On Market

    Current Estimated Value $587,714

    Last Listing Agent LUXRECapeCod Gibson Sotheby's International Realty

    158 Billington Ln, Brewster, MA 02631
    • 112 Paines Creek Rd, Brewster, MA 02631
      112 Paines Creek Rd, Brewster, MA 02631
      112 Paines Creek Rd, Brewster, MA 02631
      /38

      Est $1,175,558

      Not Listed For Sale

      112 Paines Creek Rd, Brewster, MA 02631

      • 4 Beds
      • 3 Baths
      • 2,423 Sq Ft
      • Built 2007
      112 Paines Creek Rd, Brewster, MA 02631

      Last Sold Summary

      • 3% Below List Price
      • $499/SF
      • 6 Days On Market
      • Last Sold Price $1,210,000
      • Aug 16, 2024

      Last Listing Agent Paula Casey Beach Realty

  • 84 Anchors Aweigh Rd, Brewster, MA 02631
    84 Anchors Aweigh Rd, Brewster, MA 02631
    84 Anchors Aweigh Rd, Brewster, MA 02631
    /50

    $1,095,000

    Pending
    • 3 Beds
    • 2 Baths
    • 654 Sq Ft

    84 Anchors Aweigh Rd, Brewster, MA 02631

    If you like like Pina Coladas...Legend has it the dunes from Rupert Holmes famous song are merely 140 ~ some odd steps from the front door. The private beach with mooring potential certainly is.Anchors Aweigh Rd, a tasteful 3 BR / 2 BA waterview cottage blending original charm with modern conveniences: sunny deck, outdoor shower, rooftop solar (fully owned / no electric bill / currently earning

    Michael Fitzgibbons Property Partners Real Estate, LLC

    84 Anchors Aweigh Rd, Brewster, MA 02631
  • 62 Fletcher Ln Unit G, Brewster, MA 02631
    62 Fletcher Ln Unit G, Brewster, MA 02631
    62 Fletcher Ln Unit G, Brewster, MA 02631
    /30

    $350,000

    Sold May 15, 2026

    62 Fletcher Ln Unit G, Brewster, MA 02631

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

    Last Sold Summary

    • $604/SF
    • 13 Days On Market

    Current Estimated Value $317,105

    Last Listing Agent Leighton Team Keller Williams Realty

    62 Fletcher Ln Unit G, Brewster, MA 02631
    • 134 Main St, Brewster, MA 02631
      134 Main St, Brewster, MA 02631
      134 Main St, Brewster, MA 02631
      /41

      Est $1,298,627

      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

      • 30% Above List Price
      • $274/SF
      • 154 Days On Market
      • Last Sold Price $1,000,000
      • Sep 25, 2024

      Last Listing Agent Thom Schoepfer Keller Williams Realty

  • 398 Lund Farm Way, Brewster, MA 02631
    398 Lund Farm Way, Brewster, MA 02631
    398 Lund Farm Way, Brewster, MA 02631
    /63

    $1,099,000

    $197K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft

    398 Lund Farm Way, Brewster, MA 02631

    Fully renovated and thoughtfully designed, this stunning four-bedroom, three-bathroom, 2,448 square-foot home offers deeded rights to Blueberry Pond and easy access to the Rail Trail and Nickerson State Park.The first floor features three bedrooms, including a primary suite with a large walk in shower. Each bathroom features gorgeous tile and fixtures. The heart of the home is a bright, modern

    Meghan Taylor Kinlin Grover Compass

    398 Lund Farm Way, Brewster, MA 02631
  • 26 Newport Rd, Brewster, MA 02631
    26 Newport Rd, Brewster, MA 02631
    26 Newport Rd, 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 $722,130

    Last Listing Agent Christine Briscoe SeasCape Realty, Inc.

    26 Newport Rd, Brewster, MA 02631
    • 32 Oliver Dr, Brewster, MA 02631
      32 Oliver Dr, Brewster, MA 02631
      32 Oliver Dr, Brewster, MA 02631
      /59

      Est $2,875,064

      Not Listed For Sale

      32 Oliver Dr, Brewster, MA 02631

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

      Last Sold Summary

      • 1% Above List Price
      • $825/SF
      • 320 Days On Market
      • Last Sold Price $2,850,000
      • Apr 02, 2025

      Last Listing Agent Cindy Harrington Berkshire Hathaway HomeServices Robert Paul Properties

  • 77 Chilton Ln Unit 77, Brewster, MA 02631
    77 Chilton Ln Unit 77, Brewster, MA 02631
    77 Chilton Ln Unit 77, Brewster, MA 02631
    /42

    $450,000

    • 2 Beds
    • 2 Baths
    • 935 Sq Ft

    77 Chilton Ln Unit 77, Brewster, MA 02631

    Enjoy views of Widger Hole Pond from the deck of this 2 bedroom, 2 bath second-floor condo at Ocean Edge. Offering 935 sq ft, the unit features engineered hardwood flooring throughout the living area, kitchen, and guest bath. The kitchen has been updated with newer cabinets, granite countertops, added cabinet and counter space, and stainless steel appliances. A central air system with heat pump

    Leighton Team Keller Williams Realty

    77 Chilton Ln Unit 77, Brewster, MA 02631
  • 79 Chilton Ln, Brewster, MA 02631
    79 Chilton Ln, Brewster, MA 02631
    79 Chilton Ln, Brewster, MA 02631
    /27

    $409,000

    Sold Aug 05, 2025

    79 Chilton Ln, Brewster, MA 02631

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

    Last Sold Summary

    • 2% Below List Price
    • $437/SF
    • 66 Days On Market

    Current Estimated Value $427,145

    Last Listing Agent Dawn Andalft-Newman Property Cape Cod

    79 Chilton Ln, Brewster, MA 02631
    • 9 Huckleberry Ln, Brewster, MA 02631
      9 Huckleberry Ln, Brewster, MA 02631
      9 Huckleberry Ln, Brewster, MA 02631
      /26

      Est $752,050

      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

      • 14% Above List Price
      • $424/SF
      • 11 Days On Market
      • Last Sold Price $659,000
      • Sep 20, 2024

      Last Listing Agent John Lynch Dwell360

  • 72 Winstead Rd, Brewster, MA 02631
    72 Winstead Rd, Brewster, MA 02631
    72 Winstead Rd, Brewster, MA 02631
    /47

    $1,675,000

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

    72 Winstead Rd, Brewster, MA 02631

    A masterfully crafted custom residence, impeccably maintained with many updates. This exceptional home is set on an expansive, private lot just steps from Long Pond beach and boat ramp, within the prestigious Pond Oaks Estates. Designed with both elegance & comfort in mind, the sun-drenched interior features soaring cathedral ceilings, dramatic walls of glass, & rich hardwood floors, creating a

    Dolores Alberti Gibson Sotheby's International Realty

    72 Winstead Rd, Brewster, MA 02631

Showing Results 1 - 40, Page 1 of 18

Massachusetts Barnstable County Brewster

Real Estate & Homes

Home Trends in Brewster, MA

On average, homes in Brewster, MA sell after 49 days on the market compared to the national average of 58 days. The median sale price for homes in Brewster, MA over the last 12 months is $700,000, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$700,000
Median Single Family Sale Price
$839,000
Median Townhouse Sale Price
$499,000
Median 2 Bedroom Sale Price
$462,500
Median 1 Bedroom Sale Price
$325,000
Average Price Per Sq Ft
$519
Number of Homes for Sale
46
Last 12 months Home Sales
354
Months of Supply
1.60
Median List Price
$735,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
2%
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