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Luxury Homes in Brewster, MA
15 listings

Luxury Homes in Brewster, MA

Luxury Homes in Brewster, MA

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15 Listings
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Luxury Homes in Brewster, MA

15 Listings

  1. NewOpen house Sat, Nov 7 · 11:00 AMActive

    $1,400,000

    3 bd · 3 ba · 2,022 sqft

    121 a P Newcomb Road, Brewster, MA

    Leighton Team · Keller Williams Realty

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  • 410 Blueberry Pond Dr — photo41Active

    $1,399,000

    4 bd · 3 ba · 2,471 sqft

    410 Blueberry Pond Dr, Brewster, MA

    Guthrie Schofield Group · Berkshire Hathaway HomeServices Robert Paul Properties

  • 79 Old Freemans Way — photoOpen house Sat, Nov 7 · 1:00 PM65Active

    $1,000,000

    3 bd · 2 ba · 1,981 sqft

    79 Old Freemans Way, Brewster, MA

    Leighton Team · Keller Williams Realty

  • 112 Blueberry Pond Drive — photo36Active

    $1,025,000

    4 bd · 3 ba · 2,448 sqft

    112 Blueberry Pond Drive, Brewster, MA

    Tracey E Oringer · Kinlin Grover Compass

  • 66 Roberts Rd — photo37Active

    $1,495,000

    4 bd · 2 ba · 1,344 sqft

    66 Roberts Rd, Brewster, MA

    Jill Cohen · Redfin Corp.

  • 33 Gilbert Road — photoPrice Reduced64Active

    $1,750,000

    3 bd · 2 ba · 2,028 sqft

    33 Gilbert Road, Brewster, MA

    Peggy A Farber · Gibson Sotheby's International Realty

  • 674 Crowells Bog Rd — photo42Active

    $3,399,000

    6 bd · 5 ba · 5,430 sqft

    674 Crowells Bog Rd, Brewster, MA

    Natalia Weiner · Gibson Sotheby's International Realty

  • 155 Damon Road — photoPrice Reduced41Active

    $1,195,000

    4 bd · 4 ba · 3,404 sqft

    155 Damon Road, Brewster, MA

    Meghan Taylor · Kinlin Grover Compass

  • 37 Autumn Court — photoPrice ReducedOpen house Sat, Nov 7 · 10:30 AM99Active

    $1,895,000

    4 bd · 4 ba · 3,406 sqft

    37 Autumn Court, Brewster, MA

    DREAM International · Dream Homes & Estates, Inc.

  • 47 Bay View Drive — photo69Active

    $2,400,000

    4 bd · 5 ba · 4,212 sqft

    47 Bay View Drive, Brewster, MA

    Jeffrey E Cusack · Cove Road Real Estate

  • 206 Landing Drive — photoPrice Reduced90Active

    $1,375,000

    5 bd · 4 ba · 3,668 sqft

    206 Landing Drive, Brewster, MA

    Jeffrey E Cusack · Cove Road Real Estate

  • 55 Bayview Drive — photo69Active

    $2,400,000

    4 bd · 6 ba · 4,250 sqft

    55 Bayview Drive, Brewster, MA

    Jeffrey E Cusack · Cove Road Real Estate

  • 0 Ridgewood Dr. — photoPrice Reduced40Active

    $1,795,000

    4 bd · 4 ba · 2,337 sqft

    0 Ridgewood Dr., Brewster, MA

    Amy Harbeck · Kinlin Grover Compass

  • 0 Ridgewood Drive — photoPrice Reduced42Active

    $1,795,000

    4 bd · 4 ba · 2,337 sqft

    0 Ridgewood Drive, Brewster, MA

    Amy L Harbeck · Kinlin Grover Compass

  • 80 Abby Road — photoPrice Reduced41Active

    $1,595,000

    4 bd · 4 ba · 2,859 sqft

    80 Abby Road, Brewster, MA

    Dee Higgins · Gibson Sotheby's International Realty

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    Thomas O'Leary

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    Lic. #1000018

    Call Thomas

    Listing data & MLS disclosures

    Cape Cod & Islands Association of REALTORS
    The data relating to real estate for sale on this site comes from the Broker Reciprocity of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than the brokerage firm owning this website are marked with the IDX Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor the brokerage firm owning this website shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All Rights Reserved.
    MLS Property Information Network (MLS PIN)
    The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
    Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-30 20:39:00 UTC

    Brewster housing market

    October 2026 · This period is still settling

    Selling at 98.5% of asking price

    Buyers here are paying below asking. MLS · 21 sales · as of Oct 28, 2026

    Homes on the market · MLS, as of Oct 25, 2026

    Median list price
    $742,000
    Homes for sale
    48

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,631 sq. ft.

    Brewster, MA community profile

    Area
    25.5 sq. mi.

    Source: HJN community data