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Brewster, MA Homes for Sale | Realty.com
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75 listings
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Homes for Sale in Brewster, MA

Homes for Sale in Brewster, MA

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18 of 75 Listings
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Homes for Sale in Brewster, MA

18 of 75 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. NewActive

    $1,250,000

    3 bd · 3 ba · 2,100 sqft

    81 Pond Street, Brewster, MA

    Nancy M Whitehurst · Christie's Int'l RE Atlantic Brokerage

  2. 92 Dune Road — photoNewOpen house Sat, Oct 10 · 12:00 PM38Active

    $1,799,000

    4 bd · 4 ba · 1,726 sqft

    92 Dune Road, Brewster, MA

    Leighton Team · Keller Williams Realty

  3. 136 N Pond Dr — photoNewOpen house Sat, Oct 10 · 1:00 PM42Active

    $900,000

    4 bd · 3 ba · 1,878 sqft

    136 N Pond Dr, Brewster, MA

    Amy Harbeck · Kinlin Grover Compass

  4. NewActive

    $735,000

    3 bd · 2 ba · 1,687 sqft

    141 Timberlane Drive, Brewster, MA

    Sydney Wacht · Greer Real Estate, LLC

  5. 112 Blueberry Pond Drive — photoOpen house Sat, Oct 10 · 1:30 PM35Active

    $1,025,000

    4 bd · 3 ba · 2,448 sqft

    112 Blueberry Pond Drive, Brewster, MA

    Tracey E Oringer · Kinlin Grover Compass

  6. 51 Tracy Lane — photoOpen house Fri, Oct 9 · 4:00 PM53Active

    $899,000

    3 bd · 3 ba · 2,371 sqft

    51 Tracy Lane, Brewster, MA

    Leighton Team · Keller Williams Realty

  7. 21 Chilton Lane Unit 21 — photoOpen house Fri, Oct 9 · 2:30 PM34Active

    $449,000

    2 bd · 2 ba · 948 sqft

    21 Chilton Lane Unit 21, Brewster, MA

    David L White · OwnerEntry.com

  8. 108 Chilton Lane Unit 108 — photoOpen house Sat, Oct 10 · 11:30 AM48Active

    $365,000

    2 bd · 2 ba · 929 sqft

    108 Chilton Lane Unit 108, Brewster, MA

    Amy L Harbeck · Kinlin Grover Compass

  9. 134 Billington Ln #134 — photo42Active

    $525,000

    2 bd · 2 ba · 1,032 sqft

    134 Billington Ln #134, Brewster, MA

    A Cape Life Team · Today Real Estate, Inc.

  10. 134 Billington Lane — photoOpen house Sat, Oct 10 · 11:30 AM53Active

    $525,000

    2 bd · 2 ba · 1,032 sqft

    134 Billington Lane, Brewster, MA

    A Cape Life · Today Real Estate

  11. 104 Susanna Drive — photo38Active

    $645,000

    2 bd · 2 ba · 1,190 sqft

    104 Susanna Drive, Brewster, MA

    Leighton Team · Keller Williams Realty

  12. 66 Roberts Road — photoOpen house Sat, Oct 10 · 11:00 AM37Active

    $1,495,000

    4 bd · 2 ba · 1,344 sqft

    66 Roberts Road, Brewster, MA

    Jill S Cohen · Redfin Corporation

  13. 102 Fletcher Ln #a — photo18Active

    $335,000

    1 bd · 1 ba · 589 sqft

    102 Fletcher Ln #a, Brewster, MA

    Leighton Team · Keller Williams Realty

  14. Active

    $1,849,000

    3 bd · 2 ba · 2,028 sqft

    33 Gilbert Road, Brewster, MA

    Peggy A Farber · Gibson Sotheby's International Realty

  15. 41 Woodview Dr #41 — photo23Active

    $410,000

    2 bd · 2 ba · 1,152 sqft

    41 Woodview Dr #41, Brewster, MA

    Lori Fanning Smith · Compass

  16. 62 Fletcher Ln N — photo31Active

    $340,000

    1 bd · 1 ba · 591 sqft

    62 Fletcher Ln N, Brewster, MA

    Jay Schildge · Redfin Corp.

  17. 101 Fletcher Lane Unit I — photoPrice ReducedOpen house Sat, Oct 10 · 1:00 PM31Active

    $315,000

    1 bd · 1 ba · 579 sqft

    101 Fletcher Lane Unit I, Brewster, MA

    Leighton Team · Keller Williams Realty

  18. 62 Fletcher Lane Unit N — photo28Active

    $340,000

    1 bd · 1 ba · 589 sqft

    62 Fletcher Lane Unit N, Brewster, MA

    Jason R Schildge · Redfin Corporation

12…4
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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: 2026-10-07 21:54:00 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    Nearby areas

    ZIP codes

    • 02657 (140)
    • 02631 (81)
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    • 02655 (74)
    • 02633 (67)
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    Brewster, MA community profile

    Area
    25.5 sq. mi.

    Source: HJN community data

    Brewster housing market

    September 2026 · This period is still settling

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 13 sales · as of Sep 29, 2026

    Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

    Median list price
    $725,000
    Homes for sale
    49
    Median days on market
    9 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 9, 2026

    Median home size
    1,631 sq. ft.