Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Single-Family Homes in Brewster, MA
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

41 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search

Single-Family Homes in Brewster, MA

Single-Family Homes in Brewster, MA

Hide Map
15 of 41 Listings
Map

Single-Family Homes in Brewster, MA

15 of 41 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. Active

    $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 — photo36Active

    $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 — photo42Active

    $900,000

    4 bd · 3 ba · 1,878 sqft

    136 N Pond Dr, Brewster, MA

    Amy Harbeck · Kinlin Grover Compass

  4. Active

    $735,000

    3 bd · 2 ba · 1,687 sqft

    141 Timberlane Drive, Brewster, MA

    Sydney Wacht · Greer Real Estate, LLC

  5. 51 Tracy Lane — photoOpen house Fri, Oct 16 · 4:00 PM53Active

    $899,000

    3 bd · 3 ba · 2,371 sqft

    51 Tracy Lane, Brewster, MA

    Leighton Team · Keller Williams Realty

  6. 66 Roberts Road — photo37Active

    $1,495,000

    4 bd · 2 ba · 1,344 sqft

    66 Roberts Road, Brewster, MA

    Jill S Cohen · Redfin Corporation

  7. Active

    $1,849,000

    3 bd · 2 ba · 2,028 sqft

    33 Gilbert Road, Brewster, MA

    Peggy A Farber · Gibson Sotheby's International Realty

  8. 27 McGuerty Road — photo52Active

    $725,000

    6 bd · 2 ba · 2,282 sqft

    27 McGuerty Road, Brewster, MA

    Leighton Team · Keller Williams Realty

  9. Active

    $675,000

    4 bd · 3 ba · 1,872 sqft

    1580 Main Street, Brewster, MA

    Deborah McDevitt Hays · McDevitt REALTORS

  10. 27 Walker Road — photoPrice ReducedOpen house Sat, Oct 17 · 11:30 AM31Active

    $879,999

    3 bd · 2 ba · 1,993 sqft

    27 Walker Road, Brewster, MA

    David Anderson · Access Real Estate

  11. 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

  12. 130 Cathedral Road — photoOpen house Sat, Oct 17 · 11:00 AM30Active

    $890,000

    2 bd · 2 ba · 1,552 sqft

    130 Cathedral Road, Brewster, MA

    Tracey E Oringer · Kinlin Grover Compass

  13. 193 Wayside Drive — photoPrice Reduced31Active

    $775,000

    3 bd · 2 ba · 1,764 sqft

    193 Wayside Drive, Brewster, MA

    Deborah D Martin · Keller Williams Realty

  14. 333 Harwich Road — photoPrice Reduced50Active

    $725,000

    3 bd · 2 ba · 1,560 sqft

    333 Harwich Road, Brewster, MA

    Laura L Clements · Cove Road Real Estate

  15. 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

12
Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

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: 2026-10-13 00:39:00 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    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 · 15 sales · as of Sep 30, 2026

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $725,000
    Homes for sale
    49
    Median days on market
    6 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.