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Open Houses in Chatham, MA
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27 listings
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3 beds

Open Houses in Chatham, MA

Open Houses in Chatham, MA

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18 of 27 Listings
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Open Houses in Chatham, MA

18 of 27 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. 25 Partridge Path — photoNewOpen house Sat, Oct 10 · 10:00 AM42Active

    $849,900

    3 bd · 2 ba · 2,000 sqft

    25 Partridge Path, Chatham, MA

    Cape Island Estates Group · Christie's International Real Estate Atlantic Brokerage

  2. Open house Sat, Oct 10 · 2:00 PMActive

    $1,415,000

    3 bd · 3 ba · 1,920 sqft

    112 Soundview Avenue, Chatham, MA

    Dawn Boynton · Berkshire Hathaway HomeServices Robert Paul Properties

  3. 764 Riverview Dr — photoOpen house Sat, Oct 10 · 10:30 AM24Active

    $1,650,000

    3 bd · 3 ba · 1,902 sqft

    764 Riverview Dr, Chatham, MA

    Sharon Mabile · Berkshire Hathaway HomeServices Robert Paul Properties

  4. 35 Crows Pond Rd — photoOpen house Sat, Oct 10 · 12:30 PM29Active

    $3,995,000

    3 bd · 5 ba · 4,400 sqft

    35 Crows Pond Rd, Chatham, MA

    Betsy Hargreaves · Gibson Sotheby's International Realty

  5. 2118 Main Street — photoOpen house Sun, Oct 11 · 10:30 AM33Active

    $1,399,000

    4 bd · 3 ba · 2,670 sqft

    2118 Main Street, Chatham, MA

    Marcie Smith · Gibson Sotheby's International Realty

  6. 20 Stoughton Lane — photoOpen house Sat, Oct 10 · 11:00 AM32Active

    $2,285,000

    5 bd · 4 ba · 2,478 sqft

    20 Stoughton Lane, Chatham, MA

    Elaine Babineau Lomenzo · William Raveis Real Estate & Home Services

  7. 2673 Main St — photoOpen house Sun, Oct 11 · 10:00 AM42Active

    $849,000

    4 bd · 2 ba · 1,635 sqft

    2673 Main St, Chatham, MA

    Barbara Garside · eXp Realty LLC

  8. 288 Training Field Road — photoOpen house Sat, Oct 10 · 10:00 AM31Active

    $1,200,000

    2 bd · 3 ba · 2,380 sqft

    288 Training Field Road, Chatham, MA

    Karen Quinn · William Raveis Real Estate & Home Services

  9. 169 Tisquantum Road — photoOpen house Sat, Oct 10 · 1:00 PM80Active

    $4,495,000

    5 bd · 5 ba · 5,887 sqft

    169 Tisquantum Road, Chatham, MA

    Guthrie Schofield Group · Berkshire Hathaway HomeServices Robert Paul Properties

  10. Open house Sat, Oct 10 · 1:00 PMActive

    $5,950,000

    4 bd · 4 ba · 2,688 sqft

    5 Hillcrest Lane, Chatham, MA

    Emily A Boynton · BMTF Partnership

  11. 22 Moonpenny Lane — photoOpen house Sat, Oct 10 · 11:00 AM54Active

    $4,250,000

    4 bd · 5 ba · 4,298 sqft

    22 Moonpenny Lane, Chatham, MA

    Lori Jurkowski · Christie's International Real Estate Atlantic Brokerage

  12. 72 Ridgevale Rd So — photoOpen house Sat, Oct 10 · 10:30 AM42Active

    $2,499,000

    2 bd · 2 ba · 1,547 sqft

    72 Ridgevale Rd So, Chatham, MA

    Shane Masaschi · Compass

  13. 20 Circle Drive — photoPrice ReducedOpen house Sun, Oct 11 · 12:00 PM42Active

    $2,140,000

    4 bd · 3 ba · 3,102 sqft

    20 Circle Drive, Chatham, MA

    Barbara Carroll-Horne · Gibson Sotheby's International Realty

  14. 106 Barcliff Avenue — photoOpen house Sat, Oct 10 · 11:00 AM35Active

    $5,250,000

    4 bd · 5 ba · 4,000 sqft

    106 Barcliff Avenue, Chatham, MA

    Jill Boudreau · eXp Realty, LLC

  15. 72 Ridgevale Road S — photoOpen house Sat, Oct 10 · 10:30 AM50Active

    $2,499,000

    2 bd · 2 ba · 1,547 sqft

    72 Ridgevale Road S, Chatham, MA

    Shane K Masaschi · Compass

  16. 87 Cranberry Lane — photoOpen house Sun, Oct 11 · 11:00 AM47Active

    $1,495,000

    3 bd · 2 ba · 1,238 sqft

    87 Cranberry Lane, Chatham, MA

    David C Carter · Compass Massachusetts, LLC

  17. 1114 Orleans Rd #8 — photoPrice ReducedOpen house Sat, Oct 10 · 10:30 AM42Active

    $1,325,000

    2 bd · 3 ba · 2,306 sqft

    1114 Orleans Rd #8, Chatham, MA

    Betsy Hargreaves · Gibson Sotheby's International Realty

  18. 71 Rowland Drive — photoPrice ReducedOpen house Sat, Oct 10 · 12:30 PM22Active

    $1,795,000

    3 bd · 2 ba · 1,398 sqft

    71 Rowland Drive, Chatham, MA

    Dawn Marie Boynton · Berkshire Hathaway HomeServices Robert Paul Properties

12

About Open Houses in Chatham, MA

Open Houses in Chatham, MA: 27 active listings as of October 10, 2026, 10:15 UTC.

Open houses on this page

Saturday, October 10

  • 25 Partridge Path, Chatham, MA 02633 · 10:00 AM–12:00 PM
  • 288 Training Field Road, Chatham, MA 02633 · 10:00 AM–12:00 PM
  • 764 Riverview Dr, Chatham, MA 02633 · 10:30 AM–12:00 PM
  • 72 Ridgevale Rd So, Chatham, MA 02633 · 10:30 AM–12:00 PM
  • 72 Ridgevale Road S, Chatham, MA 02633 · 10:30 AM–12:00 PM
  • 1114 Orleans Rd #8, Chatham, MA 02650 · 10:30 AM–12:00 PM
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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.

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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: 2026-10-10 02:00:00 UTC
  • 20 Stoughton Lane, Chatham, MA 02633 · 11:00 AM–2:00 PM
  • 22 Moonpenny Lane, Chatham, MA 02633 · 11:00 AM–12:30 PM
  • 106 Barcliff Avenue, Chatham, MA 02633 · 11:00 AM–12:30 PM
  • 35 Crows Pond Rd, Chatham, MA 02633 · 12:30 PM–2:30 PM
  • 71 Rowland Drive, Chatham, MA 02650 · 12:30 PM–2:00 PM
  • 169 Tisquantum Road, Chatham, MA 02633 · 1:00 PM–3:00 PM
  • 5 Hillcrest Lane, Chatham, MA 02650 · 1:00 PM–3:00 PM
  • 112 Soundview Avenue, Chatham, MA 02633 · 2:00 PM–3:30 PM
  • Sunday, October 11

    • 2673 Main St, Chatham, MA 02659 · 10:00 AM–11:30 AM
    • 2118 Main Street, Chatham, MA 02633 · 10:30 AM–12:00 PM
    • 87 Cranberry Lane, Chatham, MA 02633 · 11:00 AM–1:00 PM
    • 20 Circle Drive, Chatham, MA 02659 · 12:00 PM–1:30 PM

    How do open houses work?

    An open house is a scheduled time to view a home. Some open houses are held in person and some as a livestream. The times shown here come from the listing’s MLS and can change or be cancelled, so check the listing before you plan to attend.

    Explore Chatham homes

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    Chatham, MA community profile

    Area
    16.7 sq. mi.

    Source: HJN community data

    Chatham housing market

    September 2026 · This period is still settling

    Selling at 97.2% of asking price

    Buyers here are paying below asking. MLS · 22 sales · as of Sep 28, 2026

    Homes on the market · MLS, as of Sep 27, 2026–Sep 28, 2026

    Median list price
    $3,100,000
    Homes for sale
    38
    Median days on market
    22 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
    1,902 sq. ft.