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Chatham, MA Homes for Sale | Realty.com
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3 beds
83 listings
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New construction
With a pool

Homes for Sale in Chatham, MA

Homes for Sale in Chatham, MA

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20 of 83 Listings
Map

Homes for Sale in Chatham, MA

20 of 83 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. 103 Aunt Nabby's Lane — photoNew47Active

    $4,950,000

    3 bd · 4 ba · 3,441 sqft

    103 Aunt Nabby's Lane, Chatham, MA

    Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties

  2. 116 Vineyard Avenue — photo48Active

    $1,340,000

    3 bd · 3 ba · 2,155 sqft

    116 Vineyard Avenue, Chatham, MA

    Allison Beavan · William Raveis Real Estate & Home Services

  3. 108 Queen Anne Road — photo21Active

    $6,990,000

    5 bd · 6 ba · 4,000 sqft

    108 Queen Anne Road, Chatham, MA

  4. 87 Cranberry Lane — photo54Active

    $1,495,000

    3 bd · 2 ba · 1,701 sqft

    87 Cranberry Lane, Chatham, MA

    David C Carter · Compass Massachusetts, LLC

  5. 210 Orleans Road #C — photo21Active

    $675,000

    2 bd · 2 ba · 996 sqft

    210 Orleans Road #C, Chatham, MA

  6. 23 Taylors Pond Rd — photo42Active

    $1,795,000

    3 bd · 3 ba · 2,719 sqft

    23 Taylors Pond Rd, Chatham, MA

  7. 1114 Orleans Rd #8 — photo42Active

    $1,375,000

    2 bd · 3 ba · 2,306 sqft

    1114 Orleans Rd #8, Chatham, MA

  8. 40 Middle Rd — photo42Active

    $3,495,000

    3 bd · 4 ba · 3,838 sqft

    40 Middle Rd, Chatham, MA

  9. 4 Williams Way — photo42Active

    $1,950,000

    4 bd · 3 ba · 2,198 sqft

    4 Williams Way, Chatham, MA

  10. 57 Whitman Avenue Unit a — photo59Active

    $699,000

    2 bd · 2 ba · 900 sqft

    57 Whitman Avenue Unit a, Chatham, MA

    Kimberly A Clark · Bayside Realty Consultants

  11. 156 Chatham Bars Avenue — photo85Active

    $2,995,000

    5 bd · 4 ba · 1,969 sqft

    156 Chatham Bars Avenue, Chatham, MA

    Barbara P Garside · eXp Realty, LLC

  12. 71 Rowland Drive — photo22Active

    $1,895,000

    2 bd · 2 ba · 1,398 sqft

    71 Rowland Drive, Chatham, MA

  13. 43 Tobey Turtle — photoPrice Reduced42Active

    $1,695,000

    2 bd · 4 ba · 2,331 sqft

    43 Tobey Turtle, Chatham, MA

  14. 43 Tobey Turtle Road — photoPrice Reduced47Active

    $1,695,000

    2 bd · 4 ba · 2,331 sqft

    43 Tobey Turtle Road, Chatham, MA

    Timothy P Bailey · John C Ricotta & Assoc.

  15. 48 Hunter Rise — photo42Active

    $3,595,000

    3 bd · 4 ba · 2,856 sqft

    48 Hunter Rise, Chatham, MA

  16. 190 Heritage Lane — photo55Active

    $1,199,000

    3 bd · 3 ba · 1,884 sqft

    190 Heritage Lane, Chatham, MA

    Shane K Masaschi · Compass

  17. 166 Shore Road — photoPrice Reduced103Active

    $8,950,000

    4 bd · 3 ba · 1,738 sqft

    166 Shore Road, Chatham, MA

    Guthrie Schofield Group · Berkshire Hathaway HomeServices Robert Paul Properties

  18. 66 Ethelma Drive — photo2Active

    $4,500,000

    4 bd · 5 ba · 4,689 sqft

    66 Ethelma Drive, Chatham, MA

    Guthrie Schofield Group · Berkshire Hathaway HomeServices Robert Paul Properties

  19. 600 Fox Hill Rd — photo24Active

    $4,250,000

    3 bd · 4 ba · 3,071 sqft

    600 Fox Hill Rd, Chatham, MA

  20. 153 Shore Road — photo59Active

    $9,995,000

    3 bd · 3 ba · 3,079 sqft

    153 Shore Road, Chatham, MA

    Sarah Keith · eXp Realty, LLC

12…4

Explore Chatham homes

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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.
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Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-09-01 07:09:00 UTC
    • New construction
    • With a pool

    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

    Nearby areas

    ZIP codes

    • 02633 (71)
    • 02601 (70)
    • 02631 (62)
    • 02653 (54)
    • 02675 (51)
    • 02642 (49)
    • 02673 (48)
    • 02664 (46)

    Cities

    • Barnstable (89)
    • Dennis (68)
    • Yarmouth (68)
    • Brewster (62)
    • Orleans (56)
    • Eastham (48)
    • Wellfleet (47)
    • Harwich (45)

    Chatham housing market

    July 2026

    Chatham 12-month median sale price trend

    Selling at 98.2% of asking price

    Buyers here are paying below asking. MLS · 17 sales · as of Jul 31, 2026

    Homes that sold · County records, as of Jul 31, 2026

    Median sale price
    $1,495,000$1,050,000–$2,722,500 typical range
    Price per sq. ft.
    $662
    Sales
    19
    Paid in cash
    57.9%

    Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

    Median list price
    $2,995,000
    Homes for sale
    54
    Median days on market
    12 days

    Price trend · Assessor repeat sales, as of Jul 31, 2026

    Year-over-year
    3.1%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

    Median home size
    1,890 sq. ft.