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South Dennis, MA Homes for Sale | Realty.com
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20 listings
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Homes for Sale in South Dennis, MA

Homes for Sale in South Dennis, MA

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20 Listings
Map

Homes for Sale in South Dennis, MA

20 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. 33 Charing Cross Road — photo40Active

    $550,000

    3 bd · 1 ba · 1,096 sqft

    33 Charing Cross Road, South Dennis, MA

    Jean E Schiffmann · Bayview Real Estate, LLC

  2. Open house Sat, Nov 7 · 10:00 AMActive

    $899,000

    3 bd · 2 ba · 2,432 sqft

    19 Asack Drive, South Dennis, MA

    Lisa A Griffin · Gibson Sotheby's International Realty

  3. 21 Ashkins Drive — photo27Active

    $575,000

    2 bd · 1 ba · 780 sqft

    21 Ashkins Drive, South Dennis, MA

    Nathan Small · Today Real Estate

  4. 25 Freydis Drive — photoPrice Reduced28Active

    $509,900

    3 bd · 1 ba · 992 sqft

    25 Freydis Drive, South Dennis, MA

    Richard J Waystack · Keller Williams Realty

  5. 222 Mayfair Road — photoPrice Reduced28Active

    $545,000

    3 bd · 1 ba · 1,084 sqft

    222 Mayfair Road, South Dennis, MA

    Karen St. Amand · Today Real Estate

  6. 124 Gages Way — photoPrice Reduced11Active

    $469,000

    2 bd · 1 ba · 768 sqft

    124 Gages Way, South Dennis, MA

    Deborah McDevitt Hays · McDevitt REALTORS

  7. 20 Norse Road — photoPrice Reduced24Active

    $498,000

    2 bd · 1 ba · 595 sqft

    20 Norse Road, South Dennis, MA

    Susana Murphy · Alante Real Estate

  8. 2 Pheasant Lane — photo28Active

    $739,900

    4 bd · 2 ba · 1,887 sqft

    2 Pheasant Lane, South Dennis, MA

    Lisa Jacobs · Keller Williams Realty Boston-MetroWest

  9. 310 Old Chatham Road #6 Unit F-6 — photoPrice Reduced39Active

    $22,000

    2 bd · 1 ba · 744 sqft

    310 Old Chatham Road #6 Unit F-6, South Dennis, MA

    Melanie Cauchon · Melanie Cauchon Real Estate

  10. 15 Homer Lane — photoPrice Reduced40Active

    $679,000

    3 bd · 2 ba · 1,192 sqft

    15 Homer Lane, South Dennis, MA

    Rory Eames · Coldwell Banker Martha Murray

  11. 310 Old Chatham Road #14 G 14 — photo62Active

    $109,900

    2 bd · 1 ba · 572 sqft

    310 Old Chatham Road #14 G 14, South Dennis, MA

    Melanie Cauchon · Melanie Cauchon Real Estate

  12. 432 Old Chatham Road Apt 411 — photoPrice Reduced35Active

    $329,000

    2 bd · 1 ba · 1,030 sqft

    432 Old Chatham Road Apt 411, South Dennis, MA

    Becky White · Lamacchia Realty, Inc.

  13. 370 Main Street — photoPrice Reduced89Active

    $1,495,000

    5 bd · 5 ba · 2,617 sqft

    370 Main Street, South Dennis, MA

    Fran I Schofield · Berkshire Hathaway HomeServices Robert Paul Properties

  14. 27 Openfield Road — photo42Active

    $2,745,000

    4 bd · 4 ba · 3,502 sqft

    27 Openfield Road, South Dennis, MA

    Michael Trabulsie · Luxury Homes of Cape Cod

  15. 310 Old Chatham Road #149 Unit a-149 — photoPrice Reduced48Active

    $68,900

    2 bd · 1 ba · 500 sqft

    310 Old Chatham Road #149 Unit a-149, South Dennis, MA

    Melanie Cauchon · Melanie Cauchon Real Estate

  16. 8 Winstons Path — photoPrice Reduced49Active

    $1,250,000

    3 bd · 3 ba · 3,079 sqft

    8 Winstons Path, South Dennis, MA

    Leo Doyle · Oceanside Realty Group

  17. 310 Old Chatham Road #134 a-134 — photo22Active

    $46,000

    2 bd · 1 ba · 415 sqft

    310 Old Chatham Road #134 a-134, South Dennis, MA

    Kate M Plummer · Today Real Estate

  18. 310 Old Chatham Road #21 Unit a-21 — photoPrice Reduced52Active

    $69,999

    3 bd · 1 ba · 727 sqft

    310 Old Chatham Road #21 Unit a-21, South Dennis, MA

    Melanie Cauchon · Melanie Cauchon Real Estate

  19. 7 Pinefield Lane — photoPrice Reduced40Active

    $973,000

    3 bd · 2 ba · 2,027 sqft

    7 Pinefield Lane, South Dennis, MA

    Alayne Hogan · Kinlin Grover Compass

  20. 310 Old Chatham Road #E47 — photoPrice Reduced40Active

    $44,000

    2 bd · 1 ba · 258 sqft

    310 Old Chatham Road #E47, South Dennis, MA

    Melanie Cauchon · Melanie Cauchon Real Estate

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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.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    Nearby areas

    ZIP codes

    • 02649 (206)
    • 02601 (79)
    • 02563 (72)
    • 02633 (71)
    • 02653 (70)
    • 02655 (69)
    • 02631 (68)
    • 02664 (65)

    Cities

    • Mashpee (206)
    • Barnstable (174)
    • Sandwich (105)
    • Chatham (85)
    • Dennis (69)
    • Orleans (69)
    • Brewster (68)
    • Harwich (66)

    South Dennis, MA community profile

    Area
    9.7 sq. mi.

    Source: HJN community data

    South Dennis housing market

    October 2026 · This period is still settling

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 19 sales · as of Oct 30, 2026

    Homes on the market · MLS, as of Oct 25, 2026–Oct 30, 2026

    Median list price
    $775,000
    Homes for sale
    33
    Median days on market
    34 days

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

    Median home size
    1,440 sq. ft.