Chatham, MA Homes & Real Estate for Sale

Page 1 of 4
66 listings
67 A Leonard Way, Chatham, MA 02633
Single-Family Home For Sale

$975,000

  • 2 bed |
  • 2 bath |
  • 1,340 sqft |
  • 0.5 acre lot
67 A Leonard Way Chatham, MA 02633

#22503603 - Compass

80 Tisquantum Road, Chatham, MA 02633
Pending

$3,399,000

  • 3 bed |
  • 4 bath |
  • 2,821 sqft |
  • 1.68 acre lot
80 Tisquantum Road Chatham, MA 02633

#22503547 - Gibson Sotheby's International Realty

55 Meadowview Road S, Chatham, MA 02633
Pending

$1,900,000

  • 4 bed |
  • 3 bath |
  • 1,897 sqft |
  • 0.51 acre lot
55 Meadowview Road S Chatham, MA 02633

#22503501 - Keller Williams Realty

24 Chickadee Circle, Chatham, MA 02633
Single-Family Home For Sale

$1,100,000

  • 2 bed |
  • 2 bath |
  • 1,504 sqft |
  • 0.98 acre lot
24 Chickadee Circle Chatham, MA 02633

#22503484 - Kinlin Grover Compass

89 Ocean Port Lane, Chatham, MA 02633
Pending

$650,000

  • 2 bed |
  • 1 bath |
  • 600 sqft |
  • 7,405 sqft lot
89 Ocean Port Lane Chatham, MA 02633

#22503428 - Compass Massachusetts, LLC

30 Tisquantum Road, Chatham, MA 02633
Single-Family Home For Sale

$8,500,000

  • 5 bed |
  • 5 bath |
  • 4,305 sqft |
  • 2.33 acre lot
30 Tisquantum Road Chatham, MA 02633

#22503340 - Compass Massachusetts, LLC

74 Deering Drive, Chatham, MA 02633
Pending

$1,795,000

  • 3 bed |
  • 4 bath |
  • 3,057 sqft |
  • 0.37 acre lot
74 Deering Drive Chatham, MA 02633

#22503277 - Compass Massachusetts, LLC

71 Potonumecot Road, Chatham, MA 02633
Pending

$1,150,000

  • 3 bed |
  • 2 bath |
  • 1,744 sqft |
  • 0.47 acre lot
71 Potonumecot Road Chatham, MA 02633

#22503240 - Christie's International Real Estate Atlantic Brokerage

17 Bucks Lane, Chatham, MA 02633
Single-Family Home For Sale

$3,895,000

  • 4 bed |
  • 4 bath |
  • 3,030 sqft |
  • 0.29 acre lot
17 Bucks Lane Chatham, MA 02633

#22503217 - Compass Massachusetts, LLC

23 Oyster Pond Lane, Chatham, MA 02633
Pending

$12,500,000

  • 5 bed |
  • 6 bath |
  • 5,308 sqft |
  • 1.32 acre lot
23 Oyster Pond Lane Chatham, MA 02633

#22503222 - Berkshire Hathaway HomeServices Robert Paul Properties

595 Main Street 37, Chatham, MA 02633
Pending

$2,199,000

  • 3 bed |
  • 3 bath |
  • 2,148 sqft
595 Main Street 37 Chatham, MA 02633

#22503180 - Kinlin Grover Compass

7 Squanto Drive, Chatham, MA 02633
Single-Family Home For Sale

$3,295,000

  • 3 bed |
  • 4 bath |
  • 3,014 sqft |
  • 0.69 acre lot
7 Squanto Drive Chatham, MA 02633

#22503131 - Christie's International Real Estate Atlantic Brokerage

15 Wood Valley Road, Chatham, MA 02633
Pending

$1,299,900

  • 4 bed |
  • 3 bath |
  • 2,881 sqft |
  • 0.45 acre lot
15 Wood Valley Road Chatham, MA 02633

#22503111 - Christie's International Real Estate Atlantic Brokerage

51 Shattuck Place, Chatham, MA 02633
Pending

$2,395,000

  • 3 bed |
  • 3 bath |
  • 2,133 sqft |
  • 9,583 sqft lot
51 Shattuck Place Chatham, MA 02633

#22502989 - Christie's International Real Estate Atlantic Brokerage

86 Champlain Road, Chatham, MA 02633
Single-Family Home For Sale

$3,650,000

  • 3 bed |
  • 5 bath |
  • 4,361 sqft |
  • 0.67 acre lot
86 Champlain Road Chatham, MA 02633

#22502881 - Gibson Sotheby's International Realty

12 Pond Street, Chatham, MA 02633
Single-Family Home For Sale

$7,299,000

  • 4 bed |
  • 5 bath |
  • 4,214 sqft |
  • 0.39 acre lot
12 Pond Street Chatham, MA 02633

#22502888 - John C Ricotta & Assoc.

32 Bishops Terrace, Chatham, MA 02633
Pending

$1,199,000

  • 3 bed |
  • 2 bath |
  • 1,384 sqft |
  • 0.37 acre lot
32 Bishops Terrace Chatham, MA 02633

#22502882 - Monomoy Properties Group LLC

2016 Main Street, Chatham, MA 02633
Single-Family Home For Sale

$2,150,000

  • 4 bed |
  • 5 bath |
  • 3,902 sqft |
  • 0.85 acre lot
2016 Main Street Chatham, MA 02633

#22502844 - Gibson Sotheby's International Realty

751 Crowell Road, Chatham, MA 02633
Pending

$1,499,000

  • 4 bed |
  • 3 bath |
  • 2,344 sqft |
  • 0.35 acre lot
751 Crowell Road Chatham, MA 02633

#22502829 - Christie's International Real Estate Atlantic Brokerage

457 Training Field Road, Chatham, MA 02633
Pending

$1,550,000

  • 3 bed |
  • 3 bath |
  • 3,027 sqft |
  • 0.52 acre lot
457 Training Field Road Chatham, MA 02633

#22502849 - Compass

Presented by James Burton - Veterans United Realty

Veterans United Homefront
IDXThe data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by other brokerage firms are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. Neither the listing broker nor this broker 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 2025© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

For questions call 1-833-252-8030

Copyright © 2025 Veterans United Realty and Did You Serve, LLC. Homefront.com is NOT affiliated with any government agencies, including the VA. Homefront.com is a service of Did You Serve, LLC. Veterans United and the Veterans United House logo are registered trademarks of Mortgage Research Center, LLC, used under license agreement. Terms of Use.