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61 listings in Chatham
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Chatham
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Listings
No photo
$12,950,000
301 Whidah Road, Chatham MA 02650
Chatham, 02650
5 bd·6.1 ba·7,259 sqft
Listed by Paul E. Grover
No photo
$9,995,000
197 Woodland Way, Chatham MA 02650
Chatham, 02650
6 bd·5.1 ba·6,547 sqft
Listed by Chris Rhinesmith
No photo
$6,800,000
238 Cranberry Lane, Chatham MA 02633
Chatham, 02633
5 bd·2.1 ba·1,896 sqft
Listed by John Burke
No photo
$6,500,000
150-154 Cross Street, Chatham MA 02633
Chatham, 02633
10 bd·7.3 ba·7,658 sqft
Listed by Chris Rhinesmith
No photo
$5,995,000
70 Judges Way, Chatham MA 02633
Chatham, 02633
5 bd·4.1 ba·4,060 sqft
Listed by Lori Jurkowski
No photo
$5,900,000
50 Sylvan Way, Chatham MA 02659
Chatham, 02659
6 bd·6.2 ba·6,183 sqft
Listed by Guthrie Schofield Group
No photo
$5,850,000
15 Windy Hill Way, Chatham MA 02633
Chatham, 02633
5 bd·5.1 ba·5,620 sqft
Listed by Timothy Bailey
No photo
$5,750,000
7 Cove Road, Chatham MA 02650
Chatham, 02650
3 bd·4.2 ba·4,902 sqft
Listed by Chris Rhinesmith
No photo
$5,495,000
99 Uncle Alberts Drive Ext, Chatham MA 02633
Chatham, 02633
2 bd·2.1 ba·1,850 sqft
Listed by Shane Masaschi
No photo
$5,495,000
101 Morris Island Rd, Chatham MA 02633
Chatham, 02633
4 bd·4.1 ba·3,225 sqft
Listed by The Bohman Hartung Group
No photo
$5,250,000
56 Stage Island Road, Chatham MA 02633
Chatham, 02633
4 bd·4 ba·2,932 sqft
Listed by James Lowenstern
No photo
$4,950,000
15 Bay Lane, Chatham MA 02633
Chatham, 02633
4 bd·4.1 ba·5,110 sqft
Listed by Chris Rhinesmith
No photo
$4,900,000
169 Tisquantum, Chatham MA 02633
Chatham, 02633
5 bd·4.1 ba·5,587 sqft
Listed by Sandra Tanco
No photo
$4,750,000
48 Sylvan Way, Chatham MA 02659
Chatham, 02659
6 bd·5.2 ba·5,721 sqft
Listed by Guthrie Schofield Group
No photo
$4,500,000
346 Morris Island Road, Chatham MA 02633
Chatham, 02633
4 bd·3.1 ba·2,850 sqft
Listed by Chris Rhinesmith
No photo
$4,495,000
38 Indian Trail, Chatham MA 02633
Chatham, 02633
4 bd·3.1 ba·4,967 sqft
Listed by Lori Jurkowski
No photo
$4,495,000
335 Stage Island, Chatham MA 02633
Chatham, 02633
4 bd·5.1 ba·5,372 sqft
Listed by The Bohman Hartung Group
No photo
$4,250,000
222 Barcliff, Chatham MA 02633
Chatham, 02633
4 bd·5.1 ba·3,980 sqft
Listed by Lori Fanning Smith
No photo
$4,200,000
30 Indian Trail, Chatham MA 02633
Chatham, 02633
3 bd·3 ba·2,418 sqft
Listed by Chris Rhinesmith
No photo
$3,695,000
83 Old Mail Rd, Chatham MA 02650
Chatham, 02650
3 bd·4.1 ba·5,154 sqft
Listed by Lori Fanning Smith
No photo
$3,595,000
287 Cedar St, Chatham MA 02633
Chatham, 02633
3 bd·4.1 ba·3,640 sqft
Listed by Shane Masaschi
No photo
$3,390,000
60 Harbor Hill Rd, Chatham MA 02633
Chatham, 02633
4 bd·3.1 ba·3,978 sqft
Listed by Jacqueline Casey
No photo
$3,200,000
92 Indian Trail, Chatham MA 02633
Chatham, 02633
3 bd·3 ba·2,004 sqft
Listed by Judith Smith
No photo
$3,200,000
26 Hardings Beach Rd, Chatham MA 02633
Chatham, 02633
4 bd·3.1 ba·2,700 sqft
Listed by The Bohman Hartung Group
Listing data provided by MLS Property Information Network via Trestle/CoreLogic. Last sample-row update: May 20, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.