Massachusetts · 63 active listings
Chatham Real Estate
Chatham sits at Cape Cod's elbow, prized for its lighthouse, working fishing pier, and some of the Cape's most sought-after waterfront homes.
Currently for sale in Chatham
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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
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$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
Recently sold in Chatham
Last 6 months. Real comps from the MLS, not estimates.
No photo
Sold 2 mo ago
$840,000
Listed at $865,900
61 Oak Hill Rd, Chatham MA 02633
Chatham, 02633
2 bd·2 ba·1,688 sqft
No photo
Sold 2 mo ago
$1,100,000
Listed at $1,250,000
35 Pine Tree Rd, Chatham MA 02633
Chatham, 02633
3 bd·2 ba·2,257 sqft
No photo
Sold 2 mo ago
$4,525,000
230 Barcliff, Chatham MA 02633
Chatham, 02633
4 bd·5.1 ba·5,300 sqft
No photo
Sold 2 mo ago
$440,000
Listed at $450,000
425 Main Street # D, Chatham MA 02633
Chatham, 02633
1 bd·1 ba·578 sqft
No photo
Sold 2 mo ago
$2,595,000
Listed at $2,699,000
8 Captains Walk, Chatham MA 02633
Chatham, 02633
4 bd·2.1 ba·3,479 sqft
No photo
Sold 2 mo ago
$1,666,100
Listed at $1,595,000
1114 Orleans Rd # 1, Chatham MA 02650
Chatham, 02650
3 bd·2.2 ba·2,961 sqft
Cities near Chatham
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.