Chatham, MA Homes For Sale
85 listings. Live MLS data, refreshed nightly. Chatham market overview
Chatham, MA
Get alerts on new listings
We'll email you when new homes match these filters. No spam, unsubscribe anytime.
Loading map…
Listings
$5,900,000
50 Sylvan Way, Chatham MA 02659
Chatham, 02659
6 bd·7 ba·6,183 sqft
135 days on market
Listed by Guthrie Schofield Group
$1,195,000
35 Duncan Lane, Chatham MA 02633
Chatham, 02633
3 bd·2 ba·2,176 sqft
138 days on market
Waterfront
Listed by John Habeeb
$4,995,000
56 Stage Island Road, Chatham MA 02633
Chatham, 02633
4 bd·4 ba·2,932 sqft
142 days on market
Waterfront
Listed by James Lowenstern
$895,000
304 Round Cove Road, Chatham MA 02633
Chatham, 02633
3 bd·2 ba·1,896 sqft
142 days on market
Listed by Kimberly Arena
$650,000
0 Court, Chatham MA 02650
Chatham, 02650
143 days on market
Listed by The Nickerson Power Group
$1,599,000
70 Uncle Deane's Rd, Chatham MA 02659
Chatham, 02659
3 bd·3 ba·3,514 sqft
162 days on market
Listed by Patrick Davison
$4,950,000
15 Bay Lane, Chatham MA 02633
Chatham, 02633
4 bd·4.5 ba·5,110 sqft
163 days on market
Listed by Chris Rhinesmith
$950,000
2653 Main St, Chatham MA 02659
Chatham, 02659
3 bd·2.5 ba·2,252 sqft
164 days on market
Listed by Sharon Dixon
$950,000
2653 Main St, Chatham MA 02659
Chatham, 02659
2,252 sqft
164 days on market
Listed by Sharon Dixon
$4,200,000
30 Indian Trail, Chatham MA 02633
Chatham, 02633
3 bd·3 ba·2,418 sqft
168 days on market
Waterfront
Listed by Chris Rhinesmith
$2,699,000
336 Stage Island Rd, Chatham MA 02633
Chatham, 02633
3 bd·2.5 ba·2,205 sqft
170 days on market
Waterfront
Listed by Guthrie Schofield Group
$2,350,000
1547 Main St, Chatham MA 02633
Chatham, 02633
175 days on market
Listed by Evan Dean
$4,295,000
38 Indian Trail, Chatham MA 02633
Chatham, 02633
4 bd·3.5 ba·4,967 sqft
177 days on market
Waterfront
Listed by Lori Jurkowski
$2,850,000
60 Harbor Hill Rd, Chatham MA 02633
Chatham, 02633
4 bd·3.5 ba·3,978 sqft
179 days on market
Listed by Jacqueline Casey
$5,450,000
70 Judges Way, Chatham MA 02633
Chatham, 02633
5 bd·4.5 ba·4,060 sqft
184 days on market
Waterfront
Listed by Lori Jurkowski
$699,999
1772 Main St, Chatham MA 02633
Chatham, 02633
0 bd·0.5 ba·600 sqft
193 days on market
Listed by Erin Terkelsen
$475,000
109 Misty Meadow Ln # 4, Chatham MA 02650
Chatham, 02650
2 bd·1 ba·869 sqft
197 days on market
Listed by Guthrie Schofield Group
$5,850,000
15 Windy Hill Way, Chatham MA 02633
Chatham, 02633
5 bd·5.5 ba·5,620 sqft
205 days on market
Pool
Listed by Timothy Bailey
$4,250,000
222 Barcliff, Chatham MA 02633
Chatham, 02633
4 bd·5.5 ba·3,980 sqft
207 days on market
Pool
Listed by Lori Fanning Smith
$4,500,000
346 Morris Island Road, Chatham MA 02633
Chatham, 02633
4 bd·3.5 ba·2,850 sqft
211 days on market
Waterfront
Listed by Chris Rhinesmith
$1,399,000
137 Shane Dr, Chatham MA 02633
Chatham, 02633
3 bd·2 ba·1,530 sqft
211 days on market
Listed by Tom Riley
$1,350,000
32 Tip Cart Dr, Chatham MA 02633
Chatham, 02633
3 bd·2 ba·1,802 sqft
211 days on market
Listed by Shane Masaschi
$699,999
1772 Main St, Chatham MA 02633
Chatham, 02633
600 sqft
213 days on market
Listed by Erin Terkelsen
$2,300,000
31 Meetinghouse, Chatham MA 02659
Chatham, 02659
214 days on market
Listed by John Burke
Listing data provided by MLS Property Information Network via Trestle/CoreLogic. Last sample-row update: June 14, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.