New
$3,100,000
3 bd · 4 ba · 4,053 sqft
26 Chatham Heights Road, Chatham, MA
Chris Rhinesmith · Compass Massachusetts, LLC
Homes for Sale in Chatham, MA
Hide MapHomes for Sale in Chatham, MA
19 of 79 Listings
New$3,100,000
3 bd · 4 ba · 4,053 sqft
26 Chatham Heights Road, Chatham, MA
Chris Rhinesmith · Compass Massachusetts, LLC
New42$6,875,000
4 bd · 5 ba · 4,512 sqft
12 Pond St, Chatham, MA
Guthrie Schofield Group · Berkshire Hathaway HomeServices Robert Paul Properties
42$4,495,000
5 bd · 5 ba · 5,887 sqft
169 Tisquantum Rd, Chatham, MA
Guthrie Schofield Group · Berkshire Hathaway HomeServices Robert Paul Properties
27$1,295,000
3 bd · 2 ba · 1,802 sqft
32 Tip Cart Dr, Chatham, MA
Shane Masaschi · Compass
$1,200,000
2 bd · 3 ba · 2,380 sqft
288 Training Field Road, Chatham, MA
Karen Quinn · William Raveis Real Estate & Home Services
17$1,100,000
3 bd · 3 ba · 2,622 sqft
23 Wentworth Lane, Chatham, MA
John Burke · William Raveis Chatham
48$2,199,900
3 bd · 3 ba · 2,576 sqft
20 Lords Pond Road, Chatham, MA
The Grattan Group · Christie's International Real Estate Atlantic Brokerage
42$2,199,900
3 bd · 4 ba · 2,576 sqft
20 Lords Pond Lane, Chatham, MA
Andrew Grattan · Christie's International Real Estate Atlantic Brokerage
38$1,495,000
2 bd · 2 ba · 1,810 sqft
39 Jedidiah Way, Chatham, MA
$5,950,000
4 bd · 4 ba · 2,688 sqft
5 Hillcrest Lane, Chatham, MA
Emily A Boynton · BMTF Partnership
42$4,250,000
4 bd · 5 ba · 4,298 sqft
22 Moonpenny Ln, Chatham, MA
$4,995,000
5 bd · 6 ba · 4,763 sqft
65 Harbor View Road, Chatham, MA
Chris Rhinesmith · Compass Massachusetts, LLC
Price Reduced41$815,000
3 bd · 2 ba · 2,167 sqft
31 Old Village Rd, Chatham, MA
Shane Masaschi · Compass
42$2,499,000
2 bd · 2 ba · 1,547 sqft
72 Ridgevale Rd So, Chatham, MA
24$659,000
2 bd · 2 ba · 1,000 sqft
216 Orleans Rd #D, Chatham, MA
42$2,240,000
4 bd · 3 ba · 3,102 sqft
20 Circle Drive, Chatham, MA
35$5,250,000
4 bd · 5 ba · 4,000 sqft
106 Barcliff Avenue, Chatham, MA
Jill Boudreau · eXp Realty, LLC
50$2,499,000
2 bd · 2 ba · 1,547 sqft
72 Ridgevale Road S, Chatham, MA
Shane K Masaschi · Compass
46$4,950,000
3 bd · 4 ba · 3,441 sqft
103 Aunt Nabby's Lane, Chatham, MA
Paul E Grover · Berkshire Hathaway HomeServices Robert Paul Properties
Cape Cod & Islands Association of REALTORSMLS Property Information Network (MLS PIN)Source: HJN community data
July 2026 · This period is still settling
Selling at 98.2% of asking price
Buyers here are paying below asking. MLS · 17 sales · as of Jul 31, 2026