60$4,250,000
4 bd · 5 ba · 4,298 sqft
22 Moonpenny Lane, Chatham, MA
Lori Jurkowski · Christie's International Real Estate Atlantic Brokerage
Single-Family Homes in Chatham, MA
Hide MapSingle-Family Homes in Chatham, MA
19 of 76 Listings
60$4,250,000
4 bd · 5 ba · 4,298 sqft
22 Moonpenny Lane, Chatham, MA
Lori Jurkowski · Christie's International Real Estate Atlantic Brokerage
73$4,995,000
5 bd · 6 ba · 4,763 sqft
65 Harbor View Road, Chatham, MA
Chris Rhinesmith · Compass Massachusetts, LLC
41$875,000
3 bd · 2 ba · 2,167 sqft
31 Old Village Rd, Chatham, MA
42$2,499,000
2 bd · 2 ba · 1,547 sqft
72 Ridgevale Rd So, Chatham, MA
31$1,200,000
4 bd · 2 ba · 2,050 sqft
122 Forest Beach Rd, Chatham, MA
30$1,200,000
4 bd · 2 ba · 2,050 sqft
122 Forest Beach Road, Chatham, MA
Sharon Mabile · Berkshire Hathaway HomeServices Robert Paul Properties
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
16$4,000,000
5 bd · 3 ba · 2,303 sqft
64 Harbor View, Chatham, MA
16$4,000,000
5 bd · 3 ba · 2,303 sqft
64 Harbor View Road, Chatham, MA
The Bohman Hartung Group · Gibson Sotheby's International Realty
42$4,950,000
3 bd · 4 ba · 3,441 sqft
103 Aunt Nabby's Lane, Chatham, MA
51$2,499,000
2 bd · 2 ba · 1,547 sqft
72 Ridgevale Road S, Chatham, MA
Shane K Masaschi · Compass
Price Reduced76$6,990,000
5 bd · 6 ba · 4,248 sqft
108 Queen Anne Road, Chatham, MA
Dawn Boynton · Berkshire Hathaway HomeServices Robert Paul Properties
47$1,495,000
3 bd · 2 ba · 1,415 sqft
87 Cranberry Lane, Chatham, MA
David C Carter · Compass Massachusetts, LLC
Price Reduced22$1,795,000
2 bd · 2 ba · 1,398 sqft
71 Rowland Drive, Chatham, MA
Price Reduced42$1,695,000
2 bd · 4 ba · 2,331 sqft
43 Tobey Turtle, Chatham, MA
Price Reduced44$1,695,000
2 bd · 4 ba · 2,331 sqft
43 Tobey Turtle Road, Chatham, MA
Timothy P Bailey · John C Ricotta & Assoc.
Price Reduced55$1,175,000
3 bd · 3 ba · 1,884 sqft
190 Heritage Lane, Chatham, MA
Shane K Masaschi · Compass
24$4,250,000
3 bd · 4 ba · 3,071 sqft
600 Fox Hill Rd, Chatham, MA



















Cape Cod & Islands Association of REALTORS
MLS 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