NewOpen house Sun, Oct 4 · 11:00 AM40$975,000
3 bd · 2 ba · 1,820 sqft
800 Riverview Dr, Chatham, MA
Shane Masaschi · Compass
Homes Under $2M in Chatham, MA
Hide MapHomes Under $2M in Chatham, MA
21 of 27 Listings
NewOpen house Sun, Oct 4 · 11:00 AM40$975,000
3 bd · 2 ba · 1,820 sqft
800 Riverview Dr, Chatham, MA
Shane Masaschi · Compass
NewOpen house Sun, Oct 4 · 10:00 AM42$1,399,000
4 bd · 3 ba · 2,670 sqft
2118 Main St, Chatham, MA
Marcie Smith · Gibson Sotheby's International Realty
15$950,000
3 bd · 3 ba · 2,252 sqft
2653 Main St, Chatham, MA
Kevin A. Pepe · Commercial Realty Advisors, Inc.
42$849,000
4 bd · 2 ba · 1,635 sqft
2673 Main St, Chatham, MA
Barbara Garside · eXp Realty LLC
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
41$775,000
2 bd · 1 ba · 768 sqft
24 Kittys Ln, Chatham, MA
Shane Masaschi · Compass
43$1,495,000
2 bd · 2 ba · 1,810 sqft
39 Jedidiah Way, Chatham, MA
The Grattan Group · Christie's International Real Estate Atlantic Brokerage
Price Reduced41$815,000
3 bd · 2 ba · 2,167 sqft
31 Old Village Rd, Chatham, MA
Shane Masaschi · Compass
24$659,000
2 bd · 2 ba · 1,000 sqft
216 Orleans Rd #D, Chatham, MA
47$1,495,000
3 bd · 2 ba · 1,238 sqft
87 Cranberry Lane, Chatham, MA
David C Carter · Compass Massachusetts, LLC
22$675,000
2 bd · 2 ba · 996 sqft
210 Orleans Road #C, Chatham, MA
Price ReducedOpen house Sun, Oct 4 · 3:00 PM42$1,325,000
2 bd · 3 ba · 2,306 sqft
1114 Orleans Rd #8, Chatham, MA
Betsy Hargreaves · Gibson Sotheby's International Realty
Price Reduced22$1,795,000
3 bd · 2 ba · 1,398 sqft
71 Rowland Drive, Chatham, MA
Dawn Marie Boynton · Berkshire Hathaway HomeServices Robert Paul Properties
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.
36$1,469,000
5 bd · 10 ba · 11,000 sqft
558 Fox Hill Road, Chatham, MA
Guthrie Schofield Group · Berkshire Hathaway HomeServices Robert Paul Properties
Price Reduced40$1,250,000
3 bd · 2 ba · 2,176 sqft
35 Duncan Lane, Chatham, MA
Price ReducedOpen house Sun, Oct 4 · 11:00 AM42$1,799,000
3 bd · 3 ba · 3,514 sqft
70 Uncle Deane's Rd, Chatham, MA
Price Reduced60$1,175,000
3 bd · 2 ba · 2,278 sqft
243 Crowell Road, Chatham, MA
Michael Hall · William Raveis Real Estate & Home Services
Price Reduced36$829,000
3 bd · 2 ba · 1,192 sqft
33 Duck Marsh Ln, Chatham, MA
Homes Under $2M in Chatham, MA: 27 active listings as of .





















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