Chatham, MA Homes For Sale

For Sale

$5,950,000

5 Hillcrest Lane
Chatham, MA

• 4 Beds
• 3 Full Baths
• 1 Half Bath
• 2,688 sq ft

(Single Family Residence) Listed 09/16/26

Cape Cod MLS# 22604664

For Sale

$2,150,000

444 Stony Hill Road
North Chatham (Chatham), MA

• 4 Beds
• 4 Full Baths
• 1 Half Bath
• 3,505 sq ft

(Single Family Residence) Listed 09/16/26

Cape Cod MLS# 22604667

For Sale

$1,495,000

39 Jedidiah Way
Chatham, MA

• 2 Beds
• 2 Full Baths
• 1,810 sq ft

(Single Family Residence) Listed 09/16/26

Cape Cod MLS# 22604672

For Sale

$3,595,000

58 Strong Island Road
Chatham, MA

• 4 Beds
• 4 Full Baths
• 1 Half Bath
• 4,137 sq ft

(Single Family Residence) Listed 09/14/26

Cape Cod MLS# 22604655

For Sale

$4,995,000

65 Harbor View Road
Chatham, MA

• 5 Beds
• 5 Full Baths
• 1 Half Bath
• 4,763 sq ft

(Single Family Residence) Listed 09/12/26

Cape Cod MLS# 22604593

For Sale

$4,250,000

22 Moonpenny Lane
Chatham, MA

• 4 Beds
• 4 Full Baths
• 1 Half Bath
• 4,298 sq ft

(Single Family Residence) Listed 09/13/26

Cape Cod MLS# 22604577

For Sale

$875,000

31 Old Village Road
South Chatham (Chatham), MA

• 3 Beds
• 1 Full Bath
• 1 Half Bath
• 2,167 sq ft

(Single Family Residence) Listed 09/11/26

Cape Cod MLS# 22604510

For Sale

$5,250,000

106 Barcliff Avenue
Chatham, MA

• 4 Beds
• 4 Full Baths
• 1 Half Bath
• 4,000 sq ft

(Single Family Residence) Listed 09/03/26

Cape Cod MLS# 22604428

Pending/Continue to Show

$1,295,000

700 Crowell Road
North Chatham (Chatham), MA

• 5 Beds
• 2 Full Baths
• 2,046 sq ft

(Single Family Residence) Listed 09/03/26

Cape Cod MLS# 22604398

For Sale

$4,000,000

64 Harbor View Road
Chatham, MA

• 5 Beds
• 3 Full Baths
• 2,303 sq ft

(Single Family Residence) Listed 09/03/26

Cape Cod MLS# 22604409

For Sale

$2,240,000

20 Circle Drive
South Chatham (Chatham), MA

• 4 Beds
• 3 Full Baths
• 3,102 sq ft

(Single Family Residence) Listed 09/04/26

Cape Cod MLS# 22604370

Pending/Continue to Show

$2,600,000

10 Mill Hill Lane
Chatham, MA

• 3 Beds
• 2 Full Baths
• 1 Half Bath
• 2,160 sq ft

(Single Family Residence) Listed 09/02/26

Cape Cod MLS# 22604364