From castle-like single-families to a condo with a magical courtyard, check out these homes from Chelsea to Newport.
Our On the Market series features extraordinary homes for sale in the region every day. But even among the standouts, there are standouts. Here are five of our favorites from October.

Photo courtesy of Douglas Elliman
A Spellbinding Townhome in Beacon Hill
20 Chestnut St., Boston
Price: $7,700,000
Size: 3,640 square feet
Bedrooms: 4
Baths: 3.5

Photo by Matthew Ortins of Luxe Life Productions
A Stately, Sprawling Victorian Townhouse in Newton
53 Vista Ave. Unit A and B, Newton
Price: $2,450,000
Size: 3,707 square feet
Bedrooms: 2
Baths: 3.5

Photo via Gustave White Sotheby’s International Realty