Chestnut Hill, Pennsylvania is filled with lovely, tree-lined sidewalks. Chestnut Hill real estate includes a variety of housing from modest row homes to historically significant mansions. It is located in the historic northwestern section of Philadelphia. Chestnut Hill real estate styles include Italianate Victorian designs, Queen Anne buildings, country houses, classical designs and modern homes. Chestnut Hill real estate reflects the fact that it is one of the highest per capita income and average housing prices in the Philadelphia region. The Chestnut Hill Historical Society works to protect the area’s wonderful architectural heritage.

Nearby to Chestnut Hill, Mount Airy has a reputation for being affluent. Much of Mount Airy real estate reflects the higher per capita income of its residents, many of which tend to have higher degrees and to be politically involved or active. Mount Airy's main commercial district lies along cobblestoned Germantown Avenue, which also serves as the boundary between East and West Mount Airy, with a smaller commercial center at the intersection of Carpenter and Greene Streets. Like Chestnut Hill, Mount Airy has a large array of mom-and-pop-style boutiques and eateries. The style of this shopping district along "The Avenue" gives it a small-town feel.