Year Built: 1770
Asking price: $1.137 million

This is the William Pedden House, built by a shopkeeper in 1770. The 4-bedroom, 3-bath home was added to the Philadelphia Register of Historic Places in 1965. Although the front-facing facade is original to the 1770 structure, the rest of the home has undergone a number of renovations and additions, namely in the kitchen and bathrooms. It's been on the market since April, when it originally listed for $1.3 million.

Year Built: 1771
Asking price: $539,000

The idyllic rowhome is listed on the National Register of Historic Places and was built in 1771. Its first owner was William Wister, a prominent businessman in Philadelphia and, as the Library of Congress describes him, a "Revolutionary War currency endorser." It went under contract in August, but re-listed in September with a $10K smaller price tag.

Year Built: 1771
Asking price: $789,000

This house on Elfreth's Alley—the nation's oldest continuously inhabited residential street—has been on the market for over a year. The home clocks in at 3,500 square feet, with a 1,400-square-foot garden in the back; the second and third floors also have private decks. And while it may be old, the home has been spruced up with updates, including a second kitchen on the second floor and a finished basement with a bricked-out sauna and full bath.

Year built: 1829
Asking price: $550K

This 187-year-old home was built by Joseph & Eliza Shoemaker, Jr. and used as a drug store on the first floor. The latest owner, a craftsman, bought the property privately in 1985, and spent years working to restore the building. The estate agents are hoping to find an owner who will preserve the interiors of the historic home.

Year Built: 1830
Asking price: $2.45 million

Welcome to the John Penn home in Society Hill. The home is listed on the National Register of Historic Places and the Philadelphia Register of Historic Places. The current 4-story structure was built in 1830 and was the home of William Penn's grandson. George Washington also had his winter headquarters on this site. Since listing in April, it has chopped $200K off its original asking price.

Year built: 1832
Asking price: $2.7 million

The stunning Greek Revival home is registered historic and was one of the 16 homes on Portico Row designed by architect Thomas Ustick Walter in 1832. The street was added to the National Register of Historic Places in 1977. The 5-bedroom, 5-bath home is one of the only remaining original homes on the street.

Year Built: 1860
Asking price: $1.54 million

This 7-bedroom, 4-bathroom Italianate Victorian was one of the first to be built on Summit Avenue in Chestnut Hill. It was mostly used as a summer home for the owner, William Morgan. It was added to the Philadelphia Register of Historic Places in 1973 and still features many of its 19th-century details, including random-width pine floors, stained glass windows, and, count ‘em, 12 marble and tiled fireplaces. The backyard is a certified national habitat.

Year Built: 1866
Asking price: $2.75 million

This Rittenhouse Square townhome was designed by architect Frank Furness. The 5-bedroom, 7-bath property is L-shaped, and features original details like Furness ornament and wainscoting in the foyer. There's also a courtyard and parking for four cars. It recently chopped $200K off its original asking price.

Year Built: 1886
Asking price: $500,000

This historic rowhome on one of the quieter streets of Old City hit the market in July. It may look tiny from the outside, but the 3-bedroom, 1.5-bath home is surprisingly spacious, clocking in at 1,300 square feet. Many of its original details remain, including the pine floors and four fireplaces in every bedroom and living room.