Benedum–Trees Building

The Investment Building is a 1927 neo-classical skyscraper in Pittsburgh, Pennsylvania located at 239 Fourth Avenue and part of the Fourth Avenue Historic District. The original name of the structure was the Insurance Exchange Building.Designed by John M. Donn, a Washington, D.C. architect, the tower is of the same approximate façade dimensions as its 4th Avenue neighbors the Arrott Building and Benedum-Trees Building, both built a generation earlier. Constructed from limestone, and a darker, more textured brick, the tower is noted for simplicity and lightness of form and detailing. The roof corners feature chamfered obelisk-like elements.

The Burke Building in downtown Pittsburgh, Pennsylvania is a building from 1836. It was Pittsburgh's first major office building and a major anchor of the city's financial district centered on Fourth Avenue. Since the 1845 Great Fire burned over a thousand buildings, it is the city's only remaining large Greek Revival building. It was listed on the National Register of Historic Places in 1978.

Arrott Building is a skyscraper located at Fourth Avenue and Wood Street in downtown Pittsburgh, Pennsylvania. It was built in 1902 and was designed by Frederick J. Osterling. The building and several surrounding financial buildings are part of the Fourth Avenue Historic District, which is listed on the National Register of Historic Places. The Arrott Building was added to the list of Pittsburgh History and Landmarks Foundation Historic Landmarks in 2000.The building opened in May 2021 as The Industrialist Hotel, part of the Autograph Collection by Marriott.

Market Square is a public space located in Downtown Pittsburgh at the intersection of Forbes Avenue (originally named Diamond Way in colonial times) and Market Street. The square was home to the first courthouse, first jail (both in 1795) and the first newspaper (1786) west of the Atlantic Plain, the Pittsburgh Gazette. A public/private modernization in the late 2000s has re-established the square as a social and cultural hub. A great number of restaurants, ranging from fast casual to fine dining, cafes and retailers occupy ground level buildings immediately facing the square, while housing units and offices occupy upper levels.

PPG Place is a complex in downtown Pittsburgh, Pennsylvania, consisting of six buildings within three city blocks and five and a half acres. PPG Place was designed by architects Philip Johnson and John Burgee. Named for its anchor tenant, PPG Industries, who initiated the project for its headquarters, the buildings are all of matching glass design consisting of 19,750 pieces of glass. The complex centers on One PPG Place, a 40-story office building. Groundbreaking ceremonies occurred on January 28, 1981. The complex buildings opened between 1983 and 1984, and a dedication ceremony took place on April 11, 1984. Total cost of construction was $200 million ($561.6 million today). The buildings were sold by The Hillman Company to Highwoods Properties in 2011.

Tower Two-Sixty, alternatively known as “The Gardens at Market Square” or “The Gardens,” is a Millcraft Investments skyscraper in Pittsburgh, Pennsylvania, United States. Construction began in 2013 and was substantially completed in 2016. The $107 million, LEED CS Silver-certified tower consists of 18 floors and is located the Market Square and Point Park University sections of Downtown Pittsburgh. The tower includes a 197-room Hilton Garden Inn Hotel and Market Square Garage, 321-car parking complex managed by Alco Parking. It includes 20,000 square feet of street level retail space, 130,000 square feet of Class-A "tower office" floor space and multiple restaurants. Revel + Roost, previously known as Roost Fifty New American Kitchen, is a two-floor restaurant. Roost hosts upscale dining on the second floor, while Revel has an ultra-lounge atmosphere downstairs. Pirata is another restaurant tenant, offering Caribbean-style food and more than 200 rums. Pizzuvio, a fine casual Neapolitan pizzeria with handmade wood-fired ovens, is also located in the tower. Millie’s, a second location Pittsburgh-based small batch ice creamery originating in Shadyside. In 2015, it was announced that commercial real estate company JLL would be the building’s anchor and namesake tenant, and re-identify the building as JLL Center at Tower Two-Sixty. JLL also serves as the building’s property manager. Other tenants in the building include Merrill Lynch, Coury Financial Group, McGuireWoods, and Millcraft itself.Millcraft, JLL, and its partners have received several awards for Tower Two-Sixty including the Urban Land Institute award for Transformative Place, Master Builders’ Association of Western Pennsylvania Award, NAIOP Pittsburgh’s Best Mixed Use Project .

Point Park University is a private university in Pittsburgh, Pennsylvania. Formerly known as Point Park College, the school name was revised in 2004 to reflect the number of graduate programs being offered.

The Carlyle is a 300 ft (91m) tall skyscraper at Fourth Avenue and Wood Street in Pittsburgh. It was completed in 1906 and has 21 floors. It is tied with Washington Plaza and the Commonwealth Building for 27th tallest building in the city.

The Buhl Building is a historic commercial building in downtown Pittsburgh, Pennsylvania, United States. Built in 1913 in the Italianate style, the building is faced with multi-colored terra cotta tiles.It was added to the National Register of Historic Places on January 3, 1980. As well, it is listed as a landmark by the Pittsburgh History and Landmarks Foundation.

The Boulevard of the Allies is a mostly four-lane road in the U.S. state of Pennsylvania, connecting Downtown Pittsburgh with the Oakland neighborhood of the city. Because of its lengthy name, locals sometimes refer to it as simply "The Boulevard". Some sections are part of Pennsylvania Route 885. The road begins in Downtown Pittsburgh at its intersection with Commonwealth Place and an offramp from Interstate 279. The road continues east through Downtown passing Point Park University and the former Art Institute of Pittsburgh building to Grant Street where it becomes elevated to transition from the flat plain of Downtown to the bluff that Oakland sits on. Before reaching Oakland, it passes by Duquesne University and Mercy Hospital along the edge of a cliff several hundred feet above the Monongahela River with views of the city's South Side neighborhood and includes partial interchanges with Interstate 579 and Interstate 376. At its interchange with I-579, the road is split; westbound traffic must exit from the road onto I-579 or the Liberty Bridge. The second westbound portion of Boulevard of the Allies is only accessible via an entrance ramp from the Liberty Bridge. Upon reaching Oakland, it cuts through the southern portion of the neighborhood and leads into Schenley Park just bypassing the University of Pittsburgh and Carnegie Mellon University. Upon entering the park across the Anderson Bridge, the road's name changes to Panther Hollow Road (named after Panther Hollow) and continues through the park to become Hobart Street in the Squirrel Hill neighborhood east of Schenley Park. The road is named in honor of the Allies of World War I. The Boulevard of the Allies was rededicated on June 29, 2008 as part of the celebration of Pittsburgh's 250th anniversary. As part of the rededication, American flags have been added on both sides of the boulevard as it elevates toward the Liberty Bridge ramp and thirty temporary banners celebrating the Allies of World War I have been affixed, following the road to its end.

The Commonwealth Building, originally known as the Commonwealth Trust Bank, is a 300 feet (91 m) tall skyscraper in Pittsburgh. It was completed in 1906 and has 21 floors. It is tied with The Carlyle and Washington Plaza for 26th tallest building in the city.

109–115 Wood Street (also known as Hartje Bros. Paper Manufacturing Co. or the Pittsburgh Ballet Theater Building) are two buildings located in Downtown Pittsburgh, Pennsylvania.