UPMC Hillman Cancer Center

The Bindley Hardware Company Building in the Shadyside neighborhood of Pittsburgh, Pennsylvania was built in 1903 alongside of the Pennsylvania Railroad main line, next to the Shadyside Station. The building was constructed for John Bindley by his brother Albion. John had been the president of the Pittsburgh Chamber of Commerce and of the National Hardware Association. He tried to organize the industry into a "National Combine" or trust, but this attempt failed due to opposition from the government. Instead, he organized a dominant regional hardware wholesaler in Pittsburgh, a major center of hardware manufacture, with this building serving as its main warehouse.The building was listed on the National Register of Historic Places in 1985.

UPMC Shadyside is a nationally ranked, 520-bed non-profit, tertiary, teaching hospital located in the Shadyside neighborhood of Pittsburgh, Pennsylvania. UPMC Shadyside is a part of the University of Pittsburgh Medical Center (UPMC), and grouped in with the flagship UPMC Presbyterian. The hospital is near UPMC's flagship campus which houses Presbyterian and Montefiore. As the hospital is a teaching hospital, it is affiliated with University of Pittsburgh School of Medicine. The hospital has an emergency room to handle emergencies, with a rooftop helipad to transport critical patients to and from the hospital. UPMC Shadyside houses the flagship campus of the UPMC Hillman Cancer Center, a nationally ranked cancer hospital.Founded in as the Homeopathic Medical and Surgical Hospital and Dispensary, it changed its name to that of the neighborhood of Shadyside on May 12, 1938. Shadyside agreed to be bought by UPMC on June 5, 1996.

The Ford Motor Company Assembly Plant is a historic former automobile assembly plant in the Bloomfield neighborhood of Pittsburgh, Pennsylvania. Located along a stretch of Baum Boulevard nicknamed "Automobile Row" due to its high concentration of auto-related businesses, the plant was built in 1915 by Ford Motor Company to assemble Ford Model T cars using the company's pioneering mass production processes. It was designed by Ford's corporate architect John H. Graham, Sr. and constructed from reinforced concrete. The plant consists of an eight-story main building which contained the assembly areas and a vehicle showroom, and a six-story crane shed which was used to hoist parts unloaded from the adjacent Pennsylvania Railroad tracks to the appropriate level for assembly. Due to the steeply sloping site, the building has only five stories above grade along the street elevations.The plant stopped producing cars in 1932, but remained in use for vehicle and parts sales until 1953. The building then went through a variety of light industrial uses before being purchased by the University of Pittsburgh Medical Center (UPMC) in 2006. It was subsequently purchased by the University of Pittsburgh in 2018, the same year the property was added to the National Register of Historic Places. It is currently being renovated to house the UPMC Immune Transplant and Therapy Center, a collaboration between the university and UPMC. The center is scheduled to open in 2022.

Winchester Thurston School is an independent, coeducational preparatory school located in the Shadyside neighborhood of Pittsburgh, Pennsylvania. Established in 1887, Winchester Thurston offers PK–12 education in Lower, Middle, and Upper School. The school is a member of the Pittsburgh Consortium of Independent Schools.

The Albright United Methodist Church is located at 486 S. Graham Street at the nexus of the Bloomfield, Shadyside, and Friendship neighborhoods of Pittsburgh, Pennsylvania. The church was designed by architect Chancey W. Hodgdon in an Eclectic, Richardson Romanesque style with prominent elements of Gothic Revival, and was built in 1905-1906.

Roslyn Place is a small wooden-paved cul-de-sac located in the Shadyside neighborhood of Pittsburgh, Pennsylvania. The street was built in 1914 in the Nicolson Pavement style and is home to the historic Roslyn Place district.

Roslyn Place is a collection of houses located at 506-523 & 525 Roslyn Place in the Shadyside neighborhood of Pittsburgh, Pennsylvania. Built between 1914 and 1917 in the Colonial Revival and Georgian Revival architectural styles, the houses currently serve residential functions.

The Chancellor's Residence at the University of Pittsburgh is a Pittsburgh History and Landmarks Foundation Historic Landmark in Shadyside just east of the main Oakland campus approximately one half mile from the center of campus at the Cathedral of Learning and adjacent to the rear property of the University Child Development Center on the Oakland-Shadyside border in Pittsburgh, Pennsylvania.

Shadyside Presbyterian Church is a large congregation of the Presbyterian Church (U.S.A.) in an historic part of Pittsburgh, Pennsylvania, United States. Located at the corner of Amberson Avenue and Westminster Place in the Shadyside neighborhood, Shadyside Presbyterian Church was founded in 1866 as a congregation in the Presbyterian Church in the U.S.A. and has enjoyed a long history of local, national, and global recognition for its outreach and service. The Shadyside church building is listed on the National Register of Historic Places as a prime example of Richardsonian Romanesque architecture. It was completed in 1890 to designs of American architectural firm Shepley, Rutan & Coolidge, the successor firm to H.H. Richardson's own office.Throughout its long history, the church has been served by a succession of notable preachers, including Hugh Thomson Kerr Sr., Robert Cleveland Holland, Howard C. Scharfe, and F. Morgan Roberts. Between 2003 and 2012, the congregation had as its senior pastor M. Craig Barnes, noted author and speaker, and professor at Pittsburgh Theological Seminary, until his election as president of Princeton Theological Seminary. Conrad C. Sharps served as senior pastor 2014–2018. The Rev. Dr. John Allan Dalles, a well-known hymn writer, Pittsburgh native, and graduate of Pittsburgh Theological Seminary, was the church's Interim Senior Minister and Head of Staff, 2019–2021. The current pastor, the twelfth in the church's history, is the Reverend Austin Crenshaw Shelley. It was here, in 1933 that the now global practice of celebrating World Communion Sunday on the first Sunday in October was originated, under the leadership of The Rev. Dr. Hugh Thomson Kerr. It also was the first church anywhere to pioneer regular radio broadcasts of its worship, on KDKA, the first commercially licensed radio station in the United States, and was the first church to broadcast worship to both the North Pole and to the South Pole.

The Western Pennsylvania Hospital, commonly referred to as "West Penn Hospital", is located at 4800 Friendship Avenue in the Bloomfield neighborhood of Pittsburgh, Pennsylvania. The 317-bed hospital is part of the Allegheny Health Network. It serves as a Clinical Campus of Temple University School of Medicine, offering medical education, including a large number of residency and fellowship programs. It is also the primary clinical setting of the West Penn Hospital School of Nursing.

Rodef Shalom Congregation is a National Register of Historic Places landmark in Pittsburgh, Pennsylvania, designed by architect Henry Hornbostel.Located on Fifth Avenue on the border of the Oakland and Shadyside neighborhoods, it houses Congregation Rodef Shalom, the oldest Jewish congregation in Western Pennsylvania and the largest Reform congregation in the area. Across the street from the temple is the headquarters of Pittsburgh's PBS station WQED. On the grounds of the building is the Rodef Shalom Biblical Botanical Garden.

Ellsworth Avenue is located in the Shadyside neighborhood of Pittsburgh, Pennsylvania. It is mostly a commercial street that has locally owned businesses, galleries, restaurants, and bars. It runs southwest-northeast, parallel to Walnut Street, another commercial street, and is bounded by Shady Avenue to the east and South Neville Street to the west. Ellsworth Avenue is one of Shadyside's three business districts, along with South Highland Avenue and Walnut Street.Several Pittsburgh Historic Landmarks line Ellsworth Avenue. At the corner of Neville and Ellsworth is the Church of the Ascension, an episcopalian church that was named a landmark in 1971. Colonial Place is a mansion designed by George S. Orth that became a landmark in 1898. Roslyn Place (a wood-paved street) and Ellsworth Terrace are also landmarks located here.