Winchester Thurston School

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.

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.

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.

The UPMC Hillman Cancer Center (Hillman), previously titled the University of Pittsburgh Cancer Institute (UPCI), is a National Cancer Institute (NCI)-designated Comprehensive Cancer Center located in the Hillman Cancer Center in the Shadyside neighborhood of Pittsburgh, Pennsylvania, United States, adjacent to UPMC Shadyside. The only NCI-designated cancer center in Western Pennsylvania, Hillman is composed of collaborative academic and research efforts between the University of Pittsburgh, the University of Pittsburgh Medical Center (UPMC), and Carnegie Mellon University. Hillman provides clinical cancer care to some 74,000 patients treated at its facilities at both the Hillman Cancer Center location in the Shadyside neighborhood of Pittsburgh and at UPMC-affiliated sites throughout Pennsylvania, New York, Ohio, and overseas locations. Founded in 1984, Hillman became the youngest cancer center in history to achieve NCI-designation. As of 2007, Hillman had received nearly $200 million in funding from the National Cancer Institute, which ranks it as one of the top ten cancer research institutes.

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.

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 Rodef Shalom Biblical Botanical Garden (0.3 acres) in Pittsburgh, Pennsylvania's Shadyside section is a Biblical botanical garden.Opened and free to the public since 1987 from June 1 through September 15. It was founded by Rabbi Walter Jacob and his wife horticulturalist Irene Jacob. It now displays more than 100 plants once grown in ancient Israel, including cedars, dates, figs, olives, and pomegranates. All are labeled with biblical verses, or their biblical name. The garden also includes a waterfall, desert, and a representation of the Jordan River from the Sea of Galilee to the Dead Sea. It produces a new show on ancient Near Eastern horticulture each summer.The garden is on the grounds of the Rodef Shalom Congregation, which houses Western Pennsylvania's oldest Jewish congregation, dating back to the 1840s.

The former First Church of Christ, Scientist is an historic Christian Science church building located at 635 Clyde Street, in the Shadyside section of Pittsburgh, Pennsylvania United States. Built in 1904, it was designed in the Classical Revival-style of architecture by noted Chicago architect Solon Spencer Beman.In 1977, First Church of Christ, Scientist, was designated a Pittsburgh Historic Landmark by the Pittsburgh History and Landmarks Foundation.The building was sold in 1992 to the University of Pittsburgh which has since renovated it for use as its University Child Development Center.In 2005 First Church of Christ, Scientist, was determined by the city of Pittsburgh's Historic Review Commission and the Department of City planning to be eligible for listing on the National Register of Historic Places.First Church of Christ, Scientist, now holds services at 201 North Dithridge at Bayard Street, in the Oakland section of Pittsburgh.

The University Child Development Center (UCDC) at the University of Pittsburgh is a child care and early childhood education center located on Clyde Street 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's Chancellor's Residence on the Oakland-Shadyside border in Pittsburgh, Pennsylvania. The University acquired the building, the former First Church of Christ, Scientist, in the fall of 1992 for $1.015 million. In 1994, Pitt proceeded with a $2 million renovation of the building to accommodate the UCDC which opened its doors in the facility on May 30, 1995 after having previously been located in Bellefield Hall.The neo-classical-style building was designed by Solon Spencer Beman and built between 1904 and 1905. In 1977 it had been designated a local historic landmark by the Pittsburgh History and Landmarks Foundation,The University Child Development Center serves as a near-site child care and early childhood education center for children ranging in age from six weeks through six years who belong to the faculty, staff, and students of the University of Pittsburgh. The UCDC also provides laboratory, research, and practicum experiences in observing and participating with young children in classroom-based settings, for Pitt students, and students from other institutions of higher learning. The UCDC also provides resources and technical assistance in implementing appropriate programs and practices that serve young children in Pittsburgh and other communities.The UCDC facility houses classrooms including four infant rooms, four toddler rooms, two three-year-old preschool rooms, and two four to six-year-old preschool rooms. Each room is designed to be age-appropriate for the group occupying the space. The UCDC also includes two large motor rooms (one for infants and toddlers and the other for preschool children) and an outdoor playground facility.

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.

The Moreland-Hoffstot House in the Shadyside neighborhood of Pittsburgh, Pennsylvania is a building from 1914. It was listed on the National Register of Historic Places in 1978.

Negley–Gwinner–Harter House (also known as Gwinner–Harter House, and William B. Negley House) located at 5061 Fifth Avenue in the Shadyside neighborhood of Pittsburgh, Pennsylvania, was built from 1870 to 1871 for William B. Negley (June 5, 1828 – January 16, 1894, a lawyer who attended Princeton University, served as a Major in the American Civil War under General James S. Negley, and was the son of Jacob Negley and the nephew of Sarah Negley and Thomas Mellon). After Joanna Wilmerding (Bruce) Negley, the widow of William B. Negley, died in 1910, Edward Gwinner, a stone and railroad contractor, purchased the property in 1911. Gwinner had it remodeled and expanded. The original architect is unknown, but Frederick J. Osterling remodeled the house and was responsible for additions between 1912 and 1923. Gwinner died in 1949, and his widow, Adele, owned it until 1963, when the house was sold to Dr. Leo Harter. In 1987, a fire caused by a paint-stripping gun during renovation burned much of the third floor and damaged the roof. Harter died in 1988, and the house sat vacant for eight years, was boarded up, and had even been considered for demolition. Then in 1995, restoration contractor Joedda Sampson and her husband Ben, a builder and developer, purchased the property and restored it. The restoration took nine months. In 2002, the house was purchased by Kenneth Lehn and Marina Persic Lehn. According to the Allegheny County Pennsylvania Real Estate Assessment Page, the house's estimated previous year market value for 2010 was $1,110,800. This Second Empire style house was added to the List of Pittsburgh History and Landmarks Foundation Historic Landmarks in 2000.