McCook Family Estate

Sunnyledge (former McClelland House) at 5124 Fifth Avenue in the Shadyside neighborhood of Pittsburgh, Pennsylvania, was built in 1886. It was designed by architects Longfellow & Harlow, and was originally the home and office of Dr. James H. McClelland. McClelland was the founder of nearby Shadyside Hospital, now part of the University of Pittsburgh. Members of the McClelland family remained residents of the home until the 1980s. It is now the Sunnyledge Boutique Hotel and Tea Room. It was added to the List of City of Pittsburgh historic designations on April 12, 1995.

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.

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.

Fifth Avenue (sometimes spelled 5th Avenue) is one of the longest streets in Pittsburgh, Pennsylvania, United States. It begins downtown and moves eastward for over five miles (9 km). Fifth Avenue passes by the Carlow University, the Cathedral of Learning and other buildings of the University of Pittsburgh, then forms the borders between Shadyside on the north and Squirrel Hill and Point Breeze to the south. Finally, after passing Chatham University, The Ellis School, and Mellon Park, it turns north and forms the border between Larimer on the west and North Point Breeze and Homewood (Pittsburgh) on the east. At the intersection with Frankstown Avenue its name becomes Washington Boulevard (PA 8) and descends a branch of Negley Run to meet Allegheny River Boulevard (PA 130) near the Highland Park Bridge. At least 30 streets either cross or intersect with Fifth Avenue, including Penn Avenue, which intersects it twice (once in Downtown and again near Point Breeze). Forbes Avenue parallels it from Downtown through Uptown and Oakland before diverging at the University of Pittsburgh; they form a one-way pair through Uptown and Oakland (Forbes from Downtown toward Oakland, Fifth from Oakland toward Downtown).

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.

Addy-Spencer House located at 919–20 St. James Street in the Shadyside neighborhood of Pittsburgh, Pennsylvania, was built in 1869. It was added to the List of Pittsburgh History and Landmarks Foundation Historic Landmarks in 2000.

Penn Avenue is a major arterial street in Pittsburgh and Wilkinsburg, in Pennsylvania. Its western terminus lies at Gateway Center in downtown Pittsburgh. For its westernmost ten blocks it serves as the core of the Cultural District with such attractions as Heinz Hall, the Benedum Center and the Byham Theater as well as the David L. Lawrence Convention Center and the Heinz History Center bordering it. Exiting downtown it is the major route through the city's Strip District, Lawrenceville, Bloomfield, Garfield and East Liberty neighborhoods. Its eastern portion exits the city at Wilkinsburg where it continues to exist as Penn Avenue with a numbering system that begins anew using small numbers as it approaches Interstate 376 the "Parkway East". Penn Avenue is about 8.7 miles (14.0 km) long.From downtown, Penn Avenue travels in the same general direction as the Allegheny River, thus it passes close by a number of the bridges of the city that cross that river. In the downtown area, Penn Avenue is the main bisecting street of the Three Sister Bridges that form the Roberto Clemente Bridge, Andy Warhol Bridge and Rachel Carson Bridge. It passes the 16th Street Bridge, and goes straight through the Strip District.

The Carnegie Mellon School of Music in Pittsburgh, Pennsylvania is a degree-granting institution founded in 1912 as one of five divisions of Carnegie Mellon University's College of Fine Arts. A National Association of Schools of Music accredited school, it offers undergraduate and graduate study, as well as Pre-College Program in the summer. Students receive the highest level of individualized instruction from professional musicians and master teachers. Described as ‘the destination for the academically gifted musician,’ Carnegie Mellon School of Music offers majors in every orchestral instrument, piano, organ, guitar, bagpipes, voice and composition. In fall 2009, the school began offering a Bachelor of Science and Master of Science in Music and Technology, a tri-college curriculum that includes courses in the School of Computer Science and Carnegie Institute of Technology. Instrumentalists are trained to perform various styles and periods of music through a range of performing ensembles. These include the Carnegie Mellon Philharmonic Orchestra, Wind Ensemble, Jazz Ensemble, Percussion Ensemble, Flute Ensemble, Contemporary Ensemble, and the interdisciplinary Exploded Ensemble, hosted within the School of Music and Carnegie Mellon's IDeATe program Vocalists specialize in opera. Private studio instruction is augmented by choir, opera workshop and diction/ repertoire classes. Voice majors also study acting, dance and three languages. The School of Music presents two fully staged opera/music theater productions each year. Carnegie Mellon offers a strong emphasis on contemporary music and conducting. Composition students write works for all types of instrumental and vocal groupings. All the works are performed and professionally recorded, culminating in an orchestral piece to be written during the senior year.

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.

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 Marianna Brown Dietrich College of Humanities and Social Sciences (Dietrich College) is the liberal and professional studies college and the second-largest academic unit by enrollment (after the Carnegie Mellon College of Engineering) at Carnegie Mellon University in Pittsburgh, Pennsylvania, USA. The college emphasizes study through rigorous analysis and technology of the behaviors, institutions, and beliefs that constitute the human experience, describing itself as “not an ordinary liberal arts school.” The college was named for Marianna Brown Dietrich, the mother of philanthropist William S. Dietrich IIafter his donation of $265 million to the university in 2011 – the largest single donation in Carnegie Mellon history. The Dietrich College offers more than 60 majors and minors through its academic departments and specialized degree programs. It is committed to a balance among humanistic, scientific, and professional orientations, and to an emphasis on integrating research experience into undergraduate education. The Dietrich College General Education Program combines required courses that teach key analytical skills with a wide range of elective courses to develop foundational skills essential to effective learning throughout the college career and beyond.

The Heinz College of Information Systems and Public Policy (Heinz College) at Carnegie Mellon University in Pittsburgh, Pennsylvania, United States is a private graduate college that consists of one of the nation's top-ranked public policy schools—the Network of Schools of Public Policy, Affairs, and Administration-accredited School of Public Policy & Management—and information schools—the School of Information Systems & Management. It is named for the late United States Senator H. John Heinz III (1938-1991) from Pennsylvania. The Heinz College is also a member of the Institute for Information Infrastructure Protection, one of 24 members of the iCaucus leadership of iSchools, and a founding member of the MetroLab Network, a national smart city initiative and New America's Public Interest Technology University Network.The Heinz College educational process integrates policy analysis, management, and information technology. Coursework emphasizes the applied and interdisciplinary fields of empirical methods and statistics, economics, information systems and technology, operations research, and organizational behavior. In addition to full-time, on campus programs in Pittsburgh, Washington, DC, Los Angeles, and Adelaide, the Heinz College offers graduate-level programs to non-traditional students through part-time on-campus and distance programs, customized programs, and executive education programs for senior managers.