| October 3, 1894 |
Hannah, Elizabeth, and Katharine Shipley take their first pupil to prepare her for Bryn Mawr College entrance examinations. The School begins with six students and nine faculty.
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| 1895 | Main School Building is purchased.
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| 1916 |
Alice Howland and Eleanor Brownell purchase The Shipley School and become co-heads.
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| 1932 |
Shipley is incorporated as a not-for-profit institution and the first Board of Trustees purchases the School, its buildings and property from the "Hownells."
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| 1937 |
Townsend House is purchased.
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| 1940 |
Brownell House is purchased.
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| 1942 |
Mildred and J. Russell Lynes become heads of Shipley.
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| 1943 |
Shipley Alumnae Association is founded.
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| 1944 |
Margaret Bailey Speer becomes head of Shipley.
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Gladwyne Farm and Athletic Fields are deeded to the School by the "Hownells."
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| 1945 |
Howland House is purchased.
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Augusta Wagner comes to Shipley as Associate Headmistress.
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| 1948 |
Alumnae Office opens.
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| 1952 |
Addition to the Main School Building is completed.
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| 1956 |
Beechwood House is purchased for grades 1-3.
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| 1959 |
Wagner House and 919 Montgomery Avenue are purchased.
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| 1961 | 841 Montgomery Avenue, the Head of School's house, is purchased.
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| 1964 |
Middle House is dedicated for grades 4-7.
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| 1965 |
Isota Tucker Epes '36 becomes head of Shipley.
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Margaret Bailey Speer Library and Classroom Wing are dedicated.
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| 1966 |
Fuller property is purchased.
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New School House is dedicated.
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| 1967 |
Shipley School Endowment Fund is established with $9,000.
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| 1972 |
First boys are admitted to Shipley, in grades K-3. First males graduate from Shipley (four one-year seniors from Episcopal). Nancy E. Lauber becomes head.
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| 1977 |
Yarnall Gymnasium is dedicated.
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| 1978 |
Riely Theatre is dedicated.
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| 1979 |
Frederic L Chase III assumes headship.
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| 1980-1981 |
Foulkes property is purchased and playing fields are constructed.
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| 1981 |
Squash courts are dedicated.
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| 1982 |
Last boarding student graduates from Shipley.
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| 1985 |
Gary R. Gruber becomes Head of School.
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| 1987 |
Founders' Chair, Shipley's first endowed teaching chair, is established.
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| 1992 |
Steven S. Piltch becomes Head of School.
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Yamall Gymnasium is rededicated in memory of Hester Yarnall.
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| 1993 | West Middle School opens for grades 6-8.
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| 1993-1994 |
Shipley's year-long Centennial celebration.
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| 1995 |
Snyder Science Center and Upper School renovations completed.
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| 1997 |
Margaret Bailey Speer Distinguished Teachers Fund established in memory of Miss Speer.
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| 1998 |
Avery Silverman Dining Hall addition and Riely Theatre renovation completed.
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Elizabeth Gwinn Field at the Farm dedicated.
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| 2002 | 20 Million Dollar Capital Campaign Completed |
| Beechwood House Opening |
| Lower School Additions and Renovations Completed |
| 2006-2007 | Turf fields installed at the Farm and the Lower Campus |