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| Date: | 1850 |
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| Description: | Body of water body in foreground with boaters, buildings on shore in background. |
| Date: | 1927 |
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| Description: | Hotel Majestic. Caption reads: "Hotel Majestic, Oconomowoc, Wis." An advertisement on the back reads: "Located on intersection of Highways 19 and 67. Situa... |
| Date: | 1910 |
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| Description: | Jacob E. Friend residence showing the main house, barn, bath house, and boat house on Pine Lake. |
| Date: | 1915 |
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| Description: | View looking down a road. Buildings are along the left, with trees and a sidewalk. A body of water is on the right. |
| Date: | 1890 |
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| Description: | Stereograph of the Stewart home. The name I.N. Stewart is stamped on the back, and the home is presumably of the family of the donor of the photograph, Mar... |
| Date: | 1925 |
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| Description: | A view of Pewaukee Lake Mills. Asa Clark, a Vermont pioneer who settled in the town of Pewaukee in 1837, erected a sawmill in 1838 at the outlet of the lak... |
| Date: | 1925 |
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| Description: | View of Pewaukee Lake Mills. Asa Clark, a Vermont pioneer who settled in the town of Pewaukee in 1837, erected a sawmill in 1838 at the outlet of the lake.... |
| Date: | 1940 |
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| Description: | Exterior of Octagon House. The caption reads: "The Pewaukee octagon house is the one for Poe. Legend says the man who built it killed his wife. Truth expla... |
| Date: | |
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| Description: | Exterior of depot. Caption reads: "C. M. & St. Paul Depot, Oconomowoc, Wis." |
| Date: | 1920 |
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| Description: | Cistercian Abbey of Cistercian Fathers, Our Lady of Spring Bank in winter. Formerly a resort hotel on Oconomowoc Lake, called Spring Bank. |
| Date: | 1900 |
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| Description: | Exterior of Draper Hall. Caption reads: "Draper Hall, Oconomowoc, Wis." |
| Date: | 1880 |
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| Description: | Side view of Draper Hall on Lake Road. Tree-lined street with two men sitting on chairs in front of Draper Hall. |
| Date: | 1925 |
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| Description: | Earling residence, home of A.J. Earling, president of the Chicago, Milwaukee & St. Paul Railroad. |
| Date: | 1939 |
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| Description: | Holy Innocents Protestant Episcopal Church "at the northeast corner of the intersection of Highway 16 with a road which goes north and south from Delafield... |
| Date: | |
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| Description: | Masonic Temple, with American flag flying in yard. Caption reads: "Masonic Temple, Oconomowoc, Wis." |
| Date: | 1920 |
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| Description: | Monastery for Redemptorist Fathers, Eschweiler & Eschweiler, architects. |
| Date: | 1928 |
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| Description: | Exterior view of the Oconomowoc Public Library, located in both the half-timbered building (formerly the fire house) and the next building, with a museum o... |
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