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In 1803, when the road was extended from Sharpsburg (Norwood) to Montgomery, it became known as the Montgomery Turnpike.
The first permanent settlers came in 1809.
In 1848 the Shepard’s enslaver, Sarah Edmonds, of Fauquier County, Virginia, died and freed them in her will.
In 1850 Charles Shepard, a formerly enslaved man from Virginia, and his family moved to rural southwestern Wisconsin near present-day Beetown in Grant County.
They settled into the area and eventually established a community of African American farmers called Pleasant Ridge in the years before the Civil War, which began in 1861.
When the Civil War broke out in 1861, Pleasant Ridge contributed its share of soldiers.
In 1873 Pleasant Ridge residents built one of the first integrated schools in the nation.
Residents also built the United Brethren Church in 1884.
In 1906 the women of the community formed the Autumn Leaf Society.
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| Company name | Founded date | Revenue | Employee size | Job openings |
|---|---|---|---|---|
| Clare High School | - | $11.6M | 86 | 8 |
| Saint Mary's Hall | 1879 | $27.8M | 100 | 4 |
| Collingswood High School | - | $7.3M | 25 | 9 |
| Tbaisd Career-tech Center | - | $3.7M | 7 | - |
| Longwood Medical Area Child Care Center | 1982 | $1.8M | 125 | 1 |
| Ferncliff Camp & Conference Center | 1937 | $680,000 | 30 | - |
| Sudbury Extended Day | 1985 | $5.0M | 125 | - |
| Fort Gibson Sports | - | $52.0M | 50 | 10 |
| Lopatcong Township School District | 1961 | $1.4M | 50 | - |
| Campbell Hall | - | $50.0M | 200 | - |
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Pleasant Ridge may also be known as or be related to Pleasant Ridge, Pleasant Ridge Union Sch Dist and Pleasant Ridge Union School District.