It took General Grant nearly two years to take Richmond after being given control of the eastern armies in the late summer of 1863. Grant's forces faced tremendous costs and setbacks in the journey of only about 150 miles from the Potomac to Richmond. This series of horrible, costly, slow-moving battles set an example for World War I, with trench warfare, long-range artillery, set battle lines, mass casualties, and more.
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Richmond
Grant put the city of Richmond under siege by essentially surrounding it and cutting off any supply route. The above answer requires more detail. In the Spring of 1864 Grant devised a strategy to cut Richmond's supply lines from the South. Five railroads led from the city of Petersberg to Richmond, Grant's plan was to destroy these and Richmond would surely fall. This strategy was placed in jepoardy and Richmond would live to see another day.
yES HE DID
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On the second week of April in 1865.