I suggest you read the end of this article by R' Yisroel Blumenthal. The content is intended to be anti-missionary, but nonetheless gives the interpretation of Jewish commentators. (Note that rarely is there actual consensus among Jewish commentators to the Bible, especially with interpretations of vague visions such as this one, but in this case the one that is offered is, I think, a common one, and one that has not been proven wrong by the Messiah not arriving at a predicted year.)
Instead of posting the entire thing here, I will respond to your specific questions in light of the interpretation presented there:
- All "weeks" are periods of seven years. The seventy weeks are divided into the first seven and then the following sixty-two weeks. (Numbers are rounded by week.) Thus, the sixty-two weeks in 9:25 is actually part of the seventy mentioned immediately before it. The first seven "weeks" are from the "going out of the word" of Jeremiah, when he prophecied about the rebuilding of Jerusalem until the reign of Cyrus, when said prophecy was able to be realized. The remaining sixty-two week period is from that point until the second Temple was destroyed, during which the city of Jerusalem was rebuilt (although not to the point of its former glory).
- The "anointed one" in 9:25 is different from the one in 9:26. The former refers to Cyrus and the latter to the last kohen gadol (high priest) to serve in the second Temple.
- The last week referred to in 9:27 is the last week of the sixty-two week period mentioned above. The verse describes the events of those seven years.