Should I attend University of Rochester or not...

And the OP said that the first semester costs $1,100 ($1,900-$800), so the second will cost about $2,000.

As long as he has enough saved for first year tuition and travel cost and books he should be fine to start this year.

He will have $3,000 work study to pay for personal expenses, second semester books and travel home in summer.

Then either he will work at home or do a paid internship in the summer.