TurboxTax is showing like $250 for someone with a house, a job, shares, expenses, etc. Not sure how anyone of this works so maybe I'm wrong.

The website price is rarely what someone pays in reality. Typically you buy it one year, at a store for some special price, and every year they mail you a CD with special reduced pricing to renew.

I paid $39 this year for H&R Block Deluxe, which took care of everything you listed above. Includes 5 e-files too, so you can share it with friends/family.