I have never looked at the stars from anywhere other than from my own roof binoculars and . . . . ?

Perhaps review FAQs of others with the same questions before deciding what to get. Because the field of view will be small (highly magnified) and the earth is constantly spinning a tracking telescope may help keep the image in view while making observations. A local astronomy club may have a turnover of good telescopes as certain members upgrade their equipment and likely will welcome new members with good advice on how to get started.