Buying A House While Selling Another -

This is generally the "safer" financial route because you know exactly how much cash you have from your sale before committing to a new mortgage.

Declutter and handle minor repairs before you start looking for new homes. buying a house while selling another

You aren't juggling two mortgages, and you’re a more attractive buyer because your offer isn't "contingent" on a sale. This is generally the "safer" financial route because

You only have to move once, and you can take your time prepping your old house for sale without living in a construction zone. which adds cost and hassle.

You might need to move twice (into a short-term rental or with family), which adds cost and hassle.