1] Can property tax, HOA, Interest, cleaning, painting and remodeling claimed as expenses in 2020? You need to read the IRS Pub 527 to answer all the questions you have ... https://www.irs.gov/pub/irs-pdf/p527.pdf
2] Does interest, HOA, property tax in 2020 need to be prorated? Yes ... all common expenses must be prorated.
3] Can I claim painting and remodeling expenses after A There is a difference between repairs that can be expensed and improvements which must be depreciated. https://www.irs.gov/pub/irs-pdf/p946.pdf
One thing I will caution you on ... in the TT program ... once you converted the property to a rental (even if you did not get a renter in 2020) you did NOT use the property for personal use at all so zero is the answer ... read all the words on all the screens carefully as you complete the interview. And the program will not do a good job of prorating the common expenses so do them yourself.
