You know what they say:  its tough to find good help.Letss see, whether all properties will have non-cosmetic issues really will depend on your neighborhood / location. 

Yes, a wide range of prices and decent cash-flow depending on where you're investing. 

It depends on who services the 401K plan.

It's going to depend on what type of loan you're planning on getting, and fees vary from lender to lender...same with title fees.

Along with the FHA loan, check out the loan from the Neighborhood Assistance Corporation of America (NACA).NACA was formed in 1988 and provides an affordable option for potential first-time buyers:✅ No down payment✅ No closing costs or fees✅ No mortgage insurance✅ No consideration of credit score✅ Below market fixed interest rateThere are several requirements to be eligible, starting with attending one of their workshops.https://www.naca.comI wish you all the best.

@Celine Suzzarini It's really going to depend on what your lease agreement states and likely what city your rental is located in as there are some city specific ordinances that could be a factor. 

There will be closing costs on both refinance transactions, and depending on the loan type, there will be a prepayment penalty. 

@Hoa Nguyen it depends on your terms.  

My best advice is the manage the debt better on property #2(as in recast this), evaluate rent appreciation on #1 and depending on income if you do buy a primary-- you better pay cash.

It depends on your investing goals and business.