Online options: Many counties have online access to property records through their official websites.

You could explore triple net leases, purchase BRRRRs, or buy 1-4 turnkey rentals, among other options.

Wholesalers use the “option” clause, inspection clause, or a specific “weasel” clause to terminate the purchase contract if they are unable to contract with an end buyer at a higher price.  

I plan to hold this property towards retirement as it's in the area I grew up (obviously anything can change).I am receiving conflicting statements from contractors/friends/family on which roofing option to go with.

If you’re considering this step, consulting with a financial expert to evaluate options tailored to your situation can be invaluable

Another option would be to keep the purchase price at $140K and bring a check to closing for your broker.

I've personally tried a few options and the best has been Smarter Contact.

My construction lender offered a portfolio loan option for me, but yes, refinancing it to conventional is definitely an option.  

That said, if you can comfortably handle the additional down payment and monthly payment consequences of a higher purchase price (and the lenders agree), and you have a few different good options with the property then it could be a wise investment.By a few good options . . . you want to have some exit strategy other than STR that will work in case the something happens to make STR uncouth in your area. 

A HELOC may be an option but I'm full time real estate (no W2) and have a couple properties and my DTI is relatively high.