As for your ques if to wait, well, it depends on the market, in some parts of the country prices are still going up, slower, but still going up, other parts the prices are coming down, you know that area, what is happening there? 

The better option would be depending on your priorities.

The biggest thing with 5+ units is everything is more expensive, and the inspection requirements (depending on the municipality) are often more rigorous.

Seller financing can be a valuable tool when used correctly, but its effectiveness depends on how it's structured and implemented.

The specifics usually depend on agreements with the tribal government.

Some lenders offer creative solutions, like a cross-collateralized loan, where they use your existing equity as security without refinancing the duplex.Another idea is partnering with private lenders or exploring a second-position mortgage, depending on your lender's terms.

CT is 1-2 hour drive from my location depending on the town and is manageable for one project.

I think this depends on your risk tolerance and your interest rate.  

It depends what basis you are filing under.

While your exact cost will depend on your market, I have a GC client in Columbus OH that is building triplexes at just under $200/SF.