Hey Siyavash! Answering your questions below:
1) Talk to local investors (and also specify that it's a duplex). The best option is to call three separate insurance companies and ask them to run a quote for the property address - make sure they know it is an investment property and you will not be living there.
2) The issue with purchasing a property that already has tenants inside is that it's nearly impossible to rehab. With this in mind, a lot of investors looking to grow their portfolios stay away from tenant-occupied properties because it's hard to "cash-out" of a deal when you can't even improve the value of the property.
To answer your question, it depends on your longterm growth goals. If you are trying to grow fast and get your money out of the deal to rinse and repeat - none of the options above work.
If you are looking for steady cash flow with little to no involvement (assuming property is in good enough condition and tenants are respectful and pay on time), then this could work.
Investors who want to build their portfolios quick typically apply this approach:
- Purchase undervalued property with hard money / private money
- Fix given property with hard money loan
- Place renter in house and achieve positive cash flow
- Refinance and pay off hard money loan and in a perfect world, receive all the money personally invested in the deal back (typically hard money lenders want a minimum 20% down for the purchase + rehab cost totals)
- Repeat. You may have left a little money in the deal, but 6 months later you should have enough from a W2 income or other investments to purchase another property.
3) $0. An offer is an offer and if the seller get's offended, that's a reflection of his/her insecurities. I see too many agents get concerned about making lowball offers. The fact you are even considering making an offer is a compliment to the seller :)
Feel free to message me if you have any questions!