My fiancé owes a small 2bed 2bath townhouse outright.

Through depreciation, other income taxes are offset, through debt paydown and appreciation, he's going to gain $thousands per year in equity.Subjectively, it may appear not to be a deal, but if the buyer understands these factors and wants the property, an entry fee under $10K sounds like a deal. 

.- Property receives one set of taxes- Both houses are approximately the same sq ft. (1300)- Two single-family homes, not attached (two different addresses)- Property size 0.45 Acres- Township won't allow subdivision unless each house sits on 0.5 acre lots- Will reside in one house upon purchase, and will rent out the second house- One house currently rented out for $1,400 a month with a one-year lease- Purchase price $260,000Looking for ideas or best ways to finance this type of property!

So, something to think about, the guests will be paying airbnb's taxes/fees etc.  

What I mean by this is considering how much your down payment returns to your net worth (appreciation, loan paydown, tax benefits, AND rent avoidance).

Flipping is a self-employed job with high risk and high transaction costs.By the time taxes and agents are done with you, the juice is rarely worth the squeeze.   

I am getting ready to move out of the building entirely and would like to disband the condo association and have one tax id for the building as a whole.

Any tax benefit for havingnegative cash flow i.e let say you have rentals with +ve cash flow that add the total income and for me i already have w2 so that extra +ve cash flow make me pay more to uncle SAM (which i don't mind as such, Uncle SAM can use that to fix the roads i travel) will -ve cash flow properties will negete the +ve cash flow with a long term goal that at some point the -ve cash flow will become +ve and i pay uncle SAM more to fix the road due to rain. is that your thinking too :)I am not a tax expert but a long time RE investor.

Duplex house - 2 units both 2/1 (good condition)Estimated sale price $310kQuoted payment 7.5% (25% down)$2068.96/month (assuming $150/mo for insurance and $293/mo for taxes)$87,149 cash to closeAnnual cash on cash return 3.6%cashflow $252 monthlyBoth units currently occupied and lease signed through April 2024I will be using property management for this property because it’s out of state for me. 10% fee. 

Thanks for the mention, @Kelly O'Keefe @Jun Lopez I provide specialty tax services such as cost segregation studies, 1031 exchanges, historic tax credits, section 179D, energy tax credits, etc. rather than tax preparation services, but I'd be more than happy to connect you a CPA (or there are great ones here on BP as well).