In the assets I am considering - the seller is typically selling because they no longer have the time or energy. 

If he's a good guy, he'll tell you if it's worth considering or not!

If that were a nicer yard, I would consider removing it.

Hey Calvin, A few things to consider. 

Albany, Syracuse, Utica, OH, PA, etc.) for cashflow.The challenge in these markets is that demand is through the roof, and many properties either sell at the asking price or above the asking price (Suffolk's sale price average was 1.5% ABOVE the asking price).If I were in your shoes, I'd explore local and remote multi-family options before considering the mid-term rental route.All the best!

Quote from @Bobby Larsen: Interested to see if this moved forward, I've considered something similar in San Diego.

We’re considering whether to do mid-grade updates and rent it soon if we can find a good next property though acquisition and ongoing costs are a problem.

As far as some other comments about like kind etc, you can sell this SFR and then buy a warehouse, or vacant land or even exchange into a DST there are many other assets that are considered 'like kind'.

.- Revolving Credit & Liquidity Management:Instead of taking out separate loans for each property, consider portfolio financing and cross-collateralization strategies to streamline funding and improve cash flow.- Creative Financing Solutions:Options like subject-to deals, seller financing, and syndications can lower capital requirements and increase your purchasing power while providing flexibility for properties with complex financial situations.4.

If not, they may consider building the ADU and down-sizing into it and renting out the main house.