I like the extra unit with a tenant in the back and the main house has a ton of character and will make a great airbnb.

Agents in a dual-agency situation often get tripped up by this. 

Wood siding in good shape can provide some good character for the building. 

@Charlie Moore I've done open house style showings for myself an day clients, and had great success with the strategy, its a solid approach but like anything else there are pros and cons the biggest ones in my opinion are:Pro'sTime: You can possibly get more foot traffic to see the unit(s) without making a dozen individual trips to the propertySense of Urgency: When potential tenants see the traffic and potential competition at the open house they may be apt to submit an application a bit fasterCon'sTime: Timing is crucial, you have to know what time is best for your tenant base, if your only showings are open house style you run the risk of potentially qualified tenants not being able to attend due to scheduling conflictsEngagement: If your open house is too busy you may run the risk of not being able to interact with potential applicants.

Choosing to avoid sweeping generalizations about your character, I'm sending you a PM with what I'm looking for in your area.My introduction is, "I'm Todd.

Take a ROAD trip.

Be aware of anything that looks like it could potentially cost you money (ex. a parking lot that needs to be repaved and re-striped, trip hazards, etc.).Once your offer gets accepted and the deal is under contract, then you should make it a requirement to gain access to all of the units and do a thorough inspection as early as possible in your due diligence period. 

Road trip!

In reality, that is what trip insurance is for.

What trips them up is seeing the $105,900 deduction for 2019 on the tax return.