If it is recorded as built in 1920, that is what the insurance will be based on.The most valuable update with regards to insurance is the roof. 

Take time to learn through military-focused resources like Military House Hacking or Active Duty Passive Income, and connect with other military investors online or on base.

Quote from @Gamal Harding: Anduril Industries' Expansion to Columbus: A Transformative Move for Real Estate InvestorsAnduril Industries, a prominent defense technology company based in Costa Mesa, California, has announced plans to establish a new manufacturing facility in Pickaway County, near Rickenbacker International Airport.

Heating costs go up in winter, as does electricity due to the reduced natural light and more people indoors.

The problem is, none of it is based on actual comps, and again, the word "cute" doesn't have anything to do with setting those numners.What you need to do is a full analysis of the comps for both rent and sold in your area. 

Even a single family builds can vary significantly based on site conditions and required structure/design.

From there, you can research through zillow/redfin whatever but your best bet would be to find an investor/agent (I a one but based in Fort Lauderdale) who can guide you through the process.

Based on the design, I would go with sororities if possible.

Time is money in the service world and you should expect a base charge if a PMC has to send a ServiceTech to fix something that truly only take 10 minutes to do.

In this type of area having just 1 or 2 properties is ok because your tenant base is higher end and more stable.