Keeping it as one big space may set it apart from standard storage units, but you could also test demand with dividers for varied price points.

On paper, the numbers work, it currently has renters in place, although month to month and one unit is actively trying to move somewhere else because they need more space. 

This amounts to lost opportunity because if you had purchased RE, at the closing it can start producing return. 5) ADUs detract from the existing structure whether this is privacy, a garage, or just yard space. 6) this is related to number 1, but there are many more buyers looking to purchase homes for their family than there are RE investors looking to purchase small unit count properties.

Capital is tight right now given capital markets volatility and bank exposure to faulty loans, especially in the multifamily space. 

Hampton Roads has a lot to offer in the investing space.

Unfortunately we won't have the space for wooden stairs, without losing out on the parking spaces.

The additional income from STR could justify the renovation costs, but it requires active management and market awareness.LTR or Break-Even Strategy: Renting long-term might simplify things, but if it only breaks even, you’re right to consider if appreciation is enough motivation to hold.DIY Basement: DIYing the basement could increase STR appeal without the full $50K outlay, especially if extra space attracts more bookings.

We use Avail.co to do the background checks, prepare and store leases, and to offer the required renter's insurance policy.Stessa.com does a good enough job acting as a free substitute for Quickbooks.AirBnB and Furnishedfinder.com for listing the space (though I will be trying MiniStays soon). 

This is particularly true in areas close to tech hubs and co-working spaces.

It's been sturdy as hell but certain things (like plumbing) were a pain to modernize for him.