We lease a small commercial space to a non-profit to use for their thrift shop.

@Brianna Johnson I've found the easiest way to see what your market is offering is to hop on Zillow and see what other listings look like and/or FB marketplace that are comparable to what your property is.  

Even a flip which is "fast" takes about 6 months (searching, finding, financing, rehabbing, listing, selling). 

Ask for referrals from colleagues, etc.Reach out to everyone on your list. 

Our family is starting to grow and my wife is wanting to get into something a little bigger and I want a bigger garage or shop.

I ransacked the internet and found my home address listed as active/available to show" the listing was published Jan7th and the went inactive/unavailable/expire listing on the date FEB 5th and the request to show the townhome was FEB 6TH  SAhe did the inspection the week prior and likely report the townhome almost move in ready to the landlor and then suddenly my inspection guy that did my "move-out-inpection" was in their for a second opinion and the her property management said "oh that was not your move-out inspection.

In general, from a business standpoint, the townhomes would be easier probably, but if you just have a passion for the idea of keeping the streetfront activated with a couple of shops, and it makes you happy without putting you in the hole, then do it.

Listed with unattractive photos that lingered for 60 days.

Given the nuances between and within markets and listings I don't think there is a meaningful way to estimate this at a macro level. 

I have a furnished 3 bedroom house that I have listed on several of the platforms - Zillow, FB, FF, and Airbnb.