Built in 1987, the building features four spacious units, each offering 1,012 square feet of living space with two bedrooms and one bath, and a cozy 506 square foot one-bedroom, one-bath unit.

I’m thinking one possibly multiple sub 1000 sq ft cabins. 

Also, if you do number one, make sure to delist the old listing as soon as the new listing is live. 

Rechecking orders, our window company miscounted the windows and forgot one, so we had a delay in the last window install, by 3-4 weeks.

Clue:  One of the options gets you a free roof. 

Quote from @Faaz Hafid: There are many versions, but I checked this one: https://crimegrade.org/violent-crime-pittsfield-ma/Crime affects your ability to find quality renters.

I'm one of the few that has a fence and enclosed backyard, and they have been cutting my entire yard for 2 years now. 

As Brandon Turner, one of the BP OG's advises, evaluate at least 10 properties per week to see if they are worth investing in/flipping/whatever your focus is because this builds your "investor muscles" so you will know a good deal when it comes up.

Rechecking orders, our window company miscounted the windows and forgot one, so we had a delay in the last window install, by 3-4 weeks.

I have not seen any statistics showing that sellers have been successful in negotiating down commissions other than in one-off scenarios.