For instance, I see 1 car garage homes going up, this is insanely foolish unless this is limited by the lot size or other parameters.

Three appraisers will all measure a different size.....no two are almost ever alike.If you end up buying this house, I would update the size with the appraisal district to potentially lower your taxes.There can be lots of discrepancies in sizes....every appraisal will likely have a different size, builders plan could be different, tax roll can be different.   

They are close to millennials in terms of size of cohort and often well funded. 2-3 bedrooms 1-2 baths and up to 1700 square feet is now in great demand as both starter homes and downsize—the exact kind of housing they haven’t built in 40 years :)

. $6K to replace a boiler of any size is CHEAP.

You will need to redirect the fans through the roof or outside (which is ugly), install properly sized vents and maybe a fan.If only the ridge shingle are lifting, that shouldn't be a very costly fix, and it should be covered under warranty.

Depends of course on the size of the home and what you need done. 

@Alyssa Mccourt Depends on the buyer or investor.If you are planning medium to major value-add renovations and rent bumps, AND the property is smaller in size, under 4-5 units, then taking an empty property can vastly speed up your renovation schedule.

Are there any new builds in the area that are a similar size? 

I was able to get $20k in down payment/closing cost assistance through a program called Neighborhood WORKS, they held a 2 day event back in May 2019 that awarded $20K to 300 families on a first come first serve basis.

I was able to get $20k in down payment/closing cost assistance through a program called Neighborhood WORKS, they held a 2 day event back in May 2019 that awarded $20K to 300 families on a first come first serve basis.