We live in the main house which along with the garage was built in 1927.

The driveway is 'Y' shaped, very narrow from the street to the back, then both houses have their own parking area in the back.The issue he is having is the other homeowner is 'accidentally' leaving nails, screws, and other puncture problem items on the driveway with alarming regularity.

I started out with a flip house and am currently focusing on long-term rentals.

Some will give you the numbers, some will want to look at the property and may or may not charge a fee for the service.I will say, if you start bringing more business to a contractor and develop the relationship, they are more likely to help you out and walk the property with you.

Most rust belt cities are similar, older housing stock, lower prices, higher risk.  

The house looks really dark.

I work with a ton of developers and investors in NJ, specifically northern NJ (Bergen, Hudson, Essex, Middlesex, Union county).

I am passionate about real estate investing and I am particularly passionate about commercial, small multifamily, single family houses, apartments, notes, condos, mobile home parks, self storage, wholesaling, development, short-term rentals, flipping, rentals, BRRRR, and house hacking.Outside of real estate, I enjoy helping fix the financial goals towards retirement, help people looking for health Insurance, Life Insurance and annuities.

It explains the team that you should develop to have a strong foundation under you while investing remotely.https://www.biggerpockets.com/blog/core-four-real-estate-team

A lot of new commerical developments and urban infill are going in.