Biggest question I'd ask is whether or not I could afford the additional payment without relying on income from the investment property.When looking at a potential investment property, look at best case, most likely, and worst case scenarios and decide what the probability of loss is. 

@Steven Arterbery what has been your biggest bottleneck to keep you from knocking on 40 doors a day?

Make some offers and get in the game.No substitute for practical real life experience.My final comment if you want to buy and hold and are investing for the long term.The biggest factor in a successful investment will NOT be what property you buy.

All of this came from a single phone call about someone wanting to rent a home in Denton.Total out of pocket: $0Total net proceeds of all sales related to deal: $120,000My biggest take away from all of this is that it is all about the relationships you build.

I was also looking at Attleboro (great school systems, people willpay a premium for that) and Taunton but Fall River and New Bedford seemed to be the best priced market and the ones that had the biggest chance at going up in value due to the train.

My biggest pieces of advice that I could give you is to start investing yourself.

The biggest thing is you need to find and interview people to help you.

I've realized that the biggest factor that is helping me to limit the amount that I spend is the fact that I don't have a car.

HI you might want to check Nachi.org or InterNachi also ASHI for qualified and certified inspectors, this are the biggest Home inspector association in the nation.

The biggest challenge has been lack of paperwork or records that the estate might be missing.