'here' which is 100 miles plus distance to compare the three. 

I'm getting a comparable amount of response from each.  2 years ago and earlier it was all Craigslist to good advantage.

Hi jesus, Find out who the best (the one that lists and sells the most similar properties near yours) local realtor is and tell them you are thinking about selling and they will provide you with a free market analysis or CMA (comparative market analysis) that will include recent comparable sales and an estimated time to sell or DOM (days on market).Tell them you want an as is valuation and an after repaired valuation and what repairs would add the most selling value.Then get estimates on those repairs, and see which way you come out best.Good luck.

My goal is to be able to quit my job in 2 months and live strictly off of real estate profits. 6 months from now, I would like to have our own storefront business and be a big enough investor that we're comparable to other real estate companies in our area.

Now compare this to the same property on a ground lease with 10 years left on it.

You may want to compare some of the local turn key product with what you can buy off the shelf.These are not rocket science type purchases. 

We want to make sure you understand your coverage and are comparing apples to apples. 

What is the ppsqft for new comparable quality construction selling for and do not pay more than 65% of this... my 2 sense.  

He is a savvy guy and knows what price points would make for a workable flip price compared to a workable rental price.  

If you're going to flip the property, then the attractiveness of the home would come more into play, as well as it's features compared to the competition of other homes in the area (as you mentioned, lack of curb appeal, lake frontage, size, inconvenient commute).