I'm telling you as a local that the property is worth no more than 75,000 in it's current condition yet it is being assessed for ~$100,000 due to it generating rental income in the last 3 years.

After you are conditioned to it a little bit, you get used to it and it becomes acceptable because it is the trade off to be in a place where you can do what you want, within reason. 

Pricing your property below market doesn't mean you are stupid, it means you will potentially bring in less money than might be possible under optimal conditions.

It is possible that your agreement was written in a way where the seller could keep a portion of your deposit based on certain conditions.

@Justin PeuckerMainly just looking at number of bedrooms, bathrooms, square footage, garage size, and condition of interior such as kitchen and bathroom finishes.

Maybe put $900 in this scenario if the units could pull that in their current condition or $1100 but up front reno.

Be prepared for a bidding war on anything you find on the market in decent condition/location that's priced below $200k.I know this likely is not what you wanted to hear but it is our current reality.

The problem you have is; if you really want to know how well the heating and cooling system is, and the condition of the roof, plumbing and electrical system then you need to hire a plumber, electrician and roofer because believe it or not general contractors do not specialize in those trades unless they have a license specific for each or any of those trades.The problem I run into when calling contractor for inspections is I get a lot of b.s..

Many will lend on the home despite it's condition, and you'd likely have more favorable terms than going the hard money route - especially if you're planning to planning to claim this as a primary residence and move-in. 

We have language in our leases that it is the tenants responsibility to maintain the landscaping in the same condition it was in when they took possession.