whew, Jacob. That sounds like quite a bit of a project you are biting off. I have limited land development experience -- a couple of boundary line adjstments and a short plat. I never built the homes, but sold off the lots for others to develop. That is my background.
Now, regarding your project, it sounds very ambitious. You did not describe your experience in real estate. If it is limited then I would highly recommend proceeding very, very cautiously. Deals like this are high risk. Yes, they can be high reward...but only if you make it to the finish line without going to court or going broke first.
You mit consider also getting separate financing outside of the contractor. Whatever you do, research, research, research. You will want a contract that is both ironclad yet flexible. Things change. So a rigid contract could box one of you into a corner.
We hired a President for our property management company. I started going down the contract path, but was advised by my attorney and others to leave it open. So we have no contract whatsoever. But that only works because both of us are honest and open. We don't always get along or agree, bit we respect each other.
This is a long way of saying that instead of looking for a contractor who has the skills and the financial backing you might put a greater emphasis on someone who you can trust, respect, agree to disagree, etc.
As for the listing, it sounds pretty easy -- especially in this market. But if you have limited experience with real estate deals then you may want to partner and co-list with a realtor. Listing a property and getting an offer is e easy part. The real work begins keeping the deal together.
Best of luck. Sorry to be so long winded.