I agree with @Jaron Walling, you have an opportunity to sell and harvest a profit and avoid paying tax on that profit because it was your primary residence.

Might be able to get a contract with the buyer of the cherries and thow some cash at you upfront for signing a agreement to buy the crop but I don't know what the alternate bearing looks like on Cherries in Washington and the brokers may not be willing to pay upfront in that area... or a upfront lease payment from the renter... 

Tenant doesn’t pay their rent…unpredictable cash flow.

Currently, I am paying $942/month w/ $232 of that going towards my principal.

One of them was that Section 8 would not pay market rates.

So it would not make much sense to put only 15% down if you have to pay an additional 4.125% in points to make it happen.

Nobody pays me to stay home and meet the cable guy or the appliance technician.

You agree to pay an additional $200.00 lease violation fee each time we determine, at our sole discretion, that smoking has occurred in your rental unit, due as Additional Rent.

Is $250 psf around what you would expect to pay?

Once you have this team in place, you should be able to invest in any market confidently.I buy in Columbus, Ohio but I have clients that buy all over Ohio