This property probably has a bunch of deferred maintenance and may be in need of some major repair.Home inspectors aren't going to be able to give you a quote or estimate of the true cost of repair, and will ultimately end each inspection point with "You should have this looked at by a licensed contractor."

You'll lose your Sec 121 qualification after June 2022, but if it's a good cash flow prop then that might be worth it, and you can always 1031 down the line.If there's another place your money would be more productive right now, you can do a 1031 and defer taxes on the sale, rolling that capital into a better investment prop(s). 

Primarily because we had raised rents and completed some significant deferred maintenance.With regards to the vacancy issue I would argue that a portfolio of SFR's is no different than a multi. 

As far as terms, either loan can have very high or low interest terms.I use my SOLO 401K for lending purposes and am deferring all taxes until I start withdrawing.

Meanwhile the rest of the sale is tax deferred through the 1031.This doesn't fully solve your dilemma of whether to sell or not.  

It's put in pretax, deferring tax until you retire and will be at a lower tax bracket.

If your doing high dollar flips than defer to a professional but you could build all your vanities and kitchen cabinets with ease.

(2) There are special provisions that bite you in the rear if the student loan debt has deferred payments or anything like that.

If you want to defer all tax you simply must purchase at least as much as you sell and use all the cash proceeds from the sale in the purchases.

It may be a sign of some deferred maintenance.