I'd imagine the ones closest to NY (Stamford/Norwalk) would be fairly high priced compared to places further out (Fairfield/Bridgeport), but deals could probably still be found. 

But at some point, tenants won't take a band aid fix or an "HVAC guy says there's nothing wrong with it" for an answer, especially if it keeps happening.My question to you, do you have a string of texts/ emails or any communication with the tenant showing you were actively working the problem?

Closest comp-1823 Hickory Glen-sold for $475 in March, is almost 20% larger. 

Not cheap.By the time you add in all those costs, good luck finding any that make the numbers work.The closest thing to this magical management company that you suggested is called a turnkey operator.

@Doug B.I think I remember you shooting me some properties, and I would not have recommended the areas closest around you, either.I've helped two of my clients for one on ones, who were from new york, get their first rental. 1 purchased in NC, one purchased in PA.

The property manager is required to reduce lose by either allowing subletting or a new agreement with additioinal or new tenants.I agree with those who say that once a new lease was signed, that probably ended or brought into question the validity of your lease.Contact a locak Landlord Tenant Attorney and get some advice or the legal aide department of your local court...they can guide you.

It looks even worse up close...The owner of the building next door isn't being responsive to my request to enter his building to inspect the entire wall and his wife has already made it clear that they want nothing to do with spending any money to aid in its repair.

Search on the term:"Section 2205(b)(2) Aiding and abetting cemetery or real estate sales activities by unlicensed individuals". 

At most I think the closest thing you can do is trade mutual funds that are base on hedge funds that buy realestate..... or something like that.

With a myriad of design choices and finishes available, aided by the present day engineering and technology, it's challenging, finding the best countertop for your home.