., if real estate is held outside an IRA, heirs inherit at fair market value with zero built-in gain, eliminating capital gains tax.

I was interested in this type of deal because I was living in the area for another year and needed to build equity as well as dip my feet into the real estate market.

Alas, this scenario didn't last very long, as you would expect in a free market capitalist society -- new money flood in, more STRs in supply, property prices increase, STR incomes decrease, until a new equilibrium is achieved.Nowadays, the word STR is being used to describe both the property and the business.

Does anybody invest in his market and if so what is the spring and summer like?

Brian,Because VT is a traditional rental market (ski houses), depending on the minimum duration you will be allowing for rentals (ie. monthly, Weekly, etc.) there are some regular carriers in the New England Market that will write it. 

Another option is to estimate value based on potential income and market cap rates, which can give you an investor’s perspective.

In this area, market values hit around $4.95 million, giving you a solid 131% ROI.

It sounds like your current property manager may not be marketing the rental effectively, and the fact that it's listed incorrectly as an apartment instead of a duplex could be turning off potential renters.

I feel like my "circle of people" really needs an expansion and improvement and I want someone with more experience in the field I want to be in to really help me gain myself to success!

The investor wants me to come up with a few options for how we can partner on a future deal (coliving home in the Cleveland market).