So if you plan to sell anyway in the next 5 years then may as well sell now.

For example getting a good handle (often in short notice) on whether or not there may a mortgage or other existing liens.

If I have to check up on all the furnace filters I may as well do it myself.

I was thinking of raising rent $25 a year but offering an improvement (new fridge, oven, etc...they are old and need to be replaced anyways so may as well use it as an incentive)@EricHDScmitt This unit is "technically" an illegal unit so I could not legally rent it out when I move, although I've tossed around the idea of duplexing down from 1st floor OR meeting minimum ceiling an making it its own unit, but all that depends on cost benefit.

I would like more around 20% but then I will run into equity limits, so I may as well do a land contract.  

I'd say a high interest savings like Ally 1% or so is better than nothing, I wouldn't go into the stock market with a time frame that short, others may suggest private lending but that may a bit advanced or unrealistic for someone just starting.

If it doesn't, I'll go with your suggestion, Josh but if it does than i may as well go with the new lender.  

East Hartford and West Hartford may as well be in different states, as the markets are so different.

It may as simple as getting a survey for the correct legal discription and then applying to the property assessor and tax collecter for a parcel id number.

May as well stack cash and buy bigger in 3-5 years.