House hack options in Connecticut???

[Brandon Rush]

Hello my friends, 

Looking for some advice for house hacking options. Yes I know there are similar post on BP, but I just feel like typing tonight.

 I currently live in Danbury, CT. My current house is prepped and ready to hit the market sale but I am looking for a spot to house hack first. The Danbury market is very hot and picking up a property here would off set my expenses but not significantly. On top of that, the numbers don't work for when I leave that for the next house hack. Basically Danbury is too damn expensive. Specifically, I am looking to find a 3-4 unit property. 

After long talks with the wife over the last few weeks, here are a few options we thought of:

1) Rent out out a room in our current home and stay put for a little longer. Unfortunately we have a single lane driveway and my neighborhood is not fond of people parking their cars on the street for long periods of time. We are thinking of digging out an additional parking spot for the roommate. 

2) Move to the nearest affordable town that offers 3-4 units. Most likely this would be Waterbury, somewhere along the valley or Bridgeport. This would take us further away from both of our jobs as we would both have a 1+ hour commute with traffic. But, if this is what we have to do, then we do it.

3) Move further out such as Bristol/New Britain, pickup a 3-4 unit and deal with the super long commute for a least a year, then see if we can get closer on the next house hack. If cash flow is really good, we could rent a room somewhere in Fairfield County which we could use during the weekdays to avoid the long commute. Ha, we even considered buying a small RV which we could drive into Fairfield County during the weekdays, sleep in it and return during the weekends or whenever needed.

No matter what we do, the goal is to house hack 3-4 units over the next several years and we are ready to get started. 

Anyone else have any creative house hack ideas or personal experiences they want to share???

Thanks in advance for your help!

[Cameron Norfleet]

I think you should keep all of those options open. So at this point, start looking at properties in Waterbury, New Britain, Bristol and anywhere else you're considering. Make offers, once you get a deal accepted,  then you can pivot to whichever aforementioned option makes the most sense.