Hey Jonathan,
If you are looking to get into REI, option one probably your worst. Having that much equity and locking it up in a new (assuming) single family residence, in this expensive market will most likely set you back a bit, unless you have other funds ready to deploy for investments. While you may get good money for your current property, if you remain in Fairfield County you will be paying a premium+ for your new property.
Have you considered house hacking in any way? Maybe purchasing a 2-3 family and living in one of the units? While the Fairfield multi family market is hot, it is possible. Obviously this is decision is based on what you and your family are willing to commit to.
Another option if you and your wife are ok with staying in the condo is refinancing and using that re-captured cash to purchase a multi family rental property. This is really based on your REI goals.
Just my 2 cents for options. Good luck!