I live in the Stroudsburg area and for all of the reasons posted above, it's worth the commute. The general drive time is around 45 minutes to Monticello and to Middletown. As for housing costs, you can buy virtually anything you want, but resale can be a problem if you ever decide to move. The houses are located in very rural areas, with HOA's being very prevalent in the local developments (along with security gates, etc.) that are a real PITA to deal with. You see a lot of ex NY and NJ residents in the area, but most have adapted to the region (some have not, unfortunately). Be aware that just getting basic supplies (food stuffs, medicines, building materials, etc) can be a road trip of 20 minutes or more, depending on where you decide to buy your home. You literally just get used to it, so it's not a deal breaker, except for those that grew up in NJ/NY suburbia, where everything is just 5 minutes away. One further note, taxes can be high on homes, as there are few folks and the schools have high tax rates. For example, a house costing $200k, might have a taxes of $3k, or $5k, or $10k, depending on township, with Milford itself have the highest rates, but some of the nicest houses. Check it out, and you can find something that will suit your budget. Good luck, and welcome to PA!