For the time being, Portland, Maine is still "relatively" affordable in some parts. South Berwick, ME would have been an ideal investment 5-10 years ago...it's becoming a trendy, foodie town quickly. Probably still some good options there.
Portsmouth, NH has become pretty exclusive in terms of housing prices...Dover is still relatively affordable but has been on the rise. I think Rochester, NH is the next place coming up. If I were looking for affordable property within range of mountains, oceans, and lakes, I'd look there. 30 minutes to the lakes region. 45 minutes to the Kanc. 30 minutes to the Atlantic. Set up to have a well developed downtown area and I have already seen the uptick in downtown shops and activity. I think Rochester is going to be a very different town ten years from now compared to the glory days of the rather creepy Rochester Fair...where I have actually seen a "dog and pony show." Really.
Agree with Stinkyfeet about North of the Notches though. That's a hard, cold, and scary place. Big bears there. You don't want to live there.
To stay on topic, November is my favorite month to hike. No people. Chill wind. No leaves left so views open up. No snow on the ground yet usually. It's like watching the earth slow down and get ready to sleep for the season.
And we need to remind people at Appalachia it's after Labor Day. At 8:15 this morning, there were 50 cars already overflowed.