RBC,
I'm with you. Get out of San Jose. But be close enough that you can take a bus or a car (if you have one) into town when you want. Its the rest of the country that makes CR so beautiful. That and the slower basic tempo of life in the country that I would seek after a lifetime of running around US style. Give me a porch with a nice view of the valley (and my laptop so I can continue to post on CRT

). I'd be the guy with the goat and 2 chickens and probably a few fruit trees so I can pick my own mangos for breakfast every morning. Relax and take life easy.
I don't need to monger every day either and would probably get bored with it if I was able to do it 24/7/52. Going to SJ once or twice a week would probably be more than enough for me. Besides, even if I still was a hound-dog, if I lived in CR as a permanent resident I'd be better able to develop semi-normal semi-permanent novia relationships with my chica of the season, and that would be my focus rather than paying some MP girl by the hour. Maybe I'd find a local girl or maybe I'd find a city girl that wouldn't mind coming out to visit me for a few hours or the day or weekend. When I got tired of her (or her of me), I'd just find another.
Plus if you get into a small community, live basically like a local (modestly by our standards though perhaps a bit more luxuriously than most ticos), learn the language, greet your neighbors when you pass them on the street, maybe help teach the local K*ds English or how to use a computer, treat your neighbors as equals rather than just as maids and yardboys, basically contribute to and become part of the community, they will also look out for you. You don't have that anymore in the city of SJ and you certainly don't have that in the US.
As for particular areas, I'm not really close enough to doing it to have really worked that out. And by the time I am I don't even know if CR will still seem practical. But I do have a few ideas. First, I'm not as keen on the east valley but from what I understand there are some good deals still to be had in the Cartago area. If I can find something nice for a really good value that could trump focusing on a specific area as long as the area it was in was also nice and fulfilled my basic criteria. However, presently I tend to prefer places in the western valley. Grecia may be a little too far out but by the time I buy anything closer may be priced out of my range. If I had to pick something now, I'm thinking either the Atenas area because its warm, close to both the coast and SJ and has some nice country views or at the other end someplace like Barva in the hills over Heredia because its cool with beautiful views and still close to Heredia and SJ. I'll probably rent for a while after I move down, until I'm sure I want to stay AND I'm sure where I want to be. I'd have to really experience different parts of CR at different times of the year to decide what elevation I'd want to live at, or what balance of city/country I'd really prefer.
But this all me, everybody has their own idea of paradise.