I too live right smack in the middle of North Stamford between High Ridge and Long Ridge Roads and have lived there for over 14 years. As you have seen from touring the area, it is almost all residential (aside from a couple of restaurants, mini market, and places of worship) and heavily wooded. Due to the fact that there are no street lights or sidewalks you would think that it would appear to be more difficult to get acquainted with your neighbors but there are neighborhood associations and of course, the schools. If you have school aged children, it's a wonderful way to get to know the residents of the area as many parents are quite involved in the schools volunteering their time. My street has block parties twice a year so that we have the opportunity to get to know each other, introduce the new neighbors, and have fun.
The area may not be as easy to make friends because the homes are not very close together like in other neighborhoods but you won't find it as difficult as you may believe it to be.
I hope this is helpful!
Prudential Connecticut Realty