If you are simply retiring, you should look at places like Moultonborough. Way better tax rate. Simpler living, less traffic and only 15 miles (20 minutes) from Wolfeboro. Great drive down a scenic highway. RT109.
Tuftonboro, Ossipee.... Lots of land for sale. Plenty of wildlife to enjoy, great lakes for fishing...Country living at it's finest. Wolfeboro in the Summer is a 15 minute drive just to get through town. More cross walks than Boston....

But if you love craft fairs every weekend, then Wolfeboro is the place to be!