I have owned and lived in the Collingwood area for over 30 years and seen it transform to a very attractive area with a unique combination of tourism and retirement amenities and activities.
The area is small enough that you can easily drive around without the congestion of the large cities while having the amenities of larger city as the population is significantly greater in winter weekends and summer time.
The Collingwood area is a unique combination of small city with mountains, water while accessible to Toronto within 1.5 hours.
I like the escape of Collingwood and especially my waterfront property. It is good for the head to sit and look out on my 21 mile front yard over looking Georgian Bay.
Here is my property: