I want to know the best way to see historical data for properties.

It's located near a quiet historic downtown with high house prices, but it's also only 2 minutes from the on ramp for the major highway which I believe is a good for commuting to any of the 3 major CT cities that are within a 30min drive from this location.

However, there are historical trends that you can look for to take a guess at where you local real estate market is within the cycle. 

Not sure if this is a pro or con but the property is also registered as a historical property in a historical area.  

I'm only interested in the area of Chicago Heights that's close to the Olympia Fields area, and also the historic Circa area around the hospital.

I understand that rates are historically low, but I'd rather have a higher monthly payment than sacrifice equity by paying a higher amount for a property.

Springdale and Rockville you may be able to snag a beautiful victorian/historical type home that cost quite a bit more as it is at "The entrance to Zion."

I don't see too much market growth in the area based on historical data, however it is right next to Lenoir Rhyne university which enrolls around 2,000 students per year. 

The MLS will give you historical rental information.

In general,newer is better.Unless you're talking about historical homes in special historical neighborhoods,a 70 year old home is gonna be worth more than the homes pushing 100 years that are probably long overdue for massive repairs and remodeling (new plumbing,rewire the electrics,new roof,water heaters,etc.