You can give me a call if you want...but I will tell you what I know in short order here (and PM you my cell #)
I live in Lawrenceburg, just south of Frankfort along US 127 and along the Bluegrass Parkway about 20 miles from Lexington. Employment in KY (you didn't say what you do) is most populated around Louisville (45 miles to my east) and Frankfort and Lexington and Northern Ky for the major part.
Frankfort is mostly government worker types, small capitol that swells in ranks during the day.
Lexington has lots of everyhthing (but quite a lot of horse farm related activities)....as does Louisville. Lexington area is the largest in the state but seems smaller (less spread out) than Louisville. Louisville has more of a minority population.
Housing is booming around Central KY, they are building everywhere but there are good deals to be had, especially if you want to live out in the country. The house across from me comes with 5 acres or more, is a brick one story with full basement and has just been reduced to 182,000 because its on the other side of the hill (ridge) I guess from me and not many want to live without a lot of flat ground...it has a pond, couple small sheds, etc. and about 3000 sq ft and is about 10 years old. Geothermal heat so its pretty efficient. I think you can get houses in town less than 200k easily f thats what you want. Moving to Lexington or Louisville of course the prices go up..and there is little land to be had. Surrounding counties is where everyone is going. Western part of the state (especially southwest) is where my wife is from, pretty rural coal country. West Ky has some emplyment opportunites, cant speak to other items there. You didn't say what your house price range is but I know there are those around for about all prices and if you are handy around the house its all the better.
Schools vary as to degree. we have a statewide testing system here too. Not too bad though. Our schools here in Anderson County are good I think. Could be a little better but there are always private schools. Some good schools in Lexington and Louisville and of course everyone tries to buy houses for those districts so the price is higher there. Scott Co. has good schools as does Woodford Co.
Winters have not been bad the last 7 years we lived here. They are slow on snow removal but if you know how to drive in it, take your time, etc...you are ok. The worst part is the ICE. We had a big storm one year, I was wihout power for 7 days almost..bought a generator and that solved that...we were pretty cozy then. Winters are usually hardest from DEC to FEB, maybe March and usually a few good snows a year (last year think we had like 4 -5 that I would consider 3 inches or more).
Our worst env. climate danger here is flooding (but I live on top of a hill so no problem) and Ice and tornadoes.
Edit: TRIED TO IM YOU but says you aren't accepting messages...sorry.
Essayons