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As far as shopping goes Jessamine Co is one of the best in the state. They have 3 Krogers, 1 Lowe's, tons of fast food and now some higher end chain restaurants, and it's getting a Sam's Club and Cracker Barrell this year.
Personally if I stay in Lexington after finishing college (sometime this century - I'm not sure if I'm the class of 2009 or 2109) it would be great to buy a small farm house anywhere from Keene to Troy (along KY 1267). Parts of Wilmore & Nicholasville also have nice buys on a house compared to Lexington.
Although Lexington has low crime I would never buy a house there because of the horrible traffic planning and high taxes
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