528 Carpenter Ave
Speaking of Oak Park...if the last place was a little over budget, this next place is equally delightful and more affordable, though it's smaller.
It was built in 1917 and has tons of charm. Big porch! Blue trim! Sunlight! Fireplace! Adorable vintage-style bathroom! Even the kitchen looks pretty good, except for the ugly (I said it) maroon paint color and what looks alarmingly like a maroon-flecked faux-granite counter? In the long run, though, those are easy updates, and this would make a perfect starter home.
2 beds, 1 bath, $290k. Somebody buy this house!