You guys saying just buy bigger aren't shopping in the Glastonbury, CT market

. My estimations currently put me at $290,000 after purchase and renovation. That puts me over 2k sf with a 2 car garage and basement. Property is up in the expensive section of town sized at 1.4 acres and has a small pond in the back yard.
Still early in the mental cog process, but the renovations should put the house well into the upper 300k range. Normally I would agree, but I like doing work myself and consider myself well above average in the "capability" department which should help keep costs down.
This isn't a "hope for it after purchase" kinda thing. Its going to go through rigorous planning and estimation... just putting the feelers out on feasibility (which seem encouraging)
EDIT: Also, thanks for keeping the responses coming. If this idea gains traction I will keep some updates coming.