In 2005, media executive Shaun Woodward shelled out $12 million big ones to buy what his architect, Brian Sawyer, described as a "suburban and clumsy" "mess" redeemed only by "the footprint, the setting, the elm trees, [and] the floors." Er, sounds promising? Well, it turns out with the help of Sawyer and a few others, Woodward was able to transform the colonial revival home, which just hit the market for $18.5 million, into the swanky vacation home it now is. And guess what? Architectural Digest was around to document the whole thing! Highlights of the transformation include all new mill work, a "simpler fenestration," and an overhauled guest house. Are there any issues with this Before & After issue starlet? Other than the occasional stray golf ball from the Maidstone, probably not.