Don't let its traditional lines fool you: this shingled, gambrel-roofed Old Greenwich home is as smart as they come. Thoughtfully designed and boasting "builder's home" finishing, the six-bedroom main house is managed by a cutting edge installation by Savant Systems, empowering its owner to control lighting, multimedia and more via iPad. It's also a bit of a rock star, snagging the March 2013 cover of House Beautiful. The fully landscaped grounds feature a gracious stone terrace, outdoor television and fireplace, generator power and a detached guest cottage with legal clearance for use as a rental property. We'll let you see the rest for yourself: