Supplements: Built in 2002 by Lou Boxer, a name known locally for quality and craftsmanship, the main house is 5092 square feet, plus 1594 square feet of guest/rec space in the three-bay carriage house. The highest quality materials are found throughout. A stunning great room opens to the front porch, and features a wood burning fireplace, high ceilings, plaster finished walls, and beautiful cherry flooring. The adjacent chef's kitchen connects the great room and a striking sunroom. Cooks will enjoy the 48" Viking double oven range, Sub-Zero refrigerator and wine fridge, two sinks, a warming oven, and a butler's pantry. The sunroom is the perfect light-filled, yet cozy area to take in the four seasons. And the wood-paneled library is a show stopper, with fireplace, wet bar, Sub-Zero fridge, coffered ceiling, and dramatic mill work. An office sits conveniently next door. The upstairs features the primary bedroom and ensuite bath, a second en suite bedroom, two more guest bedrooms with a third full bath, and a sweet den tucked away in the rear of the home. A bright and spacious gym, rec/billiards room, and guest sleeping quarters are found in the stylish carriage house. Three oversized garage bays allow for multiple cars and storage. Outside, the landscaping captivates. A perfectly executed driveway meanders up from Main Rd, through two stone pillars, up the gently sloping lawn, passing stately stone stairs, and arriving at a beautifully designed circular drive, with exquisitely placed perennials and specimen trees. 37 Main is superbly located, close to all the Berkshires attractions and amenities. Only 5 minutes to grocery shopping, 7-14 min to the great (and expanding) eating scene in Lenox and Lee, and less than 20 min to downtown Great Barrington. Tanglewood, Jacob's Pillow, and numerous theater and live entertainment venues are all nearby. Pristinely kept, high speed Internet, and low Tyringham taxes.