Sprawling Lakeville Compound On 21+ Acres - This idyllic gathering place boasts a 5-bedroom, 7-bath 6,261 sq. ft. Main House and a 3-bedroom, 2-bath, 1,987 sq. ft. Guest House overlooking a Heated 55-ft. Gunite Pool. The Main House was designed by renowned architect Alan Wanzenberg and landscaped by award-winning designer Susan Child. This compound offers peaceful seclusion and convenient access to local amenities and schools. The first floor of the Main House includes a chef's kitchen and a living room, dining room, family room, and screened porch with wood-burning fireplaces-the dining room and chef's kitchen open to a bluestone terrace with Southern views. The first floor also has an ensuite bedroom and a mudroom. The second floor boasts a primary bedroom with a fireplace and a luxurious bathroom, an office with a fireplace, three additional ensuite bedrooms, a laundry room, and a den. The lower level offers a recreational room/gym, a wood-paneled wine cellar, and extensive storage. The property features mature trees, orchards, stonewalls, perennial gardens, and a half basketball court that could readily be converted to a pickleball court. The charming timber frame red barn built by New England Barn Company is an open canvas for car storage, golf simulator, party barn, or office/studio space. Enjoy privacy, comfort, and accessibility near Lakeville Lake, Salisbury, Sharon, Millerton, NYC train, Hotchkiss School, and Indian Mountain School.