A signature Cumberland property designed for entertainment, recreation, and enjoying the good life. In the highly desirable Jordan Farm subdivision, this estate property with a 10,005 sqft main house and 1,640 sqft guest house over the two story barn is being offered to the market for the very first time! Entering into the main house, the primary level has two large entertaining spaces both opening to the outdoors and the gunite saltwater pool complimented by a gas fire pit, an adjacent wood burning outdoor chimney, and a pool house containing a bar and half bath. Also on this level is a spacious eat-in kitchen, a full bar, a professional grade 1/2 court basketball gym, a dramatic two story foyer, formal dining room, a first floor bedroom with adjacent full bath, and attached 3 car garage with radiant heat in the flooring. Upstairs are four additional bedrooms, including two suites. The primary suite features a spa-like bath, custom tile shower, and two large fully custom walk-in closets. The lower level has something for everyone, with a theater room, billiards room, golf simulator, oversized full bathroom, and private office. Returning to the exterior, over a private bridge, you'll find a large two story barn with a 2 bedroom guest house on the second level. This property provides stately curb appeal, stunning grounds and a feeling of privacy and seclusion. Eminently convenient to Cumberland Center, 70 acres of trails, and just 2 miles from the town's public landing--featuring beach access and a dock. All only a short drive to downtown Portland, Yarmouth Village, and Freeport.