Extraordinary country compound on most picturesque 10 acres set back privately at the end of a quiet cul de sac in the premiere Umpawaug estate area. This sprawling homestead includes the completely renovated 3,723 sf main residence with 5 bedrooms and 6 full baths including both main level and second floor MBR suite options; 624 sf guest or caretaker's cottage with kitchen, LR/DR, 2 bedrooms and 2 full baths; 2,028 sf custom built 3 story post and beam barn with heat, a/c, 1/2 basketball court, attached tool shed, and 948 sf finished with separate 1st story office, 1/2 bath, and dramatic private 2 story office with wood stove and upper loft; heated in-ground pool with spa and pool shed; tennis court with tennis shed; scenic pond and pond shed; wood shed; plus extensive professional landscaping including flowering perennial gardens with irrigation for lawn, all garden beds, and flower pots. The main residence, built in 1986, has been completely updated throughout with gracious and thoughtful designer appointments, and showcases random width and length wide board floors; inviting kitchen featuring gathering room with stone fireplace, stone counters, and prof. appliances; elegant private library with custom built-ins; and completely handicapped accessible first floor guest suite/MBR featuring tiled bath with roll-in shower. Enjoy the best of both worlds; secluded privacy with every lifestyle amenity, yet just minutes to West Redding trains, shopping, and only 60 miles to NYC.