Welcome to your Hudson Valley dream home! Tucked away on over 3 private acres, this expansive beauty shows like a 5 + bedroom home offering a great amount of bonus space, privacy, flexibility & beautiful sunset views! - Filled with natural sunlight, the home features a dramatic two-story entry foyer, hardwood floors and generously sized rooms throughout. The main level offers generous living space with a living room, formal dining room, family room with a cozy stone fireplace, breakfast nook, and a chef’s dream kitchen with center island w/plenty of cabinet space, laundry/bathroom. Upstairs, you'll find a spacious primary bedroom with walk-in closet and private bath, two additional spacious bedrooms, a full bath, and a huge 30' x 21' bonus/flex room offering endless possibilities. Need even more space? The finished walk-out lower level offers over 1,300 sq. ft. of additional living space with a wet bar, full bath, office area, separate flex room and plenty of storage. With so much additional space and direct access to the outdoors, this level offers endless possibilities for guests, working from home, recreation, hobbies and more. Outside is just as special - Surrounded by mature landscaping and total privacy, this property is truly a gardener’s paradise, complete with a greenhouse and established apple, pear, peach and cherry trees. Relax on the welcoming covered front porch, or head out to the rear deck where you can take in the beautiful mountain views and peaceful, private setting. All of this while still being convenient to the Taconic State Parkway, I-84, shopping, dining, local farms, golf, hiking and biking. Located in the Arlington Central School District with Beekman Elementary, Union Vale Middle and Arlington High. Pawling and the Metro-North train station are also nearby for an easy connection to NYC. - Privacy, mountain views, incredible space & a beautiful Hudson Valley setting - it’s all here at 183 Lookout Pass!