Your Private Hudson Valley Retreat — Over 3 Acres, Exceptional Living Space, and Room to Live Life Your Way
Imagine coming home along a quiet, private driveway, leaving the noise and pace of everyday life behind, and arriving at a home surrounded by mature woodland, open lawns and the beauty of the Hudson Valley.
Set on over three private acres, 183 Lookout Pass offers something increasingly difficult to find: a substantial home, extraordinary flexibility, beautiful outdoor spaces and the freedom to enjoy them all in peace.
A Home Designed Around Your Life
With approximately 4,722 square feet of finished living space across three levels, this home offers room for everyone to come together, and plenty of space to enjoy independently.
The main floor combines welcoming living and entertaining areas with a spacious kitchen and breakfast nook, formal dining room, family room with stone fireplace and a dramatic two-story entrance.
Upstairs, the generous primary suite includes a walk-in closet and private bathroom, alongside two additional bedrooms and a full bathroom. A remarkable 30’ × 21’ bonus room above the garage creates opportunities for a home office suite, creative studio, games room, fitness space or whatever your lifestyle demands.
The finished walk-out lower level adds more than 1,300 square feet of versatile accommodation, complete with a wet bar, full bathroom, additional rooms and storage. Whether you’re welcoming extended family, working remotely, pursuing hobbies or simply looking for room to spread out, this home can adapt as your needs change.
Your Own Private Outdoor Escape
Step outside and discover what truly sets this property apart.
Expansive lawns framed by mature trees create a peaceful, secluded setting, with room for outdoor recreation, relaxation and entertaining.
Enjoy morning coffee on the long, covered front porch. Gather with friends on the elevated rear deck, overlooking the gardens and surrounding countryside. Or settle in to watch the sunset across the distant hills.
For those who love growing and gardening, the property offers an established greenhouse, productive garden beds, fruit trees including apple, pear, peach and cherry, chestnut trees and raspberry bushes. The groundwork has already been done for anyone who dreams of growing some of their own food.
And for those who simply want to enjoy the surroundings, the gardens and woodland provide a beautiful natural backdrop to everyday life.
Seclusion Without Isolation
Despite its wonderfully private setting, the property offers convenient access to the Taconic State Parkway, I-84, shopping, restaurants, outdoor recreation and the wider Hudson Valley.
Pawling and its Metro-North rail connection are within reach, providing an option for travel to New York City. The home is located in the Arlington Central School District.
More Than a House. A Different Way to Live.
Whether you’re looking for a peaceful retreat, space for a growing or extended household, a flexible work-from-home environment or simply a place where your family can enjoy more freedom, 183 Lookout Pass offers a rare combination of privacy, space and possibility.
Come and experience what makes it special.
