Presented by CS Realty Request Showing Print Listing
Property photo # 1
Photo 1 / 50
Single Family House in Dutchess County
MLS Number954200
Address168 Old Route 55, Pawling, NY 12564 show map
Price$565,000 show mortgage calculator
Acres2.2
Bedrooms2
Bathrooms2
Year Built1776
Est. Sq. Footage2196
Elementary SchoolBeekman
Jr High-Middle SchoolUnion Vale Middle School
High SchoolArlington High School
Estimated Taxes$11,529
HOA Fees
Level 1
Level 2
Level 3

Open House This Weekend

Apr 23rd 1:00pm - 3:00pm

Contact us so we can represent you...

Remarks

Step into the year our nation was born and own a piece of living American history. Originally constructed in 1776 by a Scottish stone mason and frontiersman, who fought in two Revolutionary War battles, this enduring stone home is more than a residence; it’s a survivor. Once known as the Pawling Toll Gate and Toll House, it served as a gateway for travelers, a general store, a post office, and a gathering place woven into the early fabric of the region. Inside, the home carries its history with quiet strength. Hand-hewn beams stretch across the ceilings. Deep-set windows draw in southern light. Original fireplaces, now fitted with wood stove inserts, anchor the space. Wide-plank wood floors, laid in defiance of British colonial restrictions, remain underfoot, worn smooth by time, not replaced. The home offers 2 bedrooms and 2 full baths, with a layout that is both grounded and adaptable. The lower level provides a private, flexible space, ideal for a studio, retreat, or guest quarters. Outside, 2.2 acres open directly to the Empire State Trail and offer immediate access to the Appalachian Trail, putting miles of riding, hiking, and exploration right at your doorstep. This isn’t nearby, it’s connected. Behind the home, a substantial ~1,000 sq ft detached garage provides space for four or more vehicles, along with room for equipment, workshop use, or future conversion. It’s not an afterthought, it’s an asset. Located just minutes from the village of Pawling, Metro-North, shops, and dining, the property balances seclusion with accessibility. This is not just a home, it’s a piece of early American infrastructure that has endured, adapted, and remained. Built by hand, shaped by history, and still standing with purpose.

Amenities

Eat-in Kitchen, Garage, Patio, Wood Burning Stove

This listing is Courtesy of McGrath Realty Inc (845-855-5550).

Request a Showing - Make an Appointment - More Information
Cell (914) 220-2620

Please use the form below to contact us. Thank you - CS Realty & Relocation Services. "Brokers of Better Rentals & Residences since 1986."

Subject
Your Name
Email Address
Phone Number--
Preferred Showing Time
Preferred Showing Date
Question or Comment
You will be contacted by a buyer's agent who will represent you on this listing.