168 Old Route 55

Pawling, NY 12564
  • $599,000

    Price
  • 2

    Bed
  • 2

    Bath
  • 1,428

    SqFt

About the Listing KEVMCG - 62138,34656

Step into the very year our nation was born and own a piece of American history! Originally constructed in 1776, this iconic stone residence later became the "Pawling Toll Gate and Toll House," serving as a vital gateway for travelers, a general store, a post office, and a legendary tavern. It is even whispered that George Washington himself once proved his strength within these walls, winning a bet by lifting a 400lb hogshead of beer. Inside, the home breathes character. Hand-hewn beams stretch across the ceilings, deep-set windows welcome the southern sun, and original fireplaces with wood stove inserts serve as the heart of the home. You’ll walk on wide-plank "King’s Wood" floors (massive boards harvested in colonial defiance of the British Crown) that have felt the footsteps of figures like Emilio "Dee" DaBramo. While the history is meticulously preserved, the convenience is modern, featuring a kitchen with custom wood cabinetry, granite countertops and sleek stainless-steel appliances. With 2 bedrooms and 2 full baths, the layout is both intimate and versatile. The lower level offers a private sanctuary perfect for an artist’s studio, a quiet writer’s retreat, or a distinctive guest suite. Outside, the 2.2 acre property is a nature lover’s dream. Groomed trails wind through the land, passing dramatic natural stone features and leading directly to New York State land and the Appalachian Trail. Enjoy direct access to vast untouched nature while ensuring your backyard remains a private, wooded vista forever. Directly across the road, the Maybrook Trailway offers miles of adventure for cyclists and explorers. A two-story, two-car detached garage sits perched on the hill, offering even more potential for storage or creative conversion. Find yourself less than 10 minutes away from boutiques, restaurants, Pawling train station and the grocery store. This isnt just a house; it’s a legacy in a great location. From storied stone walls to the premium modern finishes, every inch of this home has been meticulously maintained to honor it’s 250-year legacy. From its revolutionary roots to its modern-day charm, this is a property without equal.

Listing Highlights

Status Active
Days on Site 0
Property Type Residential
MLS ® 954200
Year Built 1776
Total Square Footage 1,428
Lot/Acreage 2.2
School District Arlington
Elementary School Beekman
Middle School Union Vale Middle School
High School Arlington High School

Interior Details

  • Bedrooms: 2
  • Bathrooms: 2 Full
  • Appliances: Dishwasher, Dryer, Electric Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
  • Air Cond: Electric
  • Heating: Electric,Wood
  • Fireplaces: 2, Basement,Living Room,Wood Burning Stove
  • Floor:
  • Above Ground Sq Ft:
  • Below Ground Sq Ft: n/a
  • Basement: Finished,Full,Walk-Out Access
  • Other: Beamed Ceilings,Built-in Features,Eat-in Kitchen,Natural Woodwork,Original Details,Walk Through Kitchen
  • Water: Well

Exterior Details

  • Lot Description: Back Yard,Part Wooded,Private,No Waterfront
  • Garage Capacity: 2 car
  • Parking Spaces: 6
  • Roof:
  • Others: Lighting,Mailbox
  • Sewer: Septic Tank
  • Parking Features: Driveway,Garage

Financial Details

  • Tax Amount: $14,119
  • Taxes w/Assessments: N/A
  • Tax/Property ID: 134089-6857-00-454889-0000
  • Tax Year: N/A

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Questions About..

168 Old Route 55 Pawling, NY 12564

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Originating MLS: onekey2

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