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Frank DeLucia
REALTOR®
(516) 578-2212
Associate Broker
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168 Old Route 55, Pawling, NY 12564

$565,000
  • 168 Old Route 55, Pawling, NY 12564 Main Photo

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Active Price Reduced by $34,000 on April 22nd, 2026
BEDS2 BATHS2 full SQUARE FEET2,196 MLS#954200
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLArlington

Property Description

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.

168 Old Route 55 | MLS# 954200

This single family home located at 168 Old Route 55, Pawling, NY 12564 is currently listed for sale with an asking price of $565,000. This property was built in 1776 and has 2 bedrooms and 2 full baths with 2196 sq. ft. Old Route 55 is located within the Arlington school district. Search Pawling real estate on frankdelucia.cbamhomes.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished, Full, Walk-Out Access
Cooling: Electric
Fireplaces: 2
Garage: 2
Heating: Electric, Other, Wood
Home Style: Other
Lot Size: 2.20 Acres
Taxes: $11,529
Year Built: 1776

Amenities

Beamed Ceilings
Built-in Features
Eat-in Kitchen
Natural Woodwork
Original Details
Walk Through Kitchen
Lighting
Mailbox

Feature Descriptions

Appliances: Dishwasher, Dryer, Electric Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
Days on Site: 76
Exterior: Stone
Fencing: Back Yard
Fireplace Features: Basement, Living Room, Wood Burning Stove
Fireplace Y/N: Yes
GarageY/N: Yes
House Faces: South
Lot Features: Back Yard, Part Wooded, Private
Number Of Kitchens: 1
On Market Date: 2026-02-05
Other Structures: Garage(s)
Parcel Number: 134089-6857-00-454889-0000
Parking Features: Driveway, Garage
Parking Total: 6
Patio And Porch: Patio
Rental Term: Monthly
Road Responsibility: Public Maintained Road
Rooms Total: 8
Security Features: Smoke Detector(s)
Sewer: Septic Tank
Utilities: Cable Available, Electricity Connected, Phone Available, Water Connected
Water: Well
Window Features: Oversized Windows, Wood Frames
Wooded: Yes

Local Schools

High School: Arlington High School
Middle School: Union Vale Middle School
Elementary School: Beekman
School District: Arlington

Estimate Your Payment

Estimated Payment

$ 3,982.49 per month $2,856.95 Principal & Interest $960.75 Property Tax $164.79 Homeowner's Insurance

Change Payment Information

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yearly (est.)
(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: McGrath Realty Inc
Agency Contact: 845-855-5550

agent picture

Shown By

Agent Name: Frank DeLucia
Agent Phone: (516) 578-2212
Agency Title: Coldwell Banker American Homes

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