168 Old Route 55, Pawling, NY 12564

Pawling
Local realty services provided by:Better Homes and Gardens Real Estate Choice Realty
168 Old Route 55,Pawling, NY 12564
$565,000
  • 2 Beds
  • 2 Baths
  • 2,194 sq. ft.
  • Single family
  • Active
Listed by: alea r. vorillas
Office: re/max classic realty
MLS#:1004011
Source:OneKey MLS

Price summary

  • Price:$565,000
  • Price per sq. ft.:$251.78

About this home

Set on 2.7 private acres, this historic 1776 stone Toll Gate House at 168 Old Route 55 offers a rare blend of Hudson Valley history and modern comfort. Built in the year America declared independence—and meticulously renovated/restored in 1981—this remarkable property is more than a home; it’s a living piece of local history with timeless character, thoughtful updates, and an unbeatable location just 8 minutes from Metro-North and close to all shopping, dining, and village amenities in Pawling. Constructed with enduring craftsmanship, the home features a solid bluestone foundation, with matching bluestone also carried through the windowsills—subtle details that speak to its strength, authenticity, and lasting quality. The home welcomes you with classic stone exterior charm and interiors that balance old-world warmth with everyday livability. A modernized kitchen features stainless steel appliances, granite counters, a copper backsplash, and painted wood cabinets that blend...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with a BHGRE®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a BHGRE®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (CENTURY 21® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1776
  • Listing ID #:1004011
  • Added:11 day(s) ago
  • Updated:June 09, 2026 at 10:49 AM

Rooms and interior

  • Bedrooms:2
  • Total bathrooms:2
  • Full bathrooms:2
  • Rooms Total:6
  • Flooring:Hardwood
  • Kitchen Description:Dishwasher, Microwave, Pantry, Refrigerator, Stainless Steel Appliance(s)
  • Basement:Yes
  • Basement Description:Finished, Full, Walk-Out Access
  • Living area:2,194 sq. ft.

Heating and cooling

  • Heating:Electric, Wood

Structure and exterior

  • Year built:1776
  • Building area:2,194 sq. ft.
  • Lot area:2.2 Acres
  • Lot Features:Borders State Land, Cleared, Garden, Level, Near Public Transit, Part Wooded, Private, Secluded
  • Architectural Style:Carriage House, Chalet, Colonial, Cottage, Farmhouse, Saltbox
  • Construction Materials:Stone
  • Levels:3 Story

Schools

  • High school:Arlington High School
  • Middle school:Union Vale Middle School
  • Elementary school:Beekman

Utilities

  • Water:Well
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$565,000
  • Price per sq. ft.:$251.78
  • Tax amount:$11,571 (2025)

Features and amenities

  • Appliances:Dishwasher, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Tankless Water Heater, Washer
  • Laundry features:Dryer, Washer
  • Amenities:Granite Counters, Open Floorplan, Storage

Parking

  • Total parking spaces:8
  • Parking description:Detached, Driveway, Garage
  • Garage:Yes
  • Garage spaces:4
Copyright 2026 OneKey MLS. All rights reserved. Listings courtesy of OneKey MLS as distributed by MLS GRID <lastMLSCheckTimestamp>. OneKey MLS provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. OneKey MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of OneKey MLS.

New listings near 168 Old Route 55