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Michael Santiago

casasreal21@gmail.com +1(347) 788-7306

$ 565,000

Est. payment | -/mo

2 Beds

2 Baths

2,196 SqFt

Save

$ 565,000

Est. payment | -/mo

Save

2 Beds

2 Baths

2,196 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 2,196 sqft

Price per Sqft $257

MLS Listing ID 954200

Style Other

Bedrooms 2

Full Baths 2

HOA Y/N No

Rental Info No

Year Built 1776

Annual Tax Amount $11,529

Lot Size 2.200 Acres

Acres 2.2

Property Sub-Type Single Family Residence

Source onekey2

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.

Location

State NY

County Dutchess County

Rooms

Basement Finished, Full, Walk-Out Access

Interior

Interior Features Beamed Ceilings, Built-in Features, Eat-in Kitchen, Natural Woodwork, Original Details, Walk Through Kitchen

Heating Electric, Other, Wood

Cooling Electric

Fireplaces Number 2

Fireplaces Type Basement, Living Room, Wood Burning Stove

Fireplace Yes

Appliance Dishwasher, Dryer, Electric Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer

Exterior

Exterior Feature Lighting, Mailbox

Parking Features Driveway, Garage

Garage Spaces 2.0

Fence Back Yard

Utilities Available Cable Available, Electricity Connected, Phone Available, Water Connected

Total Parking Spaces 6

Garage true

Private Pool No

Building

Lot Description Back Yard, Part Wooded, Private

Foundation Stone

Sewer Septic Tank

Water Well

Level or Stories Three Or More

Structure Type Stone

Schools

Elementary Schools Beekman

Middle Schools Union Vale Middle School

High Schools Arlington

School District Arlington

Others

Senior Community No

Special Listing Condition None

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS

Listed by McGrath Realty Inc • Colleen McGrath

NEARBY SCHOOLS & PROPERTIES

GET MORE INFORMATION

+1(347) 788-7306

casasreal21@gmail.com

http://www.brooklynhomesweethomes.com

477 Madison Ave 6th Floor, New York, NY

168 Old Route 55 Pawling, NY 12564