14 Old Route 55 • Pawling, NY 12564

$269,950 Beds: 3 • Baths: 1 full • Sq. Feet: 1653 • MLS ID: 938640 • Subdivision:School Dist: Pawling
Welcome HOME to this charming and historic 3-bedroom, 1-bath residence located in the heart of Pawling in the Pawling School District. This beautifully updated antique home offers the perfect blend of timeless character and modern convenience. Recent updates include brand-new carpeting, refinished hardwood floors, fresh paint, updated fixtures, an updated bathroom, and a freshly painted kitchen with all new stainless-steel appliances. Step into the welcoming sunroom, filled with natural light, which opens to a cozy living room featuring a wood-burning fireplace and French doors leading to a spacious rear deck. The deck overlooks a picturesque, tranquil stream, providing a serene setting ideal for entertaining or enjoying quiet mornings with coffee and a book. The formal dining room flows seamlessly into the kitchen, creating an easy layout for everyday living and gatherings. The first floor also offers a generously sized bedroom with abundant natural light. Upstairs, you'll find two large bedrooms and a full bathroom. The primary bedroom features two oversized adjoining rooms, perfect for a walk-in closet, nursery, home office, den, or additional storage. The third bedroom boasts cathedral ceilings and charming views of the park and village across the street. Ideally located just a short walk to the Village of Pawling, offering boutique shops, fine dining, parks, and Metro-North service to NYC only minutes away. Being sold AS IS - Agents please read confidential remarks! Many photos have been virtually staged with furniture. View this listing at: http://www.laffey.com/lid=184010607

Property Features

  • Taxes: $5,539
  • Basement: Yes
  • Formal Dining: Yes
  • Exterior: Block,Vinyl Siding
  • Special View Info: Mountain(s),Panoramic,Park/Greenbelt,Trees/Woods,W
  • Lot Size: 0.40 Acres
  • Heating: Hot Air,Oil
  • Cooling: Wall/Window Unit(s)
  • Year Built: 1900
  • Fireplaces: 1
  • Water: Private
  • Sewer: Septic Tank
  • On Market Date: 2026-01-20
  • Appliances: Dishwasher,Gas Range,Refrigerator
  • Basement: Partial
  • Fireplace Features: Living Room,Wood Burning
  • Fireplace Y/N: Yes
  • Flooring: Carpet,Ceramic Tile,Wood
  • Interior Features: First Floor Bedroom,Cathedral Ceiling(s),Formal Dining,Open Kitchen,Master Downstairs,Storage,Walk-In Closet(s)
  • Laundry: In Basement
  • Number Of Kitchens: 1
  • Parcel Number: 134089-6957-00-602216-0000
  • Parking Features: Driveway
  • Patio And Porch: Porch
  • Rental Term: Monthly
  • Rooms Total: 10
  • Utilities: Cable Available,Electricity Available
  • Waterfront Features: Stream,Water Access

School Information

  • High School: Pawling High School
  • Middle School: Pawling Middle School
  • Elementary School: Pawling Elementary School
  • School District: Pawling
Printed March 21, 2026


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