14 Old Rte 55

Pawling, NY 12564

$299,500
Price
3
Beds
1,653 Sq. Ft.
$181 / Sq. Ft.
1,653
Sq. Ft.
$181
per Sq. Ft.
Rear view of house featuring a chimney, a shingled roof, and a deck
View of front of house
Back of house featuring a sunroom, a chimney, and a wooded view
Living area with a stone fireplace and wood finished floors
Living area with healthy amount of natural light, wood finished floors, and a fireplace
Living room with wood finished floors, stairs, and french doors
Kitchen featuring track lighting, appliances with stainless steel finishes, light countertops, beam ceiling, and white cabinets
Kitchen featuring stainless steel appliances, light countertops, track lighting, white cabinetry, and under cabinet range hood
Kitchen with appliances with stainless steel finishes, light countertops, under cabinet range hood, white cabinetry, and beamed ceiling
Half bath featuring vanity, light carpet, and lofted ceiling
Full bath featuring shower / bathtub combination
Dining space with light wood-style flooring and beamed ceiling
Dining space with light wood-type flooring, beamed ceiling, and french doors
Dining room with healthy amount of natural light, light wood finished floors, beamed ceiling, and french doors
Bedroom featuring wood finished floors and crown molding
Bedroom with a closet, wood finished floors, and ornamental molding
Bedroom featuring a closet, wood finished floors, and ornamental molding
Carpeted bedroom with baseboards and an office area
Bedroom featuring lofted ceiling and carpet floors
Carpeted bedroom featuring lofted ceiling
Carpeted bedroom with lofted ceiling, multiple windows, and a baseboard heating unit
Carpeted home office featuring lofted ceiling, plenty of natural light, and a baseboard radiator
Walk in closet featuring vaulted ceiling, a baseboard radiator, and dark carpet
View of wooden deck
View of yard
View of floor plan / room layout
View of floor plan / room layout

Description

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 renovated kitchen with all new stainless-steel appliances. Step into the welcoming sunroom, filled with natural light, which opens...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 renovated 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. This home is move-in ready and waiting for your personal vision to make it truly your own.
  1. Listed by Ronald C. Green • KW MidHudson
    P: (914)-962-0007 C: (845)-489-7046 rcgreen@gmail.com

Property Details for 14 Old Rte 55

City/Township
Pawling
View
Mountain(s), Panoramic, Park/Greenbelt, Trees/Woods, Water
Architectural Style
Farmhouse, Other, Victorian
Waterfront
Yes
LISTING UPDATED: 01/24/2026 02:09 PM

Property Details for 14 Old Rte 55

StatusActive
MLS #938640
Days on Market4
Taxes$5,540 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built1900
Lot Size0.40 AC / 17,424 SF
CountyDutchess County

Location

Listing Courtesy of KW MidHudson
Add your commute

Building Information for 14 Old Rte 55

Stories-Year Built1900Building Size-Lot Size0.40 AC / 17,424 SF

Payment Calculator

$1,921 per month

30 year fixed, 6.15% Interest

Principal and Interest

$1,460

Property Taxes

$462

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 14 Old Rte 55

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: false
  • Levels: Two
  • State Or Province: NY
  • Water Access YN: Yes
School Information
  • School District: Pawling
  • Elementary School District: Pawling
  • Elementary School: Pawling Elementary School
  • Middle Or Junior School District: Pawling
  • Middle Or Junior School: Pawling Middle School
  • High School District: Pawling
  • High School: Pawling High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 134089-6957-00-602216-0000
  • Tax Assessed Value: $75,650.00
  • Additional Fees: No
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Carpet, Cathedral/Vaulted/High Ceiling, Ceramic Tile, Farmhouse, Formal Dining, In Basement, Living Room, Mountain(s), Open Kitchen, Other, Panoramic, Park/Greenbelt, Porch, Privacy, Storage, Stream, Trees/Woods, Victorian, Walk In Closet, Water Access, Water View, Wood, Wood Burning
  • Interior Features: First Floor Bedroom, Cathedral Ceiling(s), Formal Dining, Open Kitchen, 1st Fl Master Bedroom, Storage, Walk-In Closet(s)
  • Appliances: Dishwasher, Gas Range, Refrigerator
  • Number Of Kitchens: 1.0
  • Total Rooms: 10
  • Primary on Main: Yes
  • Basement: Partial
  • Attic Description: See Remarks
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Living Room, Wood Burning
  • Location Amenities: Other/See Remarks, 1st Fl Master Bedroom, Cathedral/Vaulted/High Ceiling, Formal Dining Room, Open Kitchen, Storage, Walk In Closet, Porch, Mountain Views, Open View, Park View, Water View, Water Access
  • Laundry Features: In Basement
  • Flooring: Carpet, Ceramic Tile, Wood
  • Living Area: 1,653.00
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Porch, Driveway
  • Elevation Certificate: No
  • Patio And Porch Features: Porch
  • Construction Materials: Block, Vinyl Siding
  • Waterfront Features: Stream, Water Access
  • Horse: No
  • Pool Private: No
Lot Information
  • Additional Parcel: No
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway
  • Garage: No
  • Carport: No
Utilities
  • Cooling: Wall/Window Unit(s)
  • Heating: Hot Air, Oil
  • Heat Fuel Type: Hot Air, Oil
  • Sewer: Septic Tank
  • Water Source: Private
  • Utilities: Cable Available, Electricity Available
Green Features
  • Green Features: Dishwasher, Gas Range, Refrigerator, Hot Air, Oil
Agent
Payment and Rate
  • Down Payment Resource: Yes

Public Records for 14 Old Rte 55

Taxable ValueLand$13,100Additions$62,550Total$75,650
Tax Record2024$4,765 ($397 / month)
Home Facts
Beds3Baths1Total Finished SqFt1,018 SqFtAbove Grade Finished SqFt1,018 SqFtStories2Lot Size17,424 SqFtStyleSingle Family ResidenceYear Built1900ZoningR-3CountyDUTCHESSAPN134089 6957-00-602216-0000

Schools near 14 Old Rte 55

This home is within Pawling Central School District.
Rating
School
Type
Grades
Distance
Pawling Elementary School
Public - PK to 4
Pawling Middle School
Public - 5 to 8
Pawling High School
Public - 9 to 12
Mizzentop Day School
Private - PK to 8
Rating
School
Distance
Pawling Elementary School
PublicPK to 4

Pawling Middle School
Public5 to 8

Pawling High School
Public9 to 12

Mizzentop Day School
PrivatePK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Neighborhood Map and Transit

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 14 Old Rte 55, Pawling, NY 12564

14 Old Rte 55 is a single family home for sale in Pawling, NY 12564. This property was listed for sale on January 20, 2026 by KW MidHudson, it's currently listed at $299,500. This listing's school district is Pawling Central School District. Nearby schools include Pawling Elementary School, Pawling Middle School and Pawling High School. 14 Old Rte 55 is a 3-bed, 1-bath, 1,653 sqft single family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of KW MidHudson

Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 01/24/2026 05:21 PM. All data is obtained from various sources and may not have been verified by broker orMLS GRID. Supplied Open House Information is subject to change without notice. All informationshould be independently reviewed and verified for accuracy. Properties may or may not be listed bythe office/agent presenting the information.