14 Old Rte 55

1,653 Sq. Ft.
$163 / Sq. Ft.
1,653
Sq. Ft.
$163
per Sq. Ft.

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 freshly painted kitchen with all new stainless-steel appliances. Step into the welcoming sunroom, filled with natural light, which...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.
  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: 03/13/2026 09:03 PM

Property Details for 14 Old Rte 55

StatusPending
MLS #938640
Days on Market49
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
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Building Information for 14 Old Rte 55

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

Payment Calculator

$1,777 per month

30 year fixed, 6.15% Interest

Principal and Interest

$1,316

Property Taxes

$462

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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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
  • Tax Source: Municipality
  • Tax Year: 2025.0
  • 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

Property History for 14 Old Rte 55

DateEvent & SourcePriceAppreciation
Mar 12, 2026

Pending

ONEKEY #938640

Mar 10, 2026

Temporarily Off Market

ONEKEY #938640

$269,950
Jan 20, 2026

Listed (Active)

ONEKEY #938640

$299,500
Oct 27, 2025

Withdrawn

ONEKEY #897016

$275,000
Oct 27, 2025

Pending

ONEKEY #897016

Aug 6, 2025

Listed (Active)

ONEKEY #897016

$299,950
Nov 22, 2021

Expired

ONEKEY #H6117142

$249,000
Nov 22, 2021

Withdrawn

ONEKEY #HM400899

$249,000
Nov 21, 2021

Expired

ONEKEY #H6096661

$299,000
Jul 7, 2021

Withdrawn

MHMLS #400899

Jun 3, 2021

Price Change

MHMLS #400899

$299,000
Jun 3, 2021

Pending

MHMLS #400899

May 28, 2021

Listed (Active)

ONEKEY #HM400899

$299,000
May 28, 2021

Price Change

MHMLS #400899

$249,000
May 28, 2021

Listed (Active)

ONEKEY #H6117142

$299,000
May 27, 2021

Price Change

MHMLS #400899

$299,000
May 27, 2021

Price Change

MHMLS #400899

$275,000
May 27, 2021

Listed (Active)

MHMLS #400899

$249,000
May 21, 2021

Listed (Active)

ONEKEY #H6096661

$299,000
Nov 30, 2004

Expired

MHMLS #224625

Jul 15, 2004

Listed (Active)

MHMLS #224625

$299,000
Jul 13, 2004

Withdrawn

MHMLS #223364

Jul 13, 2004

Listed (Active)

HGMLS #2414580

$299,000
May 30, 2004

Listed (Active)

MHMLS #223364

$314,000
May 30, 2004

Listed (Active)

HGMLS #2411005

$314,000
DateEvent & SourcePrice
03/12/2026

Pending

ONEKEY #938640

03/10/2026

Temporarily Off Market

ONEKEY #938640

$269,950
01/20/2026

Listed (Active)

ONEKEY #938640

$299,500
10/27/2025

Withdrawn

ONEKEY #897016

$275,000
10/27/2025

Pending

ONEKEY #897016

08/06/2025

Listed (Active)

ONEKEY #897016

$299,950
11/22/2021

Expired

ONEKEY #H6117142

$249,000
11/22/2021

Withdrawn

ONEKEY #HM400899

$249,000
11/21/2021

Expired

ONEKEY #H6096661

$299,000
07/07/2021

Withdrawn

MHMLS #400899

06/03/2021

Price Change

MHMLS #400899

$299,000
06/03/2021

Pending

MHMLS #400899

05/28/2021

Listed (Active)

ONEKEY #HM400899

$299,000
05/28/2021

Price Change

MHMLS #400899

$249,000
05/28/2021

Listed (Active)

ONEKEY #H6117142

$299,000
05/27/2021

Price Change

MHMLS #400899

$299,000
05/27/2021

Price Change

MHMLS #400899

$275,000
05/27/2021

Listed (Active)

MHMLS #400899

$249,000
05/21/2021

Listed (Active)

ONEKEY #H6096661

$299,000
11/30/2004

Expired

MHMLS #224625

07/15/2004

Listed (Active)

MHMLS #224625

$299,000
07/13/2004

Withdrawn

MHMLS #223364

07/13/2004

Listed (Active)

HGMLS #2414580

$299,000
05/30/2004

Listed (Active)

MHMLS #223364

$314,000
05/30/2004

Listed (Active)

HGMLS #2411005

$314,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

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
Public - PK to 4
Public - 5 to 8
Public - 9 to 12
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.

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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

Based on information submitted to the MLS GRID as of 03/13/2026 09:03 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.