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$299,500 Just Listed
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Property 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 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.
Full Property Details
Full Property Details for 14 Old Rte 55
General
- Price: $299,500
- Taxes: $5,539
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 938640
- Updated: 1/20/2026
- Added to Site: 1 day(s) ago
Interior
- Number of Rooms: 10
- Interior Features: First Floor Bedroom, Cathedral Ceiling(s), Formal Dining, Open Kitchen, Master Downstairs, Storage, Walk-In Closet(s)
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Living Room, Wood Burning
- Appliances: Dishwasher, Gas Range, Refrigerator
- Laundry Facilities: Yes
- Flooring: Carpet, Ceramic Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: In Basement
Exterior
- Porch/Patio/Deck: Porch
Parking
- Parking Features: Driveway
Location
- County: Dutchess County
School Information
- High School District: Pawling
- Elementary School: Pawling Elementary School
- Middle School: Pawling Middle School
- High School: Pawling High School
Heating & Cooling
- Cooling Type: Wall/Window Unit(s)
- Heating Type: Hot Air, Oil
Utilities
- Sewer: Septic Tank
- Water: Private
- Utility Description: Cable Available, Electricity Available
Structural Information
- Architectural Style: Farmhouse, Other, Victorian
- Detached/Attached: Detached
- Construction: Block, Vinyl Siding
- Basement: Yes
- Basement Desc.: Partial
- Sq. Ft. Source: Plans
- Year Built: 1900
Lot Features
- Property View: Mountain(s), Panoramic, Park/Greenbelt, Trees/Woods, Water
- Mountain views: Yes
- Lot Size (Acres): 0.4
- Lot Size (Sq. Ft.): 17,424
Water Features
- Water View: Yes
- Water Front View: Stream, Water Access
Financial Considerations
- Tax Amount: $5,539.83
Disclosures and Reports
- Special Conditions: None
- Property ID: 134089-6957-00-602216-0000
Listed by KW MidHudson
Get Pre-Approved Today
Schools
Schools serving 14 Old Rte 55
School District:Pawling Central School District
| Name | Grades | Distance |
|---|---|---|
Pawling Elementary School 7 Haight Street, Pawling, NY 12564 | K-4 | 1 mi |
Pawling Middle School 80 Wagner Drive, Pawling, NY 12564 | 5-8 | 1.8 mi |
Pawling High School 30 Wagner Drive, Pawling, NY 12564 | 9-12 | 1.8 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 14 Old Rte 55
Date
Details
Price
Change
Source
1/20/2026
Listed
$299,500
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 14 Old Rte 55
Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,765
263%
$75,650
—
2021
$1,311
-70%
$75,650
—
2020
$4,330
3%
$75,650
—
2018
$4,216
—
$75,650
—
2017
$4,231
-2%
$75,650
—
2016
$4,321
-3%
$75,650
—
2015
$4,460
-1%
$75,650
—
2015
$4,516
—
$75,650
—
2013
$4,501
—
$75,650
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 14 Old Rte 55
14 Old Route 55, Pawling, NY 12564 (MLS# 938640) is a Single Family property with 3 bedrooms and 1 full bathroom. 14 Old Route 55 is currently listed for $299,500 and was received on January 20, 2026. Want to learn more about 14 Old Route 55? Do you have questions about finding other Single Family real estate for sale in Pawling? You can browse all Pawling real estate or contact a Coldwell Banker agent to request more information.
