Date
Details
Price
Change
Source
4/20/2026
Listed
$1,295,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
Set in the quiet, storied hills of West Shokan, 269 Watson Hollow Road offers a rare blend of historic character and natural beauty. Originally constructed in the 1800s as a barn, this distinctive home was thoughtfully relocated across the stream approximately 40 years ago, where it now rests gracefully against the mountain backdrop.16.5 acres extend to the top of the ridge behind the house. Beyond that is NYC property. Inside, the home showcases its heritage with stunning original chestnut beams--many of which remain structural and weight-bearing--bringing warmth, authenticity, and architectural significance to the living space. A striking chimney, masterfully crafted both inside and out by a local mason, serves as a centerpiece, anchoring the home with timeless craftsmanship. The setting is equally compelling. A pristine, swimmable spring-fed pond invites peaceful afternoons and reflects the surrounding mountain landscape, creating a private retreat-like atmosphere. The property is accessed by a DOT-approved bridge, accommodating oil and propane deliveries with ease--an important and valuable feature for year-round living. This is a truly special offering where history, craftsmanship, and nature converge--ideal for those seeking a one-of-a-kind Catskills escape or full-time residence steeped in charm and character.
Full Property Details
Full Property Details for 269 Watson Hollow Rd
General
- Price: $1,295,000
- Taxes: $12,902
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 985068
- Updated: 4/20/2026
- Added to Site: 5 day(s) ago
Interior
- Number of Rooms: 12
- Interior Features: Beamed Ceilings, Built-in Features, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Granite Counters
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Living Room
- Appliances: Dishwasher, Dryer, Electric Cooktop, Electric Range, Freezer, Microwave, Refrigerator, Washer
- Laundry Facilities: Yes
- Flooring: Ceramic Tile, Hardwood, Other
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 1
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: In Bathroom
Exterior
- Porch/Patio/Deck: Patio
Parking
- Parking Features: Driveway
Location
- County: Ulster County
- Driving Directions: Route 28 W. left-hand turn onto 28A over the bridge. Continue on and take a right onto Watson Hollow Road property is on the left sign on.
School Information
- High School District: Onteora
- Elementary School: Reginald Bennett Elementary School
- Middle School: Onteora Middle School
- High School: Onteora High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Forced Air, Oil
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: See Remarks
Structural Information
- Architectural Style: Other
- Detached/Attached: Detached
- Construction: Vinyl Siding
- Basement: Yes
- Basement Desc.: Full Basement, Unfinished
- Sq. Ft. Source: Public Records
- Year Built: 1910
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Lot Size (Acres): 16.5
- Lot Size (Sq. Ft.): 718,740
- Fence: Yes
- Lot Features: Back Yard, Landscaped
- Fencing (Description): Back Yard, Fenced
Financial Considerations
- Tax Amount: $12,902.46
Disclosures and Reports
- Special Conditions: None
- Property ID: 4000-045.001-0001-042.100-0000
- Block: 1
- Lot Number: 42
Listed by Howard Hanna Rand Realty
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— 269 Watson Hollow Rd —
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Schools
Schools serving 269 Watson Hollow Rd
School District:Onteora Central School District
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 269 Watson Hollow Rd
Tax History
Tax History for 269 Watson Hollow Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$15,865
51%
$1,175,000
68%
2024
$10,533
100%
$701,000
—
2021
-100%
$701,000
20%
2016
$10,063
—
$584,700
9%
2016
$10,063
-1%
$536,700
—
2020
$10,125
-1%
$536,700
—
2018
$10,229
1%
$536,700
—
2017
$10,129
—
$536,700
—
2016
$10,089
—
$536,700
—
2015
$10,085
1%
$536,700
—
2015
$10,012
1%
$536,700
—
2013
$9,911
—
$536,700
—
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 269 Watson Hollow Rd
269 Watson Hollow Road, West Shokan, NY 12494 (MLS# 985068) is a Single Family property with 4 bedrooms, 1 full bathroom and 2 partial bathrooms. 269 Watson Hollow Road is currently listed for $1,295,000 and was received on April 20, 2026. Want to learn more about 269 Watson Hollow Road? Do you have questions about finding other Single Family real estate for sale in West Shokan? You can browse all West Shokan real estate or contact a Coldwell Banker agent to request more information.