269 Watson Hollow Rd

West Shokan, NY 12494

$1,295,000
Price
4
Beds
2,955 Sq. Ft.
$438 / Sq. Ft.
2,955
Sq. Ft.
$438
per Sq. Ft.
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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...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.
  1. Listed by Jeanne Boice • Howard Hanna Rand Realty
    P: (914)-388-7405 C: (914)-388-7405 Jeanne.boice@randrealty.com

Property Details for 269 Watson Hollow Road

Zoning
03
Basement YN
Yes
LISTING UPDATED: 04/20/2026 12:38 PM

Property Details for 269 Watson Hollow Road

StatusActive
MLS #20261714
Days on Market5
Taxes$14,510 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1920
Lot Size16.50 AC / 718,740 SF
CountyUlster County
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Location

Listing Courtesy of Howard Hanna Rand Realty
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Building Information for 269 Watson Hollow Road

Stories-Year Built1920Building Size-Lot Size16.50 AC / 718,740 SF

Payment Calculator

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$7,730 per month

30 year fixed, 6.46% Interest

Principal and Interest

$6,521

Property Taxes

$1,209

HOA Dues

$0

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Property Information for 269 Watson Hollow Road

Summary
Location and General Information
  • 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.
  • Township: Olive
  • MLS Area Major: Olive
  • County: Ulster
  • Latitude: 41.965168
  • Longitude: -74.30243
  • MLS Area Major: Olive
  • Sign On Property YN: Yes
  • Mountain(s): Yes
  • Pond: Yes
Taxes and HOA
  • Association Fee: $.00
  • Parcel Number: 400004500100010421000000
  • Tax Block: 1
  • Tax Legal Description: 514000.045.001-0001-042.100/0000
  • Tax Annual Amount: $14,510.00
School Information
  • Elementary School: Bennett 4-6
Parking
  • Garage YN: No
  • Garage YN: No
Property
Lot Information
  • New Construction YN: No
  • Lot Size Acres: 16.5
  • Above Grade Finished Area: 2955.0
  • Below Grade Finished Area: 0.0
  • Living Area: 2955.0
  • Lot Size Area: 16.5
  • Lot Size Units: Acres
  • Lot Size Square Feet: 718740.0
  • Above Grade Finished Area: 2955.0
  • Below Grade Finished Area: 0.0
  • Lot Size Acres: 16.5
  • Vinyl Siding: Yes
  • Landscaped: Yes
  • Native Plants: Yes
  • House: Yes
Property and Assessments
  • Owner Name: QTIP MARTIAL TRUST
  • Total Floor Plans Count: 0
  • Property Type: Residential,Single Family Residence
  • Year Built: 1920
  • Property Sub Type: Single Family Residence
  • New Construction YN: No
  • Page: 258
  • Section: 45.1
Taxes and HOA
  • Tax Assessed Value: 1175000.0
  • Tax Lot: 42.100
Utilities
  • Generator: Yes
  • Septic Tank: Yes
  • Well: Yes
Interior and Exterior Features
Exterior Features
  • Back Yard: Yes
  • Fenced: Yes
  • Shed(s): Yes
  • Patio: Yes
  • Porch: Yes
  • Asbestos Shingle: Yes
Interior Features
  • Basement YN: Yes
  • Fireplaces Total: 1
  • Fireplace YN: Yes
  • Room Total: 8
  • Bathrooms Total (Integer): 3
  • Bathrooms Total (Decimal): 2.0
  • Bathrooms Total (Notational): 1.2
  • Cooling: Yes
  • Heating: Yes
  • Bedrooms Total: 4
  • Bathrooms Full: 1
  • Bathrooms Half: 2
  • Bathrooms Half: 2.0
  • Fireplace YN: Yes
  • Dishwasher: Yes
  • Dryer: Yes
  • Electric Oven: Yes
  • Electric Range: Yes
  • Freezer: Yes
  • Microwave: Yes
  • Refrigerator: Yes
  • Washer: Yes
  • Full: Yes
  • Unfinished: Yes
  • Central Air: Yes
  • Living Room: Yes
  • Propane: Yes
  • Ceramic Tile: Yes
  • Hardwood: Yes
  • Forced Air: Yes
  • Oil: Yes
  • 3 Seasons Room: Yes
  • Beamed Ceilings: Yes
  • Bookcases: Yes
  • Built-in Features: Yes
  • Eat-in Kitchen: Yes
  • Entrance Foyer: Yes
  • Granite Counters: Yes
  • In Bathroom: Yes
  • Main Level: Yes
Room Information
Room Information
  • Dining Room Level: First
  • Living Room Level: First
  • Primary Bedroom Level: Second
  • Other Room: Yes
  • Other Room Level: First
Mobile Home
Mobile Home Information
  • Sign On Property YN: Yes
Rental
Rental Information
  • Occupant Type: Owner
  • Occupant Type: Owner

Public Records for 269 Watson Hollow Road

Taxable ValueLand$135,000Additions$1,040,000Total$1,175,000
Tax Record2025$15,865 ($1,322 / month)
Home Facts
Beds4Baths2Total Finished SqFt2,955 SqFtAbove Grade Finished SqFt2,955 SqFtStories2Lot Size718,740 SqFtStyleMiscellaneous ResidentialYear Built1910Year Renovated1988Zoning03 - MULTI-FACountyULSTERAPN514000 45.1-1-42.100Fireplace TypeHas Fireplace

Schools near 269 Watson Hollow Road

This home is within Onteora Central School District.
Rating
School
Type
Grades
Distance
Phoenicia Elementary School
Public - K to 3
Woodstock Elementary School
Public - K to 4
Reginald Bennett Elementary School
Public - K to 5
Onteora Middle School
Public - 6 to 8
Rating
School
Distance
Phoenicia Elementary School
PublicK to 3

Woodstock Elementary School
PublicK to 4

Reginald Bennett Elementary School
PublicK to 5

Onteora Middle School
Public6 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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More information about 269 Watson Hollow Road, West Shokan, NY 12494

269 Watson Hollow Road is a single family home for sale in West Shokan, NY 12494. This property was listed for sale on April 20, 2026 by Howard Hanna Rand Realty, it's currently listed at $1,295,000. This listing's school district is Onteora Central School District. Nearby schools include Phoenicia Elementary School, Woodstock Elementary School and Reginald Bennett Elementary School. 269 Watson Hollow Road is a 4-bed, 3-bath, 2,955 sqft single family home built in 1920.

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Listing Courtesy of Howard Hanna Rand Realty

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: 04/20/2026 12:38 PM