Yekaterina Andriyevsky

269 Watson Hollow Road

West Shokan, NY
$ 799,000 Beds 4 Baths 2 Sq 2,955
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 799,000
  • City
  • West Shokan
  • Bedrooms
  • 4
  • Full Bathrooms
  • 1
  • County
  • ULSTER
  • Half Bathrooms
  • 2
  • Area
  • Lot Size
  • 16.5 Acres
  • Zip
  • 12494
  • Sqr Footage
  • 2,955
  • Year Built
  • 1910
  • Taxes
  • $ 12902
  • Style
  • MLS#
  • 985068
Listed By: Howard Hanna Rand Realty
Data Source: Listings courtesy of OneKey® MLS as distributed by MLS GRID

Features

General

Sewer Septic Tank
Heating Forced Air,Oil
Cooling Central Air
Utilities See Remarks
Appliances Dishwasher,Dryer,Electric Cooktop,Electric Range,Freezer,Microwave,Refrigerator,Washer
Patio/Porch Features Patio
Architectural Style Other
Construction Materials Vinyl Siding
Year Built 1910
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 4000-045.001-0001-042.100-0000
County Ulster County
Property Type Residential
HOA No
Garage Y/N No
Other Structures Shed(s)
Total Rooms 12
Full Baths 1
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.
High School Onteora High School
City Olive
Senior Community Y/N No
High School District Onteora
Carport Y/N No
Elementary School Reginald Bennett Elementary School
Property Attached Y/N No
Tax Annual Amount 12902.46
Middle/Junior High School Onteora Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Onteora
Elementary School District Onteora
Tax Assessed Value 701000
Tax Lot 42
PostalCity West Shokan
Listing Appliances Dishwasher, Dryer, Electric Cooktop, Electric Range, Freezer, Microwave, Refrigerator, Washer

Interior Features

Interior Amenities Beamed Ceilings,Built-in Features,Ceiling Fan(s),Eat-in Kitchen,Entrance Foyer,Granite Counters
Basement Full,Unfinished
Flooring Ceramic Tile,Hardwood,Other
Total Fireplaces 1
Fireplace Features Living Room
Basement Features Full, Unfinished
Basement (Y/N) Yes
Fireplace Y/N Yes
Half Baths 2
Total Bedrooms 4
Eat-in Kitchen Yes
Total Baths 3
General Features Beamed Ceilings,Built-in Features,Ceiling Fan(s),Eat-in Kitchen,Entrance Foyer,Granite Counters
Entrance Foyer Yes
Ceiling Fan(s) Yes

Exterior Features

Fencing Back Yard,Fenced
Parking Features Driveway
Water Source Well
Parking Features Driveway
Waterfront Y/N No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Nanuet, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Reginald Bennett Elementary School
Middle School Onteora Middle School
High School Onteora High School

Price History

4/20/2026 Listed $1,295,000
5/11/2026 8% - $1,200,000
5/27/2026 9% - $1,100,000
6/9/2026 13% - $965,000
7/1/2026 5% - $925,000
7/20/2026 3% - $899,000
8/21/2026 6% - $849,000
9/17/2026 6% - $799,000

Property vs Zip Code Average in 12494

Price
AVG $1.96M
$800K
Taxes
AVG $18,629
$12,902
Year Built
AVG 1959
1910
Visits
AVG 43
70
Data Provided by Inside Real Estate®

Areas That We Cover

269 Watson Hollow Road West Shokan, NY is a Single Family Home for sale at $799000 with 2955 sqft and a lot size of 16.5 Acres Acre(s). 269 Watson Hollow Road West Shokan has 4 bedrooms, 1 baths and was built in 1910. The property's zip code is 12494 which is in West Shokan, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided 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.

Yekaterina Andriyevsky

Yekaterina Andriyevsky

Licensed Real Estate Agent

845-507-2718

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