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269 Watson Hollow Road

West Shokan, NY 12494 · Ulster County

Beds
4
Baths
2
Sqft
2,955
Status
Active
On site
151 days

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About this home

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.

Listed with Howard Hanna Rand Realty · Jeanne Boice · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 18, 2026, 7:07 AM ET. ©2026 One Key MLS.

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Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and Private Mortgage Insurance.

$5,210.83Total / mo

Estimated Monthly Payment

Principal & interest
$3,935.66 (75.5%)
Taxes
$1,075.17 (20.6%)
Insurance
$200.00 (3.8%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market Insights

The market around Ulster County

Current Listings

New in the last 30 days

218

Sep 2026

Average Price

Active listings

$726,311

Sep 2026

Average Days on Market

Active listings

126 days

Sep 2026

Fewer than 5 active listings in West Shokan, NY right now, so these figures cover Ulster County (990 active) instead.

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