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About This Home

This 4-bedroom, 2-bathroom single family at 269 Watson Hollow Road in West Shokan, NY is listed for $1,100,000 ($372 per sqft). Built in 1920, the home offers 2,955 sqft of living space on a 16.50 acres lot.

Agent 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.

Key Features

  • Built in 1920
  • 16.50 acre lot
  • Fireplace

Property Details

1 full, 2 half
1920

Amenities

FireplaceHardwoodA/C

Monthly Cost Estimate

$5,883/mo

20% down · 6.5% · 30 years

Principal$796
Interest$4,767
Insurance$321

Estimates only. Actual payments may vary.

Location

269 Watson Hollow Road

West Shokan, NY 12494

Features & Amenities

Interior Features

3 Seasons RoomBeamed CeilingsBookcasesBuilt-in FeaturesCeiling Fan(s)Eat-in KitchenEntrance FoyerGranite Counters

Property Details

Flooring

Tile - CeramicStoneHardwood

Construction

Vinyl Siding

Pool Features

PorchPatio

Heating

Forced AirOil

Cooling

Central Air

Appliances

WasherRefrigeratorMicrowaveFreezerElectric RangeElectric OvenDryerDishwasher

Questions & Answers

This 4-bedroom, 2-bathroom single family at 269 Watson Hollow Road is listed at $1,100,000 ($372/sqft). The estimated monthly payment is $4,767 based on 20% down at 6.5% interest.

Key features include: Built in 1920, 16.50 acre lot, Fireplace. Interior Features: 3 Seasons Room, Beamed Ceilings, Bookcases.

This property is listed by Jeanne Boice and can be reached at 9143887405 or jeanne.boice@randrealty.com.

JB

Jeanne Boice

Agent at Howard Hanna Rand Realty

(914) 388-7405

Listed by Howard Hanna Rand Realty · View on Broker Site

MLS# 20261714· Source: listhub· Updated 42 days ago

Copyright © 2026 Hudson Valley Catskill Region MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

269 Watson Hollow Road, West Shokan, NY 12494

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