Skip to main contentSkip to navigation
1 / 69

Land with Home for Sale in West Shokan, New York

269 Watson Hollow Rd, West Shokan, NY 12494

$1,295,000
16.5 acres
Active sale
ago
Est $7,421/mo

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.

2,955
Sq feet
4
Beds
1
Full bath
2
1/2 baths
1920
Built

Location

Street address
269 Watson Hollow Rd
Community
Olive
School district
Onteora Central School District
Elevation
748 feet
Coordinates
41.9652, -74.3024

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.

Property details

Acreage
16.5 acres
MLS #
UCMLS 20261714
Posted

Property taxes

Recent
$14,510 - 514000.045.001-0001-042.100/0000

Parcels

  • 400004500100010421000000

Details and features

Listing

Type
Residential
Subtype
Single Family Residence
Franchise
Howard Hanna

Lot

Features
Back Yard, Front Yard, Landscaped, Native Plants, Pond On Lot

Exterior

Fencing
Fenced
Pool
Patio, Porch

Structure

Basement
Full, Unfinished
Water
Well
Sewer
Septic Tank
Heating
Forced Air, Oil
Cooling
Central Air
Materials
Vinyl Siding
Roof
Asbestos Shingle

Interior

Room Count
8
Rooms
Basement, Bathroom x 3, Bedroom x 4, Dining Room
Flooring
Ceramic Tile, Hardwood, Stone
Fireplaces
Yes
Appliances
Dishwasher, Dryer, Electric Oven, Electric Range, Freezer, Microwave, Refrigerator, Washer
Features
3 Seasons Room, Beamed Ceilings, Bookcases, Built-In Features, Ceiling Fan(s), Eat-In Kitchen, Entrance Foyer, Granite Counters

Nearby schools

NameTypeDistrict
Bennett 4-6ElementaryOnteora Central School District

Listing history

DateEventPriceChangeSource
Apr 20, 2026New listing$1,295,000UCMLS
Subscribe to listing updates

Payment calculator

This 16.5-acre property is located at 269 Watson Hollow Rd in West Shokan, NY 12494. The property is available for sale for $1,295,000. It has a 2,955 sq ft 4 bedroom, 1 bath house built in 1920.

Checked 1 hour ago — Updated

Report listing issue

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.

Contact listing agent Rules
By submitting, I agree to the terms of use and to be contacted by real estate professionals. Message and data rates may apply.
Contact