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269 Watson Hollow Road, West Shokan, NY 12494

$1,295,000
Property Type: Residential Bedrooms: 4 Baths: 3 Square Footage: 2,955 Lot Size (sq. ft.): 718,740 Status: Active
Current Price: $1,295,000 List Date: 4/20/2026 Last Modified: 4/28/2026

Overview

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 ...

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Listing Details MLS# 20261714

General Property Information

Bedrooms Total
4
Bathrooms Total
3
Bathrooms Full
Yes
Bathrooms Half
2
Above Grade Finished Area
2955
Living Area
2955
New Construction YN
No
Year Built
1920
Garage YN
No
Lot Size Acres
16.5
Flood Plain YN
Yes
Basement YN
Yes
Fireplace YN
Yes
Fireplaces Total
Yes
Wood Stove YN
No
Sign On Property YN
Yes
List Price/SqFt
438.24
Below Grade Finished Area
0

Property Features

Appliances: Dishwasher; Dryer; Electric Oven; Electric Range; Freezer; Microwave; Refrigerator; Washer Architectural Style: Arts & Crafts Basement: Full; Unfinished Construction Materials: Vinyl Siding Cooling: Central Air Electric: 200+ Amp Service; Generator Fencing: Back Yard; Fenced Fireplace Features: Living Room; Propane Flooring: Ceramic Tile; Hardwood; Stone Heating: Forced Air; Oil Interior Features: 3 Seasons Room; Beamed Ceilings; Bookcases; Built-in Features; Ceiling Fan(s); Eat-in Kitchen; Entrance Foyer; Granite Counters Laundry Features: In Bathroom; Main Level Lot Features: Back Yard; Front Yard; Landscaped; Native Plants; Pond on Lot Other Structures: Shed(s) Patio And Porch Features: Enclosed; Patio; Porch Plumbing: Mixed Roof: Asbestos Shingle Sewer: Septic Tank Structure Type: House View: Creek/Stream; Garden; Mountain(s); Pond Water Source: Well Documents Available: Survey Room Types: Bedroom; Dining Room; Kitchen; Living Room; Primary Bedroom; Other Room

Contract Information

Original List Price
1295000
Listing Contract Date
2026-04-20
Property Sub Type
Single Family Residence
Listing Agreement
Exclusive Right To Sell
Owner Name
QTIP MARTIAL TRUST
Occupant Type
Owner
Lease Considered YN
No

Location Tax and Legal

Street Number
269
Street Name
Watson Hollow
Street Suffix
Road
County
Ulster
State
NY
Zip Code
12494
Town (Taxable)
Olive

Remarks and Miscellaneous

Public Remarks
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.

Status Change Information

Major Change Timestamp
2026-04-20T13:43:01Z
Major Change Type
New Listing
Status Change Timestamp
2026-04-20

More Information

Book Information

Liber/Book
7376
Page
258
Section
45.1

Room Types

Dining Room Level
First
Kitchen Level
First
Living Room Level
First
Primary Bedroom Level
Second
Other Room Level
First
Bedroom
Yes
Dining Room
Yes
Kitchen
Yes
Living Room
Yes
Primary Bedroom
Yes
Other Room
Yes

Location, Tax, and Legal

911 Address
269 WATSON HOLLOW RD,W SHOKAN NY
Township
Olive
School District
Onteora Central School District
Elementary School
Bennett 4-6
General Tax
5993
School Tax
8517
Tax Annual Amount
14510
Tax Year
2026
Assessors Full Market Value
1175000
Tax Assessed Value
1175000
Tax Legal Description
514000.045.001-0001-042.100/0000
Parcel Number
400004500100010421000000
Tax Lot
42.100
Tax Block
Yes
Tax Exemptions YN
No
Zoning
03
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.

Appliances

Dishwasher
Yes
Dryer
Yes
Electric Oven
Yes
Electric Range
Yes
Freezer
Yes
Microwave
Yes
Refrigerator
Yes
Washer
Yes

Architectural Style

Arts & Crafts
Yes

Basement

Full
Yes
Unfinished
Yes

Construction Materials

Vinyl Siding
Yes

Cooling

Central Air
Yes

Electric

200+ Amp Service
Yes
Generator
Yes

Fencing

Back Yard
Yes
Fenced
Yes

Fireplace Features

Living Room
Yes
Propane
Yes

Flooring

Ceramic Tile
Yes
Hardwood
Yes
Stone
Yes

Heating

Forced Air
Yes
Oil
Yes

Interior Features

3 Seasons Room
Yes
Beamed Ceilings
Yes
Bookcases
Yes
Built-in Features
Yes
Ceiling Fan(s)
Yes
Eat-in Kitchen
Yes
Entrance Foyer
Yes
Granite Counters
Yes

Laundry Features

In Bathroom
Yes
Main Level
Yes

Lot Features

Back Yard
Yes
Front Yard
Yes
Landscaped
Yes
Native Plants
Yes
Pond on Lot
Yes

Other Structures

Shed(s)
Yes

Patio And Porch Features

Enclosed
Yes
Patio
Yes
Porch
Yes

Plumbing

Mixed
Yes

Roof

Asbestos Shingle
Yes

Sewer

Septic Tank
Yes

Structure Type

House
Yes

View

Creek/Stream
Yes
Garden
Yes
Mountain(s)
Yes
Pond
Yes

Water Source

Well
Yes

Documents Available

Survey
Yes

Room Information

Room Name Level Length Width Remarks Dimensions
Other Room First 13.00 20.00 Bluestone porch 13 x 20
Living Room First 17.00 27.00 17 x 27
Kitchen First 10.00 22.00 10 x 22
Dining Room First 12.00 14.00 12 x 14
Primary Bedroom Second 16.00 19.00 16 x 19
Bedroom Second 9.00 10.00 9 x 10
Bedroom Second 10.00 15.00 10 x 15
Bedroom Second 13.00 9.00 13 x 9
Listing Courtesy of Howard Hanna Rand Realty
Listing Agent: Jeanne Boice
Information deemed reliable but not guaranteed.