
Land with Home for Sale in West Shokan, New York
269 Watson Hollow Rd, West Shokan, NY 12494
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.
Location
- Street address
- 269 Watson Hollow Rd
- County
- Ulster County
- Community
- Olive
- School district
- Onteora Central School District
- Elevation
- 748 feet
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
| Name | Type | District |
|---|---|---|
| Bennett 4-6 | Elementary | Onteora Central School District |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Apr 20, 2026 | New listing | $1,295,000 | — | UCMLS |




































































