Single Family
269 Watson Hollow Road
Active · Olive · Ulster County, NY 12494
- Bedrooms
- 4 Beds
- Bathrooms
- 3 Baths
- Year built
- 1910
- Est. monthly taxes
- $1,075.21
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About this home
" MOVE IN CONDITION " Set in the quiet, storied hills of West Shokan, 269 Watson Hollow Road offers a rare blend of historic character and natural beauty Move right into this gorgeous Historic 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.
Listing snapshot
- Days on site
- 59 days
- Listed on MLS
- Apr 20, 2026
- Full baths
- 1
- Half baths
- 2
- Annual property tax (MLS)
- $12,902.46
- Tax year
- 2025
- Area source (MLS)
- Public Records
- Listing brokerage
- Howard Hanna Rand Realty
- MLS ID
- KEY985068
- Last updated
- Oct 21, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1910
- Garage
- No
- Parking
- Driveway
- Water source
- Well
- Sewer
- Septic Tank
- Utilities
- See Remarks
Interior features
- Basement
- Full, Unfinished
- Heating
- Forced Air, Oil
- Cooling
- Central Air
- Interior
- Beamed Ceilings, Built-in Features, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Granite Counters
- Appliances
- Dishwasher, Dryer, Electric Cooktop, Electric Range, Freezer, Microwave, Refrigerator, Washer
- Flooring
- Ceramic Tile, Hardwood, Other
- Fireplace
- Yes
- Fireplaces
- 1
Exterior features
- Architectural style
- Other
- Construction materials
- Vinyl Siding
- Private pool
- No
Schools (MLS)
- Elementary school
- Reginald Bennett Elementary School
- Elementary school district
- Onteora
- Middle school
- Onteora Middle School
- Middle school district
- Onteora
- High school
- Onteora High School
- High school district
- Onteora
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- Price changed to $750,000
- Price changed to $799,000
- First seen on this site
- MLS status changed
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
