Where the pavement meets the dirt, and where the Western Catskills drift towards true wilderness, a cozy little cabin sits sentry. Petite in scale but grand in vibe, The Chiloway is for the adventurers, the creatives, and those who want to truly disconnect.
Set on 22.9 acres, spread across 3 different parcels, The Chiloway has room to grow and opportunity for further development - but if the goal is a sweet escape, everything is already here for you. Vaulted ceilings, expansive windows, light flooding from all angles - the energy of the space is special.
The home is ultimately a true one-room cabin - centered around a built-in woodstove. To the far side, a dining nook overlooks Whirling Eddy Brook through large windows.
The center of the space is flexible - to one side you’ll find a built in storage bench that backs up to the loft stairs and the entryway, while the other side has large panoramic windows that look up across your woods. The room takes on the mood of the outdoors and you can imagine bright and breezy summer days as easily as a cozy snowfall Sunday.
Upstairs is the sleeping loft - plenty of room for a king bed with a generous seating area across the way. You can easily turn this in to a closet if you need dedicated storage space.
To the front of the house you’ll find a charming red-tiled kitchen with vintage refrigerator overlooking your rolling meadow. To one side of the kitchen - a recently updated full bathroom, and to the other, a utility closet with washer.
Outside, a wrap around deck expands the footprint of the home dramatically in the warmer months. The land is expansive, with a massive lawn laid out in front of the home. 20+ acres of woods climb the mountainside and up the valley. This is land to explore, to expand upon, and to enjoy.
The Chiloway holds a wonderful location for someone yearning for some level of seclusion without giving up access to town life. Roscoe is only 10 minutes down the road, and Livingston Manor 20. The Beaverkill and its world-class fishing is walking distance, with public fishing access just a couple minute drive. This is the kind of place that you dream about when you think Catskills cabin. Make it yours!
For sale
$325,000
1919 Chiloway Road, Roscoe, NY 13783
1beds
823sqft
Single Family Residence, Residential
Built in 2000
22.9 Acres Lot
$-- Zestimate®
$395/sqft
$-- HOA
What's special
Cozy little cabinExpansive windowsBuilt in storage benchBuilt-in woodstoveVaulted ceilingsUtility closet with washer
- 7 hours
- 385
- 112
Zillow last checked:
Listing updated:
Listed by:
Country House Realty Inc 845-397-2590,
Jared Gluckstern 917-716-4424
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1047517
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 1
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Forced Air, Wood
Cooling
- None
Appliances
- Included: Electric Range, Washer
Features
- Cathedral Ceiling(s)
- Attic: None
- Has fireplace: Yes
Interior area
- Total structure area: 823
- Total interior livable area: 823 sqft
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Lot
- Size: 22.9 Acres
Details
- Parcel number: 1236894340000002041000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cabin,Chalet
- Property subtype: Single Family Residence, Residential
Materials
- Frame
Condition
- Year built: 2000
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Electricity Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Hancock
Financial & listing details
- Price per square foot: $395/sqft
- Tax assessed value: $13,200
- Annual tax amount: $4,446
- Date on market: 10/7/2026
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/7/2026 | Listed for sale | $325,000$395/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Climate risks
Neighborhood: 12776
Nearby schools
Schools provided by the listing agent
- Elementary: Rockland Elementary School
- Middle: Rockland Middle/High School
- High: Rockland Middle/High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.







