139 Charlie Hill Road, Millerton

$1,795,000

4 Beds
4 Baths
3,817 Sqft
12.55 Acres
0 Garage

Western-facing sunset views over the Catskill Mountains--the coveted vistas everyone is looking for. Set on 12 beautiful, private acres complete with a tranquil pond, this gorgeous post-and-beam home is expertly designed to take full advantage of its spectacular surroundings.
Tucked away on serene Charlie Hill Road, the property immediately welcomes you with sweeping sights of the rolling meadow and water. The moment you step inside, you are struck by the dramatic, two-story living room, where a magnificent wall of windows and French doors perfectly frame the mountain vistas. A massive floor-to-ceiling chimney with a double-sided fireplace beautifully divides the living space from the kitchen and dining area, creating an atmosphere that is both open and incredibly cozy. For single-level convenience, the spacious first-floor primary suite offers its own set of French doors, opening directly to the porch and those same incredible views.
The home offers plenty of space for guests and relaxation across its three levels. The lower walk-out level features two large bedroom suites and a comfortable family room complete with a second fireplace and a wet bar, making it an ideal space for entertaining. Upstairs, you will find an additional bedroom with a half-bath, a dedicated home office, and access to the home's unique ''crow's nest.'' Featuring a cozy window seat and panoramic sights, it is the ultimate private retreat to escape with a good book and watch the sun go down.
While the property feels like a completely private sanctuary, it is incredibly accessible to the best of the region. Located less than ten minutes away is the center of Millerton, New York, celebrated for its vibrant atmosphere, antique shops, local eateries, and The Moviehouse. Outdoor enthusiasts will love the immediate access to the Harlem Valley Rail Trail, offering 26 miles of paved trails from Wassaic to Hillsdale for walking, running, biking, and winter cross-country skiing. With the Metro-North train less than 20 minutes away for a seamless commute to Manhattan, and close proximity to Hudson, Northwest Connecticut, and the Southern Berkshires, this location is truly unmatched.

Essential Information
MLS® #20263012
Price$1,795,000
Bedrooms4
Bathrooms4.00
Full Baths3
Half Baths2
Square Footage3,817
Acres12.55
Year Built1989
TypeResidential
Sub-TypeSingle Family Residence
StyleTraditional
StatusActive
Community Information
Address139 Charlie Hill Road
AreaMillerton
CityMillerton
CountyDutchess
StateNY
Zip Code12546
Amenities
ParkingOff Street
Is WaterfrontYes
WaterfrontPond
PoolNone
Interior
HeatingBaseboard, Propane, Zoned
CoolingHeat Pump
FireplaceYes
# of Fireplaces4
StoriesThree Or More
Interior Features

Cathedral Ceiling(s), Open Floorplan, Soaking Tub, Walk-In Closet(s), Wet Bar

Appliances

Washer/Dryer, Refrigerator, Dishwasher, Built-In Gas Range, Bar Fridge

Fireplaces

Bedroom, Dining Room, Family Room, Masonry, See Through, Stone, Wood Burning

Exterior
ExteriorAsphalt, Concrete, Wood Siding
Exterior FeaturesPrivate Yard
RoofAsphalt
ConstructionAsphalt, Concrete, Wood Siding
FoundationConcrete Perimeter
Lot Description

Open Lot, Rolling Slope, Secluded, Views, Wooded

School Information
ElementaryWebutuck Elementary School
District

Webutuck Central School District

Additional Information
ZoningResidential
Listing Details
AgentMimi Harson
Listing Courtesy of William Pitt Sotheby's
LISTING MAP

Get directions to this property:

Properties for Sale Similar to 139 Charlie Hill Road, Millerton, NY

Photo of Listing #20262866

4569-4577 New York 199, Millerton

$1,595,000 - 4 Beds, 5 Baths, 4,182 Sf

MLS® # 20262866

Ulster County Board of Realtors Logo

Ulster County Board of Realtors Logo The data relating to real estate on this website comes in part from the IDX of the Multiple Listing Service of Ulster County, Inc. Real estate listings held by brokerage firms other than Flemming Realty are marked with IDX logo and the detailed information about them includes the name of the listing broker.

Copyright © 2026 by the Multiple Listing Service of Ulster County, Inc. All Rights Reserved.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.