251 Overlook DR Hillsdale, NY 12529
1 Bed
1 Bath
684 SqFt
UPDATED:
Key Details
Property Type Single Family Home
Sub Type Single Family Residence
Listing Status Active
Purchase Type For Sale
Square Footage 684 sqft
Price per Sqft $583
MLS Listing ID 920133
Style Cabin
Bedrooms 1
Full Baths 1
HOA Y/N No
Rental Info No
Year Built 1900
Annual Tax Amount $2,704
Lot Size 4.500 Acres
Acres 4.5
Property Sub-Type Single Family Residence
Source onekey2
Property Description
Discover the magic of Hillsdale, NY, in this idyllic 1900 cabin sanctuary, perched atop a private mountaintop with breathtaking views of the foothills of the Berkshires. Set on 4.5 acres with wide frontage and a gently flowing active stream, this rare property blends rustic charm with modern comfort, offering a true four-season escape in the heart of Columbia County. As you turn onto Overlook Drive, a long, gently winding road leads you to this mountaintop retreat, building a sense of anticipation and timeless charm with every turn.
Step inside to experience the warmth of an enormous original stone fireplace, soaring cathedral ceilings, and a brand-new enamel stove with thermal glass doors and fully lined chimney—perfect for cozy evenings after skiing or exploring. A whimsical children's loft with a spy hole greets you above the entry, adding character and charm that make this mountain getaway feel like home. Enjoy the serenity of rural mountaintop living without sacrificing connectivity, thanks to available high-speed internet (Spectrum 1Gbps).
Wake to the sight of a mist-covered field at sunrise, or savor the serenity of fresh snowfall blanketing your land in absolute quiet. In summer, enjoy the expansive lawn—ideal for a pool or tennis court—or explore your own woodland stream.
Just minutes from Catamount Ski Area and its exhilarating Aerial Adventure Park, this home is both a winter ski chalet and a summer adventure hub. Nestled between the charming, historic town of Hudson, NY, and the picturesque, culturally rich village of Great Barrington, MA, Hillsdale offers farm-to-table dining, vibrant cultural attractions, and easy access to both the Hudson Valley and the Berkshires—making it an ideal weekend escape or year-round retreat.
With seasonal mountain views, wide-open acreage, and unmatched character, 251 Overlook Drive is a rare opportunity to own a piece of Columbia County's history while embracing the lifestyle of the Hudson Valley. Only about 2 hours by car or Amtrak from Midtown Manhattan!
Don't miss the chance to make this mountain cabin retreat your own.
Though believed accurate, all information—including taxes and schools—must be independently verified. Information has been provided by the Seller and has not been verified by the Broker. Taxes are stated for 2024–2025. Schools are reported by Niche. Information is deemed reliable but not guaranteed. Owner, Listing Agent & Broker are not responsible for inaccuracies; prospective buyers and their agents must confirm all facts.
Location
State NY
County Columbia County
Interior
Interior Features First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Cathedral Ceiling(s), Open Floorplan, Original Details
Heating Baseboard, Electric
Cooling None
Flooring Carpet
Fireplaces Number 1
Fireplaces Type Wood Burning
Fireplace Yes
Appliance Electric Cooktop, Electric Oven, Microwave, Refrigerator
Exterior
Parking Features Driveway
Utilities Available Electricity Connected
View Mountain(s), Panoramic, Trees/Woods
Garage false
Private Pool No
Building
Sewer Septic Tank
Water Well
Structure Type Frame
Schools
Elementary Schools Taconic Hills Elementary School
Middle Schools Taconic Hills Junior/Senior High
High Schools Taconic Hills
School District Taconic Hills
Others
Senior Community No
Special Listing Condition None
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Real Estate Salesperson | License ID: 10401357092