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251 Overlook Drive, 
Hillsdale, NY 12529

$365,000


1

Bed


1

Bath


684

Sq Ft


Single Family

Active

Listed by

Margaret Bower Avenia

Columbia County Re Specialist

518-325-9784

Last updated:

July 23, 2026, 10:43 PM

MLS#

20263656

Source:

NY MLSUC

About This Home

251 Overlook Drive

Are you dreaming of times spent tucked away in a rustic cabin, preferably wrapped in a cozy blanket in front of a roaring fireplace? Or maybe you're dreaming of walking barefoot in the stream that feds into the Green River and sunbathing with rays of sunshine beaming through the trees? Welcome to 251 Overlook, Hillsdale NY! Cira 1900 Cottage in the woods, built on the side of a mountain, on 4.5 Acres. A wood lover's dream. Some features include one bedroom, one bath, eat-in kitchen with classic refrigerator and a two-burner coil electric cook-top, knotty pine walls, 2-story fieldstone fireplace with enamel stove w/thermal glass doors, a fully lined chimney, cathedral ceiling with exposed beams and a sleeping loft overlooking it all. Located just minutes to Catamount Mountain Resort for Skiing and now the Aerial Adventure Park! 10-min to Roe Jan Library, Copake-Hillsdale Farmers Market, Copake Lake, Copake Country Club, Bash Bish Falls, Harlem Valley Rail Trail, Taconic State Park, near Tanglewood, Jacobs Pillow, Kripalu, endless local amenities, cultural activities, attractions- music, art galleries, museums, restaurants, breweries, wineries, pick-your-own farms. 2 hours to NYC, ½ hr to Hudson NY and on the Berkshire border, Great Barrington only 20 minutes away! Metro North and Amtrak close by. Easy to show.

Home Facts

Single Family

1 Bath

1 Bedroom

Built in 1900

Price Summary

365,000

$533 per Sq. Ft.

MLS #:

20263656

Last Updated:

July 23, 2026, 10:43 PM

Added:

a month ago


Rooms & Interior

Bedrooms

Total Bedrooms:

1

Bathrooms

Total Bathrooms:

1

Full Bathrooms:

1

Interior

Living Area:

684 Sq. Ft.


Structure

Structure

Architectural Style:

Cabin

Building Area:

684 Sq. Ft.

Year Built:

1900


Lot

Lot Size (Sq. Ft):

196,020


Finances & Disclosures

Finances

Price:

$365,000

Price per Sq. Ft:

$533 per Sq. Ft.

Source:NY MLSUC
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.