251 Overlook Drive, Hillsdale, NY 12529 (MLS# 20263656)

Listing Agreement: Exclusive Right To Sell

Owner Name: Kiely

Occupant Type: Owner

Lease Considered YN: No

Current Price: $365,000

Original List Price: 365000

List Price: $365,000

Status: Active

Listing Contract Date: 2026-06-30

Property Sub Type: Single Family Residence

911 Address: 251 Overlook Drive, Hillsdale NY 12529

Township: Hillsdale

School District: Taconic Hills Central Schools

General Tax: 1151.26

School Tax: 1520.99

Tax Annual Amount: 2672

Tax Year: 2026

Assessors Full Market Value: 235484

Tax Assessed Value: 146000

Tax Legal Description: single family residence

Parcel Number: 116.-2-6

Tax Lot: 116

Tax Block: 2

Tax Exemptions YN: No

Zoning: Residential

Directions: From Mitchell Street, to Overlook, go up hill past tower, 1st driveway on left, see sign.

Bathrooms Half: 0

Above Grade Finished Area: 684

Below Grade Finished Area: 0

Lot Size Acres: 4.5

New Construction YN: No

Garage YN: No

Waterfront YN: Yes

Water Body Name: Green River runoff

Sign On Property YN: Yes

Basement YN: No

Stories: 1

Fireplace YN: Yes

Fireplaces Total: 1

List Price/SqFt: 533.63

Bedrooms Total: 1

Bathrooms Total: 1

Bathrooms Full: 1

Living Area: 684

Year Built: 1900

Public Remarks: 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 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, 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.

Status Change Timestamp: 2026-06-30

Major Change Timestamp: 2026-07-01T01:34:29Z

Major Change Type: New Listing

Electric Cooktop: 1

Refrigerator: 1

Cabin: 1

Liber/Book: 1

Page: 2

Section: 3

Clubhouse: 1

Fishing: 1

Restaurant: 1

Stable(s): 1

Tennis Court(s): 1

Frame: 1

Ceiling Fan(s): 1

Private Entrance: 1

Private Yard: 1

Living Room: 1

Wood: 1

Pillar/Post/Pier: 1

Baseboard: 1

Fireplace(s): 1

Beamed Ceilings: 1

Cathedral Ceiling(s): 1

Eat-in Kitchen: 1

Water Rights YN: Yes

One: 1

Contract: 1

Native Plants: 1

Near Golf Course: 1

Private: 1

Secluded: 1

Views: 1

Wooded: 1

Driveway: 1

Front Porch: 1

Close Of Escrow: 1

Seller Owned: 1

Fixer: 1

Town: 1

Paved: 1

Asphalt: 1

Standard: 1

Cabin: 1

Creek/Stream: 1

Trees/Woods: 1

Well: 1

Stream: 1

Showing Attended YN: Yes

Bathroom: 1

Bathroom Level: First

Bedroom: 1

Dining Room: 1

Dining Room Level: First

Great Room: 1

Great Room Level: First

Kitchen: 1

Kitchen Level: First

Other Room: 1

Other Room Level: First

Street Number: 251

Street Name: Overlook

Street Suffix: Drive

County: Columbia

State: NY

Zip Code: 12529

Town (Taxable): Hillsdale