2955 Route 23, Hillsdale

$1,295,000

3 Beds
2 Baths
1,200 Sqft
8.7 Acres
2 Garages

Historic Upstate NY Sanctuary - 8.7 Magical Acres in Hillsdale, NY - known for its scenic beauty and small-town charm
Escape to your own private paradise on this enchanting 8.7-acre property featuring a charming 1820's cottage, pristine swimming pond with waterfall, and endless outdoor adventures. This secluded sanctuary offers the perfect blend of historic character and natural beauty, just minutes from world-class recreation and cultural attractions.
The heart of the property centers around a charming historic cottage set well off the road for complete privacy, surrounded by lush landscapes and meandering walking trails. A babbling brook winds through the property, crossed by charming bridges that lead to hidden corners of this magical retreat. The crown jewel is a large spring-fed pond with its own waterfall—perfect for swimming—plus a dedicated pond house for changing and relaxing.
Location Excellence:
•5 minutes to Catamount Ski Mountain
•15 minutes to Great Barrington's shops and dining
•30 minutes to Tanglewood and Hudson's cultural scene
•Prime Berkshire positioning for year-round recreation

This exceptional property offers incredible potential: maintain the historic cottage as your getaway while building your dream home elsewhere on the expansive acreage or create a sophisticated compound with rental income opportunities. The combination of pristine natural features, historic charm, and unbeatable location makes this a rare find.
Your private 8.7-acre playground awaits—where adventure meets tranquility just minutes from the Berkshires.

Essential Information
MLS® #20253436
Price$1,295,000
Bedrooms3
Bathrooms2.00
Full Baths2
Square Footage1,200
Acres8.70
Year Built1820
TypeResidential
Sub-TypeSingle Family Residence
StyleCottage
StatusActive
Community Information
Address2955 Route 23
AreaHillsdale
CityHillsdale
CountyColumbia
StateNY
Zip Code12529
Amenities
# of Garages2
ViewPond
Interior
HeatingElectric
StoriesTwo
Appliances

Washer/Dryer, Refrigerator, Gas Range, Dishwasher

Exterior
ExteriorClapboard
Exterior FeaturesPrivate Yard
RoofAsphalt
ConstructionClapboard
Lot Description

Pond on Lot, Front Yard, Native Plants, Waterfall, Wooded

School Information
DistrictTaconic Hills Central Schools
Additional Information
Zoning210 - 1 Family
Listing Details
AgentChris Getman
Listing Courtesy of Houlihan Lawrence Inc.
LISTING MAP

Get directions to this property:

Properties for Sale Similar to 2955 Route 23, Hillsdale, NY

Photo of Listing #20252743

9960 Route 22, Hillsdale

$1,295,000 - 4 Beds, 3 Baths, 3,282 Sf

MLS® # 20252743

Ulster County Board of Realtors Logo
Photo of Listing #20252411

83 Schmeichel Road, Hillsdale

$1,575,000 - 4 Beds, 5 Baths, 3,666 Sf

MLS® # 20252411

Ulster County Board of Realtors Logo
Photo of Listing #20252194

110 Meadow Lane, Hillsdale

$1,100,000 - 3 Beds, 2 Baths, 1,800 Sf

MLS® # 20252194

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 © 2025 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.