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.
Active
$1,295,000
2955 Route 23, Hillsdale, NY 12529
3beds
1,200sqft
Single Family Residence
Built in 1820
8.7 Acres Lot
$1,243,100 Zestimate®
$1,079/sqft
$-- HOA
What's special
- 26 days
- on Zillow |
- 960 |
- 59 |
Zillow last checked: 7 hours ago
Listing updated: August 04, 2025 at 05:37pm
Listing by:
Houlihan Lawrence Inc. 518-822-0300,
Chris Getman 203-554-5032
Source: HVCRMLS,MLS#: 20253436

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Electric
Appliances
- Included: Washer/Dryer, Refrigerator, Gas Range, Dishwasher
- Laundry: In Basement
Features
- Flooring: Hardwood
- Basement: Full,Storage Space,Unfinished,Walk-Out Access
- Has fireplace: No
Interior area
- Total structure area: 1,200
- Total interior livable area: 1,200 sqft
- Finished area above ground: 1,200
- Finished area below ground: 1,200
Property
Parking
- Total spaces: 2
- Parking features: Garage
- Garage spaces: 2
Features
- Levels: Two
- Patio & porch: Deck, Front Porch
- Exterior features: Private Yard
- Has view: Yes
- View description: Pond
- Has water view: Yes
- Water view: Pond
Lot
- Size: 8.7 Acres
- Features: Pond on Lot, Front Yard, Native Plants, Waterfall, Wooded
Details
- Additional structures: Barn(s), Garage(s), Shed(s)
- Parcel number: 146.142.200
- Zoning: 210 - 1 Family
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage
- Property subtype: Single Family Residence
Materials
- Clapboard
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1820
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Private Sewer
Community & HOA
Location
- Region: Hillsdale
Financial & listing details
- Price per square foot: $1,079/sqft
- Tax assessed value: $182,000
- Annual tax amount: $5,481
- Date on market: 8/5/2025
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