
Land with Home for Sale in Hillsdale, New York
2999 Route 23, Hillsdale, NY 12529
Classic Country Home with Pond, Pool & Barns Located just minutes from Catamount Ski Area, Hudson, NY, and Great Barrington, MA. Steeped in history and charm, this distinctive residence-believed to date back to the late 1800s-offers timeless character with thoughtful updates and plenty of space to enjoy country living. This 4 BR, 2.5 BA, 2,225+/- sq. ft. home is sited on 12+ acres. The rocking chair porch welcomes you. Featured are original hardwood and parquet flooring with a traditional layout. The main level offers an eat-in kitchen, formal dining room, office, and great room. The great room includes a fireplace, large picture window overlooking the pond, wet bar, built-in cabinetry, and a half bath-a warm and inviting gathering space. Upstairs, the primary suite offers a private bath, accompanied by three additional bedrooms and a hallway full bath, providing comfortable accommodations for family or guests. Outdoor living is equally impressive. A 16' x 32' in-ground pool is perfect for summer enjoyment. The picturesque pond, about acre in size, is fed by a nearby stream, adding a tranquil view from the home and yard. There are walking trails throughout the property, ideal for exploring the natural beauty of the surroundings. Outbuildings include a large red barn with hand-hewn beams, as well as a red barn/shed behind the house that is used as a woodshed. The remains of what was likely a foundation for an old corn crib and a horse barn in need of total rehabilitation remain as echoes of the property's rich agricultural past. From antiquing, hiking, skiing, zip line, music, theater, farm-to-table restaurants, bicycling, and more-there's something for everyone! All this approximately 2 hours from NYC and 2.5 hours from Boston. A truly central meeting place for family and friends. With its scenic setting, historic details, and modern mechanicals, this property offers an ideal blend of vintage charm and rural functionality-ready for its next chapter.
Location
- Street address
- 2999 Route 23
- County
- Columbia County
- Community
- Hillsdale
- School district
- Taconic Hills Central Schools
- Elevation
- 733 feet
Directions
From intersection of Route 22 and 23 in Hillsdale head east on 23. 2999 Route 23 on left before Catamount Ski Area.
Property details
- Acreage
- 12.5 acres
- Zoning
- RU C
- MLS #
- UCMLS 20255472
- Posted
Property taxes
- Recent
- $7,072 - Single Family Residence
Parcels
- 146.-2-13
Legal description
Single Family Residence
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
Lot
- View
- Park
- Features
- Landscaped, Native Plants
Exterior
- Parking
- Garage, Off Street
- Pool
- Porch
Structure
- Basement
- Full
- Water
- Well
- Sewer
- Septic Tank
- Heating
- Fireplace(s), Hot Water, Oil
- Materials
- Frame
- Roof
- Asphalt, Shingle
Interior
- Room Count
- 12
- Rooms
- Basement, Bathroom x 3, Bedroom x 4, Dining Room
- Flooring
- Ceramic Tile, Parquet Wood, Stone, Wood
- Appliances
- Dishwasher, Dryer, Free-Standing Range, Microwave, Refrigerator, Washer, Wine Refrigerator
- Features
- Bar, Eat-In Kitchen, High Speed Internet
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Nov 3, 2025 | New listing | $895,000 | — | UCMLS |































