Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
Listing photo for 2999 Route 23, Hillsdale, NY
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2999 Route 23,

Hillsdale, NY

$895,000

4 Beds
2½ Baths
2,225 Sqft
12.50 Acres
2 Garages

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 ⅓ 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.

Facts & Features
MLS® # 20255472
Price $895,000
Bedrooms 4
Bathrooms 2.50
Full Baths 2
Half Baths 1
Square Footage 2,225
Acres 12.50
Year Built 1915
Type Residential
Sub-Type Single Family Residence
Style Farmhouse
Status Active
MLS ucbr
Community Information
Address 2999 Route 23
Area Hillsdale
City Hillsdale
County Columbia
State NY
Zip Code 12529
Amenities
Utilities Cable Connected, Electricity Connected, Phone Connected, Sewer Connected
Parking Garage Faces Side, Off Street
# of Garages 2
View Creek/Stream, Park/Greenbelt, Pond, Pool, Trees/Woods
Is Waterfront No
Has Pool Yes
Pool In Ground
Interior
Interior Features Bar, Eat-in Kitchen, High Speed Internet
Appliances Other, Wine Refrigerator, Washer, Refrigerator, Microwave, Free-Standing Range, Dryer, Dishwasher
Heating Fireplace(s), Hot Water, Oil
Has Basement Yes
Basement Full
Fireplace Yes
# of Fireplaces 1
Fireplaces Great Room
Exterior
Exterior Frame
Exterior Features Other
Lot Description Landscaped, Native Plants
Roof Asphalt, Shingle
Construction Frame
Foundation Combination, Concrete Perimeter, Stone
School Information
District Taconic Hills Central Schools
Additional Information
Date Listed November 3rd, 2025
Days on Market 98
Zoning RU C
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Copake Lake Realty Corp.
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Listing information last updated on February 10th, 2026 at 12:35am EST.