2999 New York 23, Hillsdale, NY 12529 (MLS# 20262358)
$725,000
Hillsdale, NY 12529
MLS# 20262358
4 beds | 3 baths | 2225 sqft
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Property Description
2999 Route 23, Hillsdale, New York - Historic Country Estate on 12.5 Acres Step into a piece of living history with this beautifully preserved 1915 home, perfectly situated on a private 12.5-acre parcel in the heart of the Berkshires. Offering four generous bedrooms and three baths (2 full, 1 Half), this classic residence blends timeless charm with everyday comfort, creating an ideal setting for family living, weekend escapes, or peaceful country entertaining. Outside, the grounds are nothing short of spectacular with flower beds are scattered around the house and front yard. Cool off in the sparkling in-ground pool, relax by the tranquil pond, or follow the gentle sounds of the year-round stream that flows along the property. The magnificent 1800s post-and-beam barn stands ready for your vision, whether as a workshop, artist studio, equestrian space, or rustic gathering spot. Located just a stone's throw from Catamount Ski Mountain, this property minutes away from skiing, snowboarding, and year-round mountain recreation right at your doorstep. In warmer months, enjoy hiking trails, scenic drives, and the vibrant cultural scene of nearby Hudson and Great Barrington. With its rare combination of historic character, abundant water features, and sweeping acreage, 2999 Route 23 offers a lifestyle that's equal parts serene and invigorating. This is more than a home--it's a private Berkshire retreat waiting for its next chapter. Ready for showings or more details? Reach out today to experience it for yourself.
Details
Contract Information
Listing Agreement: Exclusive Right To Sell
Owner Name: Roche Irrevocable Family Trust
Occupant Type: Owner
Occupant Name: *** NEW LISTING ***
Lease Considered YN: No
Current Price: $725,000
Original List Price: 725000
List Price: $725,000
Status: Active
Listing Contract Date: 2026-05-13
Property Sub Type: Single Family Residence
Location, Tax, and Legal
911 Address: 2999
Township: Hillsdale
School District: Taconic Hills Central Schools
General Tax: 3062.23
School Tax: 4010.82
Tax Annual Amount: 7072
Assessors Full Market Value: 620968
Tax Assessed Value: 385000
Tax Legal Description: Single Family Residence
Parcel Number: 146.-2-13
Tax Lot: 13
Tax Block: 2
Tax Exemptions YN: No
Zoning: RU C
Directions: From intersection of Route 22 and 23 in Hillsdale head east on 23. 2999 Route 23 on left before Catamount Ski Area.
General Property Information
Bathrooms Half: 1
Above Grade Finished Area: 2225
Below Grade Finished Area: 0
Lot Size Acres: 12.5
New Construction YN: No
Garage YN: Yes
Attached Garage YN: No
Garage Spaces: 2
Sign On Property YN: Yes
Basement YN: Yes
List Price/SqFt: 325.84
Bedrooms Total: 4
Bathrooms Total: 3
Bathrooms Full: 2
Living Area: 2225
Year Built: 1915
Remarks and Miscellaneous
Public Remarks: 2999 Route 23, Hillsdale, New York - Historic Country Estate on 12.5 Acres
Step into a piece of living history with this beautifully preserved 1915 home, perfectly situated on a private 12.5-acre parcel in the heart of the Berkshires. Offering four generous bedrooms and three baths (2 full, 1 Half), this classic residence blends timeless charm with everyday comfort, creating an ideal setting for family living, weekend escapes, or peaceful country entertaining.
Outside, the grounds are nothing short of spectacular with flower beds are scattered around the house and front yard. Cool off in the sparkling in-ground pool, relax by the tranquil pond, or follow the gentle sounds of the year-round stream that flows along the property. The magnificent 1800s post-and-beam barn stands ready for your vision, whether as a workshop, artist studio, equestrian space, or rustic gathering spot.
Located just a stone's throw from Catamount Ski Mountain, this property minutes away from skiing, snowboarding, and year-round mountain recreation right at your doorstep. In warmer months, enjoy hiking trails, scenic drives, and the vibrant cultural scene of nearby Hudson and Great Barrington.
With its rare combination of historic character, abundant water features, and sweeping acreage, 2999 Route 23 offers a lifestyle that's equal parts serene and invigorating. This is more than a home--it's a private Berkshire retreat waiting for its next chapter.
Ready for showings or more details? Reach out today to experience it for yourself.
Status Change Information
Status Change Timestamp: 2026-05-13
Major Change Timestamp: 2026-05-13T19:22:44Z
Major Change Type: New Listing
Appliances
Dishwasher: 1
Dryer: 1
Free-Standing Range: 1
Microwave: 1
Refrigerator: 1
Washer: 1
Other: 1
Architectural Style
Farmhouse: 1
Basement
Full: 1
Book Information
Liber/Book: 901
Page: 1023
Section: 146
Construction Materials
Frame: 1
Electric
Circuit Breakers: 1
Flooring
Carpet: 1
Parquet: 1
Stone: 1
Tile: 1
Wood: 1
Heating
Fireplace(s): 1
Hot Water: 1
Oil: 1
Interior Features
Bar: 1
Eat-in Kitchen: 1
High Speed Internet: 1
Laundry Features
In Basement: 1
Levels
Two: 1
Listing Terms
Trust Deed: 1
Lot Features
Front Yard: 1
Garden: 1
Landscaped: 1
Native Plants: 1
Pond on Lot: 1
Stream On Lot: 1
Other Structures
Barn(s): 1
Shed(s): 1
Patio And Porch Features
Covered: 1
Front Porch: 1
Pool Features
In Ground: 1
Roof
Asphalt: 1
Sewer
Septic Tank: 1
Structure Type
House: 1
Utilities
Electricity Connected: 1
Phone Connected: 1
Sewer Connected: 1
Water Connected: 1
View
Creek/Stream: 1
Pond: 1
Pool: 1
Trees/Woods: 1
Water: 1
Water Source
Well: 1
Documents Available
Survey: 1
Showing Requirements
Call Listing Agent: 1
Text Listing Agent: 1
Location Tax and Legal
Street Number: 2999
Street Name: New York 23
County: Columbia
State: NY
Zip Code: 12529
Town (Taxable): Hillsdale
Property Features
Appliances: Dishwasher; Dryer; Free-Standing Range; Microwave; Refrigerator; Washer; Other
Architectural Style: Farmhouse
Basement: Full
Construction Materials: Frame
Electric: Circuit Breakers
Flooring: Carpet; Parquet; Stone; Tile; Wood
Heating: Fireplace(s); Hot Water; Oil
Interior Features: Bar; Eat-in Kitchen; High Speed Internet
Laundry Features: In Basement
Levels: Two
Listing Terms: Trust Deed
Lot Features: Front Yard; Garden; Landscaped; Native Plants; Pond on Lot; Stream On Lot
Other Structures: Barn(s); Shed(s)
Patio And Porch Features: Covered; Front Porch
Pool Features: In Ground
Roof: Asphalt
Sewer: Septic Tank
Structure Type: House
Utilities: Electricity Connected; Phone Connected; Sewer Connected; Water Connected
View: Creek/Stream; Pond; Pool; Trees/Woods; Water
Water Source: Well
Showing Requirements: Call Listing Agent; Text Listing Agent
Documents Available: Survey
Listing Courtesy of Stone House Properties, LLC
Listing Agent: Tyler Bervy