2666 Ny-23, Hillsdale, NY 12529 (MLS# 20262810)

Current Price: $1,100,000

Original List Price: 1100000

List Price: $1,100,000

Status: Active

Listing Contract Date: 2026-05-28

Property Sub Type: Co-Ownership

Property Attached YN: Yes

Listing Agreement: Exclusive Right To Sell

Owner Name: Sullivan

Occupant Type: Vacant

Lease Considered YN: No

Bedrooms Total: 3

Bathrooms Total: 4

Bathrooms Full: 4

Above Grade Finished Area: 2448

Below Grade Finished Area: 2448

Living Area: 5000

New Construction YN: No

Year Built: 1880

Garage YN: No

Lot Size Acres: 0.5

Flood Plain YN: No

Association YN: No

Basement YN: Yes

Stories: 2

Fireplace YN: No

Spa YN: No

Sign On Property YN: Yes

List Price/SqFt: 220

Public Remarks: Unique investment opportunity in the hamlet of Hillsdale. This new-to-the-market commercial/residential property has been meticulously renovated by the current owner, a commercial builder, who over-engineered the project with high-end features throughout. The property consists of four distinct rental units: 2666 Route 23, Main (Blue) Building - First-Floor Commercial Unit Right Side: 360 sq. ft. (currently Antique Shop) - Second-Floor Residential Apartment: Two bedrooms, 737 sq. ft. (currently VERY LUCRATIVE AirBnB) - Two-Story Commercial Unit Left Side: 766 sq. ft. (currently leased 12+/- mo. to State) Red Barn Building - Two-Story Barn Renovation: Two bedrooms, one bath, 791 sq. ft. (currently VERY LUCRATIVE AirBnB) Main Building: Circa 1880 3 Units ~ 2 Commercial Retails and a Fully Furnished turn key AirBnB/Apartment In the Berkshire/Taconic Mtn area, main building was fully renovated creating retail shops and a sophisticated but casually comfortable 2 BR apt. saving many of the original building features. Efficiency kitchen (convention microwave, cooktop, Mr. Coffee, all utensils, cookware, DW) with a W/D, marble bath, sleeps 4 , cable TV and internet. Bright and airy, full AC. Children friendly with tamper proof outlets, central station fire alarm system, CO detector. Offered Fully Furnished. The Carriage House ~ Private Residence AirBnB This structure was built around 1845 as a carriage house for the main building. The building's structure was completely reconstructed with great sensitivity to the unique features of the original use. The hay loft floor remains as a ceiling for the 1st floor although it is now 11 ft high. The 1st floor consists of an open plan living space with a washer/dryer combo tucked tastefully in the utility space. The 2nd floor has 2 bedrooms and a bathroom highlighted by the exposed timber roof framing. The space; the effort to maintain the 1845 appeal of the space is very successful with finishes utilizing reclaimed materials from the main house renovation as well as much from the original carriage house. The original siding has been incorporated into the interior walls abutting the timber framed structure. The bathroom is finished with Carrera marble tile shower walls and floor. Five panel mahogany doors complete the charming ambiance of the space. The Barn is highly energy efficient with spray foam insulation, new Pella windows and heat pump supplying environmental comfort. Immediately outside the entrance is a blue-stone paver patio with dining table chairs, Adirondack seating and gas grill. This overlooks a calming view of gardens and neighboring backyards. Offered Fully Furnished. Five Start AirBnB stats upon request. Purchased in 2012, transformed into sophisticated retail/residential, vacation getaway spaces, while preserving many original architectural features - see list of improvements. Basement of main building could easily be converted into additional living space. Features include high ceilings, water already hooked up etc. The location is ideal for a four-season destination, situated near Catamount Ski and Adventure Park, the Copake-Hillsdale Farmers Market, the Harlem Valley Rail Trail (goes all the way to NYC now!), and Taghkanic State Park. It also offers easy access to the dining and entertainment options in Hudson and the Berkshires. This is an exceptional multi-use property for anyone seeking a high-quality investment in Columbia County.

Major Change Timestamp: 2026-05-29T01:09:07Z

Major Change Type: New Listing

Status Change Timestamp: 2026-05-28

Liber/Book: Deed

Page: 360

Section: 145

Bathroom Level: Second

Great Room Level: Lower

Kitchen Level: Second

Laundry Level: First

Living Room Level: Second

Other Room Level: First

Street Number: 2666

Street Name: Ny-23

County: Columbia

State: NY

Zip Code: 12529

Town (Taxable): Hillsdale