2666 New York 23, Hillsdale, NY 12529
Local realty services provided by:CENTURY 21 Stoeckeler Real Estate
2666 New York 23,Hillsdale, NY 12529
$1,100,000
- 3 Beds
- 4 Baths
- 2,880 sq. ft.
- Multi-family
- Active
Listed by: margaret bower avenia, john avenia
Office: columbia county re specialist
MLS#:20262449
Source:NY_MLSUC
Price summary
- Price:$1,100,000
- Price per sq. ft.:$381.94
About this home
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....
Contact an agent
Home facts
- Year built:1880
- Listing ID #:20262449
- Added:120 day(s) ago
- Updated:September 13, 2026 at 03:37 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:4
- Flooring:Ceramic Tile, HardWood, Varies, concrete, wood
- Kitchen Description:Eat-in Kitchen, Kitchen Island, Pantry
- Basement:Yes
- Basement Description:Full, Walk-Out Access
- Living area:2,880 sq. ft.
Heating and cooling
- Heating:Baseboard, Electric
Structure and exterior
- Year built:1880
- Building area:2,880 sq. ft.
- Lot area:0.5 Acres
- Lot Features:Near Golf Course
- Architectural Style:Cottage, Farmhouse
- Construction Materials:Frame
- Exterior Features:Deck, Patio, Porch
Utilities
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,100,000
- Price per sq. ft.:$381.94
- Tax amount:$7,314
Features and amenities
- Amenities:Cathedral Ceiling(s), Eat-In Kitchen, High Speed Internet, Kitchen Island, Pantry, Walk-In Closet(s)
Parking
- Parking description:Driveway
New listings near 2666 New York 23
- New
$879,000Active3 beds 3 baths2,204 sq. ft.310 Pine Ridge Lane, Hillsdale, NY 12529
MLS# 1048206Listed by: CORCORAN COUNTRY LIVING - Open Sun, 11am to 1pmNew
$299,000Active1 beds 1 baths850 sq. ft.2779 State Route 23, Hillsdale, NY 12529
MLS# 1048427Listed by: COMPASS GREATER NY, LLC - New
$575,000Active2 beds 2 baths1,500 sq. ft.416 Whippoorwill Road, Hillsdale, NY 12529
MLS# 20265193Listed by: COLUMBIA COUNTY RE SPECIALIST - New
$21,000,000Active5 beds 6 baths5,203 sq. ft.21 Schoolhouse Road, Hillsdale, NY 12529
MLS# 20265125Listed by: STONE HOUSE PROPERTIES, LLC - New
$649,000Active3 beds 2 baths1,600 sq. ft.261 Yonderview Road, Hillsdale, NY 12529
MLS# 20265111Listed by: RED APPLE REALTY - New
$729,900Active3 beds 3 baths1,834 sq. ft.417 Overlook Drive, Hillsdale, NY 12529
MLS# 202625294Listed by: RED APPLE REALTY INC
$695,000Active3 beds 3 baths1,824 sq. ft.30 Ridge Lane, Hillsdale, NY 12529
MLS# 20265084Listed by: COMPASS, HILLSDALE
$850,000Active40 Acres790 W End Road, Hillsdale, NY 12529
MLS# 20265000Listed by: BHHS HUDSON VALLEY PROP-WDST
$795,000Active50.5 Acres0 Darling Rd Road, Hillsdale, NY 12529
MLS# 20264993Listed by: COMPASS, HILLSDALE
$549,000Active2 beds 2 baths992 sq. ft.35 Underhill Road, Hillsdale, NY 12529
MLS# 20264896Listed by: PATRICIA A. HINKEIN REALTY