# 2666 Ny-23, Hillsdale, NY 12529 > **TL;DR:** 3bd/4ba single family, $1,100,000 ($220/sqft), built 1880, 5,000 sqft. Est. $5,883/mo. Listed 158 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,100,000 | | Price/sqft | $220 | | Bedrooms | 3 | | Bathrooms | 4 full | | Square Feet | 5,000 | | Year Built | 1880 | | Lot Size | 21,780 sqft (0.50 acres) | | Stories | 2 | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 158 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $5,562 | | Estimated Insurance | $321 | | **Total** | **$5,883** | ## Property Highlights - Built in 1880 - 0.50 acre lot - 2 stories ## Description ### Agent Description 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. ## Location - **Address:** 2666 Ny-23, Hillsdale, NY 12529 - **County:** Columbia - **Coordinates:** 42.179163, -73.523598 - **Google Maps:** https://www.google.com/maps?q=42.179163,-73.523598 ## Listing Agent - **Name:** Margaret Bower Avenia - **Brokerage:** Columbia County Real Estate Specialists, LLC - **Broker Phone:** (518) 697-9865 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/2666-NY-23_Hillsdale_NY_12529_M90232-27035?f=listhub&s=UCMLSNY&m=20262810&c=propsimple) ## Photos ![2666 Ny-23 - Photo 1](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f588597252r.jpg) ![2666 Ny-23 - Photo 2](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f1486642847r.jpg) ![2666 Ny-23 - Photo 3](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f2818366332r.jpg) ![2666 Ny-23 - Photo 4](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f3241625990r.jpg) ![2666 Ny-23 - 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Photo 38](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f839507857r.jpg) ![2666 Ny-23 - Photo 39](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f4153024816r.jpg) ![2666 Ny-23 - Photo 40](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f3794220024r.jpg) ![2666 Ny-23 - Photo 41](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f2393535034r.jpg) ![2666 Ny-23 - Photo 42](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f1017846750r.jpg) ![2666 Ny-23 - Photo 43](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f3430506732r.jpg) ![2666 Ny-23 - Photo 44](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f3226664496r.jpg) ![2666 Ny-23 - Photo 45](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f3540875871r.jpg) ![2666 Ny-23 - Photo 46](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f1776579240r.jpg) ![2666 Ny-23 - Photo 47](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f316371820r.jpg) ![2666 Ny-23 - Photo 48](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f2927286354r.jpg) ![2666 Ny-23 - Photo 49](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f333145128r.jpg) ![2666 Ny-23 - Photo 50](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f1924442483r.jpg) ![2666 Ny-23 - Photo 51](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f2653674292r.jpg) ![2666 Ny-23 - Photo 52](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f61869656r.jpg) ![2666 Ny-23 - Photo 53](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f215474226r.jpg) ![2666 Ny-23 - Photo 54](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f2539389878r.jpg) ![2666 Ny-23 - Photo 55](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f2703619959r.jpg) ![2666 Ny-23 - Photo 56](http://lh.rdcpix.com/dc39d1dbdc59fc77caf28a6903323a9al-f3456122064r.jpg) --- **MLS#:** 20262810 | **Updated:** 2026-10-31 **Source:** listhub *Copyright © 2026 Hudson Valley Catskill Region MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/2666-ny-23-hillsdale-ny-12529-76439e92357e4ae99ee42c0ddfa4e134) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/2666-ny-23-hillsdale-ny-12529-76439e92357e4ae99ee42c0ddfa4e134#listing", "url": "https://www.propertysimple.ai/listing/2666-ny-23-hillsdale-ny-12529-76439e92357e4ae99ee42c0ddfa4e134", "name": "2666 Ny-23, Hillsdale, NY 12529", "description": "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. 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