James M. Perillo
Licensed Real Estate Salesperson
REALTOR®
Delhi, NY
Office: (607) 746-7400 (917) 447-4594 Cell

2666 New York 23 , Hillsdale, NY 12529

New - 32 Hours Ago

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Property 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 AirBnBThis structure was built around 1845 as a carriage house for the main building. The buildings 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.

2666 New York 23 | MLS# 20262449

This multi-family property located at 2666 New York 23 , Hillsdale, NY 12529 is currently listed for sale with an asking price of $1,100,000. New York 23 is located within the Taconic Hills Central Schools school district. Search Hillsdale real estate on james-perillo.timberlandproperties.com today.

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Property Features

Property Type: Multi Unit - Multiple
Basement: Yes
Heating: Varies by Unit
Home Style: Cottage, Farmhouse, Gothic Revival
Lot Size: 0.50 Acres
Taxes: $7,314
Year Built: 1880

Amenities

High Speed Internet

Feature Descriptions

Appliances: Washer/Dryer, Refrigerator, Range, Microwave
Community Features: Clubhouse, Fishing, Golf, Lake, Park, Playground, Racquetball, Restaurant, Sidewalks, Street Lights
Days on Site: 1
Exterior: Frame
Flooring: Ceramic Tile, Concrete, Varies, Wood
Laundry: In Basement
Lot: Few Trees, Front Yard, Near Golf Course, Paved, Rectangular Lot, Views
Parcel #: 145.4-1-32
Parking: Driveway
Patio/Porch: Deck, Patio, Porch
Road Frontage: Town
Road Surface: Paved
Sewer: Public Sewer
SQFT Total: 2448
Swimming Pool: Yes
Units: 4

Local Schools

School District: Taconic Hills Central Schools

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Estimated Payment

$ 3,378.46 per month $2,448.12 Principal & Interest $609.50 Property Tax $320.83 Homeowner's Insurance

Change Payment Information

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yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Columbia County RE Specialist

Shown By

Agent Name: James M. Perillo
Agent Phone: (917) 447-4594 Cell
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/17/2026. The listing information on this page last changed on 05/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 05/17/2026 6:23:48 AM EST) or Global MLS (last updated Sat 05/16/2026 8:12:22 AM EST) or New York State Alliance MLS (last updated Sun 05/17/2026 2:34:46 AM EST) or Hudson Valley Catskill Region MLS (last updated Sun 05/17/2026 12:11:11 AM EST) or OneKey MLS (last updated Sun 05/17/2026 1:45:26 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.

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