2666 Ny-23, Hillsdale, NY 12529
New Listing
$1,100,000
Property Type:
Residential
Bedrooms:
3
Baths:
4
Square Footage:
5,000
Lot Size (sq. ft.):
21,780
Status:
Active
Current Price:
$1,100,000
List Date:
5/29/2026
Last Modified:
5/30/2026
Overview
Description
...
(Read more)
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.
Listing Details MLS# 20262810
General Property Information
- 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
- Bathrooms Half
- 0
Property Features
Appliances:
Microwave; Range; Refrigerator; Washer/Dryer
Architectural Style:
Other
Attic Features:
Unfinished
Basement:
Full; Walk-Out Access
Community Features:
Clubhouse; Fishing; Golf; Lake; Park; Playground; Racquetball; Restaurant; Sidewalks; Storm Drains; Street Lights
Construction Materials:
Frame
Electric:
220 Volts in Kitchen
Fencing:
Back Yard
Flooring:
Ceramic Tile; Concrete; Varies; Wood
Foundation Details:
Block; Brick/Mortar
Green Energy Efficient:
Insulation
Heating:
Varies by Unit
Interior Features:
High Speed Internet
Laundry Features:
In Basement
Levels:
Bi-Level
Listing Terms:
Contract
Lot Features:
Few Trees; Front Yard; Near Golf Course; Paved; Rectangular Lot; Views
Other Equipment:
Varies by Unit
Parking Features:
Driveway
Patio And Porch Features:
Deck; Patio; Porch
Possession:
Close Of Escrow
Property Condition:
Updated/Remodeled
Road Frontage Type:
Town
Road Surface Type:
Paved
Sewer:
Public Sewer
Room Types:
Bathroom; Bedroom; Great Room; Kitchen; Laundry; Living Room; Other Room
Contract Information
- Original List Price
- 1100000
- 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
Location Tax and Legal
- Street Number
- 2666
- Street Name
- Ny-23
- County
- Columbia
- State
- NY
- Zip Code
- 12529
- Town (Taxable)
- Hillsdale
Remarks and Miscellaneous
- 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.
Status Change Information
- Major Change Timestamp
- 2026-05-29T01:09:07Z
- Major Change Type
- New Listing
- Status Change Timestamp
- 2026-05-28
More Information
Book Information
- Liber/Book
- Deed
- Page
- 360
- Section
- 145
Room Types
- Bathroom Level
- Second
- Great Room Level
- Lower
- Kitchen Level
- Second
- Laundry Level
- First
- Living Room Level
- Second
- Other Room Level
- First
- Bathroom
- Yes
- Bedroom
- Yes
- Great Room
- Yes
- Kitchen
- Yes
- Laundry
- Yes
- Living Room
- Yes
- Other Room
- Yes
Location, Tax, and Legal
- 911 Address
- 2666 State Route 23, Hillsdale NY 12529
- Township
- Hillsdale
- School District
- Taconic Hills Central Schools
- General Tax
- 4709.66
- School Tax
- 2604.43
- Tax Annual Amount
- 7314
- Tax Year
- 2026
- Assessors Full Market Value
- 403226
- Tax Assessed Value
- 403226
- Tax Legal Description
- 4 Units / 2 buildings / Mixed Use
- Parcel Number
- 145.4-1-32
- Tax Lot
- 145
- Tax Block
- 4-1
- Tax Exemptions YN
- No
- Zoning
- Residential/Com
- Zoning Description
- Multi Use
- Directions
- From Route 22/23 Intersection
Appliances
- Microwave
- Yes
- Range
- Yes
- Refrigerator
- Yes
- Washer/Dryer
- Yes
Architectural Style
- Other
- Yes
Attic Features
- Unfinished
- Yes
Basement
- Full
- Yes
- Walk-Out Access
- Yes
Community Features
- Clubhouse
- Yes
- Fishing
- Yes
- Golf
- Yes
- Lake
- Yes
- Park
- Yes
- Playground
- Yes
- Racquetball
- Yes
- Restaurant
- Yes
- Sidewalks
- Yes
- Storm Drains
- Yes
- Street Lights
- Yes
Construction Materials
- Frame
- Yes
Electric
- 220 Volts in Kitchen
- Yes
Fencing
- Back Yard
- Yes
Flooring
- Ceramic Tile
- Yes
- Concrete
- Yes
- Varies
- Yes
- Wood
- Yes
Foundation Details
- Block
- Yes
- Brick/Mortar
- Yes
Green Energy Efficient
- Insulation
- Yes
Heating
- Varies by Unit
- Yes
Interior Features
- High Speed Internet
- Yes
Laundry Features
- In Basement
- Yes
Levels
- Bi-Level
- Yes
Listing Terms
- Contract
- Yes
Lot Features
- Few Trees
- Yes
- Front Yard
- Yes
- Near Golf Course
- Yes
- Paved
- Yes
- Rectangular Lot
- Yes
- Views
- Yes
Other Equipment
- Varies by Unit
- Yes
Parking Features
- Driveway
- Yes
Patio And Porch Features
- Deck
- Yes
- Patio
- Yes
- Porch
- Yes
Possession
- Close Of Escrow
- Yes
Property Condition
- Updated/Remodeled
- Yes
Road Frontage Type
- Town
- Yes
Road Surface Type
- Paved
- Yes
Sewer
- Public Sewer
- Yes
Room Information
| Room Name | Level | Remarks |
|---|---|---|
| Great Room | Lower | Unit 1/Left Side of building |
| Great Room | Second | Unit 1/Left Side of building |
| Bedroom | Second | Unit 1/Left Side of building |
| Other Room | First | Unit 1/Left Side of building |
| Other Room | Second | Unit 1/Left Side of building |
| Kitchen | Second | Unit 2/Fully Furnished Apt. |
| Living Room | Second | Unit 2/Fully Furnished Apt. |
| Bedroom | Second | Unit 2/Fully Furnished Apt. |
| Bedroom | Second | Unit 2/Fully Furnished Apt. |
| Bathroom | Second | Unit 2/Fully Furnished Apt. |
| Great Room | First | Unit 2/Right side of building |
| Bathroom | First | Unit 2/Right side of building |
| Kitchen | First | Sep building/BARN RESIDENCE |
| Great Room | First | Sep building/BARN RESIDENCE |
| Laundry | First | Sep building/BARN RESIDENCE |
| Bedroom | Second | Sep building/BARN RESIDENCE |
| Bedroom | Second | Sep building/BARN RESIDENCE |
| Bathroom | Second | Sep building/BARN RESIDENCE |
Listing Courtesy of
Columbia County RE Specialist
Listing Agent:
Margaret Bower Avenia