About 21 North Road
Twenty-One North Road was built in 1894. For nearly half a century, it was home to its most recent owner, who served for a time as mayor of Tivoli. Its five-color exterior palette, at once playful and understated, was one he chose and painted himself. The vines he tended still run along the wraparound porch, and a mowed path leads through the property to Stony Creek. The house sits on 2.21 acres in the village of Tivoli, with four bedrooms and one-and-a-half baths. Inside, the rooms are gracious without being grand, with floor-to-ceiling windows in the front parlor and two marble mantels, each with its own pattern and ornament. There are wide- and narrow-board floors, pocket doors, built-ins, and other details that reveal themselves as you move through the house. The property runs all the way to Stony Creek and continues onto the far bank, with a mowed path to take you there. At the water's edge, a small cascade runs over stone. Beside the house is a two-story outbuilding with electricity, a workshop/garage on the first floor and walk-up storage above. Its windows were salvaged from a 19th-century church. And then there's Tivoli. On Broadway, people walk for coffee, fresh bread, dinner, dessert in a cup or a cone, and late-night cocktails. Kaatsbaan Cultural Park is right in the village, Bard is just down the road, and Red Hook, Rhinebeck, Rhinecliff and Hudson are a short drive away. A 19th-century beauty, on more than two acres, with Stony Creek at the end of a path, in the coolest village around.
Features of 21 North Road
| MLS® # | 20265277 |
|---|---|
| Price | $795,000 |
| Bedrooms | 4 |
| Bathrooms | 1.50 |
| Full Baths | 1 |
| Half Baths | 1 |
| Square Footage | 2,187 |
| Acres | 2.21 |
| Year Built | 1894 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Victorian |
| Status | Active Under Contract |
Community Information
| Address | 21 North Road |
|---|---|
| Area | Tivoli |
| City | Tivoli |
| County | Dutchess |
| State | NY |
| Zip Code | 12583 |
Amenities
| Parking | Circular Driveway |
|---|---|
| # of Garages | 1 |
| View | Creek/Stream, Neighborhood, Trees/Woods |
| Is Waterfront | No |
Interior
| Interior Features | High Ceilings |
|---|---|
| Appliances | Dishwasher, Gas Range, Refrigerator, Washer/Dryer, Water Heater |
| Heating | Hot Water, Wood Stove |
| Cooling | Ceiling Fan(s) |
| Has Basement | Yes |
| Basement | Unfinished |
| Fireplace | No |
Exterior
| Exterior | Clapboard |
|---|---|
| Lot Description | Back Yard, Front Yard, Sloped Down, Wooded, Stream On Lot |
| Construction | Clapboard |
| Foundation | Brick/Mortar, Stone |
School Information
| District | Red Hook Central School District |
|---|
Additional Information
| Date Listed | September 10th, 2026 |
|---|---|
| Days on Market | 11 |
| Zoning | R-1A / LC |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Agent | Jennifer Enloe |
|---|---|
| Office | Four Seasons Sotheby's Int. |

