Step into a turn key investment with 9 years of profitable short term rental history and a business backed by a long standing, proven financing track record! This exceptional 1790 Georgian style estate comes with three standalone cottages, all fully renovated and operating as highly sought after vacation rentals. With commercial zoning already in place, this property blends historic charm, modern luxury, and serious income potential, while also offering a rare opportunity for future conversion into a boutique hotel or resort. Guests flock to this private country escape for its elegant main residence featuring wide plank hardwood floors, high ceilings, a library, music room, billiard room, and wine cellar, and return for the tranquility of the manicured grounds complete with a heated pool, putting green, walking trails, and a serene pond. Currently fully booked, this estate generates significant revenue even after accounting for full service cleaning and lawn maintenance. Whether you choose to live in the main home and rent out the three cottages, lease all four residences, or explore a larger scale hospitality concept, this is a rare chance to own a high performing asset with built in lifestyle benefits. Minutes from local hiking, dining, and the Berkshires, this is your chance to own a legacy property and a cash flowing business in one.
| MLS # | 973862 |
|---|---|
| Listing Type | For Sale |
| Sub-Type | Resale |
| Status | Active |
| Year | 1920 |
| Days On Site | 189 |
| Listing Provided By | Keller Williams Realty Partner | Dominick DiFilippo |
| Bed(s) | 13 |
|---|---|
| Bath(s) | 7 Total |
| SQ Feet | 7,076 |
| Basement | Y |
| Pool | Yes |
| Units | 4 |
| Acreage | 4.30 |
| Cooling | Central Air |
|---|---|
| Heating | Baseboard, Forced Air, Oil |
| Interior Features | Beamed Ceilings, Eat-in Kitchen, Formal Dining, Kitchen Island, Natural Woodwork, Original Details |
| Exterior Features | Lighting |
|---|---|
| Construction Materials | Wood Siding |
| Lot Features | Back Yard, Level, Private |
| Garage Yes / No | No |
|---|---|
| Parking Features | Driveway |
| Utilities | Electricity Connected |
|---|---|
| Sewer | Septic Tank |
| Tax Year | 2025 |
|---|---|
| Tax Assessed Value | 1935500 |
| Tax Annual Amount | 18975.79 |
| State | NY |
|---|---|
| County | Dutchess County |
| City | Amenia |
| Zip Code | 12501 |
| School District | Webutuck High School |
| Elementary School | Webutuck Elementary School |
| High School | Webutuck High School |
| Listing VS Median (in 12501) | |
Price: $2,300,000 low | high Med: $362,500 sqft: 7,076 low | high Med: 1,660 $ / sqft: $325 low | high Med: $226 On site: 189 low | high Med: 201.5 | |
| State | NY |
|---|---|
| County | Dutchess County |
| City | Amenia |
| Zip Code | 12501 |
| School District | Webutuck High School |
| Elementary School | Webutuck Elementary School |
| High School | Webutuck High School |
| Listing VS Median (in 12501) | |
Price: $2,300,000 low | high Med: $362,500 sqft: 7,076 low | high Med: 1,660 $ / sqft: $325 low | high Med: $226 On site: 189 low | high Med: 201.5 | |