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Old Roundtop: a mini estate and equestrian property of this scale very rarely comes along that satisfies the appetites of both the dedicated rider and one's need for a compound, without being overwhelming in scale. Located within the famed Millbrook Hunt Country on one of Dutchess Counties' quietest roads, Old Roundtop is reputed to be the highest elevation in the town of Stanford, NY, the place locals know as ''Stanfordville''. Developed by a global horseback rider and world traveler, the property perfectly suits the needs of a weekend escape or full-time residence. The main house is over 4,000 square feet, sun drenched with four bedrooms. There is a large chef's kitchen with built in wood burning pizza oven. Entertaining and daily life flow easily between the kitchen, formal dining room, and large great room with wood stove and room for a grand piano. Following the completion of the main house in 1986, a guest house apartment and studio over a two-car garage were completed, and then a perfectly scaled four stall horse barn with trainer's apartment above. In total three autonomous residences complement the nearly eighteen pastoral acres. The land is mostly open and lightly wooded with mature hardwoods, perfect for short hikes and hacks around the property but easily connects to larger trail-based opportunities. With clearing, an estate quality building site on the high ground - the apex of Old Roundtop - above the main house would have commanding views of Stissing Mountain, and other large farms that are within the Dutchess Land Conservancy. There is a fascinating water folly-architectural wildlife pond that invites easy strolling along. Located just two hours to mid-town Manhattan by auto, the nearest commuter train is thirty minutes away at Rhinecliff.
Property Type(s):
Single Family
| Last Updated | 10/15/2026 | Year Built | 1986 |
|---|---|---|---|
| Community | Stanford-Dutchess | Garage Spaces | 2.0 |
| County | Dutchess |
Additional Details
| APPLIANCES | Built-In Gas Range, Built-In Refrigerator, DRYER, WASHER |
|---|---|
| AREA | Stanford-Dutchess |
| BASEMENT | Partially Finished, Yes |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Wood Stove |
| LOT | 17 acre(s) |
| LOT DESCRIPTION | Open Lot |
| LOT DIMENSIONS | Rectangular |
| POOL DESCRIPTION | None |
| SEWER | Septic Tank |
| STORIES | 3+ |
| STYLE | Contemporary |
| TAXES | 19199 |
| VIEW | Yes |
| VIEW DESCRIPTION | Mountain(s), Valley |
| WATER | Private, Well |
Location
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Listed with Houlihan Lawrence, Inc.
IDX information © 2026 by the Hudson Valley Catskills Region Multiple List Service. All Rights Reserved.
The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskills Region Multiple List Service.
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively 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.
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