$1,999,000
2.01 Acres2.01 ac
88 Smithtown Road
Fishkill, NY 12524
Listed with River Realty Services, Inc.
$1,700,000
Est. $10,527/moMillbrook, NY 12545 · Dutchess County
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THE MILLBROOK ESTATE An Extraordinary Hudson Valley Opportunity In one of the Hudson Valley’s most sought-after destinations, The Millbrook Estate offers a rare combination of scale, privacy, and enduring potential. Encompassing nearly 11,000 square feet on 11.1 secluded acres, the property presents an exceptional foundation for refined country living—equally suited for immediate enjoyment or for the thoughtful evolution that will make it uniquely your own. A dramatic arrival sets the tone. The grand two-story foyer features a sweeping staircase, soaring ceilings, elegant upper-level Juliet balconies, and a statement chandelier. Expansive entertaining spaces, multiple fireplaces, and a light-filled two-story solarium create rooms of both grandeur and comfort. The flexible floor plan adapts effortlessly to everyday living, large-scale entertaining, and a wide range of lifestyle needs. Generous family and guest accommodations are complemented by a separate guest cottage and multiple accessory buildings, forming a true Hudson Valley compound with remarkable versatility for multigenerational living, hosting, recreation, or future possibilities. The finished lower level further enhances the property’s flexibility, offering multiple private rooms, gathering spaces, and dedicated work environments. Ideal for executive offices, a wellness suite, media room, creative studio, or expanded recreation, the possibilities are limited only by imagination. Outside, mature landscaping, sweeping lawns, an in-ground pool, and exceptional privacy create a peaceful retreat surrounded by some of Millbrook’s most distinguished residences. The setting offers true seclusion while remaining just minutes from the Village of Millbrook. Owners enjoy convenient access to renowned wineries, farm-to-table dining, equestrian pursuits, scenic preserves, and the timeless charm that has long drawn discerning New Yorkers to this premier countryside destination. While the residence is fully livable and turnkey, with classic character throughout, it presents a compelling opportunity to reimagine a property of this scale and privacy to contemporary standards. As demand for significant Hudson Valley estates continues to grow, offerings that combine this level of acreage, seclusion, flexibility, and long-term potential have become increasingly scarce. Whether enjoyed in its current form or thoughtfully transformed, The Millbrook Estate offers the rare chance to create a lasting legacy in one of the region’s most desirable settings. An exceptional offering. An irreplaceable location. A rare opportunity in Millbrook
As reported by the listing office; verify enrollment with the district.
Listed with Tactical Realty LLC · Michael J. Rostanzo · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Nov 2, 2026, 1:08 PM ET. ©2026 One Key MLS.
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Market insights
Current listings
New in the last 30 days
7
Nov 2026
Average price
Active listings
$3,468,330
Nov 2026
Average days on market
Active listings
153 days
Nov 2026
Computed from 44 active OneKey MLS listings in Millbrook, NY.
$1,999,000
2.01 Acres2.01 ac
88 Smithtown Road
Fishkill, NY 12524
Listed with River Realty Services, Inc.
$1,397,000
3 Bed • 2.5 Bath • 2,149 Sq. Ft.3 bd · 2.5 ba · 2,149 sqft
443 Schultzville Road
Clinton Corners, NY 12514
Listed with BHHS Hudson Valley Properties
$1,250,000
4 Bed • 2.5 Bath • 1,896 Sq. Ft.4 bd · 2.5 ba · 1,896 sqft
27 Mulberry Street
Rhinebeck, NY 12572
Listed with Upstate Down