Historic Hudson Valley Estate with Vineyard Lists for $19.95M

A meticulously preserved 60-acre estate in Millbrook, New York, anchored by an 18th-century home and a fully operational, private winery, has been listed for $19.95 million. Former Weight Watchers CEO Mindy Grossman and her husband, Neil Grossman, are selling the property after decades of thoughtful expansion, creating a unique compound that blends historic integrity with modern luxury and agricultural enterprise. The new listing price, significantly reduced from an initial 2023 ask of $28 million, is designed to attract serious buyers in the high-end market.

What Are the Key Features of This Millbrook Estate?

The property's centerpiece is a five-bedroom main home that incorporates a structure from the 1700s. The sellers have carefully maintained the original character, preserving elements like the wide-plank flooring, stonework, beams, and fireplaces. The home offers over 13,000 square feet of living space, set a half-mile back from the road for maximum privacy. The interior is uniquely curated, with each room featuring a distinct theme, from antique Victorian to Paris-inspired decor. A standout feature is the "Tartan House," a hidden suite behind a painting-themed doorway, which includes a full bar, billiards area, two bedrooms, and a private theater.

How Does the Private Winery Enhance the Property's Value?

A significant differentiator for this estate is Elysabeth Vineyards at Canoe Hill, a commercial-grade winery established by Neil Grossman in 2010. This is not a hobby vineyard; it is a fully operational business that produces approximately 600 cases of wine annually from seven grape varieties. Notably, it is the only winery in the Hudson Valley producing Cabernet Sauvignon and Merlot, grapes typically associated with warmer, Mediterranean climates. The winery includes a tasting room, an entertainment pavilion, and a separate residence with a prep kitchen, making it an exceptional amenity for entertainment or as a revenue-generating asset.

Why is the Hudson Valley Attracting High-Net-Worth Buyers?

According to the listing agent, Jason Karadus of Corcoran Country Living, there is an increasing trend of "climate migration" among luxury buyers. Individuals from regions like California and the Hamptons are showing heightened interest in properties in the Hudson Valley, potentially due to climate concerns and a desire for more space and privacy. This market dynamic, combined with the property's unique attributes, positions it for a potentially accelerated sale at its current price point. The estate appeals to those seeking a turnkey lifestyle property with unparalleled privacy and established agricultural operations.

What Does the $19.95 Million Price Point Include?

The $19.95 million price encompasses the entire 60-acre package. Beyond the main house and winery, the grounds feature a pool deck with an outdoor kitchen and pizza oven, multiple ponds, extensive vegetable gardens, and walking trails. The property offers a self-sufficient lifestyle where owners can grow their own food, produce wine, and entertain on a grand scale. The significant price adjustment from its initial listing is a strategic move to generate renewed interest in a competitive luxury market.

For prospective buyers, the key considerations are:

• Provenance and Quality: The estate is not a new construction but a painstakingly restored and expanded historical property.
• Unique Income Potential: The functioning vineyard offers a rare opportunity for a luxury homeowner to own a turnkey agribusiness.
• Market Timing: The current price and noted buyer migration trends could present a favorable window for acquisition.
• Lifestyle Investment: This is a property for those valuing privacy, nature, and entertainment capabilities on a grand scale.