$1,999,000
2.01 Acres2.01 ac
88 Smithtown Road
Fishkill, NY 12524
Listed with River Realty Services, Inc.
$2,495,000
Est. $14,344/moRhinebeck, NY 12572 · Dutchess County
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Milan Hall Farm circa 1750 Truly exceptional. Completely private. Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley offering—where land, history, and thoughtful stewardship meet. A winding stream and natural waterfall trace the landscape, alongside a private 1.3-mile walking trail through the woods, all bordered by enduring stone walls that speak to the property's agricultural past. Protected under conservation easement with the Winnakee Land Trust and New York State forestry program, the land offers both privacy and permanence. The farmhouse, dating to the mid-18th century, has been carefully expanded to accommodate modern living while honoring its origins. Three bedrooms, each with en-suite baths, are complemented by a light-filled conservatory, a quiet library, and multiple gathering spaces anchored by wood-burning stoves. A broad porch overlooks the gardens, while bluestone patios extend living outdoors. The grounds are meticulously maintained, with layered gardens, mature plantings, and curated outdoor spaces throughout. A separate guest cottage, complete with a full kitchen, one bedroom, bath, sitting area, and wood-burning stove, provides a welcoming retreat for extended stays or visiting family and friends. Further enhancing the estate is a thoughtfully designated three-acre building envelope within the Conservation Easement, offering the rare opportunity to add complementary structures such as an accessory dwelling, swimming pool, pool house, studio, sheds, or other accessory buildings. Existing improvements also present opportunities for thoughtful expansion and adaptation, whether by enhancing the guest cottage, exploring the potential for additional space above the existing two-car garage (subject to approvals), reimagining the historic barn, or creating additional living, work, or wellness spaces. Together, these possibilities allow the estate to evolve over time while preserving its extraordinary privacy and the integrity of the surrounding landscape. The beautifully preserved 1853 post-and-beam barn, equipped with electric and water, presents endless possibilities as a studio, workshop, or future living space. Additional outbuildings, including a two-car garage, support both function and form. Modern amenities—including solar power, central air, and a whole-house generator—blend seamlessly with the home's historic character, bringing comfort and efficiency to everyday living. Just minutes from Rhinebeck Village, Amtrak, and some of the Hudson Valley's most celebrated restaurants, boutiques, and cultural destinations, Milan Hall Farm feels worlds away while remaining remarkably convenient.
As reported by the listing office; verify enrollment with the district.
Listed with Four Seasons Sothebys Intl · SHERI SCEROLER · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Nov 2, 2026, 2:08 PM ET. ©2026 One Key MLS.
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Market insights
Current listings
New in the last 30 days
16
Nov 2026
Average price
Active listings
$1,116,076
Nov 2026
Average days on market
Active listings
121 days
Nov 2026
Computed from 79 active OneKey MLS listings in Rhinebeck, NY.
$1,999,000
2.01 Acres2.01 ac
88 Smithtown Road
Fishkill, NY 12524
Listed with River Realty Services, Inc.
$1,750,000
2 Bed • 2 Bath • 1,140 Sq. Ft.2 bd · 2 ba · 1,140 sqft
820 Cold Spring Road
Stanfordville, NY 12571
Listed with Upstate Modernist
$1,750,000
3 Bed • 3 Bath • 3,065 Sq. Ft.3 bd · 3 ba · 3,065 sqft
87 Willow Vale Road
Pine Plains, NY 12567
Listed with Houlihan Lawrence, Inc