457 Round Lake Road, Rhinebeck, NY

$2,750,000

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3

Beds

4

Baths

3,952

Square feet

87.04

Acres

About 457 Round Lake Road

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.

Features of 457 Round Lake Road

MLS® # 987569
Price $2,750,000
Bedrooms 3
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 3,952
Acres 87.04
Year Built 1730
Type Residential
Sub-Type Single Family Residence
Style Colonial
Status Active

Community Information

Address 457 Round Lake Road
Subdivision NY
City Rhinebeck
County Dutchess County
State NY
Zip Code 12572

Amenities

Utilities See Remarks
Parking Spaces 3
Parking Garage
# of Garages 3
View Park/Greenbelt, Trees/Woods, Water
Is Waterfront Yes
Waterfront Creek, Pond, Stream
Has Pool No

Interior

Interior Features First Floor Bedroom, Built-in Features, High Speed Internet, Open Kitchen, Master Downstairs
Appliances Dryer, Electric Cooktop, Oven, Refrigerator, Washer
Heating Forced Air, Oil, Radiant
Cooling Central Air
Has Basement Yes
Basement Bilco Door(s), Partial, Storage Space
Fireplace Yes
# of Fireplaces 4

Exterior

Construction Clapboard, Wood Siding

School Information

District Rhinebeck
Elementary Chancellor Livingston Elementary Sch
Middle Bulkeley Middle School
High Rhinebeck Senior High School

Additional Information

Date Listed April 17th, 2026
Days on Market 141
Short Sale No
RE / Bank Owned No

Listing Details

OfficeFour Seasons Sothebys Intl

Listing Map

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