Skip to main content

MLS ID KEY987569Last updated Oct 16, 2026

Single Family

457 Round Lake Road

Active · Rhinebeck · Dutchess County, NY 12572

Bedrooms
3 Beds
Bathrooms
4 Baths
Year built
1730
Est. monthly taxes
$1,854.33
Property gallery0 / 36
Loading photo…Photo unavailable

About this home

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.

Listing snapshot

Days on site
59 days
Listed on MLS
Apr 20, 2026
Full baths
3
Half baths
1
Annual property tax (MLS)
$22,251.93
Tax year
2025
Area source (MLS)
Other
Listing brokerage
Four Seasons Sothebys Intl
MLS ID
KEY987569
Last updated
Oct 16, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1730
Garage
Yes
Garage spaces
3
Total parking
3
Parking
Garage
Water source
Well
Sewer
Septic Tank
Utilities
See Remarks

Interior features

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

Exterior features

Architectural style
Colonial
Construction materials
Clapboard, Wood Siding
Private pool
No

Schools (MLS)

Elementary school
Chancellor Livingston Elementary Sch
Elementary school district
Rhinebeck
Middle school
Bulkeley Middle School
Middle school district
Rhinebeck
High school
Rhinebeck Senior High School
High school district
Rhinebeck

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. Price changed to $2,495,000
  3. First seen on this site
  4. MLS status changed

Location

Rhinebeck · Dutchess County, NY 12572Show interactive map
457 Round Lake Road

Rhinebeck · Dutchess County, NY 12572

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.