USANYMillbrook20 Orchard Hill Dr
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Virtual Tour
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$2,875,000

Sold

A year ago

20 Orchard Hill Dr, Millbrook, NY

House

MLS® 814582

Buyer represented by an agent of William Pitt Sothebys Int Rlty

7 Bed

7 Bath

5486 sqft

3 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 5486 sqft
Garage Yes
Taxes $24,025
Lot Size 
Approx. Age 1993
Avg. Price Per Sqft $524
MLS® Number 814582

Property Address: 20 Orchard Hill Dr, Millbrook, NY, 12545-5373

Average square foot calculated using Size range provided by listing agent.

Description

Modern Country Retreat with Iconic Hudson Valley Views Proven Investment or Private Escape Seconds from Millbrook Experience refined country life in this beautifully updated Hudson Valley home, nestled on 12+ private acres with sweeping views of the Catskill Mountains. Surrounded by lush lawns, open meadows and a fenced paddock, the property offers a sense of serenity, space, and elevated living— Designed with both comfort and style in mind, the main floor welcomes you with a sun-filled foyer and elegant curved staircase. A spacious living room with a wood-burning fireplace, formal dining room, and expansive deck set the stage for effortless entertaining. The chef’s kitchen is a true focal point—featuring a second fireplace, pantry, and French doors that lead to an additional private deck for morning coffee or evening cocktails surrounded by nature. Upstairs, the second-floor primary suite offers a peaceful escape, complemented by two additional bedrooms and a guest suite. The third floor includes a flexible bonus room with full bath—perfect for a home office, gym, or studio. The lower level features two additional bedrooms, a rec room, and walkout access—ideal for guests or multi-generational living. Ideal for animal lovers too, the property features 2 paddocks and 3 run in sheds equipped with water and electricity, perfect for summer turnout! A heated gunite pool with Bluestone terrace offers a resort-like feel, while the surrounding landscape creates an ever-changing backdrop of color and light throughout the seasons. Meticulously renovated this home features a new roof, HVAC, and all updated mechanicals, offering a seamless move-in-ready experience. With a proven short-term rental history and impressive revenue, this home also presents an exceptional investment opportunity. Its strong rental income make it ideal for those looking to offset ownership costs or build long term value. The location, only 90 minutes to NYC and just a few minutes to the Village of Millbrook, makes for the perfect balance of privacy and accessibility. In a region celebrated for its beauty, lifestyle appeal and climate resilience, this is a home that offers not only luxury-- but lasting value.
MLS® Number814582
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1993
BasementFinished, Full, Storage Space, Walk-Out Access
Driveway
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Kitchen:First FloorNot available
Laundry:First FloorNot available
Bedroom 1:Second FloorNot available
Bathroom 5:First FloorNot available
Bathroom 3:Second FloorNot available
Bedroom 2:Second FloorNot available
Bathroom 4:Third FloorNot available
Basement:Lower LevelNot available

Price History

Mar 6, 2026End Date
$2,650,000Sold Price

Sold

Jan 17, 2025List Date
$2,875,000List Price
  • Commute

Commute

Starting Address
Destination Address
20 Orchard Hill Dr, Millbrook, NY

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