1. New York
2. Millbrook
3. 20 Orchard Hill Drive

20 Orchard Hill Drive, Millbrook, NY 12545

• 7 beds |
• 7 baths |
• 5,486 sqft

Property 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 very spacious area with full bath and walk in closet. The lower level features two additional bedrooms, a recreational 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 expenses 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.

Listing Status:

Active

Date Added:

September 11, 2025 at 05:00AM

Listing Office:

William Pitt Sotheby's Interna : 845-677-9822

Listing Agent:

Kathryn Johnson : 917-826-7050

MLS ID:

20254297

Interior

• Appliances: Built-In Gas OvenDryerDishwasherExhaust FanElectric Water HeaterFreezerGas OvenIce MakerMicrowaveOvenRefrigeratorRange HoodStainless Steel Appliance(s)Vented Exhaust FanWasherWasher/Dryer
• Basement: Full
• A/C: Central Air

Exterior

• Style: Traditional
• Pool: GuniteIn GroundPool Cover

Location

• Originating MLS: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS®)
• School District: Millbrook Central School District
• County: Dutchess

Lot

• Zoning: RM312.62 AC13588900676500003316740000
• View: Mountain(s)Pasture

Financial

• Source: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS®)

This listing courtesy of Kathryn Johnson, William Pitt Sotheby's Interna