20 Orchard Hill Drive Millbrook, NY $ 2,850,000
20 Orchard Hill Drive
$ 2,850,000
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20 Orchard Hill Drive

Millbrook, NY, 12545
$ 2,850,000
Bedrooms7 Baths6.1 Sq 5,486

Monthly Estimate*

$ 17,548

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Single Family Home for sale in Millbrook, NY

for $2,850,000 with 7 bedrooms and 6 full baths, 1 half bath. This 5,486 square foot home was built in 1993 on a lot size of 12.62.

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.

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Single Family Active

Price

$ 2,850,000

Bedrooms

7

Full Bath

6

Half Bath

1

Property Type

Single Family

Taxes

$ 24,025

Style

Colonial

Lot Size

12.62

Year Built

1993

Town/City

Millbrook

County/Region

Dutchess

MLS | Web ID

814582

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Beamed Ceilings Breakfast Bar Built-in Features Cathedral Ceiling(s) Ceiling Fan(s) Chandelier Chefs Kitchen Double Vanity Eat-in Kitchen Entertainment Cabin
Basement Finished Full Storage Space Walk-Out Access
Flooring Combination Laminate
Total Fireplaces 2
Basement Features Finished Full Storage Space Walk-Out Access
Basement (Y/N) Y
Window Features Blinds Double Pane Windows Insulated Windows New Windows Oversized Windows Screens
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 7
Total Baths 7
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General
Sewer Septic Tank
Heating Hot Air Other
Cooling Central Air
Utilities Cable Connected Electricity Connected Phone Connected Propane Trash Collection Private
Appliances Cooktop Dishwasher Dryer Exhaust Fan Freezer Gas Cooktop Microwave Oven Refrigerator Stainless Steel Appliance(s) Washer Gas Water Heater
Garage Spaces 3
Patio/Porch Features Deck
Architectural Style Colonial
Pool Features Fenced In Ground Outdoor Pool Pool Cover Salt Water
Construction Materials Brick
Year Built 1993
View Open
Property Subtype Single Family Residence
Tax Year 2024
Parcel Number 135889-6765-00-331674-0000
County Dutchess County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Barn(s) Garage(s)
Total Rooms 10
Full Baths 6
Directions off Valley Farm Rd
High School Millbrook High School
City Washington
Senior Community Y/N N
High School District Millbrook
Carport Y/N N
Elementary School Alden Place Elementary School
Property Attached Y/N N
Tax Annual Amount 24025.17
Showing Instructions Please call/text or book on ShowingTime
Middle/Junior High School Millbrook Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Millbrook
Elementary School District Millbrook
Tax Assessed Value 812800
Virtual Tour https://www.youtube.com/watch?v=1DRQNZScTp4
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Exterior
Exterior Amenities Lighting
Water Source Well
Waterfront Y/N N
Horse Y/N Y
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Internal Only
Street Number 1 20
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* Excluded Features
List By
Kathryn M. Johnson

Listing Agent

William Pitt Sothebys Int Rlty

Broker

845-677-9822

Contact

Affordability Calculator

$19,550
Per Month
90%
10%
0%
Monthly Principal & Interest
$17,548
Monthly Property Taxes
$2,002
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4101419 Elementary School
4098829 Middle School
Millbrook High School High School
Pricing History
DatePricePrice ChangeDescription
9/1/2025$2,700,000 -6.90% Price Down
7/23/2025$2,900,000 -3.17% Price Down
5/6/2025$2,995,000 -0.17% Price Down
1/17/2025$3,000,000 Listed Price

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20 Orchard Hill Drive, Millbrook, NY, 12545 is a Single Family Home for sale at $2,850,000 with 5,486 sqft and a lot size of 12.62. 20 Orchard Hill Drive has 7 bedrooms, 6.1 baths, and was built in 1993. The property's zip code is 12545 which is in Millbrook, NY