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*

$ 17,780

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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 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.

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Single Family Active

Price

$ 2,850,000

Bedrooms

7

Full Bath

6

Half Bath

1

Property Type

Single Family

Taxes

$ 26,616

Style

Traditional

Lot Size

12.62

Year Built

1993

Town/City

Millbrook

County/Region

Dutchess

MLS | Web ID

20254297

Features
General
Cooling Central Air
Appliances Washer/Dryer Washer Vented Exhaust Fan Stainless Steel Appliance(s) Refrigerator Range Hood Oven Microwave Ice Maker Gas Oven Freezer Exhaust Fan Electric Water Heater Dryer Dishwasher Built-In Gas O
Zoning RM3
Garage Spaces 3.0
Architectural Style Traditional
Pool Features Gunite In Ground Pool Cover
Year Built 1993
View Mountain(s) Pasture
Township Village of Millbrook
Property Subtype Single Family Residence
County Dutchess
New Construction N
Property Type Residential
HOA N
Attached Garage Y
Garage Y/N Y
Total Rooms 0
Full Baths 6
Status Active
City Millbrook
Senior Community Y/N N
High School District Millbrook Central School District
MLS Area Millbrook
Lot Size Units Acres
Lot Size Square Feet 549727.2
Carport Y/N N
Property Attached Y/N N
Tax Annual Amount 26616.0
Home Warranty Y/N N
Lease Renewal Y/N N
MLS Area Minor Millbrook
Additional Parcels Y/N N
Lease Considered Y/N N
Standard Status Active
Tax Assessed Value 1227848
Tax Lot 331
Legal Description 12.62 AC
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Interior
Basement Full
Basement (Y/N) Y
Air Conditioning Y/N Y
Fireplace Y/N N
Above Grade Finished Area 5486.0
Half Baths 1
Total Bedrooms 7
Below Grade Finished Area 0.0
Total Baths 7
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Exterior
Lot Size Area 12.62
Spa N
Building Area Total 5486.0
Lot Size Acres 12.62
Waterfront Y/N N
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Internal Only
Street Number 1 20
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* Excluded Features
List By
Kathryn Johnson

Listing Agent

William Pitt Sotheby's Interna

Broker

kathryn.johnson@sothebys.realty

Email

Affordability Calculator

$19,998
Per Month
89%
11%
0%
Monthly Principal & Interest
$17,780
Monthly Property Taxes
$2,218
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% 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
5133348 Elementary School
5133356 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/11/2025$2,700,000 Listed Price

Map


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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