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$2,850,000

  • For Sale
  • Active
  • Single Family
  • 7 Beds
  • 6 Full Baths
  • 1 Partial Bath
  • 3 Car Garage
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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.

Full Property Details for 20 Orchard Hill Dr

General

  • Price: $2,850,000
  • Taxes: $24,025
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 814582
  • Updated: 10/1/2025
  • Added to Site: 363 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: 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 Cabinets, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, High Speed Internet, His and Hers Closets, In-Law Floorplan, Kitchen Island, Primary Bathroom, Natural Woodwork, Open Kitchen, Other, Pantry, Recessed Lighting, Smart Thermostat, Soaking Tub, Sound System, Speakers, Storage, Walk Through Kitchen, Walk-In Closet(s), Washer/Dryer Hookup
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
  • Laundry Facilities: Yes
  • Flooring: Combination, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 6
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 7

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Fenced, In-Ground, Outdoor Pool, Pool Cover, Salt Water

Exterior

  • Exterior Features: Lighting
  • Porch/Patio/Deck: Deck

Parking

  • Garage: Yes
  • Garage Spaces: 3

Location

  • County: Dutchess County
  • Driving Directions: off Valley Farm Rd

School Information

  • High School District: Millbrook
  • Elementary School: Alden Place Elementary School
  • Middle School: Millbrook Middle School
  • High School: Millbrook High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Hot Air, Other

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: Cable Connected, Electricity Connected, Phone Connected, Propane, Trash Collection Private

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Brick
  • Basement: Yes
  • Basement Desc.: Finished, Full Basement, Storage Space, Walk-Out Access
  • Windows: Blinds, Double Pane Windows, Insulated Windows, New Windows, Oversized Windows, Screens
  • Sq. Ft. Source: Public Records
  • Year Built: 1993

Additional Structures

  • Other Structures: Barn(s), Garage(s)

Lot Features

  • Property View: Open
  • Lot Size (Acres): 12.62
  • Lot Size (Sq. Ft.): 549,727

Financial Considerations

  • Tax Amount: $24,025.17

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 135889-6765-00-331674-0000

Listed by William Pitt Sothebys Int Rlty

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Listing agents

— 20 Orchard Hill Dr —

  • William Pitt Sothebys Int Rlty

  • William Pitt Sothebys Int Rlty

845-677-9822

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 20 Orchard Hill Dr

School District:Millbrook Central School District
NameGradesDistance
Elm Drive Elementary School
12 Elm Drive, Millbrook, NY 12545
K-20.9 mi
Alden Place Elementary School
41 Alden Place, Millbrook, NY 12545
3-51.2 mi
Millbrook Middle School
43 Alden Place, Millbrook, NY 12545
6-81.3 mi
Millbrook High School
70 Church Street, Millbrook, NY 12545
9-121.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 20 Orchard Hill Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/01/2025
Price Increased
$2,850,000
5.56%
MLS
9/01/2025
Price Reduced
$2,700,000
-6.9%
MLS
7/22/2025
Price Reduced
$2,900,000
-3.17%
MLS
5/06/2025
Price Reduced
$2,995,000
-0.17%
MLS
1/18/2025
Listed
$3,000,000
599900%
MLS
10/18/2010
Sold
$500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 20 Orchard Hill Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$19,549
10%
$1,227,848
51%
2020
$17,726
11%
$812,800
—
2016
$15,994
-2%
$812,800
5%
2018
$16,264
2%
$775,000
—
2017
$15,938
1%
$775,000
—
2016
$15,735
-2%
$775,000
—
2015
$16,050
-36%
$775,000
-38%
2015
$24,974
-1%
$1,243,700
-4%
2013
$25,301
—
$1,295,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 20 Orchard Hill Dr

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Down Payment
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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by William Pitt Sothebys Int Rlty

20 Orchard Hill Drive, Millbrook, NY 12545 (MLS# 814582) is a Single Family property with 7 bedrooms, 6 full bathrooms and 1 partial bathroom. 20 Orchard Hill Drive is currently listed for $2,850,000 and was received on January 18, 2025. Want to learn more about 20 Orchard Hill Drive? Do you have questions about finding other Single Family real estate for sale in Millbrook? You can browse all Millbrook real estate or contact a Coldwell Banker agent to request more information.

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