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20 Orchard Hill Drive

Millbrook, NY 12545
  • $2,995,000
  • STATUS: Active
  • MLS #: 814582
UPDATED: 56 min ago
$2,995,000
  • 7
    BEDS
  • 12.62
    ACRES
  • 6
    BATHS
  • 1
    1/2 BATHS
  • 5,486
    SQFT
  • $546
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1993
County:
Area:

School Information

Elementary School:
Middle School:
High School:
School District:

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 pointfeaturing 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 bathperfect for a home office, gym, or studio. The lower level features two additional bedrooms, a rec room, and walkout accessideal 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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© 2025 OneKey MLS. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or This Old Hudson Team at Houlihan Lawrence. Data last updated: 2025-05-21T07:20:53.02.
www.thisoldhudsonrealestate.com/homes/159539429
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20 Orchard Hill Drive Millbrook, NY 12545

  • Price: $2,995,000
  • Status: Active
  • On Site: Days
  • Updated: 56 min ago
  • MLS #: 814582
7
Beds
6
Baths
1
½ Baths
12.62
Acres
5,486
SQFT
$546
$/SQFT
1993
Built
Neighborhood:
Washington
County:
Dutchess
Area:
Washington
Elementary School:
Alden Place Elementary School
Middle School:
Millbrook Middle School
High School:
Millbrook High School
School District:
Millbrook
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 pointfeaturing 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 bathperfect for a home office, gym, or studio. The lower level features two additional bedrooms, a rec room, and walkout accessideal 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.
Exterior Features

Architectural Style Colonial Carport YN No Construction Materials Brick Exterior Features Lighting Garage YN Yes Patio And Porch Features Deck Pool Features FencedIn GroundOutdoor PoolPool CoverSalt Water Pool Private YN Yes Property Attached YN No View Open Waterfront YN No Window Features BlindsDouble Pane WindowsInsulated WindowsNew WindowsOversized WindowsScreens

Interior Features

Appliances CooktopDishwasherDryerExhaust FanFreezerMicrowaveOvenRefrigeratorStainless Steel Appliance(s)WasherGas Water Heater Attic Storage Basement Details FinishedFullStorage SpaceWalk-Out Access Basement YN Yes Cooling Central Air Fireplace YN Yes Fireplaces Total 2 Flooring CombinationLaminate Interior Features First Floor BedroomFirst Floor Full BathBeamed CeilingsBreakfast BarBuilt-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)ChandelierChefs KitchenDouble VanityEat-in KitchenEntertainment CabinetsEntrance FoyerFormal DiningGranite CountersHigh Speed InternetHis and Hers ClosetsIn-Law FloorplanKitchen IslandPrimary BathroomNatural WoodworkOpen KitchenOtherPantryRecessed LightingSmart ThermostatSoaking TubSound SystemSpeakersStorageWalk Through KitchenWasher/Dryer Hookup Laundry Features Laundry Room Rooms Total 10

Property Features

Association YN No Down Payment Resource YN No Heating Hot AirOther Horse YN Yes Lease Considered YN No Other Structures Barn(s)Garage(s) Property Sub Type Single Family Residence Senior Community YN No Sewer Septic Tank Special Listing Conditions None Tax Annual Amount 24025.17 Tax Source Municipality Utilities Cable ConnectedElectricity ConnectedPhone ConnectedPropaneTrash Collection Private Water Source Well

Listing courtesy of Kathryn M. Johnson of William Pitt Sothebys Int Rlty: 845-677-9822
© 2025 OneKey MLS. All rights reserved.


© 2025 OneKey MLS. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or This Old Hudson Team at Houlihan Lawrence. Data last updated: 2025-05-21T07:20:53.02.
 
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