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$2,995,000
160 Days On Site

20 Orchard Hill Drive
Millbrook, NY12545

For Sale|Single Family Residence|Active
7
Beds
7
Total Baths
6
Full Baths
1
Partial Bath
5,486
SqFt
$546
/SqFt
1993
Built
County:
Dutchess
Listing courtesy of William Pitt Sothebys Int Rlty [email protected]

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20 Orchard Hill Drive20 Orchard Hill Drive20 Orchard Hill Drive20 Orchard Hill Drive
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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.

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Listing Snapshot
Price 
$2,995,000
Days On Site 
160 Days
Bedrooms 
7
Inside Area (SqFt) 
5,486 sqft
Total Baths 
7
Full Baths 
6
Partial Baths 
1
Lot Size 
12.62 Acres
Year Built 
1993
MLS® Number 
814582
Status 
Active
Property Tax 
$24,025.17
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 months agoPrice changed to $2,995,000
2 months agoListing updated with changes from the MLS®
5 months agoStatus changed to Active
5 months agoListing first seen on site
General Features
Acres 
12.62
Garage 
Yes
Garage Spaces 
3
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
Style 
Colonial
Utilities 
Cable ConnectedElectricity ConnectedPhone ConnectedPropane
Water Source 
PrivateWell
Interior Features
Appliances 
CooktopDishwasherDryerExhaust FanFreezerMicrowaveOvenRefrigeratorStainless Steel Appliance(s)WasherGas Water Heater
Basement 
Level - LowerDescription - Finished, Walk Out, 2 Bedrooms, Full Bath, Large Living area, Storage Room
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
2
Flooring 
CombinationLaminate
Heating 
Other
Interior 
Beamed CeilingsBreakfast BarBuilt-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)ChandelierDouble VanityEat-in KitchenEntrance FoyerGranite CountersHigh Speed InternetHis and Hers ClosetsIn-Law FloorplanKitchen IslandNatural WoodworkOtherPantryRecessed LightingSmart ThermostatSoaking TubSound SystemStorage
Laundry Features 
Laundry Room
Window Features 
BlindsDouble Pane WindowsInsulated WindowsScreens
Bathroom 3 
Level - Second
Bathroom 4 
Level - ThirdDescription - Extra Large with Sitting Area, Walk In Closet and Full Bath,
Bathroom 5 
Level - FirstDescription - Attached Full Bath
Bedroom 1 
Level - Second
Bedroom 2 
Level - Second
Kitchen 
Level - FirstDescription - Large, Vaulted Ceiling, Fireplace, Eat In, New Modern Appliances
Laundry 
Level - FirstDescription - Full Service, Windowed, Storage
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Exterior Features
Construction Details 
Brick
Exterior 
Lighting
Other Structures 
Barn(s)Garage(s)
Patio And Porch 
Deck
Pool Features 
FencedIn GroundOutdoor PoolPool CoverSalt WaterPrivate
Private Pool 
Yes
Windows/Doors 
BlindsDouble Pane WindowsInsulated WindowsScreens
Community Features
Horse Allowed 
Yes
School District 
Millbrook
Schools
School District
Millbrook
Elementary School
Alden Place Elementary School
Middle School
Millbrook Middle School
High School
Millbrook High School
Listing courtesy of William Pitt Sothebys Int Rlty [email protected]


Based on information submitted to the MLS GRID as of 2025-06-27 01:01 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Neighborhood & Commute
Source: Walkscore
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