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$2,195,000
35 Days On Site

189 Freedom Road
Pleasant Valley, NY12569

For Sale|Single Family Residence|Active
4
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
6,452
SqFt
$340
/SqFt
1986
Built
County:
Dutchess
Listing courtesy of Houlihan Lawrence Inc. [email protected]

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189 Freedom Road189 Freedom Road189 Freedom Road189 Freedom Road
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An Enchanting Stone Manor-First Time Offered. Set amidst exquisitely landscaped grounds in the heart of the Hudson Valley, this extraordinary stone manor is a triumph of design, craftsmanship, and setting—gracefully secluded, yet just minutes from the bucolic village of Millbrook. Meticulously conceived and built to the highest standards, the estate is being offered for the very first time. Approached via a private drive and framed by blooming perennials and mature ornamental trees, the residence exudes timeless elegance. Inside, a welcoming foyer opens to a soaring great room, where floor-to-ceiling windows bathe the space in natural light and frame captivating views of the landscape beyond. The flowing floor plan encourages effortless living and entertaining: a formal dining area seamlessly adjoins the great room, while a chef’s kitchen—expansive and beautifully appointed—offers space to gather, create, and celebrate. A walk-in pantry, laundry suite, and mudroom connect to the three-car garage, ensuring discreet everyday functionality. Adjoining the kitchen, the relaxed and inviting family room centers around a classic wood-burning fireplace, leading to a sunlit conservatory wrapped in glass, where tranquil views of a spring-fed pond and rolling lawn unfold—a sanctuary in every season. The main level features a flexible bedroom suite—ideal as a primary suite or luxurious guest quarters—alongside a second bedroom and a stately home office. Upstairs, a sprawling primary suite serves as a true retreat, complete with an elegant bath, a massive custom walk-in closet, and an additional space perfect for a studio, craft room, or dressing lounge. Beyond the main residence, an extraordinary party barn offers limitless versatility—host grand events, showcase a car collection, or create a sport court or gallery space. Below, a bespoke winemaking facility includes a climate-controlled, glass-enclosed cellar designed for aging and displaying a curated collection. Perfectly positioned with convenient access to dining, hiking and biking trails, the Taconic State Parkway, and Metro-North rail, this estate offers an exceptional lifestyle amid the timeless beauty of the Hudson Valley.

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Listing Snapshot
Price 
$2,195,000
Days On Site 
35 Days
Bedrooms 
4
Inside Area (SqFt) 
6,452 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
13.77 Acres
Year Built 
1986
MLS® Number 
865121
Status 
Active
Property Tax 
$33,449
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
a month agoListing first seen on site
a month agoListing updated with changes from the MLS®
General Features
Acres 
13.77
Garage 
Yes
Garage Spaces 
3
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
Style 
EstateTraditional
Utilities 
Cable ConnectedPropane
Water Source 
PrivateWell
Interior Features
Appliances 
DishwasherDryerGas RangeOvenRefrigeratorWasher
Basement 
FullUnfinished
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
3
Flooring 
Wood
Interior 
Beamed CeilingsBuilt-in FeaturesCathedral Ceiling(s)ChandelierCrown MoldingEat-in KitchenEntrance FoyerHigh CeilingsKitchen IslandMaster DownstairsOpen FloorplanPantrySoaking TubStorageWalk-In Closet(s)Wet Bar
Laundry Features 
Laundry Room
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Exterior Features
Construction Details 
Frame
Exterior 
GardenDockLighting
Lot Features 
GardenLandscapedPrivateSecludedViews
Waterfront Features 
Pond
Community Features
School District 
Arlington
Schools
School District
Arlington
Elementary School
Noxon Road Elementary School
Middle School
Lagrange Middle School
High School
Arlington High School
Listing courtesy of Houlihan Lawrence Inc. [email protected]


Based on information submitted to the MLS GRID as of 2025-06-27 12:36 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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