189 Freedom Road, Pleasant Valley

$2,195,000

4 Beds
4½ Baths
6,452 Sqft
13.77 Acres
3 Garages

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.

Essential Information
MLS® #20251627
Price$2,195,000
Bedrooms4
Bathrooms4.50
Full Baths4
Half Baths1
Square Footage6,452
Acres13.77
Year Built1986
TypeResidential
Sub-TypeSingle Family Residence
StatusActive
Community Information
Address189 Freedom Road
AreaLagrangeville
CityPleasant Valley
CountyDutchess
StateNY
Zip Code12569
Amenities
# of Garages3
ViewPond
Interior
HeatingForced Air
CoolingCentral Air
FireplaceYes
# of Fireplaces3
FireplacesGas, Wood Burning
Interior Features

Bar, Eat-in Kitchen, High Ceilings, Kitchen Island, Open Floorplan, Recreation Room, Storage, Walk-In Closet(s), Wet Bar, Other

Appliances

Wine Refrigerator, Washer/Dryer, Washer, Gas Cooktop, Dryer, Double Oven, Dishwasher, Cooktop, Built-In Refrigerator, Built-In Range, Built-In Electric Oven

Exterior
ExteriorFrame, Stone
RoofShake
ConstructionFrame, Stone
FoundationBlock
Lot Description

Pond on Lot, Garden, Landscaped, Views

District

Arlington Central School District

Additional Information
Zoningres
Listing Details
AgentJill Rose
Listing Courtesy of Houlihan Lawrence, Inc.
LISTING MAP

Get directions to this property:

Ulster County Board of Realtors Logo The data relating to real estate on this website comes in part from the IDX of the Multiple Listing Service of Ulster County, Inc. Real estate listings held by brokerage firms other than Flemming Realty are marked with IDX logo and the detailed information about them includes the name of the listing broker.

Copyright © 2025 by the Multiple Listing Service of Ulster County, Inc. All Rights Reserved.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

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.