25 Willow Glen Road, Red Hook, NY

$1,625,000

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4

Beds

4

Baths

3,200

Square feet

6.40

Acres

Open House

  • Sat, Sep 19th, 2026 (Start Time: 12pm - End Time: 3pm)
  • Sat, Sep 26th, 2026 (Start Time: 12pm - End Time: 3pm)

About 25 Willow Glen Road

Tucked down a long private road in the heart of Milan sits an artist's imagined home, created in collaboration with a renowned architect and inspired by the mid century minds of Frank Lloyd Wright and his contemporaries. The Woodland Modern gives in ways both familiar and unexpected. Floor to ceiling custom windows frame a picture perfect view, creating the feeling of floating among the trees, while a sunken living room and wood burning stove bring warmth and intimacy to the space. Beyond the glass, six acres of forest unfold in every direction, reached by a private shared driveway that was graded and regraveled in 2024. Attention to detail is felt throughout. Each room flows naturally into the next within an open floor plan, with every space offering easy passage between indoors and out. The chef's kitchen sets the stage for meals best enjoyed on the three season screened porch, where comfortable seating, a dining area, and outdoor speakers make the transition from cooking to gathering feel effortless. Upstairs, a separate wing offers a full bathroom and a flexible room with a private balcony that can become an office, guest space, studio, or simply a quiet place to retreat. Down the long corridor, two additional bedrooms share a beautifully designed bathroom. The primary suite, reimagined in a full 2023 renovation, is a retreat unto itself, with a walk-in closet, custom millwork, and a window bench crafted by Rowan Woodwork, along with a new Cardoso bath and double wide vanity. That same renovation extended into the living room below, where all new millwork, rebuilt windows, and energy efficient UV filtered glass now frame the surrounding landscape without ever losing the warmth of the original home. Comfort runs quietly beneath it all, with radiant heating throughout and new mini split systems in every bedroom, the home office, and den. A new roof was installed in 2024. Modern living is seamlessly woven in as well, from the Crestron lighting automation system and in ceiling sound throughout the house to Ubiquiti high speed WiFi, with cable and future fiber connections ready to go. Just beyond the main house sits a standalone 1,000 square foot studio, kept comfortable year round with its own new mini split system. Once alive with an artist's creative work, the studio is ready to become whatever the next chapter calls for. Originally built in 1993 and designed by its first owner, a noted local artist, the home has since been thoughtfully reimagined for modern living, creating a rare balance between artistic soul, architectural intention, and contemporary ease. In less than 15 minutes, you can find yourself in the heart of Red Hook or Rhinebeck, with beloved restaurants, farm stands, orchards, and local shops all close at hand. From Little Goat and Cinnamon to Rose Hill Farm and Montgomery Place Orchards, the pleasures of the Hudson Valley are woven into everyday life. Quiet country roads, open fields, and the changing seasons make this a place that feels both wonderfully removed and effortlessly connected.

Features of 25 Willow Glen Road

MLS® # 1052121
Price $1,625,000
Bedrooms 4
Bathrooms 4.00
Full Baths 4
Square Footage 3,200
Acres 6.40
Year Built 1993
Type Residential
Sub-Type Single Family Residence
Style Contemporary, Modern
Status Active

Community Information

Address 25 Willow Glen Road
City Red Hook
County Dutchess County
State NY
Zip Code 12571

Amenities

Utilities Electricity Connected
Parking Driveway, Garage
# of Garages 2
View Trees/Woods
Is Waterfront No
Has Pool No

Interior

Interior Concrete, Hardwood
Interior Features Built-in Features, Chefs Kitchen, Granite Counters, High Ceilings, High Speed Internet, In-Law Floorplan, Kitchen Island, Natural Woodwork, Open Floorplan, Original Details
Appliances Dishwasher, Dryer, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Water Purifier Owned, Water Softener Owned
Heating Propane, Radiant, Radiant Floor
Cooling Ductless
Has Basement No
Fireplace Yes
# of Fireplaces 1
Fireplaces Living Room

Exterior

Windows Floor to Ceiling Windows, Oversized Windows
Construction Cedar, Shake Siding, Wood Siding

School Information

District Red Hook
Elementary Mill Road-Intermediate(grades 3-5)
Middle Linden Avenue Middle School
High Red Hook Senior High School

Additional Information

Date Listed September 10th, 2026
Short Sale No
RE / Bank Owned No

Listing Details

OfficeUpstate Down

Listing Map

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