25 Willow Glen Road Red Hook, NY $ 1,625,000
25 Willow Glen Road
$ 1,625,000
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25 Willow Glen Road

Red Hook, NY, 12571
$ 1,625,000
Bedrooms4 Baths4.0 Sq 3,200

Monthly Estimate*

$ 10,260

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Single Family Home for sale in Red Hook, NY

for $1,625,000 with 4 bedrooms and 4 full baths. This 3,200 square foot home was built in 1993 on a lot size of 6.4.

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.

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Single Family Active

Price

$ 1,625,000

Bedrooms

4

Full Bath

4

Property Type

Single Family

Taxes

$ 20,632

Style

Contemporary,Modern

Lot Size

6.4

Year Built

1993

Town/City

Red Hook

County/Region

Dutchess

MLS | Web ID

1052121

Features
Interior
Interior Amenities Built-in Features Chefs Kitchen Granite Counters High Ceilings High Speed Internet In-Law Floorplan Kitchen Island Natural Woodwork Open Floorplan Original Details
Flooring Concrete Hardwood
Total Fireplaces 1
Fireplace Features Living Room
Basement (Y/N) N
Window Features Floor to Ceiling Windows Oversized Windows
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 4
Total Baths 4
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General
Sewer Septic Tank
Heating Propane Radiant Radiant Floor
Cooling Ductless
Utilities Electricity Connected
Appliances Dishwasher Dryer Oven Range Refrigerator Stainless Steel Appliance(s) Washer Water Purifier Owned Water Softener Owned
Garage Spaces 2
Patio/Porch Features Porch Screened
Architectural Style Contemporary Modern
Construction Materials Cedar Shake Siding Wood Siding
Year Built 1993
View Trees/Woods
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 133600-6573-00-208047-0000
County Dutchess County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Workshop
Total Rooms 12
Full Baths 4
Directions From NY-199 turn onto Milan Hill Road. Continue approximately 3 miles then turn right onto Willow Glen Road. Continue approximately 1 mile to 25 Willow Glen located at the end of the private drive.
High School Red Hook Senior High School
City Milan
Senior Community Y/N N
High School District Red Hook
Carport Y/N N
Elementary School Mill Road-Intermediate(grades 3-5)
Property Attached Y/N N
Tax Annual Amount 20632
Middle/Junior High School Linden Avenue Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Red Hook
Elementary School District Red Hook
Tax Assessed Value 1346100
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Exterior
Parking Features Driveway Garage Driveway Garage
Water Source Well
Building Area Total 4168
Waterfront Y/N N
Road Responsibility Road Maintenance Agreement
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Internal Only
Street Number 1 25
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* Excluded Features
List By
Alexandra Demetrakis

Listing Agent

Upstate Down

Broker

845-516-5123

Contact

Affordability Calculator

$11,980
Per Month
86%
14%
0%
Monthly Principal & Interest
$10,260
Monthly Property Taxes
$1,719
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4892227 Elementary School
4098894 Middle School
Red Hook Senior High School High School
Pricing History
DatePricePrice ChangeDescription
9/18/2026$1,625,000 Listed Price

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25 Willow Glen Road, Red Hook, NY, 12571 is a Single Family Home for sale at $1,625,000 with 3,200 sqft and a lot size of 6.4. 25 Willow Glen Road has 4 bedrooms, 4.0 baths, and was built in 1993. The property's zip code is 12571 which is in Red Hook, NY