$1,625,000
 $8,723 est/mo Sourced by Back At You

25 Willow Glen Road,Red Hook, NY 12571

Red Hook, NY 12571

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Description

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.

Details

MLS #1052121
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusPending
Year1993
Days On Site45
Listing Provided ByUpstate Down | Alexandra Demetrakis

Features

Bed(s)4
Bath(s) 4 Total
SQ Feet3,200
Garage2
Acreage6.40
Property ViewTrees, Woods

Interior

CoolingDuctless
HeatingPropane, Radiant, Radiant Floor
Interior FeaturesBuilt-in Features, Chefs Kitchen, Granite Counters, High Ceilings, High Speed Internet, In-Law Floorplan, Kitchen Island, Natural Woodwork, Open Floorplan, Original Details
Window FeaturesFloor to Ceiling Windows, Oversized Windows
AppliancesDishwasher, Dryer, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Water Purifier Owned, Water Softener Owned

Exterior

Construction MaterialsCedar, Shake Siding, Wood Siding

Parking

Garage Yes / NoYes
Parking FeaturesDriveway, Garage

Utilities

UtilitiesElectricity Connected
SewerSeptic Tank

Taxes

Tax Year2025
Tax Assessed Value1346100
Tax Annual Amount20632

Area Information

StateNY
CountyDutchess County
CityRed Hook
Zip Code12571
School DistrictRed Hook Senior High School
Elementary SchoolMill Road-Intermediate(grades 3-
High SchoolRed Hook Senior High School
Listing VS Median (in 12571)
Price:
$1,625,000
low | high
Med:
$669,900
100% of Average
sqft:
3,200
low | high
Med:
1,882
91.1875% of Average
$ / sqft:
$508
low | high
Med:
$356
79.905011035723% of Average
On site:
45
low | high
Med:
199
22.613065326633% of Average
Sourced by Back At You

Market Activity 12571

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Learn More About This Property

StateNY
CountyDutchess County
CityRed Hook
Zip Code12571
School DistrictRed Hook Senior High School
Elementary SchoolMill Road-Intermediate(grades 3-
High SchoolRed Hook Senior High School
Listing VS Median (in 12571)
Price:
$1,625,000
low | high
Med:
$669,900
100% of Average
sqft:
3,200
low | high
Med:
1,882
91.1875% of Average
$ / sqft:
$508
low | high
Med:
$356
79.905011035723% of Average
On site:
45
low | high
Med:
199
22.613065326633% of Average
Sourced by Back At You
Listing Updated: October 13, 2026 at 9:36:25 AM PDT
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