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.
For sale
$1,625,000
25 Willow Glen Road, Red Hook, NY 12571
4beds
3,200sqft
Single Family Residence, Residential
Built in 1993
6.4 Acres Lot
$-- Zestimate®
$508/sqft
$-- HOA
What's special
Six acres of forestWood burning stoveOutdoor speakersPicture perfect viewOpen floor planWalk-in closetPrivate shared driveway
- 11 days
- 1,790
- 246
Zillow last checked:
Listing updated:
Listed by:
Upstate Down 845-516-5123,
Alexandra Demetrakis 201-803-8625,
Harmony Chen 917-273-6699,
Upstate Down
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1052121
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Heating
- Propane, Radiant, Radiant Floor
Cooling
- Ductless
Appliances
- Included: Dishwasher, Dryer, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Water Purifier Owned, Water Softener Owned
- Laundry: Laundry Room
Features
- 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
- Windows: Floor to Ceiling Windows, Oversized Windows
- Attic: None
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 4,168
- Total interior livable area: 3,200 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Porch, Screened
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 6.4 Acres
Details
- Additional structures: Workshop
- Parcel number: 1336006573002080470000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Modern
- Property subtype: Single Family Residence, Residential
Materials
- Cedar, Shake Siding, Wood Siding
Condition
- Year built: 1993
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Electricity Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Milan
Financial & listing details
- Price per square foot: $508/sqft
- Tax assessed value: $1,346,100
- Annual tax amount: $20,632
- Date on market: 9/18/2026
- Cumulative days on market: 11 days
- Listing agreement: Exclusive Agency
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/18/2026 | Listed for sale | $1,625,000+132.5%$508/sqft |
Source: | ||
| 1/8/2019 | Listing removed | $699,000$218/sqft |
Source: HOUSE HUDSON VALLEY REALTY LLC HD #373809 Report a problem | ||
| 1/8/2019 | Listed for sale | $699,000-4.9%$218/sqft |
Source: HOUSE HUDSON VALLEY REALTY LLC HD #373809 Report a problem | ||
| 1/7/2019 | Sold | $735,000+5.2%$230/sqft |
Source: | ||
| 11/24/2018 | Pending sale | $699,000$218/sqft |
Source: HOUSE Hudson Valley Realty, LLC #122106 Report a problem | ||
| 9/16/2018 | Price change | $699,000-9.8%$218/sqft |
Source: HOUSE Hudson Valley Realty, LLC #122106 Report a problem | ||
| 7/18/2018 | Listed for sale | $775,000-7.7%$242/sqft |
Source: HOUSE Hudson Valley Realty, LLC #122106 Report a problem | ||
| 1/1/2018 | Listing removed | $840,000$263/sqft |
Source: Northern Dutchess Realty #114664 Report a problem | ||
| 6/7/2017 | Price change | $840,000-2.3%$263/sqft |
Source: NORTHERN DUTCHESS REALTY RH #360847 Report a problem | ||
| 4/28/2017 | Listed for sale | $860,000+102.4%$269/sqft |
Source: NORTHERN DUTCHESS REALTY RH #360847 Report a problem | ||
| 12/29/2004 | Sold | $425,000+823.9%$133/sqft |
Source: Agent Provided Report a problem | ||
| 1/5/1990 | Sold | $46,000$14/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $1,346,100 +7% |
| 2024 | -- | $1,258,000 +31.2% |
| 2023 | -- | $958,700 +12% |
| 2022 | -- | $856,000 +20% |
| 2021 | -- | $713,300 +10.7% |
| 2020 | -- | $644,100 |
| 2019 | -- | $644,100 +16.4% |
| 2018 | -- | $553,200 +1% |
| 2017 | $14,802 | $547,700 |
| 2016 | -- | $547,700 |
| 2015 | -- | $547,700 +3.6% |
| 2014 | -- | $528,700 |
| 2012 | -- | $528,700 -0.9% |
| 2011 | -- | $533,700 |
| 2010 | -- | $533,700 -6% |
| 2009 | -- | $567,700 -3% |
| 2008 | -- | $585,200 |
| 2007 | -- | $585,200 +6.3% |
| 2006 | -- | $550,300 +12% |
| 2005 | -- | $491,400 +10% |
| 2004 | -- | $446,700 +9% |
| 2003 | -- | $409,800 +43.8% |
| 2002 | -- | $284,900 |
| 2001 | -- | $284,900 +3.3% |
| 2000 | -- | $275,700 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 12571
Nearby schools
Schools provided by the listing agent
- Elementary: Mill Road-Intermediate(grades 3-5)
- Middle: Linden Avenue Middle School
- High: Red Hook Senior High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.






