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MLS ID KEY1039174Last updated Sep 18, 2026

Single Family

20 Nazareth Way

Active · Philipstown · Putnam County, NY 10516

Bedrooms
8 Beds
Bathrooms
8 Baths
Year built
1883
Est. monthly taxes
$3,606.78
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About this home

Winter Hill, a flagship property in the Hudson Highlands, stands at the intersection of preservation, nature conservation and modern design. This timeless Tudor Revival in the heart of Garrison is a one-of-a-kind home, perched atop twenty acres of verdant, natural beauty. As you enter the property and approach the house on the long, winding drive, open fields flanked by stately trees stretch out to your left. When the house comes into view along the ridge, you begin to enter a different state of mind. Blood pressure drops, worries fade, and you are home. This is the home you have always wanted. A home where you can welcome family and friends. Built in 1883 for Rev. Walter Thompson and restored and modernized for use as an office over the past decade by a team of skilled architects, designers and craftsmen, Winter Hill emerges in full view as you crest the ridge. Park in either the sprawling forty space lot, perfect for entertaining many guests, or under the porte-cochere, connected to the wrap-around porch. Open the double doors and enter the main foyer, with a unique wall design, and find yourself in an elegant living room, centered on a huge wood-burning fireplace. Original details - pocket doors, gleaming hardwood floors and walls of multi-paned windows - are accentuated by the modern glass chandelier. Beyond is the front parlor, with striking bay window seating. Behind, you will find the massive central dining room, with amazing original fireplace details, then a perfect home office space or potential formal library, with its own fireplace. All of these rooms flow together to make an amazing space for entertaining. Imagine friends, family and community gathering here, in your home. Off the central hall, find the chef's dream kitchen, with beautifully unique light fixtures, stainless appliances, two ovens, a prep sink and abundant counter space. More on this level: a back room that would be a great first floor bedroom, two half baths and a bonus room. Everywhere are open or wooded views. Step out to the covered front porch and slate patio. Here, you'll host drinks in the evening, or simply sit with a cup of tea in the morning, looking over the serene fields. On the second level, arrived at via the convenient, full four-floor elevator, or gorgeous front staircase, opportunity abounds. Currently used as offices, the many large and bright rooms here can be converted into guest bedrooms, family rooms, playrooms and more. Two of the rooms have fireplaces. Other 1800's details, like wood floors and leaded glass windows, are here, as elsewhere. Most rooms have views to the gorgeous grounds. One floor up, find even more bright spaces - bedrooms, guest areas, artist and craft rooms, or wherever your vision takes you. Let’s hop in the elevator and jet down to the lowest level, to discover large spaces that are perfect for home gyms and media rooms. There are huge storage rooms and the new utility systems, including state of the art electrical and a/v rooms. Leaving the basement through the walkout, we exit to the side yard and look out to the fields flowing before us. At the side is the private guest cottage above the two-car garage. This cottage has views of its own, a kitchen and full bathroom. This is a perfect spot for your guests, or extended family. Nearby, the large water tower ensures never running out of fresh water. From here, we can see the property at a different angle. The home’s cedar shingle siding and roof, with stately brick chimneys, rises before us. To our right, protected land, to our left the park-like land and rolling hills stretching out to the tree line, almost as far as you can see. All of this, just minutes to the train and the heart of Cold Spring. Come, visit Winter Hill and join its living story.

Listing snapshot

Days on site
59 days
Listed on MLS
Aug 27, 2026
Full baths
1
Half baths
7
Annual property tax (MLS)
$43,281.33
Tax year
2025
Area source (MLS)
Appraiser
Listing brokerage
North Country Sothebys Int Rlt
MLS ID
KEY1039174
Last updated
Sep 18, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1883
Garage
Yes
Garage spaces
2
Total parking
50
Parking
Garage, Off Street, Oversized, Parking Lot, Private
Water source
Well
Sewer
Septic Tank
Utilities
Cable Available, Electricity Connected, Phone Connected, Propane, See Remarks, Trash Collection Private, Underground Utilities

Interior features

Basement
Full, Partially Finished, Storage Space, Walk-Out Access
Heating
Baseboard, Hot Air, Propane, Other
Cooling
Central Air, Ductless
Interior
First Floor Bedroom, Built-in Features, Chandelier, Chefs Kitchen, Crown Molding, Elevator, Entrance Foyer, Formal Dining, High Ceilings, High Speed Internet, Low Flow Plumbing Fixtures, Natural Woodwork, Original Details, Other, Recessed Lighting, Storage, Walk-In Closet(s), Washer/Dryer Hookup
Appliances
Dishwasher, Dryer, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
Flooring
Carpet, Hardwood, Tile
Fireplace
Yes
Fireplaces
6

Exterior features

Architectural style
Tudor
Construction materials
Cedar, Shingle Siding, Wood Siding
Exterior
Lighting, Other, Rain Gutters
Private pool
No

Schools (MLS)

Elementary school
Garrison
Elementary school district
Garrison Union Free
Middle school
Garrison School
Middle school district
Garrison Union Free
High school
Haldane High School
High school district
Haldane

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Philipstown · Putnam County, NY 10516Show interactive map
20 Nazareth Way

Philipstown · Putnam County, NY 10516

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Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
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Monthly property taxNot provided

Monthly association / maintenance feesNot provided

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Listing data is supplied by the MLS and may change without notice.