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3-5 Hickory Hill Road, 
Windham, NY 12496

$1,590,000


5

Beds


3

Baths


2,974

Sq Ft


Single Family

Active

Listed by

Aaron Siegel

Agnieszka Wdziekowska Taufield

Venture Fox Realty Group

518-290-1070

Last updated:

July 19, 2026, 03:29 PM

MLS#

20263929

Source:

NY MLSUC

About This Home

3-5 Hickory Hill Road

Experience an exceptional mountain retreat in one of Windham's most desirable locations. Set on 2.7 private acres and just a short walk to the heart of the village, this remarkable estate offers breathtaking panoramic views of the Windham Mountain Club, the ski slopes, and the surrounding Catskill Mountains. The main residence features 5 spacious bedrooms and 3 full bathrooms, designed for comfortable everyday living and effortless entertaining.The spectacular mountain scenery, filling the home with natural light and creating a seamless connection to the outdoors. Step outside to your own private oasis featuring an outdoor swimming pool, generous entertaining space, and unforgettable views that can be enjoyed year-round. Adding incredible versatility is a charming A-frame guest house complete with 1 bedroom and 1 full bathroom-perfect for hosting family and friends, creating a private workspace, or generating additional rental income. Whether you're searching for a full-time residence, a luxury weekend escape, or an investment opportunity in the heart of the Catskills, this unique property delivers an unmatched combination of privacy, convenience, and iconic mountain views. Just minutes from skiing, golf, hiking, restaurants, and all that Windham has to offer, this is a rare opportunity to own one of the area's most captivating properties.

Home Facts

Single Family

3 Baths

5 Bedrooms

Built in 2007

Price Summary

1,590,000

$534 per Sq. Ft.

MLS #:

20263929

Last Updated:

July 19, 2026, 03:29 PM

Added:

10 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

2,974 Sq. Ft.


Structure

Structure

Architectural Style:

Chalet

Building Area:

2,974 Sq. Ft.

Year Built:

2007


Lot

Lot Size (Sq. Ft):

119,790


Finances & Disclosures

Finances

Price:

$1,590,000

Price per Sq. Ft:

$534 per Sq. Ft.

Source:NY MLSUC
The information being provided by Hudson Valley Catskill Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Hudson Valley Catskill Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.