Dain E. Hood
Licensed Real Estate Salesperson
REALTOR®
Walton, NY
Office: (607) 865-7000 (607) 287-8939

3-5 Hickory Hill Road, Windham, NY 12496

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Property Description

Experience an exceptional mountain retreat in one of Windhams 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 youre 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 areas most captivating properties.

3-5 Hickory Hill Road | MLS# 20263929

This single family home located at 3-5 Hickory Hill Road, Windham, NY 12496 is currently listed for sale with an asking price of $1,590,000. This property was built in 2007 and has 5 bedrooms and 3 full baths with 2974 sq. ft. 3-5 Hickory Hill Road is located within the Wind-Ash-Jewett school district. Search Windham real estate on dain-hood.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Ductless, Heat Pump, Multi Units, Zoned
Fuel Type: Propane
Garage: 2 car attached
Heating: Baseboard, Propane, Wood Stove
Home Style: Chalet
Lot Size: 2.75 Acres
Roof Type: Asphalt, Shingle
Taxes: $6,298
Year Built: 2007

Feature Descriptions

Appliances: Washer/Dryer, Refrigerator, Microwave, Gas Oven, Gas Cooktop, Dishwasher
Days on Site: 3
Exterior: Wood Siding
Flooring: Hardwood, Tile
Lot: Landscaped, Views
Parcel #: 194600 78.000-6-73
Parking: Garage Faces Front, Paved, Driveway
Patio/Porch: Deck, Front Porch, Rear Porch
Pool: In Ground
Road Surface: Paved
Sewer: Public Sewer
SQFT Total: 2974
Swimming Pool: Yes
Water: Public

Local Schools

School District: Wind-Ash-Jewett

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Estimated Payment

$ 4,527.23 per month $3,538.65 Principal & Interest $524.83 Property Tax $463.75 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Venture Fox Realty Group

Shown By

Agent Name: Dain E. Hood
Agent Phone: (607) 287-8939
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/17/2026. The listing information on this page last changed on 07/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 07/17/2026 12:30:42 AM EST) or Global MLS (last updated Fri 07/17/2026 12:22:34 AM EST) or New York State Alliance MLS (last updated Fri 07/17/2026 12:27:06 AM EST) or Hudson Valley Catskill Region MLS (last updated Fri 07/17/2026 12:11:19 AM EST) or OneKey MLS (last updated Fri 07/17/2026 12:28:30 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.

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