Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
5 Beds
5 Baths
3,600 sqft

$1,999,999

90 Club Road , Windham NY, 12496

Price per sqft$555.56
Built in1971
Property size3,600 sqft
Property typeResidential

Overview

Active

Listed Oct 1, 2026

Updated 1h ago

This Windham Mountain Club chalet sits on one of the Club's largest lots along the ski slopes. Come home for lunch, shed a layer, and head back out--or settle in for an afternoon watching skiers and snowboarders glide past. Here, every weekend feels like a mountain vacation. The moment you step inside, a large, heated ski and boot room with bluestone flooring welcomes you and your gear--a thoughtful, functional introduction to a home designed around ski life. Upstairs, the entire main floor unfolds into an expansive open plan connecting the great room, game room, kitchen, and dining area, with a convenient half bath. Soaring pine-clad vaulted ceilings, beautiful wood floors, and a wall of glass create a bright, inviting setting drenched in natural sunlight. A dramatic floor-to-ceiling stone wood-burning fireplace anchors the space, bringing warmth and character to every gathering. There is room for everyone to come together while enjoying different activities: play pool in the game area, prepare dinner in the kitchen, or relax beside the fire, all within the connected main floor. Log staircase railings blend European chalet charm with rustic Catskills character, while the updated kitchen--with granite countertops, stainless steel appliances, and a breakfast bar-- brings modern convenience to the mountain setting. Multiple access points open onto the front deck, where views of the ski slopes, and the energy of mountain life become part of your day. Five bedrooms, including two ensuites, and four-and-a-half baths provide comfortable accommodations, complemented by a finished den with a separate entrance. Air conditioning in the great room and primary suite adds comfort for year-round enjoyment. Return from the slopes to your outdoor sauna, soak in the hot tub, and finish the evening beside the wood-burning fireplace. Multiple porches and the recently stained deck extend the living spaces outdoors. The exceptionally large lot is another defining feature, offering room to explore a home addition, an outdoor firepit gathering area, or possibly a pool in the side yard, subject to applicable approvals. Imagine pairing effortless ski access with your own summer retreat. Renovation since 2008 purchase, include converting/upgrading the heating system to propane, running all new electric throughout the house and expanding the size of the primary suite. The exterior was painted in 2025. Most furnishings included. This Windham ski chalet offers an inviting personal escape with potential short-term rental appeal. From first tracks to fireside evenings, this is mountain living worth coming back to. A 3D Walkthrough Tour is available by request.

$13,306/mo

Est. mortgage payment based on a $1,999,999 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
20265814
Available since
October 1, 2026

Interior Features

Bedrooms
5
Bathrooms
5
Fireplace
Yes
Basement
No

Exterior Features

Lot Size
0.7 Acres

Other Property Details

Taxes
$10,860
Tax Frequency
Annually

 

Courtesy of Regina Tortorella

Based on information from DASH - Coldwell Banker (CB) as of 10/12/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. 

©2026 DASH - Coldwell Banker (CB). All rights reserved. 

Data last updated 11:02 PM UTC, 10/12/2026

Powered by Luxury Presence