90 Club Road, Windham, NY

$1,999,999

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5

Beds

4½

Baths

3,600

Square feet

0.70

Acres

About 90 Club Road

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 en suites, 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 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.

Features of 90 Club Road

MLS® # 20265814
Price $1,999,999
Bedrooms 5
Bathrooms 4.50
Full Baths 4
Half Baths 1
Square Footage 3,600
Acres 0.70
Year Built 1971
Type Residential
Sub-Type Single Family Residence
Style Chalet
Status Active

Community Information

Address 90 Club Road
Area Windham
City Windham
County Greene
State NY
Zip Code 12496

Amenities

Parking Driveway, Off Street, On Site
View Mountain(s), Other
Is Waterfront No

Interior

Interior Features Breakfast Bar, Entrance Foyer, Granite Counters, High Ceilings, High Speed Internet, Kitchen Island, Natural Woodwork, Open Floorplan, Sauna, Vaulted Ceiling(s), Hot Tub
Appliances Dryer, Dishwasher, Microwave, Oven, Refrigerator, Washer
Cooling Ductless
Has Basement No
Fireplace Yes
# of Fireplaces 1
Fireplaces Great Room, Wood Burning
Stories Tri-Level

Exterior

Exterior Frame
Exterior Features Private Yard
Lot Description Views
Roof Asphalt, Shingle
Construction Frame
Foundation Concrete Perimeter

School Information

District Wind-Ash-Jewett

Additional Information

Date Listed October 1st, 2026
Days on Market 1
Zoning 01
Short Sale No
RE / Bank Owned No

Listing Details

AgentRegina Tortorella
AgentAaron Perer
OfficeColdwell Banker Village GreenW

Listing Map

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