33 Elm Ridge Road Rd, Windham, NY 12496 (MLS # 20263447)

Hidden from view at the end of a long private driveway, this extraordinary contemporary retreat is set on 12.69 meticulously maintained acres and offers what is arguably one of the most breathtaking settings in all of Windham. Panoramic mountain views, vibrant sunsets painted in shades of pink and orange, a sparkling private pond, and complete privacy create a setting that feels worlds away from the stresses of everyday life. Designed to embrace the surrounding landscape, the home features soaring vaulted ceilings and walls of glass that bring the spectacular views indoors. The spacious floor plan offers five bedrooms, three full bathrooms, one half bath, a dedicated ski and boot room, and a lower-level family room with wet bar for entertaining. Outdoor living is equally impressive with an expansive wraparound deck, covered front porch, stone patio, hot tub, outdoor shower, fire pit, and lush lawns surrounding the pond. Whether enjoying morning yoga on the deck, watching wildlife pass by, or gathering with friends beneath the stars, every inch of this property was designed to connect you with nature. A newer heated two-story barn offers endless possibilities and could easily be converted into a guest house, studio, or apartment. An attached two-car garage with storage above provides plenty of room for vehicles and gear. Located just minutes from skiing at Windham Mountain Club, dining, shopping, hiking trails, CD Lane Park, and the Windham Path, this remarkable property offers the perfect balance of seclusion and convenience. Owners may also choose to join the nearby High Ridge Club, which offers a pool, tennis, pickleball, and social amenities. Properties combining privacy, views, a pond, usable acreage, and proximity to Windham's year-round recreation are exceptionally rare. This is the mountain escape buyers dream about but seldom find. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Last Updated	6/22/2026	Year Built	2004
Community	Windham	Garage Spaces	5.0
County	Greene

Additional Details

AIR	Ceiling Fan(s), CENTRAL AIR
AIR CONDITIONING	Yes
APPLIANCES	Cooktop, DISHWASHER, OTHER, Oven, REFRIGERATOR, Washer/Dryer, Water Heater
AREA	Windham
BARN/EQUESTRIAN	Yes
BASEMENT	FINISHED, FULL, Walk-Out Access, Walk-Up Access, Yes
CONSTRUCTION	CEDAR, Frame, Shake Siding, STONE, Wood Siding
EXTERIOR	BALCONY, Fire Pit, Outdoor Shower, Private Yard
FIREPLACE	Yes
GARAGE	Attached Garage, Yes
HEAT	BASEBOARD, Propane, RADIANT
INTERIOR	Ceiling Fan(s), Central Vacuum, Granite Counters, High Ceilings, In-Law Floorplan, Open Floorplan, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
LOT	12.69 acre(s)
LOT DESCRIPTION	Back Yard, Cleared, Front Yard, Gentle Sloping, LANDSCAPED, MEADOW, PRIVATE, SECLUDED, Sloped, Views, Waterfront, WOODED
LOT DIMENSIONS	12.69
PARKING	Driveway, Garage Faces Front, Off Street, On Site, Attached, Garage
SEWER	Septic Tank
STORIES	3
STYLE	Contemporary
TAXES	7012
VIEW	Yes
VIEW DESCRIPTION	Meadow, Mountain(s), Pond, Trees/Woods, Water
WATER	Private, Well
WATER ACCESS	Stream
WATERFRONT	Yes
WATERFRONT DESCRIPTION	Pond

Location

 

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