89 Sky Hill Road, Windham, NY 12496 (MLS # 20264252)

Nestled at the end of a long private driveway in the heart of Windham, NY, this quintessential log cabin offers the perfect blend of mountain charm, privacy, and breathtaking views. Set against a backdrop of mountain and ski slope vistas, this exceptional retreat captures everything buyers dream of when searching for a Catskills getaway, full-time residence, or second home just a short drive from New York City. A welcoming covered timber and stone front porch sets the tone before stepping inside to an impressive open floor plan highlighted by soaring pine-clad vaulted ceilings, a dramatic floor-to-ceiling stone wood-burning fireplace, and a spectacular wall of glass that fills the home with natural light while framing the surrounding mountain scenery. The kitchen, dining area, and great room flow seamlessly together, creating an inviting space for entertaining or relaxing after a day on the slopes. One of the home's most memorable features is the heated four-season sunroom. Complete with its own wood stove, this cozy retreat is the perfect place to enjoy your morning coffee, read a book, or unwind while taking in the changing seasons. Outdoor living is equally impressive. Enjoy both front and rear decks, with the rear deck stepping down to a beautiful stone patio featuring a built-in fire pit--an ideal setting for evenings under the stars surrounded by friends. Designed with comfort and flexibility in mind, the home offers three bedrooms, including a desirable first-floor primary suite with its own private bath, allowing for convenient one-level living. Two additional full bathrooms provide ample accommodations for guests. The walkout lower level expands the living space with a spacious family room, third full bathroom, and kitchenette, creating an ideal guest suite, private quarters for guests, home office, recreation room, or media space. Approximately half of the lower level is finished, while the unfinished section offers exceptional storage with direct outdoor access, making it perfect for lawn equipment, outdoor gear, skis, bikes, and recreational vehicles. Whether you're searching for a weekend escape, a year-round residence, or the perfect Catskills ski home, this property delivers the mountain lifestyle you've been waiting for. Located in Greene County's premier four-season resort town, you're just minutes from Windham's skiing, golf, hiking, mountain biking, restaurants, shops, festivals, and countless year-round outdoor adventures. Experience the timeless beauty, warmth, and tranquility that only an authentic log home can offer. This is Catskills living at its finest. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Last Updated	7/27/2026	Year Built	2004
Community	Windham	County	Greene

Additional Details

AIR	Ceiling Fan(s)
AIR CONDITIONING	Yes
APPLIANCES	Built-In Electric Oven, DISHWASHER, REFRIGERATOR, Washer/Dryer Stacked, Water Heater
AREA	Windham
CONSTRUCTION	LOG, Wood Siding
EXTERIOR	Fire Pit, Private Yard
FIREPLACE	Yes
HEAT	Oil
INTERIOR	Ceiling Fan(s), Open Floorplan, Vaulted Ceiling(s)
LOT	5.2 acre(s)
LOT DESCRIPTION	Many Trees, PRIVATE, SECLUDED, WOODED
LOT DIMENSIONS	5.2
PARKING	Driveway
SEWER	Septic Tank
STORIES	1.5
STYLE	LOG
TAXES	6009
VIEW	Yes
VIEW DESCRIPTION	Mountain(s), Other
WATER	Private, Well

Location

 

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