89 Sky Hill Road, Windham, New York image 1
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89 Sky Hill Road

Windham, NY 12496
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$949,000 $4,001/Mo
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Bed 3

Bed

Bath 3

Bath

SqFt2,236

Sqft

Acres5.20

Acres(Lot)

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.

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Detail Ic Property Details

Property Type : Residential

Price : $949,000

AD Id : 88504415

MLS Id : 20264252

Beds : 3

Lot Size : 5.20 Acres

Living Area Size : 2,236

Tax Amount : 6009.00

Year Built : 2004

County : Greene

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 3 Full Baths: 3

  • Flooring Information

    Wood

  • Roofing Information

    Asphalt

  • Interior Features

    Ceiling Fan(s), Open Floorplan, Vaulted Ceiling(s) Roof: Asphalt Appliances: Built-In Electric Oven, Dishwasher, Refrigerator, Washer/Dryer Stacked, Water Heater Laundry Features: In Bathroom

  • Heating & Cooling

    Has Heating: Yes Heating: Oil Has Cooling: Yes Cooling: Ceiling Fan(s)

  • Building Information

    Year Built: 2004 Building Area Total: 2236 Construction Materials: Log, Wood Siding Patio And Porch Features: Deck, Front Porch, Rear Porch Private Pool: No View: Mountain(s), Other

  • Exterior Features

    Exterior Features: Fire Pit, Private Yard

  • Lot Information

    Main Square Feet: 5.2 Acres Lot Size Acres: 5.2 Lot Size Square Feet: 226512 Lot Description: Many Trees, Private, Secluded, Wooded

  • Listing Price Information

    Listing Price: $949000

  • Tax Information

    Parcel Number: 45.00-2-26 Tax Lot: 26 Tax Block: 2 Annual Tax: $6009 Tax Legal Desc: 45.00-2-26

  • Parking Information

    Driveway

  • Location Information

    WaterSource: Private, Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
320 State Route 296, Windham, NY, 12496 $598,000 3 2 1,718 0.38 Acre
591 & 587 Co Rd 56, Windham, NY, 12496 $525,000 3 2 1,376 2.70 Acres
2074-2080 County Road 10, Windham, NY, 12496 $875,000 5 4 3,002 11.61 Acres
684 County Route 56, Windham, NY, 12496 $210,000 2 2 1,107 3 Acres
96 56, Windham, NY, 12496 $565,000 5 2 -- 0.76 Acre
9 Pine Kill Lane, Windham, NY, 12496 $650,000 3 3 2,161 2.40 Acres
3 Leon Macglashan Road, Windham, NY, 12496 $2,495,000 8 4 3,350 210.40 Acres
3 Leon Macglashan Road, Windham, NY, 12496 $2,495,000 8 4 3,350 210 Acres
436 Big Hollow Road, Windham, NY, 12496 $349,000 3 2 1,400 3.90 Acres
504 County Route 40, Windham, NY, 12496 $297,000 2 2 1,040 0.34 Acre

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The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Ulster County Board of REALTORS®. IDX information is provided exclusively 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 deemed reliable but not guaranteed. Copyright ©2026 Ulster County Board of REALTORS®, Inc.

ByOwner last updated this listing 09/13/2026 @ 06:10

MLS: 20264252 LISTED BY: Regina Tortorella, Coldwell Banker Village GreenW SOURCE: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS)

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