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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.

Highlights

  • Residential
  • Single Family Residence
  • Built in 2004
  • 5.2 Acre Lot
  • 106 days on Market

  • Bedrooms
    3
  • Bathrooms
    3
  • Year Built
    2004
  • Architectural Style
    Log
  • Construction Materials
    Wood Siding, Log
  • Foundation
    Concrete Perimeter
  • Parking Features
    Driveway
  • Living Area
    2236.0
  • Interior Features
    Ceiling Fan(s), Vaulted Ceiling(s), Open Floorplan
  • Appliances
    Dishwasher, Refrigerator, Water Heater, Washer/Dryer Stacked, Built-In Electric Oven
  • Flooring
    Wood
  • Exterior Features
    Fire Pit, Private Yard
  • Patio And Porch
    Deck, Front Porch, Rear Porch
  • Cooling
    Ceiling Fan(s)
  • Heating
    Oil

  • Acres
    5.2
  • Lot Features
    Wooded, Secluded, Private, Many Trees
  • View
    Mountain(s), Other
  • Water
    Private, Well

  • Area
    Windham
  • County
    Greene
  • City
    Windham
  • Zip Code
    12496

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Frequently Asked Questions

How do I schedule a tour of 89 Sky Hill Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 89 Sky Hill Rd.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 89 Sky Hill Rd?

Click Ask a Question to talk with our team. You already know it is a 3 bed, 3 bath, listed for $925,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Windham, and can even get you in to see the property quickly.

How do I get a virtual tour of 89 Sky Hill Rd?

Yes! A virtual tour is available for 89 Sky Hill Rd. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.

How much is the monthly mortgage payment for 89 Sky Hill Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 89 Sky Hill Rd at around $5,765. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 89 Sky Hill Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Greene County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 89 Sky Hill Rd?

In most cases, yes. Whether 89 Sky Hill Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Windham's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 89 Sky Hill Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Windham and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $925,000 with 2,236 sqft of space—that comes out to approximately $414 per square foot.

How long has this property been on the market?

89 Sky Hill Rd was listed on July 27, 2026, which means it's been on the market for 106 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 2004, making it approximately 22 years old.

What is the lot size of this property?

89 Sky Hill Rd sits on a 5.2-acre lot, which is 226,512 square feet.

What are the property taxes for 89 Sky Hill Rd?

The most recent public record shows annual property taxes for 89 Sky Hill Rd were approximately $6,009. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 89 Sky Hill Rd still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information 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 by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS). All rights reserved.

Last Updated: November 09, 2026 at 12:15PM | Source: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS) | MLS#: 20264252