7 Beds
5½ Baths
5,569 Sqft
5.30 Acres
4 Garages

Luxury Mountain Retreat | 7 Bed • 5.5 Bath • 5 Acres | Direct Windham Mountain Views | Smart Home | No HOA. Experience luxury mountain living in this brand-new custom-built 7-bedroom, 5.5-bath chalet with unobstructed views of Windham Mountain Club, set on 5 private acres just minutes from downtown Windham, NY. Designed with impeccable European craftsmanship, high-end technology, and sophisticated mountain style, this home is ideal as a primary residence, ski retreat, or luxury vacation rental. Sophisticated Interior Design- Step inside to discover an open-concept layout with soaring ceilings, panoramic windows, and a grand great room framed by the mountain landscape. The imported German kitchen and bar feature a hidden pantry, Porcelanosa counters and tile, a massive island, double dishwashers, and a professional Viking 8-burner range—a dream for chefs and entertainers. Throughout the home, every detail reflects artisan precision: handmade white oak floors and stair treads from Vermont, custom European doors from Poland (including a front door valued over 13K), and large-format Porcelanosa tile that creates a spa-like atmosphere. Four en-suite bedrooms, including a private guest suite, provide comfort and privacy. Two laundry rooms—one on each floor for added convenience. The floating glass staircase, open loft, and vaulted living spaces embody modern mountain luxury. Smart Home & Comfort Features- This home integrates advanced smart technology and everyday essentials for a seamless lifestyle: Sonos whole-home audio system, Ring cameras, & ADT security. MyQ Smart Garage controls smart thermostats & water control system. Radiant floor heating throughout and a whole-house generator for peace of mind. Two garages for vehicles, gear, and extra storage. Outdoor Living- Enjoy true mountain living on the Trex wraparound deck with a covered outdoor lounge, perfect for sunrise coffee, sunset dinners, or relaxing after a day on the slopes. The inviting front porch provides additional space to take in the crisp Catskill Mountain air and spectacular views year-round. Prime Catskills Location- Located in Windham, New York, one of the Catskills' most sought-after destinations, this property offers easy access to Windham Mountain Club for skiing, golf, hiking, mountain biking, and year-round recreation. The vibrant Windham village nearby offers boutique shopping, fine dining, and small-town charm- all just 2.5 hours from NYC. Investment Opportunity- Currently used as the owner's personal second home and a successful part-time luxury vacation rental, this property presents excellent income potential for buyers seeking a turn-key investment in the Catskills. Its combination of location, design, and amenities appeals to both high-end vacationers and full-time residents. Key Features Overview: 7 Bedrooms | 5.5 Baths | 5 Private Acres | No HOA -Direct Windham Mountain Club views -Imported German kitchen & Porcelanosa finishes -Handmade Vermont white oak floors & Polish doors- Four en-suites + two laundry rooms- Viking 8-burner range & double dishwashers- Radiant heating & whole-house generator- Full smart home system: Ring, Sonos, ADT, Garage, Thermostats, & Water control - Trex wraparound deck with covered lounge Two garages & ample storage space. This is a rare opportunity to own one of Windham's most striking new luxury homes, offering breathtaking views, modern elegance, and exceptional comfort year-round. Whether you're seeking a vacation home in the Catskills, a smart mountain estate, or an investment property near Windham Mountain, this home captures everything there is to love about upstate New York living at its finest. Windham, NY — The Catskills' premier destination for luxury ski homes and mountain retreats. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

 

The Upstate Lifestyle at 110 Old Road, Windham 

 

Beyond the property's immediate appeal, life at 110 Old Road means becoming part of Windham's vibrant four-season community. You'll be minutes from Windham Mountain's slopes in winter and its extensive trail network come summer, while The Windham Path—a scenic 1.5-mile multi-use trail—offers an easy morning walk or bike ride right from the neighborhood. The village center, a short drive away, brings together locally-owned spots like Briars & Brambles Books for browsing on rainy afternoons, Paracasa provisions for specialty groceries, and a rotating selection of restaurants that range from casual to upscale. The nearby Batavia Kill stream provides a natural backdrop for fly fishing or simply unwinding by the water. Whether you're drawn to active mountain pursuits or prefer the quieter rhythms of a walkable village with genuine character, Windham delivers both without requiring you to choose between them.

 

Facts & Features
MLS® # 20256123
Price $2,699,999
Bedrooms 7
Bathrooms 5.50
Full Baths 5
Half Baths 1
Square Footage 5,569
Acres 5.30
Year Built 2023
Type Residential
Sub-Type Single Family Residence
Style Contemporary
Status Active
MLS ucbr
Community Information
Address 110 Old Road
Area Windham
City Windham
County Greene
State NY
Zip Code 12496
Amenities
Parking Off Street, Driveway
# of Garages 4
View Mountain(s), Trees/Woods, Other
Is Waterfront No
Interior
Interior Features Bar, Entrance Foyer, High Ceilings, High Speed Internet, Kitchen Island, Open Floorplan, Pantry, Smart Home, Smart Thermostat, Walk-In Closet(s), Wet Bar
Appliances Other, Water Heater, Washer, Refrigerator, Range, Propane Cooktop, Microwave, Electric Water Heater, Dryer, Dishwasher
Heating Forced Air, Propane, Radiant
Cooling Central Air
Has Basement No
Basement None
Fireplace Yes
# of Fireplaces 2
Fireplaces Family Room, Gas Log, Great Room
Stories Tri-Level
Exterior
Exterior Frame, Wood Siding, Other
Lot Description Landscaped, Private, Secluded, Views
Roof Asphalt, Shingle
Construction Frame, Wood Siding, Other
Foundation Concrete Perimeter, Slab
School Information
District Wind-Ash-Jewett
Additional Information
Date Listed December 21st, 2025
Days on Market 25
Zoning 01
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Coldwell Banker Village GreenW
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Purchase & Financing Information

Photo of Regina Tortorella

Regina Tortorella

Office: 518-734-4200 ext. 103
Cell: 914-466-0329
Photo of Aaron Joseph Perer

Aaron Joseph Perer

Office: 518-734-4200
Cell: 845-514-0186

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Listing information last updated on January 15th, 2026 at 6:50pm EST.