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110 Old Road, Windham, NY 12496

$2,500,000
Property Type: Residential Bedrooms: 7 Baths: 6 Square Footage: 5,569 Lot Size (sq. ft.): 230,868 Status: Active
Current Price: $2,500,000 List Date: 12/21/2025 Last Modified: 2/16/2026

Description

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.

More Information MLS# 20256123

Contract Information

Listing Agreement: Exclusive Right To Sell Owner Name: The Lauren Rudaw Occupant Type: Owner Occupant Name: Rudaw Living Trust Lease Considered YN: No Current Price: $2,500,000 Original List Price: 2699999 List Price: $2,500,000 Status: Active Listing Contract Date: 2025-12-21 Property Sub Type: Single Family Residence

Location, Tax, and Legal

911 Address: 110 Old Road Township: Windham School District: Wind-Ash-Jewett General Tax: 7902 School Tax: 8868 Tax Annual Amount: 16770 Assessors Full Market Value: 1899522 Tax Assessed Value: 994400 Tax Legal Description: 79.00-7-1 Parcel Number: 79.00-7-1 Tax Lot: 1 Tax Block: 7 Tax Exemptions YN: No Zoning: 01 Directions: Route 23, Windham to Old Road. Continue up Old Road for approximately 1.5 miles; house is on the Right.

General Property Information

Bathrooms Half: 1 Above Grade Finished Area: 5569 Below Grade Finished Area: 0 Lot Size Acres: 5.3 New Construction YN: No Garage YN: Yes Attached Garage YN: Yes Garage Spaces: 4 Sign On Property YN: Yes Basement YN: Yes Fireplace YN: Yes Fireplaces Total: 2 List Price/SqFt: 448.91 Bedrooms Total: 7 Bathrooms Total: 6 Bathrooms Full: 5 Living Area: 5569 Year Built: 2023

Remarks and Miscellaneous

Public Remarks: 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.

Status Change Information

Status Change Timestamp: 2025-12-21 Major Change Timestamp: 2026-02-16T23:33:00Z Major Change Type: Price Reduced Price Change Timestamp: 2026-02-16T23:33:00Z

Appliances

Dishwasher: 1 Dryer: 1 Electric Water Heater: 1 Microwave: 1 Propane Cooktop: 1 Range: 1 Refrigerator: 1 Washer: 1 Water Heater: 1 Other: 1

Architectural Style

Contemporary: 1

Basement

None: 1

Book Information

Liber/Book: 2360 Page: 14520 Section: 79.00

Construction Materials

Frame: 1 Wood Siding: 1 Other: 1

Cooling

Central Air: 1

Electric

200+ Amp Service: 1

Fireplace Features

Family Room: 1 Gas Log: 1 Great Room: 1

Flooring

Tile: 1 Wood: 1 Other: 1

Foundation Details

Concrete Perimeter: 1 Slab: 1

Heating

Forced Air: 1 Propane: 1 Radiant: 1

Interior Features

Bar: 1 Entrance Foyer: 1 High Ceilings: 1 High Speed Internet: 1 Kitchen Island: 1 Open Floorplan: 1 Pantry: 1 Smart Home: 1 Smart Thermostat: 1 Walk-In Closet(s): 1 Wet Bar: 1

Laundry Features

Inside: 1 Sink: 1

Levels

Tri-Level: 1

Lot Features

Landscaped: 1 Private: 1 Secluded: 1 Views: 1

Other Equipment

Generator: 1

Parking Features

Driveway: 1 Off Street: 1

Patio And Porch Features

Deck: 1 Porch: 1

Road Surface Type

Paved: 1

Roof

Asphalt: 1 Shingle: 1

Security Features

Security System: 1

Sewer

Engineered Septic: 1 Septic Tank: 1

Structure Type

House: 1

View

Mountain(s): 1 Trees/Woods: 1 Other: 1

Water Source

Well: 1

Window Features

Casement Window(s): 1 Double Hung Window(s): 1

Showing Requirements

Appointment Only: 1 Call Listing Agent: 1 Email Listing Agent: 1 Listing Agent Must Accompany: 1 Text Listing Agent: 1

Showing Information

Showing Attended YN: Yes

Location Tax and Legal

Street Number: 110 Street Name: Old Street Suffix: Road County: Greene State: NY Zip Code: 12496 Town (Taxable): Windham

Property Features

Appliances: Dishwasher; Dryer; Electric Water Heater; Microwave; Propane Cooktop; Range; Refrigerator; Washer; Water Heater; Other Architectural Style: Contemporary Basement: None Construction Materials: Frame; Wood Siding; Other Cooling: Central Air Electric: 200+ Amp Service Fireplace Features: Family Room; Gas Log; Great Room Flooring: Tile; Wood; Other Foundation Details: Concrete Perimeter; Slab Heating: Forced Air; Propane; Radiant 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 Laundry Features: Inside; Sink Levels: Tri-Level Lot Features: Landscaped; Private; Secluded; Views Other Equipment: Generator Parking Features: Driveway; Off Street Patio And Porch Features: Deck; Porch Road Surface Type: Paved Roof: Asphalt; Shingle Security Features: Security System Sewer: Engineered Septic; Septic Tank Structure Type: House View: Mountain(s); Trees/Woods; Other Water Source: Well Window Features: Casement Window(s); Double Hung Window(s) Showing Requirements: Appointment Only; Call Listing Agent; Email Listing Agent; Listing Agent Must Accompany; Text Listing Agent
Listing Courtesy of Coldwell Banker Village GreenW
Listing Agent: Regina Tortorella
Information deemed reliable but not guaranteed.