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16 White Way, Windham, NY 12496 (MLS# 20263285)

$2,300,000
16 White Way
Windham, NY 12496
MLS# 20263285
Status: Pending
5 beds  |  5 baths  |  4069 sqft
Stunning Timber-frame sits directly on the White Way trail at Windham Mountain CLub
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Stunning Timber-frame sits directly on the White Way trail at Windham Mountain CLub Soaring ceilings, two story walls of glass, gorgeous floor to ceiling stone fireplace and gleaming wood floors flow underfoot Soaring ceilings, two story walls of glass, gorgeous floor to ceiling stone fireplace and gleaming wood floors flow underfoot Soaring ceilings, two story walls of glass, gorgeous floor to ceiling stone fireplace and gleaming wood floors flow underfoot Open floor plan photo_online_065 photo_online_054 photo_online_046 photo_online_034 French doors open to wrap around deck. Ski in/Ski out photo_online_050 photo_online_051 photo_online_049 photo_online_029 photo_online_022 photo_online_024 photo_online_025 photo_online_023 photo_online_020 photo_online_026 photo_online_037 photo_online_035 photo_online_039 photo_online_021 photo_online_027 photo_online_028 photo_online_040 photo_online_041 photo_online_043 photo_online_044 First floor en-suite with access to the wraparound deck First floor en-suite with access to the wraparound deck First floor en-suite with access to the wraparound deck First floor en-suite with access to the wraparound deck First floor en-suite with access to the wraparound deck First floor en-suite with access to the wraparound deck Second floor loft Second floor primary en-suite with vaulted ceiling, walk-in closet, bathroom with double vanities, soaking tub and steam shower Loft photo_online_063 photo_online_064 Second floor primary en-suite with vaulted ceiling, walk-in closet, bathroom with double vanities, soaking tub and steam shower Second floor primary en-suite with vaulted ceiling, walk-in closet, bathroom with double vanities, soaking tub and steam shower Second floor primary en-suite with vaulted ceiling, walk-in closet, bathroom with double vanities, soaking tub and steam shower Second floor primary en-suite with vaulted ceiling, walk-in closet, bathroom with double vanities, soaking tub and steam shower Second floor primary en-suite with vaulted ceiling, walk-in closet, bathroom with double vanities, soaking tub and steam shower Second floor primary en-suite with vaulted ceiling, walk-in closet, bathroom with double vanities, soaking tub and steam shower Second floor primary en-suite with vaulted ceiling, walk-in closet, bathroom with double vanities, soaking tub and steam shower Sun-drenched primary bathroom with vaulted ceiling Sun-drenched primary bathroom with vaulted ceiling Sun-drenched primary bathroom with vaulted ceiling Sun-drenched primary bathroom with vaulted ceiling Sun-drenched primary bathroom with vaulted ceiling Flex Room on second floor can be incorporated as an extension to the primary bedroom and used as a home office, gym, etc or used as an additional sleeping area Flex Room on second floor can be incorporated as an extension to the primary bedroom and used as a home office, gym, etc or used as an additional sleeping area Public Flex Room on second floor can be incorporated as an extension to the primary bedroom and used as a home office, gym, etc or used as an additional sleeping area Public Family Room: virtually staged Family Room: virtually staged Family Room: virtually staged Full Bathroom & Two of the three bedrooms in the lower level photo_offline_002 photo_offline_001 One of three bedrooms in the lower level One of three bedrooms in the lower level One of three bedrooms in the lower level Two of three bedrooms (Bunk Room) in the lower level Two of three bedrooms (Bunk Room) in the lower level Full Bathroom in the lower level Full Bathroom: the lower level Full bathroom: lower level Formal Entrance Formal Entrance Formal Entrance Formal entrance Formal entrance Dedicated Ski/Boot Room Heated Ski/Boot Room with custom storage cubbies, ski racks, and built in benches Heated Ski/Boot Room with custom storage cubbies, ski racks, and built in benches Heated Ski/Boot Room with custom storage cubbies, ski racks, and built in benches Heated Ski/Boot Room with custom storage cubbies, ski racks, and built in benches Heated Ski/Boot Room with custom storage cubbies, ski racks, and built in benches. Ski from door to trail Heated Ski/Boot Room with custom storage cubbies, ski racks, and built in benches. Ski from door to trail Trail Access just outside this door Ski off of your deck and on to the trail! Ski off of your deck and on to the trail! Ski directly on to the White Way trail right from your door! Ski directly on to the White Way trail right from your door! Ski off of your deck and on to the trail! Ski directly on to the White Way trail right from your door! White Way White Way Ski off of your deck and on to the trail! photo_offline_022 photo_offline_013 photo_offline_014 photo_offline_015 photo_offline_024 photo_offline_026 photo_offline_027 photo_offline_030 photo_offline_031 Windham Mountain Club Windham Mountain Club

Property Description
This Property is Not Under Contract and is still Fully Available as of 9/2. If Interested, Schedule a Showing! There are ski homes, and then there are homes that truly define what ski-in/ski-out living is meant to be. Positioned directly on Windham Mountain Club's coveted White Way trail, this extraordinary timber-frame residence offers what is arguably the most desirable slope-side location on the mountain. No shuttles. No parking lots. No loading gear into the car. Simply step into your heated ski room, click into your bindings, and glide directly onto White Way. Built with timeless timber-peg construction, the home embraces the character and warmth of a classic mountain lodge while delivering the space and comfort expected in a luxury retreat. From the moment you step inside, you're welcomed by the calming aroma of natural wood--a subtle yet unmistakable reminder that you've escaped to the mountains. Rich wood-clad walls, soaring vaulted ceilings, and exposed beams create an atmosphere that is both grand and comforting, evoking the feeling of a private alpine retreat. Walls of glass flood the home with natural light while framing breathtaking mountain views in every season. The remarkable great room serves as the heart of the home, anchored by a magnificent wood-burning fireplace and framed by two stories of windows that bring the mountain directly indoors. During ski season, the ever-changing backdrop is nothing short of magical as cherished guests carve their way down the trail just beyond the glass. The open-concept floor plan was designed for gathering. The kitchen, dining, and living spaces flow seamlessly together, creating the perfect setting for après-ski entertaining and holiday weekends. A heated ski and boot room with brick flooring offers direct access to both the expansive deck and the trail, providing a dedicated space to store equipment, shed winter gear, and transition effortlessly from the slopes to the warmth of the home. The first floor features a private en-suite bedroom with direct deck access, ideal for guests. Upstairs, the primary suite occupies a privileged position of its own, complete with a walk-in closet, double vanities, a separate shower, and a soaking tub perfectly positioned to capture serene mountain views. An adjoining flex room offers endless possibilities such as a private office, fitness room, reading retreat, or additional sleeping space, allowing the entire second floor to function as an exclusive owner's sanctuary. The lower level accommodates additional bedrooms and baths, along with laundry and utility spaces, providing ample room for all your guests. A recently replaced roof adds peace of mind, while the quality craftsmanship and enduring beauty of the timber-frame construction ensure this home will remain as timeless as the mountain itself. Opportunities to own true ski-in/ski-out property at Windham Mountain Club are exceptionally rare. Opportunities to own one directly on White Way are rarer still. For those who dream of first tracks in the morning, unforgettable après-ski evenings by the fire, and a home that fully embraces the mountain lifestyle, this is the one. **Roof was replaced in 2025** Drone video available on most sites showing the direct trail access. 3D virtual tour and floorplans available upon request.

Details
Contract Information
Current Price: $2,300,000
Original List Price: 2300000
List Price: $2,300,000
Status: Pending
Listing Contract Date: 2026-06-16
Property Sub Type: Single Family Residence
Listing Agreement: Exclusive Right To Sell
Owner Name: Alexis Tomaino
Occupant Type: Owner
Lease Considered YN: No
General Property Information
Bedrooms Total: 5
Bathrooms Total: 5
Bathrooms Full: 4
Bathrooms Half: 1
Above Grade Finished Area: 2440
Below Grade Finished Area: 1629
Living Area: 4069
New Construction YN: No
Year Built: 1999
Garage YN: No
Lot Size Acres: 0.3
Basement YN: Yes
Stories: 3
Fireplace YN: Yes
Fireplaces Total: 1
Sign On Property YN: No
List Price/SqFt: 565.25
Remarks and Miscellaneous
Public Remarks: This Property is Not Under Contract and is still Fully Available as of 9/2. If Interested, Schedule a Showing! There are ski homes, and then there are homes that truly define what ski-in/ski-out living is meant to be. Positioned directly on Windham Mountain Club's coveted White Way trail, this extraordinary timber-frame residence offers what is arguably the most desirable slope-side location on the mountain. No shuttles. No parking lots. No loading gear into the car. Simply step into your heated ski room, click into your bindings, and glide directly onto White Way. Built with timeless timber-peg construction, the home embraces the character and warmth of a classic mountain lodge while delivering the space and comfort expected in a luxury retreat. From the moment you step inside, you're welcomed by the calming aroma of natural wood--a subtle yet unmistakable reminder that you've escaped to the mountains. Rich wood-clad walls, soaring vaulted ceilings, and exposed beams create an atmosphere that is both grand and comforting, evoking the feeling of a private alpine retreat. Walls of glass flood the home with natural light while framing breathtaking mountain views in every season. The remarkable great room serves as the heart of the home, anchored by a magnificent wood-burning fireplace and framed by two stories of windows that bring the mountain directly indoors. During ski season, the ever-changing backdrop is nothing short of magical as cherished guests carve their way down the trail just beyond the glass. The open-concept floor plan was designed for gathering. The kitchen, dining, and living spaces flow seamlessly together, creating the perfect setting for après-ski entertaining and holiday weekends. A heated ski and boot room with brick flooring offers direct access to both the expansive deck and the trail, providing a dedicated space to store equipment, shed winter gear, and transition effortlessly from the slopes to the warmth of the home. The first floor features a private en-suite bedroom with direct deck access, ideal for guests. Upstairs, the primary suite occupies a privileged position of its own, complete with a walk-in closet, double vanities, a separate shower, and a soaking tub perfectly positioned to capture serene mountain views. An adjoining flex room offers endless possibilities such as a private office, fitness room, reading retreat, or additional sleeping space, allowing the entire second floor to function as an exclusive owner's sanctuary. The lower level accommodates additional bedrooms and baths, along with laundry and utility spaces, providing ample room for all your guests. A recently replaced roof adds peace of mind, while the quality craftsmanship and enduring beauty of the timber-frame construction ensure this home will remain as timeless as the mountain itself. Opportunities to own true ski-in/ski-out property at Windham Mountain Club are exceptionally rare. Opportunities to own one directly on White Way are rarer still. For those who dream of first tracks in the morning, unforgettable après-ski evenings by the fire, and a home that fully embraces the mountain lifestyle, this is the one. **Roof was replaced in 2025** Drone video available on most sites showing the direct trail access. 3D virtual tour and floorplans available upon request.
Status Change Information
Major Change Timestamp: 2026-09-16T21:05:23Z
Major Change Type: Status Change
Status Change Timestamp: 2026-09-16
Purchase Contract Date: 2026-09-16
Book Information
Liber/Book: 2021
Page: 886
Section: 95.10
Showing Information
Showing Attended YN: Yes
Showing Instructions: Buyer's pre-approval of POF required prior to showings being confirmed
Location Tax and Legal
Street Number: 16
Street Name: White
Street Suffix: Way
County: Greene
State: NY
Zip Code: 12496
Town (Taxable): Windham
Property Features
Appliances: Dishwasher; Electric Water Heater; Range; Refrigerator; Washer/Dryer; Water Heater
Architectural Style: Other
Basement: Finished; Full; Walk-Up Access
Construction Materials: Frame; Stone; Wood Siding; Other
Electric: 200+ Amp Service
Fireplace Features: Great Room; Wood Burning
Flooring: Ceramic Tile; Tile; Wood; Other
Foundation Details: Concrete Perimeter; Slab
Heating: Oil; Radiant
Interior Features: Beamed Ceilings; Breakfast Bar; Entrance Foyer; High Ceilings; High Speed Internet; Open Floorplan; Pantry; Primary Downstairs; Soaking Tub; Vaulted Ceiling(s); Walk-In Closet(s)
Laundry Features: Inside; Laundry Room
Levels: Tri-Level
Parking Features: Driveway; Off Street
Patio And Porch Features: Deck; Front Porch; Wrap Around
Road Surface Type: Paved
Roof: Asphalt; Shingle
Security Features: Security System
Sewer: Public Sewer
Showing Considerations: See Remarks
Structure Type: House
Utilities: Underground Utilities
View: Mountain(s); Other
Water Source: Public
Window Features: Casement Window(s)
Showing Requirements: Appointment Only; Showing Service; See Remarks
Listing Courtesy of Coldwell Banker Village GreenW
Listing Agent: Regina Tortorella

Information deemed reliable but not guaranteed.

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