166 CHESTNUT STREET, The Blue Mountains, Ontario L9Y 5T5

166 CHESTNUT STREET, The Blue Mountains, Ontario L9Y 5T5

$1,879,900.00

  • 6 bedrooms
  • 5 bathrooms

A rare expression of design, setting and four-season living in Windfall.One of only ten homes backing directly onto the pond and expansive green space, this exceptional residence enjoys a coveted 115-foot-deep lot and nearly 4,000 sq. ft. of beautifully finished living space. With its rare walkout basement, generous scale and thoughtful design, this is a home that feels distinctly different from the rest.The main living spaces are beautifully appointed with a custom kitchen featuring a 36-inch commercial-style gas range, bespoke laundry room, designer lighting and high-end plumbing fixtures sourced through Georgian Design Center. The upper level ... read more

A rare expression of design, setting and four-season living in Windfall.One of only ten homes backing directly onto the pond and expansive green space, this exceptional residence enjoys a coveted 115-foot-deep lot and nearly 4,000 sq. ft. of beautifully finished living space. With its rare walkout basement, generous scale and thoughtful design, this is a home that feels distinctly different from the rest.The main living spaces are beautifully appointed with a custom kitchen featuring a 36-inch commercial-style gas range, bespoke laundry room, designer lighting and high-end plumbing fixtures sourced through Georgian Design Center. The upper level offers five bedrooms, including two expansive suites that each feel like a private primary retreat, complete with ensuites and walk-in closets. The principal primary suite elevates the experience further with a custom built-in closet and an oversized glass shower. A fifth bedroom offers flexibility as a guest room, office or dedicated media room.Every detail, down to the custom drapery has been intentionally selected to create a home that feels sophisticated, warm and effortlessly livable.The walkout lower level extends the living space with a huge family room, built-in wet bar, 108-bottle wine fridge, full bathroom and additional bedroom currently styled as a home gym. Outside, a massive deck and covered porch overlook the pond and green space, complemented by a full irrigation system for effortless landscaping and maintenance.Featured in Our Homes Magazine in Summer 2025, the home reflects a level of design and finish that is immediately evident.And then there is Windfall - pools, The Shed, walking trails and an effortless connection to Blue Mountain and the surrounding landscape, all just moments from the Village and ski hills.A truly special opportunity to own one of Windfall's most distinctive homes, in one of its most coveted settings. (id:25417)

  • Listing ID: X13825876
  • Property Type: Single Family
Property
Ownership: Freehold
$105.00 / Monthly
Lot Size: 49.9 by 115.2 FT
Parking: Attached Garage
4 Spaces
Building
Type: Single Family House
Appliances: Dryer, Microwave, Refrigerator, Stove, Washer, Wine Fridge and Dishwasher
HVAC: Central Air Conditioning, Fireplace and Forced Air
Natural Gas
Exterior: Stone and Hardboard
Basement: Full (Finished)
Utilities: Sanitary Sewer
Location
Town: The Blue Mountains
Province: Ontario
Nearby Amenities: Golf Nearby, Park, Schools and Ski Area
Community Features: School Bus
Rooms Level Dimensions
Bedroom 5 Second level 6.1 m x 4.72 m
Bedroom 2 Second level 2.82 m x 3.81 m
Bedroom 3 Second level 2.82 m x 3.89 m
Bedroom 4 Second level 3.28 m x 3.96 m
Recreational, Games room Basement 8.15 m x 6.55 m
Bedroom 5 Basement 3.05 m x 3.66 m
Office Main level 3.28 m x 2.74 m
Dining room Main level 3.28 m x 3.96 m
Kitchen Main level 3.2 m x 4.88 m
Living room Main level 5.18 m x 4.88 m
Laundry room Main level 4.65 m x 3.05 m

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166 CHESTNUT STREET, The Blue Mountains, Ontario L9Y 5T5
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This property, located on Chestnut Street in The Blue Mountains Ontario, was published on September 24th, 2026. See if this home suits your needs, or speak with an agent about subscribing to similar homes. At MoveMeTo.com, we make finding homes for sale in The Blue Mountains convenient.