$1,879,900
 $10,092 est/mo Sourced by Back At You

166 Chestnut Street,Blue Mountains, ON L9Y 5T5

Blue Mountains, ON L9Y 5T5

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Description

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. Furniture package can be negotiated.

Details

MLS #X13825876
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusSold Conditional
Year0
Days On Site51
Listing Provided ByBosley Real Estate Ltd. | X13825876 549700

Features

Bed(s)6
Bath(s)5
Garage2
BasementY
Story(s)2
Acreage0.13
Property ViewForest, Pond, Park, Greenbelt

Interior

Interior FeaturesSump Pump, Storage
CoolingCentral Air
Heat SourceGas
Fireplace FeaturesNatural Gas
Fireplace Yes / NoYes

Exterior

RoofAsphalt Shingle
Foundation DetailsPoured Concrete
ViewForest, Pond, Park/Greenbelt
Construction MaterialsStone, Hardboard

Parking

Garage Yes / NoYes

Utilities

SewerSewer

Taxes

Tax Annual Amount6935
Tax Legal DescriptionLOT 78, PLAN 16M94 TOGETHER WITH AN UNDIVIDED COMMON INTEREST IN GREY COMMON ELEMENTS CONDOMINIUM CORPORATION NO. 136 SUBJECT TO AN EASEMENT AS IN GY270310 TOWN OF THE BLUE MOUNTAINS
Tax Year2026

Area Information

ProvinceON
CountyGrey County
CityBlue Mountains
Postal CodeL9Y 5T5
AreaBlue Mountains
Listing VS Median (in L9Y 5T5)
Price:
$1,879,900
low | high
Med:
$0
On site:
51
low | high
Med:
Sourced by Back At You

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Learn More About This Property

ProvinceON
CountyGrey County
CityBlue Mountains
Postal CodeL9Y 5T5
AreaBlue Mountains
Listing VS Median (in L9Y 5T5)
Price:
$1,879,900
low | high
Med:
$0
On site:
51
low | high
Med:
Sourced by Back At You
Listing Updated: November 11, 2026 at 3:46:09 PM PST