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    For Sale - 166 Chestnut Street, Blue Mountains, Ontario

    Est payment $9,027/mo
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    Time on Jump  9 day

    AI Summary *

    • Rare home with direct pond access and expansive green space views.
    • Generous 4,000 sq. ft. living space with thoughtful and upscale design.
    • Upper level features five spacious bedrooms, including two private retreats.
    • Walkout lower level with family room, wet bar, and gym options.
    • Massive deck and porch overlooking landscaped area for outdoor enjoyment.




    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.
    Listing IDX13825876
    Address166 Chestnut Street
    CityBlue Mountains, Ontario
    Price$1,879,900
    Bed / Bath6 / 5 Full
    Style2-Storey, Detached
    ConstructionStone, Hardboard
    TypeResidential
    StatusFor Sale

    Subtype DetachedIndoor Features Sump Pump, StorageAmenities Golf, Park, School Bus Route, School, SkiingOwnership FreeholdViews Forest, Pond, Park/GreenbeltBasement Full, FinishedFoundation Poured ConcreteHeating / Cooling Forced AirHeating Fuel GasSewer Sewer

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    Listing Brokerage: Bosley Real Estate Ltd.

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    166 Chestnut Street
    Blue Mountains , Ontario
    6 5 $1,879,900
    Get more info