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166 Chestnut Street, Blue Mountains

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:5764)

6 Beds ⋅ 5 Baths ⋅ X13825876 MLS® #

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:5764)

166 Chestnut Street, Blue Mountains

Listing courtesy of Bosley Real Estate Ltd..

165 Sugar Maple Street, Blue Mountains

BUILDER COLLECTION HOME - fully fenced, and ready to move-in! Crawford model with inside garage access. Over $100k in extras including; Full appliance package, Luxury vinyl flooring in all main areas, bedrooms & basement, Stone countertops throughout, Central air conditioning, Upgraded kitchen cabinets, Freestanding tub in primary ensuite, and much more. Welcome to Windfall! Steps from The Shed, the community's own unique gathering place nestled in a clearing in the forest. Featuring a year-round heated pool, fitness area, and social spaces, The Shed offers a perfect spot for relaxation and recreation. Surrounded by the winding trail system that connects the neighborhoods of semi-detached and detached Mountain Homes at Windfall. So close to the Mountain its as if you're part of it. (id:5764)

3 Beds ⋅ 4 Baths ⋅ X13249064 MLS® #

BUILDER COLLECTION HOME - fully fenced, and ready to move-in! Crawford model with inside garage access. Over $100k in extras including; Full appliance package, Luxury vinyl flooring in all main areas, bedrooms & basement, Stone countertops throughout, Central air conditioning, Upgraded kitchen cabinets, Freestanding tub in primary ensuite, and much more. Welcome to Windfall! Steps from The Shed, the community's own unique gathering place nestled in a clearing in the forest. Featuring a year-round heated pool, fitness area, and social spaces, The Shed offers a perfect spot for relaxation and recreation. Surrounded by the winding trail system that connects the neighborhoods of semi-detached and detached Mountain Homes at Windfall. So close to the Mountain its as if you're part of it. (id:5764)

165 Sugar Maple Street, Blue Mountains

Listing courtesy of Bosley Real Estate Ltd..