Raluca MacKenzie Real Estate - RE/MAX Hallmark Chay

46
$1,879,900 Sale
Listed 18 days ago
166 Chestnut Street
· 5+1
· 5
· 2
· 2500-3000
Listing History
Buy/Sell/Terminated/Expired listing history for 166 Chestnut Street
Key Facts
Key facts for 166 Chestnut Street
Property Type
House, 2-Storey
Parking
Attached 2 garage, 2 parking
MLS #
X13825876
Size
2500-3000 sqft
Basement
Full,Finished
Listed on
2026-09-24
Lot size
50 x 115.16
Tax
$6,935 /yr
Days on Market
19
Approximate Age
0-5
Maintenance Fee
-
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 b...asement, 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.
Room Types
Bedroom 2
-
Dimensions 9.25 x 12.5 feet
115.62 sqft
Bedroom 3
-
Dimensions 9.25 x 12.76 feet
118.03 sqft
Bedroom 4
-
Dimensions 10.76 x 12.99 feet
139.77 sqft
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Courtesy of: Bosley Real Estate Ltd.