For Sale: 166 Chestnut Street, Blue Mountains, ON - REW
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$1,879,900
6 bd • 5 ba • 2500 - 2999 sf • House
166 Chestnut Street
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$1,879,900
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166 Chestnut StreetBlue Mountains, ON, L9Y 5T5

Blue Mountain Resort Area
  • 6 Bed
  • 5 Bath
  • 2500 - 2999 Sqft
  • House

About this home

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:63626)
Listed by: JUSTIN BOCK, Salesperson, Bosley Real Estate Ltd.

Home facts and features

Price details
List Price
$1,879,900
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Gross Taxes for 2026
$6,935
Strata Maintenance Fees
$105 Monthly
Home facts
Bedrooms
6
Full Bathrooms
4
Partial Bathrooms
1
Parking Spaces
4
Parking Details
Garage, Attached Garage
Property Type
House
Lot Size
49 ft x 115 ft (5748 ft²)
Depth
115.2 feet
Frontage
49.1 feet
Title
Freehold
Exterior Finish
Stone, Hardboard
Heating Type
Forced air, Natural gas
Cooling
Central air conditioning
Basement Details
Finished, Full
Features
Fireplace(s), Sump Pump
Appliances
Dishwasher, Dryer, Microwave, Refrigerator, Stove, Washer, Wine Fridge
Community
Agent details
Primary Agent
JUSTIN BOCK
Primary Broker
Bosley Real Estate Ltd.
Listing details
Days on REW
1 Day
MLS® Number
X13825876
Source
Canadian Real Estate Association
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25 Years
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Property Insights

Pretty River Academy
  • Private
  • PS - 12
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Call Agent
Salesperson
JUSTIN BOCK
Phone:
905-399-3963
Cell:
(905) 399-3963
Office:
705-444-9990
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