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

166 Chestnut Street,Blue Mountains, ON L9Y5T5

Blue Mountains, ON L9Y5T5

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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. (id:13843)

Details

MLS #X13825876
Listing TypeFor Sale
StyleHouse
Strata Fees$105
StatusActive
Days On Site48
Listing Provided ByBosley Real Estate Ltd. | JUSTIN BOCK

Features

Bed(s)6
Bath(s) 5 Total
SQ Feet2,500
Garage4
BasementY
Story(s)2
ZoningR1-3-62-H19

Interior

CoolingCentral air conditioning
HeatingForced air, Natural gas
AppliancesWasher, Refrigerator, Dishwasher, Wine Fridge, Stove, Dryer, Microwave
Fireplace Yes / NoYes
Fireplaces Total2

Exterior

Lot FeaturesSump Pump
Foundation DetailsPoured Concrete

Parking

Parking FeaturesAttached Garage, Garage
Parking Total4

Utilities

UtilitiesSewer, Electricity, Cable
SewerSanitary sewer
Water SourceMunicipal water

Taxes

Tax Annual Amount6935

Area Information

ProvinceON
CityBlue Mountains
Postal CodeL9Y5T5
Listing VS Median (in L9Y5T5)
Price:
$1,879,900
low | high
Med:
$1,339,450
78.748869620725% of Average
sqft:
2,500
low | high
Med:
2,000
70% of Average
$ / sqft:
$752
low | high
Med:
$642
64.581449367874% of Average
On site:
48
low | high
Med:
41
100% of Average
Sourced by Back At You

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Learn More About This Property

ProvinceON
CityBlue Mountains
Postal CodeL9Y5T5
Listing VS Median (in L9Y5T5)
Price:
$1,879,900
low | high
Med:
$1,339,450
78.748869620725% of Average
sqft:
2,500
low | high
Med:
2,000
70% of Average
$ / sqft:
$752
low | high
Med:
$642
64.581449367874% of Average
On site:
48
low | high
Med:
41
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $1.409M - $2.349M
sqft: 1,500 - 3,000
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125 STONELEIGH DRIVE Property Photo 1
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125 Stoneleigh Drive
Blue Mountains, ON L9Y4X5
122 YELLOW BIRCH CRESCENT Property Photo 1
$1,999,000
122 Yellow Birch Crescent
Blue Mountains, ON L9Y0Y5
Listing Updated: October 19, 2026 at 5:23:11 PM PDT