Just Listed
Address
166 Chestnut Street, Blue Mountains, ON
Price
$ 1,879,900
Property Attributes
  • ID#X13825876
  • TypeSingle Family
  • Listing Status New
  • CityBlue Mountains
  • AreaBlue Mountains
  • NeighbourhoodBlue Mountains
  • Postal CodeL9Y 5T5
  • Style2-Storey
  • Taxes$ 6935
  • Price$ 1,879,900
  • Bedrooms6
  • Full Bathrooms5
  • Half Bathrooms0
  • Sqr Footage2500-3000
Data Source:
Toronto Real Estate Board (TRREB)
Property 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.

Price History
9/24/2026 Listed $1,879,900

General Features

Sewer Sewer
Cooling Central Air
Roof Asphalt Shingle
Architectural Style 2-Storey
Pool Features None
Construction Materials Stone,Hardboard
View Forest,Pond,Park/Greenbelt
Heater Type Forced Air
Parking Spaces 2
Property Subtype Detached
Tax Year 2026
Lot Depth 115.16
PropertyFeatures Golf,Park,School Bus Route,School,Skiing
County Grey County
New Construction No
Property Type Residential Freehold
Attached Garage No
Facing Direction West
Garage Y/N Yes
Status New
City Blue Mountains
Senior Community Y/N No
Lot Size Units Feet
Property Attached Y/N No
Tax Annual Amount 6935.0
Virtual Tour https://sites.elevatedphotos.ca/166chestnutstreet
Standard Status Active
Occupancy Type Owner
Legal Description LOT 78,PLAN 16M94 TOGETHER WITH AN UNDIVIDED COMMON INTEREST IN GREY COMMON ELEMENTS CONDOMINIUM CORPORATION NO. 136 SUBJECT TO AN EASEMENT AS IN GY270310 TOWN OF THE BLUE MOUNTAINS

Interior Features

Interior Amenities Sump Pump,Storage
Basement Full,Finished
Fireplace Features Natural Gas
Heat Source Gas
Basement (Y/N) No
Air Conditioning Y/N Yes
Heating Y/N Yes
Fireplace Y/N Yes
Total Bedrooms 6
Elevator? No
Total Baths 5
Bedrooms 5+1
Living Area Range 2500-3000

Exterior Features

Total Parking 4.0
Garage Type Attached
Foundation Details Poured Concrete
Spa No
Lot Size Source GeoWarehouse
Waterfront Y/N No
Covered Spaces 2.0

Amenities

  • Views
  • New Construction
  • Adult 55+
  • Lease To Own
  • No Strata Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in L9Y 5T5

Price
AVG $1.34M
$1.88M
Taxes
AVG $5,741
$6,935

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