$1,879,900
Available - For Sale
Listing ID: X13825876
166 Chestnut Street , Blue Mountains, L9Y 5T5, Grey County


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 $1,879,900
Taxes: $6935.00
Occupancy: Owner
Address: 166 Chestnut Street , Blue Mountains, L9Y 5T5, Grey County
Directions/Cross Streets: Grey Rd 19/Crosswinds Blvd
Rooms: 17
Bedrooms: 5
Bedrooms +: 1
Family Room: T
Basement: Full, Finished
  Level/Floor Room Length(ft) Width(ft) Descriptions
Room 1 Main Office 10.76 8.99
Room 2 Main Dining Ro 10.76 12.99
Room 3 Main Kitchen 10.5 16.01
Room 4 Main Living Ro 16.99 16.01
Room 5 Main Laundry 15.25 10
Room 6 Second Bedroom 5 20.01 15.48
Room 7 Second 12.99 16.01
Room 8 Second Bedroom 2 9.25 12.5
Room 9 Second Bedroom 3 9.25 12.76
Room 10 Second Bedroom 4 10.76 12.99
Room 11 Basement Recreatio 26.73 21.48
Room 12 Basement Bedroom 5 10 12
Washroom Type No. of Pieces Level
Washroom Type 1 2
Washroom Type 2 5
Washroom Type 3 3
Washroom Type 4 4
Washroom Type 5 0
Washroom Type 6 2
Washroom Type 7 5
Washroom Type 8 3
Washroom Type 9 4
Washroom Type 10 0
Washroom Type 11 2
Washroom Type 12 5
Washroom Type 13 3
Washroom Type 14 4
Washroom Type 15 0
Total Area: 0.00
Approximatly Age: 0-5
Property Type: Detached
Style: 2-Storey
Exterior: Stone, Hardboard
Garage Type: Attached
Drive Parking Spaces: 2
Pool: None
Approximatly Age: 0-5
Approximatly Square Footage: 2500-3000
Property Features: Golf, Park
CAC Included: N
Water Included: N
Cabel TV Included: N
Common Elements Included: N
Heat Included: N
Parking Included: N
Condo Tax Included: N
Building Insurance Included: N
Fireplace/Stove: Y
Heat Type: Forced Air
Central Air Conditioning: Central Air
Central Vac: N
Laundry Level: Syste
Ensuite Laundry: F
Sewers: Sewer
Utilities-Cable: Y
Utilities-Hydro: Y
$
$ /Year
%
$ /Year
$ /Year
$ /Year
Years
%
%
Percent Down:
Down Payment $ $ $ $
First Mortgage $ $ $ $
CMHC/GE $ $ $ $
Total Financing $ $ $ $
Monthly P&I $ $ $ $
Expenses $ $ $ $
Total Payment $ $ $ $
Income Required $ $ $ $

This chart is for demonstration purposes only. Always consult a professional financial advisor before making personal financial decisions.

$
%
Years
This calculator is for demonstration purposes only. Always consult a professional financial advisor before making personal financial decisions.
Although the information displayed is believed to be accurate, no warranties or representations are made of any kind.
Bosley Real Estate Ltd.
Personal Picture
Gaurang Shah
Licenced Realtor
Dir:
416-841-0587
Bus:
905-458-1123
 
 Book Showing   Email a Friend 
Jump To:
At a Glance:
Type: Freehold - Detached
Area: Grey County
Municipality: Blue Mountains
Neighbourhood: Blue Mountains
Style: 2-Storey
Lot Size: x 115.16(Feet)
Approximate Age: 0-5
Tax: $6,935
Maintenance Fee: $0
Beds: 5+1
Baths: 5
Garage: 0
Fireplace: Y
Air Conditioning:
Pool: None
Locatin Map:
Payment Calculator:
$
%
%
Years