166 Chestnut Street Blue Mountains, Ontario L9Y 5T5

6 Bedroom 5 Bathroom 2,500 - 3,000 sqft

Fireplace Central Air Conditioning Forced Air

$1,879,900
Maintenance, Parcel of Tied Land
$105 Monthly

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:54532)

Virtual Tour

Property Details

MLS® Number	X13825876
Property Type	Single Family
Community Name	Blue Mountains
Amenities Near By	Golf Nearby, Park, Schools, Ski Area
Community Features	School Bus
Equipment Type	Water Heater - Tankless, Water Heater
Features	Sump Pump
Parking Space Total	4
Rental Equipment Type	Water Heater - Tankless, Water Heater

Building

Bathroom Total	5
Bedrooms Above Ground	5
Bedrooms Below Ground	1
Bedrooms Total	6
Age	0 To 5 Years
Amenities	Fireplace(s)
Appliances	Dishwasher, Dryer, Microwave, Stove, Washer, Wine Fridge, Refrigerator
Basement Development	Finished
Basement Type	Full (finished)
Construction Style Attachment	Detached
Cooling Type	Central Air Conditioning
Exterior Finish	Stone, Hardboard
Fireplace Present	Yes
Fireplace Total	2
Foundation Type	Poured Concrete
Half Bath Total	1
Heating Fuel	Natural Gas
Heating Type	Forced Air
Stories Total	2
Size Interior	2,500 - 3,000 Sqft
Type	House
Utility Water	Municipal Water

Parking

Attached Garage
Garage

Land

Acreage	No
Land Amenities	Golf Nearby, Park, Schools, Ski Area
Sewer	Sanitary Sewer
Size Depth	115 Ft ,2 In
Size Frontage	49 Ft ,10 In
Size Irregular	49.9 X 115.2 Ft
Size Total Text	49.9 X 115.2 Ft
Zoning Description	R1-3-62-h19

Rooms

Level	Type	Length	Width	Dimensions
Second Level	Bedroom 5	6.1 m	4.72 m	6.1 m x 4.72 m
Second Level	Bedroom 2	2.82 m	3.81 m	2.82 m x 3.81 m
Second Level	Bedroom 3	2.82 m	3.89 m	2.82 m x 3.89 m
Second Level	Bedroom 4	3.28 m	3.96 m	3.28 m x 3.96 m
Basement	Recreational, Games Room	8.15 m	6.55 m	8.15 m x 6.55 m
Basement	Bedroom 5	3.05 m	3.66 m	3.05 m x 3.66 m
Main Level	Office	3.28 m	2.74 m	3.28 m x 2.74 m
Main Level	Dining Room	3.28 m	3.96 m	3.28 m x 3.96 m
Main Level	Kitchen	3.2 m	4.88 m	3.2 m x 4.88 m
Main Level	Living Room	5.18 m	4.88 m	5.18 m x 4.88 m
Main Level	Laundry Room	4.65 m	3.05 m	4.65 m x 3.05 m

Utilities

Cable	Installed
Electricity	Installed
Sewer	Installed

Aerial

https://www.realtor.ca/real-estate/30324885/166-chestnut-street-blue-mountains-blue-mountains

Contact Us

Justin Bock
Salesperson

(705) 444-9990
bockpropertygroup.ca/

This REALTOR.ca listing content is owned and licensed by REALTOR® members of The Canadian Real Estate Association

The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademark DDF® is owned by The Canadian Real Estate Association (CREA) and identifies CREA's Data Distribution Facility (DDF®)

Last Updated
September 24 2026 09:01:19

Data Provider
The Lakelands Association of REALTORS®

Listing Office
Bosley Real Estate Ltd.

RealtyPress WordPress CREA DDF® Plugin

166 Chestnut Street Blue Mountains, Ontario L9Y 5T5