166 CHESTNUT STREET
Blue Mountains
L9Y 5T5
$1,879,900
Single Family
beds: 6
baths: 5.0
- Status:
- Active
- Prop. Type:
- Single Family
- MLS® Num:
- X13825876
- Bedrooms:
- 6
- Bathrooms:
- 5
- Photos (46)
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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:2493)
- Property Type:
- Single Family
- Common Interest:
- Freehold
- Property Attached:
- No
- Living Area (Min):
- 2,500 sq. ft.232 m2
- Living Area (Max):
- 3,000 sq. ft.279 m2
- Zoning:
- R1-3-62-H19
- Association Fee:
- 105.0
- Association Fee Frequency:
- Monthly
- Association Fee Includes:
- Parcel of Tied Land
- Taxes:
- $6,935 / -
- Community:
- Blue Mountains
- Features:
- Fireplace(s)
- Exterior Features:
- Stone, Hardboard
- Community Features:
- School Bus
- Structure Type:
- House
- Utilities:
- Sewer, Electricity, Cable
- Appliances Included:
- Washer, Refrigerator, Dishwasher, Wine Fridge, Stove, Dryer, Microwave
- Bedrooms:
- 6
- Bedrooms Above Grade:
- 5
- Bedrooms Below Grade:
- 1
- Bathrooms:
- 5.0
- Half Bathrooms:
- 1
- Cooling:
- Central air conditioning
- Fireplace:
- Yes
- Fireplaces:
- 2
- Foundation:
- Poured Concrete
- Heating:
- Forced air, Natural gas
- # Storeys:
- 2.0
- Water:
- Municipal water
- Sewer:
- Sanitary sewer
- Basement:
- Finished, Full
- Lot Frontage:
- 49'1¼"15 m
- Lot Details:
- 49.9 x 115.2 FT
- Lot Features:
- Sump Pump
- Parking:
- Attached Garage, Garage
- Total Parking Spaces:
- 4
- Floor
- Type
- Size
- Other
- Main level
- Office
- 10'9"3.28 m × 9'2.74 m
- -
- Main level
- Dining room
- 13'3.96 m × 10'9"3.28 m
- -
- Main level
- Kitchen
- 16'4.88 m × 10'6"3.20 m
- -
- Main level
- Living room
- 17'5.18 m × 16'4.88 m
- -
- Main level
- Laundry room
- 15'3"4.65 m × 10'3.05 m
- -
- Second level
- Bedroom 5
- 20'6.10 m × 15'6"4.72 m
- -
- Second level
- Bedroom 2
- 12'6"3.81 m × 9'3"2.82 m
- -
- Second level
- Bedroom 3
- 12'9"3.89 m × 9'3"2.82 m
- -
- Second level
- Bedroom 4
- 13'3.96 m × 10'9"3.28 m
- -
- Basement
- Recreational, Games room
- 26'9"8.15 m × 21'6"6.55 m
- -
- Basement
- Bedroom 5
- 12'3.66 m × 10'3.05 m
- -
-
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Larger map options:
Listed by Bosley Real Estate Ltd.
Data was last updated September 27, 2026 at 02:45 AM (UTC)
Area Statistics
- Listings on market:
- 326
- Avg list price:
- $1,052,500
- Min list price:
- $219,900
- Max list price:
- $11,495,000
- Avg days on market:
- 50
- Min days on market:
- 0
- Max days on market:
- 449
- Avg price per sq.ft.:
- $462.28
These statistics are generated based on the current listing's property type
and located in
Blue Mountains. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
- Chris Keleher
- Royal LePage, RCR Realty
- 705.888.4624
- Contact by Email
- Lori York
- Royal LePage, RCR Realty
- 705.606.6442
- Contact by Email
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