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Last Updated : 6 Hours ago
166 Chestnut Street, Blue Mountains, ON, Blue Mountains
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166 Chestnut Street, Blue Mountains MLS Number: X13825876

Blue Mountains, Grey County, ON, L9Y 5T5

$1,879,900

Status: For Sale

  • 5+1 Beds
  • 5 Baths
  • Area : 2500-3000 sqft
  • Property Type: Residential Freehold (Detached)
  • Property Taxes : $6935.0 (Tax Year:2026)
  • Listing Courtesy : Bosley Real Estate Ltd.

166 Chestnut Street 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.

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166 Chestnut Street Property Facts

Property Type :Residential Freehold
MLS Number :X13825876
Listing Type :Sale
Property Age :0-5 Years
Possession Date :
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Last Updated :24 Sep, 2026 (6 Hours ago)
Source :Toronto Regional Real Estate Board
Area :Grey County
Postal Code : L9Y 5T5
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166 Chestnut Street Property Price & Tax Insights

Price : $1,879,900
Property Taxes :$6935.0
Tax Year :2026

166 Chestnut Street, Blue Mountains Property Details

Bedrooms :5 + 1
No. of Rooms :17
Air Conditioning :Central Air
Heating :Forced Air
Cross Street :Grey Rd 19/Crosswinds Blvd
Bathrooms :5
Fuel :Gas
Approx Square Footage :2500-3000 sqft
Fireplace/Stove :Yes
Virtual Tour
Dimensions 12
Kitchen :3.2 m x 4.88 m
Recreation :8.15 m x 6.55 m
Living Room :5.18 m x 4.88 m
Dining Room :3.28 m x 3.96 m
Bedroom 2 :2.82 m x 3.81 m
:3.96 m x 4.88 m
Laundry :4.65 m x 3.05 m
Bedroom 3 :2.82 m x 3.89 m
Bedroom 5 :6.1 m x 4.72 m
Bedroom 5 :3.05 m x 3.66 m
Bedroom 4 :3.28 m x 3.96 m
Office :3.28 m x 2.74 m

Exterior Information

Exterior Finish :Stone, Hardboard
Parking Space :4
Basement :Full
Garage :Attached
Laundry Level :Main Level
Park :Park

166 Chestnut Street, Blue Mountains - Price History

2026-09

24 Sep, 2026

TREB #X13825876

Listed

$1879900.0

  • 0
  • 400k
  • 800k
  • 1.2M
  • 1.6M
  • 2M+
  • 0
  • 6
  • 12
  • 18
  • 24
  • 30+
  • 0
  • 6
  • 12
  • 18
  • 24
  • 30+

166 Chestnut Street - Location Map and Landmarks

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FAQs: 166 Chestnut Street, Blue Mountains

  • Q:What is the Area Size of the 166 Chestnut Street In Sq.Ft and it's MLS No.?

    A: The project covers an area of approximately 2500-3000 sq. ft and is strategically located in Grey County. The MLS No of this project is X13825876 and the Project is located in ON, Canada
  • Q: Does this Project 166 Chestnut Street available for Sale ?

    A: The project 166 Chestnut Street is readily available for Sale and can be purchased at competitive prices today. You can schedule a tour or request a call back for knowing further.
  • Q: How far is this property from my workplace?

    A:You can calculate your travel time and see how this property is far from your Office, your spouse's workplace or your kid's school. You just need to tell us which places you commute to frequently and Square Yards will tell you how far they are from this property.
  • Q:What are the Key Features 166 Chestnut Street is Offering?

    A:Square Yards is giving a Cashback of $9,400 if you buy this property from us, however there are several key features offered by the 166 Chestnut Street. You get 5+1 Beds with 5 Bath, central air conditioning, parking space and garage along with a heating system, basement, gas fuel system and balcony.
  • Q:How many Parking Space available in this 166 Chestnut Street?

    A: 166 Chestnut Street in Grey County offers a total of 4 parking spaces for residents.
  • Q:How many Beds & Baths available in 166 Chestnut Street, Grey County?

    A: 166 Chestnut Street, Grey County comes with 5+1 Beds for maximum convenience and space. There are 5 baths available as well for when you have guests over or if you have a large family!
  • Q:How many Apartments and Condos are available for Sale in Grey County, On?

    A:Grey County, ON is one of the biggest real estate markets in Canada. There are several options available here pertaining to condos and apartments alike. There are approximately apartments and condos available currently for your perusal.
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