166 Chestnut Street, Blue Mountains, ON L9Y 5T5
Blue Mountains, ON L9Y 5T5
Quick cost estimateKnown monthly subtotal$9,324.79 / monthLand transfer tax $34,073One-time estimate
Quick cost estimate
$9,324.79 / monthKnown monthly subtotal
- Mortgage principal & interest
- $8,746.87
- Property tax / month
- $577.92
- Maintenance / month
- Period / amount not reported
Assumes 20% down, 5% annual interest and 25-year amortization. Illustrative rate, not a current quote.
Unknown expenses excluded. Mortgage insurance and closing costs are excluded; add insurance and utilities in the assumptions.
Land transfer tax · one time
- Transfer tax total
- $34,073
Before rebates, surcharges and fees. Not part of the monthly subtotal.
Tax assumptions & breakdown
Toronto municipal land transfer tax does not apply to this listing outside the City of Toronto.
- Ontario tax
- $34,073
- Toronto municipal tax
- $0
Current purchase scenario, before rebates, foreign-buyer taxes and fees. Confirm residence classification. Not historical tax paid; excluded from the monthly subtotal.
Ontario rates · Toronto rates (April 2026)
Eligible first-time purchasers may qualify for an Ontario land transfer tax refund of up to $4,000. Toronto buyers may also qualify for a separate municipal rebate of up to $4,475. Eligibility varies and these maximums are not guaranteed savings. See official eligibility links and details.
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About this home
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. Furniture package can be negotiated.
Home details
- Days on market
- Not reported
- Property type
- Detached
- MLS® number
- X13825876
- Source status
- New
- Bedrooms
- 6
- Bathrooms
- 5
- Postal code
- L9Y 5T5
- Kitchens
- 1
- Kitchens above grade
- 1
- Family room / den
- Yes
- Interior size (reported range)
- 2500-3000
- Lot depth
- 115.16 ft
- Garage parking spaces
- Not reported
- Total parking spaces
- 4
- Occupancy
- Owner
- Possession type
- Flexible
- Garage
- Attached
- Annual property tax
- 6935
- Basement
- Full, Finished
- Interior features
- Sump Pump, Storage
- Architectural style
- 2-Storey
- Pool features
- None
- Fireplace
- Yes
- Waterfront
- No
- Garage available
- Yes
- Heating system
- Forced Air
- Heating fuel
- Gas
- Cooling
- Central Air
- Sewer
- Sewer
- View
- Forest, Pond, Park/Greenbelt
- Direction facing
- West
- Construction materials
- Stone, Hardboard
- Roof
- Asphalt Shingle
- Foundation
- Poured Concrete
- MLS entry age (not confirmed DOM)
- 43 days
These details come from the listing source. Please confirm measurements and fees before making a decision.
Utilities and services
- Sewer
- Sewer
- Heating system
- Forced Air
- Heating fuel
- Gas
- Cooling
- Central Air
A reported service is not necessarily included in rent or maintenance. Missing information does not mean a service is absent.
Rooms & virtual tours
Loading source-reported room dimensions…
Converted measurements are approximate. Levels and dimensions are shown only when supplied.
- Bedrooms above grade
- 5
- Bedrooms below grade
- 1
- Rooms above grade
- 17
- Den / family room reported
- Yes
Reported counts are shown independently. Room dimensions have not been inferred from these counts.
Ask the listing brokerage for floor plans and measured room layouts.
Listing dates & price record
- Asking amount
- $1,879,900
Original MLS entry
Entry into the source MLS system; distinct from days on market.
Coverage varies by listing. Dates are source-reported calendar dates; only the latest reported asking-price change is shown. This is a partial record.
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Planning estimate with Canadian semiannual compounding. Excludes mortgage insurance, closing costs and special assessments. This is not a lender quote or mortgage approval.
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- Region / county
- Grey County
- Municipality
- Blue Mountains
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Around this property
Schools, transit & everyday places
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Nearby schools
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Transit near this property
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Nearby shops & amenities
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Similar homes for sale in Blue Mountains
Current public IDX listings in the same city and transaction type. These are alternatives to explore, not sold comparables or an appraisal.
Property questions
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Measurements, lot details and features are displayed as reported by the listing source or a named public dataset. Missing facts are not inferred. Confirm material details with the listing brokerage.
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They are nearby records from the displayed source datasets. Distances are approximate straight-line distances; school catchment eligibility, ratings, walking routes, hours and live transit service are not inferred.
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How should I use the monthly cost estimate?
It is a planning estimate based on the visible assumptions and reported property figures. It is not a lender quote, tax assessment, legal opinion or mortgage approval.
Home and neighbourhood overview
166 Chestnut Street, Blue Mountains, ON L9Y 5T5, Blue Mountains is listed for sale as a Detached. The listing reports 6 bedrooms, 5 bathrooms, reported interior area of 2500-3000 (units not reported), kitchens reported as 1, parking spaces reported as 4. Asking price: $1,879,900. Occupancy is reported as Owner. Review the Home details, room measurements and utility sections below to compare reported specifications; confirm important details with the listing brokerage. MLS® X13825876.
Local context
Explore the area: Grey County · Blue Mountains.
This overview uses facts reported by the listing and named local sources. Please confirm details with the listing brokerage.
Listing brokerage: Bosley Real Estate Ltd.. Displayed by EnterHome Realty. Source: authorized IDX record, MLS® X13825876. Information deemed reliable but not guaranteed.