106 Chestnut Hills Parkway, Toronto, ON

$3,688,000
MLS#:W12406285
3 beds
5 baths
3000-3500 sqft
7.0 parking
Residential Freehold
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This listing is no longer active (Sold)

This property has been sold, leased, or taken off the market. You can view similar active listings below.

Property Highlights

Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of Edenbridge-Humber Valley. Expertly crafted featuring premium brick and stone construction, this residence presents an exceptional opportunity offered at $3,688,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.

  • 3 Bedrooms and 5 Bathrooms
  • Generous living space spanning 3000-3500 sqft on a premium 57 x 125 ft lot
  • Features a finished, full basement, adding superb versatility for recreation, a home gym, or extra storage
  • 7.0 total parking spaces available with a convenient attached configuration
  • Notable attributes: Sauna
  • equipped with central air central cooling and highly efficient forced air heating via gas

Description

Luxury Living in Prestigious Humber Valley Village! Set within one of Etobicoke's most coveted enclaves, this custom-built residence offers timeless elegance, modern comfort, and a spectacular natural setting. With its striking stone façade and beautifully landscaped gardens, the home makes a commanding first impression. Inside, a grand two-storey foyer opens to richly appointed principal rooms featuring hardwood and limestone floors, coffered and tray ceilings, bay windows, built-ins, and a cozy gas fireplace with custom stone surround. A formal dining room sets the stage for elegant entertaining, while the gourmet kitchen boasts custom cherry wood cabinetry, granite counters, a centre island, banquette seating, and top-tier appliances. Upstairs, a skylit hallway with glass-panelled railings enhances the home's airy character. The stunning principal suite offers a luxurious seven-piece limestone and quartz ensuite bath, a custom-organized dressing room, and an adjoining solarium with walkout to an upper balcony overlooking the gardens and pool. Two additional bedrooms, each with private ensuites, complete this level. The lower level is designed for relaxation and entertainment, with a recreation room and built-in bar, wine cellar with tasting area, sauna, and fully equipped theatre/media room. Modern conveniences include a built-in sound system, sprinkler system, and double car garage. Outdoors, the private backyard is a true oasis featuring a covered stone terrace with exterior kitchen, an inground saltwater pool, a garden shed with electricity, and professional landscaping with interlock/paver surround. Secluded and serene, it's perfect for gatherings or quiet retreat. The location is second to none: close to top schools, James Gardens, parks, golf courses, and just minutes to the Islington subway, highways, downtown, and the airport.

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Key Features

Bedrooms
3
Bathrooms
5
Kitchens
1
Living Area
3000-3500 sqft
Property Type
Residential Freehold

Additional Details

StatusSold
Sold DateSeptember 19, 2025
Sold price information is available to members only
Listed Date9/16/2025
Transaction TypeFor Sale

Property Details

Property Sub-TypeDetached
Architectural Style2-Storey
ConstructionBrick, Stone
BasementFinished, Full
Lot Size57 × 125 Feet
CountyToronto
Annual Tax$14,727.32
Legal DescriptionPt Lt 2, Pl 3936, As in EB151216 ; Etobicoke, City of Toronto

Parking & Garage

Parking Spaces7.0
Garage Spaces5
Garage TypeAttached

Heating & Cooling

Heat SourceGas
Heat TypeForced Air
CoolingCentral Air

Features

Property Features

Interior Features

Sauna

Security Features

Community Features

Location

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106 Chestnut Hills Parkway, Toronto, ON
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Property History

No historical data available for this property.

This could be the first listing for this address.

Pricing & Value Insights

Data-driven valuation for 106 Chestnut Hills Parkway, Toronto W08, ON M9A 3R3

Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

Market Speed
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Mortgage & Affordability Audit

Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Toronto.

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Interest Rate5.25%
Down Payment$737,600 (20.0%)
* Minimum Canadian down payment required for this price is $737,600.
Amortization Period25 Years
Estimated Monthly Payment$17,582Based on a loan of $2,950,400 over 25 years.
Purchase Price$3,688,000
Loan Amount$2,950,400
Provincial Land Transfer Tax:$78,675
Toronto Municipal Land Transfer Tax:$78,675
Total Estimated Closing Taxes:$157,350

About Purchasing a Home in Toronto, ON

For a property listed at $3,688,000 in Toronto, the legal minimum down payment is $737,600 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.

Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $78,675 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $78,675 also applies, bringing the total estimated land transfer taxes to $157,350.

Nearby Listings

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City & Neighborhood Guide

Comprehensive city-wide demographics, local real estate stats, and school rankings for Toronto.

Verified Local Data
City Population2,794,356
City Median Age39.2 Yrs
City Ownership48% Owners
Avg Area List Price$1,168,428

People & Families

Age Distribution

Household Composition

One-person households
32%
Families with children
36%
Couples without children
24%
Other households
8%

Top Ethnic Origins

Chinese11%
English9%
Canadian8%
East Indian8%

Local Schools Guide

Elementary Schools

St Monica
Public14 Broadway Avenue, Toronto, Ontario, M4P 1T4
6.9
Deer Park
Public23 Ferndale Avenue, Toronto, Ontario, M4T 2B4
6.9
St Anselm
Public182 Bessborough Drive, Toronto, Ontario, M4G 3J9
8.7
Blythwood
PublicToronto, Ontario, M4G 0A6
9.4
Our Lady of Perpetual Help
Public1 1/2 Garfield Avenue, Toronto, Ontario, M4T 1E6
9.7

Secondary Schools

North Toronto
Public17 Broadway Avenue, Toronto, Ontario, M4P 1T7
8.4
Northern
Public851 Mount Pleasant Road, Toronto, Ontario, M4P 2L5
8.2
Marshall McLuhan
Public1107 Avenue Road, Toronto, Ontario, M5N 3B1
7.2
Leaside
Public200 Hanna Road, Toronto, Ontario, M4G 3N8
9.1
Forest Hill
Public78 Dunloe Road, Toronto, Ontario, M5P 2T6
7.5

Homes & Housing

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied48%
Rented52%

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Notice: Market Insights are generated by analyzing real-time data and should be used for informational purposes only. Consult with a licensed professional for exact valuations.

Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.