344 Bessborough Drive, Toronto C11, ON

$4,199,000
MLS#:C12872310
5 beds
5 baths
3000-3500 sqft
3.0 parking
Residential Freehold
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Description

Property Highlights

Welcome to this remarkable ["2-Storey"] detached located in the coveted neighborhood of Leaside. Expertly crafted featuring premium brick and stone construction, this residence presents an exceptional opportunity offered at $4,199,000 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.

  • 5 Bedrooms and 5 Bathrooms with 2 functional kitchens
  • Generous living space spanning 3000-3500 sqft on a premium 40.05 x 135 ft lot
  • Features a ["apartment", "finished with walk-out", "full"] basement, adding superb versatility for recreation, a home gym, or extra storage
  • 3.0 total parking spaces available with a convenient built-in configuration
  • Notable attributes: Air Exchanger, Auto Garage Door Remote, Bar Fridge
  • equipped with ["central air"] central cooling and highly efficient forced air heating via gas

The moment you step into 344 Bessborough, you understand why North Leaside commands respect. This is heritage Toronto - the kind of neighbourhood where mature maples line streets that have watched the city grow for a century. And this property? It's the Leaside difference in full. Built in 2013 by Ivey Glenn - a builder known for construction quality over cost-cutting - this home offers 4,741 square feet across three fully finished levels. That number matters. At $4.2M, comparable in Moore Park and Lawrence Park rarely exceed 3,500 square feet. Here, the space is genuine. Main floor ceilings rise to 10 feet. The living and dining rooms flow with proportion and light. The kitchen opens naturally into a generous family room with double walkouts to a 727- square-foot wood deck - not a patio, an outdoor room. Upstairs, the primary suite features a cathedral ceiling, Juliette balcony, and dedicated dressing area. Bedroom 2 has its own ensuite and walk-in closet. Bedroom 3 is oversized. Five bathrooms in total, upper-floor laundry, and space that never forces compromise. The lower level earns the home its versatility. Nearly 1,500 finished square feet with close to 9-foot ceilings, a full second kitchen, bedroom, recreation room, 4-piece bath, dedicated laundry, and a walk-out to the garden. It functions entirely independently - ideal for extended family, live-in help, or guests who prefer their own space. Three gas fireplaces. Two laundry rooms. Attached garage with private drive. TTC transit one minute on foot. Leaside High School in seven. Sherwood Park in five. Sunnybrook less than a kilometre away.

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Key Features

Bedrooms
5
Bathrooms
5
Kitchens
2
Living Area
3000-3500 sqft
Property Type
Residential Freehold

Additional Details

StatusSold
Sold DateApril 13, 2026
Sold price information is available to members only
Listed Date3/11/2026
Transaction TypeFor Sale

Property Details

Property Sub-TypeDetached
ConstructionBrick, Stone
Lot Size40.05 × 135 Feet
CountyToronto
Annual Tax$17,759
Legal DescriptionPT LOTS 586 & 587 PLAN 3110 AS IN CA483432 ; EAST YORK ; , CITY OF TORONTO

Parking & Garage

Parking Spaces3.0
Garage Spaces2
Garage TypeBuilt-In

Heating & Cooling

Heat SourceGas
Heat TypeForced Air
Cooling["Central Air"]

Features

Property Features

Fenced Yard, Hospital, Library, Park, Place Of Worship, Public Transit

Community Features

Location

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344 Bessborough Drive, Toronto C11, 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 344 Bessborough Drive, Toronto C11, ON M4G 3L2

Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

Market Speed
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Properties in this area are selling at a steady pace.

Market Trend
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Financial Audit

Estimated Costs

Loan Amount$3,359,200
Monthly Mortgage$19,518
Property Tax (Est.)$1,480
Utilities & Maint.$350
Total Monthly Cost$21,348

Nearby School Rankings

No schools found within 3 km of this property.

Within 2km radiusFraser Institute Ratings

Nearby Listings

Distance:

No current listings found in Toronto C11.

City & Neighborhood Guide

Comprehensive city-wide demographics, local real estate stats, and school rankings for Leaside, Toronto C11.

Verified Local Data
City Population2,794,356
City Median Age39.2 Yrs
City Ownership48% Owners
Avg Area List Price$2,091,371

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 Anselm
Public182 Bessborough Drive, Toronto, Ontario, M4G 3J9
8.7
Northlea
Public305 Rumsey Road, Toronto, Ontario, M4G 1R4
7.8
Rolph Road
Public31 Rolph Road, Toronto, Ontario, M4G 3M5
7.6
Bessborough Drive
PublicBessborough Drive, Toronto, Ontario, M4G 0A7
9.9
Blythwood
PublicToronto, Ontario, M4G 0A6
9.4

Secondary Schools

Leaside
Public200 Hanna Road, Toronto, Ontario, M4G 3N8
9.1
Northern
Public851 Mount Pleasant Road, Toronto, Ontario, M4P 2L5
8.2
North Toronto
Public17 Broadway Avenue, Toronto, Ontario, M4P 1T7
8.4
Marc Garneau
Public135 Overlea Boulevard, Toronto, Ontario, M3C 1B3
3.8

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.