Detached House for sale at 344 Bessborough Drive, Toronto, Ontario, M4G 3L2 - Leaside - MLS: C12872310

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344 Bessborough Drive

Toronto, Ontario, M4G 3L2 - Leaside

$4,199,000

Neighbourhood

Leaside
Major Intersection

Bayview/ Glenvale

Listed Since: 1 day(s)
Last update: today

Overview

Property Type

Detached, 2-Storey
Bedrooms

4 + 1
Bathrooms

5
Basement

Apartment + Fin W/O
Kitchen

1 + 1
Total Parking

3 (1 Built-In Garage)
Lot Size

40.05x135 (Feet)
Taxes

$17,759.00 (2025)
Type

Freehold

Property Description

Property description for 344 Bessborough Drive, Toronto

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.

Listed by ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE

Property details

MLS #

C12872310
Sq. Ft

3000-3500
Sq. Ft. Source

MLS
Lot Irregularities

n/a
Year Built

6-15
Pool

None
Drive

Private
Garage

Built-In, 1 spaces
Total Parking

3
Family Room

Y
Den

Y
Exterior

Brick
Fireplace

Y
Roof

Asphalt Rolled, Asphalt Shingle
Foundation

Poured Concrete
Elevator

n/a
Water View

n/a
Laundry Level

Upper
Heat

Forced Air
A/C

Central Air
Water

Municipal
Water Supply

n/a
Sewers

Sewers
Central Vac

Y

MLS #

C12872310
Sq. Ft

3000-3500
Sq. Ft. Source

MLS
Lot Irregularities

n/a
Year Built

6-15
Pool

None
Drive

Private
Garage

Built-In, 1 spaces
Total Parking

3
Family Room

Y
Den

Y
Exterior

Brick
Fireplace

Y
Roof

Asphalt Rolled, Asphalt Shingle
Foundation

Poured Concrete
Elevator

n/a
Water View

n/a
Laundry Level

Upper
Heat

Forced Air
A/C

Central Air
Water

Municipal
Water Supply

n/a
Sewers

Sewers
Central Vac

Y

Living

4.11 x 4.67 ft Main level

hardwood floor, Gas Fireplace, B/I Shelves
Dining

4.11 x 4.57 ft Main level

hardwood floor, Coffered Ceiling, Built-In Speakers
Kitchen

4.62 x 4.57 ft Main level

hardwood floor, Modern Kitchen, Breakfast Area
Family

4.88 x 5.18 ft Main level

hardwood floor, Gas Fireplace, B/I Desk
Primary

5.23 x 4.62 ft 2nd level

hardwood floor, 5 Pc Ensuite, W/I Closet
2nd Br

3.86 x 4.22 ft 2nd level

hardwood floor, 4 Pc Ensuite, W/I Closet
3rd Br

5.49 x 3.48 ft 2nd level

hardwood floor, Closet, B/I Desk
4th Br

4.11 x 3.85 ft 2nd level

hardwood floor, 3 Pc Bath, Closet
Laundry

3.66 x 1.52 ft 2nd level

Separate Rm, B/I Shelves
5th Br

3.58 x 3.43 ft Lower level

Closet, 4 Pc Bath, Window
Kitchen

3.96 x 2.799 ft Lower level

Eat-In Kitchen, Modern Kitchen, Window
Rec

9.25 x 4.98 ft Lower level

Heated Floor, Gas Fireplace, Walk-Up
Laundry

2.2 x 2.1 ft Lower level

B/I Shelves, Separate Rm

Contact Manoj Kukreja

Sales Representative,
Century 21 People’s Choice Realty Inc.,
Brokerage
(647) 576 - 2100

Open house for 344 Bessborough Drive, Toronto

Property History

Property history for 344 Bessborough Drive, Toronto

This property has been sold 2 times before. Create your free account to explore sold prices, detailed property history, and more insider data.

Local Real Estate Price Trends for Detached in Leaside

Active listings

Average Selling Price of a Detached

February 2026

$2,083,333

Last 3 Months

$2,466,910

Last 12 Months

$2,574,845

February 2025

$3,034,477

Last 3 Months LY

$2,800,447

Last 12 Months LY

$2,713,250

Change

-31%

Change

-12%

Change

-5%

Historical Average Selling Price of a Detached in Leaside

Average Selling Price

3 years ago

$2,746,854

Average Selling Price

5 years ago

$2,857,111

Average Selling Price

10 years ago

$1,529,793

Change

-24%

Change

-27%

Change

36%

How many days Detached takes to sell (DOM)

February 2026

Last 3 Months

Last 12 Months

February 2025

Last 3 Months LY

Last 12 Months LY

Change

25%

Change

100%

Change

57%

Average Selling price

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Closing Cost Calculator

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First time home buyer

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Down Payment(%)*

Additional information

Provincial Land Transfer Tax

Ontario Land Transfer Tax Rebate

Toronto Land Transfer Tax

Toronto Land Transfer Tax Rebate

PST on CMHC Insurance Premium

Lawyer Fees

$2,825

Government Registration Fee's

$164

Title Insurance

Closing Cost Total

Total Cash flow for purchasing this property

Provincial Land Transfer Tax

Ontario Land Transfer Tax Rebate

Toronto Land Transfer Tax

Toronto Land Transfer Tax Rebate

PST on CMHC Insurance Premium

Lawyer Fees

$2,825

Government Registarion Fee's

$164

Title Insurance

Purchase Price

Down Payment($)

Down Payment(%)*

First time home buyer

* A down payment of less than 20% is permitted only for first-time home buyers purchasing their principal residence. The minimum down payment required is 5% for the portion of the purchase price up to $500,000, and 10% for the portion between $500,000 and $1,500,000. For properties priced over $1,500,000, a minimum down payment of 20% is required.