354 Bessborough Drive, Toronto, ON

Leaside, Toronto · MLS® C13660624

$3,450,000
For Sale
Listed 28 days agoNo offer date stated
4+2Bedrooms
5Bathrooms
1Garage · 3 parking
2500-3000Sq ft

About this home

In short

  • Welcome home to this beautifully renovated 2-storey residence in the heart of Leaside - one of Toronto's most sought-after family neighborhoods.
  • Completely renovated in 2025, the property boasts premium updates including a modern kitchen equipped with top-of-the-line KitchenAid and Miele appliances.
  • Enjoy beautiful hardwood floors throughout, enhanced by the warmth of four gas fireplaces creating cozy living spaces.
  • The home features two convenient laundry rooms, a new roof 2025, ensuring comfort and peace of mind.
  • Then you can Relax, unwind, and get lost in your backyard oasis where everyday feels like a getaway.

Welcome home to this beautifully renovated 2-storey residence in the heart of Leaside - one of Toronto's most sought-after family neighborhoods. This 4+2 bedroom, 5 bathroom home blends modern style with everyday function, offering the perfect move-in-ready package for growing families. Completely renovated in 2025, the property boasts premium updates including a modern kitchen equipped with top-of-the-line KitchenAid and Miele appliances. Enjoy beautiful hardwood floors throughout, enhanced by the warmth of four gas fireplaces creating cozy living spaces. The home features two convenient laundry rooms, a new roof 2025, ensuring comfort and peace of mind. Step inside to find sun-filled principal rooms, sleek contemporary finishes, and thoughtful upgrades throughout, creating a space that feels both polished and welcoming. Upstairs, four generous bedrooms and beautifully appointed bathrooms provide comfortable, private space for the whole family. Basement creates the perfect space for extended family, in-laws or nanny quaters - whatever your family needs. Then you can Relax, unwind, and get lost in your backyard oasis where everyday feels like a getaway.Perfectly positioned just steps to Leaside's charming shops and cafés, with easy access to TTC transit, this home is also close to top-rated schools and Sunnybrook, plus nearby parks and green space for outdoor enthusiasts. A rare opportunity to own a fully renovated home in one of Leaside's best pockets - luxury, location, and lifestyle all in one.

Key facts

Property type
Detached, 2-Storey
MLS®
C13660624
Bedrooms
4+2 (6 total)
Bathrooms
5 (1 half)
Size
2500-3000 sq ft
Lot
40 × 135 ft
Cross streets
Bayview & Eglinton
Parking
1 garage · 3 parking (attached)
Driveway
Private
Basement
Finished
Kitchens
2 (1 + 1)
Heating
Forced Air
A/C
Central Air
Exterior
Brick
Foundation
Brick
Roof
Asphalt Shingle
Sewer
Sewer
Property tax
$11,118 / 2026
Days on market
28
Listing brokerage
REMAX YOUR COMMUNITY REALTY

Rooms

Living RoomMain5.94 × 4.88 m

hardwood floor · gas fireplace · bay window

Dining RoomMain3.57 × 4.91 m

hardwood floor · combined w/family · open concept

FoyerMain1.86 × 2.65 m

hardwood floor · bay window · 2 pc bath

Family RoomMain10.50 × 13.30 m

hardwood floor · gas fireplace · w/o to deck

BedroomBasement3.57 × 5.43 m

Open Concept

Primary BedroomSecond6.10 × 4.88 m

bay window · walk-in closet(s) · 5 pc ensuite

Bedroom 4Second3.72 × 3.35 m

hardwood floor · semi ensuite · double closet

KitchenMain3.57 × 5.00 m

hardwood floor · renovated · stainless steel appl

OtherBasement3.02 × 4.91 m

Combined w/Laundry

LaundryBasement3.57 × 2.65 m
Bedroom 2Second3.57 × 4.27 m

hardwood floor · 4 pc ensuite

BedroomBasement3.57 × 6.83 m

gas fireplace · window

Bedroom 3Second3.57 × 2.84 m

hardwood floor · 3 pc ensuite · semi ensuite

Our TakeTeam Asgarian · Broker
In line
$3.38Mest. value

Listed at $3,450,000 with no offer date, so the ask is the seller’s number, and homes priced this way sell close to it. My read is $3.38M, typically $2.98M to $3.63M. Comparable closings on their own put this home around $3.23M, which agrees with the ask, so this is a firm read.

Second read, from the city assessment: $2.33M. That is about 28% below the comparable-sales figure. When my two methods disagree this much, the answer usually sits between them and something about this home is not in the comparables (the lot, the condition, a rebuild). I would want to see it before leaning on either number.

List price
$2.98MBelow recent closings$3.63MAbove recent closings

Total price vs nearby homes. Fair value about $3.38M, median of 74 comparables.

The market behind the math:

24sold nearby · 90 days
$1.95Mmedian sold price
99%of asking, on average
−17%prices vs a year ago
~25 dayshomes like this take to sell
28days on market so far
$9,811/moest. rent · 20 leases
3.4%gross yield on the ask
Seller's market
Buyer's marketSeller's market

About 0.8 months of inventory: 6 detached homes for sale in the area against 24 closings in the last 90 days. Under two months favours sellers, over four favours buyers.

This home
Below area avgAbove area avg

Price per square foot: this home lists at $1,255/sqft against an area asking average of $1,517/sqft. Size and $/sqft both feed the estimate above.

How this estimate is builtthe short version

I take the 74 most comparable recent sales nearby and adjust each one to this home for the real differences (size, beds, baths, garage, lot frontage, a ravine backing, an inground pool), then use the median, which is steadier than leaning on any single sale.

It’s grounded in recent closing prices, not asking prices. Lot, condition, and finishes are my in-person call, and the city (MPAC) assessment points to about $2.33M, lower than the comparables and worth a second look.

What the listing highlights5 points to weigh

Claims from the listing, worth confirming in person. I can book you a private showing.

  • Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled. Value driver
  • Recent major systems: lower near-term capital costs, ask for the ages and any warranties. Value driver
  • Hardwood floors: quality hardwood is durable and broadly desirable. Lifestyle
  • Transit / schools nearby: convenience and resale support, verify the exact distances and school catchment. Value driver
  • Sold as-is / needs work: budget for renovation, the price should reflect the condition. Weigh carefully
Schools & getting aroundcatchment and transit

On schools, this address is zoned for Leaside High School, one of the higher-rated public schools in the area. A strong catchment tends to hold value and widen your resale pool, especially with family buyers.

Read this with carewhy it’s an estimate, not an appraisal

There were not many closely comparable homes right in Leaside, so I widened the search to the surrounding area.

Based on 74 comparable homes that sold in Leaside over the past two years, from 222 closings there.

What sellers nearby are askingCurrently listed nearby in Leaside · asking prices
$3.96Mavg asking

The closest active listings by size, beds, and price, so you can see what this home is up against.

Per square foot, these ask about $1,528/sqft; this home lists at $1,255/sqft. Size is part of the price story, not just the sticker.

The 4 closest active listings nearby.

See all comparable homes
3.45MThis home3.55M4.00M3.60M4.71MThis home vs active comparables

Neighbourhood & location

Leaside, Toronto, ON

CommuteTime from this home to where you spend your day

Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.

Nearby neighbourhoods

How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.

Mount Pleasant East
$2.42M
Bridle Path-Sunnybrook-York Mills
$4.90M
Bedford Park-Nortown
$3.50M
Woodbine-Lumsden
$899K
Newtonbrook West
$2.01M

Typical asking price of active listings of the same type, per area (outliers removed). Toronto.

Get the full neighbourhood report (schools, parks, transit & safety) →

Schools & catchmentAssigned attendance-boundary schools, with EQAO results

The public and Catholic schools this address is zoned for, with EQAO results (the share of students meeting Ontario's provincial standard).

School attendance boundaries and EQAO results are Ontario government data and can change. Confirm the current catchment with the school board before relying on it.

Street view near Northlea Elementary and Middle School
84%
Northlea Elementary and Middle SchoolPublic · Elementary · 0.6 km awayHigher-rated than most nearby · 84% meet the provincial standard
Also nearby: 12 more schools within 2.5 km
Sunny View Junior and Senior Public School · Public elementary1.0 km
Bessborough Drive Elementary and Middle School · Public elementary1.1 km · 89% at standard
Blythwood Junior Public School · Public elementary1.1 km · 88% at standard
Maurice Cody Junior Public School · Public elementary1.2 km · 90% at standard
Northern Secondary School · Public secondary1.2 km · 82% at standard
Eglinton Junior Public School · Public elementary1.4 km · 70% at standard
North Toronto Collegiate Institute · Public secondary1.7 km · 88% at standard
Park Lane Public School · Public elementary1.7 km
John Fisher Junior Public School · Public elementary1.7 km · 85% at standard
Hodgson Middle School · Public elementary1.7 km · 76% at standard
St Monica Catholic School · Catholic elementary1.8 km · 78% at standard
Rolph Road Elementary School · Public elementary1.9 km · 88% at standard

Not the assigned catchment: schools a family here could reach, with EQAO results where published.

Affordability & Mortgage

Affordability
$15,724/mo
$628KIncome needed
5.5×Price ÷ income
$3,629Weekly cost
$149,950Land transfer tax, one-time (Ontario + Toronto)
20% down4.79%25-yr amortization

Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.

94%mortgage
Mortgage $15,724Property tax $927Total carry $16,650

Calculate and customize your mortgage and other expenses

Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.

Your numbers

$
20.0%
$
%

Homes over $1.5M can't be insured, so 20% down or more is required.

4.24%
%
Live rate from Ratehub.ca

Conventional (20%+ down). Best insured 5-year fixed 4.09% via Ratehub.ca (as of September 8, 2026); conventional rates run a little higher.

years
years (your rate-locked period)
$14,879per month

Mortgage amount $2,760,000 · 4.24% over 25 years

$690,000Down payment (20.0%)
$2,760,000Loan before insurance
$0CMHC premium
$15,806Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$14,879
Property tax
$927
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$15,806

Add your own property tax, condo fees, and heating on the left for a sharper total.

One-time closing costs

Ontario land transfer tax
$72,725
Toronto municipal land transfer tax
$77,225
Estimated closing costs
$149,950

Plus your down payment of $690,000. Legal fees, title insurance, and adjustments are extra and vary by deal.

Mortgage stress test

6.24%Qualifying rate
$18,054/monthPayment at the qualifying rate

Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.

Over the full 25 years

$1,703,841Total interest paid
$4,463,841Total of all payments
Principal $2,760,000 Interest $1,703,841
YearPrincipalInterestBalance
1$63,769$114,784$2,696,231
2$66,502$112,052$2,629,729
3$69,351$109,202$2,560,378
4$72,323$106,231$2,488,055
5$75,422$103,132$2,412,633
6$78,654$99,900$2,333,979
7$82,024$96,530$2,251,955
8$85,539$93,015$2,166,416
9$89,204$89,350$2,077,212
10$93,026$85,527$1,984,186
11$97,013$81,541$1,887,173
12$101,169$77,384$1,786,004
13$105,504$73,049$1,680,499
14$110,025$68,528$1,570,474
15$114,740$63,814$1,455,734
16$119,656$58,897$1,336,078
17$124,784$53,770$1,211,294
18$130,130$48,423$1,081,164
19$135,706$42,847$945,457
20$141,521$37,032$803,936
21$147,586$30,968$656,350
22$153,910$24,644$502,441
23$160,504$18,049$341,936
24$167,382$11,172$174,554
25$174,554$3,999$0

At the end of your 5-year term

Total paid over the term
$892,768
Principal paid down
$347,367
Interest paid
$545,401
Balance remaining
$2,412,633

Talk to Team Asgarian about your options

Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.

Let's connect

Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.

Investor snapshot

Rental yield
From 20 whole-home leases in Leaside$9,811/mo
$117,732Gross annual rent
2.7%Cap rate after taxes and upkeep
$8,484 to $12,192Typical rent range

Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.

Talk about the numbers

The last 20 whole-home leases in Leaside signed at a median of $9,529 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $9,811. The gross yield above is on the asking price, before taxes and upkeep; the cap rate is after them. A finished basement or second suite can push real rent above it. Taxes, fees, and vacancy vary by property, and cap rate is before financing.

3.4%
Gross yield
− Property tax $11,118− Insurance $1,400− Vacancy & upkeep $12,951Net operating income $92,263

All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of REMAX YOUR COMMUNITY REALTY. MLS®/PropTx.

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