310 Bessborough Drive, Toronto, ON
Leaside, Toronto · MLS® C13538994
About this home
Some homes are built; the very best are lived in. For over two decades, this exceptional North Leaside property has been the backdrop to a lifetime of cherished memories. Lovingly maintained by the same family since 2005, this spectacular home underwent a masterful, back-to-the-studsrenovation and thoughtful addition in 2023. Balancing warmth and architectural sophistication, the residence sits proudly on an extraordinary, widening double lot (58' expanding to 70'+ at rear, x 140.5' deep) with mature, landscaped gardens offering absolute privacy in a coveted neighbourhood. Setting a tone of curated luxury are modern ACM Wiedehopf panels, elegant rain chains, andfull-height Marvin and Anderson Architect windows. Inside, sunlight floods through beautifully crafted interiors. The main level showcases quartersawn rift-cut white oak flooring with herringbone accents, a formal living room with double terrace doors, and a private office enclosed by 4 bench-built oak and glass sliding doors. The family room centers on a custom oak slat media wall and wood fireplace, while the dining room features a gas fireplace and walks out to a raised cedar deck. A chef's dream, the custom kitchen features Calacatta Oro Anticomarble, a 7' oak apothecary island, a walk-in pantry with coffee bar, and premium Sub-Zero, Bertazzoni, and Fisher & Paykel appliances. A hardworking mudroom with soaring ceilings and heated porcelain floors provides a seamless secondary entry. Upstairs, vaulted ceilings and skylights illuminate four bedrooms, including a laundry closet and a primary retreat with a private balcony, fireplace, sitting area, dressing room, and a spa-inspired Arabescato marble ensuite. The walk-out lower level offers incredible flexibility with a recreation room, guest suite, full bath, gym, and secondary kitchen. More than a residence, 310 Bessborough Drive is where the next family's story begins.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- C13538994
- Bedrooms
- 5 (4 + 1)
- Bathrooms
- 4 (1 half)
- Size
- 3000-3500
- Lot
- 57.88 × 140.5 ft
- Cross streets
- Bayview Ave & Broadway Ave
- Parking
- 2 garage · 10 parking (attached)
- Driveway
- Boulevard, Private Double
- Basement
- Finished with Walk-Out, Separate Entrance
- Kitchens
- 2 (1 + 1)
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Brick
- Foundation
- Concrete
- Roof
- Asphalt Shingle, Flat
- Sewer
- Sewer
- Property tax
- $15,625 / 2025
- Days on market
- 9
- Listing brokerage
- CHESTNUT PARK REAL ESTATE LIMITED
Rooms
plank · semi ensuite · b/i closet
plank · vaulted ceiling(s) · b/i closet
b/i closet · marble counter
centre island · marble counter · b/i appliances
heated floor · bidet · soaking tub
walk through · hardwood floor · b/i shelves
stone floor · marble counter · 4 pc bath
heated floor · stone floor · closet
heated floor · walk-in closet(s) · walk-in closet(s)
w/o to terrace · french doors · sliding doors
heated floor · hardwood floor · floating stairs
w/o to terrace · french doors · hardwood floor
plank · large window
b/i shelves · hardwood floor · pot lights
w/o to deck · french doors · combined w/family
balcony · vaulted ceiling(s) · gas fireplace
heated floor · stone floor · b/i shelves
Listed at $4,707,000, this home is about 18% above what comparable homes suggest. The number above is my independent estimate of value, not the asking price.
Based on 5 similar homes nearby, adjusted for size, beds, and baths.Median of 5 comparable active listings, adjusted for size, beds, and baths. The city (MPAC) assessment points to about $3.43M, a bit lower.
How I got there
Here is the exact math behind the estimate. I start from the closest comparable listing and adjust for the real differences (size, beds, baths) to land on a like-for-like value for this home.
- Closest comparable, listed at $3.50M
- Bathrooms −$15K
- Adjusts to $3.48M
That comparable adjusts to $3.48M; the $4.00M estimate above is the median of all 5 comparables, which is steadier than any single home.This uses comparable active listings, not sold prices. Lot, condition, and finishes are my in-person call, and I can run a full CMA with recent solds.
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.
On location, this is a very walkable address with everyday errands close by. Bayview Ave at Broadway Ave is about a 1-minute walk away. Walkable, transit-friendly spots tend to hold value and widen your resale pool.
Total price vs nearby homes. Fair value about $4.00M, median of 5 comparables.
What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled.
- Addition / added square footage: more space lifts value when it is permitted and well integrated, verify the permits.
- Upscale kitchen: a genuine value driver, verify the appliances, stone, and finishes in person.
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room.
- Premium lot / gardens: lot size and privacy hold value and cannot be changed, verify frontage, depth, and any easements.
- Value driver
- Worth verifying
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 5 closest active listings nearby.
See all comparable homesThis home lists 15% above the area average of $1,258/sqft.
8 days longer than the Toronto average (1 days).
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
Leaside, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
Getting around
Very WalkableA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from Google.
Most daily errands can be done on foot.
🚉 Nearest transit: Bayview Ave at Broadway Ave, about 83 m away
Within a 15-minute (1.5 km) walk.
How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.
Typical asking price of active listings of the same type, per area (outliers removed). Toronto.
Get the full neighbourhood report (schools, parks, transit & safety) →
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.
Affordability & Mortgage
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.
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
Homes over $1.5M can't be insured, so 20% down or more is required.
Conventional (20%+ down). Best insured 5-year fixed 3.99% via Ratehub.ca (as of July 17, 2026); conventional rates run a little higher.
Mortgage amount $3,765,600 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $20,095
- Property tax
- $1,302
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $21,397
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $104,150
- Toronto municipal land transfer tax
- $128,290
- Estimated closing costs
- $232,440
Plus your down payment of $941,400. Legal fees, title insurance, and adjustments are extra and vary by deal.
Mortgage stress test
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
At the end of your 5-year term
- Total paid over the term
- $1,205,678
- Principal paid down
- $479,550
- Interest paid
- $726,128
- Balance remaining
- $3,286,050
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.
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
Income potential: the basement has a separate entrance, which often supports a rentable in-law or second suite. That can lift real rent well above the figure above and help carry the mortgage. Ask us about permitted use in this area.
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersEstimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED. MLS®/PropTx.