499 Ontario Street, Toronto, ON
Cabbagetown-South St. James Town, Toronto · MLS® C13566570
About this home
Welcome to 499 Ontario Street, a spectacular, fully renovated legal duplex in the heart of historic Cabbagetown. The ultimate turnkey opportunity for investors, multi-generational families, or live-rent buyers, this property seamlessly blends classic character with high-end modern design. Step inside to discover soaring ceilings, stunning exposed brick accents, gorgeous marble floors, and premium contemporary finishes throughout. The building is divided into two well-appointed, self-contained residences, each featuring independent ensuite laundry, gourmet kitchens with sleek stainless-steel appliances, and rare, private outdoor spaces. The upper unit is a sun-drenched sanctuary boasting 3 spacious bedrooms, 2 elegant bathrooms, and a spectacular private rooftop deck perfect for relaxing above the city. Below, the main-floor and lower-level suite offers a beautifully executed 4-bedroom, 2-bathroom layout, complete with direct walk-out access to its own private, fully fenced yard. To top it off, this property includes a highly coveted two-car parking pad at the rear-an absolute premium in this historic downtown neighbourhood. Perfectly positioned just steps from vibrant shops, cafes, and patios of Parliament Street, scenic local parks, and transit - this exceptional asset delivers the perfect combination of location, modern luxury, and incredible cash flow.
Key facts
- Property type
- Other, 2 1/2 Storey
- MLS®
- C13566570
- Bedrooms
- 7 (5 + 2)
- Bathrooms
- 4
- Size
- 1500-2000
- Lot
- 17.67 × 107.81 ft
- Cross streets
- PARLIAMENT AND CARLTON
- Parking
- 2 parking
- Driveway
- Private Double
- Basement
- Apartment
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Brick
- Foundation
- Stone
- Roof
- Other, Slate
- Sewer
- Sewer
- Property tax
- $8,762 / 2026
- Days on market
- 2
- Listing brokerage
- BOSLEY REAL ESTATE LTD.
Rooms
combined w/living · hardwood floor · large window
sump pump · vinyl floor · closet
w/o to deck · closet · hardwood floor
window · closet · vinyl floor
renovated · stainless steel appl · centre island
gas fireplace · hardwood floor · bay window
large window · hardwood floor · combined w/dining
hardwood floor · window · closet
window · closet · hardwood floor
w/o to yard · hardwood floor · closet
combined w/living · hardwood floor · large window
closet · window · 2 way fireplace
stainless steel appl · centre island · combined w/laundry
Listed at $1,899,900, this home is tracking about 23% above a wider set of listings, though close matches were thin, so treat this as a rough read until I run a precise CMA. The number above is my independent estimate of value, not the asking price.
There are only a few closely comparable homes right here, so this is a broad read from wider listings in the area. Ask me for a precise CMA before relying on it.
Based on 56 similar homes nearby, adjusted for size, beds, and baths.Median of 56 comparable active listings, adjusted for size, beds, and baths. The city (MPAC) assessment points to about $1.77M, a bit higher.
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 $1.50M
- Bedrooms +$90K
- Bathrooms +$30K
- Adjusts to $1.61M
That comparable adjusts to $1.61M; the $1.54M estimate above is the median of all 56 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.
The assigned public school is Orde Street Public School. EQAO is only one input, and families here also look at French Immersion, boundary, and private options, the full breakdown is below.
On location, this is a very walkable address with everyday errands close by. St Patrick 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 $1.54M, median of 56 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.
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room.
- Value driver
- Worth verifying
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 1 closest active listing nearby.
See all comparable homesThis home lists 31% above the area average of $830/sqft.
On the market now.
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
Cabbagetown-South St. James Town, 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: St Patrick, about 8 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 $1,519,920 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $8,111
- Property tax
- $730
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $8,841
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $34,473
- Toronto municipal land transfer tax
- $34,473
- Estimated closing costs
- $68,946
Plus your down payment of $379,980. 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
- $486,651
- Principal paid down
- $193,562
- Interest paid
- $293,089
- Balance remaining
- $1,326,358
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 BOSLEY REAL ESTATE LTD.. MLS®/PropTx.