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.
Property Type:
Residential Freehold
Property Sub Type:
Duplex
Home Style:
2 1/2 Storey
Approx. Age:
100+
Total Approx Floor Area:
1500-2000
Lot Depth:
107'10"32.9 m
Lot Frontage:
17'8"5.39 m
Lot Shape:
Rectangular
Direction Faces:
East
Bedrooms:
5+2
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
2
Bedrooms Above Grade:
5
Bedrooms Below Grade:
2
Kitchens Above Grade:
2
Rooms Above Grade:
11
Rooms Below Grade:
2
Heating type:
Forced Air
Heating Fuel:
Gas
Foundation:
Stone
Roof:
Other, Slate
Basement:
Apartment
Fireplace Features:
Natural Gas
Fireplace/Stove:
Yes
Garage:
None
Garage Spaces:
0.0
Parking Features:
Private Double
Parking Spaces:
2
Total Parking Spaces:
2.0
Family Room:
No
Possession Details:
30/60/90 Flexible
Pool:
None
HST Applicable To Sale Price:
Included In
Taxes:
$8,762.49 /
2026
Assessment:
$- /
-
Toronto
Toronto C08
Cabbagetown-South St. James Town
Fenced Yard, Hospital, Place Of Worship, Public Transit, Rec./Commun.Centre, School
Accessory Apartment, Sump Pump
Patio, Paved Yard
None - all HVAC owned.
All existing appliances - 2 fridges, 2 stoves, 2 range hoods, 2 dishwashers, 2 washers/2 dryers; all ELFs; all window coverings; gas fireplace in main floor living room (has been disconnected); basement waterproofed and sump pump installed. 2-car parking has been moved to increase yard size - could be easily reconfigured by moving fence to original posts. Smart water valve shut-off; Heated eavestrough waterproofing and damp proofing around the roof line; roof is synthetic slate, rated for 40 years. Freshly painted and move-in ready.
All hung mirrors and art.
Brick
City
Floor
Type
Size
Other
Main
Living Room
21'1½"6.44 m × 10'9½"3.29 m
Gas Fireplace, Hardwood Floor, Bay Window
Main
Dining Room
21'1½"6.44 m × 10'9½"3.29 m
Combined w/Living, Hardwood Floor, Large Window
Main
Kitchen
12'11½"3.95 m × 7'5¾"2.28 m
Renovated, Stainless Steel Appl, Centre Island
Main
Bedroom
12'6"3.81 m × 11'4"3.45 m
W/O To Yard, Hardwood Floor, Closet
Main
Bedroom
9'5"2.87 m × 9'2.74 m
Closet, Window, 2 Way Fireplace
Second
Living Room
16'2"4.93 m × 12'11⅛"3.94 m
Large Window, Hardwood Floor, Combined w/Dining
Second
Dining Room
16'2"4.93 m × 12'11⅛"3.94 m
Combined w/Living, Hardwood Floor, Large Window
Second
Kitchen
16'8"5.08 m × 11'7"3.53 m
Stainless Steel Appl, Centre Island, Combined w/Laundry
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The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.