366 Ontario Street, Toronto C08

Price: $1,950,000

5 bedrooms, 4 bathrooms

1,500 - 1,999 sqft

Property Type: Multi-Family

MLS#: C13561126

Discover a rare opportunity to own a legal, city-approved triplex that perfectly balances historic Toronto charm with high-end modern design. Extensively gutted and renovated from the studs in 2019, this turnkey property offers close to 3,000 square feet of thoughtfully optimized living space across three distinct, self-contained suites. This is a truly seamless addition to any investment portfolio or an ideal live-and-rent scenario. Behind the timeless brick facade, the home has been completely transformed. The 2019 renovations included modernized kitchens with quartz countertops, updated bathrooms, new windows, lighting, staircases, and a professionally underpinned lower level excavated to increase the ceiling height. A brand-new roof was installed in 2023. The property features three separate hydro meters, three gas meters, and dedicated laundry in every unit. The upper-level two-bedroom, two-bathroom suite is bathed in natural light from a striking skylight and blends modern finishes with beautifully preserved original red brick walls. It boasts a private balcony off the primary bedroom, a massive accessible attic for rare urban storage, and its own furnace and central air conditioning. The main-level one-bedroom suite features a bright, inviting layout highlighted by a charming, working wood-burning fireplace and a walk-out to a private outdoor patio. It is also serviced by its own furnace and central air. Accessed via a private rear entrance, the lower-level two-bedroom suite features warm exposed brick, high ceilings, modern vinyl flooring, and a bathroom with a sleek walk-in shower. Set on a deep lot with the potential to convert the rear garden into parking off the laneway, this exceptional triplex delivers flexibility, quality craftsmanship, and outstanding value.

366 Ontario Street - Multi-Family photo 1 of 50 in Regent Park / Cabbagetown / St. James Town, Ontario
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$1,950,000 - 366 Ontario Street, Cabbagetown

Multi-Family for Sale in Cabbagetown

41 days on market

Neighbourhood: Moss Park

5Beds
4Baths
1,500 - 1,999Sq Ft
Multi-Family
Property Details
MLS Number
C13561126
Property Type
Multi-Family
Status
active
Days on Site
41
Bedrooms
5
Bathrooms
4
Square Feet
1,500 - 1,999 sqft
Neighbourhood
Regent Park / Cabbagetown / St. James Town
Listing Brokerage
SOTHEBY'S INTERNATIONAL REALTY CANADA
Description

Discover a rare opportunity to own a legal, city-approved triplex that perfectly balances historic Toronto charm with high-end modern design. Extensively gutted and renovated from the studs in 2019, this turnkey property offers close to 3,000 square feet of thoughtfully optimized living space across three distinct, self-contained suites. This is a truly seamless addition to any investment portfolio or an ideal live-and-rent scenario. Behind the timeless brick facade, the home has been completely transformed. The 2019 renovations included modernized kitchens with quartz countertops, updated bathrooms, new windows, lighting, staircases, and a professionally underpinned lower level excavated to increase the ceiling height. A brand-new roof was installed in 2023. The property features three separate hydro meters, three gas meters, and dedicated laundry in every unit. The upper-level two-bedroom, two-bathroom suite is bathed in natural light from a striking skylight and blends modern finishes with beautifully preserved original red brick walls. It boasts a private balcony off the primary bedroom, a massive accessible attic for rare urban storage, and its own furnace and central air conditioning. The main-level one-bedroom suite features a bright, inviting layout highlighted by a charming, working wood-burning fireplace and a walk-out to a private outdoor patio. It is also serviced by its own furnace and central air. Accessed via a private rear entrance, the lower-level two-bedroom suite features warm exposed brick, high ceilings, modern vinyl flooring, and a bathroom with a sleek walk-in shower. Set on a deep lot with the potential to convert the rear garden into parking off the laneway, this exceptional triplex delivers flexibility, quality craftsmanship, and outstanding value.

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$8,625.51/mo

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5-yr fixed avg.

Principal: $1,560,000Interest: $1,027,652
Mortgage Amount$1,560,000
Total Interest$1,027,652
Est. Property Tax$1,381/mo
Total Cost$2,587,652

Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.

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Neighbourhood Guide: Moss Park

Discover Moss Park

Moss Park is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.

Why Live in Moss Park

  • Convenient location in Regent Park / Cabbagetown / St. James Town
  • Access to local shops and dining
  • Good public transit connections
  • Community parks and green spaces
  • Well-maintained neighbourhoods

Nearby Schools

Local Elementary SchoolPublic Elementary
Local Secondary SchoolPublic High School

Transit & Commuting

  • MiWay bus routes throughout the area
  • GO Transit stations within driving distance
  • Easy highway access to 401/403/QEW
  • Walking distance to local amenities

Parks & Amenities

  • Local parks and recreational facilities
  • Community centres
  • Shopping plazas nearby
  • Restaurants and cafes

Lifestyle & Community

Moss Park offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.

70
Walk Score
Varies
Price Range

366 Ontario Street, Regent Park / Cabbagetown / St. James Town

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$3,600/mo
Range: $3,060 - $4,140
Cap Rate (ROI)
1.1%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$3,600
Maintenance Fees-$0
Property Tax (est.)-$1,381
Insurance (est.)-$406
Net Cash Flow+$1,813

Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Premium Pricing

At $1300/sqft, this property is priced above the Cabbagetown average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.

Market Position

At 41 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.

Excellent Flexibility

With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Cabbagetown.

Bathroom Count Matters

With 4 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.

About Moss Park

I know Moss Park well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.

Investment Perspective

Looking at this as an investment: Cabbagetown properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $8,125 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.

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    366 Ontario Street | $1,950,000 | Battaglia Team