376 Sunnyside Avenue, Toronto W01

Price: $2,199,000

6 bedrooms, 4 bathrooms

2,000 - 2,499 sqft

Property Type: Multi-Family

MLS#: W13509134

Some properties come to market once in a generation. 376 Sunnyside is one of them.Held by the same family for decades, this well-maintained four-level multiplex sits on a coveted corner lot in one of the city's most fabulously walkable neighbourhoods - steps from the lake, the parks, and the everyday charm that makes this pocket of the city so deeply loved by the people who live here.The building offers four self-contained apartments - two spacious two-bedroom suites and two one-bedroom suites - each thoughtfully laid out to attract quality, long-term tenants. Three private balconies bring outdoor space into the everyday living experience, a feature that's increasingly rare and increasingly valued in multiplex living. Separate hydro meters for each unit and a dedicated laundry area add the kind of practical, income-friendly infrastructure that experienced investors look for, simplifying management and giving each tenant their own sense of independence.What truly sets this property apart, though, is its flexibility for the future. A separate three-car garage - garden suite eligible - opens the door to additional income potential, multi-generational living, or simply room to grow into. Combined with the building's solid four-unit foundation and well-maintained condition, this is a property built for possibility, whether your vision is investment, income, redevelopment or a home that holds space for the whole family.This is more than a real estate listing. It's a piece of the neighbourhood's history, ready to begin its next chapter with the right family or investor.

376 Sunnyside Avenue - Multi-Family photo 1 of 32 in High Park / Junction / Roncesvalles, Ontario
376 Sunnyside Avenue - Multi-Family photo 2 of 32 in High Park / Junction / Roncesvalles, Ontario
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376 Sunnyside Avenue - Multi-Family photo 32 of 32 in High Park / Junction / Roncesvalles, Ontario
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New Listing
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$2,199,000 - 376 Sunnyside Avenue, High Park

Multi-Family for Sale in High Park

New — Listed 6 days ago

Neighbourhood: High Park-Swansea

6Beds
4Baths
2,000 - 2,499Sq Ft
Multi-Family
Property Details
MLS Number
W13509134
Property Type
Multi-Family
Status
active
Days on Site
6
Bedrooms
6
Bathrooms
4
Square Feet
2,000 - 2,499 sqft
Neighbourhood
High Park / Junction / Roncesvalles
Listing Brokerage
SOTHEBY'S INTERNATIONAL REALTY CANADA
Description

Some properties come to market once in a generation. 376 Sunnyside is one of them.Held by the same family for decades, this well-maintained four-level multiplex sits on a coveted corner lot in one of the city's most fabulously walkable neighbourhoods - steps from the lake, the parks, and the everyday charm that makes this pocket of the city so deeply loved by the people who live here.The building offers four self-contained apartments - two spacious two-bedroom suites and two one-bedroom suites - each thoughtfully laid out to attract quality, long-term tenants. Three private balconies bring outdoor space into the everyday living experience, a feature that's increasingly rare and increasingly valued in multiplex living. Separate hydro meters for each unit and a dedicated laundry area add the kind of practical, income-friendly infrastructure that experienced investors look for, simplifying management and giving each tenant their own sense of independence.What truly sets this property apart, though, is its flexibility for the future. A separate three-car garage - garden suite eligible - opens the door to additional income potential, multi-generational living, or simply room to grow into. Combined with the building's solid four-unit foundation and well-maintained condition, this is a property built for possibility, whether your vision is investment, income, redevelopment or a home that holds space for the whole family.This is more than a real estate listing. It's a piece of the neighbourhood's history, ready to begin its next chapter with the right family or investor.

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$9,726.92/mo

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5-yr fixed avg.

Principal: $1,759,200Interest: $1,158,876
Mortgage Amount$1,759,200
Total Interest$1,158,876
Est. Property Tax$1,558/mo
Total Cost$2,918,076

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: High Park-Swansea

Discover High Park-Swansea

High Park-Swansea 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 High Park-Swansea

  • Convenient location in High Park / Junction / Roncesvalles
  • 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

High Park-Swansea 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

376 Sunnyside Avenue, High Park / Junction / Roncesvalles

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$4,100/mo
Range: $3,485 - $4,715
Cap Rate (ROI)
1.1%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$4,100
Maintenance Fees-$0
Property Tax (est.)-$1,558
Insurance (est.)-$458
Net Cash Flow+$2,084

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

Fair Market Value

At $1100/sqft, this property is priced in line with current High Park market conditions. The pricing suggests the seller has done their homework. We may have modest room for negotiation, typically 2-4% in today's market.

Just Listed - Act Strategically

This property hit the market within the last week. In High Park's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.

Excellent Flexibility

With 6 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 High Park.

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 High Park-Swansea

I know High Park-Swansea 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: High Park properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $9,163 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.

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    376 Sunnyside Avenue | $2,199,000 | Battaglia Team