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For sale
  • C$1,799,000

    355 Parkside Dr, Toronto, ON M6R 2Z4

    5beds
    4baths
    Triplex
    Built in ----
    -- sqft lot
    $-- Zestimate®
    C$--/sqft
    C$-- HOA

    What's special

    Offered for the first time in over 50 years, this impeccably maintained triplex occupies one of Toronto's most coveted corners, proudly positioned at Parkside Drive and Geoffrey Street directly across from High Park. A rare legacy property, lovingly cared for by the same family for half a century, it presents an exceptional opportunity for investors, multi-generational families, or those seeking a premier owner-occupied residence with substantial income potential. Spanning three story's, the building comprises two spacious 1,233 sq. ft. two-bedroom suites and a bright 708 sq. ft. one-bedroom suite on the third floor. West-facing windows in every unit frame picturesque views of High Park's expansive green canopy, creating a tranquil setting rarely found in the city. The property has benefited from significant capital improvements, including updated roof, windows, doors, eavestroughs, fascia, and electrical service, providing peace of mind for years to come. The vacant third-floor suite offers immediate occupancy or market-rent potential, while the first and second floor suites are occupied by outstanding long-term month-to-month tenants who have cared for their homes with pride and respect. Below, the full unfinished basement features solid concrete construction, dedicated storage rooms, a laundry area, and a powder room, presenting exciting possibilities for additional living space, supplementary income suites, or enhanced amenities. A private driveway accommodates 4 vehicles in addition to a detached garage-an extraordinary convenience in this sought-after neighbourhood. Steps to High Park, the subway, the waterfront, and the vibrant boutiques, cafés, restaurants, and pubs of Roncesvalles Village and Bloor West, this is a truly irreplaceable location. Opportunities to acquire a meticulously maintained, generational triplex overlooking Toronto's most celebrated park are exceptionally rare.
    1 hour
    8
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    Zillow last checked:

    Listing updated:

    Listed by:

    CORCORAN HORIZON REALTY

    Source: TRREB,MLS®#: W13768692MLS LogoOriginating MLS®#: Toronto Regional Real Estate Board

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      Heating
      • Radiant, Gas
      Cooling
      • None
      Features
      • Floor Drain
      • Flooring: Carpet Free
      • Basement: Full,Unfinished,Development Potential
      • Has fireplace: Yes
      • Fireplace features: Free Standing
      Interior area
      • Living area range: 3000-3500 null

      Property

      Parking
      • Total spaces: 5
      • Parking features: Private
      • Has garage: Yes
      Features
      • Stories: 2.5
      • Patio & porch: Porch, Enclosed
      • Pool features: None
      Lot
      • Size: 2,942 Square Feet
      • Features: Arts Centre, Beach, Hospital, Park, Place Of Worship, Public Transit
      Details
      • Parcel number: 213460080

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Triplex
      Materials
      • Brick
      • Foundation: Block, Stone
      • Roof: Asphalt Shingle

      Utilities & green energy

      • Sewer: Sewer

      Community & HOA

      Location
      • Region: Toronto

      Financial & listing details

      • Annual tax amount: C$9,576
      • Date on market: 9/10/2026

        Price history

        Price history is unavailable.

        Public tax history

        Tax history is unavailable.

        Climate risks

        Neighborhood: High Park

        Getting around

        74 / 100
        Very Walkable
        70 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating

        No schools nearby

        We couldn't find any schools near this home.