355 Parkside Drive
High Park-Swansea, Toronto, M6R 2Z4
FOR SALE
$1,799,000
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5
BEDROOMS 4
BATHROOMS 3
KITCHENS 13
ROOMS W13768692
MLSID Contact Us
Property Description
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.
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Nearby Intersections
Property Features
Arts Centre, Beach, Hospital, Park, Place Of Worship, Public Transit, Carpet Free, Floor Drain, Private, Freestanding
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Property Details
Address
355 Parkside Drive
Community
City
Postal Code
M6R 2Z4
Property Type
Triplex, Triplex
Lot Size
40' x 74'
Taxes
$9,576 (2025
Basement
Full, Unfinished, Development Potential
Exterior
Porch, Porch Enclosed
Heat Type
Radiant
Heat Source
Gas
Water
Municipal
Parking Spaces
4
Garage Type
Detached
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Listing contracted with Corcoran Horizon Realty
Rarely offered detached three-unit property in the heart of the Beaches. Situated on a premium 40' x 102' lot, this versatile property features three self-contained units, including two spacious 972 sq. ft. two-bedroom suites and a bright 703 sq.ft. lower-level unit, w/ above-grade windows. Ideal for investors, co-ownership arrangements, multigenerational living, or those seeking the flexibility of rental income. This well-maintained property features a detached garage with 2 parking spaces and potential for a future laneway house. Located within the highly regarded Williamson Road and Glen Ames school districts, and just steps to Queen Street, the Beach, parks, cafés, public transit and a vibrant community that makes the Beach neighbourhood so special. Whether you're looking for a quality income-producing asset, a home for extended family, or a property that offers flexibility for years to come, 170 Wheeler presents a rare opportunity to own an oversized multi-residential property in one of Toronto's most sought-after neighbourhoods.
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Client RemarksGreat investment opportunity in a prime transit-oriented location along the new LRT line! Live in one unit and rent out the other two, or enjoy all three levels as a spacious home for the entire family. This well-maintained triplex features 3 separately metered units, parking, and excellent income potential. Conveniently located just steps to Eglinton West Station on the University line, and minutes to Allen Road, Highway 401, and downtown Toronto. Enjoy unbeatable convenience with shopping, restaurants, schools, and everyday amenities all within walking distance - an ideal property for investors, multigenerational families, or savvy homeowners looking to offset their mortgage with rental income.
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Great investment opportunity in a prime transit-oriented location along the new Eglington LRT line! Live in one unit and rent out the other two, or enjoy all three levels as a spacious home for the entire family. This well-maintained triplex features 3 separately metered units, parking, and excellent income potential. Conveniently located just steps to Eglinton West Station on the University line, and minutes to Allen Road, Highway 401, and downtown Toronto. Enjoy unbeatable convenience with shopping, restaurants, schools, and everyday amenities all within walking distance - an ideal property for investors, multigenerational families, or savvy homeowners looking to offset their mortgage with rental income.
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A Rare Opportunity To Own A Thoughtfully Crafted Contemporary Residence In One Of South Etobicoke's Most Connected And Rapidly Evolving Communities. The Vacant Legal Purpose-Built Triplex Was Designed To Adapt To A Wide Range Of Living Arrangements. This Exceptional Home Offers Endless Possibilities For End Users, Extended Families, Or Those Seeking Flexible Income Potential. Large Fire Egress Windows Throughout. Potential For Laneway Suite Or Rear Addition.Featuring 4 Spacious Bedrooms Plus An Additional Lower-Level 1 Bedroom Suite And 3 Beautifully Finished Bathrooms, The Layout Was Carefully Planned To Create Privacy, Comfort, And Functionality Across Every Floor. Renovated To The Studs ('25-'26) With Superior Craftsmanship And Efficiency In Mind, The Home Showcases Advanced Insulation And Acoustic Separation, Delivering Comfort And Quiet Throughout. Elegant Finishes Include Luxury Flooring, Designer Lighting, Custom Millwork, Large Sun-Filled Windows, And Hotel-Inspired Bathrooms. The Main Floor Impresses With 2 Bedrooms, 1 Bath, Open-Concept Principal Rooms, A Stunning Kitchen Complete With Quartz Counters And Premium Stainless Steel Appliances. The Upper Floor Mirrors The Main Level 2 Bed 1 Bath With Minor Suitable Changes. The Fully Finished Above Grade Windows Lower Level Offers Independent Living With Its Own Kitchen, Bedroom, Heated Floor Bathroom, And Separate Entrance. All 3 Units With Separate Entrances, Separate Laundry & Hydro Meter. Set On An Oversized Property With Extensive Parking Capacity For Multiple Vehicles, Driveway In Front And Rear Street Access As Well. VERY RARE. Ideally Located Moments From The Waterfront, Humber College, Transit, GO Access, Major Routes, Parks, Trails, And Some Of The Area's Most Popular Local Amenities. A Truly Unique Offering Combining Design, Functionality, And Long-Term Potential In A Prime West Toronto Setting. Some photos are virtually staged.
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Live at the Toronto Beaches community and unwind and enjoy the waterfront trail, parks, shops and restaurants.
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Fully renovated turnkey triplex in sought-after Long Branch, steps from Lake Promenade. This income-producing property features two spacious 2-bed, 2-bath suites on the main and upper levels, plus a 2-bed, 1-bath lower-level unit. The main and upper units offer bright layouts, crown mouldings, pot lights, modern kitchens with granite counters and stainless steel appliances, and generous bedrooms with closet organizers. The upper unit includes in-suite laundry. The lower unit features an open-concept design, modern finishes, and radiant floor heating with porcelain tile. Extensively upgraded in 2019/2020, including new roof, windows, doors, insulation, plumbing, electrical, HVAC, and owned on-demand hot water. Separately metered hydro, individual HVAC systems, and strong rental appeal throughout. Set in the heart of Long Branch, this location offers a rare blend of quiet residential charm and urban convenience. Steps to Lake Ontario, waterfront parks, and trails, and minutes from Long Branch Village retail, cafes, and everyday amenities. Proximity to Humber College Lakeshore Campus, TTC, and GO Train makes this an ideal option for professionals, academics, or long-term tenants seeking lifestyle and connectivity.
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Attention investors, builders, and developers - an exceptional opportunity at 96 Wesley Street in the highly sought-after Stonegate-Queensway community. This 3,072 sq ft triplex sits on a lot that has been subdivided into two 25 x 125 ft parcels, with approvals in place for the construction of two detached homes. Development permits have been approved and are ready, with permit fees remaining to be paid. Architectural drawings for both detached dwellings are available.The existing property features three spacious self-contained units, offering a total of 5 bedrooms, 3 kitchens, and 3 full 4-piece bathrooms, providing immediate rental income while you plan your next project.With parking for up to 8 vehicles, including a private driveway and 2-car garage, this property offers strong holding potential and exceptional long-term value. Both subdivided lots must be sold together.Ideally situated with convenient access to the Gardiner Expressway and public transit, and just a short walk to Grand Avenue Park and Queensway Park. Surrounded by top-rated schools, local shops, restaurants, and everyday amenities, this is a rare development opportunity in one of Toronto's most established and desirable west-end neighbourhoods.Seller prefers this property to be sold together with 100 Wesley Street (MLS W13520460).
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A rare opportunity to purchase this high-performing LEGAL triplex just steps away from the Mount Dennis super transit hub. With an average 8.54% leveraged CAP rate, this fully renovated (gutted to the studs) triplex is an ideal investment to add to any portfolio. This turnkey opportunity offers three two-bedroom units, each spanning 1000 sq ft, each with a private ensuite, washer and dryer, brand-new appliances and fixtures, large windows with an abundance of natural light, new mechanicals and each unit is separately metered for hydro. The NEWLY PAVED backyard and detached garage offer an excellent potential for a garden suite, creating a rare opportunity to further increase the density and value. With a close proximity to a brand-new public school, a nearby catholic school, excellent transit, and neighbourhood shopping, this central location ensures low vacancy and high-calibre tenants.
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Rare legal triplex offering the potential for three fully self-contained units - an exceptional investment or multi-generational living opportunity! This fully renovated semi-detached home features a spacious 4-bedrooms, 2-bath main and upper unit, plus a finished basement apartment with a separate entrance, kitchen, great room, and bathroom. Lots of windows, very bright and spacious. Nestled in one of Toronto's most sought-after family neighbourhoods, just steps to Monarch Park and Greenwood Park with a pool, farmers' market, sports facilities, and off-leash dog park. Direct bus to Greenwood Station or an easy 10-minute walk to the Danforth and subway. A fantastic opportunity for investors and end-users alike!
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