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Rare 40' x 153' East-Facing Lot in Chaplin Estates! This impressive 5 bedrooms + Office residence perfectly balances 1920s architectural soul with an extensive, modern structural evolution. Behind the classic facade lies a home engineered for the future: fully upgraded 200A electrical (no knob & tube), a new high-efficiency boiler/on-demand HW system, and a comprehensive water management system with battery backup and totally upgraded plumbing. The sprawling floor plan features a sun-filled main floor family room addition with a wood-burning fireplace and walk-out to a massive 990 sq. ft. stone terrace - an entertainer's dream. The 1926 heritage shines through original beveled French doors, wainscoting, and crown molding, while the newly completed 3rd-floor sanctuary offers high ceilings, Pella windows, and a designer 4-pc bath with automated skylight. Key Highlights: Primary Suite: East-facing garden views, large dressing area, and 5-pc ensuite. Modern Comfort: Dual-zone climate control (Rads + Forced Air AC/Heat) and a gutted main-floor powder room. Lower Level: High-ceilinged "Great Room" addition with fireplace - Ideal for a gym, cinema, or privately located office. Roughed-In 3-pc bathroom. Parking: Highly coveted Private Driveway leading to a Newly Built Garage (2024). A short walk to the Beltline Trail, Eglinton LRT/Subway, world-class shopping / dining and the city's top-tier schools (Oriole Park JPS, UCC, BSS, Havergal, North Toronto). A solid, mechanically superior foundation in one of Toronto's most prestigious pockets. Move in and enjoy or further customize to create your forever home!
City: Toronto C03

| Purchase Price | $2,985,000 |
| Down Payment | $597,000 |
| Mortgage Insurance | $0 |
| Total Mortgage | $2,388,000 |
| Mortgage Payment | $14,715 |
| Property Taxes | $1,251 |
| Maintenance Fees | $0 |
| Monthly Payment | $15,966 |
Located at 453 Oriole Parkway , this Toronto C03 house is available for sale. This property was listed for $2,985,000 on Thu Mar 26 2026. It has 5 bedrooms and 5 bathrooms. The property's amenities include Library, Park, Public Transit, Rec./Commun.Centre, School, Fenced Yard. The property includes the following rooms: . This property comes with 3 parking spots.
MLS#: undefined · $2,985,000 · 5 bedroom house in Toronto C03