453 Oriole Parkway photo 1
453 Oriole Parkway photo 2
Foyer
Foyer
Living Room
453 Oriole Parkway photo 6
Living Room
453 Oriole Parkway photo 8
453 Oriole Parkway photo 9
Kitchen
Kitchen
453 Oriole Parkway photo 12
453 Oriole Parkway photo 13
Family Room
Family Room
453 Oriole Parkway photo 16
Main Floor 2-pc
Main Floor 2-pc
2nd Floor Landing
Principal Bedroom
Principal Bedroom
Principal Bedroom Dressing Area
Principal Bedroom Dressing Area
Principal Bedroom Ensuite
Bedroom 2 (2nd floor)
Bedroom 2 (2nd floor)
Bedroom 3 (2nd floor)
Bedroom 3 (2nd floor)
Family bathroom (2nd floor)
3rd floor landing
Bedroom 4 (3rd floor)
Bedroom 4 (3rd floor)
453 Oriole Parkway photo 33
Bedroom 5 (3rd floor)
Bedroom 5 (3rd floor)
Bedroom 5 (3rd floor)
3rd floor family bathroom
3rd floor family bathroom
Lower level office
Lower level office
453 Oriole Parkway photo 41
Stunning gardens
Emmence terrace
Terrace
Huge lawn
453 Oriole Parkway photo 46
453 Oriole Parkway photo 47
A short walk to Yonge & Eglington
453 Oriole Parkway photo 49

453 Oriole Parkway

Toronto C03, ON M5P 2H7

Off-Market
5 Beds
4 Baths
3,000 Sq Ft
6,178 Lot Sq Ft
Single Family Home
This listing is no longer active on the MLS® and is not currently for sale. Interested in something similar? Ask Filipe →

About This Property

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 façade 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. Parking: Roughed-In 3-pc bathroom. 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!

Property Details

StatusOff-Market
Property TypeSingle Family Home
Listing TypeSale
Interior Size3,000 sq ft
Lot Size6,178 sq ft
Bedrooms5
Bathrooms4
Postal CodeM5P 2H7
Last UpdatedOct 8, 2026 · 6:58 a.m.

Sign in for full listing history and the exact list date.

Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

Buying or selling in Toronto?

Filipe & Isabel Ferreira and the Team Filipe (RE/MAX Ultimate Realty Inc., Brokerage) represent buyers and sellers here. Local guides and live listings below.

Talk to Filipe & Isabel Ferreira →

TRREB MLS® Attribution

MLS® C12807200

Listed by ROYAL LEPAGE/J & D DIVISION

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

$2,985,000

last list price — no longer for sale

MLS®C12807200
TypeSingle Family Home
CityToronto C03
Search Active Listings

Team Filipe · RE/MAX · (647) 210-6070

Listed By

ROYAL LEPAGE/J & D DIVISION