{{::listingStatusInfo.daysOnMarket | timeAgo }}
 New Today
RENTED CONDITIONALLY
SOLD CONDITIONALLY
RENTED CONDITIONALLY WITH ESCAPE
SOLD CONDITIONALLY WITH ESCAPE
on {{::listingStatusInfo.soldAsOf | momentFormat }}
on {{::listingStatusInfo.soldAsOf | momentFormat }}
AS OF {{::listingStatusInfo.inactiveAsOf }}

$2,985,000Asking Price

453 Oriole Parkway, Toronto C03, ON M5P 2H7

Chaplin Estates, Toronto

Detached
5
Bedrooms
4
Baths
3
Parking
Day on Market

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 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 with in-floor heating. Lower Level: High-ceilinged "Great Room" addition with fireplace - Ideal for a gym, cinema, or privately located office. 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!

Thank you for your inqury! We’ll be in touch shortly about your request.
Tour this home:

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 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 with in-floor heating. Lower Level: High-ceilinged "Great Room" addition with fireplace - Ideal for a gym, cinema, or privately located office. 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!

Key Info

  • 3-Storey Detached
  • 2-Car Driveway
  • 1-Car Detached Garage
  • Oriole Park and Eglinton
  • 3000-3500 Approximate Sq Feet
  • 51-99 Years Approximate Age
  • 1 Kitchen
  • Forced Air Gas Heating
  • Central Air

Property

  • Lot Size 40 x 153.83 Feet
  • Brick Exterior
  • Taxes were $15,006 in 2025
  • Possession: Flexible

Details

  • Fireplace
  • Family Room
  • Sewers
  • Municipal Water
  •  
  • MLS #C12807200
  • ROYAL LEPAGE/J & D DIVISION

Extras

Room Floor Dimensions Details
1 Kitchen Main 12.93' x 12.99' Renovated, Stainless Steel Appliances, Hardwood Floor
Washroom1 5-Piece Bathroom
Washroom1 3-Piece Bathroom
Washroom1 4-Piece Bathroom
Washroom1 2-Piece Bathroom on Main Floor

Who lives here?

Chaplin Estates, Toronto is a central Toronto neighbourhood notable for its renters, university grads, executives and business, science and education, law & public sector professionals. Residents tend to be younger with a significant number of kids aged 10 to 14 and adults aged 25 to 54.

Families

Kids Per Family

1.0

kids per family
in the neighbourhood.

Toronto  (1.2)
Gta  ({{ '1.29999995231628' | number: 1 }})

Singles

44% of residents are
single and loving it.

44% singles

Toronto (50%)
Gta ({{ '44.8800010681152' | number: 0 }}%)

Renters

51% of residents
are renters.

51% renters

Toronto (47%)
Gta ({{ '33.0200004577637' | number: 0 }}%)

Education

75% of residents are
university grads.

75% university grads

Toronto (48%)
Gta ({{ '43.6699981689453' | number: 0 }}%)

Income

Average Household Income

$237K

is the average household
income in the neighbourhood.

Toronto  ($132K)
Gta  ({{ '135056.828125' | minifiedCurrency }})

Professions

Professions

Business 16%
Government 16%
Sales 11%
Management 10%
Sciences 7%

Immigrants

24% of residents were
born outside of Canada.

24% immigrants

Toronto (48%)
Gta ({{ '45.4300003051758' | number: 0 }}%)

Birthplace - All

China was once home to 2.3% of immigrants.
South Korea 1.9%
UK 1.7%
India 1.5%
USA 1.0%

2.3% from China
All-time

Birthplace - Recent

China was once home to 1.0% of immigrants.
Brazil 0.4%
India 0.4%
Southern Africa 0.2%
South Korea 0.2%

1.0% from China
Recent

Foreign Languages

Foreign Languages

French 2%
Spanish 2%
Cantonese 2%
Korean 1%
Mandarin 1%

Religions

Religions

Christian 55%
Jewish 9%
Muslim 2%
Buddhist 1%

Social Housing

Social Housing Buildings

0

Social housing buildings
in the neighbourhood.

Gta Avg (5.19)

Shelters

Shelters

0

Homeless shelters in
the neighbourhood.

Gta Avg (0.54)