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!
Address
453 Oriole Parkway
List Price
$2,985,000
MLS® Status
New
Expiration Date
2026-05-20
Property Type
Residential Freehold
Type of Dwelling
Detached
Style of Home
3-Storey
Transaction Type
Sale
Area
Toronto C03
Sub-Area
Yonge-Eglinton
Region
Toronto
Bedrooms
5
Bedrooms (Total)
5
Rooms Above Grade
9
Rooms Below Grade
1
Rooms (Total)
7
Bathrooms
4
Floor Area
3000-3500 Sq. Ft.
Lot Size Source
MPAC
Lot Depth
153.83
Lot Shape
Rectangular
Lot Size Units
Feet
Lot Width
40
Occupant Type
Owner
Cross Street
Oriole Park and Eglinton
Approx. Age
51 - 99 Years
MLS® Number
C12807200
Listing Brokerage
ROYAL LEPAGE/J & D DIVISION
Basement Area
Partially Finished
Postal Code
M5P 2H7
Posession Details
Flexible
Parking
Private
Parking Places (Total)
3
Parking Spaces
2
Tax Amount
$15,006.00
Tax Year
2025
Site Influences
Fenced Yard, Library, Park, Public Transit, Rec./Commun.Centre, School
Interior Features
Rough-In Bath
Property Features
Library, Park, Public Transit, Rec./Commun.Centre, School, Fenced Yard
Central Vacuum
No
Family Room
Yes
Elevator
No
Ensuite Laundry
No
Special Designation
Unknown
Standard Status
Active
Board Or Association
Toronto Regional Real Estate Board
Heating
Yes
Heat Source
Gas
Heat Type
Forced Air
Cooling
Yes
Cooling Features
Central Air, Wall Unit(s)
Construction Materials
Brick, Cedar
UFFI
No
Direction Faces
East
Fireplace
Yes
Fireplace Features
Wood
Foundation Details
Block
Garage
Yes
Garage Type
Detached
Attached Garage
No
Covered Spaces
1
Kitchens Total
1
Kitchens Above Grade
1
Pool Features
None
Roof
Asphalt Shingle
Tax Legal Description
Pl 599E Lt 74 Rp 63R584 Pt 3
Waterfront
No
Sewer
Sewer
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Rooms
| Floor | Type | Dimensions | Features |
|---|---|---|---|
| Main | Living Room | 5.59 x 4.45 Meters | Bay Window, Fireplace, Hardwood Floor |
| Main | Dining Room | 4.62 x 3.96 Meters | Hardwood Floor, Panelled, Separate Room |
| Main | Kitchen | 3.94 x 3.96 Meters | Hardwood Floor, Renovated, Stainless Steel Appl |
| Main | Family Room | 6.12 x 3.4 Meters | Fireplace, Hardwood Floor, W/O To Patio |
| Second | Primary Bedroom | 4.9 x 3.96 Meters | 5 Pc Ensuite, Hardwood Floor, Walk-In Closet(s) |
| Second | Sitting | 3.51 x 3.4 Meters | Combined w/Primary, Hardwood Floor, W/W Closet |
| Second | Bedroom 2 | 4.55 x 4.04 Meters | B/I Closet, Hardwood Floor, West View |
| Second | Bedroom 3 | 3.58 x 3.51 Meters | B/I Closet, Hardwood Floor, West View |
| Third | Bedroom 4 | 4.09 x 3.4 | |
| Third | Office | 2.44 x 2.11 | Combined w/Br |
| Third | Bedroom 5 | 4.09 x 3.4 | |
| Third | Bathroom | 3.45 x 1.75 Meters | 4 Pc Bath |
| Lower | Office | 5.79 x 3.18 Meters | Fireplace, Tile Floor, Window |
| Lower | Recreation | 7.87 x 7.09 Meters | Unfinished |
| Lower | Office | 5.79 x 3.18 Meters | B/I Shelves, Broadloom, Electric Fireplace |
| Basement | Bathroom | 3.23 x 1.24 | |
| Basement | Laundry | 5.51 x 4.19 | Combined w/Workshop |
| Basement | Utility Room | 3.73 x 3.07 |
