Nestled in one of Oshawa's most coveted neighbourhoods, O'Neil, 447 Simcoe St N stands as a testament to timeless elegance and architectural brilliance. This landmark home in "the catchment area" offers an unparalleled blend of history, luxury, and modern living, seamlessly woven together to create a residence that is both sophisticated and welcoming.The expansive property boasts a premium 94 feet of frontage X 150, surrounded by mature trees and landscaping and a 3 car garage as you drive through your porte co-chère, The home is all brick from top to bottom and reflects the craftsmanship and care that has gone into preserving its charm, while modern updates ensure that the home is not only beautiful but also highly functional for contemporary living. The main floor of this remarkable home offers an array of grand principal rooms that are perfect for both intimate gatherings and large-scale entertaining. The chef inspired high end custom kitchen boasts a Wolf 6 burner/griddle/double oven gas stove, Dacor warmer drawer, Meile Refrigerator and Dishwasher, prep sink/garburator, exposed brick and floor to ceiling cabinetry offering the most distinctive buyer the perfect combination of function and finishes. 6 total bedrooms,4 generously sized bedrooms on the 2nd level including a large primary bedroom with combined south facing sunfilled sunroom and full ensuite, and a rare 3rd level flanked by 2 more bedrooms and 6 bathrooms through-out, this home is endless.The focal point of the lower level are the 2 entrances, one walk-up to the patio and a separate side entrance from the driveway, along with the games room, wine room, a full bath and the original powder room!. Step outside into the beautifully landscaped garden where an oasis retreat and a large deck and hotub takes centre stage and where you're just steps away from Parkwood Estates , Alexandria Park and the Michael Starr Trail, you'll enjoy the perfect balance of quiet residential living and modern ameneties.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2 1/2 Storey
Approx. Age:
51-99
Total Approx Floor Area:
3500-5000
Lot Size:
<.50
Depth:
150'45.7 m
Frontage:
93'9"28.6 m
Direction Faces:
East
Bedrooms:
6
Bathrooms:
6.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
6
Kitchens Above Grade:
1
Rooms Above Grade:
11
Rooms Below Grade:
4
Heating type:
Radiant
Heating Fuel:
Gas
Fireplaces:
4
Foundation:
Concrete Block
Roof:
Asphalt Shingle
Basement:
Separate Entrance, Finished
Fireplace Features:
Wood, Electric
Fireplace/Stove:
Yes
Garage:
Detached
Garage Spaces:
3.0
Other Structures:
Garden Shed, Fence - Full, Gazebo
Parking Features:
Private Double, Covered, Front Yard Parking
Parking Spaces:
7
Total Parking Spaces:
10.0
Family Room:
Yes
Possession Details:
90 days or TBA
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$12,842.72 /
2025
Assessment:
$- /
-
Oshawa
O'Neill
Durham
Fenced Yard, Hospital, Park, Public Transit, School Bus Route, School
Garburator, Water Heater Owned, Central Vacuum, Bar Fridge, Auto Garage Door Remote
Deck, Hot Tub, Landscaped, Porch
Home is currently set up with ADT monitored fire detection system and will be removed and deactivated before closing. It cannot be assumed
Over 5000sqft of living space! The home offers central air conditioning throughout, and two heating alternatives, a gas fired boiler system and a separate forced air furnace. WOLF 6 Burner/griddle/double oven, Dacor Built-in warmer drawer,Meile Refrigerator,Meile Dishwasher, Meile washer, Meile Dryer, microwave, water osmosis system, all electrical light fixtures, window coverings,gazebo,hotub,bar fridge, whole home dechlorinator in storage room
ADT fire detection system. Weights and accessories, 2nd floor office/bedroom shelving, garage shelving and equipment. Unless specifically noted in inclusions or exclusions, everything else in the home or on the property is assumed to belong to the seller(s)
Brick
No
Floor
Type
Size
Other
Main
Kitchen
17'5"5.31 m × 15'5"4.70 m
Breakfast Area, W/O To Deck, Heated Floor
Main
Dining Room
17'9"5.41 m × 12'6"3.81 m
B/I Shelves, Crown Moulding, Hardwood Floor
Main
Living Room
24'2"7.37 m × 13'9"4.19 m
Fireplace, Crown Moulding, Hardwood Floor
Main
Den
13'1½"4.00 m × 11'2"3.40 m
Electric Fireplace, Pocket Doors, Hardwood Floor
Main
Sunroom
17'5"5.31 m × 11'9¾"3.60 m
Walk-Out, South View, Large Window
Second
Primary Bedroom
19'5.79 m × 13'9"4.19 m
4 Pc Ensuite, Walk-In Closet(s), Hardwood Floor
Second
Bedroom 2
16'8¾"5.10 m × 10'10"3.30 m
Closet, Crown Moulding, Hardwood Floor
Second
Bedroom 3
13'5"4.09 m × 12'2"3.71 m
Closet, Pass Through, Hardwood Floor
Second
Bedroom 4
12'6"3.81 m × 11'2"3.40 m
W/O To Balcony, Closet, Hardwood Floor
Second
Sunroom
17'5"5.31 m × 12'6"3.81 m
Combined w/Primary, Large Window, South View
Third
Bedroom 5
16'1"4.90 m × 11'9¾"3.60 m
Walk-In Closet(s), Cedar Closet(s), Hardwood Floor
Third
Bedroom
14'1"4.29 m × 11'9¾"3.60 m
Walk-In Closet(s), Large Window, Hardwood Floor
Third
Furnace Room
16'5"5.00 m × 13'1½"4.00 m
Lower
Game Room
24'7"7.49 m × 13'5"4.09 m
Fireplace, Large Window, Laminate
Lower
Exercise Room
17'5"5.31 m × 12'2"3.71 m
Window, Cushion Floor
Lower
Mud Room
13'5"4.09 m × 12'2"3.71 m
Walk-Up, W/O To Patio, Combined w/Laundry
Lower
Other
16'5"5.00 m × 9'6"2.90 m
Track Lighting, Closet, Broadloom
Lower
Other
9'6"2.90 m × 7'6½"2.30 m
Window, Concrete Floor
Lower
Utility Room
15'5"4.70 m × 12'2"3.71 m
Cushion Floor
Floor
Ensuite
Pieces
Other
In Between
No
2
5'3" x 3'1" 2 Pc Bath, Window, Tile Floor
Second
No
4
8'2" x 7'10½" Heated Floor, 4 Pc Bath, Tile Floor
Third
No
3
7'10½" x 6'3" 3 Pc Bath, Window, Hardwood Floor
Lower
No
2
5'3" x 3'3" 2 Pc Bath
Lower
No
3
10'6" x 8'6" 3 Pc Bath, Tile Floor
Utilities Cable:
Yes
Utilities Telephone:
Yes
Utilities Gas:
Yes
Utilities Hydro:
Yes
Utilities Water:
Yes
Sewers:
Yes
Energy Certification:
No
Green Property Information Statement:
No
Special Designation:
Other
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
Yes
Seller Property Info Statement:
No
Ensuite Laundry:
No
Laundry Level:
Lower Level
Date Listed:
Jul 16, 2025
Original Price:
$1,988,000
Extraordinary curb appeal!
Double driveway Porte Cochere drive-thru to garage
Mature gardens and landscaping
Fenced in yard with natural and artificial grass
Your very own putting green!
Photo 6 of 50
Rear access to property off Connaught Street
Expansive parking
3 car garage
Porch off sunroom
Garden patio/hotub area
Photo 12 of 50
Back deck/gazebo
Balcony off bedroom 3
Nestled among mature trees
Access from front porch to port cochere
Large front porch
Main floor hall
Den with original electric fireplace and cabinetry
Living room combined with seating area
Living room with wood burning fireplace
South facing sun filled sunroom
walk-out to a covered porch over-looking patio
Flow-through layout
Formal dining room w/built in cabinetry
Photo 26 of 50
Walk-out to back deck. Breakfast nook
Large window lights up the room with natural light
Island w/prep sink & bar fridge
Photo 30 of 50
WOLF 6 burner gas dual oven/griddle range
granite counters
In-between powder room
Main level hall stairway
Large Prime bedroom
Prime bedroom ensuite
Prime bedroom ensuite
2nd level sunroom off of the prime bedroom
2nd level sunroom currently being used a yoga area
To access this listing, please create a free account
Listed by iCloud Realty Ltd.
Data was last updated August 23, 2025 at 01:15 AM (UTC)
Area Statistics
Listings on market:
40
Avg list price:
$747,500
Min list price:
$549,000
Max list price:
$1,988,000
Avg days on market:
34
Min days on market:
1
Max days on market:
666
These statistics are generated based on the current listing's property type
and located in
O'Neill. Average values are
derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.