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55 Oakwood Avenue
Wychwood Toronto M6H 2V7

$1,225,000
Residential Freehold beds: 6 baths: 4.0

Main Photo: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 1: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 2: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 3: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 4: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 5: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 6: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 7: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 8: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 9: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 10: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 11: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 12: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 13: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 14: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 15: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 16: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 17: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 18: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 19: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 20: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 21: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 22: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 23: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 24: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 25: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 26: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 27: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Photo 28: 55 Oakwood Avenue in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C14142454
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C14142454
Bedrooms:
6
Bathrooms:
4
Offered for the first time in decades, this distinguished Wychwood/Regal Heights detach home presents a remarkable opportunity to own a property with its' original character and charm, generous in scale and full of possibilities. Situated just steps from St. Clair Avenue West, this home offers the flexibility to preserve its existing legal duplex(with 2 separate hydro meters) configuration as an income property or undertake a thoughtful restoration to create an exceptional single-family residence. From the classic solid brick and welcoming large covered front porch to hardwood floors, original wood trim, stained-glass details, elegant staircase, bay windows and wood-burning and gas fireplace, the home's architectural heritage is evident throughout. Generously proportioned principal rooms and multiple levels of living space provide an inviting foundation for a transformation that keeps the property's history while introducing the comforts and finishes of contemporary living. For investors, the existing duplex setup offers an opportunity to establish a rental strategy with potential for up to 4 units. For those with a vision for restoration, the home's layout and distinctive period details invite a spectacular reinvention as a substantial single-family residence. One-car detached garage with One-car parking on driveway & One on parking pad and private, tree-lined backyard add further versatility. Just moments from cafés, restaurants, shops and everyday conveniences of St. Clair Ave W, this home enjoys access to the cultural energy of nearby Corso Italia, easy access to Transit with Bus Stop across the street, Schools nearby and Yorkdale Shopping Centre and 401 Hwy access just a 15 min drive away. Whether you're looking for a smart investment or a chance to enter the market with built-in income potential, this property checks all the boxes. Live in one unit and rent the others, helping to build equity while enjoying all the benefits of home ownership.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2 1/2 Storey
Total Approx Floor Area:
2500-3000
Lot Depth:
105'
Lot Frontage:
30'8"
Direction Faces:
East
Bedrooms:
6
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
3
Bedrooms Above Grade:
6
Kitchens Above Grade:
3
Rooms Above Grade:
13
Rooms Below Grade:
4
Heating type:
Radiant
Heating Fuel:
Gas
Fireplaces:
2
Foundation:
Unknown
Roof:
Asphalt Shingle
Basement:
Unfinished
Fireplace/Stove:
Yes
Garage:
Detached
Garage Spaces:
1.0
Parking Features:
Mutual
Parking Spaces:
2
Total Parking Spaces:
3.0
Family Room:
No
Possession Details:
Immediate-30 Days/TBA
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Assessment Year:
2026
Taxes:
$7,864.93 / 2026
Assessment:
$- / 2026
Toronto
Toronto C02
Wychwood
Public Transit, School
Accessory Apartment
Hot Water Tank
All Existing Window Coverings, Rods and Blinds, Electrical Light Fixtures and Ceiling Fans, Washer and Dryer, Whirlpool White Fridge, S/S Samsung Gas Stove, Stainless Steel Broan Hood Fan, White Electric Frigidaire Stove, White Kenmore Fridge. And All Fixtures and Shelves Attached to Walls. All Items Noted Are In As-Is Condition, No Warranties or Representations.
CCTV Cameras
Brick
Floor
Type
Size
Other
Main
Living Room
16'7" × 13'10"
Broadloom, Brick Fireplace, Bay Window
Main
Dining Room
14'1" × 12'2"
Window, Hardwood Floor, Separate Room
Main
Kitchen
9'4" × 7'3"
W/O To Yard, Backsplash, Window
Main
Bedroom 2
12'9½" × 9'7"
Hardwood Floor, Closet, Window
Main
Bedroom 3
11'7¾" × 8'2"
Hardwood Floor, Closet, Window
Second
Living Room
16'1" × 11'7¾"
Gas Fireplace, Bay Window, Hardwood Floor
Second
Kitchen
9'6" × 7'11"
Window, Tile Floor, Backsplash
Second
Bedroom 4
14'2" × 10'2"
Hardwood Floor, Closet, Window
Second
Bedroom 5
11'7" × 10'7"
Hardwood Floor, Large Closet, Bay Window
Second
Sunroom
9'3" × 7'3"
Window, W/O To Sundeck, Hardwood Floor
Third
Kitchen
14'½" × 8'11"
Closet, Walk-Out, Window
Third
Primary Bedroom
18'2½" × 15'2"
Irregular Room, Walk-In Closet(s), Window
Third
Bedroom
8'4" × 7'1"
Window, Hardwood Floor
Basement
Recreation
32'8½" × 11'2"
Window
Basement
Laundry
8'½" × 5'3"
Laundry Sink, Separate Room
Basement
Utility Room
18'6½" × 11'9¾"
Window, Separate Room
Basement
Other
11'7¾" × 8'2"
Closet, Window, Separate Room
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
None
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Level:
Lower Level
Date Listed:
Nov 03, 2026
Original Price:
Previous Price:
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Listed by EXP REALTY
Data was last updated November 3, 2026 at 04:15 PM (UTC)
Area Statistics
Listings on market:
51
Avg list price:
$3,945,000
Min list price:
$999,888
Max list price:
$34,500,000
Avg days on market:
39
Min days on market:
4
Max days on market:
178
These statistics are generated based on the current listing's property type and located in Toronto C02. Average values are derived using median calculations. This data is not produced by the MLS® system.
DARYL  KING
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