Kaija Pitt
Direct: 416-371-9447
Office: 416-960-9995
Sotheby’s Canada
1867 Yonge Street, Suite 100
Toronto ON M4S 1Y5 CA

Wychwood

Wychwood is one of Toronto’s most intriguing neighbourhoods. The enclave, which was once a former gated community, sits just north of Davenport Road and west of Bathurst. This private community, with its private driveways and meandering creek, has its own council and is very strict about protecting the privacy of the neighbourhood. Which is why, no doubt, it remains a mysterious neighbourhood to the rest of Toronto.


In the 19th century, the neighbourhood was envisioned as an artists’ colony, which was to be home to an artistic community. Artist Marmaduke Matthews was the man behind the vision, and he named the enclave after his childhood home, Wychwood, in Oxfordshire. He and his friend Alexander Jardine jointly bought the land in 1891 and registered a plan of subdivision in what is now Wychwood.


The homes here compliment the landscape of the neighbourhood and are built in the Arts and Crafts style, and include a few contemporary homes as well. In terms of new-builds, there aren’t many. The council is quite strict on what is built so to preserve the cohesive feel of the neighbourhood.


Wychwood also contains a ravine area known as Taddle Creek Pond –created by damming Taddle Creek. Residents share an outdoor tennis court.


This private community is managed by an executive council and is committed to paying for its streets and amenities. In 1985, Wychwood was the first residential zone in Ontario to be granted heritage status.

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20 Winona Drive
Wychwood Toronto M6G 3S6

$1,439,000
Residential Freehold beds: 3 baths: 3.0

Main Photo: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 1: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 2: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 3: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 4: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 5: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 6: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 7: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 8: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 9: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 10: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 11: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 12: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 13: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 14: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 15: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 16: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 17: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 18: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 19: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 20: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 21: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 22: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 23: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 24: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 25: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 26: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 27: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 28: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 29: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 30: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 31: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Photo 32: 20 Winona Drive in Toronto: Wychwood House for sale (Toronto C02)  : MLS®# C12487721
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C12487721
Bedrooms:
3
Bathrooms:
3
Bright & Beautiful Property Located in one of the Best Family-Friendly Neighbourhoods in Toronto! This Gorgeous and Stylish Property has it all! Beautiful Sun-Filled Rooms featuring 3 Bedrooms and 3 Bathrooms! Finished Basement with Separate Entrance, Currently Being Rented!! Opportunity for Your Extra Income a Month! 2 Kitchens with Quartz Countertops and Stainless Steel Appliances! Large Primary Bedroom! 2nd Floor Laundry & Basement Laundry!!! Private Backyard! Garage Parking!! Easy Access to Schools, Transit, Restaurants, and the Best of Toronto. Welcome Home!
Property Type:
Residential Freehold
Property Sub Type:
Semi-Detached
Property Attached:
Yes
Home Style:
2-Storey
Total Approx Floor Area:
1100-1500
Lot Depth:
100'
Lot Frontage:
23'11½"
Lot Details:
23.96 x 100.00 Feet
Direction Faces:
West
Bedrooms:
3
Bathrooms:
3.0
Water supply:
Municipal
Kitchens:
2
Bedrooms Above Grade:
3
Kitchens Above Grade:
2
# Main Level Bedrooms:
0
# Main Level Bathrooms:
0
Rooms Above Grade:
6
Rooms Below Grade:
3
Rooms:
9
Heating type:
Forced Air
Heating Fuel:
Gas
Foundation:
Concrete
Roof:
Asphalt Shingle
Basement:
Apartment, Separate Entrance
Fireplace/Stove:
Yes
Attached Garage:
No
Garage:
Detached
Garage Spaces:
1.0
Parking Features:
Mutual
Parking Spaces:
1
Total Parking Spaces:
2.0
Family Room:
No
Pool:
None
HST Applicable To Sale Price:
Included In
Taxes:
$6,756.62 / 2025
Assessment:
$- / -
Toronto
Toronto C02
Wychwood
Park, Place Of Worship, Public Transit, School
Carpet Free
Hot Water Tank Rental, to be Assumed.
All ELF's, 2 Stainless Steel Fridges, 2 Stainless Steel Stoves, 2 Washer/Dryers.
None.
Brick
No
Floor
Type
Size
Other
Main
Living Room
14'6" × 11'
Hardwood Floor, Large Window
Main
Dining Room
13' × 10'3"
Hardwood Floor, Large Window
Main
Kitchen
13'3" × 9'3"
Stainless Steel Appl, Eat-in Kitchen, W/O To Yard
Second
Primary Bedroom
15'7" × 10'1"
Hardwood Floor, Closet, Window
Second
Bedroom 2
11'7" × 9'8"
Hardwood Floor, Closet, Window
Second
Bedroom 3
10'2" × 10'
Laminate, Closet, Combined w/Laundry
Basement
Foyer
12'8" × 8'9"
Laminate, Closet, 4 Pc Bath
Basement
Living Room
13'6" × 10'3"
Combined w/Br, Fireplace, Above Grade Window
Basement
Bedroom
13'6" × 10'3"
Combined w/Living, Open Concept, Pot Lights
Basement
Kitchen
11'6" × 11'
Laminate, Stainless Steel Appl, Above Grade Window
Basement
Laundry
15'5" × 7'4"
Concrete Floor
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Level:
Upper Level
Date Listed:
Oct 29, 2025
Original Price:
Previous Price:
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Listed by RIGHT AT HOME REALTY
Data was last updated November 2, 2025 at 07:15 PM (UTC)
Area Statistics
Listings on market:
47
Avg list price:
$2,395,000
Min list price:
$899,000
Max list price:
$8,580,000
Avg days on market:
31
Min days on market:
3
Max days on market:
213
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.
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.