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Semi-Detached  for sale at 305 Winona Drive, Toronto C03 - 4 bedroom, 3 bathroom - Photo 1 of 30
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$1,289,000

305 Winona Dr

Toronto C03, ON M6C 3S8

305 Winona Dr, Toronto C03Listed at $1,289,000. 4 bedroom, 3 bathroom 2-Storey Semi-Detached. MLS® C13696966.

Possession · seller's timeline

Flexible (Immediate/Flexible)

4Beds
3Baths
1100-1500sqft
Semi-Detached
2-Storey
1Parking
$5,892.95Taxes/yr · 2026

What's this home worth?

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Description

Grow in one of Toronto's most walkable, family loved pockets. Fully renovated to the studs with permits in 2015, this home offers an open concept main floor built for everyday family life: cook, play and keep an eye on the kids. The versatile sunroom can be a playroom or a home office. Upstairs, three generous bedrooms, modern bathroom and a large balcony are located. Overlooking the backyard, the balcony is a peaceful retreat for morning coffee. The lower level has its own walkout entrance, 7ft ceiling, and separate hydro meter ideal as a nanny suite, in-law space, or income unit to help offset the mortgage as your family settles in. Tucked between Wychwood Barns and the shops and patios of Corso Italia, you're steps from parks, cafes, and everyday errands, the kind of neighbourhood where kids grow up knowing their block. This is a home your family can plant down roots and grow with for years to come.

Property Details

Property TypeSemi-Detached
Style2-Storey
CommunityOakwood Village
Rooms7+3
Kitchens2
Washrooms3
Square Feet1100-1500 sqft
Lot Dimensions18.46 × 107.25 ft
Fronting OnEast
Dir/Cross StSt. Clair & WInona
Garage TypeNone
DriveLane
Parking Drive Spaces1
Total Parking Spaces1
ExteriorBrick
RoofAsphalt Shingle, Membrane
FoundationPoured Concrete, Brick
BasementFinished with Walk-Out, Apartment
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2026)$5,892.95
HSTNot Subject to HST
SecurityCarbon Monoxide Detectors, Smoke Detector
Other StructuresShed
Listed Date8/20/2026
Days on Market16 days
PossessionImmediate/Flexible
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

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Listing Courtesy of: RE/MAX ULTIMATE REALTY INC.

MLS® #C13696966

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 305 Winona Drive

This semi-detached (2-Storey) is located in the Oakwood Village neighbourhood of Toronto.

The home offers 4+1 bedrooms, 3 bathrooms.

Features include a finished with walk-out, apartment basement, 1 parking space.

Additional details: lot dimensions of 18.46 × 107.25 feet.

Listed at $1,289,000 CAD with annual property taxes of $5,892.95 (2026).

About Toronto Real Estate

This Semi-Detached is located in the Oakwood Village community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Semi-detached homes in Toronto provide freehold ownership at a more accessible price point, appealing to first-time buyers and young families.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
View full Toronto neighbourhood guide →