299 Winona Drive, Toronto C03, ON

$1,559,000
MLS#:C12457626
3 beds
3 baths
1100-1500 sqft
2.0 parking
Residential Freehold
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Description

Property Highlights

Welcome to this remarkable ["2-Storey"] semi-detached located in the coveted neighborhood of Oakwood Village. Expertly crafted featuring premium brick construction, this residence presents an exceptional opportunity offered at $1,559,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.

  • 3 Bedrooms and 3 Bathrooms
  • Generous living space spanning 1100-1500 sqft on a premium 17.17 x 123.83 ft lot
  • Features a ["finished"] basement, adding superb versatility for recreation, a home gym, or extra storage
  • 2.0 total parking spaces available with a convenient detached configuration
  • Notable attributes: Auto Garage Door Remote, Carpet Free
  • equipped with ["central air"] central cooling and highly efficient forced air heating via gas

Step inside and prepare for the wow factor, this solid, sturdy home has been reimagined from top to bottom. Sitting on an expansive lot in one of the best locations on Winona, it was taken right down to the studs with new electrical, windows, doors, furnace, AC, and hot water tank. Every detail has been addressed with exceptional quality. Inside, you'll find 3 bright bedrooms and 3 bathrooms, including a newly added main-floor bath. High-end finishes shine throughout: a floating staircase, marble countertops, custom built-ins, surround sound, and a cozy fireplace. The vaulted ceiling in the primary suite creates a true retreat, enhanced with smart-home technology. Outdoors, enjoy an entertainers backyard with new decking perfect for gatherings. Complete with a detached garage and ideally positioned just steps to St. Clairs shops, restaurants, and farmers market, with Cedarvale Park and ravine trails nearby.

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Key Features

Bedrooms
3
Bathrooms
3
Kitchens
1
Living Area
1100-1500 sqft
Property Type
Residential Freehold

Additional Details

StatusSold
Sold DateOctober 27, 2025
Sold price information is available to members only
Listed Date10/10/2025
Transaction TypeFor Sale

Property Details

Property Sub-TypeSemi-Detached
ConstructionBrick
Lot Size17.17 × 123.83 Feet
CountyToronto
Annual Tax$5,097.62
Legal DescriptionPT LT 9 PL 2258 TWP OF YORK AS IN TB98490, S/T & T/W TB98490; TORONTO (YORK) , CITY OF TORONTO

Parking & Garage

Parking Spaces2.0
Garage TypeDetached

Heating & Cooling

Heat SourceGas
Heat TypeForced Air
Cooling["Central Air"]

Features

Property Features

Fenced Yard, Park, Public Transit, School, Place Of Worship

Community Features

Location

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299 Winona Drive, Toronto C03, ON
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Property History

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This could be the first listing for this address.

Pricing & Value Insights

Data-driven valuation for 299 Winona Drive, Toronto C03, ON M6C 3S8

Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

Market Speed
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Properties in this area are selling at a steady pace.

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Notice: Market Insights are generated by analyzing real-time data and should be used for informational purposes only. Consult with a licensed professional for exact valuations.
Financial Audit

Estimated Costs

Loan Amount$1,247,200
Monthly Mortgage$7,247
Property Tax (Est.)$425
Utilities & Maint.$350
Total Monthly Cost$8,022

Strategic Fiscal Clarity

Informed buyers do not make decisions based on list price alone. This analysis ensures your transition to a superior residence is supported by absolute fiscal certainty.

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Nearby Listings

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No current listings found in Toronto C03.

299 Winona Drive, Toronto C03 - 3 Bed 3 Bath Home For Sale | MLS# C12457626 | ZooZaa | ZooZaa Real Estate