464-468 Winona Drive, Toronto, ON

$29,499,000
MLS#:C12554262
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0 beds
0 baths
Residential Freehold
Sold property - 0 Bed, 0 Bath Home at 464-468 Winona Drive Toronto ON listed at $29,499,000 (MLS# C12554262) - Main View
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This property was sold on September 20, 2026. Listing is for reference only.
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Added:Nov 18, 2025(343 days ago)
Updated:Sep 20, 2026(37 days ago)
Last Checked:22 minutes ago

Property Highlights

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Welcome to this remarkable vacant land located in the coveted neighborhood of Oakwood Village. Offering a sublime balance of structural integrity and modern aesthetic appeal, this residence presents an exceptional opportunity offered at $29,499,000 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.

  • 0 Bedrooms and 0 Bathrooms
  • Premium 71 x 303 ft lot size

Description

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An exceptionally rare opportunity to acquire a premier development site in the heart of Midtown Toronto between Humewood and Cedarvale neighborhoods -one of the city's strongest and most resilient rental markets. The listing price includes Site Plan Approval (SPA) for the proposed 200-unit, 11-story rental development. PAC meetings' feedback and prepared Application Package suggest a short approval period. All seller's obligations related to SPA delivery will be detailed in the Agreement of Purchase and Sale. Offers may be made conditional on these final approvals, giving developers valuable certainty as the project moves toward completion of the planning process. Two independent appraisals have valued the land at about $25 million without approvals, reflecting its true highest and best use as a large-scale rental development. The proposed building aligns perfectly with CMHC's MLI Select program. The completed asset is expected to exceed $100 million in value with projected annual rental income of more than $5,500,000.Situated in a prime Midtown location surrounded by established high-demand rental buildings, the site benefits from strong municipal support for rental intensification as Toronto prioritizes new rental supply. The previously approved townhouse plan is no longer the highest and best use of the land, which is now optimized for a transformative multi-residential project. With near-zero vacancy in the area and robust demand for high-quality rental housing, this is a rare chance for forward-thinking developers to deliver a flagship rental asset in one of Toronto's most coveted neighbourhoods.

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Property Summary

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This vacant land located at 464-468 Winona Drive, Toronto is currently for sale and has been available for 343 days. This property is listed at $29,499,000 with an estimated mortgage of $98,191* per month. It has 0 beds, 0 bathrooms, and is unknown square feet. 464-468 Winona Drive, Toronto is in the Oakwood Village neighborhood.

* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.
Is this a Good Home for Families?

Ideal for small families, couples, or individuals seeking a manageable and comfortable living layout in Oakwood Village, Toronto.

Great for Small Household / Couples
What We Love About This Home
  • •Desirable Vacant Land architecture in Oakwood Village, Toronto
Standout Features & Layout
Who Should Buy This Home?

First-time home buyers, professionals, or investors seeking value.

Target Buyer Match

Key Features

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000
Property Type
Residential Freehold

Additional Details

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StatusSold
Sold DateSeptember 20, 2026
Sold price information is available to members only
AddedNov 18, 2025 (343 days ago)
UpdatedSep 20, 2026 (37 days ago)
Last Checked22 minutes ago
Transaction TypeFor Sale
List Office NameFOREST HILL REAL ESTATE INC.

Property Details

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Property Sub-TypeVacant Land
Lot Size71 Ă— 303 Feet
CountyToronto
Annual Tax$16,500
Legal DescriptionPART LOT 20 PL 115 TWP OF YORK PARTS 3 & 4, PLAN 66R26535, TORONTO (YORK) TOGETHER WITH AN EASEMENT OVER PART LOT 20 PL 115 PARTS 1 & 2, 66R26535 AS IN AT5005921 CITY OF TORONTO and PT LT 20 PL 115 TWP OF YORK AS IN CY643901

Parking & Garage

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Heating & Cooling

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Features

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Property Features

  • Park
  • Public Transit
  • School
  • School Bus Route

Interior Features

None listed

Security Features

None listed

Community Features

None listed

Property History

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No historical data available for this property.

This could be the first listing for this address.

Toronto Homeowner & Seller AdvisoryVerified Sold Comp

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This property at 464-468 Winona Drive, Toronto, ON has closed. If you own a home on this street or nearby in Toronto, recent market trends and verified sold prices directly determine your home equity.

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Frequently Asked Questions about 464-468 Winona Drive, Toronto, ON

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Q.What is the asking price for 464-468 Winona Drive, Toronto, ON ?

The current listing price for 464-468 Winona Drive, Toronto, ON in Oakwood Village, Toronto is $29,499,000.

Q.How many bedrooms and bathrooms does this property have?

This property features 0 bedrooms and 0 bathrooms.

Q.What property type and architectural style is 464-468 Winona Drive, Toronto, ON ?

464-468 Winona Drive, Toronto, ON is a Vacant Land () featuring a basement.

Q.What key property features does 464-468 Winona Drive, Toronto, ON offer?

Key property features include: Park, Public Transit, School, School Bus Route.

Q.What heating and cooling systems are installed?

Heating is provided via standard central heat and cooling via .

Location

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464-468 Winona Drive, Toronto, ON
Neighborhood Safety Index

Neighborhood Safety & Crime Analytics

Oakwood Village, Toronto

SAFETY RATING8.9 / 10
Low Incident Area
Total Annual Incidents283 incidents / yr
Average Per Month23.6 incidents / mo
Population Benchmark23,504 residents
Personal Safety
Moderate

137 assaults (583.3/100k)

Property Security
Moderate

47 B&E (200.1/100k)

Auto Theft Risk
Elevated

49 thefts (208.6/100k)

1-Year Trend
â–˛ +6.8%

Elevated vs previous year

How Per-Capita Rate (Per 100,000 Residents) Is Calculated:

Formula: (Annual Occurrences / Population) Ă— 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.

Source: Toronto Police Service (TPS) ArcGIS Open Data
Halton & GTA Police Network

Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.

Pricing & Value Insights

Data-driven valuation for 464-468 Winona Drive, Toronto, ON M6C 3T7

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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.

Market Trend
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Oakwood Village, Toronto Neighborhood Guide

Comprehensive city-wide demographics, local real estate stats, and school rankings for Oakwood Village, Toronto.

Verified Local Data
City Population2,794,356
City Median Age39.2 Yrs
City Ownership48% Owners
Avg Area List Price$1,520,688

People & Families

Age Distribution

Household Composition

One-person households
32%
Families with children
36%
Couples without children
24%
Other households
8%

Top Ethnic Origins

Chinese11%
English9%
Canadian8%
East Indian8%

Best Schools in Oakwood Village, Toronto

Elementary Schools

Davisville
Public529 Vaughan Road, York, Toronto, Ontario, M4S 1J6
6.2
D'Arcy McGee
Public20 Bansley Avenue, York, Toronto, Ontario, M6E 2A2
3.4
St Alphonsus
Public60 Atlas Avenue, York, Toronto, Ontario, M6C 3N9
6.6
St John Bosco
Public75 Holmesdale Road, York, Toronto, Ontario, M6E 1Y2
6.1
St Thomas Aquinas
Public636 Glenholme Avenue, York, Toronto, Ontario, M6E 3G9
7.0

Secondary Schools

Oakwood
Public991 St. Clair Avenue West, Toronto, Ontario, M6E 1A3
4.6
Loretto
Public151 Rosemount Avenue, Toronto, Ontario, M6H 2N1
5.7

Oakwood Village, Toronto Demographic Home information

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied48%
Rented52%

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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.

Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.

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