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Listing data is provided under license from the Toronto Regional Real Estate Board (TRREB). TRREB assumes no responsibility for the accuracy of the information contained herein. Data is updated periodically and may not reflect the most current market activity. Not intended to solicit buyers or sellers currently under contract. MLS®, REALTOR®, and the associated logos are certification marks owned by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA.

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MLS# C12554262Oakwood Village, Toronto · M6C 3T7
For SaleVacant Land

464-468 Winona Drive

$29,499,000
164d on market
MLS# C12554262Oakwood Village, Toronto · M6C 3T7
For SaleVacant Land

464-468 Winona Drive

$29,499,000

164 days on market

Bedrooms
—
Parking
None
Lot Size
Not Applicable acres
OverviewHistoryDetailsNeighbourhood

About This Listing

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.

Property Details

MLS NumberC12554262
Property TypeVacant Land
StyleOther
Listing TypeFor Sale
StatusActive
Lot SizeNot Applicable acres
Property Tax$16,500/yr
Days on Market164
Listed2025-11-18
CommunityOakwood Village
MunicipalityToronto
Cross StreetSt. Clair and Winona

Location & nearby

│
100
Walk
45
Transit

464-468 Winona Drive

Nearby schools

Closest publicly funded schools within 5 km, ranked by EQAO standardized test scores

Elementary

3 schools

J R Wilcox Community School

618 m
PublicGrades JK-8
EQAO scoreStrong
72 / 100
Per-grade breakdown & demographics▾
Per-grade EQAO breakdown
Grade 3R74%▼ 19.0W57%▼ 29.0M49%▼ 37.0
Grade 6R97%▲ 13.0W86%▼ 6.0M66%▲ 26.0

R = Reading · W = Writing · M = Math · arrows show 3-year change

355 students10% Special Ed0% Gifted

D'Arcy McGee Catholic School

636 m
CatholicGrades JK-8
EQAO scoreAverage
48 / 100
Per-grade breakdown & demographics▾
Per-grade EQAO breakdown
Grade 3R47%▼ 17.0W40%▼ 28.0M35%▼ 20.0
Grade 6R72%▲ 18.0

Humewood Community School

700 m
PublicGrades JK-8
EQAO scoreStrong
75 / 100

Top 50% of Ontario elementary schools

Per-grade breakdown & demographics▾
Per-grade EQAO breakdown
Grade 3R86%▲ 25.0W67%▲ 15.0M62%▲ 5.0
Grade 6R87%

Secondary

3 schools

Oakwood Collegiate Institute

1.2 km
PublicGrades 9-12
EQAO scoreStrong
66 / 100
Per-grade breakdown & demographics▾
Per-grade EQAO breakdown
Grade 9 Math44%
OSSLT literacy pass rate88%▲ 5.0

Arrows show 3-year change

525 students35% Special Ed2% Gifted

EQAO score is the average of available reading, writing & math results, 0–100 · Source: Ontario Ministry of Education

PublicCatholicFrench

Transit access

Nearest rapid transit and bus stops

M
Nearest subway
Cedarvale Station - Southbound Platform
1.1 km · every 3 min at peak
1

Bus stops within 800 m

5 stops
  • Vaughan Rd at Winona Dr East Side
    90
    43 m
  • Vaughan Rd at Winona Dr West Side

Nearby amenities

50 within a 10-min walk · 483 within 20 min · click a card to see the closest ones

Daily essentials

🏪
Convenience
9within 800 m
+41more by 1.6 km
6 within a 5-min walk
  • Winona Market288 m
  • Fair Mart298 m
  • Asmareeno Grocery302 m

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May 2026

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Listing provided by FOREST HILL REAL ESTATE INC.

Based on information from the Toronto Regional Real Estate Board (TRREB). All information deemed reliable but not guaranteed and should be independently verified. The accuracy of information is not guaranteed, has not been verified, and does not constitute professional advice.

IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than identifying prospective properties consumers may be interested in purchasing or renting.

Sold and leased listing data is provided under the Virtual Office Website (VOW) data feed and is available only to registered users who have agreed to the Terms of Use. This data is for personal, non-commercial use only and may not be copied, redistributed, or retransmitted.

MLS®, REALTOR®, and the associated logos are certification marks owned by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA.

This listing content is not intended to solicit properties already listed for sale or individuals who are currently under contract with a brokerage.

Data last updated: May 2, 2026 at 09:40 a.m.

W60%▲ 14.0
M32%▲ 14.0

R = Reading · W = Writing · M = Math · arrows show 3-year change

205 students20% Special Ed0% Gifted
▼ 4.0
W89%▲ 1.0
M60%▼ 9.0

R = Reading · W = Writing · M = Math · arrows show 3-year change

575 students14% Special Ed2% Gifted

Forest Hill Collegiate Institute

1.9 km
PublicGrades 9-12
EQAO scoreStrong
77 / 100
Per-grade breakdown & demographics▾
Per-grade EQAO breakdown
Grade 9 Math60%▼ 8.0
OSSLT literacy pass rate93%▼ 3.0

Arrows show 3-year change

825 students15% Special Ed1% Gifted

Marshall McLuhan Catholic Secondary School

2.9 km
CatholicGrades 9-12
EQAO scoreStrong
74 / 100
Per-grade breakdown & demographics▾
Per-grade EQAO breakdown
Grade 9 Math59%▲ 4.0
OSSLT literacy pass rate89%▲ 5.0

Arrows show 3-year change

1,050 students19% Special Ed4% Gifted
90
108 m
  • Oakwood Ave at Jesmond Ave
    36363
    290 m
  • Vaughan Rd at Glenora Ave
    90
    317 m
  • Oakwood Ave at Jesmond Ave
    36363
    319 m
  • Source: TTC GTFS · straight-line distances · routes shown are short names

    🛒
    Grocery
    5within 800 m
    +29more by 1.6 km
    2 within a 5-min walk
    • Wild Blue Bakery347 m
    • Sansa Bakery & Cafe379 m
    • Yip's Fruit and Flower Market412 m
    💊
    Pharmacy
    1within 800 m
    +29more by 1.6 km
    • Oakwood Pharmacy431 m
    • Guardian904 m
    • Vaughan Road Pharmacy983 m
    🏦
    Bank / ATM
    1within 800 m
    +17more by 1.6 km
    1 within a 5-min walk
    • CIBC365 m
    • IC Savings Credit Union1.0 km
    • RBC1.1 km
    📮
    Post
    4within 1.6 km
    • The UPS Store1.3 km
    • Canada Post1.4 km
    • Canada Post1.4 km

    Food & drink

    🍽️
    Restaurants
    14within 800 m
    +152more by 1.6 km
    11 within a 5-min walk
    • Sardinha300 m
    • Caribbean Queen307 m
    • Oakwood Pizzeria309 m
    ☕
    Coffee
    6within 800 m
    +32more by 1.6 km
    3 within a 5-min walk
    • Hunter Coffee Shop275 m
    • Nicaroma Café337 m
    • Mastro Cafe352 m
    🍺
    Bars & pubs
    5within 800 m
    +15more by 1.6 km
    3 within a 5-min walk
    • Edmundo Snack-Bar314 m
    • Uhuru Bar328 m
    • Oakwood Cafe334 m

    Recreation

    🏛️
    Community
    4within 800 m
    +14more by 1.6 km
    2 within a 5-min walk
    • Toronto Mount Zion Revival Church359 m
    • First Unitarian Congregation of Toronto379 m
    • Bethel Restoration Ministries467 m
    🏋️
    Fitness
    10within 1.6 km
    • F45 Training1.1 km
    • Rocket Cycle1.2 km
    • Forest Hill Fitness1.2 km
    🎭
    Entertainment
    1within 1.6 km
    • Theatre for Young Audiences1.4 km

    Services & shops

    🏥
    Healthcare
    5within 800 m
    +52more by 1.6 km
    1 within a 5-min walk
    • Lana Lontos271 m
    • Oakwood Village Dental570 m
    • Dufferin Rogers Dental942 m
    🛍️
    Shops
    31within 1.6 km
    • Andrew’s Formals Rentals & Sales1.0 km
    • Anthony's1.0 km
    • Elisa’s1.1 km
    🧸
    Daycare
    3within 1.6 km
    • First Foundations989 m
    • Hippo Nursery School1.2 km
    • Kinder Grove1.3 km
    ⛽
    Gas / EV
    3within 1.6 km
    • Inver1.1 km
    • Shell1.5 km

    © OpenStreetMap contributors · counts are amenities tagged in OSM within walking distance