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310-3100 Steeles Ave W, Vaughan, ON, L4K 3R1
1-333-345-6868info@summitly.ca

©2026 Summitly. All rights reserved. Coldwell Banker Summit Realty, Brokerage.

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Listing data is provided by the Toronto Regional Real Estate Board (TRREB) via PropTx and is deemed reliable but not guaranteed. Coldwell Banker Summit Realty, Brokerage — an independently owned and operated Coldwell Banker franchise.

REALTOR® Disclosure▾

For listings in Canada, 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.

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    For sale On market 197 days

    464-468 Winona Drive

    Oakwood Village·Toronto, ON·M6C 3T7·Near St. Clair and Winona

      0
    • Vacant Land
    Toronto real estate›C12554262
    • Overview
    • History
    • Details
    • Location
    • Mortgage
    • Investment
    • Comparables
    • FAQ
    Open house & tour

    3 upcoming open houses

    Drop in during an open house, or tour online — no appointment needed.

    • Open house
      Date TBD
      Time TBD
    • Open house
      Date TBD
      Time TBD
    • Open house
      Date TBD
      Time TBD
    Overview

    What this listing tells us

    Property description

    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.

    Cleaned for readability — original MLS® text was lightly de-abbreviated and decapitalized.

    History

    Listing, price, and tax history

    Every previous listing of this property, every list-price change, and 5 years of estimated annual property tax — switch tabs to drill in.

    DateEventStatusPriceChangeMLS®View
    Mar 24, 2026Previously listedTer$8,500,000 —C12923744View
    Nov 18, 2025ListedCurrentFor sale$29,499,000 —C12554262This page
    Aug 8, 2025Previously listedTer$24,800,000 —C12334019View
    Jul 7, 2025Previously listedTer$6,989,999 —C12267150View
    Jul 7, 2025Previously listedExp$6,989,999 —C12267139View
    Jan 21, 2025Previously listedTer$24,800,000 —C11934192View
    Sep 17, 2024Previously listedTer$29,500,000 —C9353710View
    Sep 4, 2024Previously listedTer$29,950,000 —C9299634View
    Apr 1, 2024Previously listedTer$6,999,999 —C8187644View
    Jan 11, 2024Previously listedTer$24,990,000 —C7401202View
    Sourced from MLS® · includes all previous listings of this property · tap View to open the archived listing in a new tab
    Property details

    Inside this property

    Systems, finishes, room dimensions, and building information — pulled from the full MLS® feed.

    Features & systems

    Heating, cooling, parking, exterior, lot, possession, and more.

    • Systems

      2
      Water source
      Municipal
      Sewer
      Sewer
    Location & lifestyle

    Getting around, schools & the block

    Walkability and transit, the nearest schools, an interactive map of the exact spot, and what's nearby.

    📍 464-468 Winona Drive
    What's nearby

    Points of interest classified by the MLS® feed.

    • Park
    • Public Transit
    • School
    • School Bus Route
    Financials

    The money — monthly cost, mortgage & return

    Everything financial in one place: what you'd pay each month, a live mortgage calculator at the asking price, and what it could return as a rental.

    Cost of ownership

    A monthly snapshot at typical assumptions — personalize the mortgage just below.

    Est. monthly mortgage
    $144,920
    20% down · 25y · 5.50% — adjust below ↓
    Est. monthly property tax
    $1,375
    0.06% mill rate · ON
    The market

    How this home sits in the Toronto market

    Live neighbourhood stats, the closed sales you'd negotiate against, and comparable active listings.

    The Toronto market right now

    Average sold price, days on market, and closed-transaction count for Toronto — sourced from MLS®.

    • Avg sold price
      $1,088,463
      Last 30 days
    • Median sold price
      $858,962
      Middle of the market
    • Days on market
      28 d
      Avg from list to close
    • Closed last 30d
      6,676
      MLS® transactions
    Full Toronto market report
    Buy with Coldwell Banker Summit Realty

    We'll get you into 464-468 Winona Drive — the seller pays our commission

    On every MLS® listing in Canada, the seller's brokerage pays a cooperating commission to whoever brings the buyer. Buyer representation is free to you.

    Free buyer representation · Coldwell Banker® affiliate

    $0 to you. The seller pays our fee.

    On every MLS® listing in Canada, the seller's brokerage advertises a cooperating commission for the buyer's agent. A Coldwell Banker Summit Realty agent represents you — you owe us nothing.

    Call now
    Due diligence

    Property flags & disclosures

    An automated scan of public records and news for anything a buyer should know about this specific address — liens, outstanding work orders, or stigma-related history. We never invent flags.

    Nothing concerning surfaced — all clear.

    We scanned public records and news for liens, outstanding work orders, and stigma-related history (e.g. a former grow-op or fire) at 464-468 Winona Drive and found nothing flagged. We re-check automatically as new records publish.

    Frequently asked

    Common questions about this property

    Tap a question to expand the answer. Short, direct answers tuned for AI search and voice assistants.

    • How much is 464-468 Winona Drive listed for?

      464-468 Winona Drive is listed at $29,499,000 on the MLS® (listing C12554262). The price refreshes on Summitly within minutes of any MLS® change.

    • How many bedrooms, bathrooms, and square feet does 464-468 Winona Drive have?

    Coldwell Banker Summit Realty is a RECO-licensed Ontario real estate brokerage, independently owned and operated. Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Listing data is sourced from MLS® and is provided for informational purposes only — not guaranteed accurate by the MLS® or its members. 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 Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.

  1. Not Applicable ac lot
  2. Asking
    $29,499,000
    MLS® C12554262
    Chat Zara
    Zara AI Estimate
    Live · refreshes nightly
    Estimated value
    $1,088,463
    $1,001,386Confidence range$1,175,540
    Asking vs estimate
    ↑↑well-above
    +$28,410,537
    (+2610.2%)
    Asking is well above
    Run the affordability numbers

    Based on the city's average sold price (limited data on this listing).

    Market analytics

    Homes like this in Toronto sell in about 28 days — this one has been listed 197 days.

    Avg sold price
    $1,088,463
    Median sold
    $858,962
    Avg days on market
    28
    Recently sold
    6676
    See comparable sales
    AI highlights by Zara
    • 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.
    • The proposed building aligns perfectly with CMHC's MLI Select program.
    Ask Zara a follow-up

    Listing & possession

    3
    Occupancy
    30-180 DAYS
    Property style
    Other
    Property class
    Vacant Land
    Combined estimate
    $146,295
    Mortgage + tax · before condo / insurance

    Mortgage & affordability

    Today's best Canadian rates from Mortgage Squad, then a live calculator — adjust down payment, amortization, and rate, and email yourself the report.

    Today's rates · Powered by Mortgage Squad
    350+ lender access · Best rate matched in 2 min
    Lock my rate
    • Best
      5-yr Fixed · Insured
      4.09%
      0.40% below banks
    • 5-yr Fixed · Conventional
      4.34%
      APR · OAC
    • 3-yr Fixed · Conventional
      4.49%
      APR · OAC
    • 5-yr Variable · Variable
      4.85%
      APR · OAC
    Rates indicative · Updated today · OAC, subject to underwritingSee all Mortgage Squad rates →
    Affordability calculator
    Estimated monthly payment
    $144,920
    /mo
    based on the purchase price of $29,499,000
    $5,899,800 cash
    $23,599,200 financed
    $19,876,721 total interest
    Monthly payment$144,920/ month
    Principal54%$23,599,200
    Interest46%$19,876,721

    20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.

    Email this mortgage report to yourself

    Save the full affordability breakdown — down payment, monthly, interest paid, and today's Mortgage Squad rate — in your inbox. Create a free Summitly account to save it, get rate-drop alerts, and build a shortlist.

    Create account & email meor send as guest
    Get pre-approved in minutes

    Know exactly what you can afford — a no-obligation pre-approval from Mortgage Squad.

    Get pre-approved

    Rental income & return

    What this home could rent for and the return at the asking price — an AI estimate against real property tax and condo fees.

    Est. monthly rent
    low–high
    Gross yield
    rent × 12 ÷ price
    Cap rate (est.)
    net of tax + fees

    AI estimate for discussion only — not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price and real property tax.

    Comparable vacant lands that just sold in Toronto

    Swipe the closed sales, then use the table for a side-by-side $/sqft comparison against this home.

    • 1972 Brimley Road
      Sold
      Sign in for price
      1972 Brimley Road
      Vacant Land
    • 133 Jersey Avenue
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      133 Jersey Avenue
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    • 131 Jersey Avenue
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      Sign in for price
      131 Jersey Avenue
      Vacant Land
    • 129 Jersey Avenue
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      129 Jersey Avenue
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    • 1785 Keele Street
      Sold
      Sign in for price
      1785 Keele Street
      Vacant Land
    • 27 DEMPSEY Crescent
      Sold
      Sign in for price
      27 DEMPSEY Crescent
      Vacant Land
    AddressBd / BaSqftSold$/sqft% of askSold
    464-468 Winona DriveThis home0 / 0—$29,499,000ask———
    1972 Brimley Road3 / 21,100—
    133 Jersey Avenue0 / 0——
    Sold prices are hidden under TRREB rules. Sign in to reveal them.
    AI-first listing data

    Zara's valuation, full price history, room insights, and live MLS® refresh — all in one feed. No more comparing 4 sites.

  3. One team, no handoffs

    Your realtor, mortgage broker, and offer-night closing team work side-by-side. One conversation, not three.

  4. Showings on YOUR schedule

    Same-day showings for shortlisted homes, evenings + weekends. Your Coldwell Banker Summit Realty agent coordinates with the listing brokerage.

  5. Mortgage that closes

    Pre-approval, rate hold, and 350+ lender access via Mortgage Squad Advisors — no juggling lender chats yourself.

  6. Public listing courtesy of FOREST HILL REAL ESTATE INC. · displayed on Summitly per MLS® data-share rules

    464-468 Winona Drive is a vacant land at Toronto, ON. Full room dimensions and floor breakdown are in the 'Rooms' section of this page.

  7. When was 464-468 Winona Drive built?

    The year built for 464-468 Winona Drive isn't published in this MLS® feed — ask a Summitly realtor for the construction year from the seller's disclosure.

  8. What is the property tax for 464-468 Winona Drive?

    The 'Property tax' tab in the History section shows the most recent annual tax for 464-468 Winona Drive plus a 5-year breakdown with YoY % change. Monthly equivalent is shown alongside.

  9. How much would the monthly mortgage be on 464-468 Winona Drive?

    The affordability calculator on this page shows an estimated monthly mortgage for $29,499,000 at 20% down, 25-year amortization, and 5.5% rate. Adjust the sliders to model your own down payment and rate.

  10. Has 464-468 Winona Drive been sold before?

    The 'Listing history' tab above lists every previous MLS® listing of 464-468 Winona Drive with its list date, sold price (when sold), and final status. Each row is colour-coded with price-change arrows.

  11. What neighbourhood is 464-468 Winona Drive in?

    464-468 Winona Drive is in Oakwood Village, Toronto. The 'Neighbourhood' section below links to the live Toronto real estate hub with average sold price, days on market, and current inventory.

  12. Is Toronto a good place to live?

    Toronto is one of ON's actively-tracked Summitly markets. The full Toronto real estate hub covers live average sold price, days on market, and neighbourhood-level inventory.

  13. 131 Jersey Avenue
    0 / 0
    —
    —
    129 Jersey Avenue0 / 0——
    1785 Keele Street0 / 0——
    27 DEMPSEY Crescent0 / 0——