464-468 Winona Drive, Toronto C03

Price: $29,499,000

0 bedrooms, 0 bathrooms

Property Type: Land

MLS#: C12554262

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.

464-468 Winona Drive - Land photo 1 of 2 in Forest Hill / Deer Park, Ontario
464-468 Winona Drive - Land photo 2 of 2 in Forest Hill / Deer Park, Ontario
active
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$29,499,000 - 464-468 Winona Drive, Forest Hill

Land for Sale in Forest Hill

302 days on market

Neighbourhood: Oakwood Village

0Beds
0Baths
N/ASq Ft
Land

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Property Details
MLS Number
C12554262
Property Type
Land
Status
active
Days on Site
302
Bedrooms
0
Bathrooms
0
Square Feet
N/A sqft
Neighbourhood
Forest Hill / Deer Park
Listing Brokerage
FOREST HILL REAL ESTATE INC.
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.

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Estimated Payment

$130,484.03/mo

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5-yr fixed avg.

Principal: $23,599,200Interest: $15,546,008
Mortgage Amount$23,599,200
Total Interest$15,546,008
Est. Property Tax$20,895/mo
Total Cost$39,145,208

Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.

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Neighbourhood Guide: Oakwood Village

Discover Oakwood Village

Oakwood Village is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.

Why Live in Oakwood Village

  • Convenient location in Forest Hill / Deer Park
  • Access to local shops and dining
  • Good public transit connections
  • Community parks and green spaces
  • Well-maintained neighbourhoods

Nearby Schools

Local Elementary SchoolPublic Elementary
Local Secondary SchoolPublic High School

Transit & Commuting

  • MiWay bus routes throughout the area
  • GO Transit stations within driving distance
  • Easy highway access to 401/403/QEW
  • Walking distance to local amenities

Parks & Amenities

  • Local parks and recreational facilities
  • Community centres
  • Shopping plazas nearby
  • Restaurants and cafes

Lifestyle & Community

Oakwood Village offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.

70
Walk Score
Varies
Price Range

464-468 Winona Drive, Forest Hill / Deer Park

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Land Investment Considerations

Key factors for evaluating this land parcel

Land Due Diligence Checklist

· Confirm zoning designation and all permitted uses

· Verify servicing (water, sewer, hydro) at lot line

· Order a Phase 1 Environmental Site Assessment

· Obtain an up-to-date survey (boundaries, easements)

· Review development charges and levies with the municipality

· Consult a land use planner on development feasibility

Commercial Financing Note

Land financing typically requires 35–50% down with specialized lenders. Carrying costs (taxes, interest) accumulate during any approval or development process — factor these into your feasibility.

Commercial and land transactions are significantly more complex than residential. Joe recommends assembling a team — commercial real estate lawyer, accountant, and (for land) a land use planner — before making an offer.

Joe Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Zoning & Permitted Use

Before anything else, I'd confirm the current zoning designation and what's permitted on this land. Zoning dictates everything: residential subdivision, commercial development, agricultural use, or mixed. The Forest Hill planning department can also tell you what, if any, Official Plan amendments are in progress that could affect the permitted uses.

Extended Time on Market — Potential Leverage

At 302 days, this land has been sitting. That's actually common for vacant land — buyers are fewer and diligence takes time. But if it's been listed much longer than comparable parcels, there may be a zoning, servicing, or environmental issue the seller hasn't disclosed. I'd want to understand why it hasn't sold.

Servicing & Infrastructure

A key question for any land purchase: is it serviced (municipal water, sewer, gas, hydro at the lot line) or unserviced? Bringing services to an unserviced parcel can cost $50,000–$500,000+ depending on proximity and Forest Hill's development charges. This can make or break a project's feasibility.

Environmental & Survey

I always recommend a Phase 1 Environmental Site Assessment for land purchases — it checks for historical contamination from prior uses. If the Phase 1 flags anything, a Phase 2 (soil sampling) follows. Also budget for an up-to-date survey, which confirms boundaries, easements, and encroachments.

Development Approval Timeline

If you're buying with development in mind, factor in the approval timeline. Minor variance: 3–6 months. Site plan approval: 6–18 months. Official Plan amendment or rezoning: 1–3+ years. These timelines directly affect your carrying costs — property taxes and financing accumulate the entire time. Having an experienced planner and real estate lawyer on your team from day one matters.

Let's Walk Through It Together

Evaluating land requires a different lens than buying a home. I'll walk the site with you, help you ask the right questions of the listing agent, and connect you with the right professionals — planners, environmental consultants, commercial lawyers — to make sure you know exactly what you're buying before you commit.

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    464-468 Winona Drive | $29,499,000 | Battaglia Team