

$29,499,000 - 464-468 Winona Drive, Forest Hill
Land for Sale in Forest Hill
302 days on marketNeighbourhood: Oakwood Village
Want to see this home in person?
Book a private showing with Joe — pick a day and time that works for you.
- 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.
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.
Estimate your monthly payments for this property
Estimated Payment
$130,484.03/mo
5-yr fixed avg.
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.
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
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.
464-468 Winona Drive, Forest Hill / Deer Park
Open in Google MapsUse the map controls to zoom, pan, and switch between map and satellite views. Drag to explore the neighbourhood.
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'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.