74 Four Oaks Gate, Toronto, ON
East York, Toronto · MLS® E13150488
About this home
Nestled in the prestigious Four Oaks enclave, just across the Millwood Bridge from Leaside, this custom 4+1 bedroom, 4.5-bath residence offers over 4,500 square feet of living space on a private, treed Don Valley ravine lot with a coveted 50-foot frontage and direct access from your backyard to kilometers of Don Valley trails. A chef's kitchen - stainless appliances, granite counters, oversized island - opens to the main-floor family room and both open seamlessly to the spectacular ravine-side backyard, creating an exceptional indoor-outdoor living experience. The primary suite features treetop views, a spa-inspired ensuite, and a private terrace over the ravine. The finished lower level adds a guest bedroom and bath, recreation area with fireplace, and abundant storage. Minutes from Leaside shops, transit, and top schools, offering the coveted Leaside lifestyle with the privacy and natural beauty of a rare Don Valley ravine setting - at a compelling alternative to comparable properties - 74 Four Oaks Gate is must-see.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- E13150488
- Bedrooms
- 5 (4 + 1)
- Bathrooms
- 5 (1 half)
- Size
- 3000-3500
- Lot
- 50 × 199.81 ft
- Cross streets
- O'Connor/W. of Coxwell
- Parking
- 1 garage · 3 parking (built-in)
- Driveway
- Available, Private Double
- Basement
- Finished
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Brick
- Foundation
- Concrete
- Roof
- Shingles
- Sewer
- Sewer
- Property tax
- $14,320 / 2025
- Days on market
- 63
- Listing brokerage
- SOTHEBY'S INTERNATIONAL REALTY CANADA
Rooms
Hardwood Floor
hardwood floor · gas fireplace · pot lights
hardwood floor · gas fireplace · b/i shelves
wet bar · above grade window · pot lights
stone floor · w/o to garage · b/i shelves
hardwood floor · french doors · w/o to deck
hardwood floor · above grade window · double closet
hardwood floor · double closet · south view
6 pc ensuite · walk-in closet(s) · w/o to balcony
hardwood floor · gas fireplace · bay window
hardwood floor · double closet · pot lights
hardwood floor · double closet
breakfast bar · granite counters · pantry
Listed at $2,849,000, this home is within the range of comparable homes, on the lower side. The number above is my independent estimate of value, not the asking price.
In East York lately, sellers have been getting about 103% of asking and homes sell in about 16 days.
Based on 93 similar homes that recently sold nearby, adjusted for size, beds, and baths.Median of 93 recently sold comparable homes — actual closing prices, not asks — adjusted for size, beds, and baths. The city (MPAC) assessment points to about $2.99M, a close match.
How I got there
Here is the exact math behind the estimate. I start from the closest comparable listing and adjust for the real differences (size, beds, baths) to land on a like-for-like value for this home.
- Closest comparable, sold for $2.80M
- Bedrooms +$30K
- Bathrooms +$15K
- Adjusts to $2.85M
That comparable adjusts to $2.85M; the $3.06M estimate above is the median of all 93 comparables, which is steadier than any single home.This estimate is grounded in actual closing prices from the last 15 months, not asking prices. Lot, condition, and finishes are still my in-person call.
The assigned public school is Diefenbaker Elementary School. EQAO is only one input, and families here also look at French Immersion, boundary, and private options, the full breakdown is below.
Total price vs nearby homes. Fair value about $3.06M, median of 93 comparables.
What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.
- Ravine lot: privacy and premium value, but confirm the buildable area and any conservation limits. Worth verifying
- Upscale kitchen: a genuine value driver, verify the appliances, stone, and finishes in person. Value driver
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 3 closest active listings nearby.
See all comparable homesThis home lists 4% below the area average of $911/sqft.
62 days longer than the Toronto average (1 days).
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
East York, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.
Typical asking price of active listings of the same type, per area (outliers removed). Toronto.
Get the full neighbourhood report (schools, parks, transit & safety) →
The public and Catholic schools this address is zoned for, with EQAO results (the share of students meeting Ontario's provincial standard).
School attendance boundaries and EQAO results are Ontario government data and can change. Confirm the current catchment with the school board before relying on it.
Affordability & Mortgage
Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.
Calculate and customize your mortgage and other expenses
Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.
Your numbers
Homes over $1.5M can't be insured, so 20% down or more is required.
Conventional (20%+ down). Best insured 5-year fixed 3.99% via Ratehub.ca (as of July 22, 2026); conventional rates run a little higher.
Mortgage amount $2,279,200 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $12,163
- Property tax
- $1,193
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $13,356
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $57,700
- Toronto municipal land transfer tax
- $57,700
- Estimated closing costs
- $115,400
Plus your down payment of $569,800. Legal fees, title insurance, and adjustments are extra and vary by deal.
Mortgage stress test
Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.
Over the full 25 years
At the end of your 5-year term
- Total paid over the term
- $729,759
- Principal paid down
- $290,257
- Interest paid
- $439,503
- Balance remaining
- $1,988,943
Talk to Team Asgarian about your options
Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.
Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.
Investor snapshot
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersEstimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA. MLS®/PropTx.