27 Old Yonge Street, Toronto, ON
Bridle Path-Sunnybrook-York Mills, Toronto · MLS® C12935382
About this home
An Exceptional Opportunity To Build Your Dream Residence On This Premium, Mostly Table, One-Acre Building Lot With 300' Of Frontage, Elegantly Perched Atop Its Ridge And Commanding Picturesque Ravine Vistas Of The Valley Below. This Remarkable Setting Affords A Rare Combination Of Complete Privacy While Simultaneously Showcasing Sweeping City Views, Including The Iconic CN Tower Skyline. Nestled Within The Esteemed Enclave Of Hogg's Hollow, This Distinguished Property Presents An Exquisite Canvas For A Custom Residence Designed In Refined Harmony With Its Natural Surroundings And Serene Seclusion. Conceptual Architectural Renderings By Renowned Architect Stan Makow Illustrate The Extraordinary Potential To Create A Residence Of Approximately 5,300 Square Feet As Of Right, With The Possibility Of Significantly Greater Scale Through A Committee Of Adjustment Application. Whether You Choose To Design And Build A Bespoke Masterpiece Tailored To Your Exacting Standards, Or Thoughtfully Refine And Expand The Existing Residence With Its Current Abundance Of Character And Enduring Charm, The Opportunity Is Truly Exceptional. A Rare And Distinguished Offering For Builders, Investors, Or End-Users Seeking To Craft A Singular Estate In One Of Toronto's Most Coveted Neighbourhoods. Moments To Fine Shops, Upscale Dining, Premier Golf, Subway Access, And Major Highways. Proudly Held By The Same Family For Generations, This Property Awaits Its Owner-An Invitation To Create Something Truly Remarkable.
Key facts
- Property type
- Detached, 2 1/2 Storey
- MLS®
- C12935382
- Bedrooms
- 4
- Bathrooms
- 3
- Size
- 3500-5000
- Lot
- 331 × 200 ft
- Cross streets
- Old Yonge St & York Mills Rd
- Parking
- 3 parking
- Driveway
- Private
- Basement
- Full, Unfinished
- Heating
- Water
- A/C
- None
- Exterior
- Brick, Stucco (Plaster)
- Foundation
- Unknown
- Roof
- Unknown
- Sewer
- Sewer
- Pool
- Inground
- Property tax
- $32,554 / 2025
- Days on market
- 110
- Listing brokerage
- RE/MAX REALTRON BARRY COHEN HOMES INC.
Rooms
hardwood floor · leaded glass · fireplace
vaulted ceiling(s) · hardwood floor · window
closet · hardwood floor · 3 pc bath
vaulted ceiling(s) · hardwood floor · window
closet · hardwood floor · bow window
closet · hardwood floor · 4 pc bath
bow window · hardwood floor
bay window · fireplace · hardwood floor
3 pc ensuite · closet
fireplace · crown moulding · bay window
closet · hardwood floor · window
eat-in kitchen · w/o to deck · large window
Listed at $5,995,000, this home is within the range of a wider set of listings, but with few close matches nearby, so worth confirming with a precise CMA. The number above is my independent estimate of value, not the asking price.
There are only a few closely comparable homes right here, so this is a broad read from wider listings in the area. Ask me for a precise CMA before relying on it.
Based on 34 similar homes nearby, adjusted for size, beds, and baths.Median of 34 comparable active listings, adjusted for size, beds, and baths. The city (MPAC) assessment points to about $7.39M, a bit higher.
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, listed at $6.50M
- Bedrooms −$30K
- Bathrooms −$30K
- Adjusts to $6.44M
That comparable adjusts to $6.44M; the $6.53M estimate above is the median of all 34 comparables, which is steadier than any single home.This uses comparable active listings, not sold prices. Lot, condition, and finishes are my in-person call, and I can run a full CMA with recent solds.
Its public catchment (York Mills Collegiate Institute) tests around the provincial average, a steady, family-friendly draw. The full EQAO breakdown is below.
On location, this is a more car-dependent spot, so buyers here typically drive. Transit is limited nearby. Worth weighing if transit access matters to you.
Total price vs nearby homes. Fair value about $6.53M, median of 34 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.
- Development potential: upside only if zoning permits, verify with the city before relying on it.
- Worth verifying
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 5 closest of 8 active listings nearby.
See all comparable homesThis home lists 16% below the area average of $1,674/sqft.
108 days longer than the Toronto average (2 days).
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
Bridle Path-Sunnybrook-York Mills, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
Getting around
Car-DependentA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from Google.
Almost all errands require a car.
Within a 15-minute (1.5 km) walk.
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 18, 2026); conventional rates run a little higher.
Mortgage amount $4,796,000 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $25,593
- Property tax
- $2,713
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $28,306
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $136,350
- Toronto municipal land transfer tax
- $196,200
- Estimated closing costs
- $332,550
Plus your down payment of $1,199,000. 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
- $1,535,594
- Principal paid down
- $610,772
- Interest paid
- $924,822
- Balance remaining
- $4,185,228
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 RE/MAX REALTRON BARRY COHEN HOMES INC.. MLS®/PropTx.