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MLS® listing

27 Old Yonge Street: detached house for sale

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$5,000,000

4 bedrooms, 3 bathrooms, Detached · Bridle Path-Sunnybrook-York Mills · near Old Yonge St & York Mills Rd

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From the listing brokerage

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.

Virtual tour

Facts on the listing

Square feet3500-5000
Style2 1/2 Storey
BasementFull, Unfinished
Lot width331
Lot depth200
Lot measured inFeet
FacesEast
Parking spaces3
GarageNone
HeatingWater
CoolingNone
Kitchens1
Property tax$32,554
Tax year2025
ParkingPrivate
Interior featuresOther
FeaturesGreenbelt/Conservation, Park, Public Transit, Ravine, School, Golf
ViewTrees/Woods, Valley, Pool

Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC.. MLS® C13697434.

About this detached house

27 Old Yonge Street is a 4 bedroom detached house in TRREB's Bridle Path-Sunnybrook-York Mills community in Toronto, listed for sale at $5,000,000. The listing shows 3 bathrooms and 3500-5000 square feet. The style is given as 2 1/2 storey. The lot is listed as 331 by 200 feet. The listing gives the basement as full, unfinished. It comes with 3 parking spaces according to the listing. The nearest main intersection given is Old Yonge St & York Mills Rd.

These details come from the listing brokerage through TRREB's MLS® System. Room sizes, the lot, the taxes and what is included in the sale should all be confirmed before an offer is firm.

What it costs to buy 27 Old Yonge Street

At the asking price of $5,000,000, a buyer pays two land transfer taxes on closing: the Ontario tax and the City of Toronto's municipal tax. Both apply to every home inside the City.

Asking price$5,000,000
Ontario land transfer tax$111,475
Toronto municipal land transfer tax$159,975
Both taxes$271,450
First-time buyer relief, if you qualifyup to $8,475
Minimum down payment$1,000,000

The down payment figure is the federal minimum: 20 percent, because a home at $1.5 million or more cannot carry mortgage default insurance. A lender can ask for more. These figures use the asking price, so they change if you pay more or less. The rates above $2,000,000 used here are the ones for a home with one or two single family residences. A property with more units is taxed differently. Legal fees, title insurance and adjustments are extra: ask your lawyer for a written quote. This is general information, not legal or tax advice. Confirm the figures with a lawyer or accountant. You can change the price in our land transfer tax calculator and our mortgage calculator.

What it costs to own each month

Property tax (2025)$32,554 a year, about $2,713 a month

That is before a mortgage payment, home insurance and utilities. The listing shows no monthly maintenance fee, so upkeep of the building and the lot is the owner's own cost.

How the asking price compares

TRREB recorded 550 detached house sales in the City of Toronto in August 2026, at a median price of $1,170,000 and an average of $1,525,749. This home is listed at $5,000,000, which is $3,830,000 above that median.

The median covers every neighbourhood, size and condition in the City of Toronto, so it is a reference point and not a valuation of this home. Location, size, lot, parking and condition all move the price. Our Toronto house prices page has the figures for every home type.

What to check before you make an offer

  1. Book a home inspection. An inspector looks at the roof, foundation, wiring, plumbing and heating. The listing gives the heating as water.
  2. Have a lawyer search the title. A title search shows mortgages, liens and easements registered against the property. Ask whether a survey exists and whether it matches the lot on the listing, 331 by 200 feet.
  3. Ask about permits. Ask which renovations had building permits and whether those permits were closed.
  4. Confirm what is included. Appliances, light fixtures and window coverings are included only if the agreement says so. Ask whether the water heater or furnace is rented.
  5. Get your financing in writing. A lender looks at the property tax and heating costs as well as the price.
  6. See it in person. The listing has a virtual tour, but photos do not show noise, light at different hours or the state of the street and the homes beside it.

Our first-time home buyer guide and our page for buyers walk through each step. This is general information, not legal advice. Confirm the details with a lawyer.

Toronto neighbourhoods and prices

Our neighbourhood guides set out TRREB prices by home type, transit and the housing in each area we cover.

Toronto neighbourhood guides · Toronto house prices · All Toronto homes for sale

Similar homes for sale in Toronto

Questions about 27 Old Yonge Street

How much is land transfer tax on 27 Old Yonge Street?

At the asking price of $5,000,000 the Ontario tax is $111,475 and the Toronto tax is $159,975, $271,450 in total. A first-time buyer who qualifies can get up to $8,475 back. Confirm the final figures with your lawyer.

What is the minimum down payment for 27 Old Yonge Street?

$1,000,000 at the asking price of $5,000,000, under the federal minimum down payment rules. A lender may require more.

How much is the property tax on 27 Old Yonge Street?

The listing shows $32,554 a year for 2025, about $2,713 a month.

Is 27 Old Yonge Street priced above or below the median?

It is listed at $5,000,000. The August 2026 median for detached house sales in the City of Toronto was $1,170,000 across 550 sales, so the asking price is $3,830,000 higher. The median covers all sizes and neighbourhoods.

How do I book a showing for 27 Old Yonge Street?

Use the form on this page or call us. Quote MLS® C13697434. We will confirm the listing is still available and arrange a time with the listing brokerage.

Is 27 Old Yonge Street still for sale?

This page is refreshed from TRREB's MLS® System through the day. If the listing sells or is withdrawn the page says so. Contact us to confirm before you make plans.

Ask about this home or book a showing

Send your details and we will get back to you about this listing. The address of this page, with its MLS® number, is sent with your message.

We reply to every message ourselves. Nothing here is legal, tax, mortgage or investment advice.

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