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MLS® listing

2 Chieftain Crescent: detached house for sale

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$3,595,000

5 bedrooms, 5 bathrooms, Detached · St. Andrew-Windfields · near Fifeshire and Bayview

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From the listing brokerage

In the elite St. Andrews neighbourhood you could be living in a sanctuary of luxury. Build your dream mansion in the heart of Fifeshire, one of Toronto's most desirable communities. This spectacular showcase corner lot within a coveted Toronto district awaits a new home and a visionary's creation. This appealing property is a true gem . You will be ideally located close to top-rated schools with easy transportation all while being surrounded by exquisite homes. Some room photos show virtually staged furnishings. There are also renderings of conceptual homes. The proposed concepts labeled with Sharf Architecture Inc. have site plan, floor plans, and area calculations. Also a schematic zoning-ready proposal is done for 3 floors with 8,500+ Sq.Ft. of above ground living space. Now is the time to move on this exceptional opportunity.

Facts on the listing

Square feet3500-5000
Approximate age51-99
Style2-Storey
BasementFinished, Full
Lot width107.41
Lot depth150.71
Lot measured inFeet
FacesSouth
Parking spaces4
GarageAttached
HeatingForced Air
CoolingCentral Air
Kitchens2
Property tax$16,858
Tax year2026
ParkingPrivate Double
Interior featuresAuto Garage Door Remote, Central Vacuum, Countertop Range, Floor Drain, Garburator, Guest Accommodations, In-Law Capability, Storage, Water Heater, Water Meter, Water Softener, Workbench
FeaturesPlace Of Worship, School, Wooded/Treed

Listing courtesy of ROYAL LEPAGE TERREQUITY REALTY. MLS® C13768906.

About this detached house

2 Chieftain Crescent is a 5 bedroom detached house in TRREB's St. Andrew-Windfields community in Toronto, listed for sale at $3,595,000. The listing shows 5 bathrooms and 3500-5000 square feet. The style is given as 2-storey. The lot is listed as 107.41 by 150.71 feet. The listing gives the basement as finished, full. It comes with 4 parking spaces and an attached garage according to the listing. The nearest main intersection given is Fifeshire and Bayview. The age is listed as 51-99 years.

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 2 Chieftain Crescent

At the asking price of $3,595,000, 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$3,595,000
Ontario land transfer tax$76,350
Toronto municipal land transfer tax$87,655
Both taxes$164,005
First-time buyer relief, if you qualifyup to $8,475
Minimum down payment$719,000

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 (2026)$16,858 a year, about $1,405 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 $3,595,000, which is $2,425,000 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 forced air.
  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, 107.41 by 150.71 feet.
  3. Ask about permits. Ask which renovations had building permits and whether those permits were closed. The listing shows 2 kitchens. If there is a second unit, ask whether it meets the municipality's rules for one.
  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. 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 2 Chieftain Crescent

How much is land transfer tax on 2 Chieftain Crescent?

At the asking price of $3,595,000 the Ontario tax is $76,350 and the Toronto tax is $87,655, $164,005 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 2 Chieftain Crescent?

$719,000 at the asking price of $3,595,000, under the federal minimum down payment rules. A lender may require more.

How much is the property tax on 2 Chieftain Crescent?

The listing shows $16,858 a year for 2026, about $1,405 a month.

Is 2 Chieftain Crescent priced above or below the median?

It is listed at $3,595,000. 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 $2,425,000 higher. The median covers all sizes and neighbourhoods.

How do I book a showing for 2 Chieftain Crescent?

Use the form on this page or call us. Quote MLS® C13768906. We will confirm the listing is still available and arrange a time with the listing brokerage.

Is 2 Chieftain Crescent 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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