2 Chieftain Crescent, Toronto, ON
St. Andrew-Windfields, Toronto · MLS® C13768906
About this home
In short
- Andrews neighbourhood you could be living in a sanctuary of luxury.
- This spectacular showcase corner lot within a coveted Toronto district awaits a new home and a visionary's creation.
- You will be ideally located close to top-rated schools with easy transportation all while being surrounded by exquisite homes.
- Also a schematic zoning-ready proposal is done for 3 floors with 8,500+ Sq.
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.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- C13768906
- Bedrooms
- 4+1 (5 total)
- Bathrooms
- 5 (2 half)
- Size
- 3500-5000 sq ft
- Lot
- 107.41 × 150.71 ft
- Cross streets
- Fifeshire and Bayview
- Parking
- 2 garage · 4 parking (attached)
- Driveway
- Private Double
- Basement
- Finished, Full
- Kitchens
- 2 (1 + 1)
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Shingle
- Foundation
- Poured Concrete
- Roof
- Cedar, Shake
- Sewer
- Sewer
- Pool
- Inground
- Property tax
- $16,858 / 2026
- Days on market
- 1
- Listing brokerage
- ROYAL LEPAGE TERREQUITY REALTY
Rooms
Listed at $3,595,000 with no offer date, so the ask is the seller’s number, and homes priced this way sell close to it. My read is $3.64M, typically $2.90M to $4.25M. Comparable closings on their own put this home around $3.73M, which agrees with the ask, so this is a firm read.
Second read, from the city assessment: $2.84M. That is about 24% below the comparable-sales figure. When my two methods disagree this much, the answer usually sits between them and something about this home is not in the comparables (the lot, the condition, a rebuild). I would want to see it before leaning on either number.
Total price vs nearby homes. Fair value about $3.64M, median of 46 comparables.
The market behind the math:
About 1.8 months of inventory: 14 detached homes for sale in the area against 23 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $846/sqft against an area asking average of $1,031/sqft. Size and $/sqft both feed the estimate above.
- Corner lot. Two street frontages: more to landscape, shovel and mow, and more exposure to traffic, wind and headlights at night. Buyers price that against an interior lot on the same street, so I read this one on the cautious side and confirm the setting in person.
- Inground pool. Priced into the comparison on the assumption it is clean and modern. A pool costs more to build than resale pays back, and condition is the in-person call.
How this estimate is builtthe short version
I take the 46 most comparable recent sales nearby and adjust each one to this home for the real differences (size, beds, baths, garage, lot frontage, a ravine backing, an inground pool), then use the median, which is steadier than leaning on any single sale.
It’s grounded in recent closing prices, not asking prices. Lot, condition, and finishes are my in-person call, and the city (MPAC) assessment points to about $2.84M, lower than the comparables and worth a second look.
What the listing highlights2 points to weigh
Claims from the listing, worth confirming in person. I can book you a private showing.
- Transit / schools nearby: convenience and resale support, verify the exact distances and school catchment. Value driver
- Corner lot: more light and frontage, sometimes at the cost of privacy. Weigh carefully
Schools & getting aroundcatchment and transit
On schools, this address is zoned for York Mills Collegiate Institute, one of the higher-rated public schools in the area. A strong catchment tends to hold value and widen your resale pool, especially with family buyers.
Read this with carewhy it’s an estimate, not an appraisal
The listing states size as a wide range, so the size adjustment is approximate and this estimate is a rough read. I can confirm exact square footage to tighten it.
Based on 46 comparable homes that sold in St. Andrew-Windfields over the past two years, from 170 closings there.
For sale
For sale
For sale
For sale
For sale
For saleThe closest active listings by size, beds, and price, so you can see what this home is up against.
Per square foot, these ask about $965/sqft; this home lists at $846/sqft. Size is part of the price story, not just the sticker.
The 5 closest of 6 active listings nearby.
See all comparable homesNeighbourhood & location
St. Andrew-Windfields, 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.
Also nearby: 12 more schools within 2.5 km
Not the assigned catchment: schools a family here could reach, with EQAO results where published.
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 4.09% via Ratehub.ca (as of September 11, 2026); conventional rates run a little higher.
Mortgage amount $2,876,000 · 4.24% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $15,505
- Property tax
- $1,405
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $16,910
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $76,350
- Toronto municipal land transfer tax
- $82,300
- Estimated closing costs
- $158,650
Plus your down payment of $719,000. 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
- $930,290
- Principal paid down
- $361,967
- Interest paid
- $568,323
- Balance remaining
- $2,514,033
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 numbersThe last 14 whole-home leases in St. Andrew-Windfields signed at a median of $7,000 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $7,024. The gross yield above is on the asking price, before taxes and upkeep; the cap rate is after them. A finished basement or second suite can push real rent above it. Taxes, fees, and vacancy vary by property, and cap rate is before financing.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of ROYAL LEPAGE TERREQUITY REALTY. MLS®/PropTx.