59 Chipstead Road, Toronto, ON
Banbury-Don Mills, Toronto · MLS® C14030702
About this home
In short
- A Grand Dame Ready for Her Next Chapter.
- Sitting tall and proud on a 65' x 120' corner lot, this Tudor-inspired residence with a storybook turret marks the entrance to the sought-after Banbury/Denlow...
- The living room has a large picture window, hardwood floors, and a fireplace.
- Both the kitchen and family room open to the sun-filled addition with two walkouts to the garden.
- Improvements include: Sun-filled main floor addition with two walkouts to garden (1991) New hardwood on the second level (2020) Renovated 5-piece bath with jacuzzi...
A Grand Dame Ready for Her Next Chapter. This is an opportunity to apply your personal vision. Sitting tall and proud on a 65' x 120' corner lot, this Tudor-inspired residence with a storybook turret marks the entrance to the sought-after Banbury/Denlow neighbourhood. With over 4,800 sq. ft. of living space, including the lower level, and an arched, stone-framed entry, it is one of only a few homes of its kind in Banbury. A grand marble foyer with a circular staircase sets the tone. The living room has a large picture window, hardwood floors, and a fireplace. The formal dining area has easy access to the large kitchen with built-in appliances, island, tons of storage, and counter space. Both the kitchen and family room open to the sun-filled addition with two walkouts to the garden. Two-piece powder room and a laundry room with direct access to the double garage is an added bonus. Four large bedrooms, including a spacious primary with ensuite and walk-in closet. A dedicated nook is ideal for an office or play area. The lower level offers a large recreation room with built-in bar, a three-piece bathroom, and tons of storage. Potential for a +1. On the market for the first time in over 50 years. Improvements include: Sun-filled main floor addition with two walkouts to garden (1991) New hardwood on the second level (2020) Renovated 5-piece bath with jacuzzi (mid 90's) Windows replaced throughout (dining room excepted) (90's) Waterproofing with new weeping tile (2024) New boiler heating system and tankless water heater (2018) New roof (2011). Amazing family community, known for top-rated private schools (Crescent, Toronto French School, Bayview Glen). Public schools (Denlow, Windfields, York Mills Collegiate). Come see the possibilities this home can offer.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- C14030702
- Bedrooms
- 4
- Bathrooms
- 4 (1 half)
- Size
- 3000-3500 sq ft
- Lot
- 65 × 120 ft
- Cross streets
- York Mills and Leslie
- Parking
- 2 garage · 6 parking (attached)
- Driveway
- Private
- Basement
- Finished
- Heating
- Baseboard
- A/C
- Central Air
- Exterior
- Brick
- Foundation
- Concrete
- Roof
- Shingles
- Sewer
- Sewer
- Property tax
- $11,832 / 2026
- Days on market
- 6
- Listing brokerage
- CHESTNUT PARK REAL ESTATE LIMITED
Rooms
hardwood floor · swing doors · window
b/i bar · vinyl floor · 3 pc bath
hardwood floor · window · closet
5 pc ensuite · walk-in closet(s) · broadloom
hardwood floor · b/i bookcase · fireplace
Separate Room
hardwood floor · fireplace · crown moulding
hardwood floor · window · double closet
french doors · b/i appliances · centre island
tile floor · breakfast bar · overlooks backyard
wainscoting · marble floor · double closet
hardwood floor · window · double closet
hardwood floor · window · circular room
No automatic estimate is shown here: there is not a deep enough record of recent sales of homes like this one in this neighbourhood to support one.
Considering this property? Request a written price readOn 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.
The closest active listings by size, beds, and price, so you can see what this home is up against.
Per square foot, these ask about $846/sqft; this home lists at $615/sqft. Size is part of the price story, not just the sticker.
The 5 closest active listings nearby.
See all comparable homesNeighbourhood & location
Banbury-Don Mills, Toronto, ON
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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: 9 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 4.34% via Ratehub.ca (as of October 20, 2026); conventional rates run a little higher.
Mortgage amount $1,598,400 · 4.49% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $8,838
- Property tax
- $986
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $9,824
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $36,435
- Toronto municipal land transfer tax
- $36,435
- Estimated closing costs
- $72,870
Plus your down payment of $399,600. 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
- $530,270
- Principal paid down
- $195,295
- Interest paid
- $334,975
- Balance remaining
- $1,403,105
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 CHESTNUT PARK REAL ESTATE LIMITED. MLS®/PropTx.