18 Chipstead Road, Toronto, ON
Banbury-Don Mills, Toronto · MLS® C13440660
About this home
In short
- This fully renovated 4200 + square foot home is one of the nicest homes in the area.
- The brand new open concept custom kitchen/family room has tons of natural light and a new linear Regency gas fireplace.
- The primary bath has a 2-person shower and a separate soaking tub, overlooking the primary upper deck that overlooks the pool.
- The basement has an open concept media area with a gas fireplace and room for a card table, pool table, and multiple workout areas.
- The backyard oasis has dining under the primary upper deck as well as a lounge area off the pool.
Welcome to 18 Chipstead Road, an entertainer's dream home, conveniently located in the heart of Denlow near Bayview and 401 with great schools and lots of local shopping nearby. This fully renovated 4200 + square foot home is one of the nicest homes in the area. Interior designers Jeffrey Douglas and Chantal Philippe contributed to the designs and furnishing choices. Landscape architect Wendy Berger and her team contributed to the landscape architecture. From the moment you walk in the front door, you know this home is calming and special. Super spacious, yet oh so warm and cozy. New custom stairs and railings. Massive 2-story upper hallway with 4 oversized skylights. The brand new open concept custom kitchen/family room has tons of natural light and a new linear Regency gas fireplace. The almost 45-foot-long lounge/living/dining room combination is great for entertaining. The powder room is stunning. The pantry/mud room is off the main hall and has plenty of cupboards and counter space. It also has a separate full-size fridge, wine fridge and dishwasher. The pantry connects to the garage which has polyaspartic floors. The primary suite is an open concept retreat with a coffered ceiling and plenty of natural light. The Regency 3-sided gas fireplace enhances the bedroom and the primary lounge area. The primary bath has a 2-person shower and a separate soaking tub, overlooking the primary upper deck that overlooks the pool. The primary custom backlit closet is expansive with 2 skylights. All other bedrooms are king-size rooms with 2 additional en-suites and custom finishes. The basement has an open concept media area with a gas fireplace and room for a card table, pool table, and multiple workout areas. The backyard oasis has dining under the primary upper deck as well as a lounge area off the pool.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- C13440660
- Bedrooms
- 4+1 (5 total)
- Bathrooms
- 5 (1 half)
- Size
- 3500-5000 sq ft
- Lot
- 60 × 120 ft
- Cross streets
- York Mills / Bayview
- Parking
- 2 garage · 6 parking (attached)
- Driveway
- Private Double
- Basement
- Finished
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Brick, Stucco (Plaster)
- Foundation
- Poured Concrete
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Pool
- Inground
- Property tax
- $19,866 / 2026
- Days on market
- 109
- Listing brokerage
- THE OTHER GUYS REALTY CORP.
Rooms
hardwood floor · overlooks pool · w/o to pool
hardwood floor · w/o to deck · vaulted ceiling(s)
4 pc ensuite · double closet · hardwood floor
hardwood floor · pot lights · combined w/dining
fireplace · walk-in closet(s) · 6 pc ensuite
4 pc ensuite · double closet · hardwood floor
hardwood floor · pot lights · double closet
hardwood floor · centre island · pot lights
fireplace · pot lights · hardwood floor
Listed at $4,688,000. Going by how homes in Banbury-Don Mills and the wider GTA have actually closed against their asking prices (about 96%, 21 local closings in 90 days), the likely sale price is near $4.50M, if it sells. A realistic range is $4.22M to $5.08M.
Independent value check: no figure for this home. Going only by the sales record, our model lands more than 25% below the ask. At that distance an automated figure has rarely been close to the eventual sale price, so we are not printing one. The usual reason is something the record cannot show: a rebuild, a second unit, or a lot or setting unlike the homes around it.
Longer on the market than typical. 109 days on the market against about 34 for homes like it here, and asking 48% above where comparable closings put it.
Total price vs nearby homes. Likely closing about $4.50M, from 21 recent closings in this pocket.
The market behind the math:
About 2 months of inventory: 14 detached homes for sale in the area against 21 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $1,103/sqft against an area asking average of $1,003/sqft.
How this estimate is builtthe short version
This figure comes from a model built on about 44,000 recent GTA sales. It weighs this home’s tax assessment, size, age, location and features against what homes like it actually sold for, including sales in this neighbourhood.
It never sees the asking price. The 21 most comparable recent sales on their own, adjusted for size, beds, baths and lot, point to about $3.07M. Condition and finishes remain an in-person call.
What the listing highlights5 points to weigh
Claims from the listing, worth confirming in person. I can book you a private showing.
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled. Value driver
- Upscale kitchen: a genuine value driver, verify the appliances, stone, and finishes in person. Value driver
- Pool: lifestyle appeal, but adds maintenance, insurance, and resale is mixed. Weigh carefully
- Open-concept layout: modern, sought-after flow. Lifestyle
- Sold as-is / needs work: budget for renovation, the price should reflect the condition. 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 21 comparable homes that sold in Banbury-Don Mills over the past two years, from 167 closings there.
For sale
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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 $1,134/sqft; this home lists at $1,103/sqft. Size is part of the price story, not just the sticker.
The 5 closest of 8 active listings nearby.
See all comparable homesNeighbourhood & location
Banbury-Don Mills, 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: 8 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 September 30, 2026); conventional rates run a little higher.
Mortgage amount $3,750,400 · 4.49% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $20,737
- Property tax
- $1,656
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $22,392
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $103,675
- Toronto municipal land transfer tax
- $127,435
- Estimated closing costs
- $231,110
Plus your down payment of $937,600. 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
- $1,244,196
- Principal paid down
- $458,230
- Interest paid
- $785,967
- Balance remaining
- $3,292,170
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 21 whole-home leases in Banbury-Don Mills signed at a median of $6,537 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $6,968. 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 THE OTHER GUYS REALTY CORP.. MLS®/PropTx.