108 Cheltenham Avenue, Toronto, ON
Bridle Path-Sunnybrook-York Mills, Toronto · MLS® C13810464
About this home
In short
- This exceptional residence embodies refined contemporary luxury, seamlessly blending sophisticated design with impeccable craftsmanship.
- The Bellini chef's kitchen is both functional & beautifully appointed, featuring an oversized island w/seating, spacious eat-in dining area overlooking the rear...
- A private office, two powder rooms, a storage closet plus a "rough-in" for elevator complete this level.
- The serene primary suite is a private sanctuary with his-and-hers walk-in closets & a sumptuous 5-pc ensuite.
- The naturally bright, above-grade lower level w/heated floors throughout further expands the living space & is designed for relaxation & entertaining.
This exceptional residence embodies refined contemporary luxury, seamlessly blending sophisticated design with impeccable craftsmanship. Situated on one of Lawrence Park's premier streets, the home captivates immediately with its striking curb appeal & timeless architectural presence. A distinctive custom-built home by Den Bosch & Finchley, the grand foyer opens to expansive principal rooms, including an elegant formal living room with fireplace & Juliette balcony & a spectacular dining room designed for sophisticated entertaining.The Bellini chef's kitchen is both functional & beautifully appointed, featuring an oversized island w/seating, spacious eat-in dining area overlooking the rear gardens, separate servery & a walkout to the upper flagstone terrace. The adjoining family room, complete w/fireplace & custom built-ins, offers the perfect setting for relaxed everyday living. A private office, two powder rooms, a storage closet plus a "rough-in" for elevator complete this level. The serene primary suite is a private sanctuary with his-and-hers walk-in closets & a sumptuous 5-pc ensuite. Three additional bedrooms each feature beautifully appointed ensuite baths, custom walk-in closets, built-ins & integrated desks. A well-appointed second-floor laundry room provides exceptional convenience & functionality for modern family living. The naturally bright, above-grade lower level w/heated floors throughout further expands the living space & is designed for relaxation & entertaining. A spacious media room overlooks the rear gardens & features a fireplace, wet bar w/sink & a fridge, large games room w/walkout to the spectacular private fenced-in yard, a versatile 5th bdrm or gym, a 4-pc washroom & a mudroom w/direct access to a rare heated 3-car garage complete this space. Exceptional storage solutions are thoughtfully incorporated thruout. Set on an exquisitely landscaped 50' x 150' lot in coveted Lawrence Park, this home totals 6,125 sq ft of exceptional living space.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- C13810464
- Bedrooms
- 4+1 (5 total)
- Bathrooms
- 7 (2 half)
- Size
- 3500-5000 sq ft
- Lot
- 50 × 150 ft
- Cross streets
- Lawrence Ave/Mildenhall
- Parking
- 3 garage · 6 parking (built-in)
- Basement
- Walk-Out, Finished
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Stucco (Plaster), Stone
- Foundation
- Concrete
- Roof
- Cedar
- Sewer
- Sewer
- Property tax
- $28,535 / 2025
- Days on market
- 29
- Listing brokerage
- CHESTNUT PARK REAL ESTATE LIMITED
Rooms
4 pc ensuite · walk-in closet(s) · b/i desk
4 pc bath · closet · heated floor
3 pc ensuite · b/i shelves · hardwood floor
w/o to terrace · french doors · hardwood floor
fireplace · french doors · juliette balcony
hardwood floor · moulded ceiling · pantry
fireplace · b/i shelves · hardwood floor
access to garage · b/i shelves · heated floor
5 pc ensuite · his and hers closets · hardwood floor
b/i bookcase · hardwood floor · overlooks frontyard
laundry sink · b/i shelves · pot lights
eat-in kitchen · breakfast bar · centre island
heated floor · curved stairs · limestone flooring
w/o to patio · large window · heated floor
4 pc ensuite · walk-in closet(s) · b/i desk
fireplace · heated floor · bar sink
Listed at $5,750,000. Going by how homes in Bridle Path-Sunnybrook-York Mills and the wider GTA have actually closed against their asking prices (about 97%, 8 local closings in 90 days), the likely sale price is near $5.58M, if it sells. A realistic range is $5.23M to $6.29M.
Independent value check: $6.06M. Without looking at the asking price, our model values the home itself about 5% above the ask (homes like it typically land between $5.68M and $6.35M).
Why $6.06M. The typical detached home sold in Bridle Path-Sunnybrook-York Mills over the past year went for about $4.60M (54 sales). What sets this one apart:
- ▲ Raises it stronglyIts tax bill, which follows the city's own assessment, is $28,535 a year; the typical home sold here pays about $24,100.
- ▲ Raises it strongly4+1 bedrooms and 7 baths, against 4+1 and 5 typically.
- ▲ Raises it slightlyThe listing describes it as fully renovated or newly built.
Total price vs nearby homes. Likely closing about $5.58M, from 8 recent closings in this pocket.
The market behind the math:
About 7.5 months of inventory: 20 detached homes for sale in the area against 8 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $1,353/sqft against an area asking average of $1,854/sqft.
- Walk-out basement apartment features. A finished 1 bed walk-out basement apartment. A self-contained space for extended family, guests or potential income. In Bridle Path-Sunnybrook-York Mills basements rarely rent out (2 of 78 recent detached leases were basement units), so buyers here treat a suite as family or nanny space rather than income. Value it for the living space, not the rent. Second-suite retrofit status is not verified. A buyer intending to rent should confirm requirements with the City of Toronto.
- Park / green-space backing. The listing says this home backs onto or abuts a park or green space. That privacy is priced into the comparison. What is actually behind the fence, and how the lot sits against it, is my in-person call.
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 8 most comparable recent sales on their own, adjusted for size, beds, baths and lot, point to about $5.29M. Condition and finishes remain an in-person call.
What the listing highlights3 points to weigh
Claims from the listing, worth confirming in person. I can book you a private showing.
- Upscale kitchen: a genuine value driver, verify the appliances, stone, and finishes in person. Value driver
- Heated floors: comfort and a premium-finish signal. Lifestyle
- Elevator: rare and valuable for accessibility and resale. Lifestyle
Schools & getting aroundcatchment and transit
On schools, this address is zoned for Lawrence Park 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 8 comparable homes that sold in Bridle Path-Sunnybrook-York Mills over the past two years, from 102 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 $1,570/sqft; this home lists at $1,353/sqft. Size is part of the price story, not just the sticker.
The 5 closest of 7 active listings nearby.
See all comparable homesSold price trend
Median sold price for detached homes in Toronto: $1.20M in September 2026, down 1% from a year ago, on 7,360 closings in 12 months.
Line: median sold price, each month averaged with its neighbours and weighted by closings. Bars: closings that month. Toronto as a whole: the neighbourhood alone has too few closings for a line of its own.
Month by month
| Month | Median sold | Closings |
|---|---|---|
| October 2025 | $1.25M | 739 |
| November 2025 | $1.21M | 596 |
| December 2025 | $1.14M | 384 |
| January 2026 | $1.20M | 285 |
| February 2026 | $1.23M | 453 |
| March 2026 | $1.34M | 580 |
| April 2026 | $1.31M | 777 |
| May 2026 | $1.30M | 861 |
| June 2026 | $1.25M | 772 |
| July 2026 | $1.17M | 684 |
| August 2026 | $1.19M | 552 |
| September 2026 | $1.20M | 677 |
Neighbourhood & location
Bridle Path-Sunnybrook-York 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: 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 4.34% via Ratehub.ca (as of October 21, 2026); conventional rates run a little higher.
Mortgage amount $4,600,000 · 4.49% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $25,434
- Property tax
- $2,378
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $27,812
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $130,225
- Toronto municipal land transfer tax
- $182,725
- Estimated closing costs
- $312,950
Plus your down payment of $1,150,000. 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
- $1,526,051
- Principal paid down
- $562,035
- Interest paid
- $964,016
- Balance remaining
- $4,037,965
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
About the suite: in Bridle Path-Sunnybrook-York Mills basements rarely rent out (2 of 78 recent detached leases were basement units), so the figure above does not count it as income. Buyers here use a suite as family or nanny space.
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 15 whole-home leases in Bridle Path-Sunnybrook-York Mills signed at a median of $10,333 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $10,567. 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 CHESTNUT PARK REAL ESTATE LIMITED. MLS®/PropTx.