108 Cheltenham Avenue, Toronto, ON
Bridle Path-Sunnybrook-York Mills, Toronto · MLS® C13175626
About this home
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®
- C13175626
- Bedrooms
- 5 (4 + 1)
- Bathrooms
- 7 (2 half)
- Size
- 3500-5000
- 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
- Stone
- Foundation
- Concrete
- Roof
- Cedar
- Sewer
- Sewer
- Property tax
- $28,535 / 2025
- Days on market
- 53
- Listing brokerage
- CHESTNUT PARK REAL ESTATE LIMITED
Rooms
heated floor · curved stairs · limestone flooring
4 pc ensuite · walk-in closet(s) · b/i desk
4 pc bath · closet · heated floor
4 pc ensuite · walk-in closet(s) · b/i desk
access to garage · b/i shelves · heated floor
fireplace · heated floor · bar sink
fireplace · b/i shelves · hardwood floor
b/i bookcase · hardwood floor · overlooks frontyard
hardwood floor · moulded ceiling · pantry
5 pc ensuite · his and hers closets · hardwood floor
fireplace · french doors · juliette balcony
w/o to patio · large window · heated floor
eat-in kitchen · breakfast bar · centre island
laundry sink · b/i shelves · pot lights
w/o to terrace · french doors · hardwood floor
3 pc ensuite · b/i shelves · hardwood floor
Listed at $5,895,000, this home is about 23% below comparable homes, worth a close look. The number above is my independent estimate of value, not the asking price.
Based on 9 similar homes nearby, adjusted for size, beds, and baths.Median of 9 comparable active listings, adjusted for size, beds, and baths. The city (MPAC) assessment points to about $7.15M, a close match.
How I got there
Here is the exact math behind the estimate. I start from the closest comparable listing and adjust for the real differences (size, beds, baths) to land on a like-for-like value for this home.
- Closest comparable, listed at $6.30M
- Adjusts to $6.30M
That comparable adjusts to $6.30M; the $7.65M estimate above is the median of all 9 comparables, which is steadier than any single home.This uses comparable active listings, not sold prices. Lot, condition, and finishes are my in-person call, and I can run a full CMA with recent solds.
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.
On location, this is a more car-dependent spot, so buyers here typically drive. Transit is limited nearby. Worth weighing if transit access matters to you.
Total price vs nearby homes. Fair value about $7.65M, median of 9 comparables.
What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.
- Upscale kitchen: a genuine value driver, verify the appliances, stone, and finishes in person.
- Heated floors: comfort and a premium-finish signal.
- Elevator: rare and valuable for accessibility and resale.
- Value driver
- Lifestyle
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 5 closest of 8 active listings nearby.
See all comparable homesThis home lists 27% below the area average of $1,897/sqft.
51 days longer than the Toronto average (2 days).
View comparable listingsPrice per square foot vs the area average.
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.
Getting around
Car-DependentA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from Google.
Almost all errands require a car.
Within a 15-minute (1.5 km) walk.
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.
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 3.99% via Ratehub.ca (as of July 18, 2026); conventional rates run a little higher.
Mortgage amount $4,716,000 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $25,166
- Property tax
- $2,378
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $27,544
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $133,850
- Toronto municipal land transfer tax
- $190,700
- Estimated closing costs
- $324,550
Plus your down payment of $1,179,000. 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
- $1,509,980
- Principal paid down
- $600,584
- Interest paid
- $909,396
- Balance remaining
- $4,115,416
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
Income potential: the basement has a separate entrance, which often supports a rentable in-law or second suite. That can lift real rent well above the figure above and help carry the mortgage. Ask us about permitted use in this area.
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.