258 Cortleigh Boulevard, Toronto, ON
Lawrence Park South, Toronto · MLS® C13599654
About this home
A Landmark Residence In The Heart Of Lawrence Park South. Set on an exceptional 50' x 134' lot, 258 Cortleigh Boulevard is a rare offering that masterfully blends timeless architecture, uncompromising craftsmanship, and sophisticated contemporary luxury. Offering approximately 7,000 sq. ft. of impeccably finished living space across four levels, this custom-built residence has been thoughtfully designed for exceptional family living and grand-scale entertaining. The spectacular main level features soaring ceilings and a dramatic family room that flows seamlessly into a chef-inspired gourmet kitchen appointed with premium appliances, a stunning marble island, and a fully equipped service kitchen. Every space has been curated with bespoke millwork and meticulous attention to detail. The luxurious primary retreat offers custom walk-in closets and a breathtaking spa-inspired ensuite, while the masterpiece provides generously proportioned bedrooms and an office, and versatile family spaces designed for modern living. The exceptional lower level rivals the finest private clubs, featuring a sophisticated recreation lounge, fitness centre, and private guest or nanny suite. Designed for seamless indoor/outdoor living, the beautifully landscaped backyard is a true private oasis with a resort-inspired concrete swimming pool. Luxury extends to every detail with a private elevator servicing all levels, garage car lift for two cars, radiant heated floors, Control4 smart home automation, premium mechanical systems, and uncompromising quality throughout. Ideally located in one of Toronto's most prestigious neighbourhoods, just moments from the city's finest public and private schools, parks, boutique shopping, dining, and transit, 258Cortleigh represents an extraordinary opportunity to acquire one of Lawrence Park South's finest custom residences, offering exceptional value, timeless design, and an unparalleled lifestyle.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- C13599654
- Bedrooms
- 5 (4 + 1)
- Bathrooms
- 8 (1 half)
- Size
- 3500-5000
- Lot
- 50 × 134 ft
- Cross streets
- Avenue Road & Cortleigh
- Parking
- 2 garage · 4 parking (attached)
- Driveway
- Available
- Basement
- Finished, Walk-Up
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Stone
- Foundation
- Concrete
- Roof
- Slate
- Sewer
- Sewer
- Pool
- Inground
- Property tax
- $39,116 / 2026
- Listing brokerage
- CHESTNUT PARK REAL ESTATE LIMITED
Rooms
hardwood floor · window · indirect lights
fireplace · his and hers closets · wet bar
hardwood floor · overlooks frontyard · built-in speakers
b/i shelves · overlooks frontyard · hardwood floor
b/i appliances · ceramic floor · stainless steel sink
3 pc ensuite · overlooks frontyard · hardwood floor
hardwood floor · halogen lighting · wet bar
fireplace · overlooks backyard · built-in speakers
hardwood floor · halogen lighting
3 pc ensuite · window · hardwood floor
b/i appliances · centre island · overlooks backyard
b/i closet · 3 pc bath · hardwood floor
3 pc ensuite · overlooks frontyard · walk-in closet(s)
overlooks backyard · built-in speakers · large window
Heads up: the asking price here sits well above what comparable listings suggest. That can point to premium finishes, a bigger lot, or simply an ambitious ask, so it is worth a close look before you offer. I would not put an automatic figure on this one. Tell me you are interested and I will pull the most comparable recent sales and give you a straight answer on what it will really take.
Ask Moe if this price is fairWorth noting: this home has a walk-up basement, a premium feature (light, usable space, income potential) that comparable-sales math tends to under-price. I will factor it in when I pull your comparables.
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.
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 5 closest of 7 active listings nearby.
See all comparable homesPrice per square foot vs the area average.
Neighbourhood & location
Lawrence Park South, 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.
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 23, 2026); conventional rates run a little higher.
Mortgage amount $8,304,000 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $44,313
- Property tax
- $3,260
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $47,573
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $245,975
- Toronto municipal land transfer tax
- $441,175
- Estimated closing costs
- $687,150
Plus your down payment of $2,076,000. 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
- $2,658,794
- Principal paid down
- $1,057,516
- Interest paid
- $1,601,277
- Balance remaining
- $7,246,484
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.