21 Toynbee Trail, Toronto, ON
Guildwood, Toronto · MLS® E13840596
About this home
In short
- A rare, high-cash-flow architectural masterpiece nestled on a private 59-foot premium lot in prime Guildwood with total tranquility and no front or rear neighbours.
- Offering over 2,650 sq ft of luxury living space, this extraordinary property combines an exquisitely renovated primary residence, a brand-new 1,000 sq ft...
- Step inside the brand-new contemporary addition, showcasing a sleek stucco exterior, ultra-efficient building envelope (4-inch spray foam plus 2-inch styrofoam), and...
- The chef-inspired kitchen features smart LG appliances with an air-fryer range, while spa-like bathrooms feature intelligent thermostat-controlled heated floors.
- The outdoor oasis is built for entertaining, featuring a new illuminated composite deck, 68-foot retaining wall, premium stone interlocking, epoxy garage floors...
A rare, high-cash-flow architectural masterpiece nestled on a private 59-foot premium lot in prime Guildwood with total tranquility and no front or rear neighbours. Offering over 2,650 sq ft of luxury living space, this extraordinary property combines an exquisitely renovated primary residence, a brand-new 1,000 sq ft semi-attached addition, and a finished lower-level bachelor suite, creating the ultimate multi-generational retreat or mortgage-crushing investment. The legal secondary 2-bedroom, 2-bathroom suite generates an impressive $4,700/month in long-term executive rental income, allowing you to live luxuriously while your investment pays for itself.Step inside the brand-new contemporary addition, showcasing a sleek stucco exterior, ultra-efficient building envelope (4-inch spray foam plus 2-inch styrofoam), and high-end modern engineering. Interior highlights include over $90,000 in custom millwork, bespoke under-stair storage, rich engineered oak veneer flooring, and dramatic glass-railed oak stairs. The chef-inspired kitchen features smart LG appliances with an air-fryer range, while spa-like bathrooms feature intelligent thermostat-controlled heated floors. Outfitted with dual Bosch heating/cooling systems, smart lighting, and hardwired Ethernet, no detail has been overlooked.The fully transformed original residence boasts designer quartz countertops with matching slab backsplash, a dedicated coffee station, integrated entertainment storage, renovated luxury baths, and two spacious bedrooms with space-saving custom Murphy beds. The fully finished basement bachelor unit features its own brand-new kitchen, perfect for an in-law, nanny suite, or guest flat.The outdoor oasis is built for entertaining, featuring a new illuminated composite deck, 68-foot retaining wall, premium stone interlocking, epoxy garage floors, brand-new asphalt driveway, and custom storage shed. An unrepeatable turnkey Guildwood showpiece.
Key facts
- Property type
- Detached, Sidesplit 4
- MLS®
- E13840596
- Bedrooms
- 4+2 (6 total)
- Bathrooms
- 5 (1 half)
- Size
- 2500-3000 sq ft
- Lot
- 59.71 × 117 ft
- Cross streets
- Livingston Rd & Guildwood Pkwy
- Parking
- 1 garage · 5 parking (built-in)
- Driveway
- Private Double
- Basement
- Finished
- Kitchens
- 3 (1 + 2)
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Stucco (Plaster), Vinyl Siding
- Foundation
- Concrete
- Roof
- Shingles
- Sewer
- Sewer
- Property tax
- $6,576 / 2026
- Days on market
- 20
- Listing brokerage
- RE/MAX REALTRON MARIUS MITROFAN GROUP
Rooms
hardwood floor · b/i closet · overlooks frontyard
hardwood floor · open concept · overlooks frontyard
laminate · b/i shelves · above grade window
hardwood floor · 3 pc ensuite · overlooks backyard
combined w/living · eat-in kitchen · overlooks backyard
hardwood floor · murphy bed · walk-out
hardwood floor · picture window · overlooks backyard
hardwood floor · closet · overlooks backyard
hardwood floor · modern kitchen · breakfast bar
hardwood floor · murphy bed · b/i desk
hardwood floor · open concept · overlooks frontyard
hardwood floor · walk-out · overlooks backyard
Listed at $1,688,000. Going by how homes in Guildwood and the wider GTA have actually closed against their asking prices (about 97%, 9 local closings in 90 days), the likely sale price is near $1.63M, if it sells. A realistic range is $1.53M to $1.84M.
Independent value check: $1.52M. Without looking at the asking price, our model values the home itself about 10% below the ask (homes like it typically land between $1.42M and $1.59M).
Why $1.52M. The typical detached home sold in Guildwood over the past year went for about $1.04M (57 sales). What sets this one apart:
- ▲ Raises it stronglyIt is 2,500 to 3,000 sq ft; the typical home sold here is 1,100 to 1,500.
- ▲ Raises it4+2 bedrooms and 5 baths, against 3+1 and 2 typically.
- ▲ Raises itThe listing describes it as fully renovated or newly built.
Total price vs nearby homes. Likely closing about $1.63M, from 9 recent closings in this pocket.
The market behind the math:
About 3 months of inventory: 9 detached homes for sale in the area against 9 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $614/sqft against an area asking average of $902/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 9 most comparable recent sales on their own, adjusted for size, beds, baths and lot, point to about $1.36M. 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.
- Finished basement: added living space, worth checking ceiling height and that the work was permitted. Value driver
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled. Value driver
- Addition / added square footage: more space lifts value when it is permitted and well integrated, verify the permits. Value driver
- Heated floors: comfort and a premium-finish signal. Lifestyle
- Premium lot / gardens: lot size and privacy hold value and cannot be changed, verify frontage, depth, and any easements. Value driver
Schools & getting aroundcatchment and transit
Its public catchment (Guildwood Junior Public School) tests around the provincial average, a steady, family-friendly draw. The full EQAO breakdown is below.
Read this with carewhy it’s an estimate, not an appraisal
Priced above comparable homes overall, but the price per square foot ($614/sqft) is below the area, so you are paying for extra space rather than a premium.
There were not many closely comparable homes right in Guildwood, so I widened the search to the surrounding area.
Based on 9 comparable homes that sold in Guildwood over the past two years, from 115 closings there.
Nothing closely matching this home is listed nearby right now, so these are the nearest detached listings on the market. Homes like this one have recently closed around $1.52M, which is where my estimate comes from.
Per square foot, these ask about $637/sqft; this home lists at $614/sqft. Size is part of the price story, not just the sticker.
The 4 closest 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 | 776 |
| May 2026 | $1.30M | 861 |
| June 2026 | $1.25M | 772 |
| July 2026 | $1.17M | 684 |
| August 2026 | $1.19M | 552 |
| September 2026 | $1.20M | 678 |
Neighbourhood & location
Guildwood, 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 19, 2026); conventional rates run a little higher.
Mortgage amount $1,350,400 · 4.49% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $7,467
- Property tax
- $548
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $8,015
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $30,235
- Toronto municipal land transfer tax
- $30,235
- Estimated closing costs
- $60,470
Plus your down payment of $337,600. 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
- $447,996
- Principal paid down
- $164,994
- Interest paid
- $283,002
- Balance remaining
- $1,185,406
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 6 whole-home leases in Guildwood signed at a median of $4,998 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $5,316. 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 RE/MAX REALTRON MARIUS MITROFAN GROUP. MLS®/PropTx.