21 Toynbee Trail
Toronto E08, ON
- 6 bed
- 5 bath
- approx. 2500-3000 sqft
- Detached
- 24 days on market
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.
Listing Details
- Taxes (2026)
- $6,576
- Listed
- August 27, 2026
Price History
Listing history
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Property
- Style
- Sidesplit 4
- Construction
- Stucco (Plaster), Vinyl Siding
- Roof
- Shingles
- Foundation
- Concrete
- Interior
- Upgraded Insulation, Water Heater Owned
- Lot Size
- 59.71 x 117 Feet
Parking
- Garage
- Built-In
- Covered Spaces
- 1
- Total Parking
- 5
Utilities
- Sewer
- Sewer
- Heat Source
- Gas
Location & Legal
- Cross Street
- Livingston Rd & Guildwood Pkwy
- Parcel Number
- 063970269
- Possession
- 90+ days
- Occupancy
- Owner
Schools
Elementary
- St Ursula Catholic School0.1 km
Catholic · Toronto CDSB · 215 students
Grade 3 reading: 88% met the provincial standard · Grade 6 math: 57% met the provincial standard
- Guildwood Junior Public School0.2 km
Public · Toronto DSB · 180 students
Grade 3 reading: 100% met the provincial standard · Grade 6 math: 39% met the provincial standard
- Jack Miner Senior Public School0.9 km
Public · Toronto DSB · 175 students
Secondary
- Native Learning Centre East0.2 km
Public · Toronto DSB
- Sir Wilfrid Laurier Collegiate Institute0.3 km
Public · Toronto DSB · 1325 students
Grade 10 literacy: 83% met the provincial standard
- Maplewood High School1.1 km
Public · Toronto DSB · 140 students
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area M1E
- Population
- 48,033
- Private dwellings
- 18,085
- Median age
- 41.2
- Average household size
- 2.8
- Median household income
- $82,000
Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.
Local market
Residential Freehold in Toronto E08 · last 12 months
- Median sold price
- $820,000
- Homes sold
- 367
- Median days on market
- 23
- Sale-to-list price
- 97.9%
Based on 367 recorded sales of residential freehold properties in Toronto E08 over the last 12 months.
Rooms
2-piece on Ground, 3-piece on Second, 3-piece on Second, 3-piece on Upper, 3-piece on Lower
Second
- Bedroom 512'3" x 10'
- Primary Bedroom13'6" x 11'7"
Upper
- Bedroom 214'8" x 8'1"
- Primary Bedroom11'9" x 10'8"
Main
- Dining Room10'3" x 9'8"
- Kitchen13'2" x 10'3"
- Kitchen18'10" x 14'10"
- Living Room18'10" x 14'10"
- Living Room16'8" x 12'8"
Lower
- Bedroom 314'6" x 8'7"
- Bedroom 413'5" x 10'3"
Basement
- Family Room23'4" x 12'5"
- Kitchen3'3" x 3'3"
Listed by
RE/MAX REALTRON MARIUS MITROFAN GROUP
Walk Score
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Location
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Mortgage Calculator
$355,400
Estimated Monthly Payment
$8,730
Land transfer tax
Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.
Investment Analysis
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Mortgage: $8,730/mo (20% down, 5.5%)
Taxes: $548/mo · Insurance: $444/mo
Estimates only. Consult a financial advisor.
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