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.
About this home
Photos of 21 Toynbee Trail
Facts and features of 21 Toynbee Trail
| Type | Detached |
|---|---|
| Style | Sidesplit 4 |
| Bedrooms | 4 + 2 |
| Bathrooms | 5 |
| Size | 2500-3000 sq ft |
| Lot | 59.71 x 117 Feet |
| Parking | 5 |
| Garage | Built-In |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | Finished |
| Exterior | Stucco (Plaster), Vinyl Siding |
| Taxes | $6,576 (2026) |
| Days on market | 30 |
| Listing brokerage | RE/MAX REALTRON MARIUS MITROFAN GROUP |
Rooms
13 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Bedroom 5 | Second | 12′ 3″ × 10′ 0″ 3.73 × 3.05 m | hardwood floor, b/i closet, overlooks frontyard |
| Living Room | Main | 16′ 8″ × 12′ 8″ 5.08 × 3.86 m | hardwood floor, open concept, overlooks frontyard |
| Family Room | Basement | 23′ 4″ × 12′ 5″ 7.11 × 3.78 m | laminate, b/i shelves, above grade window |
| Primary Bedroom | Second | 13′ 6″ × 11′ 7″ 4.11 × 3.53 m | hardwood floor, 3 pc ensuite, overlooks backyard |
| Kitchen | Main | 18′ 10″ × 14′ 10″ 5.74 × 4.52 m | combined w/living, eat-in kitchen, overlooks backyard |
| Bedroom 4 | Lower | 13′ 5″ × 10′ 3″ 4.09 × 3.12 m | hardwood floor, murphy bed, walk-out |
| Primary Bedroom | Upper | 11′ 9″ × 10′ 8″ 3.58 × 3.25 m | hardwood floor, picture window, overlooks backyard |
| Bedroom 2 | Upper | 14′ 8″ × 8′ 1″ 4.47 × 2.46 m | hardwood floor, closet, overlooks backyard |
| Kitchen | Basement | 3′ 3″ × 3′ 3″ 1.0 × 1.0 m | |
| Kitchen | Main | 13′ 2″ × 10′ 3″ 4.01 × 3.12 m | hardwood floor, modern kitchen, breakfast bar |
| Bedroom 3 | Lower | 14′ 6″ × 8′ 7″ 4.42 × 2.62 m | hardwood floor, murphy bed, b/i desk |
| Dining Room | Main | 10′ 3″ × 9′ 8″ 3.12 × 2.95 m | hardwood floor, open concept, overlooks frontyard |
| Living Room | Main | 18′ 10″ × 14′ 10″ 5.74 × 4.52 m | hardwood floor, walk-out, overlooks backyard |
Around this home
What’s near 21 Toynbee Trail
From 21 Toynbee Trail, the nearest TDSB elementary school is Guildwood Junior Public School, 4 minutes on foot.
Schools
- Guildwood Junior Public School TDSB elementary · JK-6 EQAO 2024-25: Gr 6 reading 89% · Gr 6 math 39% 4 min walk
- Poplar Road Junior Public School TDSB elementary · JK-6 EQAO 2024-25: Gr 6 reading 95% · Gr 6 math 86% 16 min walk 4 min drive
- Jack Miner Senior Public School TDSB middle school · 7-8 13 min walk
- St Ursula Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 100% · Gr 6 math 57% 2 min walk
- Native Learning Centre East TDSB secondary · 9-12 3 min walk
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Places: OpenStreetMap contributors, October 2026. Walking and driving times: openrouteservice. Schools: EQAO 2024-25, Ontario Ministry of Education.
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21 Toynbee Trail
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21 Toynbee Trail
Listing information is deemed reliable but is not guaranteed accurate by PropTx or the Toronto Regional Real Estate Board. Data source: PropTx. Listings are refreshed from the MLS® at least daily.
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.
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MLS® E13840596 Data source: PropTx Listed September 29, 2026