21 Toynbee Trail, photo 1

For sale Guildwood, Toronto, ON

21 Toynbee Trail

List price
$1,688,000
Sq ft
2500-3000
Bedrooms
4+2
Bathrooms
5

About this home

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.

Photos of 21 Toynbee Trail

Facts and features of 21 Toynbee Trail

Key facts
TypeDetached
StyleSidesplit 4
Bedrooms4 + 2
Bathrooms5
Size2500-3000 sq ft
Lot59.71 x 117 Feet
Parking5
GarageBuilt-In
HeatingForced Air
CoolingCentral Air
BasementFinished
ExteriorStucco (Plaster), Vinyl Siding
Taxes$6,576 (2026)
Days on market30
Listing brokerageRE/MAX REALTRON MARIUS MITROFAN GROUP

Rooms

13 rooms, with sizes

RoomLevelSizeFeatures
Bedroom 5 Second 12′ 3″ × 10′ 0″ hardwood floor, b/i closet, overlooks frontyard
Living Room Main 16′ 8″ × 12′ 8″ hardwood floor, open concept, overlooks frontyard
Family Room Basement 23′ 4″ × 12′ 5″ laminate, b/i shelves, above grade window
Primary Bedroom Second 13′ 6″ × 11′ 7″ hardwood floor, 3 pc ensuite, overlooks backyard
Kitchen Main 18′ 10″ × 14′ 10″ combined w/living, eat-in kitchen, overlooks backyard
Bedroom 4 Lower 13′ 5″ × 10′ 3″ hardwood floor, murphy bed, walk-out
Primary Bedroom Upper 11′ 9″ × 10′ 8″ hardwood floor, picture window, overlooks backyard
Bedroom 2 Upper 14′ 8″ × 8′ 1″ hardwood floor, closet, overlooks backyard
Kitchen Basement 3′ 3″ × 3′ 3″
Kitchen Main 13′ 2″ × 10′ 3″ hardwood floor, modern kitchen, breakfast bar
Bedroom 3 Lower 14′ 6″ × 8′ 7″ hardwood floor, murphy bed, b/i desk
Dining Room Main 10′ 3″ × 9′ 8″ hardwood floor, open concept, overlooks frontyard
Living Room Main 18′ 10″ × 14′ 10″ 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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MLS® E13840596 Data source: PropTx Listed September 29, 2026