21 Toynbee Trail

Guildwood, Toronto, Ontario M1E 1E8

Overview

At a glance

Days on market28 days
ListedSep 29, 2026
UpdatedSep 29, 2026
Size2500-3000 sq ft
Lot59.71 x 117 Feet
Property taxes$6,576 (2026)
Parking5 spaces
BasementFinished
MLS® numberE13840596
Data sourcePropTx MLS® System
Listing brokerageRE/MAX REALTRON MARIUS MITROFAN GROUP

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.

Details

Property

Style
Sidesplit 4
Fronting on
South
Cross street
Livingston Rd & Guildwood Pkwy
Community
Guildwood
Municipality
Toronto E08

Inside

Bedrooms above grade
4
Bedrooms below grade
2
Bathrooms
5
Kitchens
3
Basement
Finished
Family room
Yes
Fireplace
Yes
Interior features
Upgraded Insulation, Water Heater Owned

Utilities

Heating
Forced Air
Heating fuel
Gas
Cooling
Central Air
Sewer
Sewer
Electricity
Yes
Cable
Yes

Building

Construction
Stucco (Plaster), Vinyl Siding
Foundation
Concrete
Roof
Shingles
Pool
None

Parking

Garage
Built-In
Parking spaces
4
Total parking
5
Driveway
Private Double

Land

Frontage
59.71
Depth
117
Lot size units
Feet
Waterfront
No
Rooms (13)
RoomLevelSizeFeatures
Living RoomMain5.08 x 3.86Hardwood Floor, Open Concept, Overlooks Frontyard
Dining RoomMain3.12 x 2.95Hardwood Floor, Open Concept, Overlooks Frontyard
KitchenMain4.01 x 3.12Hardwood Floor, Modern Kitchen, Breakfast Bar
Living RoomMain5.74 x 4.52Hardwood Floor, Walk-Out, Overlooks Backyard
KitchenMain5.74 x 4.52Combined w/Living, Eat-in Kitchen, Overlooks Backyard
Primary BedroomUpper3.58 x 3.25Hardwood Floor, Picture Window, Overlooks Backyard
Bedroom 2Upper4.47 x 2.46Hardwood Floor, Closet, Overlooks Backyard
Bedroom 3Lower4.42 x 2.62Hardwood Floor, Murphy Bed, B/I Desk
Bedroom 4Lower4.09 x 3.12Hardwood Floor, Murphy Bed, Walk-Out
Primary BedroomSecond4.11 x 3.53Hardwood Floor, 3 Pc Ensuite, Overlooks Backyard
Bedroom 5Second3.73 x 3.05Hardwood Floor, B/I Closet, Overlooks Frontyard
Family RoomBasement7.11 x 3.78Laminate, B/I Shelves, Above Grade Window
KitchenBasement1 x 1 Meters
Value

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Market read

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History

Listing history

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How it compares

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Neighbourhood

Around Guildwood

What’s nearby

Quiet streetBackyard faces south

  • Elementary schoolSt. Ursula Catholic Schoolabout 2 min walk
  • High schoolNative Learning Centre Eastabout 4 min walk
  • ParkGuildwood Village Parkabout 2 min walk
  • Playground about 2 min walk
  • TrailDoris McCarthy Trailabout 9 min walk
  • River or lakeLake Ontarioabout 11 min walk
  • Grocery storeYour Independent Grocerabout 4 min walk
  • LibraryToronto Public Library - Guildwoodabout 3 min walk
  • Rec centre or arenaBoys & Girls Clubabout 15 min walk
  • Golf courseScarborough Golf & Country Clubabout 19 min walk
  • HospitalScarborough Health Network - Centenary Hospitalabout 3.4 km
  • Highway on-ramp about 4.8 km
  • GO or train stationGuildwoodabout 10 min walk

Approximate: straight-line distances, and the backyard and street worked out from the map pin and map data © OpenStreetMap contributors. Check school boundaries with the school board.

On the map

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Community

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Costs

What it would cost

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An example rate. Use the one your lender quotes.
Every monthEstimate
Mortgage payment$0
Property tax$0
Monthly total$0
At closing
Ontario land transfer tax$0

Estimates only, not financial advice. Uses Canadian semi-annual compounding, the minimum down payment and mortgage insurance rules, and Ontario’s land transfer tax brackets. Your lender and lawyer confirm the real numbers. Legal fees, title insurance and moving costs aren’t included.

Listing courtesy of RE/MAX REALTRON MARIUS MITROFAN GROUP. Listing information from the PropTx MLS® System. Each listing shows the brokerage that represents it. 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. Information is deemed reliable but is not guaranteed accurate by PropTx. Last updated October 27, 2026 at 6:41 p.m.

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