
26 Main Street
The Property
A rare ravine retreat in the heart of Toronto.
Welcome to 26 Main Street, where an extraordinary 216 foot deep lot backing onto a spectacular ravine setting completely redefines what it means to own a home in Toronto. Tucked away against a picturesque natural backdrop with sweeping views toward the Toronto skyline, this one-of-a-kind property offers an outdoor experience that is almost impossible to find in the city. More than just a backyard, this is your own private retreat — a place where morning coffee comes with birdsong, where kids have endless room to explore, and where evenings are spent entertaining against one of the most peaceful settings you'll find anywhere in the city.
Thoughtfully transformed in 2025, the impressive outdoor living space blends beautifully into the surrounding landscape with expansive stone patios, striking retaining walls, a composite deck with sleek glass railings, and multiple spaces to gather, dine, and unwind. Beyond the landscaped entertaining areas, the property continues into an expansive stretch of lush green space, offering endless possibilities for gardens, play, or simply enjoying the rare luxury of having room to breathe in the heart of Toronto.
Inside, the home is equally impressive. At 23.5 feet wide, this beautifully renovated semi-detached home lives much larger than most, with an airy, open feel that rivals many detached properties. Extensively updated over the years including a complete electrical overhaul, newer windows and roof, upgraded insulation, and a thoughtfully redesigned main floor with an open-concept layout — the home offers an exceptional balance of timeless character, modern style, and everyday peace of mind.
The stunning kitchen anchors the main floor with quality finishes, generous prep space, and an ideal layout for both everyday living and entertaining. Bright, open principal rooms flow effortlessly together while framing beautiful views of the ravine beyond, creating a home that feels warm, welcoming, and connected to nature.
Upstairs, you'll find three spacious bedrooms and a beautifully renovated bathroom designed with timeless finishes and modern functionality. The finished lower level offers outstanding flexibility with a spacious recreation room perfect for movie nights, a children's playroom, home gym, or office, while extensive renovations have created a space that's as comfortable as it is functional, complete with excellent storage throughout. There is another washroom on this level for additional convenience.
Front pad parking provides valuable everyday convenience, while the location is second to none. Beautifully renovated, exceptionally located, and defined by one of the city's most remarkable ravine settings, 26 Main Street offers a rare combination of space, privacy, and lifestyle that's seldom available in Toronto. This is more than a home — it's an opportunity to enjoy a setting that few properties can offer and one you'll appreciate every single day.
Gallery
A walk through the home
The Neighbourhood
Upper Beaches
The Upper Beaches offers the perfect balance of urban convenience and laid-back east-end charm. With Main Street Station and Danforth GO just minutes away, commuting downtown is quick and effortless, while the neighbourhood itself is filled with everything you need just a short walk from your front door.
Start your mornings with coffee from local favourites Black Dog Café or Black Canary Espresso Bar, grab lunch at beloved neighbourhood spots like SeaSpray Restaurant, Hutchie's or Kingston House, and meet friends for dinner at Limon or Gabby's. When it's time to unwind, The Stone Lion is a longtime local favourite for a pint on the patio.
Families are drawn to the area for its highly regarded schools, abundance of parks and strong sense of community, while everyday conveniences like The Big Carrot Natural Food Market, grocery stores, fitness studios and neighbourhood shops are all close at hand. When the weather is warm, hop on your bike and be at the Beaches, Woodbine Park or the Martin Goodman Trail in just minutes.
Offering excellent transit, outstanding amenities and easy access to both the Danforth and the waterfront, it's easy to see why the Upper Beaches has become one of Toronto's most sought-after east-end neighbourhoods.
Hood Q
Schools, Parks & Transit At a Glance
Schools, parks, transit and safety — everything that makes the Upper Beaches a place worth calling home.
Schools
With excellent assigned and local public schools very close to this home, your kids will get a great education in the neighbourhood.
Nearby Schools
Kimberley Junior Public School
Designated Catchment School
Grades PK to 6
50 Swanwick Ave
Malvern Collegiate Institute
Designated Catchment School
Grades 9 to 12
55 Malvern Ave
Glen Ames Senior Public School
Designated Catchment School
Grades 7 to 8
18 Williamson Rd
Other Local Schools
ÉS Michelle-O'Bonsawin
Grades 7 to 10
ÉÉ La Mosaique
Grades PK to 6
Collège français secondaire
Grades 7 to 12
Kapapamahchakwew - Wandering Spirit School
Grades PK to 12
Parks & Recreation
This home is located in park heaven, with 3 parks and 19 recreation facilities within a 20 minute walk from this address.
Glen Stewart Park
351 Glen Manor Dr
4 minsNorwood Park
16 Norwood Rd
5 minsTed Reeves Community Arena / East Toronto Athletic Field
175 Main St
7 mins
Facilities within a 20 minute walk
- 3 Playgrounds
- 2 Dog Parks
- 1 Arena
- 1 Rink
- 5 Tennis Courts
- 3 Ball Diamonds
- 1 Sports Field
- 3 Splash Pads
- 1 Trail
Transit
Public transit is at this home's doorstep for easy travel around the city. The nearest rail transit stop is only a 10 minute walk away, and the nearest street transit stop is a minute walk away.
Nearest Rail Transit Stop
Danforth GO
10 minsNearest Street Level Transit Stop
Main St At Kingston Rd
1 min
Safety
With safety facilities in the area, help is always close by. Facilities near this home include a fire station, a police station, and a hospital within 2km.
Hospital
Toronto East Health Network - Michael Garron Hospital
825 Coxwell Ave
Fire Station
Fire Station
87 Main St
Police Station
Police Station
101 Coxwell Ave
On the Map
Right where you
want to be.
Set against a spectacular ravine backdrop with skyline views.
Due Diligence
Home inspection report.
Review the full inspection report at your convenience.
Want to know more?
Reach out.
For private viewings or additional details on 26 Main Street — we'd love to hear from you.