Only in Toronto: These Weird Street Names Will Have You Googling Twice

Some Toronto street names are just… strange. If you’re new in town, you’re not alone if you’ve paused at a sign and thought, “Wait, is that real?” From confusing names like Avenue Road to funny ones like Old Cummer, locals on Reddit shared the wildest street names they’ve seen around the city—and they didn’t hold back.

Whether it makes you laugh or scratch your head, this list shows the playful (and sometimes awkward) side of Toronto. If you’re moving here or just exploring, here are some street names you’ll probably never forget.

1. Old Cummer Avenue

Let’s be honest—this one gets a laugh every time. Newcomers often do a double take when their GPS reads out the name, and it only gets funnier once you see the GO Station sign.

“In 500 meters, you will ARRIVE at 2 Cummer Avenue…” I couldn’t stop laughing. Luckily, my passenger found it funny too.”— Reddit

Where: North York

Why it matters: Despite the name, this area has good transit, family housing, and access to schools. Find out about more great places for families to live in the Toronto region.

2. Avenue Road

Is it an avenue? A road? Both? Newcomers often think it’s a joke—but Avenue Road is real and runs through some of the busiest parts of Toronto.

“Avenue Road is a contradiction that’s somehow also iconic.” — Reddit

Where: Runs from Bloor Street to Highway 401

Tip: It’s a key road for shopping, walks, and weekend errands. The name might be odd, but you’ll get used to it fast.

3. Cream Top Lane

Named after Toronto’s dairy past, but today? Let’s just say the name raises eyebrows. One Redditor even joked about trying to explain it to their realtor—and instantly regretting it.

“Cream Top Lane? Sounds like dessert. Definitely not what I expected.”

Where: Off Dupont Street

Fun fact: It’s part of a small laneway system in an older residential area.

4. Gaylord Drive (Scarborough)

Yes, it’s a real place—and yes, people remember it. This one makes nearly every roundup of funny Toronto street names, especially among those who grew up nearby.

“Gaylord Dr in Scarborough always made me chuckle when I was younger…” — u/trainsrcool69

Where: East end of Scarborough

Tip: If you have school-age kids, the area is close to parks and offers decent family rentals.

5. Random Street (Etobicoke)

The name feels like a placeholder someone forgot to change—yet it stuck. People who live here probably can’t say their address without getting a weird look.

“Where do you live? Oh, just some random street in Etobicoke.” — u/Gotzvon

Where: Etobicoke

Why it stands out: Good access to shopping and highways, even if the name sounds like a prank.

6. Hiscock Boulevard

Scarborough strikes again. Between this and Old Cummer, Toronto seems to have a theme. The name may be historic, but the jokes are very modern.

“One of my coworkers worked that street. We asked how sales went. He goes: ‘Didn’t even get one.’ I said, ‘Guess you should have worked Hiscock harder.’” — u/Sudden_Low9120

Where: Scarborough

Tip: Great for newcomers looking for affordable starter homes near transit.

7. Gooch Avenue

It’s not just the name—it’s how confidently people say it in conversation. One Redditor said they didn’t appreciate the joke until they were older. Now? It’s unforgettable.

“My childhood home was on Gooch Ave. We moved well before I reached the age to appreciate the name.” — u/shikotee

Where: West Toronto, near High Park

Note: The area is actually a hidden gem—close to parks, schools, and walkable shopping. Discover more about the everyday reality of living in Toronto, including its highlights and challenges.

8. Doctor O Lane

The name itself is odd, but what makes it hilarious is how mysterious it sounds. People want to know—who is Doctor O, and why does he get a lane?

“I wanna know who Doctor O is and why they named a lane after him lol.” — u/TechMonitorXO

Where: Toronto East

Fun fact: The city’s lane-naming program sometimes honors locals—but this one’s origin remains a Reddit mystery.

9. Yonge and Cummer (Intersection)

This isn’t just about one street—it’s the intersection that gets people every time. One user joked about going to the clinic there and not being able to say the address with a straight face.

“Yonge-Cummer intersection… nothing like meeting your friends there.” — u/Submischievous

Where: North York

Tip: Despite the laughs, this area is known for good transit, schools, and quiet family neighborhoods.

10. Decimal Place

This one sounds like it belongs in a math textbook, not a city map. But yes—it’s a real street name in Scarborough, and it confuses newcomers all the time.

“Decimal Place and King Arthurs Court in Scarborough.” — u/YGreezy

Where: Scarborough

Why it’s memorable: It’s near quiet residential streets, but the name feels straight out of a board game.

11. Shaver Avenue

One user pointed out how Shaver Avenue turns into Shornecliffe—then dared readers to “use their imagination.” Pair that with Cream Top Lane nearby, and well… you get the idea.

“Shaver Ave ends and becomes Shornecliffe. Use your imagination.” — u/TashkentRabbi

Where: Etobicoke

Note: Odd names aside, these streets are close to transit and highways, making them surprisingly practical.

12. Wuthering Heights Road

Not funny—just unexpected. This road name feels like it was pulled straight out of an English lit novel. And yes, it’s in Toronto.

“Not weird but unexpected. Wuthering Heights Road.” — u/OctopusOnAMotorbike

Where: Toronto suburb (location not always pinned in maps)

Fun detail: Definitely a conversation starter if you’re a Brontë fan—or just trying to impress your book club.

13. Dragon Alley & Bonar Place

Some Toronto lane pairings feel like they were made for laughs. One user pointed out how these two meet—immediately sparking double takes.

“Dragon Alley right next to Bonar Place.” — u/handoo300

Where: East York

Why it sticks: Individually the names are fine. Together? Not so much.

14. Main Sewage Treatment Playground

Technically a park, not a street—but the name still had Redditors baffled. Who thought “sewage” and “playground” belonged together?

“Jumping on the not a street train…” — u/talldangry

Where: Ashbridges Bay

Tip: It’s actually part of a larger green space near the waterfront—but maybe avoid mentioning the name during playdates.

15. Police War Horse Lane

Found in the Annex, this name sounds like it came out of a video game or historical fiction series. People often pause just to double check they read it right.

“Police War Horse Lane in the Annex.” — u/Buckminsterfullabeer

Where: Downtown Toronto

Why it matters: The name honors the mounted police history in the area—yes, really.

16. Greybeaver Trail

Another name that sounds innocent—until you say it out loud. Pair it with nearby Cockburn Drive and you’ve got one of the most eyebrow-raising combos in the city.

“Greybeaver Trail and Cockburn Dr, only about five minutes from each other.” — u/phototherm

Where: East Toronto

Note: The names are rooted in local history… but that doesn’t stop the giggles.

17. Lucifer Drive

Yes, it’s a real street name. No, it’s not haunted. But it definitely made a few Redditors do a double take when spotting it in North York.

“Lucifer Drive (North York)” — u/NetLumpy1818

Where: North York

Fun Fact:** Despite the name, it’s just a regular suburban street—no pitchforks in sight.

18. Ditty Lane

Tucked between Victoria and Church, this narrow lane has a musical-sounding name that somehow still feels slightly… off.

“Ditty lane between Victoria and Church.” — u/whatinthe6

Where: Downtown Toronto

Why it stands out: It’s not as wild as some others, but it’s got charm and Reddit approval.

Conclusion

Toronto’s street names are more than just signs—they’re part of what makes the city quirky, local, and unexpectedly funny. Whether you’re new in town or have lived here for years, chances are you’ve chuckled at least once on your commute. Got a funny one near you? Drop it in the comments—we might just add it to the list.

Looking for more real-life surprises like this? Check out our other Toronto discoveries on TrueCanadianFinds.com.

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