Next time you’re near Dufferin & Eglinton, having some culinary cravings, we have an awesome recommendation for you that is a standout in Toronto’s Little Jamaica! Nestled on Eglinton West between Dufferin and Oakwood, you’ll find the (very delicious) Sheryl’s Authentic Caribbean Cuisine, which has become not only a community favourite, but somewhat of a landmark in this midtown neighbourhood!
(*Don’t miss our newly-listed property for sale at the end of this blog- a heart-grabbing 2-storey 3-bedroom family home, just steps to the shops of Oakwood Village, and a 7-minute walk to Oakwood Station on the new Eglinton Crosstown LRT! More below!*)
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* Courtesy of @sherylscaribbeancuisine with thanks!
Sheryl’s is family-owned and operated, and they serve some of the highest-quality, mouth-watering Caribbean dishes. The restaurant opened its doors in Toronto in 2007, and was formerly known as Judy’s Island Grill (Sheryl’s sister). And they’ve recently expanded to Queen Street West as well!

This gem usually has a line-up outside the door when we’ve visited – but it’s worth the wait! The staff are warm, welcoming, and knowledgeable about all their fab dishes, and while it’s best known for take-out, there are a few tables inside to enjoy your food. (Sheryl even does catering!)

Looking for some flavourful suggestions? We’ve got you covered. Island Fried Chicken is a must (yum!!), and no Caribbean specialty would be complete without Oxtails. (And I love jerk chicken!)
The online reviews say it best: Sheryl’s is a ‘must‘!
“I live in the neighbourhood, and Sheryl’s is a recent discovery for us. What a gem! They have quickly become our go-to Caribbean spot. The jerk chicken is phenomenal, with a little gravy on it!! Escovitch is great, goat curry is great. We have to do stew chicken next. One of the other super nice things is how nice everyone there is. I feel welcomed and am happy to give them my business, now, and for a long time to come. I highly recommend!” – Yelp Review
“Sheryl’s Authentic Caribbean Cuisine is by far the best Caribbean restaurant on Eglinton! I was there last evening and purchased a large fry chicken meal, as well as a curry goat and oxtail combo. The gentleman behind the counter put a lot of care into preparing our food. I especially appreciated that the fried chicken was kept hot in an oven so it was hot and crispy! In addition, the restaurant is very clean and the cutlery is individually packaged which is nice. We will definitely return again!” – Google Review
“Meet Sheryl, chef and owner. Sheryl and her whole team are so welcoming. You walk into her spot, and there is the most delicious hot table filled with scratch-made Jamaican food. There are also the most delicious homemade juices. You can get great jerk but also the best juiciest shrimp. Her sweet potato pudding is a must. Check out the bbq chicken as something different and greens are always the best.” – Google Review

Excite your taste buds with a trip to Little Jamaica and find out why this is a community – and city – favourite! Earning 4.3 stars on Google, Sheryl’s will leave you saying “…and what are tomorrow’s specials?”
Sheryl’s Authentic Caribbean Cuisine
1720 Eglinton Ave W, York, ON M6E 2H5
(647) 348-1175
Open 11am-8pm every day, excepting Sunday, which is 11am-6pm.
Looking to live near a culturally vibrant neighbourhood like Little Jamaica with great amenities and delicious offerings? How about 2 blocks from the new Oakwood Station on the Crosstown LRT? We can help!
We’d be delighted to show you our fresh-to-market listing: A Sensational Sun-Kissed Semi In Oakwood Village, offered for sale at $939,000!
Located just south of Eglinton Avenue West and one block west of Oakwood Avenue, this heart-grabbing 2-storey 3-bedroom character dwelling (built in 1926) possesses all the charm and beauty you’d expect from a well-maintained Edwardian home. It’s steps to the shops of Oakwood Village, a 7-minute walk to the soon-to-be-open Oakwood Station on the new Eglinton Crosstown LRT, and a 7-minute stroll to the Fairbanks Memorial Swimming Pool, Park & Recreation Centre!
Situated on a 17.5-foot x 110-foot fully fenced lot with a generous patio, raised planter bed, and charming storage shed, the property shares a mutual drive with its neighbour to the north. This semi-detached brick-and-frame dwelling encompasses 1158 square feet on two levels above grade, plus an additional 501 square feet below grade.
Have questions? Interested in booking a private viewing? It would be our pleasure to assist. Contact James Ormston by email (james@urbaneer.com) or phone (647-388-1357).
We also sold this opportunity to create a custom home, steps from Little Jamaica! It’s a 2bed bungalow on Clovelly Avenue that we called An Opportunity To Transform A Vintage Bungalow Steps To The New Oakwood Station! NOW SOLD!

Want to have someone on your side?
Since 1989, I’ve steered my career through a real estate market crash and burn; survived a slow painful cross-country recession; completed an M.E.S. graduate degree from York University called ‘Planning Housing Environments’; executed the concept, sales & marketing of multiple new condo and vintage loft conversions; and guided hundreds of clients through the purchase and sale of hundreds of freehold and condominium dwellings across the original City of Toronto. From a gritty port industrial city into a glittering post-industrial global centre, I’ve navigated the ebbs and flows of a property market as a consistent Top Producer. And I remain as passionate about it today as when I started.
Consider contacting me at 416-845-9905 or email me at Steve@urbaneer.com. It would be my pleasure to assist you, and yours.
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Serving first-time Buyers, upsizers and downsizers, and people building their long-term property portfolios, our mandate is to help clients choose the property which will realize the highest future return on their investment while ensuring the property best serves their practical needs and their dream of “Home” during their ownership.
Are you considering selling? We welcome providing you with a comprehensive assessment free of charge, including determining your Buyer profile, ways to optimize your return on investment, and tailoring the listing process to suit your circumstance. Check out How Urbaneer’s Custom Marketing Program Sold This Authentic Broadview Loft In Riverside to learn more about what we do!
Consider letting Urbaneer guide you through your Buying or Selling process, without pressure, or hassle.
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Thanks for reading!
-The Urbaneer Team
Steven Fudge, Sales Representative
& The Innovative Urbaneer Team
Bosley Real Estate Ltd., Brokerage – (416) 322-800
– we’re here to earn your trust, then your business –
Celebrating Thirty-Four Years As A Top-Producing Toronto Realtor
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