<img height="1" width="1" style="display:none" src="https://www.facebook.com/tr?id=294326554740919&ev=PageView&noscript=1" /> Rosedale - Wilson Sisters

Nestled in the midst of ancient ravines, Rosedale is known as one of the nation’s most desired postal codes — Toronto’s 90210 and home to the city’s wealthiest and most affluent citizens. Stretching between Bayview Avenue to Yonge Street and nestled between the railway tracks to the north and Rosedale Valley to the south, North and South Rosedale are separated by the Park Drive ravine. With some of the nation’s most majestic estates, Rosedale is located in the heart of Toronto and is surrounded by valley and parkland that eclipse the cityscape, making the area feel like a countryside oasis. Pedestrian-friendly, tree-lined streets weave their way through this quiet neighbourhood, while Yonge Street draws crowds to its well-loved restaurants, trendy cafés, and charming pubs. Top-notch schools, high-end shopping, and easy access to the wider city are just a few of the many reasons to make Rosedale home.

Once upon a time . . .

In the early 1800s, a certain Sheriff by the name of William set his eyes upon a certain young lass named Mary, an encounter that initiated a courtship resulting in the union of Mary and Sheriff William Botsford Jarvis. In 1824, the couple purchased over 100-acres of land in South Rosedale. Mary Jarvis spent hours wandering their estate and took to her horse exploring the beautiful land that was now her home. Enamored by the wild roses found there, Mary chose Rosedale as the perfect name for the Jarvis Estate. It is said that Mary’s meandering blazed the trail for the winding streets found in Rosedale today. In 1864, the Jarvis Estate was sold, making room for the subdivision and development of South Rosedale.

A little to the north in 1881, Glen Road Bridge was built over the Park Drive ravine, and within three years, the Scottish Highland Shareholders registered a plan of subdivision to the north aptly named Rosedale Park. Prior to residential development, North Rosedale was the home of St. Andrews College (a prominent boys schools now located in Aurora), the Rosedale Golf Club (now located in Teddington Park), and Toronto’s former lacrosse grounds (where the Canadian Football League’s first Grey Cup game was played in 1909). North Rosedale’s growth was sporadic, but by the 1920s and early 1930s, grand homes with classical architecture rose from among the ravines, the picturesque streets postcard-like and an easy choice for heritage conservation district status.

Bricks & Mortar

Granted heritage conservation status in 2003 and 2005 respectively, both South and North Rosedale comprise two of Toronto’s 15 heritage conservation districts. Ensuring the preservation of the historic mansions and beautiful old homes, the heritage conservation status was timely. With so many turn-of-the-century Victorian, Georgian, Tudor, and Edwardian-style mansions listed on the Toronto Historical Board’s Inventory of Heritage Properties, it is no surprise that homes start in the $800,000 to $1,000,000 range. Mostly two- and three-storey detached homes, some of the more formidable estates feature carriage houses the size of a more typical Toronto home. There are a number of contemporary homes in the neighbourhood, but these have been designed with great effort to blend in with the historic cityscape. More recently, condominiums, co-operatives, and apartment buildings have added affordable options to the neighbourhood.

A breath of fresh air

The Rosedale neighbourhood offers a mélange of recreational and outdoor venues where fitness enthusiasts and lovers of the outdoors can embrace the fresh air and beauty of nature at its finest. Located at 1020 Yonge Street, Ramsden Park features four tennis courts, an artificial ice rink, a children’s playground, and a wading pool. Rosedale Park, located off Schofield Avenue, is not to be outdone, boasting eight tennis courts, a sports field, an artificial ice rink, and a wading pool. So whichever park is closer, year-round access to outdoor activity is at your doorstep.

If you’ve ever driven down Rosedale Valley Parkway during the late spring or summer, you will have experienced the breath-taking canopy of green with majestic trees lining one of the city’s most beautiful gateways. One of a labyrinth of ancient ravines, Rosedale Valley along with Park Drive, Moore Drive, and the Vale of Avoca provide walkers, joggers, cyclists, and inline skaters an incredible network of trails where residents and visitors alike can explore the incredible parkland in the midst of our beautiful city.


The Rosedale neighbourhood provides residents access to Rosedale Station on the Yonge-University-Spadina subway line and Sherbourne Station on the Bloor-Danforth subway line, so travel in any direction is made easy. Buses also run regularly through Rosedale connecting to the subway line and the wider city, while it is only a short walk to Yonge and Bloor Streets and Yorkville vicinities. Motorists will appreciate easy access to the Don Valley Parkway connecting south to the Gardiner and north to the 401. If you work in the Financial District, you will enjoy the short 4-kilometre commute and easy access to the overall downtown.

Coffee . . . Where art thou?

The gift of coffee served in a warm and welcoming café offers the coffee lover a sense of belonging, fuelling their ability to take the day by storm. For fans of Starbucks, this security comes from knowing their non-fat, sugar-free, half-caff, vanilla latte can be found on almost every street corner. Starbucks is safe and it is familiar, and it is located at 1086 Yonge Street, on the southwest side near Roxborough Street West. For Rosedale residents looking for something a little less generic, Caffe Doria is located directly across the street. The much-loved Italian café is a favourite for locals and coffee lovers for its espresso, lattes, and authentic lunch and dinner fare including soups, salads, pizza, and panini.

Golden Mint Café gets a mention because it is only fair to pay tribute to our British roots and to the many cups of tea consumed in the building of this nation. With over 200 types of premium loose-leaf teas from around the world, there is something for everyone. The mint chocolate rooibos is an excellent choice that introduces a whole new world of tea to those who think the pastime a bore. Of course, coffee lovers are not forgotten, with over 15 blends of Fair Trade Organic Arabica beans. The signature style espresso machines and expert baristas ensure a perfectly-pulled shot, while the steamed milk is fresh and frothed with excellence. While wraps and paninis are readily available, hand-made truffles and delicious chocolate caramel apples are hard to pass up. Fresh, crisp apples covered in caramel and chocolate are simply a perfect complement to your coffee or tea.

Date Night!

One of Toronto’s wealthiest neighbourhoods, Rosedale’s nightlife invites you to join Toronto’s movers and shakers at some of Yonge Street’s top pubs, restaurants, and cafés. From the Rosedale Diner’s award-winning burger and charming back patio to Earth’s seasonal and local mouth-watering menu and distinctive indoor or outdoor dining, the wealth of amazing restaurants will keep you coming back for more. For tried-and-true bistro and pub fare, the Rebel House prides itself on its extensive beer menu supporting local micro-breweries, with Guinness their only international option. For French-meets-African in a sleek, stylish setting, Avant Gout will bring a little Moroccan spice to French classic dishes with the pistachio-crusted tilapia highly recommended. For a sweet treat on a warm summer’s night, My Favourite Ice Cream is a perfect stop for a casual date. Steps away from Yonge Street on MacPherson Avenue, My Favourite Ice Cream has served Torontonians for almost 20 years — their 30 flavours keep the Rosedale crowd cool in the summer months. The doors close come the cold weather, so don’t miss out on these seasonal delights.

Does that come in a size 7?

The neighbourhood’s main shopping district is located on Rosedale’s Main Street, which runs along Yonge Street between the Rosedale and Summerhill subway stations. A range of upscale shopping from high-end fashion to home décor, specialty food shops, and one-of-a-kind boutiques adds to the lively cafés and restaurants along this Yonge Street stretch. For designer fashion and handbags from the likes of Prada and Armani, Haute Classics stocks vintage and barely worn pieces for unreal prices, while Boo Boo & Lefty features a unique, yet timeless line of quality home furnishings that will make your home a lasting enjoyment. Whether you are looking for venison, kangaroo, or quail, bacon, beef burger, or charbroiled chicken, Oliffe’s wide selection of meats, game, poultry, and lamb will be sure to satisfy. Summerville Avenue, to the west of Mount Pleasant, also hosts a collection of excellent retail shops to meet the day-to-day needs of residents in North Rosedale. The Summerville Market is a local favourite, with plentiful produce, fresh fish, marinated meats, bountiful baked goods, and sumptuous sweets.

Where to take the kids. . .

If you are a resident of Rosedale, consider your children’s calendar filled as they will have no reason to complain about being bored. In fact, with so many amazing fun-filled options, television will be a distant memory. Located at 146 Crescent Road, the Mooredale House Recreation Centre was a joint venture between Moore Park, North Rosedale, and South Rosedale initiated in the late 1940s. The goal was to provide social, recreational, and extra-curricular activities for local children close to home, and with minimal membership fees and programs for the whole family, this goal was more than met. Your toddlers, preschoolers, and kindergarten kids will be well taken care of while you are at work, rest, or play, while school holiday camps will provide your little camper with dynamic experiences that will create lifelong memories. Alternatively, year-round recreational programs include swimming, sailing, tennis, soccer, karate, snowboarding, softball, rugby, football, basketball, and hockey, as well as music, dance, art, and theatre programs.

The closest local libraries to Rosedale are the Yorkville (22 Yorkville Avenue) and Deer Park (40 St Clair Avenue East) branches, and the Toronto Reference Library — Canada’s largest and most extensive reference library — is just steps away at 789 Yonge Street. Rosedale also features some exceptional schools; however, most Toronto schools have definite enrollment boundaries, so it’s always a good idea to contact the school you have in mind to ensure your new home falls within its boundaries. For more information, visit the Toronto District and Toronto Catholic School Boards websites.

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