99 Winnett Ave.

Welcome to this beautifully updated 3-bedroom semi, tucked away on a quiet, tree-lined street in one of Toronto’s most vibrant and sought-after neighborhoods. Full of charm and character, this 1928 classic has been thoughtfully maintained and modernized for today’s lifestyle.

Step inside to a bright, open space featuring a stylish kitchen renovation (2013) complete with a breakfast bar and stainless steel appliances—perfect for morning coffees or entertaining friends. The primary bedroom offers custom, floor-to-ceiling closet cabinetry for smart, streamlined storage. Downstairs, the finished basement (2018) adds bonus living space and includes a rear walkout—offering potential for a future basement suite.

Major upgrades include a new roof (2013), windows and front door (2012), updated furnace, waterproofing, sump pump, and backwater valve (2018). Plus, solar panels on the roof (installed in 2007) feed back into the Toronto grid under a Micro-FIT contract—adding long-term value and sustainability.

Outside, you’ll love the curb appeal: a blooming magnolia tree and perennial gardens greet you at the front, while laneway access at the back leads to a private carport for easy parking. This is city living at its best—community-focused, stylish, and move-in ready

A bit about the neighbourhood:

🌳 Oakwood Village is home to a diverse population, bringing energy, authenticity, and great food.  Expect delicious bakeries, trendy cafes, restaurants, delis, and modern fusion spots. It’s a food lover’s paradise without downtown prices.  Places like Randy’s Patties (iconic) and newer spots popping up along Oakwood Ave make for a compelling food crawl.

🚇  Served by buses, streetcars, and close to the Eglinton West and St. Clair West subway stations. The Eglinton Crosstown LRT (Line 5, opening in the future) will drastically improve east-west travel.

🏠  Early 20th-century detached and semi-detached houses offer charm—often more affordable than similar homes in trendier neighbourhoods.  The area is in transition with new developments, home renovations, and boutique businesses signal growth, but it still retains affordability.

🎨  Small galleries, murals, and creative pop-ups hint at a budding arts culture.  The Oakwood Village BIA actively promotes local businesses, from mom-and-pop shops to new entrepreneurial ventures.

🌿  Cedarvale Park offers trails, a ravine, off-leash dog areas, and a winter-friendly toboggan hill.  More intimate green spaces like Oakwood Collegiate’s grounds and neighbourhood playgrounds add everyday greenery.  Wychwood Barns is ‘the’ social hub in the area, hosting many wonderful events.

🎓  You will find a good mix of public, Catholic, and specialty schools (like Humewood, Leo Baeck, and Oakwood Collegiate Institute with a strong music program).  The Oakwood Village Library and nearby community hubs offer programming for all ages.

Oakwood Village offers a unique blend of urban convenience, cultural richness, and community warmth in a vibrant and evolving area in Toronto’s west end.  You will be happy to call this neighbourhood home!