24 FENNINGS ST
Trinity Bellwoods
Timeless Home, Trendsetting Address
Set just two blocks from Ossington Avenue—arguably the city's most stylish thoroughfare—this beautifully reimagined century home bridges classic architecture with contemporary living. Within walking distance of Trinity Bellwoods, downtown Toronto’s largest green space, the location balances urban energy with leafy reprieve. Inside, the home unfolds in a palette of relaxed sophistication: contemporary yet grounded, with considered finishes and a move-in-ready ease that feels both effortless and intentional.
FEATURES
Victorian
Queen Anne Style
3 Bedrooms
3 Bath
2 Parking
Finished Basement
Beautifully restored and effortlessly livable, this home captures the spirit of refined city life with a distinctly personal touch."
Tucked on a quiet, tree-lined one-way street just steps from Ossington Avenue—one of the city's most vibrant and sought-after strips—this beautifully reimagined century home offers a rare harmony of timeless character and modern refinement. Set back from the street and enveloped by lush landscaping, it offers an uncommon sense of privacy, with a charming winding stone pathway leading to the front entrance.
Behind the classic red-brick façade, over 10-foot ceilings soar above a gracious main floor where each space unfolds with a sense of volume and ease. Generously proportioned spaces make entertaining a joy—this is a home where dinner parties naturally linger into the night.
At the heart of the home is a newly designed kitchen, where rich wood cabinetry and distinctive cut-out pulls meet Jenn-Air appliances, double freezer drawers, a wall oven/microwave, and a vented hood. Original hardwood floors have been meticulously refinished, while the entryway, laid with antique Belgian tile, now benefits from heated flooring—a welcoming touch on winter days. Thoughtful details—custom deVOL hardware, a softly textured backsplash, and a cozy built-in coffee nook—lend a quiet sophistication that feels both considered and effortlessly stylish.
Step into a professionally landscaped mature garden, where thoughtfully placed trees, new fencing, and a graceful pergola create a sense of seclusion. A flagstone path guides you to the two-car parking area tucked behind a private wooden gate, while a spacious concrete patio offers the perfect setting for lounging or entertaining—an idyllic backdrop for summer evenings and sunset cocktails beneath the stars.
Inside, every bathroom has been thoughtfully renovated, none more indulgent than the primary ensuite, finished with heated Carrara marble floors and a Restoration Hardware vanity. The primary bedroom is a true
retreat, with space for a king-size bed and seating area framed by a bay window. Custom California Closets provide smart storage solutions throughout. The lower level has been expertly dug out to create a high-ceilinged den, equal parts spacious and inviting—perfect for movie nights or family gatherings.
Moments from Trinity Bellwoods Park, Osler Park, and the city’s best dining, yet quietly nestled in a family-friendly pocket, this home offers the best of both worlds: the pulse of urban life and the tranquility of a true neighbourhood. The large lot also comes with laneway house potential (report available) and the sale includes a recent home inspection report reflecting the property's strong overall condition—providing added peace of mind for buyers., making this not just a beautiful home, but a smart one too.
A rare offering of scale, style, and setting—this is city living, elevated.
The Neighbourhood
In Toronto’s west end, Trinity Bellwoods and Ossington capture the city at its coolest — where old-school charm meets new-school energy. Anchored by its namesake park, Trinity Bellwoods is the neighborhood's leafy heart: a 36-acre sprawl where locals picnic, play pickup sports, and lounge under the canopy of mature trees. Surrounding the park, you’ll find streets lined with Victorian homes, indie boutiques, and cozy cafés, all humming with a laid-back, bohemian vibe.
Steps away, Ossington Avenue has morphed into one of Toronto’s hottest strips. What was once a sleepy street is now packed with buzzy restaurants, live music venues, and cocktail bars that draw crowds nightly. The avenue’s intimate, low-rise feel keeps things grounded, with local shops and galleries adding even more character. Together, Trinity Bellwoods and Ossington show off the best of Toronto — a city that knows how to stay true to its roots while still setting trends.
Forno Cultura
170m, 2 min walk
Dear Grain Bakery
400m, 5 min walk
Trinity Bellwoods Park
850m, 12 min walk
Queen & Dovercourt Stop
200m, 3 min walk
The neighbourhood continues to earn its place on the global style map. Vogue once ranked Queen Street West as the world’s second-coolest neighborhood, praising its “verifiable artery of indie patisseries, homegrown labels, and hidden-from-view galleries.” Two blocks east from Fennings, Ossington Avenue received similar accolades from Time Out, which in 2022 named it one of the world’s coolest streets. With its eclectic mix of buzzy restaurants, cocktail bars, and independent boutiques, the strip has become, as the magazine put it, “easily one of Toronto’s most exciting neighbourhoods.”
From bistros to buzz-worthy bars—Trinity Bellwoods serves style on every plate.
Culinary Playground
Food + Drink
Dining options abound along the neighbourhood’s main corridors. Just steps away, Ossington Avenue—Trinity Bellwoods’ western edge and arguably the city’s hippest strip—offers everything from cozy bistros like Union and Cote de Boeuf, to much-admired Aegean eatery Mamakas, and eclectic fusion favourite Foxley, still going strong more than a decade after kick-starting the strip’s revival. A short stroll eastward brings you to the ever-popular Cocktail Bar, Italian-inspired Bar Vendetta, and the vibrant Haitian spot Rhum Corner—hallmarks of local restaurateur Jen Agg’s culinary footprint. A bit farther afield, you’ll find a brace of acclaimed spots along Queen Street West, where laid-back wine bars, buzzy cocktail joints, and elevated eats all intermingle. Sip inventive creations at the experimental Mother Cocktail Bar, soak in the stylish scene at aesthetically minded eatery Le Swan, or settle in for elevated pub fare at the Drake Hotel’s dining room.
Retail Reverie
Where cool style and creative living meet
Shop
There’s a trendsetting Trinity Bellwoods boutique for every taste. Hit up the likes of Area+001 and Lost and Found for men’s streetwear and Gaspard for winsome womenswear and accessories. Anne Sportun offers one-of-a-kind jewellery designs—or try Armed for more playful baubles—while international brands like Aesop and Le Labo take care of your skincare and fragrance regimens. Dressing up your home instead? Pick out modish furnishings from Urban Mode or V de V and sustainable nursery decor from Ella+Elliot. Or head to Toronto institution Type Books for expert advice on filling your shelves with amazing literature, art books, magazines, and more.
In a city that’s always moving, Trinity-Bellwoods is moving faster — invest now while you still can.
Trinity-Bellwoods has significantly outperformed the broader Toronto real estate market in recent years, establishing itself as one of the city's fastest-appreciating neighbourhoods.
