Trinity-Bellwoods Homes for Sale

Trinity-Bellwoods Homes for Sale

Welcome to Trinity-Bellwoods, one of Toronto’s most vibrant and eclectic neighborhoods, where urban charm meets community spirit. Nestled just west of downtown, this area is renowned for its stunning Victorian homes, tree-lined streets, and a rich tapestry of culture and creativity. Trinity-Bellwoods Park, the neighborhood's crown jewel, offers a lush green retreat filled with walking trails, sports fields, and a popular dog park, making it a favorite gathering spot for locals and families alike.

As you explore the neighborhood, you’ll discover an array of chic boutiques, artisanal coffee shops, and trendy restaurants that reflect the diverse tastes of its residents. Whether you’re in the mood for a leisurely brunch, a cozy dinner, or an evening out with friends, the culinary scene here is sure to delight. The community is also home to numerous art galleries and cultural events, fostering a sense of connection and creativity that resonates throughout the area.

For those considering a move, Trinity-Bellwoods offers a selection of beautiful homes for sale that cater to a variety of lifestyles. From charming century-old houses with original features to modern condos boasting stunning skyline views, there’s something for everyone. With its perfect blend of historic character and contemporary conveniences, living in Trinity-Bellwoods means you can enjoy a vibrant urban lifestyle while still feeling a sense of community.

Explore the homes for sale in this enchanting neighborhood and discover why Trinity-Bellwoods is the perfect place to call home. Embrace the charm, culture, and community spirit that make this area truly special!

Newest Trinity-Bellwoods Homes for Sale

$1,749,900
6 Beds 3 Baths C13762708 MLS
Some houses tell you exactly what they are. This one asks what you want it to become. Set in one of Toronto's trendiest neighbourhoods, this detached home comes with something increasingly hard to find downtown: rear laneway access and a large detached 2.5-car garage. Beyond the obvious parking and storage benefits, the laneway creates another intriguing possibility for buyers interested in exploring the potential for a future laneway suite, subject to City approvals & applicable requirements. The house itself is packed with opportunity. Keep & improve the character that's already here, create a spectacular single-family home, or investigate the potential for a duplex or triplex & additional rental income. A separate basement entrance, second-floor butler's kitchen & flexible multi-level layout give renovators, investors & end users plenty to work with. Original oak floors, a bay window & French doors add character, while some of the less glamorous, but important, work has already been addressed: high-efficiency gas furnace (2019), copper water lines throughout, updated electrical & panels, & owned hot water heater. The sloped roofs on the house and garage, along with the flat roof over the kitchen addition, were replaced approximately 10 years ago. Permits are also available for the garage, veranda & kitchen addition. Upstairs, the third-floor loft with cathedral ceilings delivers a great Toronto party trick: unobstructed CN Tower views. You're just down the street from a pocket of Ossington that feels like Williamsburg, Brooklyn met old-world Europe for a drink & decided to stay. Trinity Bellwoods, Little Italy, Little Portugal & Beaconsfield Village surround you, with restaurants, cafés, shops, parks, schools, transit, art & nightlife all part of everyday life. Live in it. Renovate it. Reimagine it. Explore its income potential. Whatever the plan, opportunities with this much flexibility, a detached garage & a laneway in this location don't come along very often.

393 Ossington Avenue, Toronto

$5,995,000
5 Beds 7 Baths C13752484 MLS
A residence of this calibre has never before been seen in this iconic Trinity-Bellwoods neighbourhood. Finally, a home for someone who could live anywhere, but would rather live here. A pool, detached pool house and a cinema-grade home theatre, on a quiet street minutes from Toronto's best tables. 4,338 sq ft in total across four levels, completed in 2025, with 4 bedrooms and 6.5 baths. The house runs 62 feet deep, among the longest footprints downtown. Open the sliding glass walls and the main floor extends unbroken for close to a hundred feet, from the front door through to the pool house. Scavolini millwork. Rift-sawn white oak herringbone floors throughout. A kitchen with full-height cabinetry down both walls, an Orobico Luxe porcelain island and matching slab backsplash, with Sub-Zero, Miele and Wolf appliances fully integrated. Three bedrooms on the second floor, each with its own ensuite bath, alongside a formal laundry room. The entire third floor is the primary suite: 10'6" vaulted ceilings, gas fireplace, custom Scavolini dressing room with integrated lighting and island, 6-piece ensuite with heated floors, freestanding Victoria+Albert tub and steam shower, and two private terraces with skyline and CN Tower views. Below, a theatre engineered as a theatre, with dedicated HVAC, a 130-inch screen and JBL Synthesis sound. A cedar sauna. A gym. Hydronic heat under the floor. Outside, a custom hybrid plunge pool/hot tub with plexiglass viewing window, a custom outdoor kitchen with Dekton counters, 40" Blaze griddle and XL Big Green Egg. A detached pool house that opens to the water with 11'4" ceiling height. Lutron lighting, seven zones of Sonos, Ubiquiti networking and a monitored camera and alarm system, all owned outright. Nothing rented. Nothing waiting to be finished. Walk in any direction to Ossington, Trinity-Bellwoods Park, Little Italy, Queen West, King West, The Financial District and more.

22 Foxley Street, Toronto

$1,799,900
5 Beds 5 Baths C13719350 MLS
Over 1800 sq ft across four storeys, taken apart and rebuilt with the kind of care you notice the moment you step inside. Four bedrooms. Five bathrooms. Just steps from Ossington. Minutes from Trinity Bellwoods. And once the door closes behind you, a world away from both. Walk in and the whole main floor opens up in front of you - light pouring from front to back, white oak herringbone running the length of it, crown moulding and custom millwork framing every sightline. Music through built-in speakers. Room to breathe. The kitchen was built for someone who means it. A 36-inch KitchenAid gas range. Integrated Fisher & Paykel refrigerator. Bosch dishwasher. Custom cabinetry from floor to ceiling. And an island so generous that every party you throw will end up gathered around it, whether you planned it that way or not. Upstairs, bedrooms with built-in cabinetry and that same white oak underfoot. Two designer bathrooms, premium tile and stone, heated floors on a January morning. Then the third floor - all of it - is yours. Herringbone floors, a skylight overhead, floor-to-ceiling his-and-hers closets built around their own island. The ensuite reads like a hotel you'd never want to check out of: full-height tile, porcelain countertops, a glass walk-in shower, a freestanding soaker tub positioned for a long soak and nowhere to be. Backlit mirrors. Heated floors. Push open the door to your private balcony, tinted glass for privacy, and the neighbourhood goes quiet below you. Downstairs, the finished lower level gives you a fifth bedroom, a full bathroom, and its own separate entrance - the rare kind of flexibility that makes hosting family effortless instead of complicated. And out back, behind a custom privacy fence, a yard that becomes the best room in the house from May through September. Long dinners. Late conversations. Permit street parking available. The TTC, the bike lanes, and all of what Toronto has to offer within reach.

3 Rebecca Street, Toronto

$2,799,000
8 Beds 4 Baths C13636294 MLS
Exceptional, one-of-a-kind investment opportunity offering an outstanding 5% cap rate in the heart of coveted Trinity Bellwoods. Completely renovated back to the brick with uncompromising craftsmanship, this legally registered fourplex features a rare 3 storey addition that significantly expands the property's footprint - a feature seldom found in neighbourhood homes. Purpose built and luxuriously finished divided into 4 two-bedroom suites, each with private outdoor space and spectacular CN Tower views. The executive residences have been thoughtfully designed with custom gourmet kitchens, expansive open-concept living spaces, new hardwood floors, spa-inspired bathrooms, and generously proportioned bedrooms, creating a premium rental product that consistently attracts quality tenants. Extensively upgraded throughout, the property includes three high-efficiency HVAC systems, a fully underpinned and waterproofed basement with over 8-foot ceilings, new roof, new windows, rare 1-inch water service, upgraded 300-amp electrical service, three separate hydro meters, fire-rated interior doors, exterior fire dampers, and a dedicated owner's mechanical room. The newly constructed detached two-car garage has already been spray foam insulated and roughed in for hydro and water, opening the door to exceptional future laneway potential. A true turnkey investment designed for effortless ownership, this asset delivers exceptional cash flow, remarkably low operating costs, minimal maintenance requirements, and an outstanding rental history with zero vacancy. Perfectly positioned just steps to Ossington Avenue, Dundas Street West, College Street, Little Italy, Trinity Bellwoods Park, transit, cafés, boutiques, and some of Toronto's finest restaurants. Rarely does a property of this calibre become available! Perfect for discerning investors seeking stable, long-term returns or multi-generational buyers looking for luxury living with significant income potential.

49 Beatrice Street, Toronto

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