Trinity-Bellwoods Homes for Sale

Trinity-Bellwoods Homes for Sale

Welcome to Trinity-Bellwoods, a vibrant and eclectic neighborhood nestled in the heart of Toronto, Ontario. Known for its artistic spirit and community-oriented vibe, Trinity-Bellwoods seamlessly blends urban living with a touch of nature. This charming area is characterized by its tree-lined streets, historic Victorian homes, and an abundance of parks, including the beloved Trinity Bellwoods Park, where locals gather for picnics, sports, and seasonal events.

As you explore this dynamic community, you'll find a delightful mix of boutique shops, trendy cafes, and artisanal eateries that cater to a variety of tastes. The neighborhood is a haven for creatives and families alike, boasting a rich cultural scene with galleries, live music venues, and farmer's markets that showcase local artisans. The friendly atmosphere and diverse population make it a welcoming place for newcomers and long-time residents.

For those looking to make Trinity-Bellwoods their home, there are an array of homes for sale that cater to different lifestyles and budgets. From beautifully restored Victorian houses to modern condos with stunning city views, the real estate options here are as diverse as the community itself. Many properties feature charming architectural details, spacious layouts, and easy access to public transit, making commuting a breeze.

Whether you're a first-time buyer or seeking a family-friendly environment, Trinity-Bellwoods offers a unique blend of urban convenience and suburban charm. Discover your dream home in this enchanting neighborhood and experience all that Trinity-Bellwoods has to offer!

Newest Trinity-Bellwoods Homes for Sale

$1,599,000
6 Beds ⋅ 5 Baths ⋅ C13795598 MLS
Power of Sale Opportunity! Renovated semi detached property featuring 3 separate units with the potential to generate approximately $10,000/month in gross rental income when fully leased. The front unit is currently rented at $4,200/mo while the two additional units are vacant and recently renovated. Perfect for investors seeking strong rental income or end users looking to live in one unit while collecting rental income from the other two, helping significantly offset mortgage and carrying costs. Further upside with the potential to build a laneway home with 2 additional units subject to approvals and due diligence. Located in an excellent, highly desirable area within walking distance to vibrant neighbourhood amenities, restaurants, cafes, shopping, transit and more. A rare opportunity combining strong income potential, flexible living options and addition of potential laneway units increasing future value and upside!

16 Fennings Street, Toronto
$978,000
2 Beds ⋅ 1 Baths ⋅ C13794898 MLS
Architect-Designed, Meticulously Renovated Home Steps from Trinity Bellwoods. A rare opportunity to own a thoughtfully designed home in one of Toronto's most sought-after west-end neighbourhood. Completely renovated between 2006 and 2011, this distinctive residence combines sophisticated architectural design, exceptional craftsmanship and high-efficiency systems with an outstanding urban location. The open-concept ground floor features 9-foot ceilings, polished concrete floors and natural light. A custom full-width solid white oak-framed lift-and-slide door, crafted by Bauhaus Doors, creates a dramatic viewing window opening directly from the dining area onto the south-facing rear deck-seamlessly connecting the interior with the outdoors. The custom kitchen features Carrera marble and maple countertops, bespoke cabinetry by Phi Design, and high-end Sub-Zero and Bertazzoni appliances. Phi Design's custom millwork including front-entry coat and shoe storage with integrated bench, living-room shelving and Murphy bed, kitchen cabinetry, bathroom vanity and mirror all interior passage doors. The second level features solid white oak flooring, and a custom oak-and-steel handrail. A spacious bathroom offers a cast-iron clawfoot tub, luxurious shower, double vanity and heated limestone floor, while a separate two-piece toilet room adds convenience. Hydronic heating throughout, with radiant floors on the main level and vintage radiators upstairs. A high-efficiency gas boiler and HRV provide efficient heating and ventilation, while the south-facing bedroom is equipped with a single-split air-conditioning system. Double-pane commercial-grade aluminum windows and a heated crawl space beneath the entire ground-floor further enhance the home's performance. Exterior details includes zinc eavestroughs, downspouts and trim. Street parking available. ***OPEN HOUSE SAT/SUN 19TH&20TH SEP. 2-4:00pm***

9 Rebecca Street, Toronto
$2,325,000
3 Beds ⋅ 3 Baths ⋅ C13785298 MLS
Welcome to an exceptional detached residence just steps from Trinity Bellwoods-where refined design meets effortless everyday living. This home offers a rare blend of sophistication and warmth, crafted for those who appreciate both style and substance. At the heart of the home, a chef-inspired kitchen flows seamlessly into elegant living and dining spaces, perfect for both intimate gatherings and grand entertaining. Tucked just beyond, a truly standout feature: large, custom-designed pantry complete with a built-in wine fridge and a coffee station-bringing boutique café luxury and curated convenience right into your daily routine. A rare and highly sought-after feature in this neighbourhood, the property boasts a private drive leading to a built-in garage with direct access to the fully finished basement-offering unparalleled convenience, security, and flexibility for modern living. Every detail has been thoughtfully considered, from high-end finishes to the seamless indoor outdoor connection. Upstairs, serene bedrooms offer a private retreat, while the primary suite exudes hotel-inspired comfort with spa-like ensuite bath and large wall to wall closet. The outdoor space provides a tranquil escape in the city, ideal for summer evenings or weekend relaxation.

99 Claremont Street, Toronto
$999,990
3 Beds ⋅ 1 Baths ⋅ C13785270 MLS
Welcome to 144 Bellwoods Ave., Located in one of Toronto's most beloved Neighbourhoods, and a perfect place to put your stamp on a house that is ready for a fresh start. This 3 Bedroom house has great bones and even greater potential. If you have the vision, or want a great renovation project, bring your ideas and design, and build something that is truly yours. And the location is hard to beat. You're steps to some of the best restaurants and cafes, the kind of spots you'll actually walk-to on a regular night. Trinity-Bellwood's park is right around the corner, perfect for morning runs, dog walks, or just lying in the grass on a Sunday afternoon. Boutique shops, local makers, and everyday essentials are all within reach. And Transit just steps away, getting anywhere in the city is effortless. This is a walker's dream neighbourhood - Vibrant, connected, and full of character!If you're looking for a project, and great house, with an even better address, than this is it.

144 Bellwoods Avenue, Toronto
$1,649,900
4 Beds ⋅ 4 Baths ⋅ C13773314 MLS
Custom built Modern *Legal Duplex* in Trinity Bellwoods, 1 of Toronto's most vibrant Neighbourhoods! Ideal for Families &/or Investors looking for an Investment Rental Property. Contemporary Upgrades throughout: The interior is defined by high ceilings, wide plank hardwood floors, custom millwork & a refined, contemporary aesthetic throughout. The main level is bright, open & designed for effortless everyday living & entertaining, anchored by a stunning chef's kitchen with sleek custom cabinetry, integrated appliances & waterfall stone island. Spanning the entire 3rd floor, the primary retreat feels like a boutique hotel suite with a large skylight w/ exceptional natural light, skyline views. Other Upgrades include: Panel Feature Fireplace Wall, Custom Blinds, White Oak Mono-Beam Stairs, Glass Railings, White Oak Doors, Spa-Style Master Ensuite + Stone Tub & Sky-Light Shower. Just Steps to Trinity Bellwoods Park, the city's best restaurants, cafes, shops, parks, schools & transit.

14 Gore Street, Toronto
$4,395,000
5 Beds ⋅ 5 Baths ⋅ C13772964 MLS
Welcome to 61 Foxley a striking custom built residence tucked away on a peaceful, one-way street thats becoming known for its beautifully transformed homes. Perfectly positioned just steps from the Ossington Strip, West Queen West, Little Italy, and the green escape of Trinity-BellwoodsPark. Here, life is meant to be walked not driven.This home is a reflection of its vibrant surroundings: modern elegance meets timeless charm in a Georgian Revival-style brownstone facade. Stretching across a generous 21 x 129 ft lot, the home offers an expansive layout flooded with natural light, thanks to full-height windows and doors. Thoughtfully crafted with an eye for detail, the design is both refined and functional.Soaring 10 ft ceilings on the main floor and nearly 9.5 ft in the walkout basement create an airy feel throughout. The third-floor primary suite is a true retreat, with a private south-facing terrace offering panoramic downtown views also enjoyed from the second floors outdoor space.Inside, five bedrooms and five bathrooms cater to every need. The materials are second to none: honed Appenino marble, leathered Tempest granite imported from Italy, arched openings, custom white oak flooring, Italian tile, Danish pendant lights with Italian blown glass, and radiant heated polished concrete floors in the basement.A chefs kitchen features a window well, brass-accented custom hood vent, and built-in storage. The primary suite is complete with a stunning walk-through dressing room and spa-like ensuite. A rare 22-foot-wide double garage with soaring 11-foot ceilings completes this exceptional home.

61 Foxley Street, Toronto
$1,650,000
5 Beds ⋅ 3 Baths ⋅ C13767434 MLS
***Prime Income-Producing Property In The Heart Of Trinity Bellwoods!*** Welcome To 41 Lakeview Ave, A Well-Kept 2-Storey Duplex Offering A Fantastic Opportunity For Both Investors And End Users. Currently Generating Approximately $89,424 In Gross Annual Rental Income, This Property Offers Strong Income Potential In One Of Toronto's Most Sought-After Neighbourhoods. Updated Interiors And Quality Finishes Add To The Property's Appeal, While The Established Tenancies Provide An Immediate Source Of Rental Revenue. An Ideal Option For A Savvy Investor Looking To Expand Their Portfolio Or A Buyer Who Wants To Occupy Part Of The Property While Benefiting From Additional Rental Income. Surrounded By The Best Of City Living With Easy Access To Transit, Parks, Schools, Shops, Restaurants And Everyday Essentials. A Rare Opportunity To Own A Versatile Income Property In The Vibrant Trinity Bellwoods Community!

41 Lakeview Avenue, Toronto
$1,799,000
4 Beds ⋅ 4 Baths ⋅ C13767196 MLS
A rare opportunity in the heart of Trinity-Bellwoods, 168 Markham Street is a remarkable detached 4-bedroom Victorian set on an impressive 25-foot-wide lot. Loved and cared for by the same family for over 62 years, this home is ready for its next chapter. Generous in scale with over 3,300 sq ft of living space including finished basement. Filled with character, the property offers exceptional versatility and endless possibilities. With self-contained living spaces on the main and second floors, it's ideal for multi-generational living, a live-in-and-rent opportunity or investment, with the potential to become a spectacular upscale single-family home. A large 616 Sq ft double-car garage with laneway access offers sought-after downtown parking and the potential to build a two-storey laneway house (see report). High ceilings, custom kitchen cabinetry on both floors with premium kitchen appliances. Custom built-ins throughout and A/C on the main and second levels add to the home's appeal. Multiple walkouts connect to a private, fully fenced backyard oasis, while the finished basement offers an additional bathroom, bar area and recreation room. A second-floor deck provides even more outdoor space. Enjoy exceptional walkability to College, Dundas and Queen West, with Little Italy, Little Portugal, The Annex and Queen West all nearby. Cafés, restaurants, boutiques, transit, Kensington Market, Trinity Bellwoods Park and Toronto Western Hospital are all within easy reach.

168 Markham Street, Toronto
$1,885,000
5 Beds ⋅ 3 Baths ⋅ C13766814 MLS
Welcome to 395 Shaw Street-a grand three-storey Victorian offering the scale, character and flexibility to become an exceptional single-family home in one of Toronto's most dynamic neighbourhoods. Soaring ceilings, oversized windows, exposed brick and beautifully preserved period details create warmth and presence throughout, while updated services, modern kitchens and renovated bathrooms make the home comfortable for today.Reimagine the generous layout for one household, with multiple living spaces, spacious bedrooms and room to gather, work, entertain and retreat. The entire home can be reclaimed for your family, or a separate lower-level suite could be maintained for added flexibility. With fantastic ceiling height, the lower level feels like genuine living space rather than a typical basement. The existing configuration also works well for extended family or multigenerational living without making the home feel divided.Outside, the backyard offers valuable open space in the city-a blank canvas for a garden, play area or private urban retreat. A welcoming covered front porch, private upper terrace and garage parking off the laneway complete the package. Set south of College Street and close to the neighbourhood park on Shaw, the home is surrounded by the energy of Little Italy, Trinity Bellwoods, Ossington, Dundas West and Queen West. Restaurants, cafes, independent shops, schools, transit and everyday conveniences are all within easy reach. This is a rare opportunity to create a substantial family home that reflects the way you want to live while preserving the beauty and soul of a classic Toronto Victorian.

395 Shaw Street, Toronto
$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 wood-frame home with vinyl siding and brick at the front and rear kitchen addition offers flexibility, character and future potential. A 3-foot side walkway provides convenient access between the front and rear, while the multi-level layout gives renovators, investors and end users plenty to work with.Keep and improve the character, create a spectacular single-family home, or explore additional living space and income opportunities, subject to applicable approvals. A separate basement entrance and flexible floor plan add possibilities. Original oak floors, a bay window and French doors bring character, while important updates include a high-efficiency furnace (2019), copper water lines, updated electrical and panels, and an owned hot water heater. The sloped house and garage roofs and flat roof over the kitchen addition were replaced approx. 10 years ago. Permits are available for the garage, veranda and kitchen addition. At the rear, a patio and garden provide outdoor space, while double laneway access leads to a large detached 2.5-car garage. The laneway may also offer future laneway suite potential, subject to City approvals. Upstairs, the third-floor loft with cathedral ceilings delivers a pretty great Toronto party trick: unobstructed CN Tower views from the front. Ossington is often described as Toronto's answer to Williamsburg, Brooklyn, and has earned recognition as one of the world's trendiest neighbourhoods. Trinity Bellwoods, Little Italy, Little Portugal and Beaconsfield Village surround you, with restaurants, cafés, shops, parks, schools, transit, art and nightlife nearby. Live in it. Renovate it. Reimagine it. Whatever the plan, detached homes with this much flexibility, double laneway access and a large garage in this location don't come along 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
$1,400,000
5 Beds ⋅ 3 Baths ⋅ C13722554 MLS
Pretty, perfect, Palmerston! Buyers, 221 Palmerston is the rare blue beauty built to catapult you up the property ladder. Semi-detached and wholly affordable, it's uniquely divided into 3 separate units, each with its own entrance. Currently earning a healthy income from the top and lower floors (~$4100/month with great tenants) allowing you to live in the updated main floor owner's suite for less money than you'd think. ***** Included is its private backyard oasis shielded from the city with planters & grapevines, a balcony with CN tower views, and a full 2 car garage (!!) to store your cars, big toys, or for a wood workshop. ***** Placed in the covetable, tree-lined & quiet stretch of Palmerston, while also being extremely convenient: perfectly in the middle of Little Italy, Trinity-Bellwoods, Ossington and Kensington, and 1-2 blocks from streetcars and everything you need. ***** Keep the home as-is, or easily transform it back into a single family home for you & your boo. The choice is yours. Live in the neighbourhood you want, for the price you can't believe. Don't miss it!

221 Palmerston Avenue, Toronto
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