Toronto C02 Homes with 100+ Approx Age

Toronto C02 Homes with 100+ Approx Age

Welcome to the vibrant and diverse community of Toronto C02, a captivating region within the bustling city of Toronto, Ontario. This area is not only rich in culture and history but also boasts a unique blend of architectural charm, making it a sought-after destination for homebuyers and investors alike.

Toronto C02 is characterized by its stunning homes, many of which showcase an impressive age of over 100 years. These historic residences offer a glimpse into the city's past, featuring intricate detailing, classic facades, and unique architectural styles that tell stories of bygone eras. From Victorian and Edwardian houses to charming bungalows, each home in this region carries its own character and charm, making it a delightful place to settle down.

Living in Toronto C02 means immersing yourself in a vibrant community with access to a plethora of amenities. Residents enjoy proximity to lush parks, trendy cafes, and eclectic shops, all while being just a short distance from the downtown core. The area is well-served by public transportation, making commuting a breeze for those who work in the bustling heart of the city.

Additionally, the neighborhood is known for its strong sense of community, with local events and festivals that bring residents together. Whether you're exploring the historic streets or enjoying a leisurely afternoon in one of the many green spaces, Toronto C02 offers a unique lifestyle that combines the charm of the past with the conveniences of modern living.

If you’re looking for a home that embodies both history and character, look no further than Toronto C02. This enchanting enclave is waiting to welcome you home!

Newest Toronto C02 Homes with 100+ Approx Age

320 Brunswick Avenue, Toronto
$1,699,000
5 Beds ⋅ 4 Baths ⋅ C14088470 MLS
Attention Renovators, Investors & End Users! Imagine the possibilities. Set on a leafy stretch of Brunswick Avenue, overlooking a local playground in the heart of the Annex, this handsome solid-brick Edwardian is a rare opportunity to create a home that is uniquely your own.Full of character, space and potential, this substantial four-level property offers 3,302 square feet of living space and is currently configured as three self-contained units: a one-bedroom main floor, a three-bedroom second & third floor suite, and a one-bedroom lower-level apartment. Each has its own entrance, laundry and outdoor space.Whether your vision is a spectacular single-family home, a wonderful multi-generational residence or a smart investment with income potential, this property gives you the space and flexibility to bring that vision to life.The fully fenced 25 x 127-foot lot is a true urban treasure, complete with a detached two-car garage-an exceptional and increasingly rare feature in the Annex. The driveway is owned by the Neighbourhood Land Trust via Howland Avenue. There is no registered legal right-of-way to the garage; however, the owner has enjoyed uninterrupted use for 23 years. There is a possibility for a garden suite on this property.The maximum size of a permitted 2-storey as of right garden suite build appears to be 1,291 square feet total (over two floors, main and upper). This is the largest build possible for any property under the program, according to Laneway Housing Advisors. LOCATION! Step outside and you are immersed in everything that makes the Annex so special. Bloor Street is just moments away, with Metro, Shoppers Drug Mart, Weiners Hardware, the community centre, beloved restaurants, pubs, cafés and independent shops all close at hand. The University of Toronto is approximately a 15-minute walk away.A property with character, possibilities and a location that is impossible to replicate. Bring your vision and create something extraordinary.

320 Brunswick Avenue, Toronto
26 Bishop Street, Toronto
$1,875,000
3 Beds ⋅ 3 Baths ⋅ C14129164 MLS
Welcome to 26 Bishop Street, where sophisticated city living meets the charm and privacy of a beautifully renovated home in the heart of Yorkville Village. Nestled on a character filled, no- through street. Completely transformed with style and attention to detail, this exceptional 3-bedroom, 3-bathroom residence offers a rare opportunity to enjoy true turnkey living in one of Toronto's most coveted neighbourhoods. Step inside to beautifully curated interiors designed for both everyday living and effortless entertaining. Three spacious bedrooms and three beautifully appointed bathrooms provide exceptional versatility, while the private backyard creates your own peaceful escape in the city. Finished with elegant, low-maintenance stonework, it's the perfect setting for summer dinners, morning coffee or cocktails under the stars. Even more coveted in this location, your own private parking! And then there's the lifestyle. Step outside and experience the very best of Yorkville just moments from your door. Stroll to celebrated restaurants, charming cafes, designer boutiques, Whole Foods, Ramsden Park, Bloor Street and the TTC, with some of Toronto's finest shopping, dining and cultural destinations all within easy reach. Stylish, sophisticated and completely move-in ready, 26 Bishop offers something increasingly difficult to find in the city: the warmth and privacy of a home, outdoor space and parking, all wrapped in the unmistakable lifestyle of Yorkville.

26 Bishop Street, Toronto
154 Walmer Road, Toronto
$2,999,900
6 Beds ⋅ 4 Baths ⋅ C14128256 MLS
Set on one of the Annex's most prestigious, mature, tree-lined corridors, this home presents a rare and distinguished offering. Surrounded by multi-million-dollar historic estates this grand three-storey residence blends classic architectural with extraordinary future upside for the discerning buyer. Boasting an impressive 3,199 sq ft of above-grade living space on a substantial 32.38 x 128-foot lot, the home commands a striking street presence, further enhanced by the ultimate downtown luxury: a private double driveway and a 1-car garage, offering total parking for 3 vehicles. From the moment you enter, the main floor is designed for both grand-scale entertaining and seamless daily living with rich hardwood floors and brilliant natural light pouring through an abundance of windows. The impressive principal living and dining rooms flow naturally into a raised family room, creating an inviting, open ambiance. At the rear, a generously scaled, renovated kitchen features modern appliances and a walk-out to a newer private deck overlooking the secluded backyard. The second level hosts 3 well-proportioned bedrooms, anchored by a magnificent primary retreat. This expansive suite features an attached flexible bonus room-perfect for a home office, nursery, or a bespoke walk-in dressing room. A secondary bedroom on this level opens directly onto a private sundeck. Offering exceptional versatility, the self-contained third-floor apartment features a complete kitchen, living area, bedroom, 4-piece bathroom, and its own private walk-out to a newer sundeck-ideal for visiting guests, an executive home office, or a private nanny suite. While entirely move-in ready this home also presents a pristine blank canvas. Much like the stunning transformations seen at properties in the area and on the street, this home offers a rare generational opportunity. Move in and enjoy its classic charm immediately, or let your vision take shape to craft your ultimate downtown dream estate.

154 Walmer Road, Toronto
107 Macpherson Avenue, Toronto
$3,150,000
5 Beds ⋅ 4 Baths ⋅ C14116674 MLS
A Summerhill Gem | Space, Style & Sunlight Set on a coveted street in prime Summerhill, this beautifully updated, wide semi-detached home offers an exceptional blend of timeless character, modern design and effortless living. With four bedrooms, three bathrooms, a main-floor powder room and parking for two cars, this move-in-ready home delivers the space and flexibility to suit every stage of life. The open-concept main floor features engineered hardwood floors, a rare wood-burning fireplace and a modern kitchen framed by a dramatic floor-to-ceiling bay window. At the rear, a sun-filled, south-facing sunroom with skylights and wall-to-wall glass creates an inviting space to relax. Sliding doors open onto a private deck and garden complete with a storage shed. The second floor offers three well-proportioned bedrooms and a four-piece family bathroom. The south-facing bedroom features built-in shelving and a closet, while the second bedroom offers a window and double closet. The third bedroom, currently configured as a work-from-home office, is distinguished by its charming bay window, decorative fireplace and closet. Ascend to your own private primary retreat, where abundant natural light pours through multiple skylights. An oversized walk-in closet and luxurious six-piece, spa-inspired ensuite create a peaceful escape from the everyday. The lower level adds exceptional versatility, featuring a media room, laundry room and an additional bedroom with its own three-piece ensuite bathroom, ideal for guests, extended family or a private workspace. With its thoughtful updates, inviting outdoor space and coveted Summerhill address, don't miss this opportunity to enjoy stylish, low-maintenance living in one of Toronto's most desirable neighbourhoods, close to the shops, cafés, restaurants, transit and everyday amenities that make Summerhill so special.

107 Macpherson Avenue, Toronto
106 Barton Avenue, Toronto
$2,389,000
8 Beds ⋅ 4 Baths ⋅ C14103808 MLS
This is your chance to create the living space that works for you! 4 Plex, each with 2 bedrooms can be easily converted into two 4 bedroom units or any combination that you desire. Updated 3 +1 two bedrom units.$100,000 + income potential. New furnace-2026, New CAC -2026, basement has been completely water proofed. All you have to do is move-in or lease a portion and have the property carry itself! 7'h basement ceiling. Seller does not warrant retrofit status of units. Walk score at least 93...no car required. Close to TTC, Christie Pitts and all amenities.

106 Barton Avenue, Toronto
84 London Street, Toronto
$1,315,000
3 Beds ⋅ 2 Baths ⋅ C14102270 MLS
Welcome to an exceptional opportunity in one of Toronto's most sought-after areas. Combines character and thoughtful upgrades. Open the door to Wow! High Ceilings, Exposed Z-brick detailing, Guaged slate Floors and Chefs Kitchen. Old Toronto curb appeal with a refreshed low-maintenance front yard and updated facade featuring new wood siding. Inside, original features meet modern style, including original wood floors and railings that have been carefully tightened and refreshed.The upgraded kitchen features higher-end appliances, stylish backsplash, double sink, pot lights, and slate flooring. The dining room offers heated floors with double-door walkout to private, low-maintenance patio retreat, with the cutest little tree you can call your own. Upstairs, is a beautifully updated bathroom with heated floors, a striking tin ceiling, and granite vanity top. The primary bedroom on the third floor showcases an exposed beam ceiling, with nice light coming in from the window and skylights. The second floor has a large bedroom at the front and a small bedroom. More outdoor living with your spacious 13' x 8' north-facing balcony-perfect for a small sectional and morning coffee.The dry, professionally dug and trenched basement features drainage improvements and specialized fabric. A nice basement bathroom with large porcelain tile flooring and giant subway tile. Additional features include storage, cleaned air ducts, soundproofing on the East wall, dedicated A/C units for the upper floors, a newer front roof and a convenient mini shed for garbage bins. It has also had Energy efficient work done by Green Savers. This home offers character, comfort, style and location in one remarkable package. Perfect for a young family, professional couple, investor or even joint ownership, each friend having their own bedroom floor. Unbeatable location. Steps to Bloor Street subway and amenities. Great schools, parks of all sizes and major city attractions. You're going to love living here.

84 London Street, Toronto
35 Regal Road, Toronto
$1,749,988
6 Beds ⋅ 3 Baths ⋅ C14091838 MLS
Old Toronto character. Modern updates. City views. A double-car garage. And a neighborhood you'll love coming home to. Welcome to Regal Heights, where your next home sits elevated above one of the area's coveted tree-lined streets. Showcasing 4 spacious bedrooms and 3 bathrooms, this detached home beautifully blends original charm with thoughtful updates throughout. Rich hardwood floors, stained glass window details, and warm architectural elements create an inviting interior with unmistakable Toronto charm. An updated kitchen connects the main level, flowing seamlessly from the living and dining rooms into the bright, newly added family room. Heated floors in the family room, kitchen, and powder rooms add an unexpected touch of comfort. Step outside to enjoy elevated city views from the rear deck, overlooking the rare double-car detached stone garage. The separate entrance offers excellent flexibility, whether for additional income potential, extended family, or convenient access from the fully fenced yard. The lower level extends the living space with two additional bedrooms, a kitchen, and laundry, providing versatility for a growing family or income unit. Nestled among mature trees on a quiet, winding street, this neighborhood gem offers the best of both worlds: a peaceful, established community with easy access to schools, parks, public transit, shops, and the downtown core. Don't miss your chance to get into this 'Regal' community!

35 Regal Road, Toronto
92 Woodlawn Avenue W, Toronto
$5,695,000
7 Beds ⋅ 4 Baths ⋅ C14087996 MLS
In the heart of Summerhill, 92 Woodlawn Avenue West is a distinguished red-brick Victorian defined by its architectural character, generous proportions and remarkable setting. Situated on a 50 x 113.23-foot lot, this home has been thoughtfully updated by its current owners while retaining its original character. Offering over 5,300 square feet of living space, the interiors feature soaring ceilings, rich hardwood floors, intricate moldings and oversized windows that fill the principal rooms with natural light. A grand formal living room sets an elegant tone, while the chef-inspired kitchen, complete with an expansive breakfast bar and custom cabinetry, flows seamlessly into the sun-filled family room. Across the upper levels, six bedrooms offer exceptional flexibility for family and guests. The second floor features a generous primary retreat, complete with a bright four-piece ensuite and the potential to reconfigure the existing layout to accommodate an expansive walk-in closet. Two additional spacious bedrooms and a dedicated laundry room complete this level. The third floor offers three further bedrooms and a shared family bathroom, ideal for growing families, guests or additional workspace. The lower level extends the home's versatility, offering a generous recreation room and flexible spaces suited to fitness, guest accommodations or creative pursuits. A spacious mudroom adds further practicality to the home's thoughtful design. Outside, mature trees and established perennial gardens create a private, tranquil retreat from the city. Completing this exceptional offering, a detached three-car garage and private three-car driveway provide rare convenience and ample parking seldom found in the neighbourhood. Combining the timeless appeal of Victorian architecture with impressive scale, elegant interiors and an enviable location, 92 Woodlawn Avenue West presents a rare opportunity to experience the best of Summerhill living.

92 Woodlawn Avenue W, Toronto
33 Tranby Avenue, Toronto
$3,425,000
3 Beds ⋅ 5 Baths ⋅ C14028624 MLS
Welcome to 33 Tranby Avenue - a Walker's Paradise in the heart of the Annex. Steps to Yorkville's shops, restaurants and cafes, U of T, Hospital Row and two subway lines, this transitional residence delivers the highest level of finishings with a warmth that makes it a true home. 2,441 sqft of living space includes 3 bedrooms, 4.5 bathrooms designed for the way professionals and families actually live. A complete renovation by GES Contracting with interiors by Wise Nadel - a fully renovated chef's kitchen, spa-inspired bathrooms, and integrated Sonos sound In Built In Speakers throughout. The garden has been reimagined by AHS Landscaping into a private outdoor sanctuary featuring a gourmet outdoor kitchen, alfresco dining area, and fire pit lounge for cooler evenings. Professional irrigation and architectural outdoor lighting extend the living space into the trees. Lock-and-leave ease meets entertainer's dream - the rare downtown home delivering walkability, design, and outdoor living in one address. Private viewings by appointment. Great Options for parking, whether its street parking or renting near by underground.

33 Tranby Avenue, Toronto
63 Lonsdale Road, Toronto
$3,950,000
3 Beds ⋅ 3 Baths ⋅ C13876554 MLS
Built circa 1908, 63 Lonsdale Road-one of the original Lonsdale Road Cottages-is a rare piece of Toronto's architectural heritage in the heart of Deer Park. This charming one-and-a-half-storey residence showcases distinctive Second Empire elements, including a mansard roof, round dormer windows, and a welcoming gabled-roof porch, complemented by a later west-side addition with an attached tandem two-car garage and direct access to the home. Set on an exceptional 50-by-150-foot lot, the property is surrounded by beautifully manicured mature gardens, offering a private and tranquil urban retreat. Inside, the surprisingly spacious home features large windows on each side of the house, including several bay windows filling the rooms with natural light. The main floor includes an inviting foyer and central hall, generous living room with fireplace and built-in bookcases, den with built-ins, formal dining room, kitchen, powder room, and mudroom with direct access to the flagstone patio and rear garden. Upstairs, the Principal bedroom offers a four-piece ensuite and adjoining dressing room with built-in storage, along with two additional bedrooms-one with its own fireplace-and a second four-piece bathroom. With its remarkable history, exceptional lot, mature gardens, and timeless architectural character, 63 Lonsdale Road is a truly rare offering in one of Toronto's most established neighbourhoods.

63 Lonsdale Road, Toronto
41 Chicora Avenue, Toronto
$2,725,000
5 Beds ⋅ 3 Baths ⋅ C13865362 MLS
Tucked right where Yorkville meets the Annex, this gorgeously renovated Victorian semi is on a quiet, low-traffic street, just a short stroll from all the best of Yorkville. It's got three storeys of that perfect mix of old-house charm and modern-day comfort. You'll notice the soaring ceilings and original details right away, and there's heated flooring throughout the whole lower level and the primary ensuite, so no cold feet in the winter. The kitchen's a real hangout spot, with a gas range and oven, a big centre island, and a wine fridge, and it opens right out onto a landscaped garden terrace with a little fountain. Front and back yards are both nicely landscaped, and there's a gas line already hooked up for the barbecue, so summer entertaining is easy. Upstairs you've got four good-sized bedrooms, a beautiful Victorian-style primary ensuite, and honestly a jaw-dropping third-floor bathroom with a six-piece spa setup, steam shower, and even a Japanese toilet. The wallpaper throughout is imported from Rebel Walls, so it's got that extra designer touch. Walk in the front door and you're greeted by a gorgeous original stained-glass window, and the main floor has a cozy wood-burning fireplace for those nights in. There's also a nice big laundry room on the second floor, which always makes life easier. And the location is unbeatable. You're minutes from Whole Foods, Equinox, the ROM, U of T, and all the shopping and restaurants on Bloor's Mink Mile. Plus you're close to the Financial District, the hospitals, and some of the city's best schools, like Mabin, UCC, The York School, and De La Salle. TTC's just a couple minutes away too.

41 Chicora Avenue, Toronto
140 Bedford Road, Toronto
$6,500,000
4 Beds ⋅ 5 Baths ⋅ C13861584 MLS
A rare, turn-of-the-century Victorian, reimagined for modern luxury in the heart of Annex/Yorkville corridor. Set on one of the area's most coveted streets, this one-of-a-kind detached residence seamless blends timeless old-world charm with elevated contemporary design. Completely rebuilt to the studs with exceptional craftsmanship, this 4+1 bedroom, 5 bathroom home spans over 4,500 sq.ft across three impressive levels. Soaring 10.5 ft ceilings, solid oak and stone floors and curated architectural detailing, create a sense of refined elegance. Gracious principal rooms are designed for both intimate living and sophisticated entertaining, anchored by a stunning marble wood-burning fireplace, one of four fireplaces featured. A custom chef's kitchen serves as the heart of the home, complete with a centre island, Wolf & Subzero appliances, and seamless flow into a formal 10-seat dining room. Just beyond, a private backyard oasis, ideal for hosting or unwinding in style. Natural light pours through expansive windows, enhancing the home's warm, inviting ambiance. The grand staircase leads to the second floor family/media room w/fireplace overlooking the tree-lined street and up to the third level, offering three spacious bedrooms, w/2 full baths. The primary suite is a private retreat, featuring its own fireplace, walk-in closet, secondary laundry & spa-inspired 6 piece ensuite with oversized tub, steam room, and separate shower. Lower level showcases Italian tile, exposed brick, wine room and a generous recreation space with walkout access to a beautifully landscaped backyard complete with in-ground pool & jacuzzi. Set on a 39 x 111 ft lot, the home also offers exceptional curb appeal, heated interlocking drive w/parking for 3 vehicles. Steps to Yorkville's premier shopping and dining, top-tier schools, parks, TTC, and the downtown core, this residence delivers a rare combination of heritage character, modern conformd, and prestigious location - elevated urban living.

140 Bedford Road, Toronto
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