Toronto C08 Homes with 100+ Approx Age

Toronto C08 Homes with 100+ Approx Age

Welcome to the vibrant heart of Toronto C08, a captivating region that beautifully marries history with modern living. Nestled within the bustling city of Toronto, Ontario, this neighborhood is renowned for its rich tapestry of culture and community, making it a sought-after destination for homebuyers and investors alike.

One of the most alluring aspects of Toronto C08 is its charming homes, many of which boast an impressive age of 100 years or more. These historic residences are not just structures; they are stories waiting to be told. Imagine walking through tree-lined streets, where each home reflects a unique architectural style, from classic Victorian facades to elegant Edwardian designs. Owning a piece of this heritage not only connects you to the city’s past but also offers a sense of character and warmth that new developments often lack.

In addition to the allure of historic homes, Toronto C08 is a vibrant community that thrives on diversity. The area is dotted with trendy cafes, boutique shops, and lush parks, creating an inviting atmosphere for residents of all ages. The proximity to downtown Toronto ensures that you are never far from the pulse of city life, with easy access to public transport, cultural landmarks, and entertainment options.

Whether you are looking to buy your first home or seeking an investment property, Toronto C08 presents an exceptional opportunity. Embrace the charm of living in a neighborhood steeped in history while enjoying the conveniences of modern urban living. Discover your dream home in this enchanting part of Toronto today!

Newest Toronto C08 Homes with 100+ Approx Age

$2,099,900
4 Beds ⋅ 5 Baths ⋅ C13671406 MLS
Newly Renovated Heritage Townhouse At Prime Location, Yonge/ Gloucester. A Rare Opportunity To Own A Mixed-use Victorian Townhouse Offering The Perfect Blend Of Luxury Living And Workspace. Designer Cabinetry, Stone Countertops. Steps from TTC, 5 Mins Walk To Bloor-Yorkville & U Of T, 10 Mins Walk To Yonge-Dundas Square & Eaton Centre. Independent Hot Water Tank Is Owned. Parking Can Be Purchased At Adjacent Gloucester On Yonge Property. Total living space of 3608+ outdoor148 SQFT As Per Floor Plan. **EXTRAS** Miele Appliances: Integrated Fridge, Integrated Dishwasher, Gas Cooktop, Washer/ Dryer. Microwave.

11 Gloucester Street, Toronto
$1,249,000
4 Beds ⋅ 4 Baths ⋅ C13658798 MLS
Welcome to 295 Seaton Street, a spectacular family home in the heart of historic South Cabbagetown. Boasting a stunning red brick and black frame facade, this property seamlessly blends classic character with a modernized, open-concept design. Step inside to discover soaring high ceilings, lush tree-lined views, stunning stained-glass accents, and a modern gas fireplace in the living room. The versatile third-floor loft features a bright skylight and wall-mounted AC to ensure even, comfortable temperatures all summer long. This flexible space perfectly adapts to your lifestyle. It can serve as an incredible primary bedroom with enough space to easily add an ensuite bath. Alternatively, if three bedrooms are more than you need, it makes an inspiring home office suite or a large family room. Enjoy exceptional outdoor living with two private spaces: a rooftop terrace opening directly from the third-floor loft and a fully fenced backyard patio featuring a deck and interlock stones. Perfectly situated just off Parliament Street, you are steps away from a vibrant strip of local cafes, lively patios, and unique shops. With scenic community parks and seamless transit access nearby, this exceptional property delivers a walkable downtown lifestyle wrapped in luxurious historic charm. Some photos have been virtually staged.

295 Seaton Street, Toronto
$1,999,900
C13640418 MLS
Beautiful Old Toronto architecture with loads of updates. Right on a high traffic street and high transit area. Walking distance to the Eaton Center, St Lawrence Market and the amazing downtown amenities. This is a great work/live space or investment opportunity. The owner converted two apartments into one very cool 2 storey apartment. 1 parking via laneway at rear.

173 Queen Street E, Toronto
$3,400,000
4 Beds ⋅ 4 Baths ⋅ C13578164 MLS
The finest 4-plex in Cabbagetown has returned to market for the first time in a generation! This impeccably maintained and professionally updated income property has been meticulously renovated and represents a rare opportunity to acquire a best-in-class asset of this stature in one of Toronto's most storied neighbourhoods. Over 4200+ sq ft of living space, complimented with multiple walk-out exterior spaces including 2x large private decks, a rear walk-out patio at grade, and a stunning oversized south facing rooftop terrace on the upper level overlooking lush rear grounds under a densely treed canopy. The building is home to a high-quality tenant base, and each suite enjoys dedicated climate controls. The building has been curated to appeal to professionals and offers living spaces that are ideal for both entertaining and relaxing in a quiet environment. Fine interior finishes include hardwood floors, updated bathrooms, updated kitchens, high ceilings, and large windows. Each unit has dedicated ensuite laundry. Parking is accessed via a private rear laneway off of Aberdeen Ave, including 4 parking spaces at present (of which 1 is a tandem parking space,) and the possibility exists to expand up to 6 car parking on site). 29 Winchester has been assembled to remain highly desireable and strongly appealing to tenants in any market. This premium location is steps to restos and shopping along Parliament Street, and accessible to multiple TTC options (including the Carlton Street Car) or a short walk to Castle Frank Station TTC Subway. Tenants can enjoy Winchester Park at their doorstep, or stroll to Riverdale farm. Mere minutes to the downtown core and Distillery District / St Lawrence Market. Shows 10+ and must be seen - a perfect addition for any investor seeking a high calibre investment grade property to add to their portfolio.

29 Winchester Street, Toronto
$1,799,900
7 Beds ⋅ 4 Baths ⋅ C13566570 MLS
Welcome to 499 Ontario Street, a spectacular, fully renovated legal duplex in the heart of historic Cabbagetown. The ultimate turnkey opportunity for investors, multi-generational families, or live-rent buyers, this property seamlessly blends classic character with high-end modern design. Step inside to discover soaring ceilings, stunning exposed brick accents, gorgeous marble floors, and premium contemporary finishes throughout. The building is divided into two well-appointed, self-contained residences, each featuring independent ensuite laundry, gourmet kitchens with sleek stainless-steel appliances, and rare, private outdoor spaces. The upper unit is a sun-drenched sanctuary boasting 3 spacious bedrooms, 2 elegant bathrooms, and a spectacular private rooftop deck perfect for relaxing above the city. Below, the main-floor and lower-level suite offers a beautifully executed 4-bedroom, 2-bathroom layout, complete with direct walk-out access to its own private, fully fenced yard. To top it off, this property includes a highly coveted two-car parking pad at the rear-an absolute premium in this historic downtown neighbourhood. Perfectly positioned just steps from vibrant shops, cafes, and patios of Parliament Street, scenic local parks, and transit - this exceptional asset delivers the perfect combination of location, modern luxury, and incredible cash flow.

499 Ontario Street, Toronto
$1,495,000
3 Beds ⋅ 2 Baths ⋅ C13565128 MLS
Live on one of Toronto's most sought-after streets! This beautifully renovated 2-storey home offers over 2,053 sq. ft. of finished living space (including the basement), featuring 3 bedrooms, 2 bathrooms, and the rare convenience of private parking.Thoughtfully and meticiously renovated from top to bottom, this home perfectly blends timeless character with elegant modern finishes. The open-concept main floor is ideal for everyday living and entertaining, highlighted by a stunning kitchen with stainless steel appliances and seamless access to the maintenance-free, west-facing backyard-perfect for relaxing or hosting guests.Upstairs, you'll find spacious bedrooms filled with natural light. The fully underpinned and waterproofed basement represents a significant investment, with hundreds of thousands spent to create additional living space complete with a large recreation room, a stylish 3-piece bathroom, and abundant storage.

40 Bright Street, Toronto
$1,950,000
5 Beds ⋅ 4 Baths ⋅ C13561126 MLS
Discover a rare opportunity to own a legal, city-approved triplex that perfectly balances historic Toronto charm with high-end modern design. Extensively gutted and renovated from the studs in 2019, this turnkey property offers close to 3,000 square feet of thoughtfully optimized living space across three distinct, self-contained suites. This is a truly seamless addition to any investment portfolio or an ideal live-and-rent scenario. Behind the timeless brick facade, the home has been completely transformed. The 2019 renovations included modernized kitchens with quartz countertops, updated bathrooms, new windows, lighting, staircases, and a professionally underpinned lower level excavated to increase the ceiling height. A brand-new roof was installed in 2023. The property features three separate hydro meters, three gas meters, and dedicated laundry in every unit. The upper-level two-bedroom, two-bathroom suite is bathed in natural light from a striking skylight and blends modern finishes with beautifully preserved original red brick walls. It boasts a private balcony off the primary bedroom, a massive accessible attic for rare urban storage, and its own furnace and central air conditioning. The main-level one-bedroom suite features a bright, inviting layout highlighted by a charming, working wood-burning fireplace and a walk-out to a private outdoor patio. It is also serviced by its own furnace and central air. Accessed via a private rear entrance, the lower-level two-bedroom suite features warm exposed brick, high ceilings, modern vinyl flooring, and a bathroom with a sleek walk-in shower. Set on a deep lot with the potential to convert the rear garden into parking off the laneway, this exceptional triplex delivers flexibility, quality craftsmanship, and outstanding value.

366 Ontario Street, Toronto
$1,250,000
3 Beds ⋅ 4 Baths ⋅ C13508230 MLS
*** LIVE-WORK-RENTAL INCOME Flexible Space *** PRICED TO SELL *** Discover a hidden treasure in this Victorian semi-detached home, perfectly situated on a private street in the vibrant downtown core of Bloor St East and the Howard Street Neighborhood. Here, historic charm meets contemporary convenience, surrounded by modern residential condos that enhance the areas appeal. Spanning three stories, this remarkable residence features three spacious bedrooms and four bathrooms, with the main floor effortlessly transitioning into a cozy office space. Thoughtfully and thoroughly renovated in 2004, this home strikes a beautiful balance between its storied past and the comforts of modern live-work flex space. The basement features a separate entrance and offers the potential to be easily converted into a one-bedroom rental unit for additional income or utilized as an in-law suite. With a fantastic walk score of 94, youll have easy access to the nearby TTC Sherbourne Subway Station, an Asian supermarket at Via Bloor Condos, No Frills, and Freshco, making it a breeze to explore everything the city has to offer. This Victorian gem is not just a home; its an exceptional opportunity for anyone looking to blend living and work in the heart of downtown Toronto. Minimum One unassigned street parking space available on Edgedale Road. Total 3,054 sq ft of living space.

9 Edgedale Road, Toronto
$1,250,000
3 Beds ⋅ 1 Baths ⋅ C13508232 MLS
*** LIVE-WORK-RENTAL INCOME Flexible Space *** PRICED TO SELL ***Experience the ultimate blend of work, office, and home life in this beautifully restored Victorian semi-detached residence, ideally positioned on a quiet private street in the bustling downtown core near Bloor St East and the Howard Street Neighborhood. This unique property offers a rare opportunity for seamless live-work flexibility: the main floor and lower level are thoughtfully designed to serve as a dedicated office or workspace, perfect for professionals or entrepreneurs seeking a productive environment without leaving home. Spread across three spacious stories, the home features three bedrooms and four bathrooms, with a layout that easily accommodates both family living and business needs. The fully renovated interior (2004) marries historic character with modern amenities, creating an inviting atmosphere for both work and relaxation. The separate basement entrance adds even more versatility, ideal for a private office, in-law suite, or conversion into a one-bedroom rental unit for additional income. With a stellar walk score of 94, you're steps from TTC Sherbourne Subway Station, grocery options like No Frills and Freshco, and the vibrant amenities of Via Bloor Condos. Surrounded by contemporary condos, this Victorian gem stands out as a rare chance to integrate your professional and personal life in downtown Toronto, offering the perfect setting for those who value both historic charm and modern live-work convenience. Minimum one unassigned street parking space available on Edgedale Road. Total 3,054 sq ft of living space.

9 Edgedale Road, Toronto
$1,899,900
5 Beds ⋅ 3 Baths ⋅ C13491242 MLS
Set In The Heart Of Sought-After Cabbagetown, This Impeccably Renovated Heritage Home Makes An Immediate Impression With Its Timeless Facade And Refined Presence. Inside, A Surprisingly Expansive Layout Unfolds With Over 1,900 Sq Ft Above Grade, Plus A Fully Finished Lower Level Designed For Flexible Living. The Main Floor Features Soaring Ceilings And A Bright, Open-Concept Flow, Anchored By A Generous Living And Dining Area Ideal For Hosting. Beautifully Finished Hardwood Floors Add Warmth And Sophistication Throughout. In Total, The Home Offers Over 2,600 Sq Ft Of Living Space, Including 700+ Sq Ft Below Grade, Seamlessly Blending Classic Character With Modern Luxury. Highlights Include A Well-Appointed Chef's Kitchen With Premium Appliances And Elegant Cabinetry, A Tranquil Primary Suite With A Spacious Spa-Inspired Ensuite, And A Thoughtfully Redesigned Rear Garden That Transitions Effortlessly From Convenient Parking To A Stylish Outdoor Setting For Entertaining.

328 Wellesley Street E, Toronto
$1,599,000
4 Baths ⋅ C13477752 MLS
End-user opportunity at 179 Queen Street East with vacant possession of the commercial component and the owner's suite on closing. A 3-storey, 3-unit mixed-use building on the Queen East corridor: main-floor and lower-level commercial (vacant); a fully renovated middle-floor 1-bedroom apartment (leased); and a 2-storey, 2-bedroom owner's suite on the top floor with a private rooftop terrace (vacant). Current ownership raised the main floor and opened up the basement, doubling the building's usable commercial envelope - what was a low-ceiling basement is now a second full storey of retail, paired with the existing main-floor retail. A future owner can occupy the entire commercial component across two full levels, or lease both floors to a single retail tenant, while moving into the top-floor owner's suite. The building has been fully rewired with two new electrical panels in the basement and new windows throughout. The middle-floor 1-bedroom is fully renovated with new appliances and in-suite laundry. A new staircase services the residential suites. Position: end-user-ready commercial plus owner-occupier suite, with stabilized middle-floor income. Directly across the street from the future Moss Park station on the Ontario Line, currently under construction - a rare chance to acquire a transformed mixed-use building at a future rapid-transit node before the station opens, with the long-term rerating's in foot traffic, retail rents, and residential demand that come with being steps from a new subway stop. Tenured Queen East corridor steps to the Distillery District and St. Lawrence Market, with a demand floor across daytime retail traffic, downtown professionals, and creative-sector tenants.

179 Queen Street E, Toronto
$2,180,000
5 Beds ⋅ 4 Baths ⋅ C13217618 MLS
Freshly Painted Elegant Victorian Residence On A Quiet, Sought-After Street In Cabbage Town. Rare Offering With Two Self-Contained Dwellings Under One Address-Ideal For End-Users Or Investors. Main House Features Over 3,000 Sq. Ft. Above Grade With 3+2 Bedrooms Includes 2 Ensuites And 4 Full Bathrooms. 10 Feet High Main Floor. Bright Open-Concept Main Floor With Hardwood Floors, Gas Fireplace, High Ceilings, And Pot Lights. Large Gourmet Kitchen Perfect For Entertaining. Spacious Primary Bedroom With 5-Pc Ensuite And Closet. Second Bedroom With Renovated Ensuite And Walk-In Closet. Third Floor Walkout To Private Deck; Large Front Porch Ideal For Outdoor Enjoyment. Finished Basement Includes 2 Bedrooms And Renovated Bathroom For Added Living Space. Newly Renovated (2026) Coach House At Rear Offers Approx. 1,760 Sq. Ft. Over 3 Finished Levels, With Private Parking And Courtyard. Features 2 Bedrooms On Second Floor, 2 Full Bathrooms, And Open-Concept Basement Recreation Room That Can Serve As A Third Bedroom Or Office. Combines Classic Victorian Charm With Modern Upgrades. Located In North America's Largest Preserved Victorian Neighborhood. Walking Distance To Parks, Schools, Transit, Shopping, And Restaurants.

42 Amelia Street, Toronto
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