Toronto Homes with 100+ Approx Age

Toronto Homes with 100+ Approx Age

Welcome to Toronto, Ontario – a vibrant metropolis that beautifully marries the old with the new. Known for its rich cultural diversity and dynamic skyline, Toronto stands as Canada’s largest city, inviting residents and visitors alike to experience its unique blend of urban sophistication and historic charm.

Toronto is a city that boasts a tapestry of neighborhoods, each with its own distinct character. From the bustling streets of Kensington Market, where eclectic shops and diverse eateries thrive, to the serene parks of the Beaches, there’s a little something for everyone. The city’s cultural scene is alive with world-class museums, theaters, and galleries, making it a haven for art lovers and performers alike.

For those enchanted by history, Toronto offers a treasure trove of homes that are over 100 years old. These residences, steeped in character and charm, provide a glimpse into the architectural evolution of the city. Imagine living in a Victorian-era house, complete with ornate details and classic woodwork, or a cozy Edwardian home that tells stories of generations past. Many of these historic homes are nestled in established neighborhoods, surrounded by mature trees and friendly communities.

Investing in a century-old home in Toronto not only connects you to the city’s rich heritage but also places you in close proximity to modern amenities, vibrant nightlife, and excellent schools. Whether you’re a first-time homebuyer or looking to expand your real estate portfolio, Toronto’s historic homes offer a unique opportunity to embrace the past while enjoying the conveniences of contemporary living. Discover the charm of Toronto today – your dream home awaits!

Newest Toronto Homes with 100+ Approx Age

$4,490,000
5 Beds ⋅ 4 Baths ⋅ W13775034 MLS
A spectacular and seldom-offered ravine property, 187 Ellis Avenue presents a once-in-a-generation opportunity to own one of Toronto's most coveted and private parcels of land. Located on the shores of Grenadier Pond with sweeping views of High Park's ancient canopy, this extraordinary property offers the rare sensation of a wooded countryside retreat - mere minutes from the very heart of the city.The exceptional lot spans 70 feet in width and an impressive 512.5 feet in depth, encompassing 0.82 acres of lush ravine land. Whether envisioned as the site of a masterfully designed bespoke residence or a lovingly restored character home, the potential here is unparalleled.The existing home unfolds across three levels totalling 4,215 square feet, offering four generously proportioned bedrooms and three-and-a-half bathrooms. A two-car garage with attached workshop adds exceptional utility, complemented by two additional driveway spaces. The ravine setting ensures a degree of seclusion rarely achieved on a Toronto residential lot, with mature trees providing a natural privacy screen.Situated in the prestigious Swansea neighbourhood, this address places residents within walking distance of the Bloor West Village's celebrated shops and restaurants and top-rated schools including Swansea PS and Humberside Collegiate. Convenient access to the Gardiner and Bloor subway line ensures effortless connectivity to downtown, the airport and beyond. Renovate to your exacting standards or build the residence you have always envisioned. Properties of this magnitude, in this location, simply do not come to market. 187 Ellis Avenue is not merely a listing - it is a legacy.

187 Ellis Avenue, Toronto
$2,398,000
4 Beds ⋅ 3 Baths ⋅ C13773862 MLS
Welcome to 12 Belsize Drive, a rare offering in the heart of Davisville Village. As the first residential home off Yonge Street, this charming duplex blends historic character with thoughtful modern updates. Extensively upgraded by the current owner, highlights include a city-approved front parking pad extension with heated interlock driveway, a new retaining wall, heated flagstone steps, lush landscaping, handsome stonework, and a new roof (2017). Additional upgrades feature a fully waterproofed basement (2017), high-efficiency furnace, new boiler, 200-amp electrical service, and a Kinetico alkaline water filtration system. The main floor reveals a stylish one-bedroom apartment with original exposed brick, engineered hardwood floors, preserved crown mouldings, and a stunning stained glass window. The kitchen shines with a generous quartz island, custom cabinetry, marble tile flooring, and a striking backsplash. The bedroom showcases an original fireplace, while the bathroom offers quartz finishes, new lighting, and a spacious linen closet. At the rear, a versatile den with Bosch stacked laundry opens to a ground-level walkout and fenced backyard - perfect as a home office or sunny sitting room. The upper level features two spacious bedrooms and a living room centred around an original fireplace with a new gas insert. The kitchen and laundry area have been refreshed with new finishes and built-ins for added functionality. The lower level offers a bright and modern one-bedroom suite with updated kitchen and appliances, ideal for extended family, guests, or rental income. Outside, legal front and rear parking are a rare Midtown find. The front porch has been refreshed with new windows and doors, while a new backyard shed and upgraded storm door add convenience. Located in vibrant Mount Pleasant West, 12 Belsize is steps to top-ranking schools, Davisville Station, parks, shops, and cafés. A truly exceptional opportunity in one of Midtown's most desirable enclaves.

12 Belsize Drive, Toronto
$2,199,000
6 Beds ⋅ 4 Baths ⋅ W13773546 MLS
Offered for the first time in two generations, a truly exceptional residence that presents a rare opportunity to acquire one of the neighbourhood's distinguished legacy properties. Occupying a prominent 27 x 126.81ft corner lot, this stately home seamlessly blends historic charm with remarkable versatility, offering endless possibilities for families, investors, builders, and those seeking a multigenerational residence in one of Toronto's most coveted communities. Encompassing 3,490 of total living space, the home welcomes you through a gracious vestibule that sets the tone for the impressive scale and timeless character. Generous principal rooms, abundant natural light, and enduring architectural details create an inviting atmosphere while providing the perfect canvas for restoration, modernization, or reimagining. Configured as a well-maintained income-producing property, the residence is occupied by exceptional tenants. The property offers outstanding flexibility with five separate hydro meters, a dedicated coin-operated laundry facility, and private balconies serving each of the above-grade suites-features that enhance both tenant appeal and long-term investment value. Modern mechanical upgrades include a tankless hot water system, providing efficient, on demand hot water. Outside, the property's scale is equally impressive. A rare detached three-car garage complemented by parking for eight vehicles is virtually unheard of in this prestigious neighbourhood, creating unmatched convenience for homeowners, extended families, or investment use. The expansive corner lot further presents exciting opportunities for future enhancement or redevelopment and is garden suite eligible. Properties of this significance seldom become available. Rich in history, exceptional in scale, and brimming with future potential, 376 Sunnyside Avenue represents a once-in-a-generation opportunity to own a remarkable family legacy while creating the next chapter of its enduring story.

376 Sunnyside Avenue, 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
$1,599,000
3 Beds ⋅ 2 Baths ⋅ W13771934 MLS
Nestled on a picturesque, tree-lined street in the heart of Toronto's highly coveted Upper Bloor West Village, this beautifully updated 2-storey residence offers the perfect blend of timeless charm, modern finishes, and exceptional outdoor space. Featuring 3 bedrooms and 2 bathrooms, this move-in-ready home has been updated to meet the needs of today's lifestyle. Inviting principal rooms flow seamlessly, creating an ideal setting for both everyday living and entertaining. The renovated kitchen serves as the heart of the home, opening to comfortable living and dining spaces filled with natural light. Step outside to an impressive, oversized lot surrounded with mature trees, offering exceptional privacy and endless possibilities for family enjoyment, gardening, entertaining, or future expansion. A rare detached garage plus two additional laneway parking spaces provide coveted convenience in one of Toronto's most desirable west-end neighbourhoods. Located just steps from vibrant shops, cafés, restaurants, top-rated schools, parks, and the subway, this home delivers the perfect balance of urban convenience and neighbourhood charm. Whether you're raising a family, upsizing, or simply looking to enjoy everything Bloor West Village has to offer, this exceptional property is one you won't want to miss. A rare opportunity to own a beautiful home on an outstanding lot in one of Toronto's most sought-after communities.

613 Beresford Avenue, Toronto
$1,898,997
6 Beds ⋅ 3 Baths ⋅ C13768738 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
$1,600,000
5 Beds ⋅ 3 Baths ⋅ C13765214 MLS
Rare opportunity on one of the Annex's most desirable, family-friendly streets - a quiet single-block stretch of Howland Avenue - this classic red-brick home blends timeless character with exceptional urban convenience at the base of historic Davenport Escarpment. Step past the lush, shaded front porch into an inviting sanctuary offering impressive space, flexible functionality, and endless potential as a single-family retreat. The expansive open-concept main floor features a seamless living and dining area highlighted by a stunning stained glass transom, alongside an updated kitchen with a cozy sitting area that steps down to a recently landscaped, deep, and serene backyard tailored for weekend gatherings and quiet relaxation. The second level hosts a spacious primary bedroom with a private balcony, plus a versatile second bedroom or study featuring its own private outdoor deck. Up on the top floor, you will find two additional large, light-filled bedrooms, a two-piece bathroom, and a convenient upper-level laundry room. Adding incredible versatility, the functional lower level offers a separate entrance, making it ideal for a rec room and a fifth bedroom or guest suite. Located in the heart of Toronto's iconic Annex neighborhood, this character-filled sanctuary offers rare urban tranquility just steps to top-rated schools, parks, transit, and fine dining. Quiet family living with to-tier urban convenience.

356 Howland Avenue, Toronto
$1,149,000
3 Beds ⋅ 2 Baths ⋅ W13765074 MLS
Heart, Heritage & Home on Harvie. Welcome to this charming three-bedroom semi, set on an impressive 128-foot-deep lot and offering a wonderful blend of character, thoughtful updates, and exceptional outdoor space. Exposed brick walls add warmth, texture, and an authentic rustic charm, complemented by hardwood flooring across two levels. At the heart of the main floor is a beautifully updated chef's kitchen featuring quartz countertops and stainless steel appliances, along with the convenience of main-floor laundry. Upstairs, you'll find three comfortable bedrooms. The finished lower level offers fantastic additional living space with its own walk-out to the backyard, creating exciting potential for an in-law suite, guest quarters, home office, or additional income. And then there's the backyard. Set on that incredible 128-foot-deep lot, the lush, established garden and expansive entertaining deck create a private outdoor oasis with room to dine, lounge, garden, and gather. Add two-car parking and, according to the sellers, some of the best neighbours you could be lucky enough to know. All of this just steps from the TTC, St. Clair, shopping, restaurants, parks, and everyday conveniences. Character, space, and an incredible backyard - Harvie has it all.

266 Harvie Avenue, Toronto
$1,450,000
5 Beds ⋅ 4 Baths ⋅ C13764524 MLS
Single Family 4 Bedroom Home with Basement Apartment. Large Primary Bedroom on Second Floor has a 3 Piece Ensuite with a Large Bay Window Bringing in lots of light. Main Floor Bedroom with 3 Pc Ensuite can be used as a separate office/ clinic. Second floor Den / lounge can be used as another bedroom [Raised area can be removed]. Exposed Brick walls on Main and Second. Close to TTC, Go train stop is being built at the top of the street at Bloor, UP Express a short walk. Lots of street parking. Pad parking at rear of home currently has a shed built on but can easily be removed. Quiet One way residential street with park just south. Vacant & Move in Condition. Contents negotiable.

200 St Helen's Avenue, Toronto
$2,600,000
6 Beds ⋅ 4 Baths ⋅ W13762772 MLS
Truly turn-key & fully-leased legal triplex Roncesvalles! Full interior reconstruction completed under permit completed in 2018. Permits, plans, and progress photos for project available. Currently with the the current property management that was also responsible for both the project and stabilization of the property. || Buy with confidence that this property and its tenants will be the among the most trouble-free investment property opportunities. Very low operating costs with electricity, gas, and water heater rentals paid by tenants. || Thoughtfully designed to make the best of the existing structure with a 2-level 3-bedroom 2.5-bathroom upper 'primary' suite with east-facing balcony, then a 2-bedroom 1-bathhroom suite on the main floor with private enclosed rear yard. and finally a 1-bedro om 1-bathroom suite with private enclosed patio. || Laneway suite potential on portion of land existing garage occupies || Features and Finishes include: engineered wood flooring on above grade levels and carpet in the basement, pot lights throughout, stainless steel kitchen appliances, stone countertops and tile backsplashes in all suites, as of 2018 all new windows, electrical, plumbing, HVAC systems (each suite has separate HVAC systems). || Appliances: 3x electric stoves, 3x fridges, 3x dishwasher, 3x range hood fans, 2x range microwaves, 3x washers, 3x dryers. || Mechanicals: 2x gas forced air furnaces for main and upper, 1x heat pump for basement, 3x rental hot water tanks.

82 Parkway Avenue, Toronto
$1,255,000
4 Beds ⋅ 2 Baths ⋅ C13762662 MLS
Set on a generous 25 x 132 ft lot, walk through the wooden hand carved door into this inviting detached bungalow, blending timeless character with thoughtful updates. The bright main floor offers an airy living and dining space, a well-appointed kitchen with quartz counters and centre island, and three comfortable bedrooms with hardwood floors and large windows throughout. The lower level adds valuable flexibility with a spacious recreation room, office/exercise space, laundry and a separate entrance - ideal for a growing family, home office, guest space or future income suite potential. Step outside to the partitioned backyard with an oversized entertaining deck, perfect for summer dinners, morning coffee and gatherings with friends. The big-ticket items have been thoughtfully taken care of, including a new roof (2024), upgraded -inch plumbing(2022), and hot water tank (2022), offering peace of mind for the next owner. With a detached garage and an unbeatable Oakwood Village location, you're just steps from neighbourhood shops, restaurants, parks, schools, transit and everything this vibrant community has to offer. A wonderful opportunity to make this established family home your own.

41 Ashbury Avenue, Toronto
$1,299,000
3 Beds ⋅ 3 Baths ⋅ E13761312 MLS
There is a lot going on at 2 Sandford, in all the best ways. This corner home pairs classic Leslieville brick with a thoughtful modern interior, generous ceiling heights and windows in all the right places. An exposed-brick wall rises from the foyer toward the second floor, while wide-plank white oak flooring carries through the living room, bay-window dining area and flexible den. The kitchen is properly equipped for people who cook-and for the four seated at the quartz breakfast bar, expecting to be wowed. It features an oversized Silgranit sink, drawers, abundant cabinetry, task lighting, integrated hood, panelled Bosch dishwasher, Fisher & Paykel refrigerator and slide-in gas range. Glass and light woods lead to the BBQ deck, while a wee powder room completes the main floor. Upstairs are three distinct bedrooms, full-size laundry and linen storage. The primary combines a bright bay window with floor-to-ceiling built-ins. The west-facing second bedroom has another bay window, while the charming third offers pine floors, a tongue-and-groove ceiling and walk-through dressing room. The family bath brings together a deep soaker tub, double floating vanity, wall-mounted Toto toilet, large-format tile and shower with handheld fixture. The finished lower level has 6.93' ceiling heights and offers a recreation room with full-length cabinetry, partial eat-in kitchen, three-piece bath, mudroom, closet and storage. It is flexible space for guests, work, teenagers or multigenerational living-because not everyone needs to be on the same floor all the time. A two-car garage plus driveway parking for two small cars is a rare east-end bonus. Maha's is on the corner, while Gerrard supplies The Good Neighbour, cafés, restaurants and independent shops. Greenwood Park handles the outdoor agenda with a pool, splash pad, playground, sports fields, off-leash area and winter skating trail. A smart, character-filled home in a neighbourhood that rarely runs out of things to do.

2 Sandford Avenue, Toronto
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