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

$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
$4,795,000
6 Beds ⋅ 5 Baths ⋅ C13758824 MLS
This Grande Dame of Lawrence Park is an absolute treasure. Sitting on a 96 x 144 foot wide double lot set back from the street on a hill, this majestic home greets you with a rare combination of warmth and elegance. A centre hall plan seamlessly offers a formal living room to the left and sophisticated office to the right, before leading down the hall to the separate formal dining room with a stamped metal tile ceiling. The bright family kitchen overlooking the stunning yard is a delight with a large centre island and premium stainless steel appliances. The adjoining breakfast room with banquet seating overlooks an oversized family room, with built-in shelving, separate desk area and fireplace. French doors lead to a stunning outdoor haven with a covered outdoor deck, an inground pool and cabana under a canopy of trees. A chic powder room and side-door mudroom round out this traditional elegant main floor. Five generous-sized bedrooms, one with an ensuite, along with a three-piece bath and full-size laundry make up the substantial second floor, with room for everyone in the family. The third floor primary suite is a serene oasis with an oversized five-piece bath, two large walk-in closets, two balconies flanking each side of the room and floor, and an especially spacious living space, making it the perfect retreat. The lower level offers an oversized recreation/media room with a kitchen conveniently attached, a nearby sauna, a private wine cellar, utility room and plenty of storage. Built in 1913 and extensively redesigned in 1996, this distinguished home is a rare find in the city. Boasting a total of 6,000 square feet over four floors this classic Edwardian offers endless opportunities to convene as a family or entertain both indoors and out. Steps to ravine walks and situated in the catchment for top-rated Blythwood Public School, Lawrence Park CI, Blessed Sacrament and close to private schools such as Toronto French School, Crescent School and Havergal.

25 Strathgowan Crescent, Toronto
$1,599,000
3 Beds ⋅ 2 Baths ⋅ C13758740 MLS
This well situated detached home in Chaplin Estates has been thoughtfully updated and impeccably maintained while keeping all the classic details making it a perfect move-in ready home. The property is well laid-out and features a formal entryway with beautiful stained glass and a closet. Generously sized principal rooms include a bright living room with a fireplace, built-in shelving & crown moulding, an inviting dining room where you where you can comfortably entertain and host dinner parties, and an updated and functional kitchen with heated floors, stone countertops, newer appliances, plenty of storage/pantry space. On the second floor you will find three well proportioned rooms including an oversized primary bedroom that easily fits a king sized bed and has two large separate closets, two additional large bedrooms both with closets, as well as a hall linen closet. The 5 piece family bathroom was tastefully renovated in 2023 and features a large vanity with storage & double sinks. The finished basement, with a side entrance, includes a TV and recreation room with a gas fireplace, and a proper laundry room with plenty of storage. Outside you will find beautifully landscaped perennial gardens, a composite back deck, remote controlled awning, and a flagstone walkway for easy maintenance. Parking via a mutual drive where sellers park a large SUV in the garage. Unbeatable location with a quick stroll to the endless shops and restaurants of Yonge & Eglinton as well as the Yonge Subway Line & Eglington LRT. The perfect family friendly neighbourhood with North Toronto Community Center and Eglinton Park at the top of the street, a quick walk to the Kay Gardner Beltline Trail, as well as top rated in-district schools including Oriole Park Jr School, Hodgson Middle School and North Toronto C.I. 149 Lascelles Blvd offers an exceptional and rare opportunity to live in one of Toronto's most established and convenient communities. Full list of updates in attachments

149 Lascelles Boulevard, Toronto
$1,975,000
6 Beds ⋅ 3 Baths ⋅ W13756324 MLS
A turn-of-the-century gem in one of the city's most sought-after neighbourhoods, 1 Algonquin Avenue is a rare find - a home that has held its history while gracefully welcoming the present. Original woodwork throughout speaks to the craftsmanship of another era, while the cozy enclosed front porch and grand foyer set a tone of warmth and welcome the moment you step inside. Large principal rooms are made for both everyday living and effortless entertaining, anchored by charming wood-burning fireplaces that cast a glow through the home's most beloved spaces. The thoughtfully designed layout features a proper butler's pantry - a nod to the home's storied past - flowing into a stylish kitchen with stainless steel appliances, quartz countertops and ample storage, plus a main floor powder room for added convenience. Upstairs, five generous bedrooms and two well-appointed bathrooms offer flexibility for growing families, guests or work-from-home life. The third-floor retreat opens onto a private south-facing deck - sun-drenched and serene - perfect for morning coffee or golden hour unwinding. Below, a south-facing perennially planted garden, designed to bloom seasonally, provides a lush low-maintenance sanctuary in the city. With updated mechanicals, timeless bones and its location within steps of High Park, Roncesvalles Village, Lake Ontario, transit and amazing schools, this is a truly special home.

1 Algonquin Avenue, Toronto
$2,445,000
3 Beds ⋅ 2 Baths ⋅ C13756044 MLS
Beautifully maintained, modern and updated south-facing family home in the heart of Sherwood Park. Featuring 3 bedrooms and 2 bathrooms on a generous 40 x 173 ft lot, this home offers a bright, open-concept layout with modern finishes throughout, perfect for everyday living and entertaining.Walk out from the main floor to a professionally landscaped backyard oasis featuring a spacious patio and a stunning picture-perfect pool-ideal for relaxing, entertaining, and enjoying summer with family and friends. The detached garage adds convenience, while the unbeatable location puts you just a short stroll from Sherwood Park, Yonge Street, fine dining, shops, and local amenities.Located in one of Toronto's most sought-after school districts, with access to top-rated schools including Blythwood Jr., Glenview Sr., North Toronto Collegiate, Lawrence Park Collegiate, Crescent School, TFS, and St. Clement's School.A wonderful opportunity to own a stylish, move-in-ready family home with exceptional indoor and outdoor living space in a highly desirable neighbourhood.

255 Blythwood Road, Toronto
$699,000
3 Beds ⋅ 1 Baths ⋅ E13755162 MLS
A BUSHELL AND A PECK!... and a hug around the neck! This perfect 1.5 storey detached is a heck of a get: Sweet cottage o n massive 20 x 137 ft lot situated on a quiet, tree-lined Bushell Ave in Leslieville. Bright, spacious and freshly painted, with hardwood floors, a huge private backyard and two-car parking off the laneway. Move right in and love it as-is, renovate, top it up, explore the potential for a garden suite/laneway house, or dream up something entirely new. There's a whole lot of possibility packed into this delightful and detached ray of sunshine.

29 Bushell Avenue, Toronto
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