Toronto Homes with 100+ Approx Age

Toronto Homes with 100+ Approx Age

Welcome to Toronto, Canada’s vibrant metropolis where history and modernity coexist in perfect harmony. Nestled in the heart of Ontario, Toronto is not just the largest city in Canada; it’s a cultural hub that boasts a rich tapestry of diverse neighborhoods, stunning architecture, and a dynamic lifestyle.

One of the most charming aspects of Toronto is its heritage homes, particularly those that are over 100 years old. These timeless properties echo the stories of the past, showcasing architectural styles that range from Victorian to Edwardian and beyond. Imagine living in a home that has stood the test of time, with intricate woodwork, high ceilings, and unique character that new constructions often lack.

In neighborhoods like Cabbagetown, The Annex, and Riverdale, you’ll find a plethora of these historic homes, each with its own unique charm and personality. These areas not only offer a glimpse into Toronto's rich history but also provide a sense of community and belonging. Stroll through tree-lined streets, enjoy local cafes, and immerse yourself in the vibrant arts scene that defines these neighborhoods.

Owning a home in Toronto with over a century of history is not just a real estate investment; it’s an opportunity to be part of a living legacy. Whether you’re drawn to the allure of the architecture, the charm of the neighborhood, or the rich cultural experiences, Toronto’s historic homes offer a unique lifestyle that celebrates both the past and the present. Embrace the opportunity to make your mark in this iconic city!

Newest Toronto Homes with 100+ Approx Age

$1,650,000
6 Beds ⋅ 3 Baths ⋅ E13828144 MLS
Experience "Big House Energy" in the heart of the Upper Beaches. Tucked away on Highcroft, one of the neighbourhood's sweetest, tree-lined streets, this spacious detached home is the perfect blend of family living, natural beauty, and urban charm. The bright, open-concept main floor is designed for everyday life. An inviting foyer flows into comfortable living spaces, where a generous family room and a large kitchen with a breakfast nook serve as the true heart of the home. Bathed in abundant natural light, the entire level feels warm, airy, and inviting, providing a perfect backdrop for gathering with friends or enjoying quiet family moments. Designed to make family life feel easy, the second floor features four spacious bedrooms, each with large windows and closets. The principal suite is a highlight, offering a flexible adjoining room perfect for a home office, studio, or nursery. One additional bedroom is enhanced by a skylight, adding character and warmth. With three thoughtfully positioned bathrooms, including a heated-floor 4-piece on the second floor and a spa-like bath on the ground level, the home's layout is as practical as it is luxurious. Step outside to your own private retreat. The rare ravine lot provides leafy views, a sense of privacy, and a magical backyard that feels wonderfully removed from the city, surrounded by mature greenery. It's the kind of setting that makes morning coffee better and summer evenings feel like a getaway. With 4+2 bedrooms in total, there is ample room to grow, work from home, and host guests. Everyday convenience is assured with a dedicated parking spot, abundant storage throughout, and a large basement cellar providing plenty of space for everything a busy family needs. This is the Upper Beaches at its best: peaceful streets, incredible community energy, and a rare combination of space, light, and flexibility right at your doorstep.

92 Highcroft Road, Toronto

$1,399,000
5 Beds ⋅ 4 Baths ⋅ C13824332 MLS
61 Appleton is a meticulously updated, move-in-ready semi-detached 3-storey home in the family-friendly Oakwood-Vaughan neighbourhood! This versatile 4+1 bed, 4 bath home offers 2,227 sq ft above grade plus 780 sq ft below, living beautifully as a spacious four-level family residence, or add a single wall on the main floor to convert it into a low-maintenance three-unit dwelling, complete with three full kitchens already in place. The professionally finished lower level offers its own separate entrance, kitchenette, above-grade windows, and a full 3-piece bath, making it ideal for an in-law or nanny suite. Enter through the enclosed, insulated porch/mud room into a bright main floor featuring a solid wood staircase, bay-windowed living room, and a dining room with a coffered ceiling and French doors. The chef's kitchen boasts custom solid wood cabinetry, quartz counters, a stainless appliance package with a gooseneck faucet and built-in garbage disposal, plus a walk-out to the backyard. The second floor offers a full second kitchen, a generous primary suite, second bedroom, home office, powder room with in-suite laundry, and a private balcony with BBQ gas line. A vaulted third-floor loft with built-in storage completes the upper levels, flexible as a primary retreat, teen space, or studio. Extensive mechanical upgrades throughout: high-efficiency Bosch hybrid boiler, four wall-mounted A/C units, copper plumbing with 15 drains, backflow preventer, 200-amp service with surge protection, and a wired smoke/CO system. 3/4 Solid oak hardwood runs throughout, and three laundry stations offer everyday convenience. Outside, enjoy a cedar-covered deck, fully fenced private yard, garden shed, and parking for 2 via mutual drive. Steps to the St Clair streetcar, cafes, restaurants, and top-rated schools, including Oakwood Collegiate and York Memorial.

61 Appleton Avenue, Toronto

$824,900
3 Beds ⋅ 2 Baths ⋅ W13822098 MLS
New look, new layout - and even more to love! Now offering 3 bedrooms, 2 bathrooms and a whole lot of personality! Tucked away on a quiet cul-de-sac just steps from the lake, this beautifully renovated freehold row house is truly one of a kind. No maintenance fees, just a thoughtfully designed home filled with character, warmth and style.From the moment you walk in, the details stand out. Curated finishes, layered textures, exposed brick accents and natural light create a space that feels both elevated and inviting. Two fireplaces add warmth and charm, while the layout flows effortlessly from room to room.The third-storey loft is the showstopper. With vaulted ceilings, skylights and architectural angles, this incredible space has been designed as a primary bedroom retreat, offering a serene and elevated escape.Step outside to your private, east-facing fenced backyard, perfect for morning coffee, gardening or relaxing in the sun. One parking space off the laneway adds everyday convenience, with exciting future potential for a garage and laneway suite.Enjoy glimpses of the lake from the front of the home, the peace of a low-traffic street, and the added bonus of a parkette right across the street - perfect for kids, dogs or simply having a little extra green space outside your door.All of this in the heart of New Toronto, close to the waterfront, parks, transit, shops and everything this incredible neighbourhood has to offer. This is not your typical row house. It's a home with soul. **View 3D tour**OPEN HOUSE SATURDAY & SUNDAY**

259 Sixth Street, Toronto

$1,489,000
4 Beds ⋅ 2 Baths ⋅ C13820538 MLS
You notice 227 Markham St before you know anything about her. A fine Victorian lady with an unusually ornate façade of striking red brick, dramatic arched windows and a sculptural roofline that give a presence of its own. At a w-i-d-e 19+ ft, she's bright, beautifully proportioned and thoughtfully renovated for modern life while preserving all the character that makes her special. Inside, the home's east-west orientation makes natural light part of the experience of living here, while strategically placed 2nd floor skylights invite in even more sunshine. The main floor is warm and wonderfully social, with open-concept living anchored by a character rich backdrop of exposed brick and a cozy gas fireplace. Beyond, the updated kitchen flows seamlessly to the backyard, making the entire floor as easy to host in as it is to live in. Upstairs, that extra width reveals itself again. 3 spacious bedrooms (2 of which are generous enough to claim the title of primary!), heated bathroom floors, a soundproofed party wall and a genuinely family-friendly layout. Downstairs, the fully underpinned, waterproofed and finished lower level adds yet another layer of flexibility, including a rear bedroom with a custom Murphy bed that effortlessly shifts from home office by day to comfortable guest quarters when friends or family stay over. Out back, an utterly charming, fully fenced grassy yard feels private and wonderfully usable. Beyond sits a tall, newly built garage, with potential for an approx. 1,246 sq. ft. 2-storey laneway house. For all her Victorian drama, she is remarkably easy to live with. The beautiful things have been preserved. The unglamorous things have been dealt with. And yet, none of that polish has scrubbed away what made her special in the first place. She still has heart. She still has soul. You notice it every time you walk toward the front door and see "227" suspended above you in glass, exactly where it (and you!) has belonged all these years.

227 Markham Street, Toronto

$919,900
3 Beds ⋅ 2 Baths ⋅ E13819752 MLS
Welcome to this inviting East End home tucked away on a quiet, tree-lined street. Step outside and enjoy the rare convenience of being just a short stroll from both the Danforth subway line and GO Train, with Stephenson Park only steps away. Surrounded by cafés, restaurants, shops, excellent schools, and everyday amenities, this location offers the best of neighbourhood living while keeping downtown Toronto and the Beaches just minutes from your door. Inside, the bright open-concept main floor is designed for both everyday living and entertaining. The sun-filled living and dining areas feature beautiful hardwood flooring, an open staircase, and large windows that fill the space with natural light. At the heart of the home, the renovated kitchen offers stainless steel appliances and a walk-out to the private rear patio. Outside, enjoy your own private outdoor space with a fully fenced yard, new wood fence, spacious deck, landscaped green space, and garden shed - perfect for summer dinners, morning coffee, or simply unwinding at the end of the day. Upstairs, two generous bedrooms feature hardwood flooring and ample closet space. The finished lower level extends the living space with a third bedroom, recreation room, updated laminate flooring, and a combined three-piece bathroom and laundry room. Thoughtful updates provide added confidence for years to come, including new basement steel studs and beams, and the main sewage line completely replaced and updated all the way to the city sidewalk connection. Offering 892 square feet of above-grade living space plus approximately 440 square feet of finished lower-level space, this move-in-ready home is an exceptional opportunity to enjoy everything that makes Toronto's East End such a desirable place to call home.

213 Oakcrest Avenue, Toronto

$1,099,000
3 Beds ⋅ 4 Baths ⋅ E13819058 MLS
**North Riverdale Three-Unit Property with Parking & 135' Deep Lot.** A rare opportunity to own a versatile three-unit property in one of Toronto's most established neighbourhoods. This classic 2.5-storey semi-detached home offers a spacious one-bedroom main-floor/basement suite with a beautifully renovated kitchen and excellent overall condition, plus two additional one-bedroom apartments above. The upper suites are occupied by month-to-month tenants who would like to remain, providing immediate rental continuity and future opportunity to upgrade. The outdoor space is a standout feature. The main-floor suite enjoys private access to a beautifully landscaped, fully fenced rear yard with mature greenery, multiple decks and plenty of room to relax, entertain or simply escape the city adding a lifestyle component not often found on an income property. The upper suites also enjoy their own decks, while parking at the rear adds practicality and value. Most major mechanical systems have been updated within the past 10 years. The partially finished basement provides additional storage, living and utility space for the main-floor suite, along with laundry and an additional 2-piece bathroom. The main-floor/basement suite is currently owner-occupied. The owner would like to remain and is prepared to discuss a purchase arrangement providing a credit equivalent to two years' rent for the suite, or vacant possession is also an option. An ideal opportunity for investors, multigenerational buyers, or those looking to live in one unit while generating income from the others. And then there's the neighbourhood. Riverdale Park, local shops, restaurants, cafes and everyday amenities are all close at hand. Major subway infrastructure construction is underway nearby and will bring enhanced transit options and connectivity to the area upon completion. A versatile three unit property with parking , a 135' deep lot, established tenants and genuine income potential.

241 Langley Avenue, Toronto

$1,299,000
4 Beds ⋅ 2 Baths ⋅ E13818820 MLS
Welcome to highly-coveted 84 Kingsmount Park Rd! This warm and inviting 3+1 bedroom/2 bathroom home is tucked away on a beautiful tree-lined street in one of the Upper Beach's most family-friendly pockets. Brimming with character yet also with the convenience of modern benefits like a gorgeous renovated kitchen with huge new windows allowing natural light to stream in, this charming home offers generous principal rooms, hardwood floors and plenty of space for family life whether you're lounging or entertaining. Bonus feature is having heated floors while making your morning coffee in the kitchen (heated floors are where tile is on main floor in kitchen, front hall and bathroom upstairs!) The bright living and dining rooms flow into a spacious kitchen (smart storage!) with a walk-out to the backyard oasis, while well-proportioned bedrooms provide comfortable space for everyone. Downstairs, the finished basement adds valuable flexibility with additional living space, a bedroom/office, bathroom and laundry - ideal for guests, a home workspace, playroom or growing family. Step outside and discover a lush, private backyard surrounded by mature greenery - a fantastic space for the kids to play, summer dinners, gardening or simply unwinding in the hot tub at the end of the day. Parking completes the package! A+ location hard to beat: Walk to Bowmore School, neighbourhood parks, shops and cafés, hop on the 506 streetcar nearby or subway, bike to work, head south to enjoy Woodbine Beach, the boardwalk and everything the Beach has to offer. A wonderful opportunity to put down roots in a connected East End community where so much of daily life is right at your doorstep, yet a peaceful and quiet pocket. An ideal home that is full of character, comfortable space and an incredible neighbourhood to call home!

84 Kingsmount Park Road, Toronto

$1,149,000
4 Beds ⋅ 2 Baths ⋅ C13818428 MLS
Welcome to 87 Olive Ave., a beautifully maintained 3+1 bedroom, 2 bath semi-detached home in the heart of Seaton Village in the Annex. Set on a quiet, tree-lined street, this is a home that truly invites you to settle in, grow and enjoy city living at its best. Here, the charm and community of a family-friendly neighbourhood are paired with the energy and convenience of Bloor Street and downtown just minutes away. A welcoming front porch offers the perfect spot for morning coffee, an evening glass of wine or a friendly chat with neighbours. Inside, the airy open-concept main floor features high ceilings, hardwood floors and pot lights throughout. The inviting living room is anchored by a working gas fireplace, adding warmth and a cozy glow to chilly winter evenings. The modern renovated kitchen opens to a raised deck and large, fully fenced backyard - great for summer BBQs and entertaining. Plenty of room for playtime, gardening, outdoor dining or simply relaxing under the trees. Weber gas BBQ included! The bright and spacious finished basement is a standout feature. This is genuine additional living space, complete with a 4th bedroom and 3-piece bathroom! Use it as a rec room, home office, gym, guest suite or a combination of whatever your lifestyle calls for. Freshly painted throughout, including the porch and deck, with upgraded light fixtures in every room, this lovingly cared-for home is truly move-in ready. Steps to Vermont Square Park, St. Alban's Boys & Girls Club (preschool, swimming pool), Bill Bolton Skating Arena, and Palmerston Avenue Junior Public School (w/ French Immersion). Christie Pits, Bathurst Subway Station, Loblaws, Summerhill Market, Fiesta Farms, and Farm Boy all close by too! A special home in a special neighbourhood. Come experience it for yourself! Open House Sat/Sun 2-4pm.

87 Olive Avenue, Toronto

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