Toronto Homes with 100+ Approx Age

Toronto Homes with 100+ Approx Age

**Discover the Timeless Charm of Toronto's Historic Homes**

Welcome to Toronto, Canada’s vibrant and diverse metropolis, where the past meets the present in a stunning tapestry of culture, architecture, and community. As the largest city in Canada and a hub of innovation, Toronto boasts a rich history that is beautifully reflected in its architectural landscape. Among the most captivating features of this city are its historic homes, many of which are over 100 years old, offering a unique glimpse into the architectural styles and lifestyles of yesteryear.

Nestled within the heart of Ontario, Toronto is renowned for its eclectic neighborhoods, each with its own distinct character. From the charming Victorian houses of Cabbagetown to the stately Edwardian homes in the Annex, there’s a treasure trove of architectural gems waiting to be discovered. These homes, with their intricate details, high ceilings, and original craftsmanship, tell stories of the city’s evolution and are a testament to the enduring quality of Toronto’s real estate.

Living in one of Toronto’s historic homes means more than just owning a property; it’s about embracing a lifestyle steeped in tradition while enjoying the modern amenities of urban living. Many of these homes have been lovingly restored, blending classic charm with contemporary comforts, creating inviting spaces perfect for families and individuals alike.

Explore the enchanting streets of Toronto and uncover the unique blend of history and modernity that makes this city a truly special place to call home. Whether you’re a history enthusiast, an architecture lover, or simply seeking a home with character, Toronto’s historic residences are sure to captivate your heart. Come and experience the magic of living in a city where every corner has a story to tell!

Newest Toronto Homes with 100+ Approx Age

2 Rexford Road, Toronto
$1,299,000
3 Beds ⋅ 2 Baths ⋅ W14145734 MLS
Enchanting Village Charm! This quintessential two-storey, detached brick home is the perfect blend of timeless character with thoughtful modern updates. Offering warm, functional living spaces and a beautifully private backyard, this exceptional home is highlighted by a spectacular detached studio - a true showpiece that adds over 300 sq. ft. of versatile flex space. This inviting retreat has been transformed with a soaring cathedral ceiling, stunning shiplap detailing throughout, and an electric fireplace featuring adjustable flame settings with optional heat for added comfort. Whether envisioned as a home office, fitness studio, creative workspace or peaceful retreat, this remarkable space offers endless possibilities. Patio doors from both the home and the studio create a seamless indoor-outdoor connection, making the private courtyard an exceptional space for entertaining. Inside, engineered hardwood floors flow throughout the main level, where an open-concept living room, kitchen, and den overlook the backyard and walk out to the deck, courtyard, and studio, creating effortless everyday living. Upstairs, the three well-appointed bedrooms offer comfortable family accommodation. The finished lower level provides even more living space with a recreation room, a recently renovated three-piece bathroom featuring heated floors, a laundry area, and generous storage. Enjoy summer gatherings in the fully fenced backyard with upper deck and stone patio areas and of course the stunning detached studio that truly sets this property apart. Nearby you have Bloor West Village's vibrant shops, cafés, restaurants, parks, excellent schools, and transit. With a home inspection available, this meticulously maintained home offers the perfect balance of urban convenience, family-friendly living, and flexible modern lifestyle. ***OPEN HOUSE DETAILS: SAT, NOV 7th 2pm - 4pm and SUN, NOV 8th 12pm - 2pm***

2 Rexford Road, Toronto

90 Woodlawn Avenue W, Toronto
$4,995,000
5 Beds ⋅ 5 Baths ⋅ C14144734 MLS
Set proudly above Woodlawn Avenue West, this handsome 1909 detached brick and fieldstone home occupies a rare 50 x 122 ft lot in the heart of Summerhill. Meticulously maintained, it retains its original character alongside a renovated main floor and several other updates, offering over 2,700 sq. ft. above grade plus 1,075 sq. ft. on the finished walkout lower level. A classic centre-hall plan opens to gracious principal rooms: a living room with custom built-ins and French doors to the garden, and a separate and spacious dining room filled with light from a sweeping south-facing bay window. The recently renovated kitchen is crisp and timeless, with white Shaker cabinetry, high-end appliances and an adjoining breakfast area overlooking the beautifully manicured rear garden. Upstairs, the sunny primary suite offers a sitting area with a wood-burning fireplace and original mantel, plus a four-piece ensuite. A library-style family room lined with built-ins creates a cosy retreat, while a bright second bedroom and three-piece bathroom complete the floor. Two generous dormered bedrooms and a four-piece bathroom occupy the third floor.The lower level adds a fifth bedroom, a home office with a built-in desk, recreation room, mudroom, laundry, temperature-controlled wine cellar and ample storage.Professionally landscaped front and rear gardens feature irrigation and a raised flagstone terrace with a retractable awning for outdoor dining. The pool-sized rear garden offers room for future possibilities, while a private driveway accommodates multiple cars and leads to a pristine detached two-car garage.Pre-listing inspection available. Walk to Yonge Street shops, the subway and neighbourhood schools. De La Salle College and The York School are minutes away on foot, with other sought-after private schools within easy reach.

90 Woodlawn Avenue W, Toronto

39 Mortimer Avenue, Toronto
$988,888
3 Beds ⋅ 2 Baths ⋅ E14144452 MLS
Welcome to 39 Mortimer Avenue! Beautifully updated and lovingly maintained, this detached East York home blends timeless charm with modern comfort, with three bright bedrooms, two renovated bathrooms, lowered basement, coveted legal front pad parking, and generous storage. Thoughtful touches shine throughout, from step lighting that illuminates stair treads to pocket doors that enhance flow and high-quality appliances. The third bedroom's vaulted ceiling adds character and the set-back front porch offers a private perch to enjoy a cup of coffee and chat with neighbours. The professionally lowered basement (7'6" ceiling height), completed with permits, adds valuable living space that has been thoughtfully designed with heated floors, built-in shelving, large screen projection for movie nights, and a spa-inspired bath with a deep soaker tub. A separate entrance may be possible if desired. Outside, the deep 19 ft x 132 ft lot reveals a backyard oasis with a cute swing, lovely shade and quality turf for easy maintenance. A generously sized patio area sets the scene for outdoor meals and entertaining, while the shed provides even more storage. Location matters and this home is centrally located and connected to city living. Enjoy unbeatable transit accessibility with TTC right at your doorstep and a short walk to Broadview Subway Station. Quick access to the Don Valley Parkway (DVP) makes commuting downtown or around the city effortless, and nearby Don Valley trails invite outdoor adventures. Easily access the vibrancy of the Danforth, which is a renown hub for restaurants, cafes, shops, and community events, putting the best of Toronto within easy reach. Enjoy a highly sought-after school catchment, amazing neighbours and a welcoming community. From the private porch to the shaded backyard, this inviting home delivers comfort, convenience and space to unwind-right in the heart of East York.

39 Mortimer Avenue, Toronto

27 Hillsboro Avenue, Toronto
$1,779,000
6 Beds ⋅ 3 Baths ⋅ C14144160 MLS
27 Hillsboro Avenue Opportunity Meets Lifestyle in the Heart of Avenue & DavenportWelcome to a rare and versatile offering in one of Toronto's most coveted neighbourhoods. 27 Hillsboro Avenue is a duplex-zoned property with exceptional flexibility for investors, end-users, or visionaries looking to unlock long-term value in this century brick home. The home features a shared driveway with parking for two vehicles-a true bonus for this location. Main level freshly updated with new flooring, paint, and modern lighting. Lower level recently updated, new windows and water proofing.currently leased. Each upper level enjoys its own private porch and includes a sun porch, offering wonderful bonus family space, a home office, or a cozy reading retreatThe basement in-law suite currently leased.Laundry and utilities are shared, keeping operations straightforwardFrom a future-planning perspective, the options here are compelling:Keep the current duplex configuration with basement suite,Restore to a stunning single-family home (all stairways are intact),Upgrade or reposition the property to maximize its potentialAn initial zoning review indicates potential 6-plex compliance (buyers to confirm independently), making this an exciting prospect for those exploring gentle density and long-term development upside.All of this is wrapped in an unbeatable location: steps to Ramsden Park, minutes to Rosedale subway station, and a short walk to Yorkville, with its world-class dining, shopping, and culture.Live in it. Rent it. Reimagine it. This is a property that grows with your goals-and opportunities like this on Hillsboro Avenue don't come around often. Book your showing and explore the possibilities.

27 Hillsboro Avenue, Toronto

38 Kippendavie Avenue, Toronto
$1,699,000
5 Beds ⋅ 4 Baths ⋅ E14142392 MLS
IMAGINE HAVING THE BEACH, THE LAKE AND THE BOARDWALK AS YOUR BACKYARD! WOW! Welcome to 38 Kippendavie Avenue, an extraordinary offering in the heart of Prime Beach, where spectacular design, exceptional craftsmanship and an unbeatable location come together. JUST EIGHT HOUSES FROM THE WATER! Imagine morning walks along the boardwalk, breathtaking sunrises over Lake Ontario and endless summer days at the beach. This isn't just a home. It's a lifestyle! Meticulously renovated from the studs up, this stunning residence delivers the perfect balance of timeless elegance and modern sophistication. And the attention to detail is exceptional! Soaring 10-foot ceilings on both the main and second floors, beautifully proportioned principal rooms, engineered hardwood floors, custom millwork, an elegant oak staircase with glass railings and skylights that flood the home with natural light. At the heart of the home, a gorgeous chef-inspired kitchen showcases a centre island, integrated KitchenAid and Fisher & Paykel appliances, a five-burner gas stove and heated floors. Every detail has been thoughtfully considered. Upstairs, discover a spacious primary retreat complete with a beautifully appointed four-piece ensuite, along with the convenience of second-floor laundry. AND THERE'S MORE! A fully legal basement apartment with its own entrance, kitchen, laundry and independent heating and cooling offers exceptional flexibility and income potential. Add two-car laneway parking, extensive mechanical upgrades and new energy-efficient windows, and this home truly checks all the boxes! BUT THE REAL SHOWSTOPPER? THE LOCATION! Just steps from the sand, the lake and the iconic Beach boardwalk. Few homes offer the opportunity to live this close to the waterfront while enjoying the comfort and sophistication of a beautifully renovated residence. An exceptional home. An extraordinary location. A lifestyle that's hard to beat!

38 Kippendavie Avenue, Toronto

69 Sullivan Street, Toronto
$1,995,000
4 Beds ⋅ 3 Baths ⋅ C14140992 MLS
This impeccably renovated 3-storey Victorian blends timeless architecture with elevated modern design. A classic entry foyer opens to elegant living and dining rooms anchored by 2 fireplaces, soaring ceilings, herringbone hardwood floors, custom media cabinetry and expansive windows that flood the space with natural light. The Scavolini kitchen features Calacatta marble counters, a professional-grade gas range, premium appliances and oversized pantry. Open-concept family and breakfast areas offer flexible living beneath 2 skylights, with double sliding doors opening to a tranquil city garden with Ipe/teak deck and garage access. The 2nd floor offers 2 spacious bedrooms, an open study adaptable as a 4th bedroom, renovated marble bath with heated floors and soaker tub, and a serene treetop deck with CN Tower views. The 3rd-floor primary retreat includes a 5-piece ensuite, Italian Poliform walk-in closet and dressing area, custom full-height privacy door, built-in cabinetry and Juliette balcony. The finished lower level adds a media room with window seat, additional bedroom, office or fitness space, 3-piece bath, laundry and abundant storage. Six integrated flat-screen TVs with Sonos are included. Live in luxury or lease strategically-having generated over $550,000 in rental income over the past 6 years. Beautifully situated in the Grange Park neighbourhood, steps to Queen West, Kensington Market, AGO, TTC, and the Financial and Entertainment Districts. An exceptional offering for buyers valuing architectural distinction, cultural vibrancy and understated privacy.

69 Sullivan Street, Toronto

12 Blong Avenue, Toronto
$1,089,000
3 Beds ⋅ 2 Baths ⋅ E14139814 MLS
Some streets just have that special feeling, and Blong Avenue is one of them! Tucked away on one of Leslieville's most charming, tree-lined cul-de-sacs, 12 Blong Avenue offers a peaceful residential setting just steps from the vibrant heart of Queen Street East. Enjoy some of the city's best bakeries, cafés, restaurants, independent shops and neighbourhood favourites, all practically at your doorstep! This character-filled Victorian row house offers you three genuine bedrooms, beautiful original hardwood floors and a bright, sun-filled main floor where classic architectural charm creates a warm and inviting atmosphere. A fresh functional kitchen with upgraded appliances connects to your rear outdoor space, while a rarely offered main-floor powder room adds everyday convenience. The partially finished basement provides additional flexibility and an opportunity to make the space your own. Step outside to a newly renovated back area w/t a beautifully paved patio & landscaped garden beds. A newly added privacy fence, creates a more secluded outdoor setting; complete with your own secure and gated private parking space! Situated within the sought-after Riverdale Collegiate catchment, this home combines the tranquility of a quiet, established street with the unbeatable convenience of Leslieville living. Location matters and 12 Blong offers a combination of features that are increasingly difficult to find in this neighbourhood.

12 Blong Avenue, Toronto

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