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

$4,350,000
3 Beds ⋅ 3 Baths ⋅ C13795014 MLS
Built circa 1908, 63 Lonsdale Road-one of the original Lonsdale Road Cottages-is a rare piece of Toronto's architectural heritage in the heart of Deer Park. This charming one-and-a-half-storey residence showcases distinctive Second Empire elements, including a mansard roof, round dormer windows, and a welcoming gabled-roof porch, complemented by a later west-side addition with an attached tandem two-car garage and direct access to the home. Set on an exceptional 50-by-150-foot lot, the property is surrounded by beautifully manicured mature gardens, offering a private and tranquil urban retreat. Inside, the surprisingly spacious home features large windows on each side of the house, including several bay windows filling the rooms with natural light. The main floor includes an inviting foyer and central hall, generous living room with fireplace and built-in bookcases, den with built-ins, formal dining room, kitchen, powder room, and mudroom with direct access to the flagstone patio and rear garden. Upstairs, the Principal bedroom offers a four-piece ensuite and adjoining dressing room with built-in storage, along with two additional bedrooms-one with its own fireplace-and a second four-piece bathroom. With its remarkable history, exceptional lot, mature gardens, and timeless architectural character, 63 Lonsdale Road is a truly rare offering in one of Toronto's most established neighbourhoods.

63 Lonsdale Road, Toronto
$978,000
2 Beds ⋅ 1 Baths ⋅ C13794898 MLS
Architect-Designed, Meticulously Renovated Home Steps from Trinity Bellwoods. A rare opportunity to own a thoughtfully designed home in one of Toronto's most sought-after west-end neighbourhood. Completely renovated between 2006 and 2011, this distinctive residence combines sophisticated architectural design, exceptional craftsmanship and high-efficiency systems with an outstanding urban location. The open-concept ground floor features 9-foot ceilings, polished concrete floors and natural light. A custom full-width solid white oak-framed lift-and-slide door, crafted by Bauhaus Doors, creates a dramatic viewing window opening directly from the dining area onto the south-facing rear deck-seamlessly connecting the interior with the outdoors. The custom kitchen features Carrera marble and maple countertops, bespoke cabinetry by Phi Design, and high-end Sub-Zero and Bertazzoni appliances. Phi Design's custom millwork including front-entry coat and shoe storage with integrated bench, living-room shelving and Murphy bed, kitchen cabinetry, bathroom vanity and mirror all interior passage doors. The second level features solid white oak flooring, and a custom oak-and-steel handrail. A spacious bathroom offers a cast-iron clawfoot tub, luxurious shower, double vanity and heated limestone floor, while a separate two-piece toilet room adds convenience. Hydronic heating throughout, with radiant floors on the main level and vintage radiators upstairs. A high-efficiency gas boiler and HRV provide efficient heating and ventilation, while the south-facing bedroom is equipped with a single-split air-conditioning system. Double-pane commercial-grade aluminum windows and a heated crawl space beneath the entire ground-floor further enhance the home's performance. Exterior details includes zinc eavestroughs, downspouts and trim. Street parking available. ***OPEN HOUSE SAT/SUN 19TH&20TH SEP. 2-4:00pm***

9 Rebecca Street, Toronto
$999,000
3 Beds ⋅ 2 Baths ⋅ W13794068 MLS
206 Yarmouth Road - A rare affordable detached three-bedroom home nestled in the serene but magnetic pocket of Christie Pits. Inside, the home features spacious living and dining rooms with a comfortable layout, high ceilings and plenty of room to relax. The kitchen is a focal point for gatherings, supplying ample natural light, generous cooking space, and an island perfect for meal prep, quick breakfasts, homework, or simply assembling while dinner is being made. The bedrooms are spacious and bright, offering room to grow and stay in the home for years to come. The basement provides additional space for a rec area, storage or casual use. The backyard is a quiet sanctuary in the city, blending beauty and functionality for summertime BBQs, outdoor dining or enjoying a weekend escape. The location brings a neighbourhood atmosphere while keeping the city close. Christie Pits Park is close by, along with the Bloor-Danforth subway line and TTC connections for commuting across Toronto. Neighbourhood schools include Essex Junior and Senior PS & Bloor CI. For everyday errands, enjoy having local favourites like Fiesta Farms and Contra Café right nearby. With restaurants, bakeries, cafes, independent shops and Geary Avenue close by, Yarmouth Road offers a cozy home and residential community without sacrificing the convenience of Toronto living.

206 Yarmouth Road, Toronto
$749,000
3 Beds ⋅ 2 Baths ⋅ E13793724 MLS
Upgraded & welcoming detached bungalow that retains its original charm, situated on quiet leafy green street steps to vibrant Danforth! Boasting a versatile layout with efficient use of space on both main & lower levels & a private backyard escape. This timeless red brick bungalow gives off great first impressions with a welcoming front porch, mature gardens & trees. Practical front foyer features built-in shelving with hooks & storage. The living room is flooded with light from oversized windows overlooking front yard & features a decorative fireplace & original stained glass windows. Large dining room is finished with hardwood, pot lighting & plate rail. The kitchen boasts stainless steel appliances (Maytag Fridge, Whirlpool gas stove, Samsung B/I microwave & Kitchenaid Dishwasher), granite counters, upgraded cabinetry with undermount lighting & subway tile backsplash. The main floor features 2 bedrooms including the main floor primary overlooking the backyard. Upgraded 4 pc main bath with subway tiling & updated plumbing fixtures including rain shower head. Lower level 3 pc bath has been recently renovated with a glass enclosed shower with textured tile, travertine tile floor & oversized vanity. Convenient rec room with pot lighting, TV mount & electric fireplace. Lower level primary bedroom includes an above grade window & walk-in closet with organizers. Fully fenced backyard features wood deck, BBQ Gas Line, Tojagrid Pergola, stone patio & grass lawn. The location provides the best qualities of living on a quiet family-friendly street while still accessing all the amazing amenities of the Danforth & Toronto at large. Walk to cafes, restaurants, parks, schools & easy access to the rest of the city via easy public transit (subway & GO train). Short drive to access the Don Valley. A perfect home for young families, couples, singles & downsizers. Own a move-in ready detached home with a yard in a fantastic neighbourhood in the city of Toronto! Amazing Value!

12 Newmarket Avenue, Toronto
$1,099,000
3 Beds ⋅ 2 Baths ⋅ C13793696 MLS
Rarely does a detached property offer this much space, light, and possibility in the heart of Seaton Village! Loved by the same family for decades, this exceptional home sits proudly on a deep lot, thoughtfully set back from the street for added privacy and an impressive presence. Inside, two sizable open-concept main-floor living areas lend themselves beautifully to modern lifestyle and entertaining. Discover well-sized and proportioned bedroom sizes, a massive kitchen ready for a remodel, and a basement space already set-up with a 3-piece bathroom and separate entrance, ideal for extended family or potential additional income. The home's generous setback and substantial lot dimensions also present intriguing possibilities for future expansion, whether extending toward the front or rear or exploring additional vertical living space. Nearby laneway builds further suggest the exciting possibility of creating your own custom laneway home. Outside, enjoy a generous backyard and large detached 2-car block garage. Enjoy unmatched neighbourhood convenience. You're perfectly positioned between Vermont Square Park, excellent schools, the subway, and beloved local grocers including Fiesta Farms, Farm Boy and Loblaws. Homes offering this combination of footprint, lot depth, flexibility and Seaton Village location rarely come to market.

912 Manning Avenue, Toronto
$5,295,000
3 Beds ⋅ 3 Baths ⋅ C13792396 MLS
A remarkable opportunity to live in this prime Rosedale location in a space that has been transformed into total perfection. This editorial worthy masterpiece is approx 3,500 sf of bright living space. The grand great room (originally a ballroom) will become the focus of your life with the impressive stone wood-burning fireplace and decorative plaster ceiling. Perfect for entertaining and flows out to the large picturesque terrace. The bright family-sized kitchen is stunning with top-of-the-line appliances and finishes. Relax in the family room with a gas fireplace and custom millwork. Spacious primary suite with walk-in closet and attached dressing room and office, and stunning 5-piece spa-like ensuite. There are multiple walk-outs to a sublime terrace overlooking the trees of Rosedale and the skyline beyond. The lower level has a great multiple purpose room (currently used as a gym) and bedroom with ensuite. The deep history of this Rosedale mansion, which once housed Sir Henry Pellatt (of Casa Loma), can be felt throughout with timeless details and points of interest. Intricate moulding details, arched doorways, stone wood-burning fireplace, and a spectacular grand staircase with a showpiece chandelier. Three car parking: [two surface parking spaces at front of house plus one garage parking]. The location cannot be beat. Walk to Yonge St amenities, Subway, and green spaces. This magnificent, unique, and stylish home is perfect for those looking for modern living in the coveted Rosedale neighbourhood.

78 Crescent Road Unit 2, Toronto
$1,679,000
3 Beds ⋅ 1 Baths ⋅ C13792354 MLS
Classic Cabbagetown character meets thoughtful modern design in this beautifully upgraded three-bedroom home. Wide-plank engineered white oak floors, custom millwork and upgraded lighting create a warm, refined feel throughout the main level. The renovated kitchen features Carrera marble countertops, backsplash, LG appliances, wine fridge, bar and mudroom area. Upstairs, enjoy wainscotting throughout, a rebuilt staircase with white oak treads, custom built-ins and a fully renovated bathroom with terrazzo tile, floating vanity, wall-hung toilet and glass enclosure. The lower level includes new laundry and a cedar dry sauna. Major upgrades include 200-amp electrical service, upgraded water line, furnace with humidifier, restored front brick, new eavestroughs and gutters, and fully rebuilt front and rear outdoor spaces with new decking, turf, fencing, concrete pathways and oversized one-car lane parking. Tucked away on a quiet dead-end street, just steps to Riverdale Farm, parks, shops, restaurants and TTC. Enjoy the charm of Cabbagetown, a close-knit neighbourhood known for its strong sense of community, beautiful streetscapes and exceptional city lifestyle.

497 Sackville Street, Toronto
$999,000
3 Beds ⋅ 2 Baths ⋅ C13791172 MLS
Welcome to 791 Manning Avenue, a classic red-brick row house in the heart of Seaton Village. Tucked along a quiet residential street with minimal through traffic, this home offers character, flexible living space, and an opportunity to make it your own. Hardwood floors run through the main living and dining areas, while the kitchen walks out to a private backyard ideal for entertaining, gardening, and relaxing. Upstairs are 3 bedrooms and a 4-piece bath, while the lower level features additional living space, a second 4-piece bath, laundry, storage, and a convenient rear walkout. A covered laneway garage provides secure parking and extra storage. Steps to Fiesta Farms, parks, coveted schools, cafés, independent shops, and transit, 791 Manning Avenue is a great opportunity to enjoy community, walkability, and urban convenience in one of Toronto's most sought-after neighbourhoods.

791 Manning Avenue, Toronto
$2,898,000
8 Beds ⋅ 4 Baths ⋅ C13791150 MLS
Circa 1880 Victorian Grande Dame on a rarely available 50 ft x 130 ft double lot with heritage features retained and restored, including slate roof, woodburning fireplaces, stained glass windows, pocket doors, ornate millwork, and plaster mouldings. Previously, the multi-generational home of a prominent Toronto family, this property has been owner occupied for the last 40 years with income from rental of the partial 2nd floor, 3rd floor, and separate coach house apartments. Accessed through two ground floor walkouts is an immaculate garden with mature trees, floral borders, raised vegetable beds, seating areas, and a classic stone-coped water feature with antique fountain. The private drive currently has parking for two cars with room for expansion.*****This property is a legal fourplex and is ideally suited to a buyer looking to create a private family compound, mansion flats, or someone who will reside in the main house with income from the 3rd floor and separate 1-1/2 storey brick coach house.*****For a buyer looking to create mansion flats, the main house could be three spacious 2 bedroom plus den apartments plus the 1 bedroom separate coach house. Book a private showing appointment to view the scale and character features of this special property and see how you would bring forth its full potential.

21 Rose Avenue, Toronto
$1,499,000
6 Beds ⋅ 3 Baths ⋅ E13790278 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
$1,599,000
3 Beds ⋅ 3 Baths ⋅ C13787874 MLS
Welcome to this architectural gem in the prime block of this premier street in coveted historic Cabbagetown. This 1880's Victorian beauty on a wide, deep lot features heritage character decorative finishes integrated seamlessly with quality contemporary updates and all with exceptional attention to detail. With 10' ceilings on the main floor, and a kitchen addition, all the principal rooms throughout offer maximum light and space. The significant dining room - an entertainer's delight, overlooks the living room and kitchen. The oversized updated eat-in kitchen with 2 skylights has a walk-out to the professionally landscaped private zen-like perennial garden complete with motorized canopy and convenient carport access. Bedrooms are large! The primary is complete with a walk-in closet and a renovated 4-piece ensuite (2024). Large ensuite could revert back to 3rd bedroom. The main washroom has heated floors and there is a main floor powder room. The lower level has a convenient walk-up to the backyard providing great natural light and ample room for storage, overnight guests, working at home or working out, not to mention, the workbench/hobby room. Recent Baker Street Home Inspection with above average rating, clear termite inspection and laneway report available. See floor plan and feature sheet with a list of recent updates attached. Some of these include: front porch steps replaced (2026), new backyard canopy with remote and induction stove (2022), new fridge, dishwasher, washer and dryer (2020), new furnace and air conditioner (2019).Minutes to charming neighbourhood cafes, eclectic shops and the much loved Riverdale park west complete with walking trails.

112 Amelia Street, Toronto
$3,999,000
4 Beds ⋅ 4 Baths ⋅ C13787722 MLS
Tucked along one of Rosedale's most coveted streets, 43 Whitehall Road is a rare offering: an impeccably finished residence with the pedigree of the neighbourhood and the flexibility today's most discerning buyers are looking for. Beyond the classic façade, over 3,000 square feet of beautifully appointed living unfolds across two finished levels - four bedrooms, four bathrooms, and interiors finished to an exacting standard, where timeless architecture meets a considered, modern sensibility. What truly sets this home apart is what comes next. A fully permitted and roughed-in third floor and basement add an additional 1800 square feet - waiting for the next owner's own touches. It's a rare canvas: the freedom to enjoy the home as it is, a grand single-family residence, or to thoughtfully introduce income potential. The vision is approved; the possibilities are yours. All told, that's over 4,500 square feet of potential on one of Toronto's most distinguished streets - impeccably finished today, and ready to become entirely your own. And the location is second to none. Enjoy a quick stroll to the shops and cafés of Summerhill, and settle into one of the city's most sought-after school catchments - served by top-rated public and private schools including Whitney Junior Public School, Our Lady of Perpetual Help, and Branksome Hall. This is Rosedale living with room to dream - a distinguished address, exquisitely finished, and ready for its next chapter.

43 Whitehall Road, Toronto
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