Toronto Homes with 51-99 Approx Age

Toronto Homes with 51-99 Approx Age

Welcome to Toronto, Canada’s vibrant metropolis that beautifully blends the charm of its rich history with the dynamic pulse of modern urban life. As the largest city in Canada, Toronto is a cultural mosaic, offering an eclectic mix of neighborhoods, culinary delights, and diverse communities. With its iconic skyline, featuring the renowned CN Tower, and an abundance of green spaces, Toronto is a city that truly has something for everyone.

In the heart of this bustling city, you’ll find homes with an approximate age of 51-99 years, showcasing the architectural elegance and historical significance that define Toronto’s residential landscape. These charming properties often feature intricate designs, spacious layouts, and unique character, offering a glimpse into the city’s storied past. Many of these homes are nestled in established neighborhoods, where tree-lined streets and a strong sense of community create a welcoming atmosphere.

Living in a home built between 1924 and 1972 means you’ll enjoy not only the timeless appeal of classic architecture but also the opportunity to be part of a rich narrative that has shaped Toronto into the thriving city it is today. Many of these residences have been lovingly updated to include modern amenities while retaining their original charm, making them perfect for families, young professionals, and anyone seeking a unique living experience.

Whether you’re drawn to the bustling cultural scene, the diverse culinary offerings, or the warmth of its neighborhoods, Toronto invites you to explore its homes and discover the perfect place to call your own. Embrace the magic of this incredible city, where history and modernity coexist harmoniously!

Newest Toronto Homes with 51-99 Approx Age

40 Homewood Avenue Unit 316, Toronto
$519,000
2 Beds ⋅ 1 Baths ⋅ C14135684 MLS ⋅ 40 Homewood Avenue Condos BLDG.
Welcome to Unit 316 at 40 Homewood Ave a bright, well-kept corner 2-bedroom suite offering a rare sense of calm in the heart of downtown Toronto. Floor-to-ceiling windows in every room frame mature trees and bring in beautiful natural light, while updated closet doors and a well-maintained kitchen make this home move-in ready.This exceptionally well-managed building offers a welcoming community and an impressive collection of amenities, including a heated indoor pool, sauna, gym, updated party room and outdoor BBQ area. Maintenance fees include high-speed internet, cable TV and all utilities an added convenience and value. Ideally located minutes from Cabbagetown, Yonge & Bloor, Wellesley and College subway stations, Loblaws, LCBO, TMU and U of T. A little calm in the middle of everything and a move-in-ready opportunity in the heart of Toronto.

40 Homewood Avenue Unit 316, Toronto
226 Chaplin Crescent, Toronto
$1,539,000
3 Beds ⋅ 2 Baths ⋅ C13885158 MLS
A classically proportioned and adored bungalow nestled in the heart of the desirable midtown Chaplin estates neighbourhood. A beautifully sculpted and landscape lit frontage offers ample private driveway parking, built-in garage and accessory storage room. A commanding stone clad facade welcomes you to this traditional home. The gracious foyer opens to a bright south facing living room. Perfectly positioned, the oversized bay window overlooks Larratt Parkette offering access to the Beltline nature trail. The impressive fireplace has been upgraded to natural gas for convenience. A separate windowed formal dining room is perfect for entertaining. The functional kitchen has ample space, Abundant storage & light. The two main floor bedrooms are nestled at the rear. Designed to bring the outside in, Both bedrooms feature greenhouse style windows overlooking the fenced and landscape garden. An updated 4pc bathroom completes this level. The finished lower level with additional side entrance features a family recreation room, an additional bedroom 4pc bathroom, Laundry and utility room with ample additional storage. Interior access to the built in garage. Modern conveniences include forced air, gas heating, central A/C, upgraded European style tilt/turn windows. Professionally landscaped and lit front and rear driveway, patio and gardens with sprinkler system. A perfect couples/intimate family home or ideal condo alternative for those seeking independent living. Within walking distance to shops and both subways on Yonge (line 1) Eglinton (LRT lines) or bus stop on block. Visit: https://chaplinbungalow.com/

226 Chaplin Crescent, Toronto
6 Macduff Crescent, Toronto
$879,000
3 Beds ⋅ 2 Baths ⋅ E14134360 MLS
Nestled in the highly sought-after Cliffcrest neighbourhood, this charming detached bungalow offers the perfect blend of comfort, functionality, and opportunity. Featuring 3 spacious bedrooms and 2 bathrooms, this well-maintained and cared-for home is ideal for families, downsizers, or investors alike. The bright main floor offers generous principal rooms and an inviting layout, while the finished basement adds exceptional living space with a large family room, recreational area, above-grade windows, and an expansive combined laundry, workshop, and utility room. A separate side entrance provides excellent potential for a future in-law suite or basement apartment setup. Step outside to a large private backyard complete with a spacious deck, perfect for entertaining family and friends all summer long. Located in the heart of Cliffcrest, this home is surrounded by incredible amenities including shopping, restaurants, parks, and scenic nature trails along the nearby Scarborough Bluffs and waterfront. Enjoy convenient access to public transit, GO Transit, excellent local schools, community centres, and nearby healthcare facilities including Scarborough Health Network - Birchmount Hospital and Scarborough Health Network - General Hospital. A wonderful opportunity to own in one of Scarborough's most desirable established communities.

6 Macduff Crescent, Toronto
18 Roseglor Crescent, Toronto
$1,069,500
6 Beds ⋅ 2 Baths ⋅ E14134140 MLS
Well-maintained 3+3-bedroom, 2-bathroom detached bungalow located in a high-demand Bendale community. This home offers a functional layout with bright living spaces and a W/O basement with a separate entrance and washer and dryer adding extra living space with three bedrooms and a bathroom, providing more flexibility. The tenants are living in the basement. The landlord leave the property as a clean on closing. Situated close to schools, parks, shopping, and public transit, and only a short drive to Scarborough Health Network (General Hospital), Scarborough Town Centre, and the Scarborough Centre Bus Terminal/Go Station, minutes to Highway 401. Perfect for families and commuters alike, and a great opportunity to own in a desirable and family friendly neighbourhood with strong Long-Term Value.

18 Roseglor Crescent, Toronto
122 Brentcliffe Road, Toronto
$2,299,000
5 Beds ⋅ 4 Baths ⋅ C14133866 MLS
Welcome to 122 Brentcliffe Road, a bright and inviting family home in the highly sought-after community of Leaside. Warm, welcoming and thoughtfully laid out, this home offers beautiful hardwood floors, generous principal rooms and a functional floor plan designed to grow with you. The sun-filled living room is anchored by a charming wood-burning fireplace, while the kitchen walks out to a spacious deck and lush, exceptionally private backyard, creating an effortless setting for everyday family life and entertaining. Upstairs, three comfortable bedrooms are joined by an open den/office with the potential flexibility to become a fourth bedroom as your family grows. The spacious primary retreat features double-door entry, a beautifully updated ensuite and a generous closet with excellent potential to customize into a walk-in. The lower level adds another layer of versatility, with a separate entrance, kitchen, bedroom, bathroom, living room with a second wood-burning fireplace, separate laundry and brand-new flooring, ideal for extended family, guests or potential rental income. All of this in an exceptional northeast Leaside location, moments from Sunnybrook Park and the Don Valley's extensive trails and green space, and close to transit, shopping, everyday amenities and highly regarded local schools including Leaside High School. A wonderfully comfortable home today, with the flexibility to evolve for years to come.

122 Brentcliffe Road, Toronto
5 Donnybrook Lane, Toronto
$1,999,999
5 Beds ⋅ 4 Baths ⋅ W14133642 MLS
Beautifully renovated from top to bottom in 2020 with permits, this exceptional detached home offers the perfect blend of luxury, functionality, and investment potential. Featuring two self-contained living spaces, the property is ideal for multigenerational families, those seeking additional rental income, or savvy investors looking for a turnkey opportunity. The main residence offers an impressive 4-bedroom layout with 2 full bathrooms and a convenient powder room. Designed with both style and everyday living in mind, the home showcases a stunning chef-inspired kitchen featuring premium Sub-Zero and Wolf appliances, custom cabinetry, a wine fridge, and elegant finishes throughout. Large windows, all replaced during the renovation, flood the home with natural light, while pot lights throughout create a bright and welcoming atmosphere. Thoughtfully designed with timeless finishes and a neutral palette, this home provides a beautiful blank canvas ready for your personal touch. The lower level features a fully self-contained legal 1-bedroom apartment with its own kitchen, bathroom, and private living space, offering excellent flexibility for extended family, guests, or rental income. Every detail has been carefully considered, creating a move-in-ready property that seamlessly combines modern luxury with practical living. Whether you're looking for space to accommodate a growing family or a home that helps offset ownership costs, this property delivers exceptional value. Ideally located near Highway 427 and Islington Subway Station, commuting throughout the GTA is effortless. Enjoy easy access to the shops, restaurants, cafés, and everyday conveniences of Bloor Street, all while living in a peaceful residential neighbourhood that offers the benefits of city living without the congestion. This is a rare opportunity to own a beautifully renovated, income-generating home in a highly connected and sought-after location. ** Listing Contains Virtually Staged Photos*

5 Donnybrook Lane, Toronto
130 Douglas Avenue, Toronto
$1,749,000
3 Beds ⋅ 2 Baths ⋅ C14133186 MLS
FEATURED ON HGTV! DESIGNED AND RENOVATED BY THE FAMOUS PROPERTY BROTHERS! A rare opportunity to own a stylish, turnkey semi-detached home in one of Toronto's most sought-after neighbourhoods! Beautifully designed and renovated by the renowned Property Brothers, this exceptional family home blends modern luxury, timeless style, and everyday comfort. Nestled on a quiet, family-friendly street just steps from the vibrant energy of Yonge Street and Avenue Road, this home offers the perfect balance of peaceful living and urban convenience. The inviting, open-concept interior features beautiful hardwood floors, sun-filled windows, a cozy gas fireplace, and a modern kitchen with newer upgraded appliances. Offering 3 bedrooms, a 4-piece bathroom, and a finished basement with an additional 2-piece bathroom. This home provides exceptional space for comfortable family living and entertaining. Enjoy all the impressive upgrades, including a Nest thermostat, video doorbell, LED pot lights, newer roof, and newer fence. The beautifully landscaped front and backyards offer inviting outdoor spaces to relax and entertain, two storage sheds, and convenient rear parking under a private carport. Located in an excellent school district, this outstanding property is just moments from top schools, Yonge Street, Avenue Road, and Lawrence subway station. It's a must see!!

130 Douglas Avenue, Toronto
31 Davies Crescent, Toronto
$1,249,000
4 Beds ⋅ 2 Baths ⋅ E14133024 MLS
Welcome to 31 Davies Crescent, a beautifully renovated detached bungalow tucked away on a quiet, sought-after dead-end crescent surrounded by multi-million-dollar homes. The bright, open-concept main floor features a stunning new kitchen with new appliances, updated flooring, a renovated bathroom, solid interior doors and new closets. A new roof and A/C units offer added peace of mind. The finished lower level features a self-contained one-bedroom suite with a separate entrance, full kitchen and bathroom, ideal for extended family or rental income. Step outside to a private backyard, newly landscaped for entertaining and outdoor living. Extensive 2026 upgrades include a new concrete driveway with two-car tandem parking, walkways, front porch, steps and railings. Minutes to the DVP, subway, TTC, parks, schools and the Danforth, with easy access to the Don River trails. A rare opportunity for move-in-ready living with income potential in one of East York's hidden pockets.

31 Davies Crescent, Toronto
119 Milton Street, Toronto
$1,299,999
3 Beds ⋅ 3 Baths ⋅ W14132426 MLS
Welcome to 119 Milton Ave - a spacious detached home offering the space, privacy, and long-termvalue families are searching for in Etobicoke's competitive market. Full ownership of the lot, no shared walls, and room to grow make this a standout opportunity.Inside, four generously sized bedrooms provide flexibility for a growing family, home office,or guest space, while three full washrooms keep busy mornings running smoothly. The layout offers a natural flow between living, dining, and kitchen areas - ideal for everyday living andentertaining alike. A standout feature: an upgraded water softener system, delivering better water quality throughout the home and added peace of mind for buyers who value move-in-ready upgrades. ($3000 upgrade) Situated in a well-connected Etobicoke pocket, this home puts you close to major highways,transit, schools, and everyday amenities - the kind of location that continues to hold and build value. Detached. Four bedrooms. Three bathrooms. Upgraded water softener. This is the complete package buyers are looking for - book your private showing today. Pictures are ai enhanced with staging.

119 Milton Street, Toronto
10 Parkway Forest Drive Unit 1202, Toronto
$480,000
3 Beds ⋅ 2 Baths ⋅ C14132362 MLS
spacious 3-bedroom condo located in the heart of North York. this Condo is just steps away from convenient transit options, top-rated schools, and a variety of shops and amenities. Enjoy a lifestyle of leisure with access to a fully equipped EXERCISE room, sauna . Inclusive cable and internet services. Most Sought After North-Facing Corner Unit(Bdrms Face West) Ample Space& Light.Walk To Fairview Mall.Easy Access To Sheppard Subway,404,401,Ttc.Excellent Space For 1st Time Buyer With Family At Affordable Price.Easy To Show.Outdoor Pool&Tennis Courts.Balcony 5.89 X 1.65.

10 Parkway Forest Drive Unit 1202, Toronto
19 Addison Crescent, Toronto
$2,198,000
3 Beds ⋅ 1 Baths ⋅ C14132356 MLS
All architectural plans, drawings, and required building permits are in place, allowing you to break ground as early as the next day! An incredible opportunity to build a stunning 3-storey, four-unit residential building (Fourplex) featuring approximately 7,351 sq. ft. of above-grade living space plus 2,286 sq. ft. of below grade space. Over 8,000 sq ft land area. Situated on a highly sought-after, quiet crescent in the heart of prestigious Don Mills, this property offers an outstanding combination of location, convenience, and development potential. Surrounded by beautiful parks, scenic walking paths, nature trails, and the renowned Edward Gardens, residents can enjoy an exceptional outdoor lifestyle. Just steps to baseball diamonds, tennis courts, basketball courts, swimming facilities, and recreational amenities.

19 Addison Crescent, Toronto
15 Tofino Crescent, Toronto
$1,999,900
6 Beds ⋅ 4 Baths ⋅ C14130716 MLS
The most prestigious and family-oriented neighbourhoods, this exceptional home is within walking distance to the highly sought-after Denlow Public School, with priority access to the Gifted Program, and is also zoned for top-ranked Windfields Middle School and York Mills Collegiate Institute.Situated on an impressive extra-wide lot in a quiet, tree-lined street, the professionally landscaped front and backyard showcase mature Japanese Maples and a rich variety of premium plantings, creating a private, tranquil oasis. The south-facing backyard is bathed in natural sunlight and features a beautiful kidney-shaped in-ground swimming pool, offering the perfect setting for family enjoyment and elegant outdoor entertaining.Designed for comfortable family living, the spacious semi-open concept kitchen flows seamlessly into the breakfast area with direct walk-out to the backyard, while the inviting family room also offers walk-out access to the outdoor retreat. The thoughtfully designed second floor features well-proportioned bedrooms, abundant natural light from a large skylight, and a grand staircase that enhances the home's elegant character.The functional floor plan offers exceptional living space throughout. A side-positioned garage creates outstanding future expansion potential, including the possibility of constructing a luxurious oversized primary suite above the garage (buyer to verify). The expansive basement provides endless opportunities for recreation, a home theatre, gym, additional living quarters, or future customization to suit your lifestyle.

15 Tofino Crescent, Toronto
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