Leaside Homes with 51-99 Approx Age

Leaside Homes with 51-99 Approx Age

Welcome to Leaside, one of Toronto's most cherished neighborhoods, where charm meets modern living. Nestled in the heart of the city, Leaside is renowned for its vibrant community spirit, tree-lined streets, and a rich history that dates back over a century. With homes primarily built between 1950 and 1999, this area offers a unique blend of classic architecture and contemporary updates, making it a desirable destination for families and professionals alike.

Leaside is characterized by its spacious properties and well-maintained gardens, providing ample outdoor space for children to play and for neighbors to connect. The neighborhood boasts a variety of architectural styles, from cozy bungalows to elegant two-storey homes, each brimming with character and warmth. Many of these residences have been lovingly updated, offering modern amenities while retaining their historical charm.

Living in Leaside means embracing a lifestyle filled with convenience and community. Residents enjoy easy access to top-rated schools, lush parks, and a plethora of local shops and dining options. The bustling Bayview Avenue is just a stone’s throw away, featuring trendy boutiques, cafes, and gourmet grocery stores. For those who commute, Leaside’s well-connected public transit options make getting around the city a breeze.

Moreover, the neighborhood’s commitment to community engagement is evident through various local events and initiatives, fostering a sense of belonging among residents. Whether you’re exploring the scenic walking trails or participating in neighborhood gatherings, Leaside is a place where you can truly feel at home. Discover the charm of Leaside and experience the perfect blend of suburban tranquility and urban convenience.

Newest Leaside Homes with 51-99 Approx Age

$1,995,000
3 Beds ⋅ 2 Baths ⋅ C13796982 MLS
Welcome to 178 Hanna Road, a charming and fully updated 3-bedroom, 2-bathroom detached home in highly sought-after South Leaside, where classic Leaside character, modern comfort, and an incredible private backyard come together to create the perfect setting for family life. From the moment you arrive, the home feels warm and inviting, with bright, beautifully updated interiors and comfortable living spaces designed for everything from quiet evenings at home to gathering with family and friends. Three well-proportioned bedrooms provide plenty of space for a growing family, while the thoughtful updates throughout make this a truly move-in-ready home. Step outside and the experience continues into an incredibly private, professionally landscaped backyard that feels like a hidden urban retreat in the heart of Toronto. Two large decks create multiple spaces for outdoor dining, entertaining, and relaxing, while low-maintenance turf, a full irrigation system, and landscape lighting on a timer make the grounds as effortless to enjoy as they are beautiful, day or night. A professional dog run and dedicated storage she dare discreetly positioned at the rear of the backyard, adding functionality while preserving the beauty and privacy of the outdoor space. And then there is the location. Living at 178Hanna Road means enjoying the quintessential South Leaside lifestyle, where tree-lined streets, top-ranking schools, neighbourhood parks, recreation, and a strong sense of community are all part of everyday life. Just a short stroll away, Bayview Avenue brings some of Toronto's most popular shops, cafes, bakeries, restaurants, and everyday conveniences right to your doorstep, while nearby transit provides easy access throughout the city. It is this combination that makes homes for sale in South Leaside so sought after, and 178 Hanna Road captures it beautifully. This is more than a house in Leaside, it is a place to put down roots, make memories, and call home for years to come.

178 Hanna Road, Toronto
$4,707,000
5 Beds ⋅ 4 Baths ⋅ C13538994 MLS
Some homes are built; the very best are lived in. For over two decades, this exceptional North Leaside property has been the backdrop to a lifetime of cherished memories. Lovingly maintained by the same family since 2005, this spectacular home underwent a masterful, back-to-the-studsrenovation and thoughtful addition in 2023. Balancing warmth and architectural sophistication, the residence sits proudly on an extraordinary, widening double lot (58' expanding to 70'+ at rear, x 140.5' deep) with mature, landscaped gardens offering absolute privacy in a coveted neighbourhood. Setting a tone of curated luxury are modern ACM Wiedehopf panels, elegant rain chains, andfull-height Marvin and Anderson Architect windows. Inside, sunlight floods through beautifully crafted interiors. The main level showcases quartersawn rift-cut white oak flooring with herringbone accents, a formal living room with double terrace doors, and a private office enclosed by 4 bench-built oak and glass sliding doors. The family room centers on a custom oak slat media wall and wood fireplace, while the dining room features a gas fireplace and walks out to a raised cedar deck. A chef's dream, the custom kitchen features Calacatta Oro Anticomarble, a 7' oak apothecary island, a walk-in pantry with coffee bar, and premium Sub-Zero, Bertazzoni, and Fisher & Paykel appliances. A hardworking mudroom with soaring ceilings and heated porcelain floors provides a seamless secondary entry. Upstairs, vaulted ceilings and skylights illuminate four bedrooms, including a laundry closet and a primary retreat with a private balcony, fireplace, sitting area, dressing room, and a spa-inspired Arabescato marble ensuite. The walk-out lower level offers incredible flexibility with a recreation room, guest suite, full bath, gym, and secondary kitchen. More than a residence, 310 Bessborough Drive is where the next family's story begins.

310 Bessborough Drive, Toronto
$1,250,000
4 Beds ⋅ 2 Baths ⋅ C13165326 MLS
Nestled in one of East York's most desirable and evolving neighbourhoods, this charming bungalow at 64 Nesbitt Dr offers an exceptional opportunity for builders, renovators, and end-users alike. Surrounded by newly built custom homes and mature tree-lined streets, this property is perfectly positioned for those looking to build their dream home just minutes from Downtown Toronto or renovate and enjoy the warmth and character of the existing residence. Located directly across from a beautiful park and green space, the home offers a peaceful family-friendly setting with easy access to walking trails, playgrounds, and outdoor recreation. Enjoy the convenience of nearby shopping, restaurants, cafes, schools, and everyday amenities, all within a thriving and rapidly transforming community. Commuters will appreciate the unbeatable proximity to the Don Valley Parkway, TTC transit routes, and quick access to the downtown core, making this location ideal for professionals and families alike. The detached one-car garage is currently configured as a charming artist's studio, offering flexible additional space, and can easily be converted back to a traditional garage if desired. Whether you envision a stunning custom build or restoring this lovely bungalow to its full potential, this is a rare opportunity to invest in one of Toronto's most up-and-coming neighbourhoods.

64 Nesbitt Drive, Toronto
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