Leaside Homes with 51-99 Approx Age

Leaside Homes with 51-99 Approx Age

Welcome to Leaside, one of Toronto’s most charming and sought-after neighborhoods! Nestled in the heart of East York, Leaside is renowned for its beautiful tree-lined streets, friendly community atmosphere, and a rich tapestry of history that dates back to the early 1900s. With homes primarily built between 51 and 99 years ago, this area boasts a unique blend of classic architecture and modern living, making it a perfect choice for families, professionals, and retirees alike.

As you stroll through Leaside, you’ll be captivated by its picturesque surroundings. The neighborhood features an abundance of parks and green spaces, including the popular Leaside Memorial Community Gardens, where residents gather for recreational activities and community events. The vibrant local shops along Bayview Avenue, along with an array of cafes and restaurants, provide a delightful shopping and dining experience just steps from your front door.

Leaside is also known for its exceptional schools and community resources, making it a top choice for families. The neighborhood is well-connected to the rest of Toronto, with easy access to public transit and major highways, ensuring that you’re never far from the city’s bustling core.

In Leaside, you’ll find a charming mix of homes that reflect the character and history of the area. From classic brick bungalows to spacious family homes, the diverse architectural styles cater to various tastes and lifestyles. Whether you’re looking to settle down or invest, Leaside offers a welcoming community that feels like home. Come explore the beauty and charm of Leaside—your future awaits!

Newest Leaside Homes with 51-99 Approx Age

$1,300,000
3 Beds ⋅ 2 Baths ⋅ C13657928 MLS
Perfectly situated in the heart of North Leaside, this beautifully updated and thoughtfully expanded residence offers exceptional family living in one of Toronto's most sought-after neighbourhoods. Located in the coveted Northlea Elementary and Middle School, and Leaside High School catchments, it blends comfort, functionality and timeless appeal. A welcoming foyer with a closet and bench introduces a bright interior with hardwood floors and generous principal rooms. Overlooking the front gardens, the inviting living room offers ample space for relaxing and can easily accommodate a dining area. At the heart of the home, the renovated kitchen features custom cabinetry, stainless steel appliances, a large eat-in centre island and a wall of built-ins providing excellent pantry storage. The substantial rear addition showcases a sun-filled dining room with western exposure, a skylight and walkout to the private garden, creating effortless indoor-outdoor flow. This versatile space could also serve as a beautiful family room. Upstairs, the primary bedroom includes a built-in dresser and closet area. A second well-proportioned bedroom and renovated four-piece bathroom complete the level. The finished lower level adds valuable living space with a comfortable recreation room featuring broadloom, pot lights and built-in shelving. A spacious bedroom with a wall of closets offers flexibility as a private primary suite, guest room or child's bedroom, with access to an updated four-piece bathroom. Laundry and utility storage complete the lower level. Outside, tranquil rear gardens provide a private setting for dining, entertaining and relaxation. Moments from Serena Gundy Park, the Don Valley ravine trails, TTC and the Eglinton Crosstown LRT, the home also enjoys easy access to excellent schools and the shops, cafés, restaurants and amenities of Bayview and Eglinton. A rare opportunity to own an impeccably maintained family home in an exceptional community.

366 Laird Drive, Toronto
$1,699,000
3 Beds ⋅ 2 Baths ⋅ C13542116 MLS
Charming detached home in sought-after North Leaside on an oversized lot with a private drive and attached garage! Filled with natural light, this move-in ready home blends timeless character with thoughtful updates throughout. The welcoming living room features a beautiful bay window and vintage glass door, while the elegant dining room offers classic wainscoting, built-in cabinetry, and a large window overlooking the expansive backyard. The updated galley kitchen includes stainless steel appliances, including a dishwasher, and a walk-out to an oversized deck overlooking the fully fenced backyard-perfect for summer BBQs, entertaining, kids, and pets. Upstairs, the spacious primary bedroom features a large window and an oversized closet, while two additional bedrooms each offer generous space, closets, and windows. The refreshed 4-piece bathroom includes a new vanity and toilet, and the basement 2-piece bath also features an updated vanity. The bright lower-level rec room with an above-grade window and double closet can easily serve as a fourth bedroom with the addition of a sofa bed. Separate side access makes the lower level ideal for extended family or guests. A separate workshop provides excellent potential for a home office or additional bedroom. Major updates include a new roof (2020), new furnace (2025), new broadloom (2025), and fresh paint (2025). A ductless A/C unit can easily be added at the top of the stairs for summer comfort. Located in the highly regarded Northlea Elementary & Middle School (with French Immersion) and Leaside High School catchments. Just a 7-minute walk to the Bayview/Eglinton LRT station and close to Bayview's popular shops, restaurants, and amenities. Bonus: report available confirming potential to build a garden suite. A rare opportunity to own a beautifully updated family home in one of Toronto's most desirable neighbourhoods!

432 Broadway Avenue, 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
$500,000
2 Beds ⋅ 1 Baths ⋅ C13435208 MLS ⋅ Governors Manor BLDG.
Welcome to Governors Manor, one of the area's most sought-after condominium communities. This beautifully updated approximately 1,000 sq. ft. suite offers an exceptional blend of comfort, style, and natural surroundings. Featuring a newly renovated kitchen and bathroom, modern laminate flooring throughout, and pot lights that create a bright and inviting atmosphere, this home is truly move-in ready. The spacious layout includes two large bedrooms and generous living space designed for everyday living and entertaining. Although situated on the lower level, the suite boasts large above-grade windows that fill the home with natural light. Enjoy the serenity of the meticulously maintained gardens and the unique setting backing onto a conservation area. Step outside to access scenic walking trails that connect directly to Evergreen Brick Works, offering an unparalleled lifestyle surrounded by nature while remaining close to urban amenities. A rare opportunity to own a beautifully renovated home in a prestigious, well-managed community.

93B Douglas Crescent Unit B, Toronto
$1,449,900
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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