Leaside Homes for Sale

Leaside Homes for Sale

Welcome to Leaside, one of Toronto's most cherished neighborhoods, where charm meets modern living! Nestled in the heart of Ontario, Leaside is renowned for its picturesque tree-lined streets, vibrant community spirit, and an array of amenities that cater to families, professionals, and retirees alike.

Leaside boasts a rich history, with roots dating back to the early 1900s. This enchanting neighborhood has evolved over the years, blending its historical charm with contemporary conveniences. Residents enjoy access to a variety of local parks, excellent schools, and a bustling commercial district filled with boutique shops, delightful cafes, and gourmet restaurants. Whether you’re strolling through the scenic trails of Leaside Park or enjoying a leisurely afternoon at the local farmers' market, there's always something to do in this dynamic community.

For those considering a move to Leaside, you’ll be pleased to find a diverse selection of homes for sale. From charming bungalows that exude character to modern townhouses and spacious family homes, there’s a perfect fit for every lifestyle. The real estate market here is vibrant, with properties that not only offer comfort but also a sound investment opportunity, thanks to the neighborhood's desirability and strong community ties.

Leaside is more than just a place to live; it’s a lifestyle. With its strong sense of community, excellent schools, and convenient access to downtown Toronto, it’s no wonder that so many choose to call Leaside home. Explore the homes for sale today and discover the perfect place to create lasting memories in this delightful neighborhood!

Newest Leaside Homes for Sale

$1,999,000
6 Beds 3 Baths C13601046 MLS
Nestled on one of Leaside's most coveted streets, this lovingly maintained 2-storey home has been cherished by the same family for approximately 60 years and offers an exceptional opportunity in one of Toronto's most sought-after neighbourhoods. Set on a premium oversized lot, this charming, well-maintained home is ready to enjoy as-is while offering outstanding opportunities to renovate, expand, or create your dream home in a highly sought-after location. The functional layout features spacious principal rooms, a bright and updated kitchen with two ovens, including one built-in, a bar fridge, two sinks, a coffee bar, and an appliance garage, as well as a versatile pantry or home office tucked just off the kitchen. Original character and charm shine throughout, while abundant storage adds everyday practicality. The basement offers two separate entrances - one from the back, and one from the front, a full bathroom, and excellent potential for a future in-law suite or income-generating apartment. Step outside to an incredible private backyard complete with lush gardens, composite decking, a pergola, and fully fenced grounds, while the award-worthy front garden has been recognized by the Leaside Garden Society as a Garden of Distinction and featured as part of its renowned Garden Tour. Situated in the heart of prestigious Leaside, just steps to top-rated schools, beautiful parks, boutique shopping, restaurants, transit, and all the amenities that make this neighbourhood one of Toronto's most desirable places to call home, this is a rare opportunity not to be missed.

327 Bessborough Drive, Toronto

$4,195,000
6 Beds 5 Baths C13599786 MLS
Beautiful Georgian residence on one of Bennington Heights most coveted streets, offering timeless architecture, elegant interiors and an exceptional backyard oasis to relax in all summer! Set behind a handsome brick facade with professionally landscaped gardens, this five-plus-one bedroom home features a centre hall plan with generous principal rooms with solid oak hardwood floors. The formal living room overlooks the front gardens, while the dining room, complete with a marble wood-burning fireplace, custom built-ins and French doors, flows seamlessly into the family room. A beautifully appointed Chef's kitchen offers custom cabinetry, marble backsplash, centre island, panelled Sub-Zero fridge, Wolf gas range, walk-through pantry and bright breakfast area overlooking the private south-facing backyard. The spacious family room features custom built-ins, a gas fireplace and a stunning walkout to the backyard lounge and pool area. The second level is outstanding, offering five generous bedrooms, including a luxurious primary retreat with Juliette balcony, sitting area, walk-in closet and spa-inspired five-piece ensuite with heated floors. Four additional bedrooms include a freshly renovated Jack & Jill bath, another family bath for the other two bedrooms and second-floor laundry. The finished lower level adds outstanding flexibility with two oversized recreation spaces (gym+media), an additional bedroom, three-piece bath, second laundry and abundant storage. Outside, enjoy a spectacular south-facing backyard with a 15 x 30 ft. saltwater pool, multiple entertaining areas, mature trees, expansive lawn, irrigation, landscape lighting and exceptional privacy. Ideally located just moments from Bayview Avenue, Leaside's shops and restaurants, Moore Park Ravine, Evergreen Brick Works, top-ranked public and private schools, and with convenient access to the DVP and downtown, this is an exceptional family home in one of Toronto's most sought-after neighbourhoods.

17 Noel Avenue, Toronto

$7,295,000
5 Beds 7 Baths C13563350 MLS
A stunning, brand new modern home in Bennington Heights, thoughtfully designed with a focus on light, proportion, and practical family living. Set on an impressive 59 ft frontage with a rare circular drive, this home offers a commanding presence from the street. Clean lines and a neutral palette with gorgeous white oak herringbone floors define the aesthetic. This well-executed home offers over 6,200 sq ft of finished living space with impressive design details throughout. A dramatic 21-ft skylit entry introduces the home, anchored by a sculptural open riser staircase. The main floor offers 11 ft ceilings with defined principal rooms through a connected, open flow. Expansive rear windows bring in natural light and create a seamless connection to the backyard. The kitchen is beautifully appointed, centred on a large marble island with integrated appliances and refined finishes, opening to bright breakfast area and pool-sized garden. The adjoining family room features a wood-burning fireplace and oversized windows, creating a warm and comfortable gathering space. Private main floor office and well-designed mudroom with custom cabinetry and side entry add everyday practicality. Street-facing windows are smart windows with automated privacy shading. Upstairs, an open gallery overlooks the level below. All four bedrooms include walk-in closets and private ensuites. The primary suite is set apart with treetop views, a private balcony, a walk-in dressing room, and a spa-inspired ensuite with freestanding tub, glass shower, and dual vanities. A second floor laundry room adds convenience. Lower level offers a walk-up with a separate entrance to a self-contained in-law/nanny suite, along with a large recreation area, home gym, sauna, and glass-enclosed wine room, along with a second laundry room. This is a wonderful and rare opportunity to own a thoughtfully designed home that delivers on scale, quality, and long-term livability.

7 Lumley Avenue, Toronto

$1,168,000
2 Beds 2 Baths C13548318 MLS
This charming two-storey semi-detached home has been super well and lovingly maintained. Asthey raised their family here, they continually invested in the home, ensuring it remained comfortable, efficient, and beautifully cared for.Highlights Include:- New Roof (2021)- Raised Deck & Fencing (2021)- Carrier Furnace (2022)- Renovated Basement & New Flooring (2023)- Fully Interior Painting (2023)- New Upstairs Windows (2024)- New Air Conditioning (2025)- Kitchen Updates (2026)- Partial almost full Interior Repainting (2026)- Shed concrete repairs, roof and siding (2021)Every improvement reflects the pride of ownership that defines this special property.Perfectly situated in one of Toronto's most sought-after neighbourhoods, within the coveted catchment for Northlea Elementary and Middle School and Leaside High School-two of Toronto's most sought-after schools, making this a premier choice for famithis home offers the very best of Leaside living. Enjoy the convenience of being just minutes from the Eglinton Crosstown LRT,Bayview Subway Station, major transit routes, and the Don Valley Parkway, providing seamless access throughout the city.Step outside and discover a vibrant community filled with charming cafés, popular restaurants,boutique shopping, everyday amenities, parks, playgrounds, sports facilities, and recreation programs for all ages. Families will appreciate access to highly regarded schools, community centres, and some of Toronto's finest recreational amenities.Nature and wellness are also close at hand, with Sunnybrook Hospital, beautiful ravine trails,cycling paths, and green spaces just moments away.Whether you're starting a new chapter, growing your family, or simply looking for a neighbourhood that offers an exceptional balance of convenience, community, and lifestyle, this is a rare opportunity to call Leaside home.A cherished home. An outstanding location. A wonderful place to create your next memories. Second Parking Lot Has No License.

132 Glenvale Boulevard, 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

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