Leaside Homes for Sale

Leaside Homes for Sale

Welcome to Leaside, one of Toronto’s most sought-after neighborhoods, where charm meets convenience in perfect harmony. 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 dating back to the early 1900s, and its beautifully maintained homes reflect this heritage, with a delightful mix of classic architecture and modern designs. From stunning detached houses with spacious yards to elegant townhomes, there’s a perfect abode for every lifestyle. Homes for sale in Leaside often feature generous living spaces, contemporary finishes, and proximity to some of the city’s best schools, making it an ideal choice for families looking to settle down.

The neighborhood is also a haven for outdoor enthusiasts, with several parks and recreational facilities, including the popular Leaside Memorial Community Gardens and the scenic Sunnybrook Park. Enjoy leisurely strolls or family picnics amidst lush green spaces, or take advantage of the numerous sports fields and playgrounds.

Leaside is not just about beautiful homes; it’s a community where neighbors become friends. The local shops, cafes, and restaurants along Bayview Avenue create a vibrant atmosphere that encourages social interaction and a sense of belonging. With easy access to public transit and major highways, commuting to downtown Toronto or exploring the greater area is a breeze.

Discover the charm of Leaside and find your dream home in this thriving community, where every day feels like a breath of fresh air. Your perfect home awaits!

Newest Leaside Homes for Sale

$1,525,000
4 Beds ⋅ 2 Baths ⋅ C13603582 MLS
Terrific opportunity to own a well-priced, detached home in prestigious Leaside. 3+1 bedrooms, 2 full baths. Generous-sized living & dining rooms. Beautifully renovated kitchen. Main floor family room addition with walkout to large deck, spacious backyard with interlocking patio and mature trees. 2nd floor bath features an extra-large, glass enclosed shower, modern designer-look vessel sink. Spacious finished basement offers more living space. Features wainscoting, French doors, built-in shelves. 4th bedroom. Updated 4-pc bath with vessel sink. Walk up from basement to backyard. Wide, interlocking private driveway. Property backs onto highly ranked Leaside High School and Howard Talbot Park. Short walk to new Leaside-Eglinton LRT station at Bayview, 5-minute ride to Yonge St. This high demand neighbourhood offers great shops, cafes, schools in a well-established central Toronto location.

663 Eglinton Avenue E, Toronto
$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
$1,728,000
5 Beds ⋅ 2 Baths ⋅ C13596160 MLS
* Rarely Offered* Beautifully Updated 3+2 Bedroom Detached Home Nestled On A Fabulous Family Friendly Street W/Local Traffic Only* Enjoy A Serene & Peaceful Setting On A 38x100 Ft Lot, Offering The Opportunity To Move In, Renovate, Or Build Your Dream Home* Freshly Painted T/O W/Brand New Laminated Flooring In The Family Rm/Bsmt Bedrms* Detached Garage, Private, Lovely Fenced Backyard W/Beautiful Garden and Plenty of Privacy* Home Shows A+++

128 Leacrest Road, Toronto
$1,410,000
4 Beds ⋅ 4 Baths ⋅ C13596006 MLS
Exceptional Opportunity To Own A Detached 2-Storey Home In A Highly Desirable Toronto Neighbourhood! Situated On A Generous Lot With An Impressive Backyard, This Property Offers outstanding Potential For Families, Renovators, And Investors Alike. The Functional Layout features Spacious Principal Room, A Basement With A Separate Side Entrance And. So Much More. The Expansive Backyard Includes A Deck, Stone Patio, Mature Landscaping, And Plenty Of Space for Outdoor Entertaining Or Family Enjoyment. Conveniently Located Close To Top-Rated Schools, Parks, Shopping, Restaurants, Public Transit, Major Highways, And Everyday Amenities. Surrounded By A Family Friendly Neighbourhood. This Is An Excellent Opportunity To Renovate, Customize, Or Simply Enjoy A Solid Home In A Prime Location.

64 Parklea Drive, Toronto
$2,199,000
4 Beds ⋅ 5 Baths ⋅ C13592180 MLS
Welcome to 96 Southvale Dr a stunning, 8-year-new detached home in the heart of highly sought-after South Leaside. This custom executive residence offers over 3,200 sq ft of thoughtfully designed living space, blending timeless sophistication with exceptional family functionality. Sun-filled and south-facing, the home is enhanced by oversized windows and skylights, creating a bright, airy atmosphere throughout. The open-concept main floor features elegant living and dining spaces, a chef-inspired kitchen with premium appliances and centre island, and a spacious family room with walk-out to the backyard-perfect for everyday living and entertaining. Upstairs, retreat to a luxurious primary suite with a spa-like 5-piece ensuite, heated floors, and a designer walk-in closet. Generously sized secondary bedrooms each offer designated bathroom access, ideal for growing families. The finished lower level adds incredible versatility with a large recreation room, additional bedroom, and walk-up access. Located in one of Toronto's top-ranked school districts, with unbeatable proximity to downtown and just minutes to the newly opened Eglinton LRT, this is a rare opportunity to own a turnkey home in one of the city's most desirable neighbourhoods.

96 Southvale Drive, Toronto
$3,499,999
4 Beds ⋅ 4 Baths ⋅ C13580904 MLS
Welcome to 10 Noel Ave, a stunning detached home in the highly coveted Bennington Heights neighbourhood. A 50ft x 100ft lot nestled on a peaceful, tree-lined street, this beautifully maintained residence blends classic charm with modern updates. Inside, you'll find spacious principal rooms, hardwood floors, and a kitchen with stainless steel appliances, perfect for family living and entertaining. Step outside to a private backyard oasis featuring a gorgeous in-ground pool, ideal for summer lounging and hosting. Located in one of Toronto's most exclusive communities, surrounded by ravine trails, top-rated schools, and just minutes to Bayview, Leaside, Evergreen Brick Works, and the DVP. 10 Noel Ave is a true hidden gem offering elegance, comfort, and a lifestyle second to none.

10 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
$3,950,000
4 Beds ⋅ 5 Baths ⋅ C13239628 MLS
Welcome to 586 Broadway Ave. an exceptional custom-built residence situated in the heart of Leaside, designed by a boutique architectural and interior design firm - Terentii Studio. This expertly crafted build features modern contemporary aesthetics, crafted with the finest premium material such as wide oak plank flooring, herring bone floor, premium porcelain tiles with gold inlays and custom cabinetry and millwork throughout. The basement features a large walkout at almost ground level, allowing ample natural light to flood in. Main floor boasts an open concept layout with exceptional amount of space and storage. Second floor offers spacious rooms, each with it's own custom design ensuites. Equipped with 2 furnaces, 2 ACs, radiant heated basement, radiant heated kitchen/family and master bathroom electrically heated, offering exceptional temperature control with year-round comfort throughout the house. No expenses have been spared, I invite you to come view and experience this pinnacle of elegance and comfort for yourself, 586 Broadway Ave.

586 Broadway Avenue E, 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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