Leaside Homes for Sale

Leaside Homes for Sale

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

Leaside boasts a rich history, characterized by its beautiful tree-lined streets and an architectural mix of classic homes and modern builds. Whether you’re searching for a cozy bungalow or an elegant two-storey family home, there’s something for everyone in Leaside. The real estate market here is thriving, with a variety of homes for sale that reflect the neighborhood's unique character and appeal. Many properties feature spacious backyards, perfect for summer barbecues, and are located within walking distance to local parks and schools.

Beyond the beautiful homes, Leaside offers an abundance of local shops, cafes, and restaurants that create a vibrant community atmosphere. Enjoy a leisurely stroll through the Leaside Village Shopping Centre, or indulge in a delightful meal at one of the many local eateries. For families, the area is served by excellent schools, making it a sought-after location for those looking to plant roots.

With easy access to public transportation and major highways, commuting to downtown Toronto is a breeze. Whether you’re a first-time homebuyer or looking to upgrade, Leaside is a neighborhood that truly has it all. Explore the homes for sale in this charming community today and discover why so many are proud to call Leaside home!

Newest Leaside Homes for Sale

127 Glenvale Boulevard, Toronto
$1,888,888
4 Beds ⋅ 4 Baths ⋅ C14028884 MLS
Welcome to a home ( Legal Duplex) where thoughtful design meets elevated living. A beautiful transformed three-bedroom semi that blends luxury, functionality and investment potential. Completely renovated from top to bottom, this home showcases sleek contemporary design, high-end materials and a layout crafted for modern living. The " SEPARATE METERED legal basement suite" is finished to the same high standard, making it perfect for extended family, guests or a strong income stream, or use it as part of their house. With refined styling, efficient use of space, and premium upgrades throughout, this property is the perfect balance between personal comfort and smart real estate investing. Hybrid HVAC furnace + heat pump, foam insulation, including attic, sound proof insulation on wall with adjacent neighbour, concrete in-ground pool w/safety enclosure, wall-to-wall storage in all three second upper floor bedrooms, hidden prep kitchen and pantry. Artificial turf backyard, over 120 sq/ft of attic storage, too many upgrades and features to list. A pleasure to show.

127 Glenvale Boulevard, Toronto
130 Donlea Drive, Toronto
$2,995,000
5 Beds ⋅ 4 Baths ⋅ C14027934 MLS
An incredible forever family home awaits at 130 Donlea Drive! Unpack and move right in to this light-filled, turnkey 4+1 bedroom, 4 bathroom North Leaside stunner. Solid construction with stone front, quality finishes and custom built-ins. Absolutely light-filled and warm with 9ft ceilings, built-in speakers and thoughtful design throughout. All the comforts you would expect, including expansive kitchen & family room, heated floors, second floor laundry, side door to mudroom, built-in garage and more. Located in one of Toronto's most community oriented neighbourhoods. Walk to Eglinton crosstown transit, Northlea and Leaside High schools, and the shops, restaurants and grocery stores nearby. Short commute to CGS, Crescent, Havergal, Branksome, UCC, BSS, Greenwood and more.

130 Donlea Drive, Toronto
27 Berney Crescent, Toronto
$2,149,500
3 Beds ⋅ 4 Baths ⋅ C14024750 MLS
Welcome to 27 Berney Crescent, a charming family home tucked away on a quiet street in Leaside, one of Toronto's most sought-after neighbourhoods. The home offers an exceptional combination of character, space and everyday convenience. Set on a generous and very private lot, the home features three spacious bedrooms, four bathrooms, hardwood floors and traditional millwork. Bright and well-proportioned principal rooms provide comfortable spaces for both everyday living and entertaining, while the lower level adds valuable additional living space with heated floors, a large recreation room, laundry area and walkout to the private, mature backyard and patio. Additional highlights include ample storage and a deep backyard offering plenty of room to enjoy the outdoors. Ideally located close to excellent public and private schools, neighbourhood parks and green spaces, with convenient access to transit and major routes for an easy commute throughout the city. Enjoy being minutes from local shops, cafés, restaurants, grocery stores and everyday amenities on Bayview, all while living on a quiet residential street surrounded by established homes and mature trees. A wonderful opportunity to settle into a welcoming community and make this spacious, character-filled home your own.

27 Berney Crescent, Toronto
136 Glenvale Boulevard, Toronto
$1,499,000
4 Beds ⋅ 2 Baths ⋅ C14021250 MLS
Welcome to North Leaside living at its finest! This exceptional extra-wide semi-detached home has been beautifully renovated and thoughtfully expanded, offering nearly 2,000 sq. ft. of stylish living space, including a spacious rear addition and desirable third bedroom.Enjoy a brand-new kitchen with stainless steel appliances, new hardwood flooring throughout, and all-new windows. The bright, versatile layout is perfect for modern family living and entertaining.Outside, a private and spacious garden creates the perfect setting for summer BBQs and relaxation, complemented by a large storage shed. A rare private driveway with parking for up to 4 cars adds incredible convenience.Ideally located just steps from Northlea Public School with English & French Immersion programs, and minutes to Eglinton TTC, Leaside subway & LRT stations, Serena Gundy Park and Sunnybrook Dog Park.A rare opportunity to own a beautifully updated, move-in-ready home in one of North Leaside's most sought-after neighbourhoods.

136 Glenvale Boulevard, Toronto
35 Bessborough Drive, Toronto
$3,650,000
5 Beds ⋅ 5 Baths ⋅ C14011372 MLS
A rare offering on Bessborough in the heart of Leaside: a beautifully renovated 3-bedroom 3-bathroom home home paired with a brand-new, exceptionally finished 2+1 bedroom 2 bathroom garden residence, creating a remarkable 5+1 bedroom living opportunity at almost 3000 square feet across two distinct homes.The main house has been extensively renovated with a warm, elevated finish throughout. The main floor features hardwood flooring, a wood-burning fireplace, a Cameo kitchen with Statuario marble backsplash and Caesarstone quartz countertops, built-in wine fridge, and a convenient office area just off the kitchen. Upstairs, three bedrooms include a vaulted-ceiling primary retreat with heated ensuite floors, while the finished lower level adds valuable living space with a steam shower, heated floors, gym area. New windows, central air, a cedar deck, updated driveway and landscaped outdoor space complete the home.Far beyond a traditional garden suite, the newly built rear residence has been designed and finished to the standard of a luxury home in its own right. Offering two bedrooms plus a flexible office, nursery or sitting area, it features a custom Irpinia kitchen and millwork, Miele appliances, marble backsplash, Caesarstone quartz countertops and seating for six at the island/peninsula. Radiant in-floor heating runs throughout both levels, while the primary suite includes a walk-in closet, grasscloth feature wall and spa-inspired ensuite with soaker tub and separate water closet. Second-floor laundry, air conditioning and a private interlock walkway complete the space.Ideal for multigenerational living,extended family, guests, passive income or those looking for exceptional flexibility, this is a unique opportunity to enjoy two beautifully finished residences on one of Leaside's most sought-after streets.

35 Bessborough Drive, Toronto
15 Moorehill Drive, Toronto
$3,900,000
6 Beds ⋅ 4 Baths ⋅ C14010858 MLS
An exceptional family residence set on a impressive 76-foot lot in prestigious Bennington Heights, this beautifully appointed home offers 4,772 sq ft of finished living space across three levels, including the built-in double garage. With five plus one bedrooms, four bathrooms, generous principal rooms, and outstanding privacy, it is thoughtfully designed for comfortable family living and effortless entertaining. The main level features gracious living and dining rooms, a custom kitchen, and an inviting family room at the heart of the home. French doors and multiple walkouts extend the interiors to the private backyard and charming side gardens, creating a seamless connection between indoor and outdoor living, while abundant natural light enhances the home throughout. Upstairs the private primary suite features two custom walk-in closets and a marble appointed ensuite. Four additional bedrooms are bright and generously proportioned, providing excellent space for children, family, and guests. The finished lower level offers exceptional versatility with a spacious recreation room and nanny's room, laundry facilities, cedar closet a workshop, and extensive storage, easily accommodating recreation and the practical needs of a growing household. Bennington Heights is cherished for its tranquil, family-oriented streets and strong sense of community. The home is moments from ravine trails, Bennington Park, and the shops, restaurants, cafe, and the amenities of Bayview Avenue. Nearby schools include Bennington Heights Elementary School, Bessborough Drive Elementary and Middle School, and Leaside High School. A distinguished Bennington Heights residence offering exceptional space, privacy and family living.

15 Moorehill Drive, Toronto
16B Kenrae Road, Toronto
$1,980,000
3 Beds ⋅ 4 Baths ⋅ C13861416 MLS
Welcome to 16B Kenrae Road, an exceptional custom-built three-bedroom, four-bathroom semi-detached home in the sought-after South Leaside neighbourhood. Thoughtfully designed with an emphasis on quality, style, and functionality, this impressive residence showcases high-end finishes, soaring ceilings, expansive windows, built-in speakers throughout, and beautifully proportioned open-concept living spaces throughout. The main level is centred around a spectacular chef-style kitchen featuring a built-in island, premium Wolf and Sub-Zero appliances, abundant cabinetry, and exceptional storage. The bright and spacious principal rooms provide the perfect setting for both everyday living and entertaining, with a walkout leading to a beautiful rear deck and tranquil outdoor space. A stylish powder room completes the main floor.Upstairs, the spacious primary retreat offers a serene escape with a luxurious four-piece ensuite, while the generously sized second and third bedrooms share a well-appointed bathroom. The lower level further enhances the home's versatility, offering direct interior access to the one-car garage, a full bathroom, roughed-in kitchen, and a bright walkout to the beautifully landscaped backyard with built in irrigation, creating an ideal space for a recreation room, guest suite, or additional living area.Outside, the property is equally impressive, featuring exceptional landscaping and mature greenery, a private heated driveway and front stairway, elegant porcelain facade, and a beautifully designed backyard oasis. Located in one of Toronto's most desirable family-friendly neighbourhoods, this exceptional home combines sophisticated design with thoughtful functionality in a prime South Leaside setting. A rare opportunity not to be missed.

16B Kenrae Road, Toronto
817 Millwood Road, Toronto
$2,048,000
3 Beds ⋅ 3 Baths ⋅ C13857122 MLS
Beautifully Renovated South Leaside Family Home! Lovingly cared for and thoughtfully renovated, this detached home offers a warm, functional layout in one of Toronto's most sought-after family neighbourhoods. The bright main floor features an elegant living room featuring a wood-burning fireplace and a completely renovated kitchen and dining area, creating an inviting space for everyday living and entertaining. Upstairs, you'll find three comfortable bedrooms and beautifully updated bathrooms. The perfect layout for everyday life. The fully finished lower level adds valuable living space with a spacious recreation room, an additional 3-piece bathroom, laundry, and plenty of storage-perfect for a kids' playroom, family room, or home office. A finished attic provides even more flexible bonus space. Outside, enjoy an incredible private backyard with plenty of room for kids to play, entertain, and relax, plus a large shed for additional storage. Freshly painted, meticulously maintained, and truly move-in ready. Complete with parking and ideally located just steps from excellent schools, parks, shops, restaurants, and TTC. A wonderful opportunity to put down roots in the heart of South Leaside.

817 Millwood Road, Toronto
63 Thursfield Crescent, Toronto
$1,190,000
4 Beds ⋅ 2 Baths ⋅ C13857082 MLS
Welcome to 63 Thursfield Crescent, a charming family home tucked away on a quiet, tree-lined street in the heart of highly sought-after North Leaside. Offering a wonderful blend of warmth, functionality, and flexibility, this inviting residence provides comfortable living spaces designed to grow with you. The main floor offers an easy flow for everyday living and entertaining, while the home's multiple bedrooms and finished lower level provide plenty of room for family, guests, a home office, or recreation space. Outdoors, enjoy a private backyard with a rear deck and space to relax, entertain, and play. A rear garage adds valuable versatility for parking, storage, or additional workspace. Ideally located within the coveted Northlea Public and Leaside Secondary School districts and surrounded by parks, shops, restaurants, transit, and the everyday conveniences that make Leaside such a beloved neighbourhood. A fantastic opportunity to settle into an established community and make this home your own.

63 Thursfield Crescent, Toronto
4 Douglas Crescent, Toronto
$4,999,000
5 Beds ⋅ 5 Baths ⋅ C13854620 MLS
You don't want to miss this one! Welcome to 4 Douglas Crescent, a truly exceptional architectural home on the edge of North Rosedale, offering 4+1 bedrooms, 5 bathrooms, and a remarkable blend of luxury, innovation, and functionality. Featuring hickory wide-plank flooring, heated marble floors, 9 skylights, custom lighting, Control4 automation, smart glass windows, extensive security, and 50+ surround-sound speakers, every detail has been thoughtfully designed. The backyard is pre-wired and pre-plumbed for a BBQ, hot tub, fire and water features, while the impressive garage offers a 6,000-lb. car lift, heated floors, EV charger, car-wash setup, and heated driveway with parking for four. A rare turnkey opportunity in one of Toronto's most exclusive neighborhoods.

4 Douglas Crescent, Toronto
153 Parkhurst Boulevard, Toronto
$1,375,000
4 Beds ⋅ 2 Baths ⋅ C13847594 MLS
Welcome to 153 Parkhurst Boulevard, a wonderful opportunity to own an updated family home in the heart of highly sought after Leaside. This charming three-bedroom, semi-detached home is situated on a large lot and offers the perfect blend of comfort, flexibility and future potential. Featuring bright and inviting principal rooms, hardwood floors, an updated kitchen with granite countertops overlooking the private backyard and a walkout from the dining room to a spacious deck, this home is ideal for everyday family living and entertaining. The finished lower level, with a separate entrance, adds exceptional versatility, offering a living area with kitchenette, a bedroom, and an ensuite bathroom. Whether you're looking for an in-law suite, nanny quarters or potential short-term rental opportunities, this space provides many possibilities. Outside, enjoy a private deck and fenced backyard, perfect for summer gatherings, children at play, or simply relaxing outdoors. A single garage and separate driveway provide convenient parking and additional storage. Move in and enjoy as-is, renovate to suit your tastes, or explore the potential to expand and create your dream home in one of Toronto's most family-friendly and desirable neighbourhoods. Just steps to top-rated schools, parks, transit, shopping, and all the amenities that make Leaside one of the city's most coveted communities.

153 Parkhurst Boulevard, Toronto
4 Kenrae Road, Toronto
$999,000
2 Beds ⋅ 2 Baths ⋅ C13847516 MLS
Welcome to this charming semi-detached home in the heart of Leaside, offering a wonderful combination of comfort, flexibility and location. Featuring 2 bedrooms with the option to easily convert back to 3 bedrooms, along with 2 bathrooms, this home offers over 1600 square feet of total living space and is perfectly suited to families, professionals or those looking for additional space to grow. The updated kitchen featuring a chef's gas stove, heated floor and skylight offers a bright, fresh, functional setting for everyday living and entertaining, while the home has been newly painted throughout, creating a bright and inviting atmosphere. Step outside and discover a deep, paved, low-maintenance backyard - an exceptional outdoor extension of the living space featuring mature trees for additional privacy. A tranquil pond feature adds charm and character, creating a peaceful setting for morning coffee, entertaining or simply enjoying the outdoors. Ideally situated in one of Toronto's most desirable family neighbourhoods, this home boasts a strong 92 walk score aka "Walker's Paradise", your daily errands do not require a car! Likewise, the home is conveniently located near the new TTC Line 5 Eglinton LRT (Laird Station), as well as the TTC #88 bus to St. Clair Station (Line 1) providing excellent access across the city. Families will appreciate being within the catchment areas for Rolph Road Public School, Bessborough Middle School and Leaside High School, as well as St. Anselm (Catholic JK-Gr8), all highly regarded local schools. Immediately enjoy everything Leaside has to offer, including parks, recreation, shopping, restaurants, community amenities and convenient transportation - all while being tucked into a welcoming residential Leaside neighbourhood.

4 Kenrae Road, Toronto
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