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Leaside

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About Leaside

Upscale and luxurious, the East York neighbourhood of Leaside offers a lifestyle that is truly one of a kind. Here, you’ll find one of the most scenic and picturesque enclaves around, with so much green space that you might just forget that you’re in the city. 

Stunning parks and trails aren’t the only highlight of Leaside, however, You’ll also find a fabulous shopping district along Bayview Avenue, with an endless selection of shops, specialty stores, and family-friendly restaurants. 

If you crave even more retail therapy, Eglinton Avenue is not far away. Add in the relatively new Leaside Centre, and you will have nearly everything you need or want at your fingertips. 

Who Lives Here

As a safe and engaging place for children, Leaside is unsurprisingly in high demand for families. The abundance of recreational activities is yet another reason families flock to the area, where the typical house boasts large lots perfectly suited for outdoor gatherings and spending endless hours playing outside. 

The beautiful heritage homes of Leaside include many Tudor-style residences and numerous two-storey houses with generous living space. Even many of the smaller bungalows have had another storey added to make them ideal for growing families. 

Between the stunning exteriors and the meticulously kept interiors, it’s also not surprising that Leaside boasts some of the most expensive real estate in Toronto. 

That said, Leaside does offer a selection of condos and townhouses to make the neighbourhood more accessible for entry to mid-level buyers. There are also beautiful rental units along Bayfield Avenue, some of which overlook the Don Valley Ravine.

What's Great About It?

Beautiful homes and even more spectacular scenery are the hallmarks of the breathtaking Leaside neighbourhood. If that wasn’t enough to draw in affluent families, there are also endless recreational activities that make this one of the most exciting places for children. 

The Leaside Memorial Community Gardens offers an indoor ice arena and swimming pool. You and your family can look forward to four seasons of recreation, including public skates or shinny, swimming lessons or free swims where you can laugh and splash your cares away. 

Let’s not forget the numerous parks and trails where you can get away for an afternoon hike or bike ride or just relax with a picnic lunch. Epic playgrounds and splash pads await, including those at Trace Manes Park and Howard Talbot Park.

If that’s not enough, you could always take a short drive to Sunnybrook Park. This beautiful nature escape offers bike trails, dog parks, and even Sunnybrook Stables where you and your family can enjoy an afternoon of horseback riding. 

Schools

The schools of Leaside are among the best in the city, if not the province. Leaside High School, Bessborough Drive Elementary and Middle School, and Northlea Elementary and Middle School are all highly rated public facilities.

You will also have access to many of Toronto’s top private institutions, such as Montcrest School, Blyth Academy (Lawrence Park), and Maria Montessori School, to name a few. 

Homes for sale in Leaside

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We have found a total of 164 listings, but only 147 are available for public display. To get instant access to all 164 listings, please .
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  • 333 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12550222

    333 Sutherland Drive Leaside Toronto M4G 1J7
    Main Photo: 333 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C12550222
    $1,425,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12550222
    Bedrooms:
    3
    Bathrooms:
    2
    Lovely 2+1 bedroom, 2-bath bungalow on a 30 ft lot with private drive, surrounded by multi-million-dollar homes. South Leaside is known for excellent schools (Bessborough Elementary & Middle School, Leaside High) and a strong sense of community. Families, builders, and contractors will all see value here. The main floor offers a classic Leaside layout: open concept living/dining area with a large front window and a functional wood-burning fireplace. The updated kitchen has a peninsula for extra prep space or a coffee station for breakfast on the go. The decorative shelves and the gas stove will be appreciated by your home chef. The primary bedroom features a deep closet and comfortably fits a king bed with space to spare. The wall between the two original bedrooms was opened to create a sitting/TV room or home office but can easily be closed to restore the second bedroom. For families with young children, it works well as a nursery now and a private bedroom later. Upgraded sliding French doors lead to a great multi-tiered deck and a fenced backyard, ideal for BBQs and playtime. The lower level includes a fully functional kitchen with ample cupboard space and above-grade window, a 3rd bedroom (currently used as an office), with a 3-PC ensuite and an updated oversized family/recreation room. This versatile space works as a games room, kids playroom, or a media room for movie nights. Note: the basement is not retrofitted for rental. This is a solid home that works for today and offers potential for the future. More details
    Listed by BOSLEY REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 303 211 Randolph Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12550560

    303 211 Randolph Road Leaside Toronto M4G 4H1
    Main Photo: 303 211 Randolph Road in Toronto: Leaside Condo Apartment for sale (Toronto C11)  : MLS®# C12550560
    $493,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12550560
    Bedrooms:
    1
    Bathrooms:
    1
    Beautifully bright unit with abundant natural light all day long located in the south Leaside, it's incredible location will allow you to experience the best of both worlds and very good investment options. A wonderful family friendly neighbourhood and at the same time, easy access to downtown. Huge 674 sqf one bedroom condo with One large parking space (fits pick up truck ) and one locker, ( all furniture included in the price). You're steps To TTC, the Future LRT, Shopping, Grocery stores, highly coveted Bessborough Elementary School and Leaside High School, Trace Manes Community Centre, Parks, tennis courts and minutes to Sunnybrook Hospital and Holland Bloorview. The building has a wonderful sense of community and amenities, including a gym and party room. Don't miss this incredible opportunity. More details
    Listed by CENTURY 21 HERITAGE GROUP LTD.
    Tanya Crepulja
    Steven Fontes
  • 311 896 Eglinton Avenue E in Toronto: Leaside House for lease (Toronto C11) : MLS®# C12551648

    311 896 Eglinton Avenue E Leaside Toronto M4G 2L2
    Main Photo: 311 896 Eglinton Avenue E in Toronto: Leaside House for lease (Toronto C11)  : MLS®# C12551648
    $1,400
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12551648
    Bathrooms:
    1
    1 MONTH RENT FREE for leases starting on or before January 1st, 2026. Spacious studio available immediately in the heart of Leaside, right across the street from the upcoming Laird LRT Station! Enjoy a functional open layout with no wasted space and 3 storage closets! Step outside and enjoy all that Leaside has to offer, with Farm Boy, Metro, Costco, and countless restaurants, cafes, and shops just a short walk away. Multiple TTC routes right at your doorstep make commuting downtown or to Yonge & Eglinton a breeze, while nearby parks and trails provide plenty of green space to relax and recharge. The unit comes with a fridge and stove included, plus convenient shared coin laundry on-site. Don't miss the opportunity to live in one of Torontos most desirable and connected neighbourhoods! Underground parking may be available for an additional fee. More details
    Listed by RIGHT AT HOME REALTY
    Tanya Crepulja
    Steven Fontes
  • 214 896 Eglinton Avenue E in Toronto: Leaside House for lease (Toronto C11) : MLS®# C12551650

    214 896 Eglinton Avenue E Leaside Toronto M4G 2L2
    Main Photo: 214 896 Eglinton Avenue E in Toronto: Leaside House for lease (Toronto C11)  : MLS®# C12551650
    $1,750
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12551650
    Bedrooms:
    1
    Bathrooms:
    1
    1 MONTH RENT FREE for leases starting on or before January 1st, 2026. Spacious 1 Bedroom available immediately in the heart of Leaside, right across the street from the upcoming Laird LRT Station! Enjoy a functional layout with modern finishes, no wasted space and lots of cupboard/closet storage! Step outside and enjoy all that Leaside has to offer, with Farm Boy, Metro, Costco, and countless restaurants, cafes, and shops just a short walk away. Multiple TTC routes right at your doorstep make commuting downtown or to Yonge & Eglinton a breeze, while nearby parks and trails provide plenty of green space to relax and recharge. The unit comes with a fridge and stove included, plus convenient shared coin laundry on-site. Don't miss the opportunity to live in one of Toronto's most desirable and connected neighbourhoods! Underground parking may be available for an additional fee. More details
    Listed by RIGHT AT HOME REALTY
    Tanya Crepulja
    Steven Fontes
  • 306 928 Millwood Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12550168

    306 928 Millwood Road Leaside Toronto M4G 1X3
    Main Photo: 306 928 Millwood Road in Toronto: Leaside Condo Apartment for sale (Toronto C11)  : MLS®# C12550168
    $489,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12550168
    Bedrooms:
    1
    Bathrooms:
    1
    You will enjoy this spacious one bedroom unit offering comfort, privacy, and convenience in this much sought-after South Leaside low-rise condo building. Designed with mature residents in mind, this quiet, well-established building boasts a low turnover and a welcoming community. The unit has been painted throughout in 2025, it is carpet-free and filled with sunshine with it's southern exposure. And it's in excellent condition. The definition of Move-In Ready! A very large bedroom with room enough for a desk for an at home office or a lounge chaise for reading by the large window. A separate laundry room with organizational shelving and ample storage space. This unit boasts a separate large linen closet which is not always available in condos. The oversized open-concept living and dining area has a walk-out to the south facing balcony for tons of natural light throughout the unit. A renovated all-white kitchen boasts loads of countertop space & cupboards with an eat-in peninsula. TTC is at your door, the Leaside Curling Club & Memorial Gardens Pool is a walk away. Walk to shopping plazas with services & restaurants on Millwood. Loblaws is nearby on Redway Rd and Longos & Shoppers Drug Mart are at Leaside Village nearby too. The public library & Trace Manes Park are a few mins walk away. Walk to Bayview Ave for all kinds of service providers & a great selection of restaurants. And it's a short car ride to Costco on Overlea Blvd. This condo is ideal for mature, quiet individuals seeking a peaceful living environment while enjoying the vibrant community and convenience of South Leaside and all it has to offer. Includes parking & locker. Bell Fibe basic cable is included in the condo fees. Pet Policy: upto 2 domestic pets are allowed each under 30 lbs. This is a No Smoking building. And finally, this is an Estate Sale and as such is sold in "As Is" condition. More details
    Listed by BOSLEY REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 165 Leacrest Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12550606

    165 Leacrest Road Leaside Toronto M4G 1E7
    Main Photo: 165 Leacrest Road in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C12550606
    $5,490,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12550606
    Bedrooms:
    5
    Bathrooms:
    6
    Newly built modern residence in the heart of South Leaside offering nearly 6,500 sq.ft. of living space! Exceptional designer-curated finishes and smart home technology throughout. Designed for the modern family and built to impress, this magazine-worthy residence perfectly blends luxury, functionality, and versatility. Oversized principal rooms, two private home offices, and a full legal in-law suite with income potential make it ideal for multigenerational living or a flexible live-work lifestyle.Showcasing engineered white oak floors, soaring ceilings, and expansive windows with motorized blinds, every detail reflects thoughtful design and quality craftsmanship. The custom kitchen is a true centerpiece - featuring a panelled fridge, trash compactor, waterfall island with hidden storage, and full-height cabinetry - flowing seamlessly into the family room with a marble gas fireplace and walkout to the backyard. Step lighting, integrated speakers, and sleek modern finishes complete the main level's sophisticated aesthetic.Upstairs, four oversized bedrooms include a magazine-worthy primary suite with a slatted wood feature wall access to His & Hers WICs, cove-lit ceiling, fireplace in stone surround, fully equipped bar, walkout to a private balcony (hot tub-ready), and a spa-inspired ensuite with steam shower, freestanding tub, heated floors, and double vanities. Secondary bedrooms are equally impressive, and a dedicated laundry room with dual washer/dryers enhances everyday ease. Upstairs office may be converted to a 5th bedroom.The lower level extends the living experience with a gym, sauna, recreation lounge, and wet bar equipped with a dishwasher and bar fridge - plus a soundproofed legal in-law suite with its own entrance, kitchen, 3-piece bath & laundry.Located in the coveted Bessborough/Rolph school district, this home delivers a rare combination of sophistication, functionality, and future income potential in one of Toronto's most sought-after neighbourhoods. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    Tanya Crepulja
    Steven Fontes
  • 10 Heather Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12545646

    10 Heather Road Leaside Toronto M4G 3G3
    Main Photo: 10 Heather Road in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C12545646
    $2,075,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12545646
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to 10 Heather Road, a rare opportunity to own an impeccably maintained detached home on one of South Leaside's most sought-after streets. The main floor features generously proportioned principal rooms, including a very large and inviting living room with a dramatic bay window, fireplace, and crown moulding. The dining room is open to the living room, providing a seamless flow and an excellent space for entertaining, complete with beautiful stained-glass windows and custom built-in shelves. The kitchen offers ample cabinetry, pot lights, a cozy eat-in area, and overlooks the serene rear gardens with a walkout to the deck, along with a convenient side entry for added access. Upstairs, you'll find three well-appointed bedrooms and a four-piece bathroom. The oversized primary suite is a standout feature, offering abundant closet space and plenty of room for a seating area or workspace. The finished lower level provides additional living space with a great recreational room, a modern bathroom, laminate floors, pot lights, and excellent storage. The fully fenced private backyard is beautifully framed by mature trees and plenty of green space, with a spacious wood walkout deck for outdoor entertaining. Complete with a private driveway for 3 vehicles, a detached garage, and a deep lot. This home is located within the highly sought-after Rolph Road Elementary, Bessborough Middle, and Leaside High School districts, with easy access to top private schools, TTC, and the shops and amenities along Bayview Avenue. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    Tanya Crepulja
    Steven Fontes
  • 224 Randolph Road in Toronto: Leaside House for lease (Toronto C11) : MLS®# C12543542

    224 Randolph Road Leaside Toronto M4G 3S7
    Main Photo: 224 Randolph Road in Toronto: Leaside House for lease (Toronto C11)  : MLS®# C12543542
    $6,200
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12543542
    Bedrooms:
    5
    Bathrooms:
    4
    Don't miss this rare chance to live in one of Toronto's most prestigious neighbourhoods, South Leaside! This stunning 2-storey detached house, nestled on a west-facing 30x130 ft. lot, truly "has it all". The main level boasts a bright, open-concept living and dining room perfect for entertaining, featuring hardwood flooring throughout. The state-of-the-art kitchen showcasing granite countertops, stainless-steel appliances, and ample storage, is thoughtfully combined with a spacious family room, making it the ideal warm and cozy hub for family gatherings. The second floor offers 4 magnificently sized bedrooms and 2 full bathrooms, providing plenty of space and privacy for the entire family. The immaculately finished lower level adds incredible value and space, including a huge recreation room, a 5th bedroom, and a 3rd full bathroom. The walk-out deck is ready for your summer BBQs and the lush backyard offers plenty of space for children to play. Plus, benefit from a handy garden shed and a 2-car private driveway. Leaside is synonymous with a quiet, family-oriented lifestyle combined with unparalleled convenience. Your new home is perfectly positioned to take advantage of the best the neighbourhood offers: top-tier public and private schools, easy access to the vibrant shops, cafes, and amenities along Bayview Avenue and Laird Dr., beautiful parks and recreational facilities, and access to public transit options for a smooth commute across the city. More details
    Listed by ENGEL & VOLKERS TORONTO CENTRAL
    Tanya Crepulja
    Steven Fontes
  • 314 25 Malcolm Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12540792

    314 25 Malcolm Road Leaside Toronto M4G 0C1
    Main Photo: 314 25 Malcolm Road in Toronto: Leaside Condo Apartment for sale (Toronto C11)  : MLS®# C12540792
    $790,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12540792
    Bedrooms:
    2
    Bathrooms:
    2
    Where Leaside meets Luxury. Welcome to The Upper House Condos. This bright and spacious 2-bedroom, 2-bathroom suite offers 842 sq ft of thoughtfully designed, open-concept living, plus a 63 sq ft balcony perfect for morning coffee or sunset lounging. Inside, you will find soaring 9' ceilings, wide-plank floors, and beautiful natural light from the sunny northwest exposure. The sleek, clean kitchen is equipped with custom cabinetry, beautiful countertops, premium appliances and an island perfect for entertaining. The space flows seamlessly into the main living area, ideal for relaxing at home or entertaining. The primary bdrm is a true retreat with a double closet and a spa-inspired ensuite featuring a soaker tub and separate glass shower. This boutique mid-rise building offers a refined living experience with only 66+ units spread across 7 floors. With some of the friendliest neighbours in the city and a full-time cleaner on site, this building is exceptionally well-maintained, with a great community vibe. Residents enjoy access to a range of upscale amenities, including: Concierge Service, Fitness Centre, Rooftop Terrace, Party Room, Pet Spa, Guest Suite and Plenty of Guest Parking.The building's design emphasizes privacy and luxury, with thoughtfully curated common areas and secure underground parking. 25 Malcolm Road offers Situated in the heart of Toronto's coveted Leaside neighbourhood. Unmatched convenience to top-rated schools, parks, cafes, shops and the new LRT. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    Tanya Crepulja
    Steven Fontes
  • 201 160 Vanderhoof Avenue in Toronto: Thorncliffe Park Condo Apartment for lease (Toronto C11) : MLS®# C12541290

    201 160 Vanderhoof Avenue Thorncliffe Park Toronto M4G 0B7
    Main Photo: 201 160 Vanderhoof Avenue in Toronto: Thorncliffe Park Condo Apartment for lease (Toronto C11)  : MLS®# C12541290
    $2,300
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12541290
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome To Scenic 3 Condos Offering This Spacious 1 Bedroom + Den Unit With A Scenic Tree-Lined View! Laminate Flooring & 9 Foot Ceilings Throughout. Large Bedroom With Glass Sliding Doors, Large Closet. Spacious Den Perfect For Private Home Office. Modern Kitchen Features Granite Countertop & Stainless Steel Appliances. The Large Balcony Showcases A Private Tree-Lined View. Excellent Amenities Include: Fully Equipped Gym, Indoor Pool, Sauna, Outdoor BBQ, Billiards Room, Party room, Guest Suites. Steps To Eglinton Transit, Just Minutes To Multiple Big Box Stores Like Home Depot, Best Buy, Canadian Tire, Staples, HomeSense, Farm Boy, Longo's, Local Cafes, Restaurants, Surrounded By Multiple Parks And Trails, Close To Schools, Easy Access To DVP And So Much More In The This Wonderful Community. More details
    Listed by CENTURY 21 ATRIA REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 332 21 Burkebrook Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for lease (Toronto C12) : MLS®# C12539038

    332 21 Burkebrook Place Bridle Path-Sunnybrook-York Mills Toronto M4G 0A2
    Main Photo: 332 21 Burkebrook Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for lease (Toronto C12)  : MLS®# C12539038
    $3,500
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12539038
    Bedrooms:
    1
    Bathrooms:
    1
    Fabulous Opportunity in Exclusive & Highly Sought-After Kilgour Estates! *Brian Gluckstein Designed* And Daniels Built. Absolutely Beautiful, Bright, and Open Concept 1 Bedroom Unit With An Exceptional Layout. Beautifully Appointed With Stunning Finishes. Offers Soaring 10 Ft. Ceilings, Hardwood Floors Throughout. Spacious Master Bedroom Oasis. Kitchen Boasts Granite Counters & Breakfast Bar. Affluent Living In Bridlepath / Sunnybrook Community At its finest!!! More details
    Listed by BRIDLEPATH PROGRESSIVE REAL ESTATE INC.
    Tanya Crepulja
    Steven Fontes
  • 340 Laird Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12535786

    340 Laird Drive Leaside Toronto M4G 3X9
    Main Photo: 340 Laird Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C12535786
    $999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12535786
    Bedrooms:
    2
    Bathrooms:
    1
    Great opportunity to move into the highly sought-after, family-friendly North Leaside community! Located at the quiet end of Laird Drive north of Broadway by Glenvale, this home offers the perfect blend of comfort, charm, and convenience. Why settle for a 2-bedroom condo when you can own this lovely 2-storey semi-detached home with a beautiful Japanese Maple at the front door and a spacious backyard with a large deck, perfect for BBQs and entertaining family & friends. Some of the highlights of this home include a renovated kitchen with a window overlooking the backyard, hardwood floors throughout and updated windows. Bright, airy living spaces with large windows and natural light. Forced-air gas furnace & central air conditioning and an extra-wide mutual drive for easy access to rear parking space at the end of the property. The finished basement features a cozy rec room with a brick accent wall. With a little TLC, it could be perfect for movie or game nights, plus there's plenty of storage space and a laundry room complete with laundry sink and a separate side entrance to the basement. Total estimated liveable space is 1228 SF (866 SF above ground + 362 SF below). Situated in the coveted Northlea Elementary & Middle School (with French Immersion) and Leaside High School catchment, this home offers access to some of the best schools. Great public transit in place that will only be enhanced by the coming LRT. Walk to Eglinton for specialty shops and restaurants. It's an easy walk to Canadian Tire & other big box stores at the Smart Centre. And it's a short ride to Leaside Village (Longos & Shoppers) and Costco on Overlea. Don't miss this opportunity to make Leaside your family's home. The complete home inspection is attached to the listing and this property is sold in "As Is" condition. More details
    Listed by BOSLEY REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
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Data was last updated November 18, 2025 at 06:15 AM (UTC)
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