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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

Looking for listings in Leaside for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.

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We have found a total of 144 listings, but only 129 are available for public display. To get instant access to all 144 listings, please .
1-12/129
  • 41 St Cuthberts Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14030266

    41 St Cuthberts Road Leaside Toronto M4G 1V2
    Main Photo: 41 St Cuthberts Road in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14030266
    $1,599,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14030266
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome to a charming South Leaside home offering a thoughtfully designed addition on both the main and lower level, blending the character of a classic Leaside home with the space and light modern families love. The open-concept living & dining rooms retain beautiful traditional details including impeccable gumwood, wainscotting and a cut-glass door, while abundant natural light pours through oversized windows and a skylight in the family room, giving the main floor a bright, contemporary feel. Host Sunday brunch in the dining room, then gather in the family room around the gas fireplace on a cozy afternoon. The renovated kitchen, with an extended breakfast area running alongside the family room, makes everyday living easy, offering an ideal breakfast/lunch area, homework station or crafts space overlooking the family room and its glass-door walkout to the garden. Upstairs features an extra-large primary bdrm with a big window and closet, two additional good-sized bdrms and a 4 PC bath complete the upper floor. The lower level offers an oversized wood-panelled recreation room, home office area and a great 4th bdrm created by the addition. With 8-ft ceilings, a huge above-grade window, closets and clever hidden storage for books and games, this addition is perfect for a teenager or as a playroom or guest space. A sump pump and backup battery were added with the lower-level addition. Don't miss the wall-to-wall pantry space behind those closet doors at the bottom of the stairs in the bsmt. And check out the workshop tucked away behind the door, under the stairs. Families will appreciate the much sought after Rolph Rd Elementary and Bessborough Elementary & Middle Schools, while Trace Manes Park & Leaside Public Library are just around the corner. And you'll enjoy the shops, restaurants & services on Bayview just at your doorstep. Let's not forget the new LRT is close by. A truly special South Leaside home in an unbeatable family neighbourhood. More details
    Listed by BOSLEY REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 48 Sharron Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14029936

    48 Sharron Drive Leaside Toronto M4G 2A6
    Main Photo: 48 Sharron Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14029936
    $3,449,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14029936
    Bedrooms:
    5
    Bathrooms:
    4
    Stunning Custom-Built Residence In The Highly Sought-After Bessborough School District! Steps To The Vibrant Shops, Restaurants And Cafés Along Bayview Avenue, With Convenient Access To Public Transit And Major Highways. Offering Approximately 3,400 Sq. Ft. Of Beautifully Designed Living Space, Including A Lower-Level Nanny Suite With A Separate Entrance, Full Kitchen And Spacious Recreation Room. Thoughtfully Designed Open-Concept Main Floor With Soaring 10-Ft Ceilings, Perfect For Everyday Living And Entertaining. Gourmet Kitchen Featuring An Impressive 11-Ft Island. Expansive Floor-To-Ceiling Windows Flood The Home With Natural Light. Generously Sized Bedrooms With Custom Closet Organizers, Including A Luxurious Primary Retreat With A Spa-Inspired Ensuite Featuring An Oversized Shower With Massage Jets. Fourth Bedroom Features Custom Office Built-Ins, Ideal For Working From Home. Abundant Storage Throughout, Including A Spacious Mudroom And Large Garage Storage Loft. Built-In Garage Plus A Private Driveway Accommodating Up To Three Additional Vehicles. Smart Home Features, Two Full Kitchens And Two Laundry Rooms Offer Exceptional Convenience And Flexibility. A Rare Opportunity To Enjoy Modern Comfort, Thoughtful Design And Exceptional Functionality In The Heart Of Leaside! More details
    Listed by JDL REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 323 Rumsey Road in Toronto: Leaside House for lease (Toronto C11) : MLS®# C14034108

    323 Rumsey Road Leaside Toronto M4G 1R6
    Main Photo: 323 Rumsey Road in Toronto: Leaside House for lease (Toronto C11)  : MLS®# C14034108
    $3,999
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C14034108
    Bedrooms:
    2
    Bathrooms:
    2
    Lovely Bungalow W/ Great Curb Appeal @ Eglinton/Bayview. Quiet Neighborhood On A Safe Street. Traditionally Designed Featuring Natural Sunlight Throughout. Spacious Living & Dining Rooms Including Hardwood Flooring, Bay Window, Marble Fireplace & Pendant Light. Separate Kitchen Features Ample Cabinetry Space, Double-Door Fridge, Track Light, Large Window, Double-Bowl Sink & Corner Niche W/ Undercabinet Lighting. Spacious Bathroom Featuring Tile Stand-Up Shower, Large Medicine Cabinet W/ Storage & B/I Sink. 2 Spacious Bedrooms Upstairs W/ Large Windows, Hardwood Flooring & Large Closets. Finished Basement Features Rec Room W/ Windows, Broadloom, & B/I Bookcase. Separate Nook Area In Basement - Perfect For Wfh. Basement Also Includes A Large Storage Area. Sprawling Backyard Features Patio Area & Storage Shed. More details
    Listed by HIGHGATE PROPERTY INVESTMENTS BROKERAGE INC.
    Tanya Crepulja
    Steven Fontes
  • 79 20 Burkebrook Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo for sale (Toronto C12) : MLS®# C14033034

    79 20 Burkebrook Place Bridle Path-Sunnybrook-York Mills Toronto M4G 0A1
    Main Photo: 79 20 Burkebrook Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo for sale (Toronto C12)  : MLS®# C14033034
    $37,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14033034
    Parking space for sale at 20 Burkebrook Pl Building G. Kilgour Estates. Resident only. Excellent value, available immediately. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
  • 205 1291 Bayview Avenue in Toronto: Leaside Condo Apartment for lease (Toronto C11) : MLS®# C14029508

    205 1291 Bayview Avenue Leaside Toronto M4G 2Z9
    Main Photo: 205 1291 Bayview Avenue in Toronto: Leaside Condo Apartment for lease (Toronto C11)  : MLS®# C14029508
    $2,195
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C14029508
    Bedrooms:
    1
    Bathrooms:
    1
    *** 2 FREE months on a 12 month lease, or 3 FREE months on a 19 month lease *** Quick move ins can be accommodated *** Students, Professionals, and Newcomers welcome *** Rent controlled building *** heat, hydro, and water included *** recently renovated unit *** freshly painted and professionally cleaned *** More details
    Listed by RE/MAX REALTRON REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14011372

    35 Bessborough Drive Leaside Toronto M4G 3H6
    OPEN HOUSE: Oct 17, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 17, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Oct 18, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 18, 2026 2:00PM - 4:00PM
    Main Photo: 35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14011372
    $3,650,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14011372
    Bedrooms:
    5
    Bathrooms:
    5
    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. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    Tanya Crepulja
    Steven Fontes
  • 27 Berney Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14024750

    27 Berney Crescent Leaside Toronto M4G 3G4
    OPEN HOUSE: Oct 17, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 17, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Oct 18, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 18, 2026 2:00PM - 4:00PM
    Main Photo: 27 Berney Crescent in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14024750
    $2,149,500
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14024750
    Bedrooms:
    3
    Bathrooms:
    4
    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. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    Tanya Crepulja
    Steven Fontes
  • 223 Mcrae Drive in Toronto: Leaside Commercial for lease (Toronto C11) : MLS®# C14029306

    223 Mcrae Drive Leaside Toronto M4G 1T6
    Main Photo: 223 Mcrae Drive in Toronto: Leaside Commercial for lease (Toronto C11)  : MLS®# C14029306
    $3,980 /Month
    Commercial
    Status:
    For Lease
    MLS® Num:
    C14029306
    Major Bus.:
    Retail Store Related
    Total Area:
    1,592 sq. ft.
    Excellent leasing opportunity in the heart of Leaside. Approximately 1,592 sq. ft. of well improved main floor commercial space featuring a bright open concept layout, large storefront windows, reception area, washroom with shower, track lighting and existing plumbing. Ideal for boutique retail, wellness, studio, showroom, professional or service related uses. Located in a desirable neighbourhood surrounded by established businesses and residential communities, with convenient access to Laird Drive, Eglinton Avenue and public transit. A versatile space ready to accommodate a wide range of business concepts. **Uses subject to landlord approval and municipal regulations** More details
    Listed by SMART SOLD REALTY
    Tanya Crepulja
    Steven Fontes
  • 130 Donlea Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14027934

    130 Donlea Drive Leaside Toronto M4G 2M5
    OPEN HOUSE: Oct 17, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 17, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Oct 18, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 18, 2026 2:00PM - 4:00PM
    Main Photo: 130 Donlea Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14027934
    $2,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14027934
    Bedrooms:
    5
    Bathrooms:
    4
    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. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    Tanya Crepulja
    Steven Fontes
  • 127 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14028884

    127 Glenvale Boulevard Leaside Toronto M4G 2W1
    Main Photo: 127 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14028884
    $1,888,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14028884
    Bedrooms:
    4
    Bathrooms:
    4
    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. More details
    Listed by BRIDLEPATH PROGRESSIVE REAL ESTATE INC.
    Tanya Crepulja
    Steven Fontes
  • 136 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14021250

    136 Glenvale Boulevard Leaside Toronto M4G 2V9
    OPEN HOUSE: Oct 17, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 17, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Oct 18, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 18, 2026 2:00PM - 4:00PM
    Main Photo: 136 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14021250
    $1,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14021250
    Bedrooms:
    4
    Bathrooms:
    2
    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. More details
    Listed by RE/MAX REALTRON TNS REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 2710 50 Charles Street E in Toronto: Church-Yonge Corridor Condo Apartment for sale (Toronto C08) : MLS®# C13883932

    2710 50 Charles Street E Church-Yonge Corridor Toronto M4G 0A7
    Main Photo: 2710 50 Charles Street E in Toronto: Church-Yonge Corridor Condo Apartment for sale (Toronto C08)  : MLS®# C13883932
    $599,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13883932
    Bedrooms:
    2
    Bathrooms:
    1
    Luxurious Casa 3 High Level Unit With Wrapped Open Balcony. Bright And Spacious Open Concept Suite. Excellent Location, Close To Yonge/Bloor Subway Station, U Of T, Restaurants, Shopping, And Much More. More details
    Listed by BAY STREET GROUP INC.
    Tanya Crepulja
    Steven Fontes
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Data was last updated October 15, 2026 at 02:15 AM (UTC)
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