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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 148 listings, but only 133 are available for public display. To get instant access to all 148 listings, please .
1-12/133
  • 39 Brentcliffe Road in Toronto: Leaside House for lease (Toronto C11) : MLS®# C14090290

    39 Brentcliffe Road Leaside Toronto M4G 3Y4
    Main Photo: 39 Brentcliffe Road in Toronto: Leaside House for lease (Toronto C11)  : MLS®# C14090290
    $5,000
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C14090290
    Bedrooms:
    3
    Bathrooms:
    2
    Live in one of Toronto's most sought-after family neighbourhoods. This meticulously maintained, beautifully renovated three-bedroom semi offers the space and updates you want - ready for you to call home.Thoughtfully updated with quality and everyday ease in mind: open-concept living, dining and kitchen spaces flow beautifully together, with a fully renovated kitchen offering loads of storage. Canadian oak hardwood floors, new doors, trim and windows bring a fresh, cohesive feel throughout. Upstairs, three comfortable bedrooms and a beautifully renovated bathroom. Downstairs, a great rec room, home office, full washroom, practical laundry and clever storage nooks. Outside, a private backyard with a very large deck made for summer dinners and kids at play. Detached garage with parking for one, plus room for a second car in front.North Leaside delivers the full package: great neighbours, excellent schools including Northlea Elementary and Leaside High School, Sunnybrook Park, parks and trails, groceries and Costco, with Sunnybrook Hospital and the Eglinton LRT close by. More details
    Listed by HOMELIFE LANDMARK REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 164 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14091094

    164 Glenvale Boulevard Leaside Toronto M4G 2W3
    Main Photo: 164 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14091094
    $2,150,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14091094
    Bedrooms:
    3
    Bathrooms:
    3
    Working from home, need an extra kitchen, appreciate living in Leaside, open space, wood burning fire place the list goes on! Sunnybrook trail network just steps away, enjoy easy access to scenic walking and cycling routes and a peaceful connection to nature.'Inside, recent updates and a renovated basement adds valuable flexibility. Private driveway parking adds convenience, while the generous backyard offers a wonderful setting to relax, entertain and enjoy the outdoors.A special opportunity to enjoy the best of neighbourhood living, outdoor recreation and everyday comfort in a sought-after Toronto location. More details
    Listed by ALLCOM REALTY SERVICES LTD.
    Tanya Crepulja
    Steven Fontes
  • 50 Leadale Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14087160

    50 Leadale Avenue Leaside Toronto M4G 3G1
    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: 50 Leadale Avenue in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14087160
    $2,095,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14087160
    Bedrooms:
    3
    Bathrooms:
    3
    Charming Family Home In Prime South Leaside On Corner Lot Moments From Bayview's Vibrant Shops And Dining! Nestled On A Quiet Highly Sought-After Cul-de-sac Just Steps From Sandy Bruce Park & Rolph Public School, This Beautifully Updated 3-Bedroom Home Offers The Ultimate Blend Of Community, Privacy And Convenience. Features Include Professionally Landscaped Gardens, Attached Double Garage, And A Private Two-Car Driveway. Main Floor: A Welcoming Foyer Opens To A Bright, Sun-Filled Living Room With Solid Oak Floors, A Remote Controlled Gas Fireplace With A Marble Surround, And Custom Millwork. Living & Dining: An Open-Concept Layout Complete With An Expansive Bay Window. Kitchen: A Cozy, Eat-in Space Boasting A Large Carrera Marble Island, Quartz Countertops, Custom Cabinetry, And A Coffered Ceiling. A Main-Floor Powder Room Adds Ultimate Convenience. Three Bedrooms On The Upper Level All Feature Solid Oak Floors. The Primary Retreat Features A Large Walk-In Closet And Walkout To A Private IPE Wooden Terrace Overlooking The Backyard With Gas Hookup. Additional Gas Hookup In Backyard. Primary Ensuite Fully Renovated In 2025 Offering Heated Porcelain Floors, A Custom Double Vanity with Carrera Marble Countertop And A Porcelain, Glass-Enclosed Rain Shower. Plus An Additional 4-piece Bathroom Upstairs With Marble Floor And Surround. A Lower Level Recreation Room Is Finished And Versatile, Featuring Hardwood Flooring, And A Full Laundry And Storage Area Complete With Limestone Flooring. Notable Improvements & Upgrades: (2025)Primary Ensuite Renovation (Heated Porcelain Floors, Spa Inspired Rain Shower, Custom Double Vanity). (2021)Front Yard Stonework And Professional Landscaping, Professionally Landscaped Backyard (Western Red Cedar Fencing, Turf). (2016)IPE Deck Installation Off Primary Bedroom, Remote Controlled Town And Country Gas Fireplace In Living Room, Marble Fireplace Surround And Custom Millwork. Interior & Exterior Painted(2026). Primary Ensuite Painted(2025). More details
    Listed by HIGH POINT REALTY LIMITED
    Tanya Crepulja
    Steven Fontes
  • 551 Broadway Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14089238

    551 Broadway Avenue Leaside Toronto M4G 2S2
    Main Photo: 551 Broadway Avenue in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14089238
    $3,899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14089238
    Bedrooms:
    3
    Bathrooms:
    5
    Exceptional Custom-Built Luxury Home In Prestigious North Leaside! Completed In 2024, This Stunning Approx. 3,000 Sq. Ft. Detached Residence Showcases Contemporary Architecture, Sophisticated Design And Outstanding Craftsmanship. Located In A Highly Desirable Neighbourhood, This Home Offers Modern Elegance And Exceptional Comfort. The Spectacular Open-Concept Main Floor Features Soaring 11-Ft Ceilings, Floor-To-Ceiling European Aluminum Windows And An Abundance Of Natural Light, Enhanced By 7 Skylights Throughout. Premium European Engineered Hardwood Flooring Extends Across The Main And Second Levels. A Stylish Private Office With Custom Wood And Glass Doors Provides An Ideal Workspace, While The Living And Dining Areas Feature Striking Custom 3D Fireplaces And Designer Wall Units. The Gourmet Kitchen Boasts Sleek Carbon Cabinetry And Premium JennAir Appliances, Including A 6-Burner Gas Stove And Built-In Oven. Upstairs, Four Spacious Bedrooms Offer Bright, Inviting Living Spaces. The Luxurious Primary Suite Features A Boutique-Style Walk-In Closet And Spa-Inspired 5-Piece Ensuite With Heated Floors. Skylights Illuminate The Upper-Level Bathrooms And Closets. The Beautifully Finished Walk-Up Lower Level Is An Entertainer's Dream, Featuring Heated Floors, A Custom 100-Bottle Wine Display, Elegant Wet Bar With Accent Lighting And Built-In Wine Fridge. Additional Highlights Include Heated Foyer And Bathroom Floors, Exquisite Designer Tilework And Exceptional Attention To Detail. Conveniently Located Near Excellent Schools, Parks, Shopping And Amenities. A Rare Opportunity To Own A Modern Architectural Gem In One Of Toronto's Most Sought-After Neighbourhoods! More details
    Listed by GET SOLD REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 122 Brentcliffe Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14085842

    122 Brentcliffe Road Leaside Toronto M4G 3Y9
    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: 122 Brentcliffe Road in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14085842
    $2,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14085842
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 122 Brentcliffe Road, a bright and inviting family home in the highly sought-after community of Leaside. Warm, welcoming and thoughtfully laid out, this home offers beautiful hardwood floors, generous principal rooms and a functional floor plan designed to grow with you. The sun-filled living room is anchored by a charming wood-burning fireplace, while the kitchen walks out to a spacious deck and lush, exceptionally private backyard, creating an effortless setting for everyday family life and entertaining. Upstairs, three comfortable bedrooms are joined by an open den/office with the potential flexibility to become a fourth bedroom as your family grows. The spacious primary retreat features double-door entry, a beautifully updated ensuite and a generous closet with excellent potential to customize into a walk-in. The lower level adds another layer of versatility, with a separate entrance, kitchen, bedroom, bathroom, living room with a second wood-burning fireplace, separate laundry and brand-new flooring, ideal for extended family, guests or potential rental income. All of this in an exceptional northeast Leaside location, moments from Sunnybrook Park and the Don Valley's extensive trails and green space, and close to transit, shopping, everyday amenities and highly regarded local schools including Leaside High School. A wonderfully comfortable home today, with the flexibility to evolve for years to come. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Tanya Crepulja
    Steven Fontes
  • 770 Eglinton Avenue E in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14082100

    770 Eglinton Avenue E Leaside Toronto M4G 2K7
    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: 770 Eglinton Avenue E in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14082100
    $1,099,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14082100
    Bedrooms:
    4
    Bathrooms:
    2
    Discover exceptional space and versatility in the heart of Leaside with this charming, generously proportioned semi-detached home, offering an inviting layout and plenty of room to grow. Thoughtfully laid out with generous principal rooms, this home features a bright and inviting living room with a wood-burning fireplace, a separate dining area ideal for entertaining, and an updated kitchen with a walkout to a private rear deck and garden. Upstairs, three well-proportioned bedrooms offer comfortable family living, complemented by a four-piece bathroom. The finished lower level adds exceptional versatility, complete with a fourth bedroom, second kitchen, three-piece bathroom, and laundry area, offering flexible space for extended family, guests, or additional living needs. A detached garage provides convenient parking and storage. Ideally situated in sought-after Leaside, within the Northlea school district and close to neighbourhood parks, shops, restaurants, and everyday amenities. A wonderful opportunity to enjoy generous living space, a functional layout, and the convenience of one of Toronto's most established family-friendly neighbourhoods. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    Tanya Crepulja
    Steven Fontes
  • 1110 25 Frederick Todd Way in Toronto: Leaside Condo Apartment for lease (Toronto C11) : MLS®# C14084498

    1110 25 Frederick Todd Way Leaside Toronto M4G 0C6
    Main Photo: 1110 25 Frederick Todd Way in Toronto: Leaside Condo Apartment for lease (Toronto C11)  : MLS®# C14084498
    $3,100
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C14084498
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to The Frederick, a brand new residence in the heart of Leaside. Bright South East Exposure Corner suite , 2 bedroom , 2 bathroom Unit, with stunning views of Downtown Toronto. Now in occupancy, this development offers a rare chance to move into a brand-new building in one of Toronto's most established, family-friendly neighbourhoods. Please note the building's amenity spaces are still being completed and are not yet available to residents.Steps from Laird Station on the newly opened Eglinton Crosstown LRT (Line 5), with TTC bus routes right at the door. Leaside is a shopper's and food-lover's dream, with boutiques, cafes, and restaurants lining Bayview Avenue plus the shops and grocers of Leaside Village nearby. The neighbourhood's parks are open and ready to enjoy, including Serena Gundy Park and Sunnybrook Park for trails and green space. Families benefit from top-rated schools (Northlea, Bessborough, Leaside High School) and the Leaside Memorial Community Gardens with its ice rink, pool, and curling rink. A rare chance to enjoy brand new construction in an established, amenity-rich neighbourhood. One Parking and Locker included. More details
    Listed by BIG CITY REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 502 20 Burkebrook Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12) : MLS®# C14079976

    502 20 Burkebrook Place Bridle Path-Sunnybrook-York Mills Toronto M4G 0A1
    Main Photo: 502 20 Burkebrook Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12)  : MLS®# C14079976
    $739,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14079976
    Bedrooms:
    1
    Bathrooms:
    2
    A unique 1-bedroom suite at the highly coveted Kilgour Estates, this immaculate boutique condo offers a perfect blend of luxury, comfort, and nature. Tucked into one of Toronto's most beautiful ravine communities, you are just steps away from the tranquil walking and bike trails of Sunnybrook Park and Burkebrook Ravine, yet minutes from every city amenity. Inside, the suite feels incredibly bright and spacious, highlighted by soaring 10-foot coffered ceilings, floor-to-ceiling windows, and warm hardwood floors that draw in an abundance of south-facing natural light. The open-concept kitchen features timeless granite counters, stainless steel appliances, and a breakfast bar that flows effortlessly into the living and dining areas. The primary bedroom serves as a true retreat, complete with a generous walk-in closet, a private ensuite, and a large window overlooking the outdoor space. Thoughtfully laid out, the home also includes a welcoming foyer with a double closet, a separate laundry room, and a convenient two-piece powder room for guests. The absolute crown jewel of this property is the rare, oversized south-facing terrace. Spanning close to 400 square feet, this unique outdoor sanctuary is a feature that truly sets this unit apart from others in the building. Equipped with a gas line for year-round barbecuing, it acts as a beautiful, private extension of your living space and is an entertainer's absolute dream. Truly turn-key, this exceptional property includes one parking space and one locker. Residents also enjoy access to world-class, resort-style amenities, including a 24/7 concierge, an indoor saltwater pool, whirlpool, steam rooms, a modern gym, a theatre room, a billiards lounge, a library, a guest suite, and an on-site car wash station. This is a wonderful community to call home. More details
    Listed by FOREST HILL REAL ESTATE INC.
    Tanya Crepulja
    Steven Fontes
  • TH9 21 Burkebrook Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo Townhouse for sale (Toronto C12) : MLS®# C14080950

    TH9 21 Burkebrook Place Bridle Path-Sunnybrook-York Mills Toronto M4G 0A2
    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: TH9 21 Burkebrook Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo Townhouse for sale (Toronto C12)  : MLS®# C14080950
    $1,895,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14080950
    Bedrooms:
    4
    Bathrooms:
    3
    Located in prestigious Kilgour Estates, this luxury 2,357 sq. ft. townhome offers exceptional outdoor space, including a beautiful front garden patio off the kitchen and a spectacular 320 sq. ft. rooftop terrace. The spacious primary suite features a walkout to a private terrace, a large walk-in closet and a spa-like ensuite with elegant marble finishes.Enjoy hotel-style amenities including a fully equipped exercise room, swimming pool, concierge, party room and more. Ideally located close to ravines and trails, hospitals, top schools, shops, dining and major highways. Two parking spaces with direct garage access from the lower level, plus one locker. More details
    Listed by HARVEY KALLES 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
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Data was last updated October 18, 2026 at 06:15 AM (UTC)
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