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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 112 listings, but only 106 are available for public display. To get instant access to all 112 listings, please .
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  • 2nd Floor 864 Millwood Road N in Toronto: Leaside House for lease (Toronto C11) : MLS®# C13168814

    2nd Floor 864 Millwood Road N Leaside Toronto M4G 1W6
    Main Photo: 2nd Floor 864 Millwood Road N in Toronto: Leaside House for lease (Toronto C11)  : MLS®# C13168814
    $2,800
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C13168814
    Bedrooms:
    2
    Bathrooms:
    1
    Feel At Home In This 2 Bedroom, 1 Bath Upper Level Unit Located In Leaside./ Modern Kitchen With Built In Pantry And Sunroom! Ensuite Laundry. Close To Amenities-Shopping, Restaurants, Transit, Parks, Dvp, Great Schools And More! More details
    Listed by REMAX YOUR COMMUNITY REALTY
    Tanya Crepulja
    Steven Fontes
  • 21 1444 Dupont Street in Toronto: Junction Area Commercial for sale (Toronto W02) : MLS®# W13169618

    21 1444 Dupont Street Junction Area Toronto M4G 1P5
    Main Photo: 21 1444 Dupont Street in Toronto: Junction Area Commercial for sale (Toronto W02)  : MLS®# W13169618
    $1,454,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W13169618
    Major Bus.:
    Other
    Total Area:
    3,031 sq. ft.
    Sprawling 3,100 SF creative loft/studio space in Toronto's sought-after Dupont/Junction corridor. Unique industrial condominium featuring soaring 20' ceilings, expansive open-concept studio area, finished mezzanine offices, cyclorama wall, kitchen, bar area with plumbing, two washrooms including shower, in-suite laundry and drive in door with good natural light. Flexible I2-D3 zoning permits a wide range of creative, studio, office, production, and commercial uses. Ideal for photography/video production, design firms, architecture studios, content creation, showroom, or creative office headquarters. Use not limited to creative as other existing uses in complex include retail, events, catering, gym, climbing wall, gallery, restaurant, live-work, industrial, warehouse, distribution and workshop. Authentic industrial character with tremendous potential to customize and modernize. Offered vacant on closing. Rare opportunity to acquire large-format creative/industrial space in one of Toronto's evolving employment and arts districts. Buyer's agent to be responsible for confirming zoning and ensuring intended use complies with zoning/permitted use. Existing lease will be terminated before closing with vacant possession. More details
    Listed by LENNARD COMMERCIAL REALTY
    Tanya Crepulja
    Steven Fontes
  • 518 21 Burkebrook Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12) : MLS®# C13171900

    518 21 Burkebrook Place Bridle Path-Sunnybrook-York Mills Toronto M4G 0A2
    Main Photo: 518 21 Burkebrook Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12)  : MLS®# C13171900
    $1,495,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13171900
    Bedrooms:
    3
    Bathrooms:
    2
    The Fairmont at Kilgour Estates! This rarely available, elegant, bright south facing suite offers a desirable split bedroom floor plan with den. Nearly 1300 SF of superbly designed living space with tranquil seasonal views. The inviting entrance foyer is finished with polished limestone and two double closets. Crown moulding, hardwood floors throughout, granite counters, attractive built-in shelving, custom closets, custom blinds, a full size laundry, are just some of the features that enhance this outstanding suite. The chefs kitchen has generous custom cabinetry with handy pantry drawer, ample counter space and bonus breakfast bar seating. walk out to the spacious private balcony from your living room and enjoy the views and greenery. Flexible main living space allows for easy entertaining. The large Primary suite includes a walk-in closet with custom built-ins, and luxurious 5 piece bath. The second bedroom also has its own full bath, double closet and south views. The spacious den/office is accented by French doors and custom shelving. The owned parking space is close to the elevator and equipped with an EV charger. The owners rent a second parking space. Storage locker also near parking space and elevator. Kilgour Estates by Daniels offers 24 hours concierge. The amenities: indoor swimming pool, party room. spa and steam room, gym, library, billiard room, theatre room, patio garden, a car wash, ample visitor parking and guest suite. The ideal location at Bayview just south of Blythwood, offers walkability to transit, LRT and nearby shopping, plus quick access to downtown and out of town! More details
    Listed by ROYAL LEPAGE/J & D DIVISION
    Tanya Crepulja
    Steven Fontes
  • 102 128 Aerodrome Crescent in Toronto: Leaside Condo Townhouse for lease (Toronto C11) : MLS®# C13167744

    102 128 Aerodrome Crescent Leaside Toronto M4G 4J2
    Main Photo: 102 128 Aerodrome Crescent in Toronto: Leaside Condo Townhouse for lease (Toronto C11)  : MLS®# C13167744
    $2,400
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C13167744
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome home to this rarely offered ground floor suite in the heart of Leaside. Offering approximately 1,000 sq. ft. of single-level living, this well-appointed home features a walk-out to a beautifully landscaped patio with BBQ area. Thoughtfully finished throughout with engineered hardwood flooring, granite kitchen counters with undermount sink, stainless steel appliances, smooth ceilings, upgraded lighting, frameless glass shower, and two full bathrooms. Originally designed by the builder as a 2-bedroom layout, the suite was customized into a spacious 1-bedroom plus open den configuration. Includes underground parking.Conveniently located steps to parks, trails, shops, restaurants, Farm Boy, TTC, and the Laird Crosstown LRT station, with easy access to the DVP and downtown Toronto. Some photos have been virtually staged. More details
    Listed by RE/MAX METROPOLIS REALTY
    Tanya Crepulja
    Steven Fontes
  • 122 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13163458

    122 Randolph Road Leaside Toronto M4G 3R9
    Main Photo: 122 Randolph Road in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C13163458
    $1,895,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13163458
    Bedrooms:
    4
    Bathrooms:
    2
    Exceptional opportunity in the heart of South Leaside. Nestled on a picturesque tree-lined street just steps from the vibrant shops, cafés, and restaurants of Bayview and Laird, this beautifully maintained detached family home offers the perfect blend of charm, space, and future potential in one of Toronto's most sought-after neighbourhoods. Filled with natural light and timeless character, the home features bright principal rooms, hardwood floors, and a thoughtfully designed layout tailored for comfortable family living. The inviting main floor offers a welcoming living room, an open-concept kitchen and dining area, and a spacious family room with a walkout to a private deck overlooking a beautifully landscaped English garden, an ideal setting for entertaining or quiet evenings at home. On the upper level, you'll find three generous bedrooms plus a loft-style office or study complete with a skylight, creating the perfect work from home retreat. The finished lower level provides exceptional flexibility with a recreation room, second kitchen, fourth bedroom, laundry area, and abundant storage, ideal for extended family, guests, or potential in-law accommodations. Set on a sunny, deep lot with a private drive and a detached garage, this property also offers a rare opportunity for future expansion or additional income. The existing garage is already equipped with plumbing and electricity, and a garden suite feasibility report is available for buyers looking to create additional living space or a valuable rental opportunity. Located within the highly coveted Rolph Road and Bessborough school districts and just moments to parks, transit, and the upcoming Eglinton LRT, this is a rare chance to own in one of Toronto's premier family communities. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Tanya Crepulja
    Steven Fontes
  • 20 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13154606

    20 Randolph Road Leaside Toronto M4G 3R7
    Main Photo: 20 Randolph Road in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C13154606
    $1,349,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13154606
    Bedrooms:
    4
    Bathrooms:
    2
    South Leaside charmer on one of the neighbourhood's most coveted family streets. Welcome to this beautifully updated red brick semi-detached home, ideally situated on a quiet, tree-lined block surrounded by wonderful neighbours and young families, just steps to Rolph Road School, parks, playgrounds, and the beloved shops and restaurants of Bayview. Thoughtfully expanded with a two-level family room addition, this 3-bedroom, 2-bathroom home offers the flexible living space today's families are always searching for. Bright and inviting throughout, the sunny south exposure fills the home with natural light from morning to evening. Designed for effortless everyday living, the main floor features generous principal rooms and a rear family room extension that serves as the true heart of the home-overlooking the deep backyard and offering the perfect setting for casual entertaining, cozy movie nights, or keeping an eye on the kids while dinner is underway.Upstairs, three well-proportioned bedrooms provide comfortable accommodations for growing households, including a spacious primary with built-in storage. The lower level adds exceptional versatility, with a large recreation space that easily functions as a playroom, home office, guest retreat, or teenage hangout, alongside a full bathroom, laundry, and excellent storage. Thoughtfully updated and lovingly maintained, this special home also features a detached garage and a deep backyard with plenty of room to play, entertain, and unwind. Parking is refreshingly easy, with seamless day-to-day use of the mutual drive thanks to fantastic neighbours, plus abundant street parking. A rare opportunity to own a turnkey home in the heart of one of Toronto's most beloved family neighbourhoods. More details
    Listed by BOSLEY REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 102 Parklea Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13158990

    102 Parklea Drive Leaside Toronto M4G 2J8
    Main Photo: 102 Parklea Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C13158990
    $3,398,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13158990
    Bedrooms:
    5
    Bathrooms:
    5
    Extraordinary custom design-build contemporary masterpiece in Toronto's highly coveted Leaside neighborhood. Brilliantly conceptualized for seamless indoor-outdoor integration, this luxury home welcomes you with a bright open-concept layout, soaring principal rooms, and premium finishes throughout.The heart of the main floor features a chef's dream kitchen fully equipped with an elite suite of integrated Wolf, Subzero, and Miele appliances, custom cabinetry, and a sleek built-in glass wine display cabinet. Wall-to-wall custom built-ins create a sophisticated backdrop for entertaining. Expansive, sun-drenched walk-outs on both the main and lower levels transition effortlessly into a professionally landscaped, interlocked rear garden with automatic front and rear irrigation systems.The upper level offers an unparalleled primary bedroom retreat designed as a lavish private sanctuary, featuring a cozy modern fireplace, a massive custom walk-in closet, and a spa-like 7-piece ensuite. This indulgent personal oasis is complete with premium Villeroy & Boch fixtures, a custom steam sauna, and radiant heated floors. All secondary bedrooms include dedicated ensuites and closet organizers, complemented by a convenient second-floor laundry setup that mirrors the secondary laundry facility on the lower level.The home is engineered for turnkey comfort, managed effortlessly via a state-of-the-art Control Smart Home System with dedicated iPad docks. Radiant heated flooring runs throughout the entrance, basement, and primary ensuite. Outside features a rare, oversized 1.5-car garage plus a 4-car driveway with sophisticated exterior lighting. The lower level rounds out the estate with a spacious entertainment zone, wet bar, gas fireplace, and a private nanny suite.Impeccably crafted and thoughtfully designed in every detail, this breathtaking residence stands as the ultimate realization of your lifestyle aspirations and represents the definitive dream home you have been searching for. More details
    Listed by RIGHT AT HOME REALTY
    Tanya Crepulja
    Steven Fontes
  • 102 52 Aerodrome Crescent in Toronto: Leaside Condo Townhouse for sale (Toronto C11) : MLS®# C13149338

    102 52 Aerodrome Crescent Leaside Toronto M4G 4J1
    Main Photo: 102 52 Aerodrome Crescent in Toronto: Leaside Condo Townhouse for sale (Toronto C11)  : MLS®# C13149338
    $719,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13149338
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome To 52 Aerodrome Cres In The Heart Of Leaside! This Beautifully Renovated Ground-Level 2-Bedroom, 2-Bathroom Stacked Condo Townhome Offers Rare Single-Level Living With No Interior Stairs, A Bright & Functional Open-Concept Layout With No Wasted Space, And A Private Stone Patio Perfect For Indoor-Outdoor Enjoyment. This Move-In Ready Suite Features Laminate Flooring Throughout, A Bright & Airy Living Area With Large Windows Allowing Plenty Of Natural Light, And An Updated Modern Kitchen Featuring White Cabinetry, Stainless Steel Appliances, Walk-In Pantry & Ample Counter Space. The Bright & Spacious Primary Bedroom Includes His & Hers Closets, A 3-Piece Ensuite & Seamless Access To The Private Stone Patio. The Versatile Second Bedroom Offers Flexible Space For A Home Office Or Additional Living. Enjoy Comfortable Outdoor Living On The Private Patio, Perfect For BBQs, Morning Coffee & Entertaining. Conveniently Located Across From Leonard Linton Park And Just Steps To Laird LRT Station, TTC, Costco, Farm Boy, Shops, Cafes & Restaurants, With Easy Access To The DVP & Downtown Toronto. Surrounded By Parks, Scenic Walking & Bike Trails, With Easy Access To Sunnybrook Park & Wilket Creek Trail. Situated Within The Highly Sought-After Bennington Heights Elementary & Leaside High School District In One Of Toronto's Most Desirable Family-Friendly Communities! More details
    Listed by RE/MAX REALTY ENTERPRISES INC.
    Tanya Crepulja
    Steven Fontes
  • 39 Brentcliffe Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13148148

    39 Brentcliffe Road Leaside Toronto M4G 3Y4
    Main Photo: 39 Brentcliffe Road in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C13148148
    $1,398,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13148148
    Bedrooms:
    3
    Bathrooms:
    2
    Discover this beautifully fully upgraded semi-detached home in the heart of North Leaside, offering a stylish open-concept layout designed for modern living. spent lots of $$$ for renovation . Featuring updated windows and doors, this home showcases a stunning renovated kitchen with newer appliances, upgraded elegant hardwood flooring throughout. Enjoy bright, inviting living spaces with a cozy fireplace, smooth ceilings, and sleek pot lights, enhanced by smart dimmer switches for added convenience. The spacious bedrooms are paired with a tastefully renovated bathroom, creating a comfortable and refined living environment. The fully finished basement, complete with built-in speakers and vibe lighting, provides the perfect setting for a family room, entertainment area, or private retreat. Step outside to a large deck with a BBQ gas line, overlooking a private backyard oasis-ideal for relaxing or entertaining. A detached garage adds everyday convenience. Ideally located just minutes' walk to TTC and LRT transit, with easy access to parks, shopping, and dining. Situated near top-rated schools, including Northlea French Immersion Public School, this home offers an exceptional lifestyle in one of Toronto's most desirable neighborhoods. More details
    Listed by AIMHOME REALTY INC.
    Tanya Crepulja
    Steven Fontes
  • 212 1315 Bayview Avenue in Toronto: Leaside House for lease (Toronto C11) : MLS®# C13146680

    212 1315 Bayview Avenue Leaside Toronto M4G 2Z8
    Main Photo: 212 1315 Bayview Avenue in Toronto: Leaside House for lease (Toronto C11)  : MLS®# C13146680
    $1,950
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C13146680
    Bedrooms:
    1
    Bathrooms:
    1
    LIMITED-TIME OFFER: 1 MONTH FREE RENT! Beautifully renovated 1-bedroom apartment, nestled in the prestigious Bayview - Leaside neighbourhood. Bright and spotless with modern finishes, newer appliances, and laminate floors, this unit offers a peaceful view overlooking the charming neighbourhood in a secure, well-maintained building with on-site superintendent, laundry facilities, and optional underground parking. Steps to TTC, Sunnybrook, shops, cafés, and parks, the perfect blend of comfort, convenience, and serenity. More details
    Listed by RE/MAX NOBLECORP REAL ESTATE
    Tanya Crepulja
    Steven Fontes
  • 61 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13146332

    61 Sutherland Drive Leaside Toronto M4G 1H5
    Main Photo: 61 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C13146332
    $1,695,000
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    C13146332
    Bedrooms:
    4
    Bathrooms:
    2
    Located in Prime South Leaside on a 33 x 130 foot south-facing lot, this four-bedroom home offers character and functionality. The welcoming foyer opens into the spacious living room with hardwood floors, crown moulding, wood burning fireplace, and built-in shelves, and overlooks the formal dining room. The kitchen has been thoughtfully updated with Caesarstone countertops, subway tile backsplash, pot lights, stainless steel appliances and custom cabinetry with ample storage. The sun-filled breakfast area is the perfect place to enjoy a morning coffee. The upper level boasts four additional bedrooms including the primary which spans the front of the house and has hardwood floors. Three additional well appointed bedrooms each with closet space. The updated four-piece bathroom features a shower/bathtub combination with a sliding glass door. The lower level has been thoughtfully renovated with laminate flooring, a spacious recreation room with pot lights, an updated three-piece bathroom with a glass-enclosed shower and shampoo niche, and an extensive utility room and two additional closets for ample storage. Close proximity to all the amenities and restaurants on Bayview Avenue, the LRT, greenspaces and minutes from downtown. In school district for Rolph Road Elementary School, Bessbrough Middle School and Leaside Highschool. Enjoy the tennis courts, baseball diamond and playground at Trace Manes or walk to Leaside Memorial Gardens for curling, skating or swimming. Wonderful sense of community. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    Tanya Crepulja
    Steven Fontes
  • 1 1377 Bayview Avenue in Toronto: Leaside House for lease (Toronto C11) : MLS®# C13146658

    1 1377 Bayview Avenue Leaside Toronto M4G 3A5
    Main Photo: 1 1377 Bayview Avenue in Toronto: Leaside House for lease (Toronto C11)  : MLS®# C13146658
    $1,950
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C13146658
    Bedrooms:
    1
    Bathrooms:
    1
    LIMITED-TIME OFFER: 1 MONTH FREE RENT! Discover this charming 1-bedroom gem tucked into the prestigious Bayview - Leaside neighbourhood. Light-filled and impeccably maintained, the suite features warm hardwood floors, a dedicated dining area, and generous storage throughout. Take in tranquil views of the tree-lined streets below, all within a secure, well-cared-for building with a dedicated superintendent just down the street, convenient laundry facilities, and optional covered carport parking. Steps to TTC, Sunnybrook, boutique shops, cozy cafés, and lush parks, this is the perfect blend of comfort, convenience, and serenity. More details
    Listed by RE/MAX NOBLECORP REAL ESTATE
    Tanya Crepulja
    Steven Fontes
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Data was last updated May 25, 2026 at 09:15 PM (UTC)
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