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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 140 listings, but only 125 are available for public display. To get instant access to all 140 listings, please .
1-12/125
  • 278 Avenue Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C14118358

    278 Avenue Road Casa Loma Toronto M4G 1G4
    Main Photo: 278 Avenue Road in Toronto: Casa Loma House for sale (Toronto C02)  : MLS®# C14118358
    $1,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14118358
    Bedrooms:
    4
    Bathrooms:
    4
    PRIME RATHNELLY LOCATION | RESIDENTIAL & COMMERCIAL ZONING | EXCEPTIONAL POTENTIAL Attention Developers, Investors & Entrepreneurs! This full three-storey brick semi-detached property offers residential and commercial zoning along this stretch of Avenue Road, presenting exciting possibilities for redevelopment, renovation, investment or a customized live/work concept. Ideally situated within walking distance of Summerhill, Yorkville and Yonge & Bloor, with convenient TTC access and approximately a 10-minute walk to Summerhill or Dupont subway stations. Just minutes from Toronto's downtown core, this is an opportunity to secure a versatile property in an established and highly desirable neighbourhood. SOLD AS IS, WHERE IS. PRICED TO SELL! Bring your vision and unlock the potential. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Tanya Crepulja
    Steven Fontes
  • 4 Kenrae Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14115994

    4 Kenrae Road Leaside Toronto M4G 1Y1
    OPEN HOUSE: Oct 31, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 31, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Nov 01, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, November 1, 2026 2:00PM - 4:00PM
    Main Photo: 4 Kenrae Road in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14115994
    $949,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14115994
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to this charming semi-detached home in the heart of Leaside, offering a wonderful combination of comfort, flexibility and location. Featuring 2 bedrooms with the option to easily convert back to 3 bedrooms, along with 2 bathrooms, this home offers over 1600 square feet of total living space and is perfectly suited to families, professionals or those looking for additional space to grow. The updated kitchen featuring a chef's gas stove, heated floor and skylight offers a bright, fresh, functional setting for everyday living and entertaining, while the home has been newly painted throughout, creating a bright and inviting atmosphere. Step outside and discover a deep, paved, low-maintenance backyard - an exceptional outdoor extension of the living space featuring mature trees for additional privacy. A tranquil pond feature adds charm and character, creating a peaceful setting for morning coffee, entertaining or simply enjoying the outdoors. Ideally situated in one of Toronto's most desirable family neighbourhoods, this home boasts a strong 92 walk score aka "Walker's Paradise", your daily errands do not require a car! Likewise, the home is conveniently located near the new TTC Line 5 Eglinton LRT (Laird Station), as well as the TTC #88 bus to St. Clair Station (Line 1) providing excellent access across the city. Families will appreciate being within the catchment areas for Rolph Road Public School, Bessborough Middle School and Leaside High School, as well as St. Anselm (Catholic JK-Gr8), all highly regarded local schools. A great condo alternative! Immediately enjoy everything Leaside has to offer, including parks, recreation, shopping, restaurants, community amenities and convenient transportation - all while being tucked into a welcoming residential Leaside neighbourhood. More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 152 Randolph Road in Toronto: Leaside House for lease (Toronto C11) : MLS®# C14115698

    152 Randolph Road Leaside Toronto M4G 3S4
    Main Photo: 152 Randolph Road in Toronto: Leaside House for lease (Toronto C11)  : MLS®# C14115698
    $12,000
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C14115698
    Bedrooms:
    5
    Bathrooms:
    5
    E-X-Q-U-I-S-I-T-E Custom-Built Family Home In Prime Leaside!! Open Concept Main Floor W/ 10 Ft Ceilings Spacious & Bright, , Decorative Mouldings, Wainscoting, Hardwood Flrs, State-Of-The-Art Kitchen W/ Top Of The Line S/S Appliances, 4 Bedroom & 4 Bathroom. Master Bedroom W/ Fireplace. Spacious Bedrooms. Solid Wood Doors And Garage. Great Schools, Parks, Local Shops.House is equipped with security Camera, Security system, irrigation, .... More details
    Listed by RIGHT AT HOME REALTY
    Tanya Crepulja
    Steven Fontes
  • 309 896 Eglinton Avenue E in Toronto: Leaside Condo Apartment for lease (Toronto C11) : MLS®# C14115934

    309 896 Eglinton Avenue E Leaside Toronto M4G 2L2
    Main Photo: 309 896 Eglinton Avenue E in Toronto: Leaside Condo Apartment for lease (Toronto C11)  : MLS®# C14115934
    $1,800
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C14115934
    Bedrooms:
    1
    Bathrooms:
    1
    1 MONTH FREE on an 18-month lease for November 1st move-in! Welcome to 896 Eglinton Ave E, a boutique-style building offering bright, spacious, and beautifully maintained suites in the sought-after Leaside neighbourhood. This approximately 600sq. ft. one bedroom features a spacious layout, kitchen with fridge, microwave, stove, and a full bathroom. Enjoy the convenience of air conditioning, on-site laundry, and pet-friendly living. Located at Eglinton Ave E and Laird Dr, just steps from the new Eglinton LRT station with 24/7 bus service. Easy access to downtown Toronto, the DVP, and nearby amenities including Sunnybrook Hospital, Sobeys, LCBO, Canadian Tire, banks, schools, library, medical offices, restaurants, parks, and pickleball courts. Don't miss this opportunity to live in a convenient and connected Toronto location. More details
    Listed by Infinite Real Estate
    Tanya Crepulja
    Steven Fontes
  • 34 Glenbrae Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14115812

    34 Glenbrae Avenue Leaside Toronto M4G 3R5
    OPEN HOUSE: Oct 29, 2026
    11:30 AM - 12:30 PM EDT
    Open House on Thursday, October 29, 2026 11:30AM - 12:30PM
    Main Photo: 34 Glenbrae Avenue in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14115812
    $3,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14115812
    Bedrooms:
    5
    Bathrooms:
    4
    A spectacular one-of-a-kind North Leaside home that makes you dream of long summer days spent poolside, dinner underway in the outdoor kitchen, the game playing on the outdoor TV with evenings dining under the gazebo. This exceptional 4+1 bdrm, 4 bathroom home delivers luxury inside & out, with soaring ceilings, beautifully wallpapered accent walls and impeccable attention to detail. The open-concept living and dining boast a front bay window, while a fabulous built-in bar leads to the chef-inspired kitchen featuring an oversized centre island, pull-out pantry storage, a generous breakfast area perfect for busy family mornings. The oversized family room is a showstopper, with coffered ceilings, wall-to-wall custom built-ins and a gas fireplace, all framed with windows overlooking the backyard oasis. Step outside to your private retreat, stunning inground salt-water Gunite (concrete) pool w/sheer descent wall & 3 waterfalls, & the outdoor kitchen & pergola are designed for unforgettable family gatherings. Upstairs, the spacious primary bdrm offers a true private sanctuary with an oversized walk-in dressing room and 5 PC spa-inspired ensuite. Every bdrm features high-end custom closet cabinetry & another 5 PC bathroom. The lower level is equally impressive, w/oversized above-grade windows flooding the space with natural light, a large recreation room with wall-to-wall built-ins, a beautifully finished laundry room, abundant storage including a dedicated pantry room, and another gorgeous 3-piece bathroom all lead to the 5th bdrm now used as an elaborate home office. Families will appreciate the approx 8-minute walk to Northlea Elementary & Middle School (FR Immersion) then walking to the Eglinton/Laird LRT for work. Leaside Village is just a 5-minute drive away, with Longo's, Shoppers Drug Mart, restaurants, shops and everyday conveniences. A remarkable family home where everyday living feels like a holiday. Refer to Features & Upgrades attached. More details
    Listed by BOSLEY REAL ESTATE LTD.
    Tanya Crepulja
    Steven Fontes
  • 1105 35 Brian Peck Crescent in Toronto: Thorncliffe Park Condo Apartment for lease (Toronto C11) : MLS®# C14115184

    1105 35 Brian Peck Crescent Thorncliffe Park Toronto M4G 0A5
    Main Photo: 1105 35 Brian Peck Crescent in Toronto: Thorncliffe Park Condo Apartment for lease (Toronto C11)  : MLS®# C14115184
    $3,125
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C14115184
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to 35 Brian Peck Crescent, Suite 1105 at Scenic on Eglinton! Freshly renovated, this inviting 2-bedroom + den suite offers 892 sq. ft. of interior living space, featuring brand-new flooring and a new washer and dryer for a refreshed, move-in-ready feel. The functional layout includes a versatile den ideal for a home office or additional living space. Includes 1 underground parking space and 1 locker for added convenience and storage. Ideally situated near Eglinton Ave E and Laird Dr, enjoy convenient access to TTC transit and the Eglinton Crosstown LRT, shopping, restaurants, grocery stores, and everyday essentials. Enjoy nearby green spaces, including Sunnybrook Park and E.T. Seton Park, with easy access to the Don Valley Parkway for commuters. Enjoy the comfort of a freshly updated home in a convenient Toronto location! More details
    Listed by ORION REALTY CORPORATION
    Tanya Crepulja
    Steven Fontes
  • 143 Laird Drive in Toronto: Thorncliffe Park Commercial for sale (Toronto C11) : MLS®# C14114248

    143 Laird Drive Thorncliffe Park Toronto M4G 3V6
    Main Photo: 143 Laird Drive in Toronto: Thorncliffe Park Commercial for sale (Toronto C11)  : MLS®# C14114248
    $2,495,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C14114248
    Total Area:
    3,619 sq. ft.
    Rare freestanding corner building in prime Leaside with exceptional exposure, street presence and surface parking. Approx. 3,619 SF total with a bright, professionally finished main floor featuring floor-to-ceiling glass offices, reception area, large windows and an open, flexible layout. Finished lower level provides additional office/workspace. Ideal turnkey opportunity for an owner-user seeking a distinctive building with excellent signage and visibility. Ideal for a wide variety of uses including medical, dental, beauty and aesthetics, wellness, fitness, professional and financial services, office, showroom, design studio, specialty retail, physiotherapy, veterinary clinic, education, and hospitality. Excellent opportunity for an owner-user or investor in a highly visible corner location. Outstanding transit connectivity, including TTC at the door and convenient access to the new Eglinton Crosstown LRT, plus quick access to the DVP. Vacant possession available. More details
    Listed by CB METROPOLITAN COMMERCIAL LTD.
    Tanya Crepulja
    Steven Fontes
  • TH 201 2 Brian Peck Crescent in Toronto: Thorncliffe Park Condo Townhouse for lease (Toronto C11) : MLS®# C14113964

    TH 201 2 Brian Peck Crescent Thorncliffe Park Toronto M4G 4K4
    Main Photo: TH 201 2 Brian Peck Crescent in Toronto: Thorncliffe Park Condo Townhouse for lease (Toronto C11)  : MLS®# C14113964
    $2,850
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C14113964
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome Home to This Bright, Spacious Corner Condo Townhouse Overlooking Lovely Leonard Linton Park. The Area is a Hiker's Paradise - Mere Steps to the Tranquil ET Seton, Wilket Creek, and Sunnybrook Parks Trail System. Close to Leaside Shops & Services, and the Newly-Opened Laird LRT Station on the Eglinton Crosstown Line, This Home Features A Functional Kitchen With Breakfast Bar, Walk-Out to a Sunny Balcony/BBQ Area, and A Generous Primary Bedroom with Ensuite Bath. One Dedicated Parking Spot and Locker Are Included. With Easy Access to Eglinton Avenue East, This Property is a Terrific Blend of City Conveniences in a Quiet Setting. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    Tanya Crepulja
    Steven Fontes
  • 143 Laird Drive in Toronto: Thorncliffe Park Commercial for sale (Toronto C11) : MLS®# C14112724

    143 Laird Drive Thorncliffe Park Toronto M4G 3V6
    Main Photo: 143 Laird Drive in Toronto: Thorncliffe Park Commercial for sale (Toronto C11)  : MLS®# C14112724
    $2,495,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C14112724
    Total Area:
    3,619 sq. ft.
    Rare freestanding corner building in prime Leaside with exceptional exposure, street presence and surface parking. Approx. 3,619 SF total with a bright, professionally finished main floor featuring floor-to-ceiling glass offices, reception area, large windows and an open, flexible layout. Finished lower level provides additional office/workspace. Ideal turnkey opportunity for an owner-user seeking a distinctive building with excellent signage and visibility. Ideal for a wide variety of uses including medical, dental, beauty and aesthetics, wellness, fitness, professional and financial services, office, showroom, design studio, specialty retail, physiotherapy, veterinary clinic, education, and hospitality. Excellent opportunity for an owner-user or investor in a highly visible corner location. Outstanding transit connectivity, including TTC at the door and convenient access to the new Eglinton Crosstown LRT, plus quick access to the DVP. Vacant possession available. More details
    Listed by CB METROPOLITAN COMMERCIAL LTD.
    Tanya Crepulja
    Steven Fontes
  • 417 160 Vanderhoof Avenue in Toronto: Thorncliffe Park Condo Apartment for lease (Toronto C11) : MLS®# C14109562

    417 160 Vanderhoof Avenue Thorncliffe Park Toronto M4G 0B7
    Main Photo: 417 160 Vanderhoof Avenue in Toronto: Thorncliffe Park Condo Apartment for lease (Toronto C11)  : MLS®# C14109562
    $2,180
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C14109562
    Bedrooms:
    1
    Bathrooms:
    1
    Bright & Airy One Bedroom Unit W/9' Ceilings Built By Aspen Ridge! Functional, Open ConceptLiving Space W/Work From Home Office Nook, Floor-To-Ceiling Windows & Laminate Flooring .Great Value Unit With Parking! Spacious 1 Br Suite W/Large 93 Sf Balcony, . Modern CityLifestyle At Convenient Location. Steps To T T C, upcoming Eglinton LRT train. (Smart Crt,Obey's, Homesense, Home Depot, Etc.), Schools & Parks. Close to DVP & Sunnybrook Hospital,Edward Garden. More details
    Listed by RE/MAX EXCEL REALTY LTD.
    Tanya Crepulja
    Steven Fontes
  • 150 Airdrie Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14108424

    150 Airdrie Road Leaside Toronto M4G 1M5
    Main Photo: 150 Airdrie Road in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14108424
    $2,175,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14108424
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 150 Airdrie Road, a detached 4+1 bedroom home perfectly situated in South Leaside, steps from highly ranked schools and the shops along Bayview. Thoughtfully designed and well suited to family living, it offers generous space, natural light and flexibility on every level. The main floor features an open concept layout with high ceilings and hardwood floors throughout, creating a bright and welcoming setting for everyday life. The expansive kitchen is the heart of the home, offering a centre island with seating that overlooks the living and dining rooms, along with large pantry cabinets for the busy family on the go. Spanning the rear of the home, the large family room is the perfect place to unwind at the end of the day, with views of the spacious deck and deep backyard. A convenient powder room completes the main level. The upper level continues with vaulted ceilings and hardwood floors. The primary bedroom is a true retreat, featuring built-in closets with organizers and a four-piece ensuite with a glass-enclosed shower, soaking tub, storage and a skylight. Three additional bedrooms are each filled with natural light, and a spacious four-piece family bathroom. The finished lower level offers additional living space, with above-grade windows in every room. It includes a fifth bedroom, a three-piece bathroom, a recreation room, a laundry room, a side entrance and an abundance of storage, making it ideal for guests, a nanny or growing teens. Step outside to a private, fully fenced backyard, landscaped with low-maintenance turf, a playground and an oversized garden shed. It's the perfect setting for children to play and for families to relax and entertain outdoors. Legal Front pad parking for one, however two cars fit, adds everyday convenience. Ideally located within walking distance of highly ranked schools, Trace Manes Park, the Leaside Library and the community centre, with Bayview's shops and everyday amenities close at hand. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    Tanya Crepulja
    Steven Fontes
  • 10 Field Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14106058

    10 Field Avenue Leaside Toronto M4G 1Y6
    Main Photo: 10 Field Avenue in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C14106058
    $4,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14106058
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to 10 Field Ave. Primely located in the heart of South Leaside this rare offering is steps to Bessborough P.S & St. Anselm's. Completely renovated this unique property is a perfect forever family home. Offering over 5000 sf of living space! The main floor family room is a perfect place to host large gatherings, being over 400 sf of open-concept living with a walk-out to a secluded garden, pool & hot tub. The kitchen was renovated in 2020 and is truly a Chef's kitchen featuring: Subzero 36" fridge & 36" freezer, Wolf 48" 6-burner gas stove with a double oven and BBQ + a Professional line Wolf 48" exhaust, Miele coffee machine, steam oven, wine fridge & additional beverage fridge. Wall-to-wall pantry and tons of storage. A classic center hall layout with a formal Dining & Living room. (could be main floor office). The Primary suite is very spacious with a gas fireplace, "his and hers" ensuites (new 2026) & 2 walk-in closets. The bedrooms are generously sized. 2nd floor laundry room. Kids can kick off their shoes in the mudroom & head downstairs to the rec. room. The 5th bedroom is ideal for a live-in Nanny or could be a great gym. This home has TONS of storage & great parking! A sunny turnkey home on a premium double lot that pies to 53 ft.! More details
    Listed by RE/MAX ULTIMATE REALTY INC.
    Tanya Crepulja
    Steven Fontes
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Data was last updated October 27, 2026 at 12:15 AM (UTC)
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