Leaside
Ready To Learn More?
We know the community inside and out. Get in touch to benefit from our local expertise.
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.
-
41 St Cuthberts Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14030266
41 St Cuthberts Road Leaside Toronto M4G 1V2 $1,599,000Residential 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 detailsListed by BOSLEY REAL ESTATE LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
48 Sharron Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14029936
48 Sharron Drive Leaside Toronto M4G 2A6 $3,449,000Residential 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 detailsListed by JDL REALTY INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
323 Rumsey Road in Toronto: Leaside House for lease (Toronto C11) : MLS®# C14034108
323 Rumsey Road Leaside Toronto M4G 1R6 $3,999Residential 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 detailsListed by HIGHGATE PROPERTY INVESTMENTS BROKERAGE INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
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 $37,000Residential 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 detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
205 1291 Bayview Avenue in Toronto: Leaside Condo Apartment for lease (Toronto C11) : MLS®# C14029508
205 1291 Bayview Avenue Leaside Toronto M4G 2Z9 $2,195Residential 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 detailsListed by RE/MAX REALTRON REALTY INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
35 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14011372
35 Bessborough Drive Leaside Toronto M4G 3H6 OPEN HOUSE: Oct 17, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 17, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 18, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 18, 2026 2:00PM - 4:00PM$3,650,000Residential 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 detailsListed by ROYAL LEPAGE SIGNATURE REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
27 Berney Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14024750
27 Berney Crescent Leaside Toronto M4G 3G4 OPEN HOUSE: Oct 17, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 17, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 18, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 18, 2026 2:00PM - 4:00PM$2,149,500Residential 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 detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
223 Mcrae Drive in Toronto: Leaside Commercial for lease (Toronto C11) : MLS®# C14029306
223 Mcrae Drive Leaside Toronto M4G 1T6 $3,980 /MonthCommercial- Status:
- For Lease
- MLS® Num:
- C14029306
- Major Bus.:
- Retail Store Related
- Total Area:
- 1,592 sq. ft.148 m2
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 detailsListed by SMART SOLD REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
130 Donlea Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14027934
130 Donlea Drive Leaside Toronto M4G 2M5 OPEN HOUSE: Oct 17, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 17, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 18, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 18, 2026 2:00PM - 4:00PM$2,995,000Residential 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 detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
127 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14028884
127 Glenvale Boulevard Leaside Toronto M4G 2W1 $1,888,888Residential 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 detailsListed by BRIDLEPATH PROGRESSIVE REAL ESTATE INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
136 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C14021250
136 Glenvale Boulevard Leaside Toronto M4G 2V9 OPEN HOUSE: Oct 17, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 17, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 18, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 18, 2026 2:00PM - 4:00PM$1,499,000Residential 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 detailsListed by RE/MAX REALTRON TNS REALTY INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
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 $599,000Residential 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 detailsListed by BAY STREET GROUP INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
Get New Listings Sent Straight to Your Inbox
Sign up to get you the latest listings that match your needs sent to your inbox every morning.