Leaside Real Estate

Leaside Real Estate

Welcome to Leaside, one of Toronto’s most cherished neighborhoods, where charm meets modern living. Nestled in the heart of East York, this vibrant community is renowned for its tree-lined streets, family-friendly atmosphere, and a rich tapestry of history. Leaside’s roots date back to the early 1900s, and its architectural diversity reflects a blend of classic and contemporary homes, making it a desirable destination for families, young professionals, and retirees alike.

Leaside is not just a place to live; it’s a lifestyle. The neighborhood boasts an array of parks and recreational facilities, including the expansive Leaside Memorial Community Gardens, perfect for outdoor enthusiasts and families looking to enjoy weekend picnics. The community is also home to excellent schools, making it a top choice for families seeking quality education for their children.

Shopping and dining options abound along Bayview Avenue, where you’ll find a delightful mix of local boutiques, cafes, and restaurants. Whether you’re in the mood for a cozy brunch or a gourmet dinner, Leaside offers a culinary scene that caters to every palate.

Transportation is a breeze, with easy access to major highways and public transit, allowing residents to effortlessly connect to downtown Toronto and beyond. With its strong sense of community, vibrant local culture, and convenient amenities, Leaside stands out as a neighborhood that truly feels like home. Come explore the charm of Leaside and discover why so many are proud to call this remarkable neighborhood their own.

Newest Listings in Leaside

176 Hanna Road, Toronto
$1,785,000
3 Beds ⋅ 2 Baths ⋅ C14106442 MLS
Welcome to this beautifully renovated, move-in ready, 3 bedroom, 2 bathroom detached home in the highly sought-after Leaside neighbourhood of Toronto. Combining modern upgrades with the warmth and charm of an establised residential community, this inviting property offers a wonderful blend of comfort, style and convenience. The home features extensive renovations, including a modern kitchen, updated bathrooms, new hardwood flooring on the second level and contemporary pot lighting throughout. 2 fireplaces add warmth and character, creating inviting spaces for relaxing and enteraining. The property is inhanced by mature shees and a landscaped backyard, creating an inviting outdoor retreat to enjoy throughout the seasons. The establised greenery adds natural beauty and character, while the oversized deck provides the perfect setting for outdoor dining, summer bbq's and entertaining family & friends. Whether enjoying a quiet morning outdoors or hosting a summer gaterhing, the backyard offers a wonderful extension of the home's living space. The property benefits from proximity to well-regarded schools - Leaside High School, Bessborough Elementary & Middle school nearby. Conveniently located near Bayveiw/Eglinton Ave E, the home offers access to local shops, cafes, restaurants, public transit, parks and other neighbourhood amenities. This home presents an exceptional opportunity to enjoy comfortable, contemporary lviing in one of Toronto's established and sought-after neighbourhoods.

176 Hanna Road, Toronto
150 Airdrie Road, Toronto
$2,175,000
5 Beds ⋅ 4 Baths ⋅ C14108424 MLS
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.

150 Airdrie Road, Toronto
10 Field Avenue, Toronto
$4,499,000
5 Beds ⋅ 5 Baths ⋅ C14106058 MLS
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.!

10 Field Avenue, Toronto
44 Donlea Drive, Toronto
$2,995,000
6 Beds ⋅ 4 Baths ⋅ C14103506 MLS
Some homes simply have a presence about them. A sense of space, an abundance of natural light, and an easy elegance that makes you feel at home the moment you walk through the door. 44 Donlea Drive is one of those homes. Set on a beautiful family-friendly street in the heart of prime North Leaside, this substantial four-bedroom, four-bath detached residence blends generous proportions, thoughtful luxury, and the warmth of a true family home. Offering approximately 2,674 square feet above grade, plus an additional 1,030 square feet on the lower level, this home stands apart for its exceptional scale, smart design and beautiful upgrades. The main floor layout is wonderful with proper formal living and dining rooms, complemented by a spacious chef's kitchen that overlooks the family room and breakfast area. The current owners have invested significantly throughout, including a spectacular fully renovated lower level with heated floors, all new windows and exterior doors and upstairs a former second-floor balcony has been transformed into an expansive, custom-designed walk-in closet, beautifully appointed and indulgent in both finish and function. The inviting interiors and generous layout support everything from lively gatherings to quiet evenings at home. And then there's the neighborhood. North Leaside is one of Toronto's most sought-after communities, celebrated for its beautiful streets, outstanding schools, wonderful parks, welcoming atmosphere and access to shops, restaurants and transit.

44 Donlea Drive, Toronto
817 Millwood Road, Toronto
$1,949,000
3 Beds ⋅ 3 Baths ⋅ C14099652 MLS
Beautifully Renovated South Leaside Family Home! Lovingly cared for and thoughtfully renovated, this detached home offers a warm, functional layout in one of Toronto's most sought-after family neighbourhoods. The bright main floor features an elegant living room featuring a wood-burning fireplace and a completely renovated kitchen and dining area, creating an inviting space for everyday living and entertaining. Upstairs, you'll find three comfortable bedrooms and beautifully updated bathrooms. The perfect layout for everyday life. The fully finished lower level adds valuable living space with a spacious recreation room, an additional 3-piece bathroom, laundry, and plenty of storage-perfect for a kids' playroom, family room, or home office. A finished attic provides even more flexible bonus space. Outside, enjoy an incredible private backyard with plenty of room for kids to play, entertain, and relax, plus a large shed for additional storage. Freshly painted, meticulously maintained, and truly move-in ready. Complete with parking and ideally located just steps from excellent schools, parks, shops, restaurants, and TTC. A wonderful opportunity to put down roots in the heart of South Leaside.

817 Millwood Road, Toronto
128 Leacrest Road, Toronto
$1,295,000
4 Beds ⋅ 2 Baths ⋅ C14097686 MLS
An exceptional opportunity on one of South Leaside's quiet, child-friendly streets! Set on a generous 38.67' x 100' lot in an excellent school district, this charming detached brick home offers comfortable, flexible living with plenty of room to grow. Warm and inviting, the sun-filled main floor features hardwood floors, a lovely south-facing living room, charming kitchen and dining area, and a versatile family room that easily doubles as a home office or playroom. A main floor bedroom adds flexibility for guests, working from home or everyday living. Upstairs, two additional bedrooms, both with closets, and a family bathroom complete the second level. The bright, finished lower level offers even more functional living space, with a fourth bedroom, fresh and cheerful bathroom, and generous recreation area, all enjoying excellent natural light. Partial waterproofing provides an added improvement.Outside, a large, private garden offers plenty of room to entertain, play or simply unwind, while the private driveway and detached garage provide convenient off-street parking. Move in and enjoy the charm, space and flexibility of this lovely home, with the opportunity to update or expand over time to suit your changing needs. Perfectly positioned on a peaceful, family-friendly street surrounded by beautiful homes, wonderful neighbours and excellent schools, just moments from parks, playgrounds and the shops and restaurants of Bayview Avenue. A fantastic opportunity to enjoy the best of South Leaside living, today and for years to come.

128 Leacrest Road, Toronto
442 Heath Street E, Toronto
$10,495,000
5 Beds ⋅ 5 Baths ⋅ C14095932 MLS
Welcome to 442 Heath Street East, an architecturally distinctive contemporary residence offering more than 6,000 square feet across three levels in coveted Bennington Heights, with interiors by Ashley Botten. Set on an extraordinary lot, this sun-filled home pairs luxurious finishes, thoughtful built-ins, in-floor heating throughout and a heated driveway for year-round comfort. A sleek and stunning entryway features extensive storage and introduces the elegant living and dining room, complete with show-stopping floor-to-ceiling windows. The stunning modern kitchen features a large island and adjoining breakfast area. The expansive family room overlooks the landscaped backyard, while a main-floor office, powder room and attached garage add everyday convenience. Upstairs are four spacious bedrooms, a family library and laundry room, including a spectacular primary retreat with backyard views, a skylit walk-in closet and luxurious five-piece ensuite. The lower level offers a generous recreation room, fifth bedroom, full bathroom, fitness and Pilates studio, infrared sauna and ample storage. And then there is the backyard, which is reminiscent of the most exclusive resorts in the world. Discover a gorgeous swimming pool, expansive entertaining patio, outdoor cooking area, children's play treehouse, butterfly garden, outdoor table tennis and additional green space beyond the pool. Expansive windows bring exceptional natural light into the home and frame its lush surroundings. Enjoy proximity to Moore Park Ravine, the Beltline Trail, Evergreen Brick Works, parks and Bayview Avenue's shops, cafés and restaurants. Nearby schools include Bennington Heights Elementary, Bessborough Drive Elementary and Middle School and Leaside High School (subject to school board policies), with convenient TTC connections, access to downtown and the Don Valley Parkway. A rare blend of modern architecture, family comfort and resort-inspired outdoor living, this home is truly exceptional.

442 Heath Street E, Toronto
32 Evergreen Gardens, Toronto
$2,798,000
4 Beds ⋅ 4 Baths ⋅ C14094926 MLS
NEW PRICE! Exceptional value in exclusive Bennington Heights. Part of an intimate luxury collection of just five bespoke residences, Three are sold, only two remain. Modern luxury meets architectural elegance in this multi-level home featuring ~4,000 sq. ft. of finished living space (3,000 sq. ft. above grade), a rare 20-ft interior width, and a private elevator accessing all 5 levels.Highlights include a Miele /Wolf chef's kitchen with marble counters, soaring main-floor ceilings, custom white oak finishes, linear fireplace, spa baths, and a finished basement with radiant heated floors. Enjoy multi-functional living with a ground-floor guest/office suite, 2-car parking (built-in garage), and an 800 sq. ft. south-facing rooftop terrace with a built-in pergola. Complete with full Tarion warranty and prime access to Bayview amenities, Beltline trails, and downtown transit routes. Open House Saturday October 24th 2 to 4 PM

32 Evergreen Gardens, Toronto
1618 Bayview Avenue W Unit B, Toronto
$48,888
C14094610 MLS
Excellent opportunity to acquire Arista Aesthetics, an established beauty and skincare clinic located in the heart of Leaside on Bayview Avenue. Offering a range of popular services, including laser hair removal, customized facials, microneedling, and waxing, this business presents an exciting opportunity for beauty and wellness entrepreneurs. Benefit from an established clientele and association with a successful hair salon, creating excellent potential for cross-referrals and continued growth. The new owner may also have the opportunity to expand the service menu to include additional aesthetic treatments, such as Botox, dermal fillers, and other skin rejuvenation services, subject to applicable licensing and regulatory requirements. Ideal for an owner-operator or beauty professional looking to grow their business in a desirable Toronto neighbourhood. Located just steps away from the vibrant shops, cafes, boutiques, and amenities on Bayview, this commercial space is an ideal setting. Don't miss this exceptional opportunity!

1618 Bayview Avenue W Unit B, Toronto
164 Glenvale Boulevard, Toronto
$2,150,000
3 Beds ⋅ 3 Baths ⋅ C14091094 MLS
Enjoy the Best of Leaside Living. Experience the space, comfort and lifestyle that make Leaside such a sought-after Toronto neighbourhood. Enjoy open, inviting living spaces, with the added flexibility of an extra kitchen, ideal for extended family, entertaining or working from home. Recent renovations add valuable living space and versatility to suit your needs. Outside, a generous, private backyard provides a peaceful retreat, complemented by convenient private driveway parking. Just steps from the Sunnybrook trail network, enjoy easy access to scenic walking and cycling routes, connecting you to nature right from your doorstep. A wonderful opportunity to enjoy the best of Leaside living, where neighbourhood charm, everyday convenience and outdoor recreation come together.

164 Glenvale Boulevard, Toronto
551 Broadway Avenue, Toronto
$3,899,000
3 Beds ⋅ 5 Baths ⋅ C14089238 MLS
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!

551 Broadway Avenue, Toronto
50 Leadale Avenue, Toronto
$2,095,000
3 Beds ⋅ 3 Baths ⋅ C14087160 MLS
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).

50 Leadale Avenue, Toronto
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