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

$5,295,000
5 Beds ⋅ 5 Baths ⋅ C13766576 MLS
You don't want to miss this one! Welcome to 4 Douglas Crescent, a truly exceptional architectural home on the edge of North Rosedale, offering 4+1 bedrooms, 5 bathrooms, and a remarkable blend of luxury, innovation, and functionality. Featuring hickory wide-plank flooring, heated marble floors, 9 skylights, custom lighting, Control4 automation, smart glass windows, extensive security, and 50+ surround-sound speakers, every detail has been thoughtfully designed. The backyard is pre-wired and pre-plumbed for a BBQ, hot tub, fire and water features, while the impressive garage offers a 6,000-lb. car lift, heated floors, EV charger, car-wash setup, and heated driveway with parking for four. A rare turnkey opportunity in one of Toronto's most exclusive neighborhoods.

4 Douglas Crescent, Toronto
$1,498,000
4 Beds ⋅ 2 Baths ⋅ C13765594 MLS
A Leaside gem you'll be proud to call home! This stunning semi-detached residence has been thoughtfully renovated with premium finishes inside and out, blending timeless style with modern functionality in one of Toronto's most desirable family neighbourhoods. With incredible curb appeal, a private drive with easy parking for two cars, and a spacious, beautifully finished interior, this is the move-in-ready home you've been waiting for. The inviting main floor offers generous living space and a bright, open-concept kitchen and dining area designed for everyday living and effortless entertaining. A cozy fireplace creates the perfect setting for crisp fall days and cozy winter evenings. The impressive kitchen features a large island with an abundance of storage, while pot lights throughout add a warm, contemporary touch. Step outside and enjoy the large private deck, with plenty of room to relax and entertain. The spacious primary bedroom offers closet space galore and easily accommodates a king-size bed. The other two bedrooms are generously sized and versatile enough for family, guests or a home office. A sleek, modern bathroom completes this thoughtfully updated space. Downstairs, the fully finished basement (6'8" height), adds exceptional living space with an additional bedroom, stylish renovated bathroom and a fantastic dedicated laundry area. The location is truly exceptional. Enjoy easy access to Serena Gundy Park, ravine trails, TTC - the Eglinton Crosstown LRT, top-ranked schools, and the vibrant shops, and restaurants along Bayview Ave. Beautifully renovated. Exceptionally located. Completely move-in ready. This is Leaside living at its best - a home you'll love coming home to and one your neighbours will envy.

124 Donlea Drive, Toronto
$899,000
3 Beds ⋅ 2 Baths ⋅ C13758524 MLS
Perched above it all, this sophisticated two-storey penthouse offers 1,230 sq. ft. of beautifully updated living space plus a 101 sq ft south facing terrace, with dramatic double height ceilings, and an airy, open feel. The flexible 2+1 bedroom, 2-bathroom (one on each level) layout effortlessly balances style, comfort and functionality. Currently configured with both living and family rooms, the main level offers exceptional versatility, with the family room easily enclosed to create a second bedroom. At the heart of the home is a stunning designer kitchen, renovated in 2023 with quartz counters and thoughtfully designed for both everyday living and entertaining. A statement spiral staircase leads to the upper level, with an expansive primary retreat. French doors from the bedroom open up to a separate office or sitting area, while a designer bathroom and two walk-in closets complete this impressive suite. Numerous additional upgrades include two beautifully updated full bathrooms, engineered hardwood flooring, custom storage, full size laundry with plenty of storage, new heat pump (2026), electric fireplace, and refined finishes throughout. Includes- 2 Parking spots (side by side) & a locker in a well managed, updated mid size building with 81 units. Building amenities incl Concierge Mon- Fri 9-5pm, a Guest Suite, 20 Visitor parking spots, Meeting Room, Party Room, Exercise Room & Bike Storage. Spacious, stylish and exceptionally versatile, this unique penthouse offers the feel of a home with the ease of condominium living-all in an incredibly convenient location just steps to the LRT and minutes from the shops, restaurants, parks and amenities that make Leaside such a sought-after neighbourhood.

1801 Bayview Avenue Unit PH 802, Toronto
$699,000
C13758264 MLS
Premier commercial condo in Central Leaside's Wicksteed Business Park. Approximately 966 sq. ft. of versatile, clear-span space featuring soaring 12-ft exposed ceilings, industrial spiral ductwork, linear architectural lighting and durable polished concrete floors. Currently configured with a bright front entry/reception area, expansive open-concept main floorplate, dedicated rear room with sliding partition and in-suite plumbing rough-ins ready for customization. Flexible E 1.0 zoning supports a variety of potential uses, including an artisanal bakery or food-production space, specialty café or roastery, creative agency and professional office. Ground-floor direct access and dedicated on-site surface parking provide added convenience for staff and visitors. Ideally positioned near Laird Drive, Laird Station on the Eglinton Crosstown LRT, the DVP and Highway 401, with easy access to SmartCentres Leaside, specialty cafés, fitness destinations and other neighbourhood amenities. A distinctive, move-in-ready opportunity that can also be tailored to suit your business vision. Buyers to verify permitted use and zoning requirements.

209 Wicksteed Avenue Unit Unit 32, Toronto
$1,750,000
4 Beds ⋅ 3 Baths ⋅ C13756930 MLS
Welcome To 81 Thursfield Crescent A Completely Renovated, Turn-Key Home Situated On An Extra-Wide 34 X 120 Ft Lot In The Heart Of Coveted Leaside! Extensively Renovated From Top To Bottom, This Beautiful 3+1 Bedroom, 2 Bathroom Home Offers Designer Finishes, Thoughtful Functionality And Exceptional Value In One Of Toronto's Most Desirable Neighbourhoods. The Main Level Features A Stunning New Kitchen And Beautifully Updated Living Spaces, While Upstairs Offers Three Comfortable Bedrooms. The Newly Finished Lower Level Features An Additional Bedroom, Bathroom And Separate Entrance, Creating Flexible Space For Guests, Extended Family, A Home Office Or Additional Living Area. A Standout Feature Is The Rare 34-Ft-Wide Lot Combined With Parking For 3 Cars An Exceptional Offering In Leaside. Enjoy A Generous 120-Ft-Deep Property, Ample Parking And A Home Where The Renovations Have Already Been Done For You. Ideally Located Close To Excellent Schools, Parks, Shops, Restaurants And Transit. Move In And Enjoy Everything Leaside Has To Offer!

81 Thursfield Crescent, Toronto
$1,695,000
5 Beds ⋅ 3 Baths ⋅ C13755990 MLS
Ideally situated in sought-after North Leaside, this renovated four-bedroom home offers generous proportions, thoughtful functionality and exceptional space for family living. A substantial rear addition enhances both the main and second levels, creating an expansive layout designed for modern family life. A warm foyer with closet opens to the beautifully renovated main level, where white oak hardwood floors flow throughout. The spacious living room features crown moulding, a custom coffee bar and is open to the dining room, creating an inviting setting for entertaining and family gatherings. At the heart of the home, the renovated kitchen features a generous island with Caesarstone countertops, an abundance of custom cabinetry and stainless steel appliances. Beyond, the expansive south-facing family room is filled with natural light and features a gas fireplace, custom cabinetry and walkout to the professionally landscaped gardens. Upstairs, four well-proportioned bedrooms including a spacious primary bedroom overlooks the rear gardens with two double closets with organizers and access to a renovated three-piece bathroom with a separate glass-enclosed shower. Three additional bedrooms each with closet space, another renovated four piece bathroom and upstairs laundry complete the upper level. The finished lower level offers exceptional versatility with an additional bedroom, kitchen, living area, second laundry and ample storage, providing flexibility for a self-contained investment opportunity or an in-law suit with a separate and private entrance. Outside, landscaped gardens, a large deck with awning for outdoor dining and low-maintenance artificial turf create an inviting extension of the living space, while a detached garage provides parking and storage. Ideally located near Serena Gundy Park, ravine trails, TTC, the Eglinton Crosstown LRT, top-ranked schools and the shops, cafés, restaurants and amenities of Bayview and Eglinton.

253 Donlea Drive, Toronto
$2,195,000
4 Beds ⋅ 3 Baths ⋅ C13755912 MLS
Perfectly situated on an oversized sun filled south facing lot in South Leaside, this detached 3+1 bedroom, 3-bathroom home offers classic curb appeal, exceptional space with a two level extension, and a highly functional family layout. Set on an impressive 36 x 151 ft lot with a private drive, attached garage and ample parking, the home features approx. 3,163 sq. ft. of living space across three levels. The main floor offers a spacious living room with hardwood floors, crown moulding and a large bay window, overlooking an elegant dining room with a detailed ceiling, niche, and wall panelling. The galley kitchen features an abundance cabinetry with stainless steel appliances, a separate pantry space and direct access to the dining and breakfast areas. At the rear, a bright breakfast area flows into the sun-filled family room, which features a flat-top vaulted ceiling, expansive south-facing windows overlooking an expansive wood deck, wall-to-wall built-ins and beautiful garden views. A four-piece bathroom completes the main level. Upstairs are three well-proportioned bedrooms with hardwood floors, including a primary with built-in closets, plus a four piece updated family bath. The lower level offers a large recreation room, versatile fourth bedroom that can function as a home office or gym, laundry, four-piece bathroom, excellent storage and a separate entrance. The expansive rear gardens are extensive, offering a private retreat with expansive deck, stone patio, lush lawn, garden shed and play structure. Ideally located in the coveted Rolph Road, Bessborough and Leaside High school districts, and close to top private schools, TTC, parks and the shops, cafés and restaurants of Bayview Avenue. An exceptional opportunity in one of Toronto's most sought-after neighbourhoods.

15 Mcrae Drive, Toronto
$3,999,999
5 Beds ⋅ 5 Baths ⋅ C13754186 MLS
Welcome to an exceptional custom residence in the heart of coveted North Leaside. Impeccably designed with refined craftsmanship, sophisticated finishes, and an effortless sense of luxury, this remarkable home is perfectly suited to both elegant entertaining and comfortable family living. An impressive array of premium features include heated basement floors, a private sauna and hot tub, sophisticated wet bar and wine cellar, custom cabinetry, rich walnut flooring and top-of-the-line appliances. Every element has been thoughtfully curated to create a residence of exceptional quality and distinction. Ideally positioned just steps from the Crosstown LRT, highly regarded schools, boutique shop, acclaimed restaurants, parks and Sunnybrook Hospital. This is a rare opportunity to enjoy the very best of North Leaside living. Simply move in, settle in, and experience a home where luxury, lifestyle and location come together effortlessly.

40 Divadale Drive, Toronto
$3,550,000
5 Beds ⋅ 5 Baths ⋅ C13753904 MLS
This Leaside jewel has serious attention to detail everywhere you look. Classic finishes with design elements well integrated throughout the entire home create an elegant, serene flow from one exquisite space to the next. Ebony hardwood floors greet you on entry through the front living room and formal dining room. The gourmet kitchen with breakfast bar is combined with a family room which features a built-in entertainment wall, and there is also a casual dining area overlooking the walkout sundeck and stunning south facing landscaped yard. On the second floor the primary bedroom features soaring ceilings, a Juliet balcony, 6 piece ensuite with steam shower and a generous walk-in closet. There are also three more large bedrooms (all with ensuites) and convenient second floor laundry. The lower level is expansive and bright, with nine foot ceilings, a massive recreation room with a gas fireplace, walk-out to the yard and in-law/nanny suite optionality. As you walk through, it just feels like home. Not to be missed.

553 Broadway Avenue, Toronto
$1,699,000
4 Beds ⋅ 2 Baths ⋅ C13753894 MLS
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.

136 Glenvale Boulevard, Toronto
$749,000
2 Beds ⋅ 2 Baths ⋅ C13753362 MLS
Freshly painted and thoughtfully maintained, this bright 2-bedroom, 2-bath stacked townhome offers an easy, comfortable way to enjoy Leaside living. The open-concept living, dining, and kitchen area is filled with natural light and works just as well for a quiet night in as it does for hosting friends.The primary bedroom includes a private ensuite, dual closets, and a walk-out balcony overlooking greenery-an ideal spot for a morning coffee or a little fresh air at the end of the day. Underground parking add everyday convenience, while the well-managed building also offers visitor parking. Set in a quiet, family-friendly pocket of Leaside, you're close to transit, neighbourhood shops, restaurants, parks, playgrounds, and highly regarded schools in the Bennington Heights/Leaside High School district. Flemingdon Park Golf Club, Edwards Gardens, Sunnybrook Park, and Sunnybrook Hospital are all nearby. With the Laird Station on the Eglinton Crosstown LRT and quick DVP access makes trips downtown straightforward. A lovely option for first-time buyers, downsizers, or anyone looking for a well-kept home in a connected neighbourhood.

60 Aerodrome Crescent Unit 201, Toronto
$2,898,000
5 Beds ⋅ 4 Baths ⋅ C13752418 MLS
Bennington Heights - A complete home composed vertically with incomparable value for more than 4,000 square feet with 20-foot-wide interior living space across four levels of thoughtfully designed luxury, plus an expansive, south-facing, finished rooftop terrace. Built to the highest standard of workmanship by a reputable, award-winning team of architects, interior designers, and builders, this exceptional residence offers a seamless blend of modern elegance and timeless design.Private elevator access serves all five levels, along with the peace of mind of a full Tarion warranty. Distinctive features include a ground-floor bedroom or family room with a three-piece bathroom, and a main floor with soaring ceilings and floor-to-ceiling windows that flood the home with natural light. Spacious principal rooms and a modern custom chef's kitchen with a centre island and integrated breakfast table complete the main level. White oak and painted cabinetry, veined marble counters, and high-quality appliances are found throughout. The kitchen walks out to a balcony with a BBQ gas line - perfect for indoor-outdoor living.Additional highlights include white oak engineered hardwood floors, custom millwork and doors, a linear fireplace, and spa-inspired bathrooms finished in marble and porcelain. Ample built-in storage and thoughtfully designed cabinetry are found on every level. The home offers two-car parking with a built-in single garage and private front driveway, along with a landscaped backyard and patio. An unobstructed, 800-square-foot, south-facing rooftop terrace features a built-in pergola and Corten steel garden beds - ideal for sunbathing, entertaining, or relaxing under the stars. Enjoy immediate access to the Kay Gardner Belt line Trail, Don River Valley trails, and Evergreen Brick Works, with Bayview shops and Evergreen Gardens Park close by, and quick downtown access via the Bayview Extension and Don Valley Parkway. Open House September 12th Saturday 2 to 4

32 Evergreen Gardens, Toronto
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