Leaside Real Estate

Leaside Real Estate

Welcome to Leaside, one of Toronto’s most sought-after neighborhoods, where community charm meets urban sophistication. Nestled in the heart of East York, Leaside is renowned for its picturesque tree-lined streets, well-maintained parks, and a strong sense of community spirit. This vibrant neighborhood offers a perfect blend of suburban tranquility and city convenience, making it an ideal place for families, professionals, and retirees alike.

Leaside boasts a rich history dating back to the early 20th century, which is evident in its stunning heritage homes and quaint architectural styles. The area is characterized by its spacious lots and beautiful gardens, providing residents with a serene atmosphere to call home. Families will appreciate the top-rated schools, including Leaside High School and St. Anselm Catholic School, ensuring a quality education for children of all ages.

For those who enjoy an active lifestyle, Leaside offers an abundance of recreational opportunities. The neighborhood is home to numerous parks, including the expansive Leaside Memorial Community Gardens and the scenic Sunnybrook Park, perfect for walking, biking, or simply enjoying a picnic in the sun. The local community center hosts a variety of programs and events, fostering a strong sense of camaraderie among residents.

Shopping and dining options abound along Bayview Avenue, where you’ll find an array of boutiques, cafes, and restaurants that cater to diverse tastes. Whether you’re in the mood for a casual brunch or an elegant dinner, Leaside has something for everyone.

With its unbeatable location, rich history, and vibrant community, Leaside is not just a place to live; it’s a lifestyle. Discover the charm of Leaside and find your dream home in this beautiful Toronto neighborhood today!

Newest Listings in Leaside

$6,995,000
5 Beds ⋅ 7 Baths ⋅ C13669542 MLS
A stunning, brand new modern home in Bennington Heights, thoughtfully designed with a focus on light, proportion, and practical family living. Set on an impressive 59 ft frontage with a rare circular drive, this home offers a commanding presence from the street. Clean lines and a neutral palette with gorgeous white oak herringbone floors define the aesthetic. This well-executed home offers over 6,200 sq ft of finished living space with impressive design details throughout. A dramatic 21-ft skylit entry introduces the home, anchored by a sculptural open riser staircase. The main floor offers 11 ft ceilings with defined principal rooms through a connected, open flow. Expansive rear windows bring in natural light and create a seamless connection to the backyard. The kitchen is beautifully appointed, centred on a large marble island with integrated appliances and refined finishes, opening to bright breakfast area and pool-sized garden. The adjoining family room features a wood-burning fireplace and oversized windows, creating a warm and comfortable gathering space. Private main floor office and well-designed mudroom with custom cabinetry and side entry add everyday practicality. Street-facing windows are smart windows with automated privacy shading. Upstairs, an open gallery overlooks the level below. All four bedrooms include walk-in closets and private ensuites. The primary suite is set apart with treetop views, a private balcony, a walk-in dressing room, and a spa-inspired ensuite with freestanding tub, glass shower, and dual vanities. A second floor laundry room adds convenience. Lower level offers a walk-up with a separate entrance to a self-contained in-law/nanny suite, along with a large recreation area, home gym, sauna, and glass-enclosed wine room, along with a second laundry room. This is a wonderful and rare opportunity to own a thoughtfully designed home that delivers on scale, quality, and long-term livability.

7 Lumley Avenue, Toronto
$754,000
2 Beds ⋅ 2 Baths ⋅ C13667746 MLS ⋅ Upper House Condos BLDG.
Chic Contemporary Residence in the Heart of Leaside. This bright and spacious split bedroom unit features an open-concept layout with floor-to-ceiling windows that flood the space with natural light. It has 9-foot ceilings and engineered hardwood floors. The modern kitchen is equipped with sleek cabinetry, beautiful quartz countertops, premium appliances, and a large island perfect for entertaining. The living area opens to a private 220 sq ft balcony with unobstructed south-facing views, ideal for relaxing or enjoying morning coffee. With generous bedroom space, ample storage, and high-end finishes throughout, this unit is a perfect blend of style and functionality. Located in a boutique mid-rise building that offers a refined living experience with only 60+ units spread across 7 floors. Residents enjoy access to a range of upscale amenities including a fitness centre, rooftop terrace with BBQs, concierge service, and a pet-friendly environment. The building's design emphasizes privacy and luxury, with thoughtfully curated common areas and secure underground parking. You will find amazing neighbours in the building, certainly some of the friendliest in the City. Nestled in the vibrant Leaside community, it is surrounded by an array of local conveniences and lifestyle offerings. Just steps away are charming cafes, gourmet restaurants, and boutique shops along Laird Drive and Bayview Avenue. The area boasts excellent schools, lush parks like Trace Manes Park, and easy access to public transit including the upcoming Eglinton Crosstown LRT. Whether you're looking for a peaceful residential vibe or urban connectivity, this location delivers the best of both worlds. See attached feature sheet for list of upgrades and inclusions.

25 Malcolm Road Unit 606, Toronto
$1,599,000
5 Beds ⋅ 2 Baths ⋅ C13665052 MLS
* Rarely Offered* Beautifully Updated 3+2 Bedroom Detached Home Nestled On A Fabulous Family Friendly Street W/Local Traffic Only* Enjoy A Serene & Peaceful Setting On A 38x100 Ft Lot, Offering The Opportunity To Move In, Renovate, Or Build Your Dream Home* Freshly Painted T/O W/Brand New Laminated Flooring In The Family Rm/Bsmt Bedrms* Detached Garage, Private, Lovely Fenced Backyard W/Beautiful Garden and Plenty of Privacy* Home Shows A+++

128 Leacrest Road, Toronto
$3,099,999
6 Beds ⋅ 5 Baths ⋅ C13660624 MLS
Welcome home to this beautifully renovated 2-storey residence in the heart of Leaside - one of Toronto's most sought-after family neighborhoods. This 4+2 bedroom, 5 bathroom home blends modern style with everyday function, offering the perfect move-in-ready package for growing families. Completely renovated in 2025, the property boasts premium updates including a modern kitchen equipped with top-of-the-line KitchenAid and Miele appliances. Enjoy beautiful hardwood floors throughout, enhanced by the warmth of four gas fireplaces creating cozy living spaces. The home features two convenient laundry rooms, a new roof 2025, ensuring comfort and peace of mind. Step inside to find sun-filled principal rooms, sleek contemporary finishes, and thoughtful upgrades throughout, creating a space that feels both polished and welcoming. Upstairs, four generous bedrooms and beautifully appointed bathrooms provide comfortable, private space for the whole family. Basement creates the perfect space for extended family, in-laws or nanny quaters - whatever your family needs. Then you can Relax, unwind, and get lost in your backyard oasis where everyday feels like a getaway.Perfectly positioned just steps to Leaside's charming shops and cafés, with easy access to TTC transit, this home is also close to top-rated schools and Sunnybrook, plus nearby parks and green space for outdoor enthusiasts. A rare opportunity to own a fully renovated home in one of Leaside's best pockets - luxury, location, and lifestyle all in one.

354 Bessborough Drive, Toronto
$1,300,000
3 Beds ⋅ 2 Baths ⋅ C13657928 MLS
Perfectly situated in the heart of North Leaside, this beautifully updated and thoughtfully expanded residence offers exceptional family living in one of Toronto's most sought-after neighbourhoods. Located in the coveted Northlea Elementary and Middle School, and Leaside High School catchments, it blends comfort, functionality and timeless appeal. A welcoming foyer with a closet and bench introduces a bright interior with hardwood floors and generous principal rooms. Overlooking the front gardens, the inviting living room offers ample space for relaxing and can easily accommodate a dining area. At the heart of the home, the renovated kitchen features custom cabinetry, stainless steel appliances, a large eat-in centre island and a wall of built-ins providing excellent pantry storage. The substantial rear addition showcases a sun-filled dining room with western exposure, a skylight and walkout to the private garden, creating effortless indoor-outdoor flow. This versatile space could also serve as a beautiful family room. Upstairs, the primary bedroom includes a built-in dresser and closet area. A second well-proportioned bedroom and renovated four-piece bathroom complete the level. The finished lower level adds valuable living space with a comfortable recreation room featuring broadloom, pot lights and built-in shelving. A spacious bedroom with a wall of closets offers flexibility as a private primary suite, guest room or child's bedroom, with access to an updated four-piece bathroom. Laundry and utility storage complete the lower level. Outside, tranquil rear gardens provide a private setting for dining, entertaining and relaxation. Moments from Serena Gundy Park, the Don Valley ravine trails, TTC and the Eglinton Crosstown LRT, the home also enjoys easy access to excellent schools and the shops, cafés, restaurants and amenities of Bayview and Eglinton. A rare opportunity to own an impeccably maintained family home in an exceptional community.

366 Laird Drive, Toronto
$759,900
2 Beds ⋅ 2 Baths ⋅ C13655610 MLS
This Beautifully Modernized upper level 2-bedroom, 2 bathroom Stacked Town House is in prestigious Leaside. This unit was just painted profressionally throughout including the kitchen cabinet. Well maintained by the original owner. It offers the quick access to the Bus stop, Eglinton LRT, vibrant shops nearby and top-rated schools plus a lot more to expect. One minute walk to the bus stop where takes you to the St. Clair subway station. Original owner and well-maintained property (e.g. duct cleaning 2025) in addition to many newer appliances (e.g. dryer 2025). Hardwood floor throughout with upgraded washroom (2023 fall), and two private balconies. The expansive, open-concept Living and Dining area flows seamlessly onto a private balcony. 2nd balcony has beautiful view of greenery area. The chef-inspired kitchen is equipped with newer stainless-steel appliances and ample cabinetry, A king-sized primary bedroom (4.78m x 3.10m) featuring a large window, ample closet space, and a private 4-piece ensuite. Across from Leonard Linton Park where has plenty of playground for the childern, and steps away from the scenic Sunnybrook Park. Perfect for first-time buyers or downsizers seeking a prime property in a top-tier school district. One underground parking is included.

10 Brian Peck Crescent Unit 201, Toronto
$1,499,000
4 Beds ⋅ 2 Baths ⋅ C13649042 MLS
Beautifully renovated and move-in ready, 272 Rumsey Road delivers the space, quality, and location that make Leaside one of Toronto's most coveted family neighbourhoods. A hexagonal-tiled entry flows into warm light-oak hardwood, where the living room's oversized leaded-glass windows wrap the open main level in natural light around a refinished wood-burning fireplace.The all-white chef's kitchen is finished with quartz counters, stainless steel appliances, a tiled backsplash, and generous cabinetry with a pantry, opening seamlessly to the dining room for effortless entertaining. Upstairs, a spacious primary with added closet space and two well-proportioned bedrooms share a spa-inspired, white-marble four-piece bath.The finished lower level, with its own separate side entrance, adds true flexibility: a large open rec/media area, a dedicated office, a bright walk-out fourth bedroom, and a spa-style three-piece bath with floating vanity and glass shower, plus laundry. Ideal for extended family, ananny suite, or working from home.Thoughtfully upgraded throughout: new triple-pane Nordik windows (2025), added attic insulation, a fully levelled, waterproofed and refinished basement, new interior doors, hardware, outlets and lighting, radiant heat plus three ductless units for year-round comfort, and a freshly restored, fully fenced backyard with new sod and flower beds. A private drive with a new roll-updoor offers rare two-car parking. Zoned for sought-after Bessborough Elementary & Middle and Leaside High, and just steps to parks, shops, dining, and transit along the Eglinton corridor. A rare offering that lives far larger than its footprint.

272 Rumsey Road, Toronto
$2,750,000
5 Beds ⋅ 4 Baths ⋅ C13644604 MLS
Custom built and well-designed home that captures timeless contemporary architecture and a floor plan designed for versatile family living. Situated on a prime 33' x 134' lot in the heart of Leaside. Modern interiors, 9 foot ceilings and hardwood floors on main & second floor, clean architectural lines, and minimalist trim. Spacious living & dining room are anchored by a wood burning fireplace. Designed for everyday family living & entertaining, the kitchen has shaker style maple cabinetry, oversized island topped in Quartz that seats 6, breakfast area, spacious built-in desk functions as an office nook/homework station. Family room with a wall of windows, gas fireplace, custom built-ins, powder room and walk out to the garden. Second floor is highlighted by a large skylight, a custom wood staircase with adonized aluminum detailing. Spacious primary suite features a wall of windows, sitting area, and a 4 piece ensuite, separate shower and soaker tub. Three additional well-proportioned bedrooms with excellent closet space & a large 4 piece bathroom. Lower level was designed to provide exceptional versatility with changing family dynamics in mind. Currently used as an extension of the family's living space, it can function as a fully self-contained suite; ideal for extended family, a young adult transitioning toward independent living while remaining home, live-in nanny, or income producing suite. Features: living/dining, full kitchen, separate entrance, bedroom with large windows, and three piece bath; or use the space as the current owner does-recreation room with kitchen for entertaining. Fully fenced garden with flagstone patio, perennial plantings, & garden shed with brick detailing/contemporary horizontal wood. Exceptional walkability to Bayview and Laird amenities, Leaside LRT stop, school catchment area of Bessborough Elemen & Middle, Leaside High, St. Anselm Catholic. A home that combines exceptional design, generous living space, and an enviable location.

181 Rumsey Road, Toronto
$2,495,000
4 Beds ⋅ 2 Baths ⋅ C13635354 MLS
Welcome To This Exceptional Detached 2-Story Home On A Premium 30.58 x 120 Ft South-Facing Lot In Highly Coveted South Leaside! Steps To Top-Tier Schools Including Rolph Road Elementary, Bessborough Drive & Leaside High School. Enjoy Seamless Transit, Easy Commuting & The Beautiful, Vibrant Vibe of Bayview Avenue's Renowned Shops & Restaurants. Professionally Landscaped Grounds Feature Multi-Zone Irrigation & A Resort-Style Backyard W/ Inground Pool, Waterfall Accent & Custom Poolside Cabana. Double Side-Yard Sheds + Private 2-Car Drive.Sophisticated Open-Concept Main Level Features Hardwood Floors, Crown Moulding, LED Lighting & California Shutters. Cozy Wood-Burning Fireplace In Living Room Flows Into Seamless Dining Space. Chef's Kitchen Boasts Updated Cabinetry, Quartz Surfaces, 3-Seat Peninsula & Dedicated Built-In Beverage Centre.Upper Level Offers 3 Bright Bedrooms W/ Hardwood & Primary Retreat W/ Double Closet. Fully Renovated 5-Pc Spa-Like Washroom Features Dual Vanities, Frameless Glass Shower & Luxury Heated Floors. Fully Finished Lower Level Adds Massive Footprint W/ Sprawling Rec Room, Quiet Dedicated Home Office, Functional Laundry, 3-Pc Bath & Tons of Storage!We Appreciate Your Interest In This Spectacular Property and Warmly Welcome You to Experience the Perfect Blend of Luxury, Comfort, and Neighborhood Charm. Come Tour This Exceptional South Leaside Masterpiece and Discover Your Next Dream Home! Don't miss the virtual tour.

45 Mcrae Drive, Toronto
$1,080,000
C13609072 MLS
In sight of Laird Station on the new LRT, purchase this single tenant building and watch it thrive with the new subway opening. New roof and HVAC (2023) mean turn-key investment returns. Be the proud landlord of this established, fully equipped, licensed restaurant with a walk-in fridge, 10-foot ventilation hood and full-height, full-size basement. Two car parking and easy delivery access from alley make this a delivery hot-spot. Be brave and pursue a redevelopment opportunity with your eager neighbours. NNN rental income is good - and it's getting better in 2027. The seller will guarantee the rent at the higher rate until it renews in February. How much does public transit raise commercial rents? Own this property and find out.

804 Eglinton Avenue E, Toronto
$1,525,000
4 Beds ⋅ 2 Baths ⋅ C13603582 MLS
Terrific opportunity to own a well-priced, detached home in prestigious Leaside. 3+1 bedrooms, 2 full baths. Generous-sized living & dining rooms. Beautifully renovated kitchen. Main floor family room addition with walkout to large deck, spacious backyard with interlocking patio and mature trees. 2nd floor bath features an extra-large, glass enclosed shower, modern designer-look vessel sink. Spacious finished basement offers more living space. Features wainscoting, French doors, built-in shelves. 4th bedroom. Updated 4-pc bath with vessel sink. Walk up from basement to backyard. Wide, interlocking private driveway. Property backs onto highly ranked Leaside High School and Howard Talbot Park. Short walk to new Leaside-Eglinton LRT station at Bayview, 5-minute ride to Yonge St. This high demand neighbourhood offers great shops, cafes, schools in a well-established central Toronto location.

663 Eglinton Avenue E, Toronto
$509,000
1 Beds ⋅ 1 Baths ⋅ C13601788 MLS
Immaculately kept and move-in ready. Sunrise views and floor-to-ceiling windows fill this open-concept suite with natural light. Modern kitchen with integrated appliances, spacious bedroom with walk-in closet, full-size washer and dryer, and a private balcony. Owned locker included. Full amenities including indoor pool, gym, party room, co-working space, and 24-hour concierge. Steps to the Eglinton Crosstown LRT, Sunnybrook Park, and Leaside shops - with quick DVP access.Perfect for first-time buyers, professionals, or investors.

33 Frederick Todd Way Unit 817, Toronto
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