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

$1,999,000
6 Beds 3 Baths C13601046 MLS
Nestled on one of Leaside's most coveted streets, this lovingly maintained 2-storey home has been cherished by the same family for approximately 60 years and offers an exceptional opportunity in one of Toronto's most sought-after neighbourhoods. Set on a premium oversized lot, this charming, well-maintained home is ready to enjoy as-is while offering outstanding opportunities to renovate, expand, or create your dream home in a highly sought-after location. The functional layout features spacious principal rooms, a bright and updated kitchen with two ovens, including one built-in, a bar fridge, two sinks, a coffee bar, and an appliance garage, as well as a versatile pantry or home office tucked just off the kitchen. Original character and charm shine throughout, while abundant storage adds everyday practicality. The basement offers two separate entrances - one from the back, and one from the front, a full bathroom, and excellent potential for a future in-law suite or income-generating apartment. Step outside to an incredible private backyard complete with lush gardens, composite decking, a pergola, and fully fenced grounds, while the award-worthy front garden has been recognized by the Leaside Garden Society as a Garden of Distinction and featured as part of its renowned Garden Tour. Situated in the heart of prestigious Leaside, just steps to top-rated schools, beautiful parks, boutique shopping, restaurants, transit, and all the amenities that make this neighbourhood one of Toronto's most desirable places to call home, this is a rare opportunity not to be missed.

327 Bessborough Drive, Toronto

$4,195,000
6 Beds 5 Baths C13599786 MLS
Beautiful Georgian residence on one of Bennington Heights most coveted streets, offering timeless architecture, elegant interiors and an exceptional backyard oasis to relax in all summer! Set behind a handsome brick facade with professionally landscaped gardens, this five-plus-one bedroom home features a centre hall plan with generous principal rooms with solid oak hardwood floors. The formal living room overlooks the front gardens, while the dining room, complete with a marble wood-burning fireplace, custom built-ins and French doors, flows seamlessly into the family room. A beautifully appointed Chef's kitchen offers custom cabinetry, marble backsplash, centre island, panelled Sub-Zero fridge, Wolf gas range, walk-through pantry and bright breakfast area overlooking the private south-facing backyard. The spacious family room features custom built-ins, a gas fireplace and a stunning walkout to the backyard lounge and pool area. The second level is outstanding, offering five generous bedrooms, including a luxurious primary retreat with Juliette balcony, sitting area, walk-in closet and spa-inspired five-piece ensuite with heated floors. Four additional bedrooms include a freshly renovated Jack & Jill bath, another family bath for the other two bedrooms and second-floor laundry. The finished lower level adds outstanding flexibility with two oversized recreation spaces (gym+media), an additional bedroom, three-piece bath, second laundry and abundant storage. Outside, enjoy a spectacular south-facing backyard with a 15 x 30 ft. saltwater pool, multiple entertaining areas, mature trees, expansive lawn, irrigation, landscape lighting and exceptional privacy. Ideally located just moments from Bayview Avenue, Leaside's shops and restaurants, Moore Park Ravine, Evergreen Brick Works, top-ranked public and private schools, and with convenient access to the DVP and downtown, this is an exceptional family home in one of Toronto's most sought-after neighbourhoods.

17 Noel Avenue, Toronto

$659,500
2 Beds 2 Baths C13594876 MLS
Welcome To The Bayview, The Only Condominium Residence In North Leaside And One Of Midtown Toronto's Most Coveted Addresses. This Ultra Wide Split Bedroom Layout Is One Of The Building's Most Desirable Floor Plans And Rarely Becomes Available. Fully Renovated Suites Are Equally Rare. Nestled In The Heart Of This Family Friendly Neighbourhood, The Bayview Offers Condominium Living Without Sacrificing The Parks, Trails, Shops, Cafes, Restaurants, Schools, And Community That Make North Leaside So Sought After. Welcome To Suite 505, Arguably The Best Value In The Neighbourhood. Offering Generous Square Footage, A Coveted Split Bedroom Layout, Two Full Bathrooms, And A Bright West Facing Exposure, This Renovated Residence Checks Every Box For Downsizers, Professionals, And Young Families Alike. Unlike Many Newer Condominiums, This Suite Offers Space To Truly Live. Its Wide Design Allows Triple The Natural Light To Pour Into The Home Throughout The Day. Principal Rooms Create Openness Rarely Found At This Price Point, While The Split Bedroom Configuration Provides Privacy And Flexibility For Guests, Children, Or A Home Office. The Turnkey Interior Has Been Renovated With Timeless Finishes And Full Sized Appliances Creating A Warm Home That Requires Nothing But Your Belongings. Step Onto Your Covered Balcony And Enjoy Sunset Views Across The Western Sky. The Bayview Is Renowned For Exceptional Management, Strong Community, Low Turnover, And Predominantly Owner Occupied, It's One Of Midtown's Best Kept Secrets. Opportunities To Purchase Here Are Rare. Steps To Parks, Tennis Clubs, Trails, Schools, Shops, And Local Favourites Like Cumbrae's. The Leaside LRT Station Is Moments Away, Making Commuting Effortless, While Quick Access To The DVP Makes Weekend Escapes A Breeze. Fully Renovated. Two Bedrooms. Two Bathrooms. Generous Square Footage. West Facing Exposure. Boutique Owner Occupied Building. North Leaside. Touching 850 Square Feet For Under $700,000 Is Exceptional Value.

1801 Bayview Avenue Unit 505, Toronto

$7,295,000
5 Beds 7 Baths C13563350 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

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