Leaside Homes for Sale

Leaside Homes for Sale

Welcome to Leaside, one of Toronto's most charming and sought-after neighborhoods! Nestled in the heart of the city, Leaside combines suburban tranquility with urban convenience, making it an ideal place for families, professionals, and retirees alike. With its tree-lined streets, beautiful parks, and a strong sense of community, Leaside offers a welcoming atmosphere that feels like home.

Known for its rich history and vibrant culture, Leaside is characterized by its stunning residential architecture, ranging from classic brick homes to modern builds. The neighborhood is well-regarded for its excellent schools, making it a top choice for families seeking quality education for their children. Local amenities abound, including boutique shops, cozy cafes, and diverse dining options that cater to every palate.

Outdoor enthusiasts will appreciate the numerous parks and recreational facilities, including the expansive Leaside Memorial Community Gardens, where you can enjoy sports, picnics, and community events year-round. The neighborhood's convenient access to public transit and major roadways ensures that downtown Toronto is just a short commute away, allowing residents to enjoy the best of both worlds.

Currently, there are a variety of homes for sale in Leaside, ranging from charming bungalows to spacious family residences. Whether you’re a first-time buyer or looking to upgrade, Leaside has something to offer everyone. Explore the vibrant community and discover your dream home in this delightful Toronto neighborhood. Come and experience the Leaside lifestyle—where comfort meets convenience!

Newest Leaside Homes for Sale

$4,800,000
5 Beds ⋅ 5 Baths ⋅ C13791774 MLS
Welcome to 10 Field Ave. Primely located in the heart of South Leaside this rare offering is steps to Bessborough P.S & St. Anselms. 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. A retreat in the city. 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 cupboards. A classic center hall layout with a formal Dining & Living room. The Primary suite is very spacious with a gas fireplace, "his and hers" ensuites (new 2026) & 2 walkin closets. The bedrooms are generoulsy sized. 2nd floor laundry room. Kids can kick off their boots 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 a TON of storage & great parking! A sunny turnkey home on a premium double lot!

10 Field Avenue, Toronto
$1,949,000
4 Beds ⋅ 5 Baths ⋅ C13790394 MLS
Welcome to 83 Rumsey Road, an exceptional semi-detached residence in the heart of South Leaside, offering the scale, sophistication and functionality of a detached home in one of Toronto's most coveted family neighbourhoods.The oversized foyer welcomes you with a generous double closet and exceptional storage. The sun-filled living room overlooks the lush greenery of Trace Manes Park, creating a beautiful sense of space and connection to the outdoors. Centrally positioned, the dining room provides an elegant space and is perfectly suited for both intimate dinners and larger gatherings. The heart of the home is a beautifully designed modern kitchen overlooking the family room, complete with custom built-ins, a gas fireplace and views of the private, low-maintenance backyard. Upstairs, the primary retreat features a private balcony, his-and-hers closets and a luxurious 5-piece spa-inspired ensuite. The second and third bedrooms are bright and spacious, with abundant natural light and beautifully appointed private ensuite bathrooms. A dedicated second-floor laundry adds convenience.The finished lower level offers a spacious recreation room with custom built-ins and a walkout to the backyard, plus a versatile fourth bedroom ideal for guests, a nanny or home office. A laundry rough-in and abundant storage complete the lower level. Perfectly positioned ,steps from Trace Manes Park, splash pad, tennis courts, baseball diamond and the Leaside Library, with the vibrant Bayview Avenue strip just a short walk away. Enjoy cafés, restaurants, boutiques and everyday amenities, alongside ravine trails, TTC access , the LRT and a quick drive to the Bayview Extension, Downtown, DVP and 401. 83 Rumsey Road is a rare opportunity to enjoy refined family living, exceptional space and an enviable South Leaside lifestyle. A real pleasure to show!

83 Rumsey Road, Toronto
$1,399,000
3 Beds ⋅ 2 Baths ⋅ C13787372 MLS
Welcome to 8 Beaufield Avenue, a charming semi-detached home on a quiet, tree-lined street in coveted North Leaside. Set on a generous 25 x 133.5 ft lot, this beautifully maintained residence offers bright, well-proportioned principal rooms, hardwood floors and an inviting layout with an easy connection to the outdoors. The dining room features a walkout to the rear deck, while the well-appointed kitchen offers ample cabinetry, stainless steel appliances and thoughtful storage. Upstairs are three well-proportioned bedrooms, two with double closets, along with a renovated four-piece family bathroom. The finished lower level provides valuable additional living space with a recreation room and convenient walk-up side entrance to the driveway. Outside, the deep west-facing garden is a true highlight, beautifully landscaped with mature trees and established perennials, complemented by a spacious deck with awning for outdoor dining and entertaining. Ideally situated within an easy walk of Northlea French Immersion, Leaside High School, parks, transit and the shops and restaurants of Bayview Avenue. A wonderful opportunity to enjoy a thoughtfully cared-for home in one of North Leaside's most established neighbourhoods.

8 Beaufield Avenue, Toronto
$1,349,000
3 Beds ⋅ 2 Baths ⋅ C13786368 MLS
Looking for your way into North Leaside? Here it is. A meticulously maintained, beautifully renovated three-bedroom semi with the space and updates you want, in one of Toronto's most sought-after family neighbourhoods. Thoughtfully planned with long-term family living in mind, the home has been updated with quality, longevity and everyday ease in mind. Open-concept living, dining and kitchen spaces flow beautifully together, with a fully renovated kitchen offering loads of storage. Canadian oak hardwood floors, new doors, trim and windows bring a fresh, cohesive feel throughout. Upstairs, three comfortable bedrooms and a beautifully renovated bathroom. Downstairs, a great rec room, home office, full washroom, practical laundry and clever storage nooks. Outside, a private backyard with a very large deck made for summer dinners and kids at play. Detached garage with parking for one, plus room for a second car in front. North Leaside delivers the full package: great neighbours, excellent schools including Northlea Elementary and Leaside High School, Sunnybrook Park, parks and trails, groceries and Costco, with Sunnybrook Hospital and the Eglinton LRT close by. Thoughtfully done. Exceptionally well cared for. Ready for whatever comes next.

39 Brentcliffe Road, Toronto
$999,800
5 Beds ⋅ 2 Baths ⋅ C13784874 MLS
W Leaside. Situated on a prime lot in one of Toronto's most sought-after family neighbourhoods,this exceptional property offers endless possibilities for first-time buyers, downsizers,investors, end users, or builders looking to create their dream home in an unbeatable location.Lovingly maintained with evident pride of ownership, the home features sun-filled living spaces, a functional layout, and a seamless walkout to a private backyard oasis. Surrounded by mature greenery and the soothing sounds of birdsong, this tranquil outdoor retreat is perfect for relaxing, entertaining, or enjoying nature in the city.Ideally located just steps from top-rated schools, parks, boutique shopping, fine dining, and convenient transit, this home offers the perfect blend of lifestyle and location. Move in and enjoy as is, renovate to suit your vision, or build new on this exceptional lot-the possibilities are endless.An added bonus for investors: the property is currently tenanted by a AAA tenant who is willing to stay, providing immediate income potential and flexibility for future plans. A rare opportunity to own in one of Toronto's most desirable neighbourhoods..Mechanical updates - New eavestroughs and downspouts - 2025-roof and skylight - 2024 furnace -2019, humidifier and air conditioning - 2018, fence and deck - 2018, exterior painting 2022.

3 Kenrae Road, Toronto
$1,299,000
1 Beds ⋅ 2 Baths ⋅ C13784024 MLS
Welcome to this thoughtfully renovated South Leaside bungalow in a prime location and on a premieur street. Here, exceptional functionality meets comfort and energy efficiency. Renovated in 2021 in keeping the charm of old Leaside homes (leaded glass retained thruout), this home features an oversized kitchen w/built-in stainless steel appliances, lots of cabinetry, a pantry, a dedicated work/desk area and a w/out to an intimate garden. The spacious main-floor primary bdrm offers built-in closets, a custom headboard w/integrated sconces & pot lights, and a generous 4-piece ensuite with two sinks, marble counters, abundant storage, retractable closet rods for clothes drying and a separate glass shower finished with marble. The inviting front living room flows into the dining room, while a cozy family room is highlighted by a beautiful custom stained-glass bay window. The versatile lower level is designed for entertaining, featuring a large recreation/TV room, built-in desk, above-grade window, fully equipped wet bar/mini kitchen and two Murphy beds cleverly concealed behind the walls. A spacious laundry room with additional kitchen facilities and cabinetry provides even more functionality. Storage is exceptional, with a large L-shaped storage room under the stairs plus another separate storage room. Energy efficiency was a priority during the renovation. The walls have an insulation rating exceeding that of a new R-2000 home, and following the installation of the combined Polaris boiler and hot water tank in 2022, the home was audited by a Certified Energy Advisor and achieved an impressive EnerGuide rating of 83-comparable to newer built R-2000 homes. See the attached Home Energy Report for full details. A truly well-designed home offering comfort, versatility, abundant storage and impressive energy performance in sought-after South Leaside. Much sought after Bessborugh Dr Elementary and fabulous neighbours, this is a real find!

9 Cameron Crescent, Toronto
$2,149,000
4 Beds ⋅ 2 Baths ⋅ C13783372 MLS
Welcome to 521 Sutherland Drive, a beautifully updated and move-in-ready residence in the heart of highly sought-after North Leaside. Offering three bedrooms, two bathrooms and generous principal rooms, this inviting property combines character with a thoughtful layout designed for everyday living and entertaining. The sun-filled living room features a bay window and fireplace, while the separate dining room provides an elegant setting for dinner parties. The well-appointed kitchen flows into a fabulous main-floor family room and breakfast area overlooking the garden, with a walkout to the deck and expansive, low-maintenance backyard. Upstairs are three well-proportioned bedrooms and a beautifully renovated four-piece bathroom with heated floors. The spacious primary bedroom easily accommodates a king-size bed and features impressive wall-to-wall built-in closets, providing exceptional storage. The finished lower level extends the home's versatility with a recreation area and fourth bedroom, ideal for guests, a private home office, or nanny accommodation. A rare heated double-width garage offers exceptional flexibility and is currently configured for both parking and a dedicated gym with a walkout to the back garden. Renovation plans are included with the sale, presenting exciting possibilities to further enhance and expand the property in the future. The location is equally impressive, just steps from the ravine and its beautiful trails, one block from Northlea French Immersion Public School and close to Leaside High School. Enjoy a short stroll to the LRT, Sunnybrook Park, and the shops, cafés, restaurants, and everyday conveniences of Bayview Avenue and Laird Drive. A wonderful opportunity to move in and enjoy now, with outstanding potential for the future.

521 Sutherland Drive, Toronto
$6,500,000
6 Beds ⋅ 7 Baths ⋅ C13781942 MLS
Enjoy this spacious 5+1 bedroom home in coveted Bennington Heights, thoughtfully redesigned to maximize its beautiful ravine setting and create a seamless connection between indoor and outdoor living. Set on an exceptional 100-foot frontage with gorgeous landscaping, a rare circular driveway and an attached two-car garage, the property offers an impressive sense of space and privacy. Extensively rennovated in 2017, the open-concept main floor features a generous family room and breakfast area with hardwood floors, along with a striking see-through fireplace connecting the oversized living and dining areas. Expansive windows throughout frame the surrounding greenery. Upstairs, an impressive primary suite is complemented by four additional bedrooms with ensuite access. The expansive lower-level recreation room offers a walkout to more than 1,500 sq. ft. of patio space overlooking the ravine. Upper & lower laundry, top-of-the-line appliances throughout, basement wine cellar, professionally manicured front and side gardens etc.

10 Moorehill Drive, Toronto
$4,195,000
6 Beds ⋅ 4 Baths ⋅ C13780272 MLS
An exceptional family residence set on a impressive 76-foot lot in prestigious Bennington Heights, this beautifully appointed home offers 4,772 sq ft of finished living space across three levels, including the built-in double garage. With five plus one bedrooms, four bathrooms, generous principal rooms, and outstanding privacy, it is thoughtfully designed for comfortable family living and effortless entertaining. The main level features gracious living and dining rooms, a custom kitchen, and an inviting family room at the heart of the home. French doors and multiple walkouts extend the interiors to the private backyard and charming side gardens, creating a seamless connection between indoor and outdoor living, while abundant natural light enhances the home throughout. Upstairs the private primary suite features two custom walk-in closets and a marble appointed ensuite. Four additional bedrooms are bright and generously proportioned, providing excellent space for children, family, and guests. The finished lower level offers exceptional versatility with a spacious recreation room and nanny's room, laundry facilities, cedar closet a workshop, and extensive storage, easily accommodating recreation and the practical needs of a growing household. Bennington Heights is cherished for its tranquil, family-oriented streets and strong sense of community. The home is moments from ravine trails, Bennington Park, and the shops, restaurants, cafe, and the amenities of Bayview Avenue. Nearby schools include Bennington Heights Elementary School, Bessborough Drive Elementary and Middle School, and Leaside High School. A distinguished Bennington Heights residence offering exceptional space, privacy and family living.

15 Moorehill Drive, Toronto
$5,949,000
5 Beds ⋅ 6 Baths ⋅ C13778884 MLS
A Masterpiece Like No Other - A Rare Custom-Built Marvel. Introducing a truly one-of-a-kind, never-before-seen or lived in custom-built home that redefines modern luxury living. Designed and constructed with uncompromising precision for the builder himself, every inch of this residence exudes meticulous craftsmanship, innovative design, and elite attention to detail. From the moment you step inside, you're greeted with soaring ceilings, architectural elements rarely found in today's market, and oversized, floor-to-ceiling windows that flood the home with natural light and create a seamless connection between indoor and outdoor living. No expense was spared - from the exquisite millwork and high-end designer finishes to the flawless flow of the layout, every feature has been hand-selected and customized to perfection. This is not just a home - it's a statement. Built to be lived in and loved by its creator, the opportunity to own this level of excellence is extremely rare. What's been created here has never existed in this area and likely never will again. Immaculate. Timeless. Unrepeatable. Don't miss your chance to experience a home that sets a new benchmark for what's possible.POOL PERMIT HAS BEEN ACCEPTED!

431 Heath Street E, Toronto
$3,599,000
4 Beds ⋅ 4 Baths ⋅ C13778594 MLS
Welcome to 181 Bayview Heights Dr, a stunning 4-bedroom, 4-bathroom family home nestled on an expansive 56x125ft lot in a highly desirable Bennington Heights neighbourhood. This beautifully maintained property features a spacious layout perfect for both entertaining and everyday living. The main floor showcases spacious family, living, dining rooms, a private home office, and a convenient bedroom backing onto the beautiful pool and patio. The gourmet kitchen is a chef's dream, featuring granite counters, a Wolf gas stove/oven, Sub-Zero fridge, built-in dishwasher and microwave, and custom cabinetry. All seamlessly connected to a bright family room space with walkout access to the beautifully landscaped backyard featuring a large salt water pool and patio perfect for summer gatherings or quiet evenings outdoors. Upstairs, you'll find three generously sized bedrooms, including a serene primary suite complete with a 5-piece ensuite and ample closet space. The finished basement level offers excellent flexibility with space for a gym, recreation area, or extra bedroom, along with abundant storage. Bennington Heights is renowned for its peaceful ambiance, characterized by winding streets, cul-de-sacs, and lush ravine surroundings. The neighbourhood's natural boundaries are the Don River Valley and Moore Park Ravine, offering residents a sense of seclusion and tranquility. It is celebrated for its sense of community, access to top-ranked schools, and natural surroundings. Residents enjoy scenic walking trails, nearby parks, and quick access to Bayview's shops and restaurants. With a generous lot, functional layout, and incredible location, 181 Bayview Heights Dr offers the ideal setting to call home.

181 Bayview Heights Drive, Toronto
$2,499,000
4 Beds ⋅ 3 Baths ⋅ C13778582 MLS
Nestled on one of South Leaside's premier streets, this beautifully rebuilt 3+1 bedroom detached home offers timeless charm, exceptional family living, and an unbeatable location. Originally built in 1930 and extensively rebuilt in 1994, it blends classic character with modern comfort. The welcoming main level features an open concept living and dining area where a cozy wood-burning fireplace creates the perfect gathering place on chilly evenings. Large windows in both rooms & skylight over the staircase floods this home with natural light contributing to the warmth of this home. At the heart of the home is a chef-inspired kitchen with SS appliances, stone countertops, lots of cupboards and a large island. And it overlooks the spacious eat-in/breakfast area; perfect for on-the-go lunches and informal family dinners. Open to the spacious family rm with a walk-out to the deck & beautifully landscaped, private backyard, this is the ideal setting for entertaining or relaxed family living. And the main flr 2 PC is so useful. Upstairs, the tranquil primary retreat overlooks the lush back garden and features a full wall of closets plus a 4 PC ensuite. The two other bdrms share a second 4 PC bathroom, while the convenient upper-level laundry adds everyday functionality. The versatile lower level adapts to your family's changing needs. Design the expansive open space as a recreation room, playroom, home office, billiards room, or the ultimate home theatre. A separate 4th bdrm and utility room provide added flexibility for guests, teens, or extended family. Families will appreciate being in the highly sought-after Bessborough Dr Public School catchment, with Trace Manes Park and the public library just around the corner. Surrounded by tree-lined streets and close to shops, restaurants, transit, and all the amenities that make Leaside one of Toronto's most desirable neighbourhoods, this exceptional home offers the perfect balance of comfort, convenience, and lasting value.

27 Cameron Crescent, Toronto
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