Find Homes for Sale in Leaside, Toronto, Canada
Welcome to the premier resource for finding homes in Leaside, one of Toronto’s most desirable neighborhoods. Our extensive listings feature a diverse selection of properties, perfect for families, professionals, and investors looking for a vibrant and upscale community. Discover the charm and elegance of Leaside and find your ideal home with our curated selection, detailed information, and expert guidance.
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122 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13163458
122 Randolph Road Toronto M4G 3R9 
$1,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13163458
- Bedrooms:
- 4
- Bathrooms:
- 2
Exceptional opportunity in the heart of South Leaside. Nestled on a picturesque tree-lined street just steps from the vibrant shops, cafés, and restaurants of Bayview and Laird, this beautifully maintained detached family home offers the perfect blend of charm, space, and future potential in one of Toronto's most sought-after neighbourhoods. Filled with natural light and timeless character, the home features bright principal rooms, hardwood floors, and a thoughtfully designed layout tailored for comfortable family living. The inviting main floor offers a welcoming living room, an open-concept kitchen and dining area, and a spacious family room with a walkout to a private deck overlooking a beautifully landscaped English garden, an ideal setting for entertaining or quiet evenings at home. On the upper level, you'll find three generous bedrooms plus a loft-style office or study complete with a skylight, creating the perfect work from home retreat. The finished lower level provides exceptional flexibility with a recreation room, second kitchen, fourth bedroom, laundry area, and abundant storage, ideal for extended family, guests, or potential in-law accommodations. Set on a sunny, deep lot with a private drive and a detached garage, this property also offers a rare opportunity for future expansion or additional income. The existing garage is already equipped with plumbing and electricity, and a garden suite feasibility report is available for buyers looking to create additional living space or a valuable rental opportunity. Located within the highly coveted Rolph Road and Bessborough school districts and just moments to parks, transit, and the upcoming Eglinton LRT, this is a rare chance to own in one of Toronto's premier family communities. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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102 Parklea Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13158990
102 Parklea Drive Toronto M4G 2J8
$3,398,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13158990
- Bedrooms:
- 5
- Bathrooms:
- 5
Extraordinary custom design-build contemporary masterpiece in Toronto's highly coveted Leaside neighborhood. Brilliantly conceptualized for seamless indoor-outdoor integration, this luxury home welcomes you with a bright open-concept layout, soaring principal rooms, and premium finishes throughout.The heart of the main floor features a chef's dream kitchen fully equipped with an elite suite of integrated Wolf, Subzero, and Miele appliances, custom cabinetry, and a sleek built-in glass wine display cabinet. Wall-to-wall custom built-ins create a sophisticated backdrop for entertaining. Expansive, sun-drenched walk-outs on both the main and lower levels transition effortlessly into a professionally landscaped, interlocked rear garden with automatic front and rear irrigation systems.The upper level offers an unparalleled primary bedroom retreat designed as a lavish private sanctuary, featuring a cozy modern fireplace, a massive custom walk-in closet, and a spa-like 7-piece ensuite. This indulgent personal oasis is complete with premium Villeroy & Boch fixtures, a custom steam sauna, and radiant heated floors. All secondary bedrooms include dedicated ensuites and closet organizers, complemented by a convenient second-floor laundry setup that mirrors the secondary laundry facility on the lower level.The home is engineered for turnkey comfort, managed effortlessly via a state-of-the-art Control Smart Home System with dedicated iPad docks. Radiant heated flooring runs throughout the entrance, basement, and primary ensuite. Outside features a rare, oversized 1.5-car garage plus a 4-car driveway with sophisticated exterior lighting. The lower level rounds out the estate with a spacious entertainment zone, wet bar, gas fireplace, and a private nanny suite.Impeccably crafted and thoughtfully designed in every detail, this breathtaking residence stands as the ultimate realization of your lifestyle aspirations and represents the definitive dream home you have been searching for. More detailsListed by RIGHT AT HOME REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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20 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13154606
20 Randolph Road Toronto M4G 3R7
$1,349,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13154606
- Bedrooms:
- 4
- Bathrooms:
- 2
South Leaside charmer on one of the neighbourhood's most coveted family streets. Welcome to this beautifully updated red brick semi-detached home, ideally situated on a quiet, tree-lined block surrounded by wonderful neighbours and young families, just steps to Rolph Road School, parks, playgrounds, and the beloved shops and restaurants of Bayview. Thoughtfully expanded with a two-level family room addition, this 3-bedroom, 2-bathroom home offers the flexible living space today's families are always searching for. Bright and inviting throughout, the sunny south exposure fills the home with natural light from morning to evening. Designed for effortless everyday living, the main floor features generous principal rooms and a rear family room extension that serves as the true heart of the home-overlooking the deep backyard and offering the perfect setting for casual entertaining, cozy movie nights, or keeping an eye on the kids while dinner is underway.Upstairs, three well-proportioned bedrooms provide comfortable accommodations for growing households, including a spacious primary with built-in storage. The lower level adds exceptional versatility, with a large recreation space that easily functions as a playroom, home office, guest retreat, or teenage hangout, alongside a full bathroom, laundry, and excellent storage. Thoughtfully updated and lovingly maintained, this special home also features a detached garage and a deep backyard with plenty of room to play, entertain, and unwind. Parking is refreshingly easy, with seamless day-to-day use of the mutual drive thanks to fantastic neighbours, plus abundant street parking. A rare opportunity to own a turnkey home in the heart of one of Toronto's most beloved family neighbourhoods. More detailsListed by BOSLEY REAL ESTATE LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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39 Brentcliffe Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13148148
39 Brentcliffe Road Toronto M4G 3Y4
$1,398,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13148148
- Bedrooms:
- 3
- Bathrooms:
- 2
Discover this beautifully fully upgraded semi-detached home in the heart of North Leaside, offering a stylish open-concept layout designed for modern living. spent lots of $$$ for renovation . Featuring updated windows and doors, this home showcases a stunning renovated kitchen with newer appliances, upgraded elegant hardwood flooring throughout. Enjoy bright, inviting living spaces with a cozy fireplace, smooth ceilings, and sleek pot lights, enhanced by smart dimmer switches for added convenience. The spacious bedrooms are paired with a tastefully renovated bathroom, creating a comfortable and refined living environment. The fully finished basement, complete with built-in speakers and vibe lighting, provides the perfect setting for a family room, entertainment area, or private retreat. Step outside to a large deck with a BBQ gas line, overlooking a private backyard oasis-ideal for relaxing or entertaining. A detached garage adds everyday convenience. Ideally located just minutes' walk to TTC and LRT transit, with easy access to parks, shopping, and dining. Situated near top-rated schools, including Northlea French Immersion Public School, this home offers an exceptional lifestyle in one of Toronto's most desirable neighborhoods. More detailsListed by AIMHOME REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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61 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13146332
61 Sutherland Drive Toronto M4G 1H5
$1,695,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- C13146332
- Bedrooms:
- 4
- Bathrooms:
- 2
Located in Prime South Leaside on a 33 x 130 foot south-facing lot, this four-bedroom home offers character and functionality. The welcoming foyer opens into the spacious living room with hardwood floors, crown moulding, wood burning fireplace, and built-in shelves, and overlooks the formal dining room. The kitchen has been thoughtfully updated with Caesarstone countertops, subway tile backsplash, pot lights, stainless steel appliances and custom cabinetry with ample storage. The sun-filled breakfast area is the perfect place to enjoy a morning coffee. The upper level boasts four additional bedrooms including the primary which spans the front of the house and has hardwood floors. Three additional well appointed bedrooms each with closet space. The updated four-piece bathroom features a shower/bathtub combination with a sliding glass door. The lower level has been thoughtfully renovated with laminate flooring, a spacious recreation room with pot lights, an updated three-piece bathroom with a glass-enclosed shower and shampoo niche, and an extensive utility room and two additional closets for ample storage. Close proximity to all the amenities and restaurants on Bayview Avenue, the LRT, greenspaces and minutes from downtown. In school district for Rolph Road Elementary School, Bessbrough Middle School and Leaside Highschool. Enjoy the tennis courts, baseball diamond and playground at Trace Manes or walk to Leaside Memorial Gardens for curling, skating or swimming. Wonderful sense of community. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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66 Parkhurst Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13146512
66 Parkhurst Boulevard Toronto M4G 2E2
$3,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13146512
- Bedrooms:
- 4
- Bathrooms:
- 5
This is the kind of home that makes everyday life feel elevated. Morning light pours through oversized black-framed windows, rising to meet 12.5-foot ceilings and casting a soft glow across wide-plank white oak floors. The kitchen anchors the space in a way that feels both striking and effortless, centred around a 14-foot island where mornings begin and everything naturally comes together. Evenings feel dialled in, with the fireplace adding warmth, the island becoming the natural gathering spot, and the space handling both family nights and a full house with ease. A bright front office offers a calm, light-filled place to work, while weekends move easily between the kitchen, the deck, and the backyard. Upstairs, the primary suite feels like a true retreat, with dual closets and a spa-like ensuite finished with a modern, elevated edge, while the additional bedrooms are well-sized and thoughtfully designed, each with its own sense of space and privacy. Downstairs adds another layer to how the home lives, with rare 10-foot ceilings that elevate the space, a guest or nanny suite, a theatre room for movie nights, a dedicated gym space, and plenty of storage, all finished with the same level of care as the rest of the home. The mudroom is built for real life, complete with a dog wash for muddy paws after a walk through Leaside. With top-tier schools like Bessborough and Leaside nearby and quick access downtown via the Bayview Extension, the location keeps daily routines simple. Designed by Rubinoff Design Group and offering over 4,000 square feet of finished living space, this is a home that stands out for its scale, design, and the way it lives. Some images have been virtually staged. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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254 Airdrie Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13126364
254 Airdrie Road Toronto M4G 1N1 OPEN HOUSE: May 31, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 31, 2026 2:00PM - 4:00PM
$1,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13126364
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 254 Airdrie Road, a beautifully updated turnkey home in the heart of South Leaside. Thoughtfully designed for modern family living, this home offers an exceptional layout, stylish finishes, and incredible functionality throughout. Step inside to a gracious foyer with a perfectly placed powder room and an inviting living room featuring an oversized window that fills the space with beautiful morning light. The updated kitchen is both elegant and practical, offering abundant storage, sleek white countertops and backsplash with seamless finishes, and an open view overlooking the dining area. At the rear of the home, the oversized family room is the perfect gathering space, complete with a custom built-in gas fireplace, extensive built-ins, and additional storage. Walk out to the beautifully maintained west-facing backyard, ideal for entertaining and family gatherings. Enjoy summer evenings on the oversized deck, relax in the hot tub, and take advantage of the convenient garden shed for seasonal storage. Upstairs, you'll find three generously sized bedrooms with hardwood flooring throughout, along with a spacious bathroom featuring double sinks for added convenience.The lower level offers a fantastic recreation room with custom built-ins, a large storage closet perfect for seasonal clothing and extra organization, and a well-equipped laundry area with oversized machines and a folding counter to make everyday living effortless.Located in one of Toronto's most sought-after family communities, this home is surrounded by fantastic neighbours and is just steps to Trace Manes Park, Leaside Library, Leaside Arena, Longo's, Farm Boy, local restaurants, public transit, and more. Situated within an excellent school district including Rolph Road PS, Bessborough PS, St. Anselm Catholic School, and Leaside High School.Don't miss this opportunity to own an exceptional home in vibrant and highly coveted South Leaside. More detailsListed by RE/MAX ULTIMATE REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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69 Thursfield Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13117140
69 Thursfield Crescent Toronto M4G 2N4
$1,329,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13117140
- Bedrooms:
- 4
- Bathrooms:
- 2
Nestled on an idyllic street in the highly sought-after and family-friendly community of North Leaside, this stately, extra-wide semi-detached home is the perfect place to lay down roots. The thoughtfully designed, open-concept main floor serves as a beautiful backdrop for both hosting weekend get-togethers and enjoying relaxed weeknights. Seamless indoor-outdoor living is made easy with direct access from the kitchen to a private backyard, featuring a paved patio area ideal for al fresco dining alongside a green space for kids and pets to play. Adding to the home's incredible utility is a rear garage that can easily park a smaller vehicle, or alternatively, be transformed into a fantastic workshop or creative studio space.The flexible 3+1 bedroom layout is perfectly tailored to suit a variety of family dynamics. It includes a lower level with a separate side entrance, an additional bedroom, and a full bathroom, offering an ideal setup for an in-law suite, a teenager's retreat, or a quiet home office. Situated within the coveted Northlea Public and Leaside Secondary School districts, this home is surrounded by a wealth of neighbourhood resources and amenities, offering an exceptional lifestyle in one of the city's most desirable communities. More detailsListed by RE/MAX HALLMARK REALTY LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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591 Broadway Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13111348
591 Broadway Avenue Toronto M4G 2S4
$1,699,900Residential Freehold- Status:
- Active
- MLS® Num:
- C13111348
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome To Leaside! This home was totally redone in 2003. Spacious 1567 brick exterior Sq.Ft. above grade. Open Concept Kitchen/Diner or Kitchen/Family Room, Main Floor Powder Room. Luxury Features Such as Two Skylights, Two Cathedral Ceilings, 2nd Floor Laundry Rough-In and Primary Bdrm With Sitting Area. All in one of Toronto's most desirable neighbourhoods. It's a fantastic opportunity to move into a highly sought-after location in a Detached Two Storey at an entry level price. A Long-term Family Home On The Quiet End Of The Street With A Beautiful South Facing Garden. Main Floor Living Room/Dining Room W/Gas Fireplace is Open and sees throughout to the large windows at both the front (Magnolia tree) and back (Japanese Red Maple). Open Concept Kitchen Has a Large Island, Picture Window and Walks Out to the Beautifully Landscaped Backyard Ready For Gatherings. Lot size is 30 by 135. Upstairs, the primary suite feels like a boutique hotel, Walk-in Closet, vaulted ceilings, spacious sitting area currently being used as a music and art space. Two more beautifully proportioned bedrooms with ample closet space and natural light. Linen Closet Has Rough-in For 2nd floor Laundry. Offers Modern Mechanical Updates: Electrical, Forced Air Gas Heating & AC, Plumbing, Solid Maple Floors. The unfinished basement, with its side entrance, offers great potential for Children's Play Room, Gym, Recreation and has a rough-in for a third bathroom. Walking distance to shops on Laird and Bayview, nearby parks (Serena Gundy, Sunnybrook, Sherwood, Beltline). Sought after schools (Northlea, Leaside, both with French Immersion). Minutes walk to new Laird Station on Eglinton LRT. Live In This Family Friendly Neighbourhood In Mid Town Under 30 min. From The Beaches, 401, Dvp, Harbourfront, Mount Pleasant, Yonge/Eg, Costco, Home Depot, St.Lawrence Market, Multiple Grocery Stores More detailsListed by HARBOURSIDE REALTY CORP.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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96 Southvale Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13088176
96 Southvale Drive Toronto M4G 1G5
$2,699,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13088176
- Bedrooms:
- 4
- Bathrooms:
- 5
Welcome to 96 Southvale Dr a stunning, 8-year-new detached home in the heart of highly sought-after South Leaside. This custom executive residence offers over 3,200 sq ft of thoughtfully designed living space, blending timeless sophistication with exceptional family functionality. Sun-filled and south-facing, the home is enhanced by oversized windows and skylights, creating a bright, airy atmosphere throughout. The open-concept main floor features elegant living and dining spaces, a chef-inspired kitchen with premium appliances and centre island, and a spacious family room with walk-out to the backyard-perfect for everyday living and entertaining. Upstairs, retreat to a luxurious primary suite with a spa-like 5-piece ensuite, heated floors, and a designer walk-in closet. Generously sized secondary bedrooms each offer designated bathroom access, ideal for growing families. The finished lower level adds incredible versatility with a large recreation room, additional bedroom, and walk-up access. Located in one of Toronto's top-ranked school districts, with unbeatable proximity to downtown and just minutes to the newly opened Eglinton LRT, this is a rare opportunity to own a turnkey home in one of the city's most desirable neighbourhoods. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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138 Airdrie Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13083616
138 Airdrie Road Toronto M4G 1M5
$2,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13083616
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to this impeccably finished, turn-key family home in prime South Leaside. This exceptional 3-bedroom, 4-bathroom residence offers a rare sense of refinement, where every detail has been carefully considered to create a seamless blend of elevated design & effortless living. The main floor is anchored by a warm, inviting living room framed by a charming bay window & a gas fireplace. At its centre, the chef-inspired kitchen stands out with custom Porcelanosa cabinetry imported from Spain & premium Thermador appliances. Overlooking the dining area, the space is designed to bring people together with ease, whether for quiet evenings or larger gatherings. At the rear, a sun-filled family room extends to a large deck & an expansive, beautifully landscaped backyard. Upstairs, the primary bedroom is a calm retreat, complete with a walk-in closet featuring custom Porcelanosa cabinetry & a spa-like 5-piece ensuite finished entirely in Porcelanosa tile. A private walkout to an upper deck overlooks the backyard, offering a quiet moment above it all. Two additional bedrooms are bright & well-proportioned, each with generous closet space, & share a polished 4-piece bathroom. A 2nd-floor laundry room adds ease to daily routines. The lower level features high ceilings & a spacious rec room with a dedicated home office area, a well-appointed 3-piece bathroom & ample storage, making it well-suited to flexible living needs. Outdoors, the backyard unfolds as a series of thoughtfully designed spaces- an expansive deck with a gas BBQ hookup, multiple lounge areas & beautifully layered landscaping that offers both beauty & privacy. At the front of the home, a large front yard includes a parking pad for one vehicle, equally well landscaped to complement the home's curb appeal. Set within one of Toronto's most sought-after school districts & just moments from the everyday conveniences of Bayview Avenue & Leaside Village, this home sits at the centre of a truly exceptional lifestyle. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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3 Donegall Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13056560
3 Donegall Drive Toronto M4G 3G6
$1,649,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- C13056560
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 3 Donegall Drive - a charming Tudor home in the heart of South Leaside.Perfect for a young family ready for more space and a true sense of community, this beautifully renovated home offers a practical, comfortable place to grow in one of Toronto's most desirable neighbourhoods - and within one of the city's most coveted school districts.Warm, inviting, and full of character, this home blends timeless charm with thoughtful modern updates. The stunning chef's kitchen features custom cabinetry, granite counters, and a breakfast bar that opens seamlessly to the dining area - ideal for busy mornings, family dinners, and easy entertaining. Hardwood floors run throughout the main and second levels, while pot lights create a bright, welcoming atmosphere.Upstairs offers space for growing families, while the fully finished lower level provides the flexibility today's lifestyle demands - a spacious recreation room, full bathroom, laundry room, and plenty of storage to keep everything organized.Set on a charming lot, the home also features a detached garage plus additional drive parking - a rare and valuable convenience.Step outside and enjoy everything Leaside has to offer. Just moments to Cumbrae's, Maker's Pizza, Loblaws, No Frills, parks, shops, restaurants, and coffee spots. With easy access to the Eglinton LRT and just a quick 10-minute drive to downtown and the Financial District, commuting is simple while home life feels worlds away.A practical family home with charm, space, and an unbeatable location - ready to be enjoyed for many years to come. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated May 26, 2026 at 03:15 AM (UTC)
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