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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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1-12/22

  • 43 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12387737

    43 Randolph Road Leaside Toronto M4G 3R8
    Main Photo: 43 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12387737

    43 Randolph Road Toronto M4G 3R8 Leaside

    $2,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12387737
    Bedrooms:
    5
    Bathrooms:
    4
    This beautifully updated four-bedroom, four-bathroom residence offers over 3,000 square feet of thoughtfully designed living space across three levels, perfectly blending modern style with everyday functionality. Set on a 35-foot lot, the home is ideal for families seeking comfort, convenience, and elegance in one of Torontos most desirable neighbourhoods. A welcoming foyer introduces the home with timeless tile, generous storage, and refined lighting. The main floor features hardwood floors, crown moulding, and an open-concept living and dining area ideal for entertaining or relaxed evenings at home. French doors extend the dining room into a sunlit family room with custom built-ins, a gas fireplace, and views of the private south-facing backyard, designed for gatherings and outdoor enjoyment. The chefs kitchen is both stylish and practical, highlighted by a granite-topped island, extensive cabinetry, a pantry closet, and overlooking the family room and backyard. A well-planned mudroom offers custom storage, durable tile, a secondary laundry, and convenient access to the driveway. Upstairs, the primary suite evokes a boutique retreat with vaulted ceilings, integrated speakers, double closets, custom built-ins, and a spa-inspired ensuite with heated floors. Three additional generously sized bedrooms provide flexibility for family or guests, each complemented by ample storage and a sleek five-piece bath.The lower level is bright and versatile, featuring above-grade windows, a recreation room, exercise room or fifth bedroom, a modern bathroom, and a newly updated laundry area with quartz counters and additional storage. Perfectly situated in South Leaside, this home is just steps from Rolph Road School, Trace Manes Park, and the Leaside Memorial Community Centre. With shops, cafés, and the amenities of Laird nearby, 43 Randolph Road presents a turnkey opportunity to enjoy family living at its finest. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    LISTING DETAILS
    DARYL KING

  • 565 Broadway Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12387943

    565 Broadway Avenue Leaside Toronto M4G 2S2
    Main Photo: 565 Broadway Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12387943

    565 Broadway Avenue Toronto M4G 2S2 Leaside

    $3,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12387943
    Bedrooms:
    5
    Bathrooms:
    6
    Elegance and quality come together in this North Leaside 4+1 bedroom, 6 bathroom home, setting the stage for a living experience that exceeds the ordinary. Steps away from renowned Northlea Public School and within a short walking distance to Leaside High School, this home also offers access to fabulous neighbourhood amenities and transit options. Stunning curb appeal with a stone facade and all brick exterior, with cedar shingled roof and interlock private drive with built-in garage. Set on an expansive pool-sized 34 x 135 foot sunny south-facing lot overlooked by the huge open concept kitchen/family room. High-end upscale finishes throughout: coffered ceilings, quartz & marble kitchen, Wolf/Subzero appliances, inlaid hardwood floors, built-in speakers with AV system included and more. 10 ft ceilings on main and second levels. The most beautiful primary suite upstairs! Each of the 4 bedrooms has its own marble-clad bath with heated floors. 3 fireplaces, 3 skylights. This home is in pristine condition and offers the perfect floor plan and ample space for a growing family. Not to be missed! More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    LISTING DETAILS
    DARYL KING

  • 112 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12385104

    112 Randolph Road Leaside Toronto M4G 3R9
    Main Photo: 112 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12385104

    112 Randolph Road Toronto M4G 3R9 Leaside

    $3,690,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12385104
    Bedrooms:
    7
    Bathrooms:
    6
    Absolutely stunning custom-built home in the heart of South Leaside! This bright and spacious residence offers almost 3,900 sq. ft. of luxurious living space with 5 bedrooms and 6 bathrooms, including 4 ensuites on the second level each bedroom with its own private ensuite. Exceptional craftsmanship and top-tier finishes throughout: white oak hardwood floors, glass railings, skylights, Aqua Brass fixtures, and full spray foam insulation. Enjoy soaring 12 ft ceilings on the main floor, enhancing the open, airy feel of this elegant home. Smart and stylish living with TP-Link smart switches, Alexa Eco Hub, Ecobee thermostat, Control4 system, Ring cameras (front/side/back), and motorized shades with remote + smart hub on main floor and office. Built-in speakers throughout the home! Chefs kitchen with built-in appliances overlooks a sun-filled family room with electric fireplace. Additional features include a gas fireplace in the living room, central vacuum, Lenox furnace + AC, HRV, humidifier, and heated basement floors. The basement includes a legal 1-bedroom apartment with full kitchen. The basement also features a theatre room with 7 built-in speakers, gym, dry sauna, and walk-up to the backyard. Outside, enjoy a saltwater heated fibreglass pool with Hayward system and interlock. Snow melt system on driveway, porch and steps! A rare turnkey opportunity in one of Torontos most sought-after neighbourhoods steps to top schools, parks, and Bayview shops. The house comes with complete Tarion Warranty for 7 years! More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    LISTING DETAILS
    DARYL KING

  • 759 Eglinton Avenue E in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12384563

    759 Eglinton Avenue E Leaside Toronto M4G 2K8
    Main Photo: 759 Eglinton Avenue E in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12384563

    759 Eglinton Avenue E Toronto M4G 2K8 Leaside

    $1,621,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12384563
    Bedrooms:
    6
    Bathrooms:
    5
    Rare Find! Spacious Renovated Leaside Home with Multi-Generational & Investment Potential. Welcome to 759 Eglinton Avenue East, a beautifully renovated detached home in the heart of prestigious Leaside. Offering 2,035 sq. ft. above grade and 3,138 sq. ft. of total living space, this residence is perfect for large or multi-generational families, offering excellent investment potential. Inside, you"ll find up to 6+2 bedrooms and 4+1 full bathrooms across four levels. The second floor features a spacious primary suite with3-pc ensuite plus three additional bedrooms. The third floor offers a rare expansive studio, including a luxurious ensuite with a walkout to a spacious 200 sqft private terrace with serene treetop views and seasonal glimpses of CN Tower. The main floor boasts a bright family room with direct garden access, a home office/guest bedroom, and a modern kitchen with brand stainless steel appliances and Corian counters. The fully finished basement comes with a separate entrance, plenty of windows and spacious multi-function space with great potential as in-law suite or creative personal getaway. The location is unbeatable just steps to the new Eglinton Crosstown LRT station, surrounded by shops, restaurants, and commercial amenities. Sunnybrook Hospital, proximity to highly sought after communities such as Mount Pleasant East, Thorncliffe Park, and Bridle Path Sunnybrook York Mills. . Families will appreciate being in the highly coveted and top-rated school district including Bessborough Elementary & Middle School and Leaside High School as well as 2 private schools nearby. Adding under the City of Torontos new housing rules and permits, this can be converted into a multiplex, offering excellent redevelopment and income potential. Don't miss this rare opportunity to own a versatile, fully updated home in one of Torontos most sought-after neighbourhoods More details
    Listed by COMFREE
    LISTING DETAILS
    DARYL KING

  • 113 Rumsey Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12382647

    113 Rumsey Road Leaside Toronto M4G 1P1
    Main Photo: 113 Rumsey Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12382647

    113 Rumsey Road Toronto M4G 1P1 Leaside

    $1,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12382647
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome home to 113 Rumsey Road in the heart of South Leaside! This beautifully updated 3-bedroom, 2-bathroom semi-detached gem sits on a sunny corner lot directly across from Trace Manes Park, home to tennis courts, a baseball diamond, splash pad, playground, and the cherished Leaside library. Step inside to bright, elegant principal rooms with new hardwood floors and an open-concept kitchen featuring a quartz centre island, perfect for everyday living and effortless entertaining. A rear mudroom leads to a spacious, fully fenced backyard, perfect for family gatherings, gardening, or play. Upstairs, you'll find three generously sized bedrooms, while the finished lower level offers a versatile recreation room, laundry area, and a convenient two-piece bathroom, ideal as a family hangout, home office, or guest suite. Outside, enjoy the convenience of a private front drive and detached garage, a rare find in this sought-after neighbourhood. This property also comes with a laneway housing report, opening the door to exciting expansion potential or a future income-generating suite. Enjoy access to top-tier schools, including Rolph Road Elementary, Bessborough Middle School, and Leaside High School. Walk to Bayview Avenue's vibrant shops and restaurants, explore nearby ravine trails, or hop on the new Crosstown LRT. With quick access to the Bayview Extension and DVP, commuting downtown is easy and efficient.A rare opportunity to own a move-in-ready home with room to grow, where lifestyle, location, and potential await. Perfect for first-time buyers, downsizers, or those seeking a stylish condo alternative. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    LISTING DETAILS
    DARYL KING

  • 278 Rumsey Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12380152

    278 Rumsey Road Leaside Toronto M4G 1R2
    Main Photo: 278 Rumsey Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12380152

    278 Rumsey Road Toronto M4G 1R2 Leaside

    $2,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12380152
    Bedrooms:
    4
    Bathrooms:
    3
    Situated in the heart of Leaside - one of Toronto's most desirable neighbourhoods known for its top-ranked schools, vibrant shops, parks and easy TTC access - this rare 45-foot frontage property offers a beautifully renovated designer home that blends elegance and functionality. The main floor features stunning oak floors, custom solid wood doors, a spacious living room with fireplace and designer mantel, a large formal dining room with built-in shelving and a cozy main floor family room. The gourmet kitchen boasts a skylight, granite countertops and large island, heated floors and high-end appliances including a Bosch dishwasher (2025) and see-through LG fridge (2024), with a convenient adjoining laundry/pantry room offering a walk-out to the professionally landscaped backyard. Outdoors, enjoy a private urban oasis framed by mature trees, including a beautiful cherry blossom and Japanese maple and professionally maintained grounds. The east and west exposures fill the home with natural light throughout the day. Upstairs, the primary bedroom is complete with custom built-in closets, while the renovated bathroom showcases a walk-in shower with rainfall shower head and motorized blinds. The fully finished lower level offers a separate entrance, kitchenette with quartz counters, 3-piece bath, its own washer/dryer and versatile living space ideal for an in-law suite or rental. Additional highlights include newer windows and front door, built-ins throughout, ability to add electric car charging and two-car private drive plus garage. With impeccable design, modern upgrades and a location that balances community charm with city convenience, this is a Leaside opportunity not to be missed. More details
    Listed by RE/MAX PROFESSIONALS INC.
    LISTING DETAILS
    DARYL KING

  • 135 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12376765

    135 Glenvale Boulevard Leaside Toronto M4G 2W1
    Main Photo: 135 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12376765

    135 Glenvale Boulevard Toronto M4G 2W1 Leaside

    $2,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12376765
    Bedrooms:
    5
    Bathrooms:
    5
    This executive family home showcases the timeless elegance and refined craftsmanship of the Transitional style. Designed by Lorne Rose, the home features high-quality materials and showcases attention to detail and luxury upgrades throughout. Character details, such as crown mouldings and millwork, add understated luxury and classic elements to this modern home. The largest living space for lot size due to 1200 additional sqft added to the floor plan. The bright, airy interior seamlessly connects formal sitting and dining areas, centred around a large gourmet kitchen with a built-in oven, gas cooktop, and modern appliances. It opens to a family room with a fireplace, creating a warm and inviting space that makes this home perfect for daily life and entertaining. Upstairs, the property offers four bedrooms, including two with en-suite bathrooms. The primary suite provides a private retreat with a walk-in closet and a spa-inspired bathroom. The sunny basement boasts soaring ceilings, a spacious recreation room with a walkout to the yard, and an additional bedroom and full bathroom, offering versatile living options. The outdoor space features a deck for al fresco dining, a spacious yard, and an irrigation system in both the front and back yards. The extra-large garage provides ample space for a car, workspace, and bicycles. Located on a tree-lined street in the desirable Leaside High School district, close to the Sunnybrook trail system, Uptown shops, cultural hotspots, and downtown, this home offers the ultimate Toronto lifestyle for executive families seeking a vibrant, family-friendly neighbourhood. More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    LISTING DETAILS
    DARYL KING

  • 66 Parkhurst Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12374786

    66 Parkhurst Boulevard Leaside Toronto M4G 2E2
    Main Photo: 66 Parkhurst Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12374786

    66 Parkhurst Boulevard Toronto M4G 2E2 Leaside

    $3,795,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12374786
    Bedrooms:
    4
    Bathrooms:
    5
    Life feels effortlessly elevated here, literally. Sunlight floods through oversized black-framed windows, rising to meet the dramatic 12.5 foot ceilings and spilling across wide-plank white oak floors. Mornings start with coffee at the 14 foot kitchen island while the kids get ready upstairs. Evenings are for gathering around the fireplace, uncorking something special from the wine wall, and lingering over dinner as music plays softly in the background. Work from home days are a pleasure in the sunlit front office, and weekends flow easily between the kitchen, the deck, and the fenced backyard. Upstairs, the primary suite is your personal retreat with dual closets for staying organized and a spa-like ensuite for unwinding. Downstairs, movie nights in the theatre room, workouts in the home gym, and visits from family or friends in the private suite mean everyone has space to feel at home. Even the mudroom makes life easier, with its farmers sink and custom dog wash for muddy paws after a walk in Leaside. For those commuting downtown, the Bayview Extension offers quick and easy access to the core. Families will also appreciate being in the highly sought-after Bessborough and Leaside school district. Here, every detail has been designed for the way you want to live: connected, comfortable, and completely at ease. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    LISTING DETAILS
    DARYL KING

  • 594 Broadway Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12358222

    594 Broadway Avenue Leaside Toronto M4G 2S5
    Main Photo: 594 Broadway Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12358222

    594 Broadway Avenue Toronto M4G 2S5 Leaside

    $3,999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12358222
    Bedrooms:
    5
    Bathrooms:
    5
    Experience elevated living in this custom-built, ultra-luxurious residence in the heart of prestigious Leaside. Situated on a premium 30 x 125 lot, this architectural showpiece offers3,509 sq. ft. of impeccably designed space, showcasing world-class craftsmanship, smart technology, and designer finishes throughout. Featuring 4 spacious bedrooms each with private ensuites and custom built-in closets, the grand primary suite offers a designer walk-in wardrobe, modern fireplace, and a spa-like ensuite with heated floors, rainfall shower, integrated sink, and premium Italian fixtures. The chefs kitchen features custom Shah millwork and a full suite of high-end Miele appliances:36 6-burner range top, convection oven, microwave, dishwasher, 30" Master Cool fridge, Master Cool freezer, and Italian Sirius 34 range hood. Elegant crown moulding with LED rope and channel lighting flows throughout. Engineered hardwood flooring and a stunning white oak mono beam staircase with open risers, wood stringers, and glass railings complete the homes modern aesthetic. The walk-up basement includes a stylish wet bar, 5th bedroom, full bath, rec room with built-ins, beverage cooler, and built-in speakers. Enjoy year-round comfort with a heated driveway, garage, foyer, master ensuite, basement, and front porch. Multiple skylights, 2 gas and 2 electric fireplaces, central vacuum, indoor/outdoor speakers, dual washer/dryers, steam humidifier, and HRV system elevate every detail.Control4 automation system manages lighting, sound, and security. Interlock patio includes a concealed gas line for BBQ, firepit, or outdoor kitchen. Glass garage door with Lift Master side-wall opener, operable via app. No rental equipment all systems are owned. A rare blend of technology, design, and luxury in prime Leaside. More details
    Listed by HOMELIFE FRONTIER REALTY INC.
    LISTING DETAILS
    DARYL KING

  • 149 Donlea Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12352018

    149 Donlea Drive Leaside Toronto M4G 2M7
    Main Photo: 149 Donlea Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12352018

    149 Donlea Drive Toronto M4G 2M7 Leaside

    $1,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12352018
    Bedrooms:
    3
    Bathrooms:
    1
    Pride of ownership - meticulously maintained by the same family over 55 years. Welcome to 149 Donlea Drive in North Leaside with charming curb appeal. Classic Leaside foyer with round-top front entrance door. Leaded glass entry to formal living room featuring a fireplace with an elegant mantle. The formal dining room has a walk-out to the fenced garden featuring established perennials. Spacious kitchen with abundant cupboards overlooks the garden. Oversized primary bedroom with adjacent 4pc bathroom. The Second bedroom overlooks the back garden. The third bedroom doubles as an office. The lower level has a separate side door entrance leading to the recreation room, laundry room and mechanical room. Legal front yard parking plus additional parking in front of, and inside the garage - accessible through laneway. Multiple possibilities for laneway or garden home. Steps from Eglinton amenities, walking distance to top schools. Walk score 91. Bike score 82. Transit score 69.See link to website for more photos. More details
    Listed by RE/MAX HALLMARK KATHY MCLACHLAN GROUP REALTY LTD.
    LISTING DETAILS
    DARYL KING
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  • 16A Kenrae Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# E12351366

    16A Kenrae Road Leaside Toronto M4G 1Y1
    Main Photo: 16A Kenrae Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# E12351366

    16A Kenrae Road Toronto M4G 1Y1 Leaside

    $2,689,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12351366
    Bedrooms:
    3
    Bathrooms:
    4
    Brand-new elegant new home in the heart of Leaside, complete with Seller New Home Warranty . A rare opportunity that highlights outstanding workmanship and carefully curated finishes. The main floor showcases soaring ceilings, oversized windows, and a chefs kitchen with premium appliances, imported counters, and custom cabinetry. Bright and open living spaces extend seamlessly to a rear deck and private backyard perfect for gatherings. Upstairs, generous bedrooms include a serene primary suite with stunning wall paneling, closet and spa-inspired ensuite. The finished lower level offers a versatile secondary suite with private entrance ideal for in-laws, guests, or income potential. An integrated garage with direct access completes this remarkable home. Situated on a quiet, family-friendly street in one of Toronto's most desirable neighborhoods, this home is steps to top schools, shops, restaurants, and transit. 16A Kenrae Rd. combines elegance, comfort, and convenience in prestigious Leaside. **EXTRAS** All brand new appliances Built in Sub Zero Fridge, Wolf Oven Cook Top. Wolf Microwave, Dishwasher. All Electrical fixtures. All designer furniture. --- Snow melt Driveway and porch --- Sprinkler system (Irrigation) - Control4 system. Built-in speakers. More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    LISTING DETAILS
    DARYL KING

  • 167 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12333033

    167 Randolph Road Leaside Toronto M4G 3S3
    Main Photo: 167 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12333033

    167 Randolph Road Toronto M4G 3S3 Leaside

    $1,698,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12333033
    Bedrooms:
    2
    Bathrooms:
    2
    South Leaside Village, Be Prepared To Be Surprised! This Bungalow loft Offers A Warm Inviting Rustic Charm Which Flows Into The Front Entryway, Renovated To A Gorgeous Modern, Open, Architecturally Pleasing Living Space With A Lovely Back Garden Oasis Perfect For Entertaining With A Multi-Level Deck And Interlocking Patio, Planter Boxes, Shed More details
    Listed by REAL ONE REALTY INC.
    LISTING DETAILS
    DARYL KING
1-12/22
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Data was last updated September 8, 2025 at 11:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
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