Detached and Semi-Detached Homes in Leaside, Toronto: Ideal for Families Focused on Education and Community
Discover the charm of Leaside, Toronto, where detached and semi-detached homes offer the perfect setting for newly formed families and those prioritizing their children’s education. Leaside is renowned for its abundance of top-rated schools and extracurricular activities, making it an ideal neighborhood for fostering academic and personal growth.
Enjoy the convenience of nearby Bayview Street, where you’ll find a vibrant array of gastronomical restaurants, boutique stores, and grocery options. Leaside combines the best of urban amenities with a welcoming community atmosphere, offering a place you can truly call home.
In Leaside, you’ll establish a strong foundation to face life’s challenges, surrounded by a supportive neighborhood and excellent resources for your family’s well-being. Explore the opportunities in Leaside and find your perfect home today.
Welcome To This Beautifully Updated Semi-Detached Gem In Historic Leaside Located In One of Toronto's Most Coveted Neighbourhoods. Location Features: Within Top Rated Northlea Elementary & Middle School and Leaside High School Catchments. Steps To Serena Gundy Park, Sunnybrook Park, and the Don Valley Trails For Outdoor Parks & Greenspace. Minutes to Sunnybrook Health Sciences Centre and Other Essential Services. Easy Access To Transit With Steps To Future Laird LRT Station Shortening The Commute Time To Downtown. A Short Drive To The DVP, 404 & 401. Access To Smartcentres Leaside For Grocery & Restuarants. Home Features: Custom Kitchen, Open Concept Living Room, Hardwood Floors Throughout Ground and Second Floor, Smooth Ceilings With Pot Lights Throughout, Tremendous Outdoor Space Offering Both A Deck And Garden Sitting Area, Upgraded 200 Amp Service With EV Charging, Finished Basement With Separate Entrance, Offering Flexibility As A Guest Suite, Recreation Space, Work Space or Potential Rental. Deep 125 Feet Lot Offers Great Opportunity For Future Expansion. 576 Broadway Avenue Offers Move-In-Ready Comfort Today With Room To Grow Tomorrow. Whether You're A Young Family Looking For Top-Tier Schools, A Professional Seeking Urban Convenience, or An Investor Eyeing Future Expansion, This Home Delivers Unmatched Lifestyle And Location Advantages In One of Toronto's Most Established Neighbourhoods. Book Your Showing Today!More details
Welcome to 105 Rumsey Road A Brand New Custom-Built Masterpiece in Prestigious South Leaside. With 3000 Sqft of living space, this exceptional residence blends timeless design with modern innovation, offering an unparalleled lifestyle in one of Torontos most coveted neighbourhoods. Crafted with precision and sophistication, every element of this home reflects quality and luxury. Step inside to soaring 10-foot ceilings and a bright, open layout that invites natural light through expansive premium European tilt-and-turn windows. The chef-inspired kitchen features sleek Miele appliances, premium Italian countertops, an oversized centre island, and a sunlit breakfast area that flows seamlessly into the family room, where floor-to-ceiling glass frames serene views of the backyard oasis.Upstairs, discover a lavish primary retreat with spa-like five-piece ensuite, heated floors, and large walk-in closet with skylight. Secondary bedrooms are airy and bright, designed with comfort in mind.The fully finished lower level offers 11-foot ceilings, heated floors, very bright with access to the backyard, nanny suite, and ample storage perfect for modern family living. Smart automation runs throughout the home, complemented by custom built-ins and oak hardwood flooring. Every detail in this home has been carefully curated for a lifestyle of ease and elegance. Outdoors, the private backyard is a true escape featuring a custom gazebo surrounded by lush greenery, creating the ultimate setting for entertaining or quiet relaxation. Perfectly situated near Bayview's boutique shops and eateries, Evergreen Brickworks, top-ranked schools, and LRT transit, this residence delivers both prestige and convenience.More details
Fabulous 2 Bed 2 Bath Light Filled Home In Prime North Leaside Location. Perfect Starter Or Condo Alternative. Recently Renovated. Newer Laminate Floors Throughout. Open Concept Main Floor With W/O To Large Deck. Spacious Private Backyard Perfect For Entertaining. Finished Basement With Separate Entrance with a Speciose Recreation Room and 3 Piece Bath Is A Bonus. Nestled Near Parks And Top-Rated Schools, Future Crosstown LRT Subway Station, Hospitals, Shops, and Restaurants. It Offers An Ideal Location For Those Wanting A Serene Yet Accessible Environment. Recent New Beautiful Interlock on the Drive Way Providing More Space for Parking and Adding Extra Convenience While Entering and Exiting the Drive Way. Tenant Pays the Utilities as per Own Usage.More details
Welcome to 30 Bessborough Drive a stunning, fully renovated family home in the coveted South Leaside neighbourhood within walking distance to the amenities, grocery stores and cafes on Bayview Avenue. Set on a wide 35-foot lot with a private drive, attached garage and stunning landscaped backyard, it offers classic Leaside charm with the ease of modern living. Filled with natural light, the main floor features a gracious living room with bay window and wood-burning fireplace, a refined dining room with wainscotting and designer finishes, and a show-stopping kitchen and family room with custom millwork, quartz counters, built-in breakfast banquette and walkout to a new composite deck. Upstairs, four spacious bedrooms include a serene primary suite with double walk-in closets and elegant ensuite, plus a beautifully finished family bath. The renovated lower level adds a versatile dug-down recreation room with gas fireplace, guest or nanny suite, new three-piece bath, laundry and generous storage. Located steps to Leaside and Trace Manes Park parks, ravine trails, top-ranked Rolph & Bessborough Schools and Leaside High, parks and trails, this turnkey home captures the best of community living with timeless style, modern comfort and thoughtful design at every turn.More details
Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
Welcome to 256 Rumsey Road - a classic red brick beauty in South Leaside, fully renovated and full of charm! Every detail radiates warmth, quality and style - from the open-concept main floor to the private garden and rare detached garage. A perfect blend of tradition and modern living in the Bessborough School District.This home features a stunning custom kitchen by Olympic Kitchens with quartz counters, high end appliances and a large breakfast bar that opens to the dining area. A built-in banquette with storage and a gorgeous custom coffee station elevate the living experience, and the sunny west exposure brightens the entire space. The second floor features three well-proportioned bedrooms with hardwood floors and good closet space, including a large primary bedroom with room for a king-size bed. The gorgeous marble-clad four-piece bathroom features heated floors and custom cabinetry. Downstairs, the lower level offers a spacious recreation room with pot lights, an additional bedroom currently setup as an office, and a renovated three-piece bath with heated floors. Laundry and storage are located here as well, plus a convenient separate side door entrance. Enjoy privacy and relaxation in the peaceful backyard, fully fenced in with space to lounge, dine and play. The oversized detached garage is a bonus, outfitted with built-in shelves and a heating system of its own. In district for the coveted Bessborough Elementary School and Leaside High School, and within close proximity to private schools, the shops of Bayview Avenue, the ravine, bike trails, Evergreen Brick Works, TTC and downtown, this turnkey gem awaits!More details
Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
Remarkable suite at Leaside Gate! Beautifully renovated (refer to attached Features & Upgrades) 2 bdrm 2 bathroom 1,171 SF suite with great East facing view over the rooftops of South Leaside homes. Everything is done to perfection and is move-in ready! The all white kitchen now opens onto the dining room. The open concept dining and living room with a walk-out to the balcony ensures an easy flow and optimal entertaining. The primary bedroom walk-in closet has lots of new storage features and baskets for additional storage. The en-suite bathroom now provides the security of shower grab bars, new modern shower tiles and a new custom vanity with stone countertop. The 2nd bathroom has a new custom vanity with stone countertop, new lighting, new glass shower door & a new shower system plus so much more. The amenities here include an exercise room, sauna, games room, billiards room, workshop, conservatory/party room (with patio) and also provides 20+ visitor parking. Examples of current activities at Leaside Gate include bridge, yoga, line dancing and movie nights (as per their website). TTC is at your door, the Leaside Curling Club & Memorial Gardens Pool is a walk away. Walk to shopping plazas with services & restaurants on Millwood. Loblaws is nearby on Redway Rd and Longos & Shoppers Drug Mart are at Leaside Village nearby too. The public library & Trace Manes Park are a few mins walk away. Walk to Bayview Ave for all kinds of service providers & a great selection of restaurants. And it's a short car ride to Costco on Overlea Blvd. This condo is ideal for mature, quiet individuals seeking a peaceful living environment while enjoying the vibrant community and convenience of South Leaside and all it has to offer. This property includes 1 parking & an extra large locker.More details
Nestled on one of the quietest streets in Leaside, this beautifully maintained 3+1 Bedrm 2 Bathrm home offers a rare Family Room addition and timeless charm throughout. The main floor features elegant hardwood floors across the Living, Dining, and Family Rooms. The spacious Living Room is filled with natural light with a large picture window overlooking the street. The open-concept Dining Room is perfect for entertaining, seamlessly connected to both the Living and Family Rooms. The Kitchen offers ample storage, tile floors, and a gas stove. The rare main-floor Family Room features a cozy gas fireplace and a walk-out to the private back deck, perfect for relaxing or entertaining outdoors. Upstairs, you will find three spacious Bedrooms, all with hardwood floors, large windows, and closets. The Primary Bedroom overlooks the street and the other two bedrooms overlook the backyard. The Lower Level includes a large Recreation Room, Laundry Room, ample storage, and an additional Bedroom perfect for guests or a nanny suite. Enjoy outdoor living on the back deck overlooking the spacious backyard, complete with a garden play area and a convenient garden shed. Located just steps from shops, fine dining, and the TTC, this home is within the highly sought-after Northlea and Leaside school district. A detached garage and mutual drive provide parking for up to three cars. Explore nearby Serena Gundy Park, with scenic trails leading to Sunnybrook Park and beyond. A rare opportunity to own a beautiful family home in one of Torontos most desirable neighbourhoods!More details
Step into this fabulous Northlea semi, where modern updates meet timeless charm. With over $$$120,000 in upgrades++, this home is sure to impress from the moment you enter. You'll be greeted by bright living spaces featuring a cozy fireplace and brand-new built-ins that perfectly combine style and function. The open-concept gourmet kitchen invites you to entertain with ease, while the gorgeous, sun-filled bedrooms each with a new ceiling fan promise comfort and relaxation. Descend to the fully finished basement with a spa-like upgraded bath, offering a perfect retreat or versatile space for a family room, play area, or guest suite. Every detail has been thoughtfully updated: new windows, fresh paint, custom blinds, new outlets, and refinished floors and stairs make this home move-in ready. Outside, your private backyard oasis awaits, complete with a large deck, plenty of privacy, and a BBQ gas line perfect for summer evenings. The fully insulated garage with heating and air conditioning is ideal for a home office, gym, or studio, while the super-wide mutual drive allows for easy side-by-side parking. All of this sits on a deep 135-ft lot with a charming garden shed, just a 5-minute walk to the subway and TTC, and moments from essential shopping, Northlea P.S., parks, and restaurants. This isn't just a house its a home where every upgrade and detail has been designed for comfort, style, and everyday living.More details
Welcome To The Upper House Luxury Boutique Building In The Heart Of Leaside! This Well Designed2 Bedroom Suite Boasts 9' Ceilings, A Split Plan W/ Sun-Filled West Exposure & Walkout To Large Private Terrace W/ BBQ Gas Hook Up, Providing Over 750sq. ft of Living Space! Gourmet Kitchen Features A Large Centre Island, Lights Above, Stone Countertops & High-End Appliances. Master Bedroom With Double Closet Features A Spa-Inspired Ensuite. Luxury Amenities: Concierge, Gym, Rooftop Terrace, Party Room, Guest Suites, Pet Spa, Bike Room & Visitor Parking. Superb Location With Easy Access To TTC, DVP, Walk To Leaside Arena With Amazing Indoor & Outdoor Pools, Restaurants, Multiple Stores Like Costco, Easy Access To Donlands & St. Clair Buses Steps From The Building. Highly Sought After School District. Locker & Parking spot included.More details
Listed by ROYAL LEPAGE BURLOAK REAL ESTATE SERVICES
Your New Home Awaits! Experience luxury living in this stunning penthouse unit offering unobstructed views of Sunnybrook Park from a spacious balcony. Sit back and enjoy your morning coffee or evening tea while taking in the beautiful park views. Featuring a modern open-concept layout, 9-ft ceilings, and a walkout to the balcony, this home blends comfort with elegance. Enjoy living in one of the city's most sought-after neighborhoods Leaside with easy access to all amenities, transit, and top-rated schools. The building offers first-class facilities including a concierge, gym, indoor pool, party room, outdoor BBQ area, and visitor parking. No pets and no smokers. Only AAA tenants will be considered. Please submit rental application, letter of employment, two recent pay stubs, and full credit report with all offers.More details
This is a truly rare and exceptional opportunity to acquire a solid semi-detached home in the highly sought-after Leaside community. Perfect for investors or extended families. This property boasts a separate basement apartment, offering immediate rental income potential.Adding to its immense value is an ultra-rare 18 x 38 four-car garage, a true luxury in urban living. This impressive structure is fully equipped with water, sewer, and an electrical panel, making it ideal for car enthusiasts, hobbyists, or even as a potential workshop.Recent upgrades include a new roof installed in 2023, ensuring peace of mind for years to come. The property also benefits from legal front pad parking, a highly desirable feature in this vibrant neighbourhood. This home presents a fantastic opportunity to customize and add significant value in one of Toronto's most prestigious areas. Don't miss out on the chance to make this unique Leaside property your own!More details
Welcome to 4 Douglas Crescent - a modern masterpiece designed with cutting-edge technology, exceptional details and unparalleled craftsmanship. This architecturally unique home is situated on a prime location on the edge of North Rosedale with easy access to Bayview, the DVP, Yorkville, and Summerhill Market. Perfect for a growing family, this home offers an adaptable layout with 4+1 bedrooms and 5 bathrooms, including a second walk-in closet that can be converted back into a 4th bedroom. Combining contemporary style with high-end touches like floating baseboards with accent lighting, hickory wide-plank hardwood flooring throughout, heated marble floor bathrooms and lower level, 9 skylights in the primary bedroom and a striking semi-floating staircase with maple wood handrail and skylight. A home built with purpose and no expenses spared equipped with Control4 home automation managing lighting, climate, 15 security cameras, over 50 surround sound speakers, and fire-safety rated smart glass windows offering seamless transitions from clear to private at the touch of a button. The backyard is primed for landscaping to make it your own and pre-plumbed for a hot tub, gas fireplace and barbecue. An exceptional Garage features a 6,000 LB car lift, heated floors, EV charger, car wash setup, and reinforced concrete and steel floor, as well as a heated driveway totalling 4 car parking. This turn-key treasure built for those who value design, functionality, and innovation, is ready for you to call it home. Backyard is pre-wired for in for BBQ, water and fire feature. Open house Saturday & Sunday 2-4pmMore details
Data was last updated October 14, 2025 at 11:15 PM (UTC)
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