Leaside Real Estate

Leaside Real Estate

Welcome to Leaside, one of Toronto’s most sought-after neighborhoods, where community charm meets urban sophistication. Nestled in the heart of East York, Leaside is renowned for its picturesque tree-lined streets, well-maintained parks, and a strong sense of community spirit. This vibrant neighborhood offers a perfect blend of suburban tranquility and city convenience, making it an ideal place for families, professionals, and retirees alike.

Leaside boasts a rich history dating back to the early 20th century, which is evident in its stunning heritage homes and quaint architectural styles. The area is characterized by its spacious lots and beautiful gardens, providing residents with a serene atmosphere to call home. Families will appreciate the top-rated schools, including Leaside High School and St. Anselm Catholic School, ensuring a quality education for children of all ages.

For those who enjoy an active lifestyle, Leaside offers an abundance of recreational opportunities. The neighborhood is home to numerous parks, including the expansive Leaside Memorial Community Gardens and the scenic Sunnybrook Park, perfect for walking, biking, or simply enjoying a picnic in the sun. The local community center hosts a variety of programs and events, fostering a strong sense of camaraderie among residents.

Shopping and dining options abound along Bayview Avenue, where you’ll find an array of boutiques, cafes, and restaurants that cater to diverse tastes. Whether you’re in the mood for a casual brunch or an elegant dinner, Leaside has something for everyone.

With its unbeatable location, rich history, and vibrant community, Leaside is not just a place to live; it’s a lifestyle. Discover the charm of Leaside and find your dream home in this beautiful Toronto neighborhood today!

Newest Listings in Leaside

$3,589,000
4 Beds ⋅ 4 Baths ⋅ C13831502 MLS
Welcome to 319 Rumsey Rd, a beautifully renovated 2,600 sq. ft. home in the highly sought-after Leaside community! This exceptional residence features 4 spacious bedrooms and 4 bathrooms, offering plenty of room for comfortable family living. Situated on a well-landscaped 35 x 135 ft lot, the property boasts a private driveway with parking for 2 cars and a built-in garage. Enjoy a functional layout, stylish renovations, and a fantastic family-friendly neighbourhood surrounded by excellent schools, parks, shopping, restaurants, and transit. Conveniently located near Bayview Avenue, Laird Drive, Eglinton Avenue, TTC, and the Eglinton Crosstown. A wonderful opportunity to move in and enjoy everything Leaside has to offer!

319 Rumsey Road, Toronto
$3,895,000
4 Beds ⋅ 3 Baths ⋅ C13830842 MLS
Tucked away on one of North Leaside's most coveted streets, this exceptional ravine property offers a rare sense of space, privacy, and possibility. While its street frontage is understated, the pie-shaped lot widens almost immediately from the street, unfolding into an extraordinary park-like setting surrounded by mature greenery and overlooking the ravine.The existing detached bungalow offers over 2,000 square feet above grade, with generous principal rooms, three bedrooms, and expansive views across the property. A family room, with incredible vaulted ceiling, and primary bedroom overlooking the ravine make the natural setting an integral part of everyday life. The recently renovated lower level, fully above grade at the rear of the home with multiple walk-outs, adds remarkable flexibility with additional living, working, and guest space. For those drawn to the ease and scale of bungalow living, the home presents an increasingly rare opportunity to enjoy a substantial footprint in one of Toronto's most established neighbourhoods. For others, the nearly 300-foot-deep lot offers an extraordinary canvas upon which to create a one-of-a-kind custom residence in a truly special setting. Moments from Serena Gundy and Sunnybrook Parks, excellent schools, and the amenities of Leaside, this is a unique opportunity where exceptional land, ravine privacy, and long-term potential come together.

38 Killdeer Crescent, Toronto
$2,195,000
5 Beds ⋅ 3 Baths ⋅ C13830522 MLS
Space for the whole family to enjoy at this well-appointed South Leaside home set on a 51 ft frontage! Beautifully renovated and well-maintained, you will enjoy the incredible layout combined with private drive and a deep, secluded backyard. A rare main-floor primary suite includes heated floors, generous wardrobe storage and a three-piece ensuite with curb-less glass shower and skylight. Over 2,600 square feet of total living space (1936 sq ft above grade). Hardwood floors, traditional millwork and classic detailing carry through generous principal rooms, including a beautiful open-concept living room with gas fireplace and dining room with wainscotting. The kitchen offers soft-close drawers and stone countertops, opening to the bright breakfast area and family room. Surrounded by windows and skylights, this inviting space features heated floors, a second gas fireplace and a walkout to the garden. Upstairs are three bedrooms and a four-piece bath, offering flexibility for family life or a home office. The finished lower level with a separate side entrance has a great recreation room with built-ins, a three-piece bath, laundry and storage, plus the additional bedroom (or work from home space or gym). The fully fenced backyard is framed by mature trees and greenery, with an interlock patio, irrigation, landscape lighting and garden shed. Steps to all that Leaside has to offer, parks and excellent schools, with Bayview and Laird amenities, transit and highway access nearby. Easy commute to downtown, or north to cottage country!

112 Southvale Drive, Toronto
$3,495,000
4 Beds ⋅ 4 Baths ⋅ C13823980 MLS
Welcome to 10 Noel Ave, a stunning detached home in the highly coveted Bennington Heights neighbourhood. A 50ft x 100ft lot nestled on a peaceful, tree-lined street, this beautifully maintained residence blends classic charm with modern updates. Inside, you'll find spacious principal rooms, hardwood floors, and a kitchen with stainless steel appliances, perfect for family living and entertaining. Step outside to a private backyard oasis featuring a gorgeous in-ground pool, ideal for summer lounging and hosting. Located in one of Toronto's most exclusive communities, surrounded by ravine trails, top-rated schools, and just minutes to Bayview, Leaside, Evergreen Brick Works, and the DVP. 10 Noel Ave is a true hidden gem offering elegance, comfort, and a lifestyle second to none.

10 Noel Avenue, Toronto
$948,000
4 Beds ⋅ 2 Baths ⋅ C13820676 MLS
Welcome to 63 Thursfield Crescent, a charming family home tucked away on a quiet, tree-lined street in the heart of highly sought-after North Leaside. Offering a wonderful blend of warmth, functionality, and flexibility, this inviting residence provides comfortable living spaces designed to grow with you. The main floor offers an easy flow for everyday living and entertaining, while the home's multiple bedrooms and finished lower level provide plenty of room for family, guests, a home office, or recreation space. Outdoors, enjoy a private backyard with a rear deck and space to relax, entertain, and play. A rear garage adds valuable versatility for parking, storage, or additional workspace. Ideally located within the coveted Northlea Public and Leaside Secondary School districts and surrounded by parks, shops, restaurants, transit, and the everyday conveniences that make Leaside such a beloved neighbourhood. A fantastic opportunity to settle into an established community and make this home your own.

63 Thursfield Crescent, Toronto
$1,359,000
2 Beds ⋅ 1 Baths ⋅ C13815320 MLS
Prestigious Prime North Leaside! Rarely available bungalow on 30 x 125 ft lot. Surrounded by multi-million dollar homes, this is a terrific opportunity to build in a high demand neighbourhood. Wonderful home features hardwood floors, living room has lovely bay window and fireplace, private driveway with detached garage. Separate side entrance to finished basement featuring rec room with fireplace and built-in shelves, office. Near Sunnybrook hospital, walk to Eglinton LRT station. Being sold "as is".

191 Glenvale Boulevard, Toronto
$1,799,000
3 Beds ⋅ 3 Baths ⋅ C13815026 MLS
Beautifully Renovated South Leaside Family Home! Lovingly cared for and thoughtfully renovated, this detached home offers a warm, functional layout in one of Toronto's most sought-after family neighbourhoods. The bright main floor features an elegant living room featuring a wood-burning fireplace and a completely renovated kitchen and dining area, creating an inviting space for everyday living and entertaining. Upstairs, you'll find three comfortable bedrooms and beautifully updated bathrooms. The perfect layout for everyday life. The fully finished lower level adds valuable living space with a spacious recreation room, an additional 3-piece bathroom, laundry, and plenty of storage-perfect for a kids' playroom, family room, or home office. A finished attic provides even more flexible bonus space. Outside, enjoy an incredible private backyard with plenty of room for kids to play, entertain, and relax, plus a large shed for additional storage. Freshly painted, meticulously maintained, and truly move-in ready. Complete with parking and ideally located just steps from excellent schools, parks, shops, restaurants, and TTC. A wonderful opportunity to put down roots in the heart of South Leaside.

817 Millwood Road, Toronto
$645,000
2 Beds ⋅ 1 Baths ⋅ C13814472 MLS ⋅ Upper Housse Condos BLDG.
Bright, stylish, and thoughtfully laid out, this 701 sq. ft. 2-bedroom, 1-bathroom condo puts you right in the heart of Leaside, one of Toronto's most desirable neighbourhoods. With a sensible floor plan, south-facing exposure, charming balcony, and plenty of natural light, this is a home that makes the most of every square foot. Enjoy open-concept living and dining area while the second bedroom offers incredible flexibility - use it as a comfortable bedroom, home office, guest space, or whatever suits your lifestyle. The kitchen features a long island with plenty of room for prep, dining, and gathering, making it the natural hub of the home. Enjoy everything Leaside has to offer with an abundance of shops, restaurants, cafés, groceries, schools, community amenities, and everyday conveniences right at your doorstep. Transit is also easily accessible, including the Eglinton LRT, while quick access to the Bayview Extension and Don Valley makes getting around the city by car a breeze. Enjoy an impressive collection of building amenities including a beautiful rooftop terrace with BBQs, fitness centre, concierge, pet-friendly facilities including a dog spa, and secure underground parking. Add in a wide parking space and a welcoming community of neighbours, and you have a building that truly feels like home. Whether you're a first-time buyer, downsizer, investor, or simply looking for a well-connected home in Leaside, this one checks all the boxes. Move in, settle in, and start enjoying everything this vibrant neighbourhood has to offer.

25 Malcolm Road Unit 308, Toronto
$1,995,000
3 Beds ⋅ 2 Baths ⋅ C13796982 MLS
Welcome to 178 Hanna Road, a charming and fully updated 3-bedroom, 2-bathroom detached home in highly sought-after South Leaside, where classic Leaside character, modern comfort, and an incredible private backyard come together to create the perfect setting for family life. From the moment you arrive, the home feels warm and inviting, with bright, beautifully updated interiors and comfortable living spaces designed for everything from quiet evenings at home to gathering with family and friends. Three well-proportioned bedrooms provide plenty of space for a growing family, while the thoughtful updates throughout make this a truly move-in-ready home. Step outside and the experience continues into an incredibly private, professionally landscaped backyard that feels like a hidden urban retreat in the heart of Toronto. Two large decks create multiple spaces for outdoor dining, entertaining, and relaxing, while low-maintenance turf, a full irrigation system, and landscape lighting on a timer make the grounds as effortless to enjoy as they are beautiful, day or night. A professional dog run and dedicated storage she dare discreetly positioned at the rear of the backyard, adding functionality while preserving the beauty and privacy of the outdoor space. And then there is the location. Living at 178Hanna Road means enjoying the quintessential South Leaside lifestyle, where tree-lined streets, top-ranking schools, neighbourhood parks, recreation, and a strong sense of community are all part of everyday life. Just a short stroll away, Bayview Avenue brings some of Toronto's most popular shops, cafes, bakeries, restaurants, and everyday conveniences right to your doorstep, while nearby transit provides easy access throughout the city. It is this combination that makes homes for sale in South Leaside so sought after, and 178 Hanna Road captures it beautifully. This is more than a house in Leaside, it is a place to put down roots, make memories, and call home for years to come.

178 Hanna Road, Toronto
$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
$149,000
C13788128 MLS
Fantastic opportunity to secure a fully equipped restaurant space and become part of the vibrant dining scene on Bayview Avenue, one of Toronto's premier dining and shopping destinations. The premises include all chattels and fixtures, a large basement area with walk-in cooler and freezers, prep and dishwashing stations, and ample storage space. Seating capacity is approximately 35 indoors, plus 10 seats on the patio

1568 Bayview 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
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