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Leaside, Toronto, ON Luxury Homes

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With Square Yards Canada, you can find your dream luxury homes for sale in Leaside. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Leaside

Last Updated: September 24, 2026

47 Photos

553 Broadway Avenue, Toronto, ON , MLS #C13753904 , Image - 1

553 Broadway Avenue Leaside, Toronto, ON MLS® C13753904

Residential Freehold (Detached)

$3550000.0

4 +1 Beds
5 Baths
2000-2500 sq-ft

This Leaside jewel has serious attention to detail everywhere you look. Classic finishes with design elements well integrated throughout the entire ho

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

50 Photos

354 Bessborough Drive, Toronto, ON , MLS #C13660624 , Image - 1

354 Bessborough Drive Leaside, Toronto, ON MLS® C13660624

Residential Freehold (Detached)

$3450000.0

4 +2 Beds
5 Baths
2500-3000 sq-ft

Welcome home to this beautifully renovated 2-storey residence in the heart of Leaside - one of Toronto's most sought-after family neighborhoods. This

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

38 Photos

521 Sutherland Drive, Toronto, ON , MLS #C13783372 , Image - 1

521 Sutherland Drive Leaside, Toronto, ON MLS® C13783372

Residential Freehold (Detached)

$2149000.0

3 +1 Beds
2 Baths
2000-2500 sq-ft

Welcome to 521 Sutherland Drive, a beautifully updated and move-in-ready residence in the heart of highly sought-after North Leaside. Offering three b

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

45 Photos

15 Moorehill Drive, Toronto, ON , MLS #C13780272 , Image - 1

15 Moorehill Drive Leaside, Toronto, ON MLS® C13780272

Residential Freehold (Detached)

$4195000.0

5 +1 Beds
4 Baths
3000-3500 sq-ft

An exceptional family residence set on a impressive 76-foot lot in prestigious Bennington Heights, this beautifully appointed home offers 4,772 sq ft

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

Pre-Construction

Lily at Crosstown

844 Don Mills Road, North York, Toronto

From $573,990 - $1,358,990

Project Info

2 Buildings
220 Units
Condos

Property Mix

Studio(2)
1 Bed(95)
2 Bed(79)
3 Bed(44)

Developer:Aspen Ridge Homes

40 Photos

4 Douglas Crescent, Toronto, ON , MLS #C13766576 , Image - 1

4 Douglas Crescent Leaside, Toronto, ON MLS® C13766576

Residential Freehold (Detached)

$5295000.0

4 +1 Beds
5 Baths
3500-5000 sq-ft

You don't want to miss this one! Welcome to 4 Douglas Crescent, a truly exceptional architectural home on the edge of North Rosedale, offering 4+1 bed

11 Photos

7 Lumley Avenue, Toronto, ON , MLS #C13669542 , Image - 1

7 Lumley Avenue Leaside, Toronto, ON MLS® C13669542

Residential Freehold (Detached)

$6995000.0

4 +1 Beds
7 Baths
3500-5000 sq-ft

A stunning, brand new modern home in Bennington Heights, thoughtfully designed with a focus on light, proportion, and practical family living. Set on

50 Photos

32 Evergreen Gardens, Toronto, ON , MLS #C13752418 , Image - 1

32 Evergreen Gardens Leaside, Toronto, ON MLS® C13752418

Residential Freehold (Att/Row/Townhouse)

$2898000.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

Bennington Heights - Quality built offering incomparable value with over 4,000 square feet of thoughtfully designed 20-foot-wide luxury interior livi

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

41 Photos

27 Cameron Crescent, Toronto, ON , MLS #C13778582 , Image - 1

27 Cameron Crescent Leaside, Toronto, ON MLS® C13778582

Residential Freehold (Detached)

$2499000.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

Nestled on one of South Leaside's premier streets, this beautifully rebuilt 3+1 bedroom detached home offers timeless charm, exceptional family living

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

Pre-Construction

The Clove Condos

2 East Mall Cres, Toronto

From $440,990

Project Info

1 Building
606 Units
Condos

Property Mix

Studio(32)
1 Bed(379)
2 Bed(127)
3 Bed(68)

Developer:Mattamy Homes, QuadReal Property Group

40 Photos

10 Moorehill Drive, Toronto, ON , MLS #C13781942 , Image - 1

10 Moorehill Drive Leaside, Toronto, ON MLS® C13781942

Residential Freehold (Detached)

$6500000.0

5 +1 Beds
7 Baths
3500-5000 sq-ft

Enjoy this spacious 5+1 bedroom home in coveted Bennington Heights, thoughtfully redesigned to maximize its beautiful ravine setting and create a seam

48 Photos

42 Douglas Crescent, Toronto, ON , MLS #C13798774 , Image - 1

42 Douglas Crescent Leaside, Toronto, ON MLS® C13798774

Residential Freehold (Detached)

$4480000.0

4 +1 Beds
5 Baths
3000-3500 sq-ft

Set in the coveted Governor's Bridge enclave of Rosedale, this turnkey residence combines timeless character, thoughtful renovation and effortless fam

29 Photos

16B Kenrae Road, Toronto, ON , MLS #C13767800 , Image - 1

16B Kenrae Road Leaside, Toronto, ON MLS® C13767800

Residential Freehold (Semi-Detached )

$2350000.0

3 Beds
4 Baths
2000-2500 sq-ft

Welcome to 16B Kenrae Road, an exceptional custom-built three-bedroom, four-bathroom semi-detached home in the sought-after South Leaside neighbourhoo

50 Photos

10 Field Avenue, Toronto, ON , MLS #C13791774 , Image - 1

10 Field Avenue Leaside, Toronto, ON MLS® C13791774

Residential Freehold (Detached)

$4800000.0

4 +1 Beds
5 Baths
3500-5000 sq-ft

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 renova

28 Photos

112 Southvale Drive, Toronto, ON , MLS #C13738186 , Image - 1

112 Southvale Drive Leaside, Toronto, ON MLS® C13738186

Residential Freehold (Detached)

$2349000.0

4 +1 Beds
3 Baths
1500-2000 sq-ft

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

38 Photos

431 Heath Street E, Toronto, ON , MLS #C13778884 , Image - 1

431 Heath Street E Leaside, Toronto, ON MLS® C13778884

Residential Freehold (Detached)

$5949000.0

4 +1 Beds
6 Baths
3500-5000 sq-ft

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 rede

48 Photos

181 Bayview Heights Drive, Toronto, ON , MLS #C13778594 , Image - 1

181 Bayview Heights Drive Leaside, Toronto, ON MLS® C13778594

Residential Freehold (Detached)

$3599000.0

4 Beds
4 Baths
2500-3000 sq-ft

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

43 Photos

45 Mcrae Drive, Toronto, ON , MLS #C13635354 , Image - 1

45 Mcrae Drive Leaside, Toronto, ON MLS® C13635354

Residential Freehold (Detached)

$2249000.0

Price drop by 9.9%

3 +1 Beds
2 Baths
1100-1500 sq-ft

Welcome To This Exceptional Detached 2-Story Home On A Premium 30.58 x 120 Ft South-Facing Lot, private Drive, In Highly Coveted South Leaside! Steps

48 Photos

42 Rykert Crescent, Toronto, ON , MLS #C13774530 , Image - 1

42 Rykert Crescent Leaside, Toronto, ON MLS® C13774530

Residential Freehold (Detached)

$5150000.0

5 +1 Beds
5 Baths
3000-3500 sq-ft

Welcome to 42 Rykert Crescent, an exceptional opportunity in prestigious South Leaside, set on an extraordinarily rare 40 x 350+ ft. deep ravine lot a

50 Photos

40 Divadale Drive, Toronto, ON , MLS #C13754186 , Image - 1

40 Divadale Drive Leaside, Toronto, ON MLS® C13754186

Residential Freehold (Detached)

$3999999.0

4 +1 Beds
5 Baths
2000-2500 sq-ft

Welcome to an exceptional custom residence in the heart of coveted North Leaside. Impeccably designed with refined craftsmanship, sophisticated finish

36 Photos

181 Rumsey Road, Toronto, ON , MLS #C13737624 , Image - 1

181 Rumsey Road Leaside, Toronto, ON MLS® C13737624

Residential Freehold (Detached)

$2695000.0

4 +1 Beds
4 Baths
2500-3000 sq-ft

Custom built and well-designed home that captures timeless contemporary architecture and a floor plan designed for versatile family living. Situated o

50 Photos

310 Bessborough Drive, Toronto, ON , MLS #C13538994 , Image - 1

310 Bessborough Drive Leaside, Toronto, ON MLS® C13538994

Residential Freehold (Detached)

$4707000.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

Some homes are built; the very best are lived in. For over two decades, this exceptional North Leaside property has been the backdrop to a lifetime of

1 Photos

127 Glenvale Boulevard Leaside, Toronto, ON MLS® C13494708

Residential Freehold (Semi-Detached )

$2199888.0

3 +1 Beds
3 Baths
1100-1500 sq-ft

Welcome to a home ( Legal Duplex) where thoughtful design meets elevated living. A beautiful transformed three-bedroom semi that blends luxury, functi

Shortlisted Properties

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Leaside, Toronto, ON Luxury Homes

Lily at Crosstown

The Clove Condos

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