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Leaside, Toronto, ON Luxury Homes

Showing results 1 - 30 of 37

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: April 24, 2025

40 Photos

16 Rumsey Road, Toronto, ON , MLS #C12095005 , Image - 1

16 Rumsey Road Leaside, Toronto, ON MLS® C12095005

Residential Freehold (Detached)

$3995000.0

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

Welcome to 16 Rumsey Road, an exceptional family home situated on one of the most desirable streets in Leaside. With 4+1 bedrooms and 5 bathrooms, thi

40 Photos

4 Douglas Crescent, Toronto, ON , MLS #C11953814 , Image - 1

4 Douglas Crescent Leaside, Toronto, ON MLS® C11953814

Residential Freehold (Detached)

$5495000.0

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

Welcome to 4 Douglas Crescent - a modern masterpiece designed with cutting-edge technology, exceptional details and unparalleled craftsmanship. This a

50 Photos

43 Douglas Crescent, Toronto, ON , MLS #C12099631 , Image - 1

43 Douglas Crescent Leaside, Toronto, ON MLS® C12099631

Residential Freehold (Detached)

$9000000.0

4 Beds
5 Baths
2500-3000 sq-ft

Nestled into the trees, this spectacular Rosedale home has been totally reimagined and redesigned, creating a home quite unique for Toronto. The ravin

50 Photos

242 Sutherland Drive, Toronto, ON , MLS #C12096072 , Image - 1

242 Sutherland Drive Leaside, Toronto, ON MLS® C12096072

Residential Freehold (Detached)

$3999000.0

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

Absolutely Stunning Architectural Masterpiece In South Leaside; This Rarely-Offered True Five-Bedroom Home Provides Unique Features & Finishes Through

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

38 Photos

23 Heather Road, Toronto, ON , MLS #C12096126 , Image - 1

23 Heather Road Leaside, Toronto, ON MLS® C12096126

Residential Freehold (Detached)

$2149000.0

3 Beds
2 Baths
1100-1500 sq-ft

Charming and spacious family home on an exceptional 30x150-ft lot in prime Leaside! This beautifully maintained property offers immediate move-in appe

49 Photos

8 Rutherglen Road, Toronto, ON , MLS #C12095938 , Image - 1

8 Rutherglen Road Leaside, Toronto, ON MLS® C12095938

Residential Freehold (Detached)

$2998000.0

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

This rarely offered home is nestled on a quiet, tree-lined street in prime Leaside, an ideal setting for families looking for both tranquillity and co

44 Photos

82 McRae Drive, Toronto, ON , MLS #C12097001 , Image - 1

82 McRae Drive Leaside, Toronto, ON MLS® C12097001

Residential Freehold (Detached)

$2599000.0

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

Wide on Charm, Smart on Space! Not every home plays by the same rules, and this one takes a different approach in the best way possible. Sitting on a

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

31 Photos

481 Broadway Avenue, Toronto, ON , MLS #C12096632 , Image - 1

481 Broadway Avenue Leaside, Toronto, ON MLS® C12096632

Residential Freehold (Detached)

$3549000.0

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

Welcome to 481 Broadway Avenue, a four-plus-one-bedroom, five-bathroom family home in one of Toronto's most sought-after neighbourhoods in North Leasi

42 Photos

332 Sutherland Drive, Toronto, ON , MLS #C12096977 , Image - 1

332 Sutherland Drive Leaside, Toronto, ON MLS® C12096977

Residential Freehold (Detached)

$3480000.0

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

Welcome to 332 Sutherland Dr, a thoughtfully designed family home offering a rare blend of timeless craftsmanship and modern comforts.The main floor

4 Photos

1727-33 Bayview Avenue, Toronto, ON , MLS #C12097099 , Image - 1

1727-33 Bayview Avenue Leaside, Toronto, ON MLS® C12097099

Commercial (Commercial Retail)

$5600000.0

Opportunity to own. Prime Leaside property with 52.47 ft frontage. Located near future LRT station. Total Site Area 5,557 sq ft (as per MPAC). (3) Str

42 Photos

231 Hanna Road, Toronto, ON , MLS #C12022214 , Image - 1

231 Hanna Road Leaside, Toronto, ON MLS® C12022214

Residential Freehold (Detached)

$3999500.0

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

Welcome to 231 Hanna Road, a sophisticated and meticulously designed home offering 4,600 sq.ft. of total living space, including a fully finished base

37 Photos

12 Douglas Crescent, Toronto, ON , MLS #C12069383 , Image - 1

12 Douglas Crescent Leaside, Toronto, ON MLS® C12069383

Residential Freehold (Detached)

$2825000.0

4 Beds
4 Baths
2000-2500 sq-ft

This meticulously maintained residence in the prestigious Governor's Bridge neighbourhood, just over the bridge from Rosedale and Chorley Park, offers

40 Photos

105 Donlea Drive, Toronto, ON , MLS #C11993366 , Image - 1

105 Donlea Drive Leaside, Toronto, ON MLS® C11993366

Residential Freehold (Detached)

$3549000.0

price drop icon

Price drop by 3.2%

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

Timeless Modern Design & Style In Upper Leaside. Incredible Layout, Over 2,600 Sq. Ft. Plus Over 1,000 Sq. Ft. Bright Lower Level W/O to Large Backyar

37 Photos

115 Leacrest Road, Toronto, ON , MLS #C12081546 , Image - 1

115 Leacrest Road Leaside, Toronto, ON MLS® C12081546

Residential Freehold (Detached)

$2299000.0

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

Build your dream! Welcome to 115 Leacrest Rd in the highly sought-after Leaside neighbourhood. This 3 bed + den, 2.5 bath home, with finished basement

40 Photos

43 Glenvale Boulevard, Toronto, ON , MLS #C12051415 , Image - 1

43 Glenvale Boulevard Leaside, Toronto, ON MLS® C12051415

Residential Freehold (Detached)

$2529000.0

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

Welcome to an exquisite back-to-the-studs renovated residence in the heart of North Leaside. Set on a 35 x 122-foot south-facing lot, this home offers

12 Photos

218 Randolph Road, Toronto, ON , MLS #C12051255 , Image - 1

218 Randolph Road Leaside, Toronto, ON MLS® C12051255

Residential Freehold (Detached)

$2495000.0

3 Beds
4 Baths
1500-2000 sq-ft

Welcome to this fabulous 3-bedroom, 4 bathroom home, perfect for both relaxation and entertaining! The open-concept layout boasts high ceilings, hardw

37 Photos

32 Parkhurst Boulevard, Toronto, ON , MLS #C12074610 , Image - 1

32 Parkhurst Boulevard Leaside, Toronto, ON MLS® C12074610

Residential Freehold (Detached)

$3995000.0

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

Welcome to 32 Parkhurst Boulevard. A rare and refined offering on one of South Leaside's most picturesque, tree-lined streets. This exceptional 4+1 be

38 Photos

298 Bessborough Drive, Toronto, ON , MLS #C12069299 , Image - 1

298 Bessborough Drive Leaside, Toronto, ON MLS® C12069299

Residential Freehold (Detached)

$3385000.0

3 +1 Beds
3 Baths
< 700 sq-ft

Welcome to this unbelievable newly updated home located on prestigious Bessborough Drive in North Leaside. This property is on a rare 50-foot lot, whi

38 Photos

44 Donegall Drive, Toronto, ON , MLS #C12038557 , Image - 1

44 Donegall Drive Leaside, Toronto, ON MLS® C12038557

Residential Freehold (Detached)

$3395000.0

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

Elegant 4-Bedroom Family Home In Coveted Leaside, Fully Renovated With Outstanding Attention To Detail & Luxury Finishes. Exquisite Street Presence W/

39 Photos

100 Glenvale Boulevard, Toronto, ON , MLS #C12070900 , Image - 1

100 Glenvale Boulevard Leaside, Toronto, ON MLS® C12070900

Residential Freehold (Detached)

$3880000.0

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

Discover the epitome of modern elegance in this stunning custom-built home in the coveted North Leaside community. Combining luxury, modern design, an

32 Photos

1801 Bayview Avenue, Toronto, ON , MLS #C12078698 , Image - 1

Unit-Ph801, 1801 Bayview Avenue Leaside, Toronto, ON MLS® C12078698

Residential Condo & Other (Condo Apartment)

$2099900.0

3 +1 Beds
3 Baths
2750-2999 sq-ft

Welcome To The Bayview. Rarely Available Two-Story Corner Penthouse, Ideally Located In The Heart Of Leaside. Just A Few Steps TTC, New LRT, All Convi

40 Photos

162 Glenvale Boulevard, Toronto, ON , MLS #C11968998 , Image - 1

162 Glenvale Boulevard Leaside, Toronto, ON MLS® C11968998

Residential Freehold (Detached)

$2850000.0

2 +1 Beds
4 Baths
1500-2000 sq-ft

Nestled on a lot with lush ravine views & direct access to nature, in the prestigious Upper Leaside area, one of Toronto's most coveted neighborhoods.

5 Photos

16 Burnham Road, Toronto, ON , MLS #C12075656 , Image - 1

16 Burnham Road Leaside, Toronto, ON MLS® C12075656

Residential Freehold (Detached)

$2595000.0

3 Beds
3 Baths
1500-2000 sq-ft

A rare offering in one of Torontos most prestigious and tightly held enclaves, welcome to Bennington Heights. Set on a beautiful 45 x 115 ft lot, this

35 Photos

42 True Davidson Drive, Toronto, ON , MLS #C11969315 , Image - 1

42 True Davidson Drive Leaside, Toronto, ON MLS® C11969315

Residential Freehold (Detached)

$3350000.0

6 Beds
4 Baths
3500-5000 sq-ft

Welcome to 42 True Davidson, a captivating 6-bedroom residence nestled within the highly sought-after community of Governors Bridge. Upon entering, yo

37 Photos

34 Heather Road, Toronto, ON , MLS #C12066594 , Image - 1

34 Heather Road Leaside, Toronto, ON MLS® C12066594

Residential Freehold (Detached)

$2599000.0

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

4 Photos

868 EGLINTON Avenue E, Toronto, ON , MLS #C12061089 , Image - 1

868 EGLINTON Avenue E Leaside, Toronto, ON MLS® C12061089

Commercial (Store W Apartment/Office)

$2050000.0

Prime investment/end-user real estate offering. Incredible location on the Eglinton LRT line, right across from Laird Station. Solid 2-storey buildin

40 Photos

571 Broadway Avenue, Toronto, ON , MLS #C12053188 , Image - 1

571 Broadway Avenue Leaside, Toronto, ON MLS® C12053188

Residential Freehold (Detached)

$3880000.0

4 Beds
5 Baths
3000-3500 sq-ft

A Truly Spectacular Home That Checks All The Boxes. Built In 2021, This 4-Bedroom Home Offers Smart-Home Technology With All The Bells And Whistles Wh

42 Photos

266 Airdrie Road, Toronto, ON , MLS #C12035742 , Image - 1

266 Airdrie Road Leaside, Toronto, ON MLS® C12035742

Residential Freehold (Detached)

$2899999.0

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

Timeless Elegance Meets Modern Comfort In A Coveted Neighbourhood! Welcome To This Beautifully Appointed Family Home, Where Classic Finishes Blend Sea

33 Photos

151 Brentcliffe Rd, Toronto, Ontario , MLS #C11985936 , Image - 1

151 Brentcliffe Rd Leaside, Toronto, ON MLS® C11985936

Residential (Detached)

$4190000.0

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

Elegant State Of The Art Custom Built Home In Desirable North Leaside, Blending Architectural Detail With Up To The Minute Design Of Today. Large, Hig

1 Photos

796-800 Eglinton Ave E, Toronto, Ontario

796-800 Eglinton Ave E Leaside, Toronto, ON MLS® C9392235

Commercial (Store W/Apartment/Office)

$3750000.0

MIXED-USE RETAIL INVESTMENT: 2 stores / 4 apartment on second floor / roof top signage income / basement shop. STORES: Open Layout / H

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