Houses for Sale in
Leaside, Toronto

Family-friendly east-side neighbourhood with excellent schools and the Bayview shopping strip.

$1,800,000

Avg. Price

Houses Available

Houses for Sale in Leaside

FOR SALEDetached

OPEN

$49,950,000

~$245,389/mo

15 High Point Road

Toronto, Bridle Path / York Mills

9 Beds 13 Baths 5,000 ft²

SOTHEBY'S INTERNATIONAL REALTY CANADA

FOR SALEDetached

OPEN

$28,650,000

~$140,749/mo

8 High Point Road

Toronto, Bridle Path / York Mills

9 Beds 16 Baths 5,000 ft²

HOMELIFE LANDMARK REALTY INC.

FOR SALEDetached

OPEN

$27,500,000

~$135,099/mo

85 The Bridle Path

Toronto, Bridle Path / York Mills

9 Beds 11 Baths 5,000 ft²

RE/MAX REALTRON BARRY COHEN HOMES INC.

FOR SALEDetached

OPEN

$25,000,000

~$122,817/mo

45 Park Lane Circle

Toronto, Bridle Path / York Mills

6 Beds 9 Baths 5,000 ft²

RE/MAX REALTRON BARRY COHEN HOMES INC.

FOR SALEDetached

OPEN

$22,995,000

~$112,968/mo

221 Forest Hill Road

Toronto, Forest Hill

7 Beds 9 Baths 5,000 ft²

FOREST HILL REAL ESTATE INC.

FOR SALEDetached

OPEN

$22,500,000

~$110,536/mo

45 Bayview Ridge

Toronto, Bridle Path / York Mills

8 Beds 10 Baths 5,000 ft²

SOTHEBY'S INTERNATIONAL REALTY CANADA

FOR SALEDetached

OPEN

$18,800,000

~$92,359/mo

19 Country Lane

Toronto, Bridle Path / York Mills

7 Beds 11 Baths 5,000 ft²

RE/MAX REALTRON BARRY COHEN HOMES INC.

FOR SALEDetached

OPEN

$18,000,000

~$88,429/mo

103 Old Colony Road

Toronto, Bridle Path / York Mills

6 Beds 11 Baths 5,000 ft²

RE/MAX REALTRON BARRY COHEN HOMES INC.

FOR SALEDetached

OPEN

$17,950,000

~$88,183/mo

5 Thornwood Road

Toronto, Rosedale / Moore Park

6 Beds 6 Baths 5,000 ft²

ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE

FOR SALEDetached

OPEN

$16,995,000

~$83,491/mo

30 Whitney Avenue

Toronto, Rosedale / Moore Park

7 Beds 9 Baths 5,000 ft²

RE/MAX REALTRON BARRY COHEN HOMES INC.

FOR SALEDetached

OPEN

$16,800,000

~$82,533/mo

2 Bridle Heath Gate

Toronto, Bridle Path / York Mills

4 Beds 4 Baths 3,250 ft²

HAMMOND INTERNATIONAL PROPERTIES LIMITED

FOR SALEDetached

OPEN

$16,800,000

~$82,533/mo

382 Old Yonge Street

Toronto, Bridle Path / York Mills

7 Beds 12 Baths 5,000 ft²

RE/MAX REALTRON BARRY COHEN HOMES INC.

FOR SALEDetached

OPEN

$15,599,000

~$76,633/mo

15 Tudor Gate

Toronto, Bridle Path / York Mills

6 Beds 9 Baths 5,000 ft²

FOREST HILL REAL ESTATE INC.

FOR SALEDetached

OPEN

$15,000,000

~$73,690/mo

3 Saintfield Avenue

Toronto, Bridle Path / York Mills

6 Beds 8 Baths 5,000 ft²

ROYAL LEPAGE REAL ESTATE SERVICES LTD.

FOR SALEDetached

OPEN

$14,995,000

~$73,666/mo

50 Park Lane Circle

Toronto, Bridle Path / York Mills

9 Beds 17 Baths 5,000 ft²

RE/MAX REALTRON BARRY COHEN HOMES INC.

FOR SALEDetached

OPEN

$14,880,000

~$73,101/mo

84 Old Forest Hill Road

Toronto, Forest Hill

6 Beds 8 Baths 5,000 ft²

SOTHEBY'S INTERNATIONAL REALTY CANADA

FOR SALEDetached

OPEN

$14,800,000

~$72,708/mo

7 Oxbow Road

Toronto, Don Mills / Parkwoods

6 Beds 8 Baths 5,000 ft²

HAMMOND INTERNATIONAL PROPERTIES LIMITED

FOR SALEDetached

OPEN

$13,995,000

~$68,753/mo

90 Arjay Crescent

Toronto, Bridle Path / York Mills

6 Beds 9 Baths 5,000 ft²

RE/MAX REALTRON BARRY COHEN HOMES INC.

FOR SALEDetached

OPEN

$13,950,000

~$68,532/mo

82 Chestnut Park Road

Toronto, Rosedale / Moore Park

5 Beds 6 Baths 5,000 ft²

CHESTNUT PARK REAL ESTATE LIMITED

FOR SALEDetached

OPEN

$12,995,000

~$63,841/mo

108 Sandringham Drive

Toronto, Thornhill (Toronto)

6 Beds 8 Baths 5,000 ft²

ROYAL LEPAGE REAL ESTATE SERVICES LTD.

FOR SALEDetached

OPEN

$12,995,000

~$63,841/mo

25 North Drive

Toronto, Etobicoke / Islington

5 Beds 7 Baths 5,000 ft²

ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM

FOR SALEDetached

OPEN

$12,900,000

~$63,374/mo

10 Shorncliffe Avenue

Toronto, Yorkville / Annex

6 Beds 7 Baths 5,000 ft²

CHESTNUT PARK REAL ESTATE LIMITED

FOR SALEDetached

OPEN

$12,880,000

~$63,276/mo

32 Arjay Crescent

Toronto, Bridle Path / York Mills

7 Beds 9 Baths 5,000 ft²

HAMMOND INTERNATIONAL PROPERTIES LIMITED

FOR SALEDetached

OPEN

$12,800,000

~$62,883/mo

106 Glenayr Road

Toronto, Forest Hill

6 Beds 8 Baths 5,000 ft²

SOTHEBY'S INTERNATIONAL REALTY CANADA

About Leaside

Leaside is a highly sought-after family neighbourhood in Toronto's east end, known for its tree-lined streets, excellent schools, and strong community spirit. The Bayview Avenue shopping strip provides local amenities.

The neighbourhood features well-maintained detached and semi-detached homes from the 1930s–50s, many beautifully renovated. Leaside's parks, community centres, and proximity to the Don Valley make it ideal for active families.