How do I assert an Iterable contains elements with a certain property?

AssertJ provides an excellent feature in extracting() : you can pass Functions to extract fields. It provides a check at compile time.
You could also assert the size first easily.

It would give :

import static org.assertj.core.api.Assertions;

Assertions.assertThat(myClass.getMyItems())
          .hasSize(2)
          .extracting(MyItem::getName)
          .containsExactlyInAnyOrder("foo", "bar"); 

containsExactlyInAnyOrder() asserts that the list contains only these values whatever the order.

To assert that the list contains these values whatever the order but may also contain other values use contains() :

.contains("foo", "bar"); 

---

As a side note : to assert multiple fields from elements of a List , with AssertJ we do that by wrapping expected values for each element into a tuple() function :

import static org.assertj.core.api.Assertions;
import static org.assertj.core.groups.Tuple;

Assertions.assertThat(myClass.getMyItems())
          .hasSize(2)
          .extracting(MyItem::getName, MyItem::getOtherValue)
          .containsExactlyInAnyOrder(
               tuple("foo", "OtherValueFoo"),
               tuple("bar", "OtherValueBar")
           ); 

Thank you @Razvan who pointed me in the right direction. I was able to get it in one line and I successfully hunted down the imports for Hamcrest 1.3.

the imports:

import static org.hamcrest.CoreMatchers.is;
import static org.hamcrest.Matchers.contains;
import static org.hamcrest.MatcherAssert.assertThat;
import static org.hamcrest.beans.HasPropertyWithValue.hasProperty;

the code:

assertThat( myClass.getMyItems(), contains(
    hasProperty("name", is("foo")), 
    hasProperty("name", is("bar"))
));