According to embodiments of the present invention, a cable sealing assembly for providing an environmental seal about a cable includes a housing, a flowable cable sealant and a compression feature. The housing includes first and second housing parts. The first housing part defines a cable passage to receive a cable having a lengthwise cable axis. The cable sealant is disposed in the cable passage. The compression feature forms at least a part of the second housing part and is movable in an installation direction between a ready position and an installed position. The compression feature is shaped and configured to force the cable sealant to flow about the cable in a direction transverse to the cable axis to circumferentially surround a portion of the cable when the compression feature is moved from the ready position to the installed position.