Southwest Drive is a dead-end off of Hartswood Road. It does not connect through to Swampscott Road.

No left turn.

highway interchange had been redesigned. ramp from midland no longer merge onto the cross westchester expressway -- it merges directly onto the new england thruway

This building is an "entrance booth", where a beach employee checks beach permits and collects day pass fees. The closest tag I can find is {"shop":"ticket"}, though there may be something that is a closer match.

The place has gone or never existed. This is an auto-generated note from MAPS.ME application: a user reports a POI that is visible on a map (which can be outdated), but cannot be found on the ground.
POI name: Stony Brook Park
POI types: leisure-park
OSM data version: 2019-06-21T10:47:15Z
#mapsme

"This place is a park called “Selleck’s Woods”"
POI has no name
POI types: natural-wood
OSM data version: 2019-06-21T10:47:15Z
#mapsme

This is a big reserve here

left turn allowed

This trail connects to the white trail/red trail just south.