I owned a C&C 38 for many years, it had a custom keel and some other modifications to keep it competitive done by the previous owner so it had some of the traits of the 37+, but the 37+ was a faster more developed boat.
Mine had an inner forestay added with a strut run to the hull, both the strut and inner forestay were removable. It was used to run a storm sail on in rough conditions, although I only needed it 4 times in 10 years it was a very good modification to the sail plan.
C&C's were built to be light and responsive as cruiser racers and so carry quite a bit of sail area for the displacement
, that one was 14,700lbs with no gear or water
, more like 16,500lbs in cruising trim. Because of this you will tend to reef earlier than in a heavier displacement boat. The cruising main had one more set of reef points in it and with that and the storm sail on the inner forestay it handled dicey conditions rather well with the added benefit of moving quite well in light air. I have raced it with full main and 150 in 25 kts with a 9 man crew but would never do that short handed, it can take it but wouldn't be prudent.
Having a 100 as well as a 150 would be a good idea, you don't loose much with the 100 when the breeze is over 10 knots and it's easier to handle in a puff.
It's not a cruising boat though so it requires more attention in heavy conditions but for what your looking to do with it the boat should be a good fit. It's a very responsive boat with great tactile feedback and is very rewarding to sail in the majority of conditions you'll be using it for.
Check for water intrusion in the deck
where any hardware
is mounted and especially at the chainplates, it's a cored deck and water in the core
can be an issue, if it's only a small amount limited to a local through deck area, no problem, it can be dealt with. It all depends on how well the previous owner kept at it.
On mine I eliminated the chainplate through deck issue by removing the chainplates, removing some core
from the area around the hole and then filling it with west system, then routed the hole for the chainplates back out. Once done it was much easier to seal and ended any chance of water intrusion there.
Overall build quality was good but like any older boat it depends on how it was taken care of. I hope it works out for you, I have many fond memories of mine.