I included some pictures of the foliage and what appears to be a few imature cones.

Pinus clausa perhaps. A moderate needle length 2 needled pine with cone spines growing in Florida...might be a match.

It's a 2-needle pine, but a pic of the whole tree would be helpful as there are a number of "southern pines" in your area. Could be Pinus clausa, sand pine.

http://www.floridagardener.com/FLNatives/Sand_Pine.htm

University of Florida - Common Pines of Florida

edis.ifas.ufl.edu/topic_common_pines_of_florida

I think the closest of the "Florida pines" is the Virginia pine, because of the short needles. All of the rest seem to be long-needled varieties with tough foliage. The needles on a slash or longleaf pine will pierce the skin if held right, and the branches are relatively thick and scaly. This pine has soft, short needles and thin, delicate branches. I'll get a shot of the whole tree and some close shots of the bark today.

Now that I Googled some better foliage close-ups of sand pine, it looks pretty convincing. Delicate, flexible branches and shorter needles. That might be a match.

So this is more detail, showing the whole tree, bark, leaf length and candles.

Compare that with a comparable sized example of the pines that dominate our landscape, the longleaf pine. Note the long leaves, craggy bark, and thick candles.

Yeah, needles are too long & not twisted or coarse enough for VA pine, tho sand pine is actually closely related to VA pine. Plus VA pine's natural range doesn't go nearly that far south.

And I've got longleafs growing on my MD lot: