Updated

Russia has just sent Syria the largest shipment of missiles between the two countries to date, the latest delivery between the two allies that could further change the stakes in the Middle East, U.S. officials told Fox News on Wednesday.

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The shipment of 50 SS-21 short-range ballistic missiles arrived at the Syrian port of Tartus along the Mediterranean Sea in the past two days, the officials said.

"For someone winding down a war, that’s a big missile shipment," one official said.

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The SS-21, which comes in different types, has a range of roughly 100 miles.

Russia has fired two SS-21 missiles and four longer-range SS-26 Iskander missiles in the past two days into Syria’s Idlib province against "opposition" fighters, according to those officials. It was not immediately clear whether the U.S. was backing any of those fighters.

The Iskander is a nuclear-capable missile and has been deployed to Kaliningrad -- a Russian enclave in the Baltics -- in recent months.

The SS-21 short range missile is called "Scarab" by NATO.

In December, Russian President Vladimir Putin announced Moscow’s plans to scale down its military presence in Syria. Moscow’s aircraft carrier, which had been stationed off the coast of Syria, has returned to Russia.

Still, Russia has approximately 50 aircraft in Syria, including fighter jets, helicopter gunships, and drones.

Airstrikes hitting Idlib early Tuesday killed at least 15 people, wounded dozens more and demolished several buildings, in one of the deadliest attacks since the so-called "cease-fire" went into effect last year, Syrian activists and medics said.

The Britain-based Syrian Observatory for Human Rights reported 26 people were killed, including 10 civilians -- mostly women. The opposition-run Civil Defense in Idlib said 15 bodies were pulled from the rubble and that 30 people were taken for medical treatment. Conflicting numbers are common in the chaotic aftermath of such attacks.

The Russian military denied its warplanes attacked Idlib. Russian Defense Ministry spokesman Maj. Gen. Igor Konashenkov said Russian warplanes haven't conducted a single strike on Idlib this year. Russia has waged an air campaign in Syria since September 2015, providing a crucial boost for President Bashar al-Assad's forces in battles with terror groups and the mainstream opposition.

The Syrian civil war, which began with a 2011 uprising against the Assad family's four-decade rule, has killed an estimated 300,000 people and destroyed much of the country. The U.N. has estimated that reconstruction could cost around $350 billion.

The Associated Press contributed to this report.