One of the pre-revolutionary publications about the monastery notes that the Toplovsky Trinity-Paraskeva Women's Monastery is located on the Crimean Peninsula, in the southern part of the Feodosia district, 70 versts from Simferopol, near the Greek village of Toplu, from which it got its name. The Greek word "topos" means place or locality. Over time, the village of Toplu became known as Toply, and during the Soviet era, it was renamed Topolevka.

In the vicinity of Toplu, remnants of medieval Christian churches have been preserved. In Toplu itself, near a small pond, there were ruins of the foundation of a Greek church dedicated to Saint Paraskeva. Nearby, near the village of Ortolan, now the village of Zemlyanichnoye, there were also ruins of an ancient church dedicated to this saint. The monastery spring, named after St. Paraskeva, flowed from under the ruins of the church of the same name, which was destroyed in the mid-19th century during the improvement of the spring.

On a high hill near the monastery stands an Armenian church, which previously belonged to the monastery. The nuns took care of it, and in 1907 it was restored. The church was built in 1702 in honor of St. Paraskeva. Another church in her honor was located near the Sudak fortress, but after the resettlement of Christians to the Azov region, it was abandoned and used by German colonists as a church.

The numerous churches in honor of one saint are explained by the local belief that it was here that St. Paraskeva suffered martyrdom, and the healing spring arose at the site of her execution.

In 1783, Crimea became part of Russia, which led to a mass exodus of Crimean Tatars to Turkey. This was preceded by the resettlement of Crimean Christians in 1778, when more than half of the Christians left Crimea. As a result, many lands became deserted, and the state actively populated them with settlers from Russia and Western Europe. In 1787, Catherine II gifted lands in the Sudak district, including the Toplu area, to her chamberlain Zakhar Zotov. Since then, these lands belonged to his descendants and later passed to Feodora Zotova.

Feodora and her sister Angelina Lambiri decided to create a monastery in honor of St. Paraskeva. Angelina purchased 230 desyatins of land from Feodora and appealed to Bishop Alexius with a request to establish the monastery. On June 29, 1862, she donated the land to the monastery on the condition that half of the income would go to its maintenance, and the other half to the sisters. After their death, the land was to pass into the eternal ownership of the monastery.

The Holy Synod considered the petition for the opening of the monastery, and Bishop Alexius began to act. On September 17, 1862, a construction committee was formed, which quickly raised funds and began construction of the temple in May 1863. By July 22, the temple was completed thanks to the efforts of Abbot Parfeny. On July 26, 1863, Bishop Alexius consecrated the church, and services began.

The Toplovsky Monastery opened on September 25, 1864. On this day, a procession from the village of Kishlav with an icon of St. Sergius arrived at the monastery mountain. Bishop Alexius served a moleben and the Divine Liturgy, addressing nine residents of the monastery with guidance.

A charter was drawn up for the monastery, and Abbot Parfeny was appointed its overseer. Construction continued, and in 1889, the construction of a hotel for pilgrims began. In 1890, the hotel was completed, and in 1891, a new house was built on the site of the old one. In 1893-1894, stables and barns were erected, as well as part of the monastery wall.

Abbess Paraskeva began the construction of a cathedral in the name of the Life-Giving Trinity, as the church of St. Paraskeva became too small. The cathedral project was developed by architect Valentin Feldman. It was to be two-storied, in the Russian style of the 17th century. The upper church could accommodate 700 people, and the lower one, 200. Construction began in 1894 but was not completed due to war and revolution.

At the turn of the century, a hospital with a church, a shelter, and cells were built at the monastery. The monastery lived off its labor, growing fruits and engaging in beekeeping. Under Abbess Paraskeva, the monastery reached its peak, becoming a spiritual center. During World War I, it assisted the army.

With the establishment of Soviet power, the monastery underwent changes. In 1921, its property was transferred to a state farm, and the nuns formed a labor community. In 1923, the monastery was closed, but thanks to the garden, the decision to close it was overturned, and the property was transferred to artels. In 1924, the monastery churches were closed, and in 1928, the artel was liquidated.

In 1933, an experimental base was created on the monastery's territory. During the war, it housed the headquarters of the Nazis. After the war, an agricultural school and a pioneer camp were opened.

The revival of the monastery began in 1992 when believers decided to create an Orthodox community. In 1993, the charter of the monastery was registered, and its restoration began. Abbess Paraskeva, Nina Tishchenko, headed the monastery in 1998. Over the years of revival, the churches have been restored, baptismal fonts opened, and the refectory and hotel renovated. The nuns dream of reviving the mill and gardens, as well as restoring the Holy Trinity Cathedral.