Frost’s father was a teacher and later an editor of the San Francisco Evening Bulletin (which later merged with The San Francisco Examiner), and an unsuccessful candidate for city tax collector. After his death on May 5, 1885, the family moved across the country to Lawrence, Massachusetts, under the patronage of Robert’s grandfather William Frost, Sr., who was an overseer at a New England mill. Frost graduated from Lawrence High School in 1892. Frost’s mother joined the Swedenborgian church and had him baptized in it, but he left it as an adult.

Robert Frost’s personal life was plagued by grief and loss. In 1885 when he was 11, his father died of tuberculosis, leaving the family with just eight dollars. Frost’s mother died of cancer in 1900. In 1920, he had to commit his younger sister Jeanie to a mental hospital, where she died nine years later. Mental illness apparently ran in Frost’s family, as both he and his mother suffered from depression, and his daughter Irma was committed to a mental hospital in 1947. Frost’s wife, Elinor, also experienced bouts of depression.

In 1894, he sold his first poem, “My Butterfly. An Elegy” (published in the November 8, 1894, edition of the New York Independent) for $15 ($443 today). Proud of his accomplishment, he proposed marriage to Elinor Miriam White, but she demurred, wanting to finish college (at St. Lawrence University) before they married. Frost then went on an excursion to the Great Dismal Swamp in Virginia and asked Elinor again upon his return. Having graduated, she agreed, and they were married at Lawrence, Massachusetts on December 19, 1895.

In 1912, Frost sailed with his family to Great Britain, settling first in Beaconsfield, a small town outside London. His first book of poetry, A Boy’s Will, was published the next year. In England he made some important acquaintances, including Edward Thomas (a member of the group known as the Dymock poets and Frost’s inspiration for “The Road Not Taken”), T. E. Hulme, and Ezra Pound. Although Pound would become the first American to write a favorable review of Frost’s work, Frost later resented Pound’s attempts to manipulate his American prosody. Frost met or befriended many contemporary poets in England, especially after his first two poetry volumes were published in London in 1913 (A Boy’s Will) and 1914 (North of Boston).

In 1915, during World War I, Frost returned to America, where Holt’s American edition of A Boy’s Will had recently been published, and bought a farm in Franconia, New Hampshire, where he launched a career of writing, teaching, and lecturing. This family homestead served as the Frosts’ summer home until 1938. It is maintained today as The Frost Place, a museum and poetry conference site. He was made an honorary member of Phi Beta Kappa at Harvard in 1916. During the years 1917–20, 1923–25, and, on a more informal basis, 1926–1938, Frost taught English at Amherst College in Massachusetts, notably encouraging his students to account for the myriad sounds and intonations of the spoken English language in their writing. He called his colloquial approach to language “the sound of sense.”

For forty-two years – from 1921 to 1962 – Frost spent almost every summer and fall teaching at the Bread Loaf School of English of Middlebury College, at its mountain campus at Ripton, Vermont. He is credited as a major influence upon the development of the school and its writing programs. The college now owns and maintains his former Ripton farmstead, a National Historic Landmark, near the Bread Loaf campus. In 1921 Frost accepted a fellowship teaching post at the University of Michigan, Ann Arbor, where he resided until 1927 when he returned to teach at Amherst. While teaching at the University of Michigan, he was awarded a lifetime appointment at the University as a Fellow in Letters. The Robert Frost Ann Arbor home was purchased by The Henry Ford Museum in Dearborn, Michigan and relocated to the museum’s Greenfield Village site for public tours. Throughout the 1920s, Frost also lived in his colonial era home in Shaftsbury, Vermont. The home opened as the Robert Frost Stone House Museum in 2002 and was given to Bennington College in 2017.

In June 1922, the Vermont State League of Women’s Clubs elected Frost as Poet laureate of Vermont. When a New York Times editorial strongly criticised the decision of the Women’s Clubs, Sarah Cleghorn and other women wrote to the newspaper defending Frost. On July 22, 1961, Frost was named Poet laureate of Vermont by the state legislature through Joint Resolution R-59 of the Acts of 1961, which also created the position.

In 1924, he won the first of four Pulitzer Prizes for the book New Hampshire: A Poem with Notes and Grace Notes. He would win additional Pulitzers for Collected Poems in 1931, A Further Range in 1937, and A Witness Tree in 1943.

In 1934, Frost began to spend winter months in Florida. In March 1935, he gave a talk at the University of Miami. In 1940, he bought a 5-acre (2.0 ha) plot in South Miami, Florida, naming it Pencil Pines; he spent his winters there for the rest of his life. In her memoir about Frost’s time in Florida, Helen Muir writes, “Frost had called his five acres Pencil Pines because he said he had never made a penny from anything that did not involve the use of a pencil.” His properties also included a house on Brewster Street in Cambridge, Massachusetts.

Elinor and Robert Frost had six children: son Elliot (1896–1900, died of cholera); daughter Lesley Frost Ballantine (1899–1983); son Carol (1902–1940, committed suicide); daughter Irma (1903–1967); daughter Marjorie (1905–1934, died as a result of puerperal fever after childbirth); and daughter Elinor Bettina (died just one day after her birth in 1907). Only Lesley and Irma outlived their father. Frost’s wife, who had heart problems throughout her life, developed breast cancer in 1937, and died of heart failure in 1938.

In 1960, Frost was awarded a United States Congressional Gold Medal, “In recognition of his poetry, which has enriched the culture of the United States and the philosophy of the world,” which was finally bestowed by President Kennedy in March 1962. Also in 1962, he was awarded the Edward MacDowell Medal for outstanding contribution to the arts by the MacDowell Colony.

Frost was 86 when he read at the inauguration of John F. Kennedy on January 20, 1961. Frost originally attempted to read his poem “Dedication”, which was written for the occasion, but was unable to read it due to the brightness of the sunlight, so he recited his poem “The Gift Outright” from memory instead.

Frost died in Boston on January 29, 1963 of complications from prostate surgery. He was buried at the Old Bennington Cemetery in Bennington, Vermont. His epitaph quotes the last line from his poem, “The Lesson for Today” (1942): “I had a lover’s quarrel with the world.”

An earlier 1963 study by the poet James Radcliffe Squires spoke to the distinction of Frost as a poet whose verse soars more for the difficulty and skill by which he attains his final visions, than for the philosophical purity of the visions themselves. “He has written at a time when the choice for the poet seemed to lie among the forms of despair: Science, solipsism, or the religion of the past century … Frost has refused all of these and in the refusal has long seemed less dramatically committed than others … But no, he must be seen as dramatically uncommitted to the single solution … Insofar as Frost allows to both fact and intuition a bright kingdom, he speaks for many of us. Insofar as he speaks through an amalgam of senses and sure experience so that his poetry seems a nostalgic memory with overtones touching some conceivable future, he speaks better than most of us. That is to say, as a poet must.”

Harvard’s 1965 alumni directory indicates Frost received an honorary degree there. Although he never graduated from college, Frost received over 40 honorary degrees, including ones from Princeton, Oxford and Cambridge universities, and was the only person to receive two honorary degrees from Dartmouth College. During his lifetime, the Robert Frost Middle School in Fairfax, Virginia, the Robert L. Frost School in Lawrence, Massachusetts, and the main library of Amherst College were named after him.

In 2003, the critic Charles McGrath noted that critical views on Frost’s poetry have changed over the years (as has his public image). In an article called “The Vicissitudes of Literary Reputation,” McGrath wrote, “Robert Frost … at the time of his death in 1963 was generally considered to be a New England folkie … In 1977, the third volume of Lawrance Thompson’s biography suggested that Frost was a much nastier piece of work than anyone had imagined; a few years later, thanks to the reappraisal of critics like William H. Pritchard and Harold Bloom and of younger poets like Joseph Brodsky, he bounced back again, this time as a bleak and unforgiving modernist.”