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The Jefferson County Courthouse located in Fairfield, Iowa, United States was built from 1890 to 1893. It was listed on the National Register of Historic Places in 1981 as a part of the County Courthouses in Iowa Thematic Resource. The courthouse is the third building the county has used for court functions and county administration.

The McElhinny House is a historic building located in Fairfield, Iowa, United States. Built about 1850, the house is a dwelling from the city's early years. The two-story frame structure follows an L-shaped plan. Its prominent feature is the two-story porch that covers three of the five bays on the main facade. It was built for Robert McElhinny, a Pennsylvania native. He was elected the first president of the Jefferson County Library Association, one of the first groups of this type in Iowa. He also served on the board of Fairfield University when it was established in 1854, and contributed to its successor, Parsons College, at its founding. The house went on to become the home of the Fairfield Women's Club. It was listed on the National Register of Historic Places in 1977.

The Gobble and Heer–Spurgeons Building is a historic building located in Fairfield, Iowa, United States. It housed two long-time businesses and its significance highlights the commercial development of the city's public square. The building is a three-story, brick, Queen Anne commercial building that was built by Ed Hunt and E. A. Howard on the north side of the town square in 1892. They did not occupy the building themselves, but rented to Harry Booker for his clothing store and the Bevering Cigar Store. Lee T. Gobble and Charles H. Heer bought the clothing store from the Booker estate in 1899. Both the clothing store and the cigar store remained in the building until the 1930s when the entire first floor was taken over by Spurgeons. The upper floors were a mix of offices, apartments, and a lodge hall for the Knights of Pythias and the Pythian Sisters on the third floor. The building was listed on the National Register of Historic Places in 2015.

The Burnett–Montgomery House (also known as the James H. Montgomery House) is a historic house located at 605 North Third Street in Fairfield, Iowa.

Fairfield is a city in, and the county seat of, Jefferson County, Iowa. It has a population of 9,416 people, according to the 2020 census. The median family income is $46,138, with 10% of families below the poverty line. It became the county seat in 1839 with 110 residents and grew to 650 by 1847. Its library was established in 1853, and it held its first fair in 1854. Early architecture in Fairfield includes work by George Franklin Barber and Barry Byrne.

The R. B. and Lizzie L. Louden House, also known as the William and Susan F. Elliott House and the John and Gladdy Ball House, is a historic residence located in Fairfield, Iowa, United States. The single family dwelling was built in 1871 for William and Susan Elliott. Its historical significance derives from its association with R. B. Louden, who served as the president of the Louden Machinery Company from 1899 through 1939 and his residence here. He and his wife Lizzie substantially remodeled the house in 1900 and 1929, which gives it its eclectic appearance. Their additions include two enclosed porches and a sleeping porch designed by Ottumwa, Iowa architect George M. Kerns. The historic designation includes the 2½-story brick house and the 2-story, brick, double garage in the back. It was listed on the National Register of Historic Places in 1999.

The Former US Post Office Building is a historic building located in Fairfield, Iowa, [United States. The two-story, brick, Italianate structure was built in 1876 by James F. Wilson. It was the first building in Fairfield built specifically for the federal government. In 1865 Wilson, helped to establish and was the president of the First National Bank in Fairfield. He also built several store fronts as investments, including the immediately adjacent Wilson Building. By the time this building was constructed Wilson had been a three-term Republican congressman representing Iowa's 1st congressional district. Seven years after this building was constructed, he began the first of two terms in the United States Senate. At that time, the post office typically rented buildings for its use. The historic significance of this building reflects Wilson's political connections in the federal government. The building was listed on the National Register of Historic Places in 1991.

The Wilson Building, also known as the Wilson Block, is a historic building located in Fairfield, Iowa, United States. The two-story Italianate commercial building was built in 1876 by James F. Wilson as an investment property. In 1865 Wilson helped establish and served as president of the First National Bank in Fairfield, and in 1870, he and R. H. Hufford, C. W. Slagle, and George Acheson organized the Jefferson County Coal Company. Wilson had been a three-term Republican Congressman representing Iowa's 1st congressional district. Seven years after this building was constructed he began the first of two terms in the United States Senate. He had a Senate office in this building from 1883 to 1895. The historic significance of this building reflects the importance of Wilson's contributions to the economic life of Fairfield, and his political career. The building was listed on the National Register of Historic Places in 1991.

Fairfield Public Library is located in Fairfield, Iowa, United States. A library association was founded by a group of local men in 1853, and funded by dues from its members. It was housed in several different buildings for the first 40 years. U.S. Senator James F. Wilson from Fairfield was instrumental in obtaining a grant from Andrew Carnegie for a building of its own. The grant for $40,000 was accepted on January 15, 1892. It was the first Carnegie Library outside of Western Pennsylvania and the first of 101 built in Iowa. It was also one the few libraries Carnegie funded without stipulations concerning its use, public support, or design. The building was designed in the Richardsonian Romanesque style by Kansas City architect C. Stafford. It was officially opened on Friday, September 29, 1893, and it was dedicated on November 28 of the same year. The association continued to run the library until 1899 when voters approved a referendum to support it with taxes. The building has been altered in the ensuing years, and it was listed on the National Register of Historic Places in 1983. The library moved to a new building in 1996, and the historic building is now home to the Jefferson County Service Center of Indian Hills Community College.

The Louden Monorail System in the Auto Repair Shop, also known as McGuire Motor Company and Crandall's Electric Service, is a historic structure located in Fairfield, Iowa, United States. The monorail system is located in a former auto repair shop along an alley between East Broadway Avenue and East Briggs Avenue. It is the rear, single-story, portion of the building at 117 E. Broadway Ave where the system is located. The storefront portion of the building, also historically associated with the automobile industry, is a two-story brick building built on a stone foundation. The east side of the central business district in Fairfield had become the center for automobile related businesses by the 1920s. Harley Carter bought this building in 1920, and had the monorail system, manufactured by the Louden Machinery Company, installed about 1922. The overhead material handling system is permanently attached to the east wall of the shop. It allowed the mechanics to more easily move the heavy engines and other parts to and from vehicles. The structure was listed on the National Register of Historic Places in 1999.

Maharishi School (formerly Maharishi School of the Age of Enlightenment or MSAE) is an independent, non-denominational, college preparatory school located in Fairfield, Iowa, USA.The school was founded in 1974, received state accreditation in 1986 and began single-gender classes in 1989. It is located on a 10-acre campus within the main campus of the Maharishi University of Management. The school has an open admissions policy and its curriculum includes the practice of the Transcendental Meditation technique. Its curriculum includes traditional academic subjects as well as the Science of Creative Intelligence. The school and its students have received numerous awards in state, national and international competitions for science, the arts, creativity and athletics.

The former First Church of Christ, Scientist is located at 300 East Burlington Avenue in Fairfield, Iowa, United States. It is an historic structure that on October 30, 1997 was determined to be eligible for addition to the National Register of Historic Places, but was not added. The building now houses St. Gabriel and All Angels Liberal Catholic Church.