Ira Loomis Jr. House

The Gordon Loomis House is a historic house at 1021 Windsor Avenue in Windsor, Connecticut. Built in 1835, it is a good local example of transitional Federal-Greek Revival architecture executed in brick. It was listed on the National Register of Historic Places in 1988.

The George G. Loomis House is a historic house at 1003 Windsor Avenue in Windsor, Connecticut. Built about 1856, it is a good local example of transitional Greek Revival-Italianate architecture executed in brick. It was listed on the National Register of Historic Places in 1988.

The Daniel Payne House is a historic house at 27 Park Avenue in Windsor, Connecticut. Built about 1830, it is a well-preserved example of a brick house with Greek Revival styling. It was listed on the National Register of Historic Places in 1988.

The William Harvey House is a historic house at 1173 Windor Avenue in Windsor, Connecticut. Built in 1868, it is a good local example of Italianate architecture, executed in brick. It was listed on the National Register of Historic Places in 1988.

The Stony Hill School is a historic school building at 1195 Windsor Avenue in Windsor, Connecticut. Built in 1856 and extensively altered after a move in 1899, it is a good example of a Colonial Revival district schoolhouse built out of brick. It was listed on the National Register of Historic Places in 1988.

The Capt. James Loomis House is a historic house at 881 Windsor Avenue in Windsor, Connecticut. Built about 1825, it is a good local example of transitional Federal-Greek Revival architecture executed in brick. The house was listed on the National Register of Historic Places on September 15, 1988.

Windsor High School is a public high school located in Windsor, Connecticut. This school serves students from the Town Of Windsor, which is part of Hartford County.

The Edward and Ann Moore House is a historic house at 464 Broad Street in Windsor, Connecticut. Built in 1806, it is a good example of Federal style residential architecture executed in brick. It was listed on the National Register of Historic Places in 1988.

The Timothy Dwight Mills House is a historic house at 184 Deerfield Road in Windsor, Connecticut. Built about 1833, it is a well-preserved local example of transitional Federal/Greek Revival architecture executed in brick. It was listed on the National Register of Historic Places in 1988.

The Oliver W. Mills House is a historic house at 148 Deerfield Road in Windsor, Connecticut. Built in 1824, it is a well-preserved local example of a Federal period brick house. It was listed on the National Register of Historic Places in 1985.

The Loomis Chaffee School (; LC or Loomis) is an independent, coeducational, college preparatory school for boarding and day students in grades 9–12, including postgraduate students, located in Windsor, Connecticut, seven miles north of Hartford. Seventy percent of Loomis Chaffee's 726 students reside on the school's 300-acre campus and represent forty-four foreign countries and thirty-one U.S. states. 71% of Loomis Chaffee's student body are boarding students and 29% are day students. Founded in 1914, Loomis Chaffee is a member of the Ten Schools Admissions Organization. Loomis had an acceptance rate of 17% for the 2022–2023 school year.

The Captain Benjamin Allyn II House, also known locally as the Thomas Allyn House, is a historic house at 119 Deerfield Road in Windsor, Connecticut. Built in the mid-18th century or possibly earlier, it is a well-preserved example of a Colonial era brick house. It was listed on the National Register of Historic Places in 1979.