Middleton is served by the highly regarded Middleton-Cross Plains Area School District, known for its commitment to academic excellence and student development. The district includes top-rated schools such as Middleton High School, which offers a wide range of academic programs, extracurricular activities, and athletic opportunities. The focus on providing a well-rounded education, combined with strong community support, makes Middleton an ideal place for families seeking a nurturing educational environment.

The housing market in Middleton is diverse, with options ranging from charming historic homes to modern developments and luxury properties. Whether you're looking for a cozy condo, a spacious single-family home, or an elegant estate, Middleton has something to offer. The city's attractive neighborhoods, excellent schools, and convenient location near Madison make it a highly sought-after destination for homebuyers seeking a vibrant and family-friendly community.