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History of TSS

A legacy of education
In the heart of historic Southport Village, today’s most innovative research and evidence-based teaching happens under the same stunning cupola and green tile roof where generations of children have spent their days learning. Situated on 2.5 scenic acres, The Southport School campus includes three buildings, two of which are historic structures that embody Southport’s rich history and educational heritage.

214 Main Street – main classroom building 
The main academic building occupies the former Pequot School, which has been a cornerstone of elementary education since 1854. Erected in 1918, the current brick structure replaced its wooden predecessor, standing as a testament to Southport’s enduring educational commitment in the early twentieth century.

226 Main Street – arts, music and movement building
In 2017, the TSS expanded its footprint with the acquisition of the historic Bank building, erected in 1865. Originally serving as the Southport Savings Bank and revered as one of Southport’s architectural gems, this stately brick structure sits adjacent to the main academic building and now houses the School’s arts, music, and movement programs, and The Southport CoLAB. An extension of The Southport School, The Southport CoLAB provides quality education training, current research, and advocacy for professionals, educators, and families.

411 Pequot Avenue – administrative offices
The School’s administrative offices reside in its third building. Nestled in the quaint Village center, it is a short walk from the historic classroom buildings and testament to the seamless integration of education and community.

Preserving landmarks – the buildings we know today
The Southport School buildings have undergone thoughtful renovations over the years, culminating in the transformation of its main classroom and AMM buildings into models of modern day school excellence. These enhancements, carried out in the 1990s, 2018, and 2023, reflect The Southport School’s unwavering commitment to providing a supportive environment conducive to small class sizes and individualized learning experiences.

The Southport Conservancy – stewards of a cherished landmark and school
The stewardship of The Southport School’s cherished main classroom building falls to The Southport Conservancy, an organization committed to preserving and restoring Southport’s unique and historic properties. Since 1984, The Southport School has been entrusted with maintaining the Pequot School building, ensuring its preservation as a cherished landmark, its continued role as a beacon of learning, and cornerstone of Southport’s historic village.

The Village is our campus 
Memories and feelings are often associated with school experiences and the buildings in which classes, events, and traditions take place. Beyond its physical confines,

The Southport School’s footprint extends into the fabric of Southport Village, leveraging nearby institutions such as Pequot Library, Wakeman Boys & Girls Club, The Southport Congregational Church, and Perry's Green. These relationships underscore The Southport School’s gratitude to the Southport community for its unwavering support of our school and mission.