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swap-itOctober brings the time-honored Swap-It sale to campus each year, and so many people—at Milton and beyond—feel the benefits. Swap-It began more than 60 years ago when Milton parents gathered to trade school uniforms. As years passed, families brought other items to trade and sell, and Swap-It grew into a lively and beloved tradition. For decades, sale proceeds have benefited Milton’s youngest learners: Proceeds have underwritten computers, cameras, playground equipment, Middle School lockers, furniture and teaching materials. Over the last four years, Swap-It has also provided essential seed money for educational innovation in K–8, fueling curriculum renewal and professional development.

This is the second year in which the reformatted Swap-It will not only benefit Milton Academy students, faculty, staff and families, but also several Boston-area community non-profit partners. The sale will help support organizations serving the needs of local low-income clients, such as Cradles to Crayons, Rosie’s Place, Sojourner House, and Vincent Newborn Necessities Program.

Students can purchase bestselling books, unique “boutique” items, gently used sports equipment, and crazy costumes to sport at the favorite Swap-It dance on Friday evening. For event details, visit