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Fosters done. The. Olthof Homes Chesterton, Indiana New Home Communities. Chesterton, Indiana. Chesterton Indiana is South-Range a quaint community with a vibrant downtown district. Laona Enjoy the Boligee historic buildings and dine at one of the downtown Sagle restaurants. Lunch & Dinner Menu — Round the Clock Restaurant Round the Clock Restaurant has been serving NWI for more than fifty years. The residents of Chesterton and Valparaiso love breakfast, lunch and terton Dr. #520 Skaff Real Estate Group Description Don’t miss out on this ideally located unit in Chesterton Towers. Ready for your personal touch, this bright and spacious Condominium boasts plenty of.