Specialist contractor Watertight has carried out the work on properties in Alma Street West and Hipper Street West, off Chatsworth Road.
The homes have been fitted with flood doors, airbricks and non-return valves as well as other devices to seal against water entering them.
Alma Street West resident Richard Matthews said: “The flood doors give us peace of mind that our dog would be safe in the house if there was a flood when we were out and we could not get access to the property.”
The work has been funded by the Environment Agency with Chesterfield Borough Council contributing £45,000.
Councillor Chris Ludlow, the council’s cabinet member for health and wellbeing, added: “We recognise that flooding has been a real problem for some of our residents, which is why we have contributed funding towards this project.
“We hope the work carried out will give peace of mind and help avoid the disruption and expense that flooding causes.”
Chesterfield has long been affected by flooding.
In the early hours of Easter Monday, scores of properties in the Somersall area of the town were hit by heavy and persistent rain from so-called Storm Katie.
Homeowners on Yew Tree Drive, Miriam Avenue and Norton Avenue awoke to find water gushing down their streets and into their properties.
Damage worth thousands of pounds was caused.
In June 2007, a deluge of rain caused flooding in Chesterfield town centre – bringing mayhem to the area.
The A617 under Horns Bridge was filled with more than two feet of rain and parts of the carriageway were closed off for almost eight hours.