HMS will carry out the work for Liverpool Mutual Homes on main routes from the city centre leading north to Everton FC and Liverpool FC stadiums, Aintree Racecourse, the Docks and Liverpool Waters.
Some 3,990 homes will receive new fences, over 500 new roofs will be fitted, 4,200 homes will benefit from roof repairs, and the communal areas of 140 flats will be overhauled.
£12m will be spent during the next year alone.
Managing Director at Housing Maintenance Solutions, Paul Worthington, said: “This is a major contract for us and it will have a significant impact on our business and also the communities in north Liverpool.
“The four routes are so popular that it is imperative they represent everything that is positive about Liverpool to potential investors and the millions of tourists who visit landmarks like the football grounds, the Docks and Aintree Racecourse every year.
“The work will be completed by 2015 but residents will start seeing and benefiting from the transformation immediately.”
Chief Executive at Liverpool Mutual Homes, Steve Coffey, said: “The project contributes to the GreenPrint for Growth strategy for improving the environmental quality of north Liverpool led by Liverpool Vision and will make a huge difference to the people and communities that have been neglected for far too long.
“We have a large number of properties in the area and this regeneration scheme will complement the £380m improvement programme we are carrying out to homes that sees us investing £65.8m this financial year.”