The 6ft 5 inch striker has been a target of Boro boss Darren Kelly for some time.
Simpson also played for Hartlepool United and signs subject to international clearance.
The striker, 20, reuinted with Kelly who had him during a very successful loan spell with Hyde United, which included a goal at the Flamingo Land Stadium.
Simpson had previously been linked with Premier League giants West Ham, before making a move to play for Championship club Preston.
He has most recently been playing his trade in Ireland with Cork City.
Boss Kelly said:
"I've kept in touch with Connor over the past couple of years and during the summer I was contacted by a few higher league clubs about his availability. He has been a huge target for me for quite some time and I'm absolutely delighted to bring him in. It would have been very easy for Connor to go higher on much bigger money, but I've had a good chat with him about the club and he is very excited about playing for us. I know what he is about, what he will bring to our team. He has a lot of strengths and I am looking forward to utilising them. He is a big, strong lad, who can hold the ball up, but he is also very quick. I can't wait to see him up front with the other excellent attacking options we have at the club."


Water Safety Warning Issued Ahead of Bridlington Seafest 2026
Organisers Of Scarborough Community Garden Encourage Locals To 'Get Growing' For Great Big Green Week
Air Displays And Parade Details Revealed For Scarborough Armed Forces Day
Yorkshire Coast Cricket Action
Busy Night For Fire Crews In Scarborough Following Flat And Caravan Blazes
The Rainbow Ball At Scarborough Spa Officially Sells Out
Secretary Of State Visits Scarborough To Tour Pride In Place Projects
Health Bosses Promise A Bright Future For Bridlington Hospital Following Care Unit Reprieve
Suspected Drink Driver Arrested Following Police Pursuit Near Scarborough
Appeal For Dog Walkers Who Intervened In Whitby Assault
East Riding Street Lighting Project Wins Top National Awards For Cutting Carbon
Scarborough Sixth Form Students Raise Funds For Whitby Children's Charity






