This is the east-wing of the Manor House on Old Manor Road. My own personal research of the flat on the higher level has determined that this wing is a later addition. The roof timber design would indicate it was added around 1700.
Major Hayman Rooke, after retiring from the military, was an antiquarian whose most significant discovery was the Northfield Roman Villa at Pleasley Vale. He was encouraged by the town's ever growing population of gentry to provide more evidence of Roman occupation to advance their aspirations. Subsequently, he published unfounded claims following the villa excavations, claiming evidence of Roman defenses inside Pleasley Park and in an area in Woodhouse still called Roman Bank. Rooke's close friend, Colonel Need, bought the Manor House in the early 1800's making substantial Georgian period changes to the original Tudor buiding. The mock wall battlements were added lending its name to a local road 'Castle Street' by which the house became known. Hayman Rooke made the same wall battlement changes to his own mansion at 'Woodhouse Place'.
The arrival of the industrial revolution and the need for coal ended the spa town image of Woodhouse by the sinking of Sherwood Colliery and the need for rapid local housing growth for the miners.

Rear mid-section of the Manor House from Old Manor Road.
The Manor House was the home of Thomas Digby, youngest son of Sir Simon Digby, a battle hardened knight who served under Henry VII and Henry VIII. In 1516 Simon Digby is recorded as living at Clipstone possibly at the site now known as 'King John's Palace'. He obtained the Manor of Mansfield Woodhouse from the Stuffyn family (see Feudal page) with the exception of the estate between Pleasley Vale and Shirebrook that is still called Stuffynwood.

This is the rear view of the Manor House looking down Old Manor Road from Castle Street. The foreground shows the site of the stable yard (now carpark).
In 1642, at the start of the English Civil War, Royalist and high sheriff, Sir John Digby, emulated his medieval ancestors by gaining a knighthood from Charles I for defending the strategically important town of Newark on the 'Great North Road'.
In 1736 the male Digby line became void and the remaining sisters sold the estate to John Hall. By 1811 the Halls had also become void of a male line and the manor was sold to Colonel Need who carried out major alterations during the Georgian Period. By the early 1900's the manor was bought by the owners of the local Sherwood colliery and was occupied by the manager. By the 1950's the manor was in the hands of the local council for offices. It was sold for development into flats in the mid eighties.