Extending northwards from the top of Wheelgate, Newbiggin reached the outskirts of the town and eventually led to Broughton and 'the street villages'.
What follows has been taken from Thomas Baker's 'Memories of Malton and Some of its Inhabitants in the 'Sixties and Onwards'. The date of writing is assumed to be the 1920s - 'sixties' refers to the 1860s!
There were more thatched houses in Newbiggin than any other part of the town, and most of these had been swept away and modern ones erected in their place. It has also been greatly extended at the top end of the street, and the approach to Malton has thus been improved in appearance. There were no houses on either Broughton Road or Mount Crescent, or the bottom of Middlecave at the end of the Mount. This site was an open field occupied by Mr. John Snarry, the veterinary. The only house up Middlecave was one occupied by Mr. Jump, where Mrs. Morgan now resides, but of course the house has been rebuilt. I think Mr. Edstone followed Mrs. Jump, and he was succeeded by Mr. Harold Wrangham. The house where Miss Constable lived was built by Captain Copperthwaite. Then there were three white-washed houses farher up, and a windmill occupied by the late Mr. David Blair's father. Beyond was a house where Captain Cumberland lived. It will therefore be seen Malton has greatly improved in a residential manner in this part of Malton - undoubtedly the best part of the town for a quiet, healthy, and retired life.
The house so long occupied by Mr. George Slater, and later by Mr. Beswick, opposite Mount Crescent, was a ladies' school conducted by Miss Masterman; and at the end of the Mount, where Miss Metcalfe lives there was a pinfold, where stray cattle was impounded until their owners paid for their release.
This was offered for sale on 5th December 1843. LOT 1. A CAPITAL MESSUAGE, situate in a STREET, in NEW MALTON, called The Toll BOOTH, otherwise Newbiggin, and known by the name of 'Newbiggin House' consisting of Dining and Drawing Room, each Twenty-five Feet Nine Inches, by Sixteen Feet Nine Inches, together with Breakfast Room, six Lodging rooms, Dressing room convenient Kitchens, and other Out-offices, a Walled Garden, extending from the House to a back Lane leading to the Cow Pasture, the whole thereof formerly in the Occupation of the late Mr. Henry Smithson, and now of Miss Spence 
The 1861 census lists Thomas Etty, 'proprietor of houses and land' as living there. In 1891 William Walker, retired brewer, lived there (the Cattle family appeared to live next door). In 1901 and 1911, George Simpkin Cattle, Clerk to the Board of Guardians lived there.
The house was for sale by auction on Tuesday 26 March 1895 and was said to be in the occupation of Mr William Walker. It was withdrawn with the bidding at £460 (Mr HW Pearson's bid) 
 Yorkshire Gazette, 18th November 1843
 York Herald, 27 March 1895
Semi-detached villas, numbers 80 and 82 Newbiggin, were offered at auction in June 1913. They were in the occupation of Miss A. Colby and Mr. John Read respectively, and under a lease from the Earl Fitzwilliam for 99 years from 6th April 1886. Number 82 was let on an annual tenancy of £30. Apart from the joint size being 779 square yards no information was given about rooms etc. Yorkshire Gazette, 31 May 1913.
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