Elizabeth HALL, a young single, free woman, could have her pick of a husband, and Henry being free born and of free parents, son of Joseph and Mary Fleming, and step son of Benjamin JONES a prosperous farmer, must have been a good looking proposition. They began courting in 1809 and were married on February 18th, 1810 by the Rev. Henry Fulton at St. Johns, Parramatta. George HALL and Eleanor BROWN were the witnesses. Henry was 18 ½ and Elizabeth nearly seventeen at that time.

The year 1809 was a year of disasterous floods, but Henry must have been farming on high grounds because that was the year he paid in his first wheat into Government stores – 9 bushels.

Eleven months after they married their eldest son Joseph was born. About 1815, Henry built his Public House called The Blighton Arms, later changed to the MacQuarie Arms. This building was still standing in 1981 but in a bad state of repair.

In 1816 Henry subscribed One Pound to the Waterloo Subscription Fund for women and children of those that fell in that conflict. In July, Henry along with his brother–in–law William Hall is listed for issue of horned cattle from the Government herds. The cattle were issued on Government credit to be paid for in Sterling or wheat over 18 months. Rates were 20 Pounds sterling, cattle to be collected from the Seven Hills station at 8am in the morning. In October , Henry was able to tender to supply 100 pounds of fresh meat to the Government stores. (Sydney Gazette).

On the 14th September, 1819, Henry's Liquor License was cancelled.

"It being officially communicated to His Excellency the Governor from the Bench of Magistrate at Windsor, that Henry FLEMING of Pitt Town who had obtained a license for keeping a public house and the retail of spiritous liquors, keeps an irregular and riotous house, wherby much bad example is shown and the peace of the neighbourhood disturbed.

His Excellency is hereon pleased to notify that he has ordered and directed that the license which had been granted to the said Henry FLEMING of Pitt Town should be null and void from and after expiration of the present month of September, having violated the terms on which said license for the retail of spirit had been granted him."
By His Excellencies Command. signed.. J.T. Campbell. Secretary.

Following the cancellation of his license, Henry inserted the following notice in the Sydney Gazette

"Notice". Any person or persons found trespassing on the undermentioned farms in the District of Pitt Town either by stock or cutting down and carrying away the timber will be prosecuted immediately. One of the farms is known by the name Jones Farm and the other by that of Blighton Farm, the property of me the undersigned. Henry FLEMING. Presumably the last two events were connected.

By the 27th November Henry had decided to quit the colony probably to join the Jones family in Tasmania. Two notices appear in the Sydney Gazette stating his intention – Henry FLEMING, settler at Pitt Town and family intending to leave the colony by the first convenient opportunity – all claims to be presented and persons indebted to adjust their accounts with as little delay as possible.

And the Sale and Renting of the Farms. To be sold by Private Contract a Farm of 50 acres having thereon a substantial dwelling house and Bank situated at Pitt Town about 5 miles from Windsor. Also to be disposed of about 50 head of horned cattle, 6 horses, 2 carts with harness, 2 ploughs, 25,000 bricks and 4000 feet of sawed timber comprising of weather and flooring boards etc.

To Let: 310 acres of land, 40 of which are cleared, situated at the lower branch of the river Hawkesbury. For further particulars, application is requested to be made to Henry FLEMING, the proprietor on the premises.

Henry changed his mind about leaving – possibly by influence of George and Mary Hall not wanting to see their eldest daughter leave the colony.

In 1823, Henry was granted 120 acres of land (portion 12) at MacDonald river by promise. "All early grants of land in the MacDonald region were by Govenors promise", duly recorded, and perhaps a reciept given, until the first MacDonald Valley survey took place in 1833–34, after which, in due course – the Deeds to the property were issued.

The Forgotten Valley , M. Hutton Neve, Library of Australian History, Sydney, 1987, p.28. Recorded in the 1828 census as holding 250 acres, 150 of which were cleared and cultivated, owned 7 horses and 145 cattle.

(Edward Foley - a prisoner assigned to Mr. Fleming was involved in the Myall Creek Massacre. From the Supreme Court case R. v. Kilmeister [No.1] of 15 Nov 1838 it could be translated that Henry was "involved" in the burning of the bodies after the event)