The 19th-century house the "Wentworths" was the home of a brother-in-law of the 1st Duke of Wellington. It was purchased in 1850 by the exiled Spanish count Ramon Cabrera, and after his death his wife bought up the surrounding lands which were later to form the nucleus of the Wentworth Estate.
20th Century
In 1912, builder W.G. Tarrant had started developing St George's Hill, Weybridge – a development of houses based on minimum plots based around a golf course. In 1922 Tarrant acquired the development rights for the Wentworth Estate, getting Harry Colt to develop a golf course around the "Wentworth" house. Tarrant developed the large houses on the estate to a similar Surrey formula used at St George's Hill – tall chimneys, dormer windows, gables, leaded lights, tile-hung or half-timbered or a combination of both; most using hand-made bricks and tiles. Some houses had stonework round the front door and stone fireplaces, a few had a marble floor in the hall, and the rarest – of which he was most proud – had a stone tablet with his initials WGT. Development of Wentworth Estate ground to a halt due to depression in the late 1920s, and in 1931 when the banks asked for repayment of a large debenture, Tarrant was forced to declare bankruptcy. The ownership of the land passed to Wentworth Estates Ltd, which came under the control of Sir Lindsay Parkinson & Co Ltd. Construction picked up in the late 1930s, with many houses built by Tarrant Builders Ltd, with Tarrant's son Percy as one of the directors; but again stopped during World War II when the need arose to build high-density housing close to Virginia Water railway station.
Wentworth Subterranean Bunkers
With the outbreak of World War II, Wentworth Estate was selected as an alternative seat of government and a rural command post, offering fewer security problems and more resources than the London Cabinet War Rooms ]
Post-war
Post-war development picked up considerably, and by 1960 most of the available land was already used.
Planning and amenities
In 1962, a committee of residents and the company promoted a private act of Parliament, and on 31 July 1964 the Wentworth Estate Act was given Royal assent. The Act established the Wentworth Estate Roads Committee, which appoints its members on advice from the Wentworth Residents' Association. The Wentworth Estate is laid out across 700 hectares and forms one of Europe's premier residential areas. Within the estate borders are a mixture of public and private roads, footpaths and open areas. It adjoins along a long border the long row of its village's shops, restaurants and other amenities, which is laid out upon similar lines but has many 21st century converted mansion and newly built apartments. The River Bourne runs through the area which has a population of 5,895.
Transport
;Road Wentworth is just outside the ring of the London Orbital with a junction north. Routes from the west of the estate lead into Berkshire and towards Camberley and the Bagshot junction of the M3, which links to Southampton and to the A303. ;Rail Wentworth is adjoined to its south and east by a major stop and minor stop railway station on the London Waterloo to Reading Line: Virginia Water and Longcross respectively. ;Air Wentworth is south-west of Heathrow Airport; in private aviation Fairoaks Airport is south, accessible through Lyne and Ottershaw.
Residents
The estate hit the headlines in 1998 when former Chilean dictator Augusto Pinochet was kept under house arrest in one of its houses prior to his extradition.
Peter Aven – Russian banker formerly Vijay Mallya's residence.
Founder residents included Agatha Christie and her first husband who was a friend of one of the estate's founders. The original residents built their own homes in any style they wished. She and her husband separated while living there and she sold the house, reportedly to pay the loan she had taken out to pay for it.