Holmes Hill Estate is located on the main A22 and B2124 roads about a mile south west of Chiddingly village. Hailsham is about 3.5 miles to the south-east via the A22 with Eastbourne about 10 miles away. The town of Uckfield is about 8 miles is about 8 miles to the North West via the A22, Ringmer is about 5 miles to the west via the B2124 with Lewes about 7 miles. 

Formally known as Holmes Hill Farm, the name was changed to Holmes Hill Estate in 2006 to make it sound less like a farm. The Estate was the former business premises of D R J Upton, tractor and agricultural machinery supplier, and was in the ownership of the Upton family for the previous 100 years. 
The Estate comprises of a Five bedroom house, 13 industrial buildings, pasture and woodland extending in all to about 48.1 acres.

There are two good sized pasture fields to the south of the farmhouse fronting the B2124. These extend to about 3.6 acres and 8.65 acres respectively. There is a further large rectangular shape pasture field to the north-west  of the buildings extending to about 8.7 acres. The area of grass directly to the north of the buildings extends to about 3.25 acres. Broadoak Wood lies to the south west of the estate and has good road frontage along the southern boundary. This comprises mainly beech coppice with oak standards and covers 16 acres of the estate.