This part of town encompasses the south side of the local High Street – spreading south and east from Cray Avenue, bordering Goddington to the south (stopping at Harris Academy and Tripps Farm) and farmlands and Crockenhill Village to the east (ending around Kevington Hall and Cockmannings Farm). The area is built of mainly typical suburban housing, away from the more industrial north of town, and encompasses several green spaces, such as St. Mary Cray Recreation Ground and Grassmead Recreation Ground. This neighbourhood roughly corresponds to south St. Mary Cray to the northwest, as well as Derry Downs to the southeast, at the edge of the green belt. Derry Downs has a slightly different history to St. Mary Cray – originally individually built houses dominated the area, with a few bungalows in between, instead of the suburban sprawl that dominates southeast London. However today it has largely been rebuilt over; nevertheless, due to its history the area has more open spaces than St. Mary Cray, in particular the house frontages. Beyond that, there are a few manor houses dotting the landscape, the most famous being Kevington Hall. In terms of transportation, local buses to St. Mary Cray station run down Ramsden and Chesterfield Road.

The manor of Kevington dates back to the late Middle Ages, though the current building, Kevington Hall, was built in the late-18th century. The building was commissioned by Herman Behrens, a Dutch merchant, and the building would remain in his family until it was requisitioned by the government during the Second World War to house Canadian troops. It was then, for a few decades, used as a primary school, before being bought by the Jackson family, who restored the property.

A brawl between Teddy Boys, fought with wooden stakes and sand-filled socks, occurred in St. Mary Cray in 1954. Teddy Boys were part of a group typified by young men wearing clothes partially inspired by the dandies of the Edwardian period (hence their name).

Sir Robert Taylor designed the manor of Kevington, and in his time also worked on projects such as the enlargement of the Bank of England, Admiralty House and the alterations to 10 Downing Street. He was also the Sheriff of London in the year 1783. His son, who himself designed a house in Whitehall Yard, went on to become a Whig MP for Poole. Both are buried in St. Martin-in-the-Fields in Trafalgar Square.

The Naturist Foundation (the only Naturist registered charity) is based on the far edges of the postcode sector, and has the largest facilities for naturism in the country (including saunas, swimming pools and sports facilities).

The area itself does not have any rail links. However, local buses do traverse the town, with at least 6 routes and one night route running through the High Street and towards St. Mary Cray station. Orpington station is also close by.

The locality has a reputation for looking slightly run down due to its industrial history. Yet recent regeneration schemes have succeeded in improving the area – in particular, the removal of Horton and Alkham Towers – two dilapidated residential tower blocks, which were replaced with another housing development that respected the local environment and greenery. The site of the former Grays Farm Production Village has also been redeveloped into a retirement home and nursing care centre, with 75 units on the 1.74-hectare site.