Wimbledon is first mentioned in mediaeval records as belonging to the Archbishop of Canterbury.

Sir Thomas Cecil built Wimbledon House where Home Park Road now stands. The manor passed to the Malborough (Spencer) family who retained ownership of the manor into modern times. Wimbledon village grew up round the manor house.

The railway was extended to lower Wimbledon in 1838, but a considerable distance from the village which was on the hill. In the late 19th century, the area between the station and the village was developed for residential housing. Wimbledon Common is still common land and runs to 1,100 acres.

Wimbledon Village contains the original village. There are many original cottages to be found in this area, around Church Road, Belvedere Square and Lancaster Place. Many new houses have been built in streets near the High Street, such as Haygarth Place and Leeward Gardens.

Wimbledon Common is a natural attraction for home owners. Wimbledon Hill Road leading up from the station has mansion blocks on either side, built in the 1930s. On the hill itself there are very large Edwardian houses, converted into flats. There are streets such as Lingfield Road and Murray Road which run from the south side of the common to Ridgeway, and which contain mainly Victorian houses.

On the other side of Ridgeway is West Wimbledon. Houses from the 20th-century with gardens are to be found in streets between Ridgeway and Worple Road, such as Denmark Road and Hillside. 1930s mansion blocks are to be found in the Downs. There are several large detached houses in this area. South of Worple Road and over the railway lines, the streets around Dundonald Road contain terraces of Edwardian houses.

North View and West Place form a square right in the common. The properties are large Victorian houses. The most sought-after homes in the area are in streets off Parkside which runs along the east side of Wimbledon Common. These include Marryat Road and Parkside Gardens. The houses are large and generally 20th-century. There are also several flat developments. Wimbledon Parkside is a large modern development off Queensmere Road. Oakland Estate is another modern development of houses and flats off Somerset Road.

Further west between Woodhayes Road and the Common, streets such as Ernle, Wool, McKay and Dunstall Roads, contain very large and sought-after houses. Further round, Rockeby Place also contains family houses. There are mock Tudor houses in Drax Avenue and Ellerton Road, both bordering the Common, and semi-detached houses in Copse Hill and Cottenham Park Road. Durham Road contains Victorian houses.

South Wimbledon is the area south of the station. South Park Corner is the area of Queens Road and the roads to the south. Edwardian and more modern houses are to be found here. The Haydons Road area further east has a number of new houses by Wandle Park. There are blocks of flats on the Broadway.

There are particularly spacious streets in the area south of Wimbledon Park, such as Home Park, Arthur and Leopold Roads, where there are large detached houses in their own grounds. Vineyard Hill Road, Dora Road and Kenilworth Avenue contain smaller Edwardian family houses. Between Wimbledon Park and Durnsford Road, north of Wimbledon Park station, is a grid of streets, such as Braemar Avenue, Normanton Avenue and Revelstoke Road, which are generally regular terraces of the Victorian Edwardian houses.

West of Worple Road there are family houses in roads going up to Ridgeway, such as Thornton Hill, Denmark Avenue and Spencer Hill. Nearer the railway lines, there are houses in Southdown Road and Abbots Avenue. Between Kingston Road and Bushey Road are 12 streets from Gore Road to Bronson Road which contain Edwardian and later properties. Grand Drive runs south through Raynes Park and contains 20th-century family houses. To the west of Raynes Park station, off West Barnes Lane, are a small group of sought-after streets, Camberley Avenue Somerset Avenue and Taunton Avenue.