Cleadon Plantation, a landscaped estate, was built over Cleadon Moor and Little Moor to the west of the historic core from the start of the 20th century. It lies over an undulation of Cleadon Hills falling gently from the north east to south west. The estate comprised a collection of large houses in generous gardens using well established tree and hedge lines to create a sense of enclosure and privacy. The quality of pre-First World War housing stock is outstanding. Houses were approached by drives that cut across the gardens and were south facing to take advantage of views over the sloping gardens. Some houses had short garden terraces. This echoes the estates like Regent's Park in London that were built in the 1830s and 40s and the later Garden Suburb movement. The houses are mostly in hard hydraulically pressed smooth faced red brick with heavy gables, Welsh slate roofs and sliding sash windows, some with coloured glass. Some houses have patterned timber framing over render. The first streets to be developed were West Park Road, Underhill Road, the south side of Whitburn Road (B1299) and West Meadows Road. About 2/3 of Cleadon Plantation was built during this period, and is in the same spirit as William Webb's landscape estate in Croydon. Some of the houses have a coach house in the garden. In the inter-war period Laburnum Grove was begun, partly on the grounds of Cleadon House. The inter-war period houses are in white painted render with flat red roof tiles. The Crescent introduced smaller houses and semi-detached properties. The houses were designed to look like cottages, built in warm red brick with red clay pantiled roofs. Hedges and trees contained the front gardens. Laburnum Grove was finished after the Second World War, along with Whitburn Road and Marsden Road. Much of the former garden of Cleadon House to the east of Laburnum Grove was turned into a recreation ground. In the latter 20th century some of the larger gardens were subdivided and infilled. Extensions to houses, the spread of bungalows and the introduction of boundary fences and walls has begun the gradual corrosion of the original appearance and unique distinctiveness of the estate. Notable properties include Banks (No.3 Laburnum Grove), Greenlands (No.2 Boldon Lane), West House (No. 4 Boldon Lane), Tudor House (No. 2 Laburnum Grove), The Rising (No. 4 Laburnum Grove), Cherry Tree House (No. 8 West Park Road), Nos. 10 and 12 West Park Road, Violet Bank and West Mount (Nos. 14 and 16 West Park Road, a pair of semis), No. 18 West Park Road with Brisbane House built in the garden in the post war period, No. 20, Wingrove (at the junction of Boldon Lane and West Park Road), and Red Lodge (No. 7 West Park Road) which once had a fountain in its garden. Opposite West House on the site of the former pinfold and an Edwardian Villa is No. 4 West Park Road (detached white bungalow with concrete tiled roof) and Nos. 6, 6a and 6b (timber clad Scandinavian style chalets built as a dower house and staff accommodation for the Chapman family in Cleadon House). On Underhill Road the nicest houses include Berry Home (No. 1), Lyndhurst (No. 8 Boldon Lane), No. 2 West Park Road, Hillhouse (No. 3 Underhill Road), Pinehurst (No. 5), Hillfield (No. 7), Alderside (No. 9) and Nos. 11 and 13, Woodlands (No. 17), Cardrona House (No. 19), Aysgarth (No. 21). On the west side of Underhill Road are Nos. 4-8, Whyteleafe (No. 10), Moor View (No. 12), Rosedale Cottage (No. 16), Nos. 18-20 and 24-26. Marsden Road is a short cul-de-sac leading from Whitburn Road. 'Pinfold Court' was built on Boldon Lane before the extension of the Conservation Area. It overwhelms its neighbours.

An early 20th century detached house that is rendered and painted white with a Welsh slate roof. It was extended in the early 1970s. The windows have been replaced. Substantial loss of original character.

A two storey early 19th century house that is rendered and painted white. The front elevation includes a box bay with a Welsh slate roof. All of the windows have been replaced in Upvc. The house has a large attractive garden.

Built in 1899. Single storey brick church. Extended at the back. A new simple lych gate has been built by the entrance to the car park. This church replaced a farm cottage at Burdon's farm as the Methodist church for the village. John Burdon preached at the farm from 1780 onwards. In 1807 it became a licensed premises for preaching. The foundation stone for the 1899 church was laid by Dr John Burdon, grandson of the first minster.

Inter-war infill development in the garden of High Trees (HER 12795). A Dutch bungalow with a bay extension to the front. The house is rendered and painted white with a red tile roof that extends over the front porch.

Early 20th century detached house. The drive cuts across the garden of High Trees (HER 12795). A fine brick house with a three angle stone framed bay window and a brick box window either side of the original panelled door with matching margin panes and fanlight. The other windows have been replaced. A range of outbuildings survive to the rear of the house.

An early 20th century detached house set in a densely planted garden. The low brick front garden wall is topped by an original metal fence. High Trees is rendered and painted white. It has diamond shaped brick detail, a Welsh slate roof and modern windows in original openings. The southern third of the garden was built on in the inter-war years (HER 12797).

The north side of Front Street is a mixture of late 19th century and post war buildings. Three buildings survive from the 1800s. Cleadon Village Pharmacy and Oddbins are mid 19th century terraced houses with intact first floors and conjoined chimney stacks. The pharmacy has a modern shopfront which respects the lines of the historic building by sitting neatly under the first floor windows. Conversely, the shopfront of Oddbins sweeps across the ground floor of the neighbouring 19th century house. Mills Newsagency and Caprice Hair Salon have shopfronts neatly slotted into the historic fabric. Parts of the shopfronts retain older shopfront detail. All of the other shops are new and built to different designs. Some of the service yards behind the shops incorporate old stone boundary walls of the gardens of Cleadon Meadows (HER 12764).

The backland area annexed to Cleadon House (HER 8027) comprises a small but extremely interesting collection of buildings. This includes a small irregular coursed limestone workshop with a high roof pitch. There is a red brick back wall of a former estate building with an attractive late 19th century box bay at first floor level. The yard gives an interesting glimpse of the working buildings of the old village. It is of considerable architectural and historic merit.

Nursery Lane once led to extensive areas of glass houses behind Cleadon Tower. Today it still contains an extremely attractive terrace of houses. Built in 1860, the houses are rendered. Some retain their original six-over-six windows and doors. Sections of stone boundary wall survive. The houses face onto an unattractive garage court.