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Chailey, East Sussex

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Real Estate in Chailey - 61 Properties for sale

Search our selection of properties for sale in Chailey. Our ever-changing portfolio of properties brings you closer to your ideal home in this village and civil parish in East Sussex close to the Hampshire town of Winchester and the Kent town of Canterbury. We are always prepared to assist every one of our clients with the highest levels of support and insight into the market.

  • Under offer
    1/17

    High Street…

    Maresfield, Uckfield, East Sussex, TN22 2EH

    115.29 sq m
    Guide price £550,000
    • Charming period home originally dating from the 18th century…Charming period home originally dating from the 18th century…
    • Handsome elevations of red and grey brick with sash windows…Handsome elevations of red and grey brick with sash windows…
    • Classic period features such as open fireplaces and parquet flooring…Classic period features such as open fireplaces and parquet flooring…
    • Well-stocked and private walled garden…Well-stocked and private walled garden…
    Holly-Ann Sibley

    Haywards Heath

    +44 (0)1444 446 004+44 (0)1444 446 004

    House
    115.29 sq m
    3Bedrooms
    1Bathrooms
    2Receptions
  • 1/20

    Hickstead Lane…

    Hickstead, Haywards Heath, West Sussex, RH17 5NT

    263.75 sq m
    Excess of £1,000,000
    • Detached period property, originally three cottages…Detached period property, originally three cottages…
    • Extended and improved over time, creating a comfortable and welcoming home…Extended and improved over time, creating a comfortable and welcoming home…
    • Versatile accommodation over two floors…Versatile accommodation over two floors…
    • Large conservatory with woodburner, opening to the terrace…Large conservatory with woodburner, opening to the terrace…
    Holly-Ann Sibley

    Haywards Heath

    +44 (0)1444 446 004+44 (0)1444 446 004

    House
    263.75 sq m
    6Bedrooms
    3Bathrooms
    4Receptions
  • New
    1/25

    Warninglid Lane…

    Warninglid, Haywards Heath, West Sussex, RH17 5TY

    302.03 sq m
    Guide price £1,600,000
    • Beautiful Sussex-style modern house completed in 2020…Beautiful Sussex-style modern house completed in 2020…
    • Superbly presented with stylish interiors and stunning landscaped garden…Superbly presented with stylish interiors and stunning landscaped garden…
    • Edge of village location with countryside views…Edge of village location with countryside views…
    • Driveway parking and detached garage with WC and studio over…Driveway parking and detached garage with WC and studio over…
    Simon Henkel

    Haywards Heath

    +44 (0) 1444 446 000+44 (0) 1444 446 000

    House
    302.03 sq m
    4Bedrooms
    4Bathrooms
    3Receptions
  • 1/15

    Priory Road…

    Forest Row, East Sussex, RH18 5HP

    270.81 sq m
    Excess of £1,250,000
    • Viewings from Monday 4 March…Viewings from Monday 4 March…
    • Superbly presented, recently refurbished and reconfigured…Superbly presented, recently refurbished and reconfigured…
    • Stylish, spacious and light interiors…Stylish, spacious and light interiors…
    • Ideal family house with south-east facing garden…Ideal family house with south-east facing garden…
    Rohan Vines

    Haywards Heath

    +44 (0) 1444 446 008+44 (0) 1444 446 008

    Holly-Ann Sibley

    Haywards Heath

    +44 (0)1444 446 004+44 (0)1444 446 004

    House
    270.81 sq m
    5Bedrooms
    4Bathrooms
    2Receptions
  • New
    1/29

    Duddleswell…

    Uckfield, East Sussex, TN22 3BH

    340.68 sq m
    Guide price £2,450,000
    • Ashdown Forest location, with Tunbridge Wells approximately 11.3 miles…Ashdown Forest location, with Tunbridge Wells approximately 11.3 miles…
    • Bespoke new build from 2017 with the balance of the 10 Year Build Zone warrantee.…Bespoke new build from 2017 with the balance of the 10 Year Build Zone warrantee.…
    • Approximately 3667 square feet of accommodation within the main house.…Approximately 3667 square feet of accommodation within the main house.…
    • Workshop and studio within the double garage building.…Workshop and studio within the double garage building.…
    Charles Lang

    Tunbridge Wells

    +44 (0) 1892 507 000+44 (0) 1892 507 000

    New development
    340.68 sq m
    6Bedrooms
    4Bathrooms
    2Receptions
  • 1/17

    Piltdown…

    Uckfield, East Sussex, TN22 3XR

    268.49 sq m
    Guide price £1,250,000
    • Superbly presented and recently refurbished detached house…Superbly presented and recently refurbished detached house…
    • Ideal family accommodation…Ideal family accommodation…
    • Heated outdoor swimming pool…Heated outdoor swimming pool…
    • Large rear garden and about six acres of ancient woodland…Large rear garden and about six acres of ancient woodland…
    Simon Henkel

    Haywards Heath

    +44 (0)1444 446 006+44 (0)1444 446 006

    House
    268.49 sq m
    4Bedrooms
    3Bathrooms
    3Receptions
  • 1/29

    Cuckfield Road…

    Ansty, Haywards Heath, West Sussex, RH17 5AJ

    601.55 sq m
    Guide price £3,500,000
    • Superb Tudor style country house…Superb Tudor style country house…
    • Extensive and versatile outbuildings and garaging…Extensive and versatile outbuildings and garaging…
    • Pool complex with games room/bar area, swimming pool, sauna…Pool complex with games room/bar area, swimming pool, sauna…
    • Terrace, gardens, model railway, woodland, fields…Terrace, gardens, model railway, woodland, fields…
    Rohan Vines

    Haywards Heath

    +44 (0) 1444 446 008+44 (0) 1444 446 008

    House
    601.55 sq m
    9Bedrooms
    5Bathrooms
    3Receptions
  • New development
    1/8

    Buxshalls Estate…

    Ardingly Road, Lindfield, Haywards Heath, RH16 2QY

    68 to 193.98 sq m
    Guide price £475,000 -​ £899,950
    • Unique new build homes and conversion properties…Unique new build homes and conversion properties…
    • High level internal specification…High level internal specification…
    • Villeroy & Boch sanitary ware…Villeroy & Boch sanitary ware…
    • Solid wood shaker kitchen with granite worktops…Solid wood shaker kitchen with granite worktops…
    Abbe Hall

    South East New Homes

    +44 (0) 1732 789 740+44 (0) 1732 789 740

    Simon Henkel

    Haywards Heath

    +44 (0)1444 446 006+44 (0)1444 446 006

    New development
    68 to 193.98 sq m
    2 - 5Bedrooms
    1 - 4Bathrooms
    1 - 2Receptions
  • 1/27

    Allfreys Lane…

    Crowborough, East Sussex, TN6 3SG

    166.30 sq m
    Guide price £1,450,000
    • No through lane in quiet countryside serving only two houses, to the south of Crowborough.…No through lane in quiet countryside serving only two houses, to the south of Crowborough.…
    • 1930 - 1940 detached character house, immaculately presented.…1930 - 1940 detached character house, immaculately presented.…
    • About 1790 square feet of accommodation over two floors, with two formal receptions, a kitchen/family room and 3-4 bedrooms, two shower rooms and a family bathroom.…About 1790 square feet of accommodation over two floors, with two formal receptions, a kitchen/family room and 3-4 bedrooms, two shower rooms and a family bathroom.…
    • Well-kept mature garden of about 0.23 of an acre, with terracing, parking and a double garage.…Well-kept mature garden of about 0.23 of an acre, with terracing, parking and a double garage.…
    Charles Lang

    Tunbridge Wells

    +44 (0) 1892 507 000+44 (0) 1892 507 000

    Robert Jacobs

    Tunbridge Wells

    +44 (0) 1892 507 002+44 (0) 1892 507 002

    House
    166.30 sq m
    4Bedrooms
    3Bathrooms
    3Receptions
  • Under offer
    1/23

    Gander Hill…

    Haywards Heath, West Sussex, RH16 1QU

    241.92 sq m
    Guide price £1,195,000
    • Ideally located within easy reach of both the town's mainline railway station and Lindfield's picturesque tree-lined High Street…Ideally located within easy reach of both the town's mainline railway station and Lindfield's picturesque tree-lined High Street…
    • Extended and much improved 1930s period family home…Extended and much improved 1930s period family home…
    • Wonderful second floor principal bedroom suite…Wonderful second floor principal bedroom suite…
    • Landscaped rear garden with large terrace and detached timber studio…Landscaped rear garden with large terrace and detached timber studio…
    Holly-Ann Sibley

    Haywards Heath

    +44 (0)1444 446 004+44 (0)1444 446 004

    House
    241.92 sq m
    5Bedrooms
    2Bathrooms
    3Receptions
  • Under offer
    1/28

    Twineham Lane…

    Twineham, Haywards Heath, West Sussex, RH17 5NP

    319.96 sq m
    Guide price £2,150,000
    • Sussex farmhouse dating from the 16th century…Sussex farmhouse dating from the 16th century…
    • Full of character and charm…Full of character and charm…
    • Superbly appointed granary annexe…Superbly appointed granary annexe…
    • Beautiful landscaped gardens with swimming pool and picturesque pond…Beautiful landscaped gardens with swimming pool and picturesque pond…
    Rohan Vines

    Haywards Heath

    +44 (0) 1444 446 008+44 (0) 1444 446 008

    House
    319.96 sq m
    5Bedrooms
    4Bathrooms
    4Receptions
  • Under offer
    1/25

    Lucastes Road…

    Haywards Heath, West Sussex, RH16 1JW

    301.01 sq m
    Guide price £1,295,000
    • Substantial late Victorian semi-detached house…Substantial late Victorian semi-detached house…
    • Situated on a sought-after road…Situated on a sought-after road…
    • Grand Victorian character and detail…Grand Victorian character and detail…
    • Garden, driveway parking and double garage…Garden, driveway parking and double garage…
    Holly-Ann Sibley

    Haywards Heath

    +44 (0) 1444 446 000+44 (0) 1444 446 000

    Simon Henkel

    Haywards Heath

    +44 (0)1444 446 006+44 (0)1444 446 006

    House
    301.01 sq m
    6Bedrooms
    3Bathrooms
    4Receptions
  • 1/28

    Stoneham…

    Lewes, East Sussex, BN8 5RJ

    460.15 sq m
    Guide price £1,950,000
    • Superbly presented period house set in beautiful gardens and grounds…Superbly presented period house set in beautiful gardens and grounds…
    • Recently refitted with stylish contemporary kitchen and bathrooms…Recently refitted with stylish contemporary kitchen and bathrooms…
    • Additional two-bedroom annexe and heated outdoor swimming pool…Additional two-bedroom annexe and heated outdoor swimming pool…
    • Wonderful semi-rural setting with views to the surrounding countryside…Wonderful semi-rural setting with views to the surrounding countryside…
    Rohan Vines

    Haywards Heath

    +44 (0) 1444 446 008+44 (0) 1444 446 008

    House
    460.15 sq m
    6Bedrooms
    3Bathrooms
    3Receptions
  • 1/39

    Cowfold Road…

    Bolney, Haywards Heath, West Sussex, RH17 5SG

    446.49 sq m
    Guide price £2,695,000
    • Ideally located period country house…Ideally located period country house…
    • Wonderful vaulted kitchen and breakfast room fitted with Clive Christian cabinetry…Wonderful vaulted kitchen and breakfast room fitted with Clive Christian cabinetry…
    • Spacious and comfortable living accommodation, well-suited to both entertaining on a grand scale and to family life…Spacious and comfortable living accommodation, well-suited to both entertaining on a grand scale and to family life…
    • Beautiful gardens and grounds offering a pleasing combination of both formal and informal landscaping…Beautiful gardens and grounds offering a pleasing combination of both formal and informal landscaping…
    Rohan Vines

    Haywards Heath

    +44 (0) 1444 446 008+44 (0) 1444 446 008

    Edward Wain-Heapy

    Head Office London

    +44 (0) 203 428 2919+44 (0) 203 428 2919

    House
    446.49 sq m
    6Bedrooms
    3Bathrooms
    4Receptions
  • Under offer
    1/16

    Sheffield Park House…

    Sheffield Park, Uckfield, East Sussex, TN22 3QZ

    255.48 sq m
    Guide price £850,000
    • Four bedroom ground floor apartment in a Grade I listed country house…Four bedroom ground floor apartment in a Grade I listed country house…
    • Handsome vaulted reception room showcasing the house's Gothic architecture…Handsome vaulted reception room showcasing the house's Gothic architecture…
    • Private south-facing terrace…Private south-facing terrace…
    • Two single garages, two parking spaces and wine cellar…Two single garages, two parking spaces and wine cellar…
    Simon Henkel

    Haywards Heath

    +44 (0)1444 446 006+44 (0)1444 446 006

    Flat / Apartment
    255.48 sq m
    4Bedrooms
    3Bathrooms
    2Receptions
  • 1/14

    The Drive…

    Maresfield Park, Maresfield, East Sussex, TN22 3ER

    251.49 sq m
    Guide price £1,495,000
    • JUST RELEASED - DEERHURST, MARESFIELD PARK.…JUST RELEASED - DEERHURST, MARESFIELD PARK.…
    • Two Custom Build Stunning five-bedroom Sussex-Style detached homes.…Two Custom Build Stunning five-bedroom Sussex-Style detached homes.…
    • Beautifully designed with luxury finishes throughout.…Beautifully designed with luxury finishes throughout.…
    • Unique opportunity for the incoming purchaser to choose their own internal specifications.…Unique opportunity for the incoming purchaser to choose their own internal specifications.…
    Holly-Ann Sibley

    Haywards Heath

    +44 (0)1444 446 004+44 (0)1444 446 004

    New development
    251.49 sq m
    5Bedrooms
    3Bathrooms
    3Receptions
  • 1/22

    Plumpton Lane…

    Plumpton, Lewes, East Sussex, BN7 3AH

    196.03 sq m
    Guide price £1,375,000
    • Striking contemporary design…Striking contemporary design…
    • Superb open plan kitchen/living room…Superb open plan kitchen/living room…
    • Accessible ground floor bedroom/bathroom…Accessible ground floor bedroom/bathroom…
    • Study, utility room…Study, utility room…
    Holly-Ann Sibley

    Haywards Heath

    +44 (0)1444 446 004+44 (0)1444 446 004

    Simon Henkel

    Haywards Heath

    +44 (0)1444 446 006+44 (0)1444 446 006

    House
    196.03 sq m
    5Bedrooms
    3Bathrooms
    2Receptions