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Chailey, East Sussex

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58 Properties for sale in Chailey

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
    1/22

    Horsted Lane…

    Sharpthorne, East Grinstead, West Sussex, RH19 4HY

    478.73 m²
    Guide price £2,600,000
    • Fine Grade II listed medieval house with a rich history and plenty of character…Fine Grade II listed medieval house with a rich history and plenty of character…
    • Additional two bedroom cottage providing secondary accommodation…Additional two bedroom cottage providing secondary accommodation…
    • Excellent range of garaging and outbuildings…Excellent range of garaging and outbuildings…
    • Leisure facilities including swimming pool, tennis court with pavilion and practise golf holes…Leisure facilities including swimming pool, tennis court with pavilion and practise golf holes…
    Edward Wain-Heapy

    Head Office London

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

    House
    478.73 m²
    7Bedrooms
    3Bathrooms
    4Receptions
  • Under offer
    1/26

    Duddleswell…

    Uckfield, East Sussex, TN22 3JA

    169.64 m²
    Guide price £1,000,000
    • No onward chain…No onward chain…
    • Highly coveted Ashdown Forest setting…Highly coveted Ashdown Forest setting…
    • An attractive detached house…An attractive detached house…
    • Up to four bedrooms, three bath/shower rooms…Up to four bedrooms, three bath/shower rooms…
    Becky Card

    Tunbridge Wells

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

    Natasha Selbie

    Tunbridge Wells

    +44 (0) 1892 507 015+44 (0) 1892 507 015

    House
    169.64 m²
    4Bedrooms
    3Bathrooms
    2Receptions
  • 1/32

    Langton Lane…

    Hurstpierpoint, Hassocks, West Sussex, BN6 9EX

    307.88 m²
    Guide price £1,895,000
    • Attractive Grade II listed Tudor farmhouse…Attractive Grade II listed Tudor farmhouse…
    • Set in beautiful mature grounds including formal gardens and a paddock…Set in beautiful mature grounds including formal gardens and a paddock…
    • Versatile detached barn with kitchenette and shower room…Versatile detached barn with kitchenette and shower room…
    • Swimming pool and pool house with sauna and shower room…Swimming pool and pool house with sauna and shower room…
    Rohan Vines

    Haywards Heath

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

    House
    307.88 m²
    5Bedrooms
    3Bathrooms
    4Receptions
  • Freehold
    1/24

    Stairbridge Lane…

    Bolney, Haywards Heath, West Sussex, RH17 5PA

    7.37 Ac(2.98 Ha)
    Guide price £2,950,000
    • Luxury country house living…Luxury country house living…
    • Stunning combination of contemporary architectural vision and period style…Stunning combination of contemporary architectural vision and period style…
    • Ideal space for entertaining…Ideal space for entertaining…
    • Cinema and wine cellar…Cinema and wine cellar…
    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
    369.20 m²
    6Bedrooms
    3Bathrooms
    4Receptions
  • 1/20

    Hickstead Lane…

    Hickstead, Haywards Heath, West Sussex, RH17 5NT

    263.75 m²
    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 m²
    6Bedrooms
    3Bathrooms
    4Receptions
  • Available in lots
    1/40

    Fowley Lane…

    High Hurstwood, Uckfield, East Sussex, TN22 4BG

    0.84 to 377.69 Ac(0.34 to 152.85 Ha)
    Guide price £250,000 -​ £7,000,000
    • CLOSING DATE FOR BEST OFFERS MIDDAY TUESDAY 12 NOVEMBER…CLOSING DATE FOR BEST OFFERS MIDDAY TUESDAY 12 NOVEMBER…
    • Mixed Wealden farmland…Mixed Wealden farmland…
    • Attractive 6 bedroom Sussex tile hung farmhouse…Attractive 6 bedroom Sussex tile hung farmhouse…
    • 4 bedroom weatherboard farmhouse…4 bedroom weatherboard farmhouse…
    Chris Spofforth

    Sevenoaks

    +44 (0) 1732 879 050+44 (0) 1732 879 050

    Louisa Over

    Head Office London

    +44 (0) 207 016 3784+44 (0) 207 016 3784

    House
    0.84 to 377.69 Ac (0.34 to 152.85 Ha)
    0 - 6Bedrooms
    3Receptions
  • 1/22

    Gun Road…

    Blackboys, East Sussex, TN22 5HU

    228.36 m²
    Excess of £1,500,000
    • Beautifully presented period property…Beautifully presented period property…
    • Landscaped gardens, wildflower meadow, paddocks and stream…Landscaped gardens, wildflower meadow, paddocks and stream…
    • Spacious studio annexe: living room, kitchen, shower room, about 557 sq ft…Spacious studio annexe: living room, kitchen, shower room, about 557 sq ft…
    • Open bay carport and garage with garden store…Open bay carport and garage with garden store…
    Rohan Vines

    Haywards Heath

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

    House
    228.36 m²
    5Bedrooms
    2Bathrooms
    3Receptions
  • Under offer
    1/23

    The Street…

    Albourne, West Sussex, BN6 9DJ

    319.40 m²
    Guide price £1,395,000
    • Beautifully presented modern house with stylish contemporary interiors…Beautifully presented modern house with stylish contemporary interiors…
    • Stunning open plan reception with additional cinema/play room…Stunning open plan reception with additional cinema/play room…
    • Impressive principal first floor suite with pair of dressing rooms and a luxury en suite bathroom…Impressive principal first floor suite with pair of dressing rooms and a luxury en suite bathroom…
    • Ground floor guest suite, separate cloakroom, three further first floor bedrooms…Ground floor guest suite, separate cloakroom, three further first floor bedrooms…
    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
    319.40 m²
    5Bedrooms
    3Bathrooms
    2Receptions
  • 1/15

    High Street…

    Blackboys, Uckfield, East Sussex, TN22 5JU

    461.36 m²
    Guide price £1,100,000
    • No onward chain…No onward chain…
    • Prominent home in this charming village in an Area of Outstanding Natural Beauty…Prominent home in this charming village in an Area of Outstanding Natural Beauty…
    • Almost 5,000 sq ft of adaptable and well proportioned accommodation, plus cellar and detached garage…Almost 5,000 sq ft of adaptable and well proportioned accommodation, plus cellar and detached garage…
    • Grade II listed with lovely period features…Grade II listed with lovely period features…
    Charles Lang

    Tunbridge Wells

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

    House
    461.36 m²
    7Bedrooms
    2Bathrooms
    3Receptions
  • Under offer
    1/28

    Twineham Lane…

    Twineham, Haywards Heath, West Sussex, RH17 5NP

    319.96 m²
    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 m²
    5Bedrooms
    4Bathrooms
    4Receptions
  • Under offer
    1/30

    Henfield Road…

    Albourne, Hassocks, West Sussex, BN6 9DE

    327.95 m²
    Guide price £1,995,000
    • Beautifully presented detached modern country house offering spacious accommodation…Beautifully presented detached modern country house offering spacious accommodation…
    • Sitting room, dining room, morning room, study, study/TV room…Sitting room, dining room, morning room, study, study/TV room…
    • Farmhouse kitchen, utility room, ground floor shower room…Farmhouse kitchen, utility room, ground floor shower room…
    • Four bedrooms, three further bathrooms…Four bedrooms, three further bathrooms…
    Rohan Vines

    Haywards Heath

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

    Simon Henkel

    Haywards Heath

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

    House
    327.95 m²
    4Bedrooms
    4Bathrooms
    5Receptions
  • 1/24

    Jeremys Lane…

    Bolney, Haywards Heath, West Sussex, RH17 5QE

    191.47 m²
    Guide price £1,100,000
    • Handsome tile-hung period house…Handsome tile-hung period house…
    • Sizeable modern garage and annexe, offering versatile further accommodation…Sizeable modern garage and annexe, offering versatile further accommodation…
    • Beautiful cottage-style front and rear gardens…Beautiful cottage-style front and rear gardens…
    • Countryside setting on the semi-rural outskirts of Bolney…Countryside setting on the semi-rural outskirts of Bolney…
    Simon Henkel

    Haywards Heath

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

    House
    191.47 m²
    4Bedrooms
    2Bathrooms
    3Receptions
  • 1/39

    Cowfold Road…

    Bolney, Haywards Heath, West Sussex, RH17 5SG

    446.49 m²
    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 m²
    6Bedrooms
    3Bathrooms
    4Receptions
  • New development
    1/20

    Twineham Grange Farm…

    Twineham, Haywards Heath, West Sussex, RH17 5TL

    333.52 to 333.52 m²
    Guide price £1,950,000
    • Exceptional contemporary living in the countryside…Exceptional contemporary living in the countryside…
    • Meticulously designed…Meticulously designed…
    • Wrap around balcony to first floor…Wrap around balcony to first floor…
    • Spacious and versatile open plan living…Spacious and versatile open plan living…
    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
    333.52 m²
    4Bedrooms
    4Bathrooms
    1Receptions
  • 1/22

    Sheep Plain…

    Crowborough, East Sussex, TN6 3ST

    415.37 m²
    Guide price £1,325,000
    • An imposing period conversion and wonderful family house in highly convenient location…An imposing period conversion and wonderful family house in highly convenient location…
    • Flexible layout with up to six bedrooms and four bath/shower rooms…Flexible layout with up to six bedrooms and four bath/shower rooms…
    • Established gardens, driveway parking and garaging…Established gardens, driveway parking and garaging…
    • Within immediate reach of town amenities and recreational facilities, including the Ashdown Forest…Within immediate reach of town amenities and recreational facilities, including the Ashdown Forest…
    Becky Card

    Tunbridge Wells

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

    Natasha Selbie

    Tunbridge Wells

    +44 (0) 1892 507 015+44 (0) 1892 507 015

    House
    415.37 m²
    6Bedrooms
    4Bathrooms
    3Receptions
  • 1/8

    Priory Road…

    Forest Row, East Sussex, RH18 5HR

    9.30 Ac(3.76 Ha)
    Offers in the region of £1,950,000
    • Exceptional opportunity to create a modern house…Exceptional opportunity to create a modern house…
    • 4 bedrooms all with en suite…4 bedrooms all with en suite…
    • 4 reception rooms and library…4 reception rooms and library…
    • 2 bedroom annexe…2 bedroom annexe…
    Will Peppitt

    Head Office London

    +44 (0) 207 409 5945+44 (0) 207 409 5945

    Simon Henkel

    Haywards Heath

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

    House
    9.3 Ac (3.76 Ha)
  • 1/19

    High Broom Lane…

    Crowborough, East Sussex, TN6 3SP

    419.36 m²
    Guide price £1,800,000
    • Impressive, detached family house, re-modelled and up-dated by the current owner…Impressive, detached family house, re-modelled and up-dated by the current owner…
    • Wonderful rear garden outlook and stunning distant views.…Wonderful rear garden outlook and stunning distant views.…
    • Prestigious private road location on the outskirts of town, with the centre of Crowborough approximately 1.8 miles.…Prestigious private road location on the outskirts of town, with the centre of Crowborough approximately 1.8 miles.…
    • Five bedrooms, all en suite, with dressing room to the principal bedroom.…Five bedrooms, all en suite, with dressing room to the principal bedroom.…
    Charles Lang

    Tunbridge Wells

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

    House
    419.36 m²
    5Bedrooms
    5Bathrooms
    4Receptions
  • 1/23

    Vowels Lane…

    East Grinstead, West Sussex, RH19 4LL

    43 Ac(17.40 Ha)
    Guide price £6,950,000
    • Planning consent for an impressive eight bedroom contemporary home of up to 21,000 sq.ft.…Planning consent for an impressive eight bedroom contemporary home of up to 21,000 sq.ft.…
    • Proposed indoor pool, gym and cinema…Proposed indoor pool, gym and cinema…
    • Three bedroom cottage with two annexed oak framed cart lodges…Three bedroom cottage with two annexed oak framed cart lodges…
    • Pair of renovated two bedroom cottages…Pair of renovated two bedroom cottages…
    Edward Wain-Heapy

    Head Office London

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

    Rohan Vines

    Haywards Heath

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

    New development
    43 Ac (17.4 Ha)
    8Bedrooms
    9Bathrooms
    6Receptions