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Chailey, East Sussex

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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.

  • 1/30

    Lower Station Road…

    Newick, Lewes, East Sussex, BN8 4HU

    1,874 sq ft(174.10 sq m)
    Guide price £1,095,000
    • Extended and reconfigured contemporary single-storey home with superb natural light…Extended and reconfigured contemporary single-storey home with superb natural light…
    • Vaulted open plan living space with rooflights and sliding doors…Vaulted open plan living space with rooflights and sliding doors…
    • Stylish kitchen with island, integrated appliances and boot room…Stylish kitchen with island, integrated appliances and boot room…
    • Separate snug providing flexible additional reception accommodation…Separate snug providing flexible additional reception accommodation…
    Tom Wharton

    Haywards Heath

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

    House
    1,874 sq ft (174.10 sq m)
    3Bedrooms
    2Bathrooms
    2Receptions
  • New development
    1/9

    Maresfield Heights…

    Maresfield, Uckfield, East Sussex, TN22 3DP

    3,283 to 3,283 sq ft(305 to 305 sq m)
    Guide price £1,700,000
    • VIP Show Home Viewing Appointments Available from 5th October…VIP Show Home Viewing Appointments Available from 5th October…
    • Surrounded by countryside with far-reaching views…Surrounded by countryside with far-reaching views…
    • Connections to London and neighbouring towns…Connections to London and neighbouring towns…
    • First release features just three carefully selected homes…First release features just three carefully selected homes…
    Lin Wilkinson

    South East RDS

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

    Abbe Hall

    South East RDS

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

    New development
    3,283 sq ft (305 sq m)
    4Bedrooms
    3Bathrooms
    3Receptions
  • New
    1/34

    Fletching…

    Uckfield, East Sussex, TN22 3YB

    2,309 sq ft(214.51 sq m)
    Guide price £1,895,000
    • Attractive Victorian farmhouse…Attractive Victorian farmhouse…
    • Approximately 21.7 acres of gardens, paddocks and woodland adjoining Sheffield Forest…Approximately 21.7 acres of gardens, paddocks and woodland adjoining Sheffield Forest…
    • Five bedrooms and two bathrooms…Five bedrooms and two bathrooms…
    • Character features throughout…Character features throughout…
    Simon Henkel

    Haywards Heath

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

    Tom Wharton

    Haywards Heath

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

    House
    2,309 sq ft (214.51 sq m)
    5Bedrooms
    2Bathrooms
    3Receptions

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  • New
    1/24

    Sheffield Park…

    Uckfield, East Sussex, TN22 3QZ

    2,346 sq ft(217.95 sq m)
    Guide price £825,000
    • Historic apartment within one of Sussex's finest country houses…Historic apartment within one of Sussex's finest country houses…
    • Beautifully presented accommodation with period character and style…Beautifully presented accommodation with period character and style…
    • Four bedrooms and three bath/shower rooms…Four bedrooms and three bath/shower rooms…
    • Adaptable layout including potential second reception room…Adaptable layout including potential second reception room…
    Rohan Vines

    Haywards Heath

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

    Tom Wharton

    Haywards Heath

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

    Flat / Apartment
    2,346 sq ft (217.95 sq m)
    4Bedrooms
    3Bathrooms
    1Receptions
  • New
    1/26

    Greenlands Place…

    Burgess Hill, West Sussex, RH15 0AJ

    5,362 sq ft(498.15 sq m)
    Guide price £2,000,000
    • Exceptional detached family home designed and built by Greenplan Designer Homes…Exceptional detached family home designed and built by Greenplan Designer Homes…
    • Exclusive setting with South Downs views…Exclusive setting with South Downs views…
    • Gated approach and generous driveway parking plus garaging…Gated approach and generous driveway parking plus garaging…
    • Landscaped south-facing gardens…Landscaped south-facing gardens…
    Rohan Vines

    Haywards Heath

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

    Simon Henkel

    Haywards Heath

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

    House
    5,362 sq ft (498.15 sq m)
    7Bedrooms
    6Bathrooms
    3Receptions
  • Under offer
    1/25

    Tanyard Lane…

    Danehill, East Sussex, RH17 7JW

    4,564 sq ft(424.01 sq m)
    Guide price £1,500,000
    • A grand Victorian home that balances period charm with modern family living…A grand Victorian home that balances period charm with modern family living…
    • Six bedrooms, three bathrooms, four reception rooms…Six bedrooms, three bathrooms, four reception rooms…
    • Garaging and extensive parking…Garaging and extensive parking…
    • Substantial grounds including garaging and gardens…Substantial grounds including garaging and gardens…
    Rohan Vines

    Haywards Heath

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

    Simon Henkel

    Haywards Heath

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

    House
    4,564 sq ft (424.01 sq m)
    6Bedrooms
    3Bathrooms
    4Receptions
  • 1/31

    Snatts Road…

    Uckfield, East Sussex, TN22 2AP

    2,404 sq ft(223.34 sq m)
    Guide price £995,000
    • Grade II listed weatherboarded barn dating from the 16th and 17th centuries…Grade II listed weatherboarded barn dating from the 16th and 17th centuries…
    • Converted with care for the building's historic character and fabric…Converted with care for the building's historic character and fabric…
    • Vaulted reception hall and magnificent first-floor sitting room with exposed timbers…Vaulted reception hall and magnificent first-floor sitting room with exposed timbers…
    • Three bedrooms, including a ground-floor principal suite with en suite bathroom…Three bedrooms, including a ground-floor principal suite with en suite bathroom…
    Tom Wharton

    Haywards Heath

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

    Simon Henkel

    Haywards Heath

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

    House
    2,404 sq ft (223.34 sq m)
    4Bedrooms
    2Bathrooms
    2Receptions
  • 1/30

    Fairwarp…

    Uckfield, East Sussex, TN22 3BY

    2,480 sq ft(230.40 sq m)
    Guide price £1,500,000
    • Handsome unlisted detached period home dating from c.1600…Handsome unlisted detached period home dating from c.1600…
    • Beautiful countryside location on village edge, combining privacy and community…Beautiful countryside location on village edge, combining privacy and community…
    • Rich period character with exposed timbers, stonework, herringbone flooring, and fireplaces…Rich period character with exposed timbers, stonework, herringbone flooring, and fireplaces…
    • Versatile ground floor living with large and characterful L-shaped sitting/dining room, and a cosy snug…Versatile ground floor living with large and characterful L-shaped sitting/dining room, and a cosy snug…
    Simon Henkel

    Haywards Heath

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

    Tom Wharton

    Haywards Heath

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

    House
    2,480 sq ft (230.40 sq m)
    5Bedrooms
    3Bathrooms
    3Receptions
  • 1/32

    High Street…

    Buxted, Uckfield, East Sussex, TN22 4JU

    2,257 sq ft(209.68 sq m)
    Guide price £1,095,000
    • Attractive detached period home…Attractive detached period home…
    • Mature gardens and grounds extending to just over one acre…Mature gardens and grounds extending to just over one acre…
    • Beautifully presented throughout…Beautifully presented throughout…
    • Superb kitchen/dining room with Aga and granite worktops…Superb kitchen/dining room with Aga and granite worktops…
    Rohan Vines

    Haywards Heath

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

    Simon Henkel

    Haywards Heath

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

    House
    2,257 sq ft (209.68 sq m)
    4Bedrooms
    3Bathrooms
    3Receptions
  • 1/26

    Ditchling Road…

    Haywards Heath, West Sussex, RH16 4QU

    2,773 sq ft(257.62 sq m)
    Guide price £1,250,000
    • Believed 1658, among the oldest houses in Haywards Heath…Believed 1658, among the oldest houses in Haywards Heath…
    • Grade II listed with period detail including exposed timbers and fireplaces…Grade II listed with period detail including exposed timbers and fireplaces…
    • Shaker-style kitchen with quartz island, granite worktops and Amtico flooring…Shaker-style kitchen with quartz island, granite worktops and Amtico flooring…
    • Vaulted sitting room with Morso stove and excellent natural light…Vaulted sitting room with Morso stove and excellent natural light…
    Rohan Vines

    Haywards Heath

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

    Tom Wharton

    Haywards Heath

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

    House
    2,773 sq ft (257.62 sq m)
    5Bedrooms
    4Bathrooms
    4Receptions
  • 1/32

    Church Lane…

    Danehill, Haywards Heath, East Sussex, RH17 7EZ

    37,302 sq ft(3,465.47 sq m)
    Guide price £2,900,000
    • Substantial Grade II listed former country house extending to over 37,000 sq ft…Substantial Grade II listed former country house extending to over 37,000 sq ft…
    • Estate of approximately 30.6 acres with far-reaching South Downs views…Estate of approximately 30.6 acres with far-reaching South Downs views…
    • Impressive historic provenance, originally built in 1827–28 in the Tudor Revival style…Impressive historic provenance, originally built in 1827–28 in the Tudor Revival style…
    • Vast existing accommodation offering scope for redevelopment or alternative uses, subject to consent…Vast existing accommodation offering scope for redevelopment or alternative uses, subject to consent…
    Edward Wain-Heapy

    Country Department

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

    Simon Henkel

    Haywards Heath

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

    House
    37,302 sq ft (3,465.47 sq m)
    43Bedrooms
    11Bathrooms
    10Receptions
  • 1/21

    Cinder Hill…

    North Chailey, Lewes, East Sussex, BN8 4HR

    1,797 sq ft(166.95 sq m)
    Guide price £1,195,000
    • Attractive Edwardian country house dating from 1910…Attractive Edwardian country house dating from 1910…
    • Rural yet well connected setting between Chailey and Newick, set back from a tree lined lane…Rural yet well connected setting between Chailey and Newick, set back from a tree lined lane…
    • Mature wisteria, classic Sussex detailing and elegant interiors with period character…Mature wisteria, classic Sussex detailing and elegant interiors with period character…
    • Five well proportioned bedrooms, including a flexible guest suite arrangement on the first floor…Five well proportioned bedrooms, including a flexible guest suite arrangement on the first floor…
    Rohan Vines

    Haywards Heath

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

    Simon Henkel

    Haywards Heath

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

    House
    1,797 sq ft (166.95 sq m)
    5Bedrooms
    3Bathrooms
    2Receptions
  • 1/28

    Keymer Road…

    Burgess Hill, West Sussex, RH15 0AL

    3,140 sq ft(291.72 sq m)
    Guide price £1,500,000
    • Elegant attached Victorian villa dating from the 1850s, sensitively restored…Elegant attached Victorian villa dating from the 1850s, sensitively restored…
    • Beautifully presented with original period details and expertly crafted reproductions…Beautifully presented with original period details and expertly crafted reproductions…
    • Two formal reception rooms with bay windows and elegant open fireplaces…Two formal reception rooms with bay windows and elegant open fireplaces…
    • Bespoke kitchen with solid wood cabinetry, central island, and original servants’ bells…Bespoke kitchen with solid wood cabinetry, central island, and original servants’ bells…
    Rohan Vines

    Haywards Heath

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

    Simon Henkel

    Haywards Heath

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

    House
    3,140 sq ft (291.72 sq m)
    5Bedrooms
    3Bathrooms
    3Receptions
  • 1/34

    South Street…

    Cuckfield, Haywards Heath, West Sussex, RH17 5JY

    6,108 sq ft(567.45 sq m)
    Excess of £1,250,000
    • Detached Grade II listed period house believed to date from the C15th…Detached Grade II listed period house believed to date from the C15th…
    • No onward chain…No onward chain…
    • Versatile layout, retaining many interesting period features…Versatile layout, retaining many interesting period features…
    • Extensive attached garaging, storage and studio…Extensive attached garaging, storage and studio…
    Simon Henkel

    Haywards Heath

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

    Tom Wharton

    Haywards Heath

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

    House
    6,108 sq ft (567.45 sq m)
    7Bedrooms
    3Bathrooms
    4Receptions
  • 1/26

    Slaugham Lane…

    Warninglid, Haywards Heath, West Sussex, RH17 5TH

    3,213 sq ft(298.50 sq m)
    Guide price £1,350,000
    • Detached period village house with origins dating back to the 1700s…Detached period village house with origins dating back to the 1700s…
    • Versatile accommodation including ground floor bedroom or reception room…Versatile accommodation including ground floor bedroom or reception room…
    • Five bedrooms, including a large principal suite with dressing area and bathroom…Five bedrooms, including a large principal suite with dressing area and bathroom…
    • Beautiful mature gardens extending to approximately 0.9 of an acre…Beautiful mature gardens extending to approximately 0.9 of an acre…
    Rohan Vines

    Haywards Heath

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

    Tom Wharton

    Haywards Heath

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

    House
    3,213 sq ft (298.50 sq m)
    5Bedrooms
    4Bathrooms
    4Receptions
  • 1/30

    Plovers Barrows…

    Buxted, Uckfield, East Sussex, TN22 4JP

    2,918 sq ft(271.09 sq m)
    Guide price £1,000,000
    • NO ONWARD CHAIN…NO ONWARD CHAIN…
    • Situated on a no-through private road in the popular village of Buxted…Situated on a no-through private road in the popular village of Buxted…
    • Detached five bedroom bungalow of approx 2225 sq ft…Detached five bedroom bungalow of approx 2225 sq ft…
    • Detached two bedroom annexe of approx 693 sq ft…Detached two bedroom annexe of approx 693 sq ft…
    Natasha Selbie

    Tunbridge Wells

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

    Bungalow
    2,918 sq ft (271.09 sq m)
    7Bedrooms
    4Bathrooms
    5Receptions
  • Freehold
    1/28

    Courtlands Road…

    Nutley, Uckfield, East Sussex, TN22 3LS

    2.07 Ac(0.84 Ha)
    Guide price £995,000
    • Characterful country house with flexible accommodation…Characterful country house with flexible accommodation…
    • Spacious sitting room with working wood-burning stove…Spacious sitting room with working wood-burning stove…
    • Kitchen/dining room with utility room, plus an inner hall/gym area…Kitchen/dining room with utility room, plus an inner hall/gym area…
    • Up to six bedrooms…Up to six bedrooms…
    Rohan Vines

    Haywards Heath

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

    Tom Wharton

    Haywards Heath

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

    House
    2,343 sq ft (217.67 sq m)
    6Bedrooms
    3Bathrooms
    3Receptions