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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.

  • Freehold
    1/27

    Isfield…

    Uckfield, East Sussex, TN22 5XU

    187 Ac(75.68 Ha)
    Asking price £5,000,000
    • Private wildlife haven…Private wildlife haven…
    • Impressive 7 bedroom country house…Impressive 7 bedroom country house…
    • 187 acres of natural habitat land…187 acres of natural habitat land…
    • Significant commercial and holiday let income…Significant commercial and holiday let income…
    Chris Spofforth

    Sevenoaks

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

    Richard Mann

    Sevenoaks

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

    House
    187 Ac (75.68 Ha)
    7Bedrooms
    6Bathrooms
    5Receptions
  • Freehold
    1/11

    Kingscote…

    East Grinstead, West Sussex, RH19 4LG

    151 Ac(61.11 Ha)
    Guide price £4,750,000
    • About 60 acres of vines…About 60 acres of vines…
    • Fully equipped winery…Fully equipped winery…
    • Traditional barn for visitors and events…Traditional barn for visitors and events…
    • 2 Bedroom holiday cottage…2 Bedroom holiday cottage…
    Chris Spofforth

    Sevenoaks

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

    Richard Mann

    Sevenoaks

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

    Vineyard
    151 Ac (61.11 Ha)
  • 1/15

    Blackboys…

    Uckfield, East Sussex, TN22 5HE

    17.03 Ac(6.89 Ha)
    Guide price £4,500,000
    • Splendid 17th century manor house…Splendid 17th century manor house…
    • Attached two bedroom annexe…Attached two bedroom annexe…
    • Outbuilding with Studio/Gym and workshop…Outbuilding with Studio/Gym and workshop…
    • Outdoor swimming pool with terrace…Outdoor swimming pool with terrace…
    Phillippa Dalby-Welsh

    Head Office London

    +44 (0) 20 7016 3780+44 (0) 20 7016 3780

    Robert Jacobs

    Tunbridge Wells

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

    House
    17.03 Ac (6.89 Ha)
    11Bedrooms
    3Receptions
  • Freehold
    1/22

    Tickerage Lane…

    Blackboys, Uckfield, East Sussex, TN22 5LU

    80.36 Ac(32.52 Ha)
    Guide price £4,500,000
    • Grade II listed, mill house and two self-contained cottages providing seven bedrooms and eight bathrooms…Grade II listed, mill house and two self-contained cottages providing seven bedrooms and eight bathrooms…
    • Beautifully and sympathetically restored to a very high standard throughout…Beautifully and sympathetically restored to a very high standard throughout…
    • Many delightful original features…Many delightful original features…
    • Stunning gardens and grounds with mill pond, part-walled garden, water meadows, paddocks and woodland…Stunning gardens and grounds with mill pond, part-walled garden, water meadows, paddocks and woodland…
    Charles Lang

    Tunbridge Wells

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

    House
    3,707 sq ft (344.39 sq m)
    4Bedrooms
    5Bathrooms
    4Receptions
  • 1/15

    Wrens Warren…

    Chuck Hatch, Hartfield, East Sussex, TN7 4WW

    5,262 sq ft(488.86 sq m)
    Guide price £3,000,000
    • A substantial Millwood Designer Home presented to a very high standard throughout…A substantial Millwood Designer Home presented to a very high standard throughout…
    • Southerly aspect with wonderful view to the Forest…Southerly aspect with wonderful view to the Forest…
    • Adaptable family accommodation…Adaptable family accommodation…
    • Impressive open plan living space opening to an extensive terrace with outside dining space…Impressive open plan living space opening to an extensive terrace with outside dining space…
    Charles Lang

    Tunbridge Wells

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

    House
    5,262 sq ft (488.86 sq m)
    6Bedrooms
    4Bathrooms
    4Receptions
  • New
    1/21

    Brighton Road…

    Woodmancote, Henfield, West Sussex, BN5 9ST

    2,927 sq ft(271.93 sq m)
    Guide price £2,750,000
    • Wonderful rural location at the foot of the South Downs…Wonderful rural location at the foot of the South Downs…
    • 1930s detached house with spacious open plan living space and large picture windows…1930s detached house with spacious open plan living space and large picture windows…
    • Extensive outbuildings: studio, study and former swimming pool…Extensive outbuildings: studio, study and former swimming pool…
    • Formal garden and woodland…Formal garden and woodland…
    Hannah Riches

    Haywards Heath

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

    House
    2,927 sq ft (271.93 sq m)
    4Bedrooms
    2Bathrooms
    2Receptions
  • 1/24

    Stoneham…

    Lewes, East Sussex, BN8 5RJ

    4,953 sq ft(460.15 sq m)
    Guide price £2,500,000
    • 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…
    Hannah Riches

    Haywards Heath

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

    Oliver Mackmin

    Haywards Heath

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

    House
    4,953 sq ft (460.15 sq m)
    6Bedrooms
    3Bathrooms
    3Receptions
  • 1/26

    Plumpton Lane…

    Plumpton, Lewes, East Sussex, BN7 3AB

    4,671 sq ft(433.95 sq m)
    Guide price £2,350,000
    • Substantial and stylishly presented village home…Substantial and stylishly presented village home…
    • Wonderful family kitchen with bespoke Hamilton Stone cabinetry…Wonderful family kitchen with bespoke Hamilton Stone cabinetry…
    • Beautifully presented bedroom suites and modern bathrooms…Beautifully presented bedroom suites and modern bathrooms…
    • Glorious grounds with South Downs views, swimming pool and pool house Detached home office/gym…Glorious grounds with South Downs views, swimming pool and pool house Detached home office/gym…
    Hannah Riches

    Haywards Heath

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

    House
    4,671 sq ft (433.95 sq m)
    6Bedrooms
    4Bathrooms
    4Receptions
  • 1/14

    Mill Lane…

    Fletching, Uckfield, East Sussex, TN22 3SR

    1,468 sq ft(136.38 sq m)
    Guide price £1,750,000
    • Well-proportioned accommodation with scope for updating…Well-proportioned accommodation with scope for updating…
    • Situated on the southwestern edge of the sought-after village of Fletching…Situated on the southwestern edge of the sought-after village of Fletching…
    • Elevated position with far-reaching views over the neighbouring countryside…Elevated position with far-reaching views over the neighbouring countryside…
    • Uckfield 4.4 miles, Haywards Heath mainline station 8.6 miles…Uckfield 4.4 miles, Haywards Heath mainline station 8.6 miles…
    Hannah Riches

    Haywards Heath

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

    Oliver Mackmin

    Haywards Heath

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

    House
    1,468 sq ft (136.38 sq m)
    3Bedrooms
    2Bathrooms
    2Receptions
  • Under offer
    1/15

    Ockley Lane…

    Hassocks, West Sussex, BN6 8PA

    3,114 sq ft(289.30 sq m)
    Guide price £1,700,000
    • Superb semi-rural position with open southerly outlook…Superb semi-rural position with open southerly outlook…
    • Excellent potential for updating and improvement…Excellent potential for updating and improvement…
    • Gardens, paddocks and woodland…Gardens, paddocks and woodland…
    • No onward chain…No onward chain…
    Oliver Mackmin

    Haywards Heath

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

    Hannah Riches

    Haywards Heath

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

    House
    3,114 sq ft (289.30 sq m)
    4Bedrooms
    2Bathrooms
    2Receptions
  • Under offer
    1/16

    Slaugham Lane…

    Warninglid, Haywards Heath, West Sussex, RH17 5TH

    3,558 sq ft(330.55 sq m)
    Guide price £1,650,000
    • Superbly presented and spacious modern home…Superbly presented and spacious modern home…
    • Beautifully finished to a high specification throughout…Beautifully finished to a high specification throughout…
    • Thoughtful layout which is ideally suited for family life…Thoughtful layout which is ideally suited for family life…
    • Underfloor heating to the ground floor…Underfloor heating to the ground floor…
    Hannah Riches

    Haywards Heath

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

    Oliver Mackmin

    Haywards Heath

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

    House
    3,558 sq ft (330.55 sq m)
    6Bedrooms
    4Bathrooms
    3Receptions
  • 1/20

    Whitesmith…

    Lewes, East Sussex, BN8 6JG

    3,566 sq ft(331.29 sq m)
    Guide price £1,650,000
    • Sussex-style modern home built in 2002…Sussex-style modern home built in 2002…
    • Situated in a private lane in a lovely rural position with far-reaching views of the Downs…Situated in a private lane in a lovely rural position with far-reaching views of the Downs…
    • Magnificent central reception hall, and three further formal reception rooms…Magnificent central reception hall, and three further formal reception rooms…
    • Beautifully tended formal garden of about half an acre, plus 5.3 acre paddock…Beautifully tended formal garden of about half an acre, plus 5.3 acre paddock…
    Rohan Vines

    Haywards Heath

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

    House
    3,566 sq ft (331.29 sq m)
    5Bedrooms
    4Bathrooms
    4Receptions
  • Under offer
    1/17

    Hill Brow…

    Hove, East Sussex, BN3 6QG

    2,350 sq ft(218.32 sq m)
    Excess of £1,600,000
    • Elevated position in a prestigious location with some sea views…Elevated position in a prestigious location with some sea views…
    • Level plot with driveway parking and garaging…Level plot with driveway parking and garaging…
    • Built to the owner's bespoke design in 1956 and subsequently extended…Built to the owner's bespoke design in 1956 and subsequently extended…
    • Offering excellent potential for redevelopment (STPP)…Offering excellent potential for redevelopment (STPP)…
    Oliver Mackmin

    Haywards Heath

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

    Hannah Riches

    Haywards Heath

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

    House
    2,350 sq ft (218.32 sq m)
    5Bedrooms
    2Bathrooms
    3Receptions
  • 1/18

    Allington Place…

    Newick, Lewes, East Sussex, BN8 4RF

    3,089 sq ft(286.98 sq m)
    Guide price £1,500,000
    • Modern home situated in a small private close in the heart of the village…Modern home situated in a small private close in the heart of the village…
    • Characterised in an attractive Sussex style of brick, part tile hung and part timbered elevations…Characterised in an attractive Sussex style of brick, part tile hung and part timbered elevations…
    • Generously proportioned and spacious interior, beautifully presented throughout…Generously proportioned and spacious interior, beautifully presented throughout…
    • Professionally landscaped south-facing rear garden…Professionally landscaped south-facing rear garden…
    Hannah Riches

    Haywards Heath

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

    House
    3,089 sq ft (286.98 sq m)
    4Bedrooms
    4Bathrooms
    3Receptions
  • 1/29

    New House Farm…

    Buckham Hill, East Sussex, TN22 5XU

    3,589 sq ft(333.43 sq m)
    Guide price £1,495,000
    • Architecturally striking Grade II listed conversion…Architecturally striking Grade II listed conversion…
    • Spacious accommodation set in landscaped gardens…Spacious accommodation set in landscaped gardens…
    • Two large four-bay secure garages…Two large four-bay secure garages…
    • Beautifully presented with contemporary fittings and high-end finish…Beautifully presented with contemporary fittings and high-end finish…
    Rohan Vines

    Haywards Heath

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

    Hannah Riches

    Haywards Heath

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

    House
    3,589 sq ft (333.43 sq m)
    5Bedrooms
    4Bathrooms
    2Receptions
  • 1/18

    The Drive…

    Maresfield Park, Maresfield, Uckfield, TN22 3ER

    2,988 sq ft(277.59 sq m)
    Guide price £1,450,000
    • Detached period home dating from the late 1930s…Detached period home dating from the late 1930s…
    • Extended and considerably improved…Extended and considerably improved…
    • Planning in place to further enhance by over 2,400 sq ft…Planning in place to further enhance by over 2,400 sq ft…
    • Spacious and well presented reception space…Spacious and well presented reception space…
    Oliver Mackmin

    Haywards Heath

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

    House
    2,988 sq ft (277.59 sq m)
    4Bedrooms
    3Bathrooms
    3Receptions
  • New development
    1/14

    Ovingdean Road…

    Ovingdean, Brighton, East Sussex, BN2 7AB

    1,132 to 2,071 sq ft(105.17 to 192.40 sq m)
    Guide price £940,000 -​ £1,725,000
    • Concrete floors throughout including energy efficient underfloor heating.…Concrete floors throughout including energy efficient underfloor heating.…
    • Modern German Kitchen with silestone worktops, integrated Miele appliances and a Quooker boiling water tap…Modern German Kitchen with silestone worktops, integrated Miele appliances and a Quooker boiling water tap…
    • Spa like bathrooms including Duravit sanitary ware, Kaldewei enamel bath and separate walk-in shower…Spa like bathrooms including Duravit sanitary ware, Kaldewei enamel bath and separate walk-in shower…
    • Bespoke handmade Deuren doors with Mandelli handmade Italian handles…Bespoke handmade Deuren doors with Mandelli handmade Italian handles…
    Mark Brown

    Brighton RDS

    +44 (0) 127 320 0094+44 (0) 127 320 0094

    New development
    1,132 to 2,071 sq ft (105.17 to 192.40 sq m)
    3 - 4Bedrooms
    1 - 3Bathrooms
    2 - 3Receptions