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61 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
    1/23

    Gander Hill…

    Haywards Heath, West Sussex, RH16 1QU

    241.92 m²
    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 m²
    5Bedrooms
    2Bathrooms
    3Receptions
  • Under offer
    1/14

    Wickham Way…

    Haywards Heath, West Sussex, RH16 1UJ

    119.75 m²
    Guide price £750,000
    • Detached period home built in 1937…Detached period home built in 1937…
    • On the market for the first time in nearly 90 years…On the market for the first time in nearly 90 years…
    • Enormous scope to refurbish and/or extend (STPP)…Enormous scope to refurbish and/or extend (STPP)…
    • Elevated position with views over the townscape…Elevated position with views over the townscape…
    Holly-Ann Sibley

    Haywards Heath

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

    House
    119.75 m²
    3Bedrooms
    1Bathrooms
    2Receptions
  • Under offer
    1/25

    Lucastes Road…

    Haywards Heath, West Sussex, RH16 1JW

    301.01 m²
    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 m²
    6Bedrooms
    3Bathrooms
    4Receptions
  • 1/20

    The Drive…

    Maresfield Park, Uckfield, East Sussex, TN22 2HE

    266.17 m²
    Guide price £1,350,000
    • Spacious accommodation with excellent reception space…Spacious accommodation with excellent reception space…
    • Situated in Maresfield Park private estate, close to Ashdown Forest…Situated in Maresfield Park private estate, close to Ashdown Forest…
    • Generous gardens with heated outdoor pool…Generous gardens with heated outdoor pool…
    • Detached timber home office…Detached timber home office…
    Simon Henkel

    Haywards Heath

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

    Holly-Ann Sibley

    Haywards Heath

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

    House
    266.17 m²
    4Bedrooms
    3Bathrooms
    3Receptions
  • 1/14

    The Drive…

    Maresfield Park, Maresfield, East Sussex, TN22 3ER

    251.49 m²
    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 m²
    5Bedrooms
    3Bathrooms
    3Receptions
  • 1/13

    The Drive…

    Maresfield Park, Maresfield, East Sussex, TN22 3ER

    255.58 m²
    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
    255.58 m²
    5Bedrooms
    3Bathrooms
    3Receptions
  • Under offer
    1/32

    Stonecross Lane…

    Lindfield, Haywards Heath, West Sussex, RH16 2QU

    258.27 m²
    Guide price £1,650,000
    • Large detached house arranged as two distinct halves…Large detached house arranged as two distinct halves…
    • Ideal for multi-generational families…Ideal for multi-generational families…
    • Ideally situated in a small cluster of houses on the semi-rural edge of Lindfield…Ideally situated in a small cluster of houses on the semi-rural edge of Lindfield…
    • Mature and well-established gardens, paddock…Mature and well-established gardens, paddock…
    Rohan Vines

    Haywards Heath

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

    House
    258.27 m²
    7Bedrooms
    3Bathrooms
    3Receptions
  • Under offer
    1/17

    High Street…

    Maresfield, Uckfield, East Sussex, TN22 2EH

    115.29 m²
    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 m²
    3Bedrooms
    1Bathrooms
    2Receptions
  • New development
    1/8

    Buxshalls Estate…

    Ardingly Road, Lindfield, Haywards Heath, RH16 2QY

    68 to 193.98 m²
    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 m²
    2 - 5Bedrooms
    1 - 4Bathrooms
    1 - 2Receptions
  • 1/13

    The Drive…

    Maresfield Park, Maresfield, Uckfield, TN22 3ER

    251.49 m²
    Guide price £1,495,000
    • Stunning five bedroom barn-style detached home…Stunning five bedroom barn-style detached home…
    • Limited offer until 30 September 2024 for buyer to choose their own kitchen…Limited offer until 30 September 2024 for buyer to choose their own kitchen…
    • Beautifully designed with luxury finishes throughout…Beautifully designed with luxury finishes throughout…
    • Detached double car barn and gated driveway…Detached double car barn and gated driveway…
    Holly-Ann Sibley

    Haywards Heath

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

    New development
    251.49 m²
    5Bedrooms
    3Bathrooms
    3Receptions
  • Under offer
    1/17

    Tyler's Green…

    Haywards Heath, West Sussex, RH16 4BW

    193.98 m²
    Guide price £1,150,000
    • Ideally located between Cuckfield and Haywards Heath…Ideally located between Cuckfield and Haywards Heath…
    • Wealth of character in keeping with Turner architecture…Wealth of character in keeping with Turner architecture…
    • Excellent scope for updating and reconfiguring (STPP)…Excellent scope for updating and reconfiguring (STPP)…
    • Beautiful private mature gardens…Beautiful private mature gardens…
    Rohan Vines

    Haywards Heath

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

    House
    193.98 m²
    4Bedrooms
    2Bathrooms
    3Receptions
  • 1/18

    Balcombe Road…

    Haywards Heath, West Sussex, RH16 1PF

    199.93 m²
    Guide price £1,450,000
    • Attractive tile-hung detached house on a private driveway…Attractive tile-hung detached house on a private driveway…
    • Spacious, light and bright interiors…Spacious, light and bright interiors…
    • Integrated garage, driveway parking and substantial garden…Integrated garage, driveway parking and substantial garden…
    • Sought-after location…Sought-after location…
    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
    199.93 m²
    4Bedrooms
    2Bathrooms
    2Receptions
  • 1/18

    Tylers Green…

    Cuckfield, Haywards Heath, West Sussex, RH17 5DZ

    188.04 m²
    Guide price £1,250,000
    • Beautifully presented detached house…Beautifully presented detached house…
    • Detached two bay car port and driveway parking…Detached two bay car port and driveway parking…
    • Landscaped rear garden…Landscaped rear garden…
    • Cuckfield village…Cuckfield village…
    Rohan Vines

    Haywards Heath

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

    House
    188.04 m²
    5Bedrooms
    2Bathrooms
    2Receptions
  • Under offer
    1/19

    Nether Lane…

    Nutley, Uckfield, East Sussex, TN22 3LA

    225.66 m²
    Guide price £945,000
    • Attractive modern home being sold for the first time…Attractive modern home being sold for the first time…
    • Well-presented recently redecorated accommodation…Well-presented recently redecorated accommodation…
    • Generous plot on a private lane…Generous plot on a private lane…
    • Range of garaging offering excellent storage…Range of garaging offering excellent storage…
    Rohan Vines

    Haywards Heath

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

    House
    225.66 m²
    5Bedrooms
    3Bathrooms
    3Receptions
  • Under offer
    1/21

    Ardingly Road…

    Cuckfield, West Sussex, RH17 5HF

    128.67 m²
    Guide price £700,000
    • Victorian home offering an ideal combination of period features and modern finishes…Victorian home offering an ideal combination of period features and modern finishes…
    • Three versatile reception rooms…Three versatile reception rooms…
    • Stylish kitchen and bathroom suites…Stylish kitchen and bathroom suites…
    • Private and enclosed garden, detached garage and gated entrance…Private and enclosed garden, detached garage and gated entrance…
    Holly-Ann Sibley

    Haywards Heath

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

    House
    128.67 m²
    4Bedrooms
    2Bathrooms
    3Receptions
  • 1/29

    Cuckfield Road…

    Ansty, Haywards Heath, West Sussex, RH17 5AJ

    601.55 m²
    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 m²
    9Bedrooms
    5Bathrooms
    3Receptions
  • New
    1/29

    Duddleswell…

    Uckfield, East Sussex, TN22 3BH

    340.68 m²
    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 m²
    6Bedrooms
    4Bathrooms
    2Receptions