Houses for sale in Cheapside, Windsor and Maidenhead | Savills
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Cheapside, Windsor and Maidenhead

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152 Properties for sale in Cheapside

  • New development
    1/19

    Winkfield Manor, Forest Road…

    Ascot, Berkshire, SL5 8RY

    99.96 to 201.60 sq m
    Guide price £635,000 -​ £1,250,000
    • FIRST PHASE SOLD…FIRST PHASE SOLD…
    • 18 stunning homes in the grounds of a Georgian Manor house and the surrounding paddocks…18 stunning homes in the grounds of a Georgian Manor house and the surrounding paddocks…
    • Exclusive gated private estate on the fringes of Winkfield and Ascot…Exclusive gated private estate on the fringes of Winkfield and Ascot…
    • Situated within the Charters School designated catchment area…Situated within the Charters School designated catchment area…
    Georgie Roberts

    Sunningdale

    +44 (0) 1344 295 375+44 (0) 1344 295 375

    New development
    99.96 to 201.60 sq m
    3 - 4Bedrooms
    2 - 4Bathrooms
    1 - 2Receptions
  • New
    1/30

    Waverley Drive…

    Virginia Water, Surrey, GU25 4PZ

    584.92 sq m
    Guide price £5,950,000
    • Set in the heart of the internationally renowned Wentworth Estate…Set in the heart of the internationally renowned Wentworth Estate…
    • Prestigious Main Island location…Prestigious Main Island location…
    • Immaculately presented…Immaculately presented…
    • Well balanced accommodation…Well balanced accommodation…
    Paul Finnegan

    Head Office London

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

    Karen Brannigan

    Sunningdale

    +44 (0) 1344 295 372+44 (0) 1344 295 372

    House
    584.92 sq m
    4Bedrooms
    4Bathrooms
    3Receptions
  • 1/25

    Granville Road…

    St George's Hill, Weybridge, Surrey, KT13 0QL

    944.82 sq m
    Guide price £6,750,000
    • Prestigious private estate location…Prestigious private estate location…
    • Elegant entrance hall…Elegant entrance hall…
    • Beautiful entertaining space…Beautiful entertaining space…
    • Fantastic outdoor kitchen and entertaining space…Fantastic outdoor kitchen and entertaining space…
    Simon Ashwell

    Weybridge

    +44 (0) 1932 838 000+44 (0) 1932 838 000

    James Phillips

    Weybridge

    +44 (0)1932 838 013+44 (0)1932 838 013

    House
    944.82 sq m
    7Bedrooms
    8Bathrooms
    4Receptions
  • New
    1/15

    Llanvair Close…

    Ascot, Berkshire, SL5 9HX

    243.41 sq m
    Guide price £1,495,000
    • A beautiful family home in South Ascot…A beautiful family home in South Ascot…
    • Excellent and versatile living accommodation…Excellent and versatile living accommodation…
    • Spacious driveway with parking for multiple vehicles…Spacious driveway with parking for multiple vehicles…
    • Upgraded throughout…Upgraded throughout…
    Millie Willsmer

    Sunningdale

    +44 (0) 1344 626 162+44 (0) 1344 626 162

    Frazer Chown

    Sunningdale

    +44 (0) 1344 295 355+44 (0) 1344 295 355

    House
    243.41 sq m
    6Bedrooms
    2Bathrooms
    4Receptions
  • New
    1/19

    Fan Court…

    Longcross Road, Longcross, Chertsey, KT16 0DJ

    786.42 sq m
    Guide price £4,500,000
    • Unique family home with extensive grounds and gardens…Unique family home with extensive grounds and gardens…
    • Double garage with store room…Double garage with store room…
    • Independent annexe…Independent annexe…
    • Heated swimming pool…Heated swimming pool…
    Frazer Chown

    Sunningdale

    +44 (0) 1344 295 355+44 (0) 1344 295 355

    Karen Brannigan

    Sunningdale

    +44 (0) 1344 295 372+44 (0) 1344 295 372

    House
    786.42 sq m
    7Bedrooms
    6Bathrooms
    6Receptions
  • New
    1/47

    Prince Albert Drive…

    Ascot, Berkshire, SL5 8AQ

    816.90 sq m
    Guide price £5,500,000
    • Located in an exclusive private location…Located in an exclusive private location…
    • Gated entrance with extensive parking…Gated entrance with extensive parking…
    • Triple garage…Triple garage…
    • Swimming pool and tennis court…Swimming pool and tennis court…
    Charles Broadbent-Combe

    Sunningdale

    +44 (0) 1344 626 162+44 (0) 1344 626 162

    Paul Finnegan

    Head Office London

    +44 (0)20 7409 8877+44 (0)20 7409 8877

    House
    816.90 sq m
    6Bedrooms
    6Bathrooms
    6Receptions
  • New
    1/26

    Maidenhead Road…

    Windsor, Berkshire, SL4 5UB

    407.38 sq m
    Fixed price £1,600,000
    • Spacious seven bedroom family home including annexe…Spacious seven bedroom family home including annexe…
    • Great location for schools and Windsor town centre…Great location for schools and Windsor town centre…
    • Annexe with spacious accommodation and own entrance…Annexe with spacious accommodation and own entrance…
    • Lovely gardens with terrace…Lovely gardens with terrace…
    Suzy Lambert

    Windsor

    +44 (0) 1753 834 600+44 (0) 1753 834 600

    House
    407.38 sq m
    7Bedrooms
    5Bathrooms
    5Receptions
  • 1/27

    Lower Farm…

    St. Leonards Hill, Windsor, Berkshire, SL4 4AN

    275.92 sq m
    Guide price £1,695,000
    • Unique five bedroom family home…Unique five bedroom family home…
    • Three reception rooms with four bathrooms…Three reception rooms with four bathrooms…
    • Elevated panoramic views…Elevated panoramic views…
    • Surrounded by countryside…Surrounded by countryside…
    John Henson

    Windsor

    +44 (0) 1753 834 600+44 (0) 1753 834 600

    House
    275.92 sq m
    5Bedrooms
    4Bathrooms
    3Receptions
  • Under offer
    1/15

    Hibbert Road…

    Bray, Berkshire, SL6 1UT

    Guide price £1,000,000
    • A period cottage that offers generous proportions & period features…A period cottage that offers generous proportions & period features…
    • Beautifully presented throughout…Beautifully presented throughout…
    • A delightful mature garden and a separate garage…A delightful mature garden and a separate garage…
    • Well placed to access all that Bray has to offer including the well-regarded local pubs…Well placed to access all that Bray has to offer including the well-regarded local pubs…
    Fiona Copeman

    Windsor

    +44 (0) 1753 834 600+44 (0) 1753 834 600

    House
    3Bedrooms
    2Bathrooms
    3Receptions
  • Under offer
    1/16

    Old Woking Road…

    Woking, Surrey, GU22 8HR

    306.49 sq m
    Guide price £1,595,000
    • Built in 2022…Built in 2022…
    • Neptune kitchen…Neptune kitchen…
    • Burlington sanitary ware…Burlington sanitary ware…
    • Solar panels…Solar panels…
    Nick Barnett

    Weybridge

    +44 (0) 1932 838 000+44 (0) 1932 838 000

    Olivia Perez

    Weybridge

    +44 (0) 1932 838 012+44 (0) 1932 838 012

    House
    306.49 sq m
    5Bedrooms
    5Bathrooms
    2Receptions
  • 1/24

    Vicarage Walk…

    Bray, Maidenhead, Berkshire, SL6 2AE

    315.78 sq m
    Guide price £3,600,000
    • Unique contemporary riverfront residence…Unique contemporary riverfront residence…
    • Mooring with a boathouse and wet dock…Mooring with a boathouse and wet dock…
    • Landscaped garden with an expansive sun terrace…Landscaped garden with an expansive sun terrace…
    • A garage and generous gated parking…A garage and generous gated parking…
    Fiona Copeman

    Windsor

    +44 (0) 1753 834 600+44 (0) 1753 834 600

    Paul Finnegan

    Head Office London

    +44 (0)20 7409 8877+44 (0)20 7409 8877

    House
    315.78 sq m
    5Bedrooms
    5Bathrooms
    3Receptions
  • New
    1/17

    Horton Road…

    Datchet, Slough, Berkshire, SL3 9EN

    174.47 sq m
    Guide price £895,000
    • Superb extensive gardens which form a wonderful private oasis…Superb extensive gardens which form a wonderful private oasis…
    • Charming Grade II listed home with period features throughout…Charming Grade II listed home with period features throughout…
    • Of particular note is the stunning kitchen/dining room with vaulted ceiling…Of particular note is the stunning kitchen/dining room with vaulted ceiling…
    • Set in the heart of the riverside village of Datchet…Set in the heart of the riverside village of Datchet…
    Suzy Lambert

    Windsor

    +44 (0) 1753 834 600+44 (0) 1753 834 600

    House
    174.47 sq m
    3Bedrooms
    3Bathrooms
    3Receptions
  • 1/12

    The Fairway…

    Weybridge, Surrey, KT13 0RZ

    208.47 sq m
    Guide price £1,749,500
    • Designed by Concept 8…Designed by Concept 8…
    • Private road location…Private road location…
    • Espresso designed kitchen…Espresso designed kitchen…
    • Underfloor heating to the ground floor…Underfloor heating to the ground floor…
    Olivia Perez

    Weybridge

    +44 (0) 1932 838 000+44 (0) 1932 838 000

    James Phillips

    Weybridge

    +44 (0)1932 838 013+44 (0)1932 838 013

    House
    208.47 sq m
    5Bedrooms
    3Bathrooms
    2Receptions
  • 1/22

    Old Mill Lane…

    Bray, Maidenhead, Berkshire, SL6 2BD

    223.06 sq m
    Guide price £1,299,000
    • NO ONWARD CHAIN…NO ONWARD CHAIN…
    • Beautifully presented four bedroom detached house…Beautifully presented four bedroom detached house…
    • Pretty rear garden with large entertaining terrace…Pretty rear garden with large entertaining terrace…
    • Summer house with jacuzzi hot tub…Summer house with jacuzzi hot tub…
    Fiona Copeman

    Windsor

    +44 (0) 1753 834 600+44 (0) 1753 834 600

    House
    223.06 sq m
    4Bedrooms
    2Bathrooms
    3Receptions
  • Under offer
    1/14

    Hurstwood…

    Ascot, Berkshire, SL5 9SP

    279.73 sq m
    Guide price £1,650,000
    • Spacious family home in Ascot…Spacious family home in Ascot…
    • High ceilings…High ceilings…
    • Excellent entertaining space…Excellent entertaining space…
    • Galleried Landing…Galleried Landing…
    Frazer Chown

    Sunningdale

    +44 (0) 1344 295 355+44 (0) 1344 295 355

    Millie Willsmer

    Sunningdale

    +44 (0)1344 295 357+44 (0)1344 295 357

    House
    279.73 sq m
    5Bedrooms
    3Bathrooms
    4Receptions
  • New
    1/24

    Lyne Lane…

    Lyne, Chertsey, Surrey, KT16 0AN

    464.98 sq m
    Guide price £1,500,000
    • Handsome period house with potential to modernise…Handsome period house with potential to modernise…
    • Beautiful garden and grounds measuring nearly 1.2 acres…Beautiful garden and grounds measuring nearly 1.2 acres…
    • Swimming pool and tennis court…Swimming pool and tennis court…
    • Attractive period outbuildings…Attractive period outbuildings…
    Frazer Chown

    Sunningdale

    +44 (0) 1344 626 162+44 (0) 1344 626 162

    Millie Willsmer

    Sunningdale

    +44 (0)1344 295 357+44 (0)1344 295 357

    House
    464.98 sq m
    5Bedrooms
    2Bathrooms
    4Receptions
  • 1/13

    Titlarks Hill…

    Sunningdale, Berkshire, SL5 0JD

    581.39 sq m
    Guide price £4,495,000
    • Impressive home overlooking the Golf Course…Impressive home overlooking the Golf Course…
    • Set behind private gates…Set behind private gates…
    • Attached triple garage with annex above…Attached triple garage with annex above…
    • Outdoor swimming pool…Outdoor swimming pool…
    Paul Finnegan

    Head Office London

    +44 (0)20 7409 8877+44 (0)20 7409 8877

    Charles Broadbent-Combe

    Sunningdale

    +44 (0) 1344 626 162+44 (0) 1344 626 162

    House
    581.39 sq m
    6Bedrooms
    6Bathrooms
    5Receptions