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

  • Under offer
    1/10

    Lawson Way…

    Sunningdale, Berkshire, SL5 0LN

    217.67 m²
    Guide price £1,250,000
    • Detached home in a sought after cul de sac in Sunningdale…Detached home in a sought after cul de sac in Sunningdale…
    • A larger than average plot…A larger than average plot…
    • External shed ideal for storage…External shed ideal for storage…
    • Driveway parking…Driveway parking…
    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
    217.67 m²
    4Bedrooms
    2Bathrooms
    4Receptions
  • Under offer
    1/14

    Hurstwood…

    Ascot, Berkshire, SL5 9SP

    279.73 m²
    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 m²
    5Bedrooms
    3Bathrooms
    4Receptions
  • 1/19

    Fireball Hill…

    Sunningdale, Berkshire, SL5 9PJ

    691.01 m²
    Guide price £4,500,000
    • Contemporary living in one of Sunningdale's finest roads…Contemporary living in one of Sunningdale's finest roads…
    • Detached double garage with en suite bathroom above…Detached double garage with en suite bathroom above…
    • Heated Infinity pool…Heated Infinity pool…
    • Mature Landscaped Gardens and Grounds…Mature Landscaped Gardens and Grounds…
    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
    691.01 m²
    8Bedrooms
    7Bathrooms
    6Receptions
  • 1/20

    Priory Road…

    Sunningdale, Berkshire, SL5 9RQ

    895.49 m²
    Guide price £4,750,000
    • Stylish accommodation over three floors…Stylish accommodation over three floors…
    • Impressive galleried entrance hallway…Impressive galleried entrance hallway…
    • Elegant entertaining rooms…Elegant entertaining rooms…
    • Fabulous kitchen / breakfast / family room…Fabulous kitchen / breakfast / family room…
    Karen Brannigan

    Sunningdale

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

    Paul Finnegan

    Head Office London

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

    House
    895.49 m²
    7Bedrooms
    6Bathrooms
    5Receptions
  • 1/28

    Sunningdale Heights…

    Sunningdale, Ascot, Berkshire, SL5 0BF

    464.61 m²
    Guide price £2,500,000
    • Situated alongside Sunningdale Heath Golf Club…Situated alongside Sunningdale Heath Golf Club…
    • Private gated development…Private gated development…
    • Open plan kitchen/breakfast/family room…Open plan kitchen/breakfast/family room…
    • Immaculate turnkey condition…Immaculate turnkey condition…
    Karen Brannigan

    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
    464.61 m²
    5Bedrooms
    5Bathrooms
    4Receptions
  • 1/17

    Ridgemount Road…

    Sunningdale, Berkshire, SL5 9RW

    302.31 m²
    Guide price £2,250,000
    • Ideally situated for Sunningdale Golf Club…Ideally situated for Sunningdale Golf Club…
    • Open plan kitchen/breakfast/dining room…Open plan kitchen/breakfast/dining room…
    • Gated driveway providing parking for several cars…Gated driveway providing parking for several cars…
    • Detached double garage…Detached double garage…
    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
    302.31 m²
    4Bedrooms
    4Bathrooms
    4Receptions
  • 1/15

    Llanvair Close…

    Ascot, Berkshire, SL5 9HX

    243.41 m²
    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 m²
    6Bedrooms
    2Bathrooms
    4Receptions
  • New development
    1/14

    Winkfield Manor, Forest Road…

    Ascot, Berkshire, SL5 8RY

    99.96 to 142.98 m²
    Guide price £635,000 -​ £875,000
    • 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 142.98 m²
    3Bedrooms
    2Bathrooms
    1 - 2Receptions
  • 1/12

    The Barn…

    Prince Albert Drive, Ascot, Berkshire, SL5 8AH

    101.45 m²
    Guide price £750,000
    • Situated in a gated development of only six homes…Situated in a gated development of only six homes…
    • Set in a peaceful Ascot location…Set in a peaceful Ascot location…
    • Dual aspect views over fields…Dual aspect views over fields…
    • Kitchen/dining area with bi fold doors to patio…Kitchen/dining area with bi fold doors to patio…
    Millie Willsmer

    Sunningdale

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

    Tim Chapman

    Sunningdale

    +44 (0) 1344 295 373+44 (0) 1344 295 373

    House
    101.45 m²
    3Bedrooms
    2Bathrooms
    1Receptions
  • 1/21

    Llanvair Drive…

    Ascot, Berkshire, SL5 9LN

    314.29 m²
    Guide price £2,750,000
    • Wonderful and secluded south facing grounds…Wonderful and secluded south facing grounds…
    • 1.75 acres…1.75 acres…
    • A charming house family home…A charming house family home…
    • Versatile accommodation with potential to redesign…Versatile accommodation with potential to redesign…
    Karen Brannigan

    Sunningdale

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

    Frazer Chown

    Sunningdale

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

    House
    314.29 m²
    5Bedrooms
    2Bathrooms
    4Receptions
  • 1/47

    Prince Albert Drive…

    Ascot, Berkshire, SL5 8AQ

    816.90 m²
    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 m²
    6Bedrooms
    6Bathrooms
    6Receptions
  • New
    1/21

    Chobham Road…

    Sunningdale, Berkshire, SL5 0HU

    241.83 m²
    Guide price £1,450,000
    • A gated town house in the heart of Sunningdale…A gated town house in the heart of Sunningdale…
    • Bespoke kitchen/dining room…Bespoke kitchen/dining room…
    • High ceilings…High ceilings…
    • Double garage with driveway parking…Double garage with driveway parking…
    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
    241.83 m²
    4Bedrooms
    3Bathrooms
    2Receptions
  • 1/13

    Titlarks Hill…

    Sunningdale, Berkshire, SL5 0JD

    581.39 m²
    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 m²
    6Bedrooms
    6Bathrooms
    5Receptions
  • 1/14

    Portnall Drive…

    Wentworth Estate, Virginia Water, Surrey, GU25 4NN

    1,347.65 m²
    Guide price £24,000,000
    • Premier position on the Wentworth Estate…Premier position on the Wentworth Estate…
    • Adjoining the Championship West Course…Adjoining the Championship West Course…
    • Fabulous leisure facilities…Fabulous leisure facilities…
    • Delightful landscaped gardens, about 4 acres…Delightful landscaped gardens, about 4 acres…
    Paul Finnegan

    Head Office London

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

    Ben Hehir

    Head Office London

    +44 (0) 203 320 8214+44 (0) 203 320 8214

    House
    1,347.65 m²
    6Bedrooms
    6Bathrooms
    5Receptions
  • New
    1/22

    Portnall Drive…

    Wentworth Estate, Virginia Water, Surrey, GU25 4NN

    353.96 m²
    Guide price £3,495,000
    • In the heart of the renowned Wentworth Estate…In the heart of the renowned Wentworth Estate…
    • Character home…Character home…
    • Previous planning permission ref RU.20/0472…Previous planning permission ref RU.20/0472…
    • Lovely private grounds…Lovely private grounds…
    Paul Finnegan

    Head Office London

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

    Charles Broadbent-Combe

    Sunningdale

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

    House
    353.96 m²
    4Bedrooms
    3Bathrooms
    5Receptions
  • 1/20

    Bagshot Road…

    Ascot, Berkshire, SL5 9JN

    302.59 m²
    Guide price £1,650,000
    • Beautiful grounds measuring over half an acre…Beautiful grounds measuring over half an acre…
    • Heated outdoor swimming pool perfect for summer…Heated outdoor swimming pool perfect for summer…
    • Versatile living spaces suitable for a variety of lifestyles…Versatile living spaces suitable for a variety of lifestyles…
    • Charming characterful home…Charming characterful home…
    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
    302.59 m²
    4Bedrooms
    4Bathrooms
    4Receptions
  • 1/23

    Fishers Wood…

    Sunningdale, Berkshire, SL5 0JF

    799.34 m²
    Guide price £6,250,000
    • Wonderful kitchen/ breakfast room with two islands featuring traditional and teppanyaki cooking stations…Wonderful kitchen/ breakfast room with two islands featuring traditional and teppanyaki cooking stations…
    • Immaculate condition throughout including air conditioning to main bedrooms…Immaculate condition throughout including air conditioning to main bedrooms…
    • A fine balance between formal entertaining and family spaces…A fine balance between formal entertaining and family spaces…
    • About 1 acre, gated entrance leading to triple garage…About 1 acre, gated entrance leading to triple garage…
    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
    799.34 m²
    6Bedrooms
    7Bathrooms
    4Receptions
  • New development
    1/9

    Winkfield Park…

    Winkfield Row, Winkfield, Berkshire, RG42 6NA

    133.04 to 140.10 m²
    Guide price £940,000 -​ £975,000
    • ARRANGE YOUR VIEWING NOW…ARRANGE YOUR VIEWING NOW…
    • Conveniently located near Ascot, Windsor & Bracknell with excellent transport links via the M3, M4, M25, and Heathrow.…Conveniently located near Ascot, Windsor & Bracknell with excellent transport links via the M3, M4, M25, and Heathrow.…
    • Situated opposite the leading independent preparatory school, Lambrook, and other well-regarded schools locally…Situated opposite the leading independent preparatory school, Lambrook, and other well-regarded schools locally…
    • Stunning landscaped grounds, paddocks and velvet lawns provide a peaceful ambience…Stunning landscaped grounds, paddocks and velvet lawns provide a peaceful ambience…
    Georgie Roberts

    Sunningdale

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

    New development
    133.04 to 140.10 m²
    3Bedrooms
    2 - 3Bathrooms
    2Receptions