7 Properties for sale in Winterskloof

Ridge-top lifestyle on Winterskloof ridge with sweeping valley and Pietermaritzburg views, versatile multi-unit layout including separate cottage, generous gardens and four covered parking bays.

Create your private Midlands retreat on 12,018 m² in Winterskloof, enjoying sweeping panoramic views, serene privacy and easy access to Hilton amenities and top schools — ideal for a luxury estate.

Create your private estate on 9,551 m² of leafy Winterskloof land near Hilton, offering exceptional privacy, scenic Midlands views and development potential — ideal for a gardened estate or multi-unit project.

Create a serene country estate in leafy Winterskloof, minutes from Hilton’s amenities and schools — expansive 9,276 m² private grounds with mature trees and panoramic valley views.

Entertainer's family haven in Hilton's Winterskloof, tucked on a quiet panhandle; flexible two-level living, expansive garden and pool, six bedrooms, 4.5 baths, three-day off-grid battery.

Escape to Hilton's sought-after lifestyle with expansive development potential near Cowan House, top schools and village — 47-hectare parcel split into three portions with easy N3 access and Midlands views.

Create a family-focused landmark estate opposite Cowan House School, minutes from Hilton village and the Midlands Meander — 40 hectares with town planning approval for 458 units.