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  1. Home
  2. Winterskloof
  1. HomeHome
  2. KwaZulu NatalKwaZulu Natal
  3. HiltonHilton
  4. WinterskloofWinterskloof
14 properties for sale in Winterskloof, Hilton

14 properties for sale in Winterskloof, Hilton

Prime Development Opportunity in the Heart of Hilton - Photo 1
Prime Development Opportunity in the Heart of Hilton - Photo 2
Prime Development Opportunity in the Heart of Hilton - Photo 3
Prime Development Opportunity in the Heart of Hilton - Photo 4
Prime Development Opportunity in the Heart of Hilton - Photo 5
Prime Development Opportunity in the Heart of Hilton - Photo 6
Prime Development Opportunity in the Heart of Hilton - Photo 7
Prime Development Opportunity in the Heart of Hilton - Photo 8
Prime Development Opportunity in the Heart of Hilton - Photo 9
Prime Development Opportunity in the Heart of Hilton - Photo 10
Just Listed

R 11,500,000

Winterskloof

Live the Midlands lifestyle on 47 hectares near Cowan House, Hilton Village and top private schools — three separate portions ideal for residential development with fast N3 access.

47.7m²
Unmatched Development Potential in Prestigious Hilton - Photo 1
Unmatched Development Potential in Prestigious Hilton - Photo 2
Unmatched Development Potential in Prestigious Hilton - Photo 3
Unmatched Development Potential in Prestigious Hilton - Photo 4
Unmatched Development Potential in Prestigious Hilton - Photo 5
Unmatched Development Potential in Prestigious Hilton - Photo 6
Unmatched Development Potential in Prestigious Hilton - Photo 7
Unmatched Development Potential in Prestigious Hilton - Photo 8
Unmatched Development Potential in Prestigious Hilton - Photo 9
Unmatched Development Potential in Prestigious Hilton - Photo 10
Just Listed

R 65,000,000

Winterskloof

Create a vibrant family-focused estate on 40 hectares, directly opposite Cowan House School and minutes from Hilton village and the Midlands Meander; includes town planning approval for 458 units.

39.9m²
Family home with garden cottage - Photo 1
Family home with garden cottage - Photo 2
Family home with garden cottage - Photo 3
Family home with garden cottage - Photo 4
Family home with garden cottage - Photo 5
Family home with garden cottage - Photo 6
Family home with garden cottage - Photo 7
Family home with garden cottage - Photo 8
Family home with garden cottage - Photo 9
Family home with garden cottage - Photo 10
Listed last 4 weeks

R 3,695,000

Winterskloof

Embrace serene country living at the lane’s end with panoramic sunrise views; entertainer’s deck, covered patio and pool, plus three en-suite bedrooms for family comfort.

3
3
8096m²
3
Exceptionally Spacious Family Home in Hilton - Photo 1
Exceptionally Spacious Family Home in Hilton - Photo 2
Exceptionally Spacious Family Home in Hilton - Photo 3
Exceptionally Spacious Family Home in Hilton - Photo 4
Exceptionally Spacious Family Home in Hilton - Photo 5
Exceptionally Spacious Family Home in Hilton - Photo 6
Exceptionally Spacious Family Home in Hilton - Photo 7
Exceptionally Spacious Family Home in Hilton - Photo 8
Exceptionally Spacious Family Home in Hilton - Photo 9
Exceptionally Spacious Family Home in Hilton - Photo 10
Listed last 4 weeks

R 3,750,000

Winterskloof

Elevated country living with sweeping valley views and terraced gardens, perfect for relaxed entertaining. Spacious kitchen and separate studio cottage for guests — three bedrooms, two bathrooms, triple garage.

3
2
7756m²
3
Stylish Living / Exceptional Views / Premium Position / Income Potential. - Photo 1
Stylish Living / Exceptional Views / Premium Position / Income Potential. - Photo 2
Stylish Living / Exceptional Views / Premium Position / Income Potential. - Photo 3
Stylish Living / Exceptional Views / Premium Position / Income Potential. - Photo 4
Stylish Living / Exceptional Views / Premium Position / Income Potential. - Photo 5
Stylish Living / Exceptional Views / Premium Position / Income Potential. - Photo 6
Stylish Living / Exceptional Views / Premium Position / Income Potential. - Photo 7
Stylish Living / Exceptional Views / Premium Position / Income Potential. - Photo 8
Stylish Living / Exceptional Views / Premium Position / Income Potential. - Photo 9
Stylish Living / Exceptional Views / Premium Position / Income Potential. - Photo 10
Listed last 4 weeks

R 3,750,000

Winterskloof

Entertainers' dream atop St Michael’s Road ridge, close to top schools and amenities — vast patio and established garden with panoramic views, plus a private flatlet and three bedrooms.

3
2
7756m²
6
Prime North-East Facing Land with Spectacular Views in Winterskloof - Photo 1
Prime North-East Facing Land with Spectacular Views in Winterskloof - Photo 2
Prime North-East Facing Land with Spectacular Views in Winterskloof - Photo 3
Prime North-East Facing Land with Spectacular Views in Winterskloof - Photo 4
Prime North-East Facing Land with Spectacular Views in Winterskloof - Photo 5
Prime North-East Facing Land with Spectacular Views in Winterskloof - Photo 6
Prime North-East Facing Land with Spectacular Views in Winterskloof - Photo 7
Prime North-East Facing Land with Spectacular Views in Winterskloof - Photo 8
Prime North-East Facing Land with Spectacular Views in Winterskloof - Photo 9
Prime North-East Facing Land with Spectacular Views in Winterskloof - Photo 10

R 1,500,000

Winterskloof

Elevated peaceful retreat in sought-after Winterskloof, north-east facing 11,279 m² parcel with sweeping views, a mature gum tree and flexible space to build your dream home.

1.13 ha
Unmatched Development Potential in Prestigious Hilton - Photo 1
Unmatched Development Potential in Prestigious Hilton - Photo 2
Unmatched Development Potential in Prestigious Hilton - Photo 3
Unmatched Development Potential in Prestigious Hilton - Photo 4
Unmatched Development Potential in Prestigious Hilton - Photo 5
Unmatched Development Potential in Prestigious Hilton - Photo 6
Unmatched Development Potential in Prestigious Hilton - Photo 7
Unmatched Development Potential in Prestigious Hilton - Photo 8
Unmatched Development Potential in Prestigious Hilton - Photo 9
Unmatched Development Potential in Prestigious Hilton - Photo 10

R 65,000,000

Winterskloof

Create a landmark, family-focused estate opposite Cowan House School, minutes from Hilton village and the Midlands Meander; 39.9ha with town planning approval for 458 units ready to develop.

39.9 ha
Spectacular 12,018 m2 Land on Dalry Road, Winterskloof – Breathtaking Views Await! - Photo 1
Spectacular 12,018 m2 Land on Dalry Road, Winterskloof – Breathtaking Views Await! - Photo 2
Spectacular 12,018 m2 Land on Dalry Road, Winterskloof – Breathtaking Views Await! - Photo 3
Spectacular 12,018 m2 Land on Dalry Road, Winterskloof – Breathtaking Views Await! - Photo 4
Spectacular 12,018 m2 Land on Dalry Road, Winterskloof – Breathtaking Views Await! - Photo 5
Spectacular 12,018 m2 Land on Dalry Road, Winterskloof – Breathtaking Views Await! - Photo 6
Spectacular 12,018 m2 Land on Dalry Road, Winterskloof – Breathtaking Views Await! - Photo 7
Spectacular 12,018 m2 Land on Dalry Road, Winterskloof – Breathtaking Views Await! - Photo 8
Spectacular 12,018 m2 Land on Dalry Road, Winterskloof – Breathtaking Views Await! - Photo 9
Spectacular 12,018 m2 Land on Dalry Road, Winterskloof – Breathtaking Views Await! - Photo 10

R 1,000,000

Winterskloof

Create a private Midlands lifestyle on 12,018 m² in Winterskloof, enjoying sweeping vistas, peaceful privacy and easy access to Hilton’s amenities and reputable schools — perfect for a luxury estate.

1.2 ha
Expansive 9,551 m2 Vacant Land on Dalry Road, Winterskloof – Your Dream Plot Awaits! - Photo 1
Expansive 9,551 m2 Vacant Land on Dalry Road, Winterskloof – Your Dream Plot Awaits! - Photo 2
Expansive 9,551 m2 Vacant Land on Dalry Road, Winterskloof – Your Dream Plot Awaits! - Photo 3
Expansive 9,551 m2 Vacant Land on Dalry Road, Winterskloof – Your Dream Plot Awaits! - Photo 4
Expansive 9,551 m2 Vacant Land on Dalry Road, Winterskloof – Your Dream Plot Awaits! - Photo 5
Expansive 9,551 m2 Vacant Land on Dalry Road, Winterskloof – Your Dream Plot Awaits! - Photo 6
Expansive 9,551 m2 Vacant Land on Dalry Road, Winterskloof – Your Dream Plot Awaits! - Photo 7
Expansive 9,551 m2 Vacant Land on Dalry Road, Winterskloof – Your Dream Plot Awaits! - Photo 8
Expansive 9,551 m2 Vacant Land on Dalry Road, Winterskloof – Your Dream Plot Awaits! - Photo 9
Expansive 9,551 m2 Vacant Land on Dalry Road, Winterskloof – Your Dream Plot Awaits! - Photo 10

R 900,000

Winterskloof

Escape to peaceful, leafy Winterskloof living — a 9,551 m² canvas with mature trees, sweeping views and room for a private estate, development, or garden retreat.

9551m²
Investor Opportunity: Multi-Faceted 39.9-Hectare Development in the Heart of Hilton - Photo 1
Investor Opportunity: Multi-Faceted 39.9-Hectare Development in the Heart of Hilton - Photo 2
Investor Opportunity: Multi-Faceted 39.9-Hectare Development in the Heart of Hilton - Photo 3
Investor Opportunity: Multi-Faceted 39.9-Hectare Development in the Heart of Hilton - Photo 4
Investor Opportunity: Multi-Faceted 39.9-Hectare Development in the Heart of Hilton - Photo 5
Investor Opportunity: Multi-Faceted 39.9-Hectare Development in the Heart of Hilton - Photo 6
Investor Opportunity: Multi-Faceted 39.9-Hectare Development in the Heart of Hilton - Photo 7
Investor Opportunity: Multi-Faceted 39.9-Hectare Development in the Heart of Hilton - Photo 8
Investor Opportunity: Multi-Faceted 39.9-Hectare Development in the Heart of Hilton - Photo 9
Investor Opportunity: Multi-Faceted 39.9-Hectare Development in the Heart of Hilton - Photo 10

R 65,000,000

Winterskloof

Create a lifestyle estate in Hilton's leafy KZN Midlands, minutes from Pietermaritzburg and under an hour to Durban — 39.9ha development-ready land with approval for 458 units.

39.9 ha
Development Land close to Hilton - Photo 1
Development Land close to Hilton - Photo 2
Development Land close to Hilton - Photo 3
Development Land close to Hilton - Photo 4

R 3,950,000

Winterskloof

Enjoy rural convenience 5km from Hilton — two adjacent portions of partially forested and open veld, ideal for residential or commercial development on the main route to Pietermaritzburg.

82 ha
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 1
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 2
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 3
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 4
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 5
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 6
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 7
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 8
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 9
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 10

R 683,000

Winterskloof

Create a peaceful hillside retreat in Hilton with panoramic valley and mountain views, easy access to schools, shops and parks—generous 4,000 m² sloping plot perfect for bespoke designs.

4000m²
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 1
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 2
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 3
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 4
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 5
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 6
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 7
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 8
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 9
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 10

R 3,500,000

Winterskloof

Create a rural retreat or development opportunity amid eucalyptus groves and peaceful countryside, zoned agriculture with water-use license — two portions (82ha and 45ha) offering farming potential.

45m²
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 1
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 2
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 3
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 4
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 5
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 6
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 7
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 8
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 9
Vacant Land For Sale in Winterskloof, Hilton, KwaZulu Natal - Photo 10

R 3,500,000

Winterskloof

Create a country estate or agricultural enterprise in a peaceful rural setting, surrounded by eucalyptus grandis; zoned agricultural with water-use license — two parcels: 82ha and 45ha.

82m²

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