16 Residential properties for sale in Cutty Sark

Wake up to coastal sunsets and panoramic Plettenberg Bay views in Castleton, perched above Piesang River Valley. Resort-style pools, tennis courts, three en-suite bedrooms and private balcony.

Relaxed coastal living in Plettenberg Bay’s peaceful complex, steps to amenities. Open-plan living flows to a covered patio with built-in braai; two bedrooms, two bathrooms and single garage.

Coastal investment lifestyle with sweeping ocean, lagoon and mountain views — elegant owner's residence plus three self-catering units, private plunge pool and double garage, six bedrooms, five bathrooms.

Relaxed coastal living in Thulana Hills, Plettenberg Bay with Robberg and ocean views. Ground-floor corner apartment with large communal garden and enclosed patio. Three bedrooms, two bathrooms.

Live coastal lifestyle in prestigious Cutty Sark, Plettenberg Bay — panoramic ocean views over Piesang Valley, Robberg Beach and peninsula. Two adjoining 2,355sqm stands ready for development.

Wake up to ocean breezes and mountain views in Castleton, Plett — light-filled living with north-east sun, two pools and secure, partially furnished 3-bed, 2-bath apartment.

Entertainer's dream in sought-after Cutty Sark, Plettenberg Bay — open-plan living, indoor braai and view-filled patio overlooking the ocean and Robberg, plus a self-contained bachelor flat and balconies.

Spacious family home in Cutty Sark with 4 bedrooms, 2.5 bathrooms, 460 m² floor size on 1582 m² land.

Elevated Plettenberg Bay retreat ideal for high-yield rentals, offering panoramic ocean and mountain views, a private cinema room, two decks, and seven ensuite bedrooms.

7 bedrooms, 6 bathrooms, 577 m² floor size, 780 m² land size, with a double garage in Cutty Sark.

Double storey home with five bedrooms, spacious living areas, and garden potential in Cutty Sark. Contact for viewing.

Five en-suite bedrooms, five bathrooms, 989 m² floor size, 969 m² land size, one garage.

Perched above Plettenberg Bay, this Cutty Sark home offers 180° ocean and Robberg Reserve views from a private cul‑de‑sac, conservatory-style braai, solar-heated pool, and custom bar; four bedrooms.

4 bedrooms, 4 bathrooms, 1 garage, on 677 m² land in Waterberry Ridge, Plettenberg Bay.

Four bedroom, three bathroom home with 250 m² floor size and 814 m² land. Includes a flatlet and garage.

4 bedrooms, 4.5 bathrooms, 2 garages, 450 m² floor size, 630 m² land size in secure estate.