5 properties in Cutty Sark, Plettenberg Bay

5 properties for sale in Cutty Sark, Plettenberg Bay

A ground-floor patio area featuring tiled flooring, sliding door access to the interior, and a timber-railed balcony above, set against a landscaped exterior.

The entrance to Castleton complex featuring a secure boundary wall, electric fencing, and a paved driveway with a security boom gate.

A panoramic elevated view overlooking the coastal town, surrounding hills, and the ocean horizon.

Modern kitchen featuring white cabinetry, granite countertops, built-in oven, gas hob, extractor fan, and tiled flooring with ample storage space.

Modern open-plan kitchen and living area featuring sleek white cabinetry, gas hob, integrated oven, and stylish tiled backsplash with neutral finishes throughout.

Modern open-plan kitchen and dining area featuring white cabinetry, stone countertops, integrated appliances, and direct access to a balcony through sliding glass doors.

An open-plan living area featuring a modern kitchen with light wood cabinetry, stone countertops, and tiled flooring, seamlessly connected to a cozy lounge space.

A neutrally painted living room featuring tiled flooring, coving, and a large window providing natural light.

Spacious open-plan living and dining area featuring neutral tiled flooring, a ceiling fan, and large windows providing natural light with access to a balcony.

A well-maintained bedroom featuring tiled flooring, built-in wardrobe storage, and neutral wall finishes with cove cornicing.

Listed last 4 weeks

R 3,950,000

Cutty Sark

Turnkey coastal investment in Castleton, Plettenberg Bay — ideal for Airbnb or holiday letting, comprising three fully furnished one-bedroom units under one sectional title, each with private entrance.

194 m²

194m²

ApartmentPool

Covered patio area featuring a swimming pool, glass balustrade, and scenic coastal views, providing an ideal space for outdoor relaxation and entertainment.

Elevated coastal view overlooking the bay, mountains, and surrounding neighbourhood, featuring a clear perspective from the property's roofline.

A covered patio area featuring a natural thatched ceiling, tiled flooring, and large glass sliding doors providing seamless access to the interior living space.

A covered patio featuring a bamboo ceiling and tiled flooring, providing seamless indoor-outdoor flow through large sliding glass doors.

A covered patio area featuring tiled flooring, a thatched roof ceiling, and large sliding glass doors providing access to the interior living space.

Covered patio area featuring a bamboo ceiling, tiled flooring, and direct access to a swimming pool with a glass balustrade and ocean views.

A well-maintained outdoor pool area featuring a covered patio, tiled flooring, and a modern glass balustrade overlooking the garden.

Welcoming entrance hall featuring arched double doors, neutral tiled flooring, and recessed lighting, leading through to the main living areas of the home.

A bright and neutral hallway featuring tiled flooring, coved cornicing, and an elegant arched double door entrance.

Bright living room featuring a stone fireplace, tiled flooring, and large sliding glass doors that open onto a patio with scenic views.

R 5,999,000

Cutty Sark

Entertain effortlessly on a sweeping patio and pool with ocean and mountain views in Cutty Sark; separate flatlet and sun-downer deck, four bedrooms, single garage.

814m²

HousePool

A scenic elevated view overlooking the coastal landscape, bay, and surrounding residential estate.

A scenic elevated view overlooking the surrounding coastal landscape, hills, and distant ocean bay.

An elevated view overlooking a lush green landscape and surrounding residential properties, featuring a clear blue sky.

An open-plan living area featuring tiled floors, a breakfast bar, and a functional kitchen with built-in cabinetry and an extractor fan.

Spacious open-plan living and dining area featuring tiled flooring, neutral walls, and large sliding glass doors providing access to the outdoor space.

A well-maintained living room featuring tiled flooring, decorative coving, and a secure entrance door with a fitted security gate.

Spacious open-plan living and dining area featuring neutral tiled flooring, coving, and direct access to an outdoor balcony through sliding glass doors.

A bright dining area featuring tiled flooring and a sliding glass door that opens onto a balcony with scenic views.

A functional kitchen featuring a granite breakfast bar, tiled splashback, and integrated laundry appliances, viewed through a timber-framed opening from the living area.

Open-plan living and dining area featuring tiled floors, coving, and a functional kitchen with granite countertops and integrated cabinetry.

Sold

R 3,495,000

Cutty Sark

Coastal living with sweeping sea views from this top-floor unit — light-filled open-plan living and modern kitchen, patio with aluminum sliders for sundowners. Three bedrooms, two bathrooms.

Apartment

Aerial view of the residential area, showcasing the coastal landscape, nearby estuary, and surrounding neighborhood infrastructure.

Aerial view of a vacant residential plot featuring natural vegetation, situated between existing developed properties with established landscaping.

An aerial view of a vacant residential plot featuring dense natural vegetation and established trees, situated in a developed neighborhood.

An elevated aerial view of a sloped, heavily vegetated residential vacant land plot with surrounding established neighborhood properties.

An elevated aerial view of a residential hillside area featuring dense natural vegetation, rocky outcrops, and established homes overlooking the landscape.

An elevated aerial view showcasing the surrounding coastal landscape, residential neighborhood, and distant ocean horizon.

R 10,700,000

Cutty Sark

Live where ocean breezes and coastal lifestyle meet — Cutty Sark, Plettenberg Bay. Two adjoining vacant plots (2,355sqm) with panoramic Piesang Valley and Robberg Peninsula views; develop together or separately.

2355m²

Vacant Land Residential

Modern multi-level residential facade featuring a paved driveway, integrated garage, spiral staircase, and upper-level balcony with contemporary architectural finishes.

Modern kitchen featuring granite countertops, built-in cabinetry, and a glass extractor hood, with seamless access to a balcony offering expansive coastal views.

Spacious open-plan kitchen featuring modern cabinetry, stone countertops, and integrated appliances, flowing seamlessly toward a balcony with scenic coastal views.

Spacious living area featuring large glass sliding doors that provide expansive ocean and coastal views.

Spacious living area featuring extensive built-in seating, floor-to-ceiling glass walls, and seamless access to an outdoor patio with panoramic ocean views.

A spacious covered patio featuring built-in stone bench seating, an integrated outdoor grill, and expansive windows offering scenic views.

A well-appointed dining room featuring tiled flooring, recessed lighting, and a custom-built timber wine cellar with a glass door.

Spacious dining room featuring tiled flooring, recessed lighting, and a sliding glass door providing natural light and access to the outdoor area.

An elevated timber balcony featuring a stainless steel and wire cable balustrade, offering expansive views of the surrounding neighbourhood.

Spacious bedroom featuring laminate flooring, recessed lighting, and expansive sliding glass doors opening to a balcony with panoramic ocean and coastal views.

Listed last 4 weeks

R 12,500,000

Cutty Sark

Enjoy elevated coastal living above Plettenberg Bay with sunrise-to-sunset ocean and mountain views, two panoramic decks, car collector’s garage with pit, and seven ensuite bedrooms.

800 m²

891m²

House

5 properties in Cutty Sark, Plettenberg Bay

5 properties for sale in Cutty Sark, Plettenberg Bay

R 3,950,000

R 3,950,000

R 5,999,000

R 5,999,000

R 3,495,000

R 3,495,000

R 10,700,000

R 10,700,000

R 12,500,000

R 12,500,000

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