109 Gloucester Street, The Rocks NSW 2000

Built between 1855 – 1857, 109 Gloucester Street forms part of Jobbins Terrace, a rare remaining example of one of Sydney’s earliest and most architecturally distinguished Greek Revival terrace rows. Set within historic Long’s Lane enclave – home to only 17 residences – this charming terrace house is an opportunity to acquire an integral part of The Rocks’ living history.

Designed by Oswald Lewis, it features a rare Greek Revival ‘break-front’ facade, representative of the shift from simple colonial dwellings to true architectural composition. Forming part of the historic Long’s Lane Precinct, home to some of Sydney’s earliest architecture, 109 Gloucester Street is an exceptional residence in one of the city’s most revered and sought-after locations.

The terrace’s heritage and provenance has been meticulously preserved, its rich sense of history carefully paired with modern amenities, led by leading Australian firm TZG Architects. Maximising space on all levels, the innovative layout includes a deceptively spacious laundry room, and convenient marble powder room on the ground floor, with exceptional finishes throughout.

Painstakingly restored, the front facade features a convict-cut sandstone plinth, the original entry door, and tuck-pointed brickwork. Step inside to generous proportions with soaring ceilings and polished hardwood timber floors, light-filled formal lounge and dining rooms with original tall sash windows and a cosy Jetmaster gas fireplace.

On the first floor are two spacious bedrooms with original fireplace surrounds, sash windows, polished floorboards, and original fireplace surrounds with stone and brick hearths. The master suite also has a Jetmaster gas fireplace and built-in robes. On the same floor is a luxuriously-appointed Carrara marble bathroom with deep soaking bath and double rainwater shower, as well as a cleverly-designed separate laundry, with ample storage and Calacatta Viola benchtops.

The top floor features a spacious loft bedroom with a quiet study nook, an ideal space for work or study space. From the charming original dormer window, take in sweeping views over The Rocks to the Sydney Harbour Bridge.

A brand new chef’s kitchen has been finished to the highest standard, with Calacatta Viola marble benchtops, PITT gas cooktop, and Miele appliances. With a leafy outlook, the galley-style kitchen leads directly out to a private north-facing courtyard, with sunlit entertainers’ deck. Beautifully landscaped low-maintenance gardens feature mature trees, lush ferns, and flowering ground cover.

With rear pedestrian access on to cobblestoned c. 1830 Carahers Lane, simply stroll to schools, parks, cafes and restaurants throughout The Rocks.

One parking permit is available.

Here, every day is an opportunity to experience the history and beauty of Sydney. Jobbins Terrace is tucked away in Long’s Lane, a peaceful neighbourhood, yet it’s just a few minutes’ walk to the city’s most iconic attractions. Stroll to the Opera House and the Sydney Harbour Bridge, Circular Quay, and world-class dining along the harbourfront.

Fort Street Primary School is one block away, and within easy walking distance are ferries, trains, and six hectares of green space at Barangaroo Reserve – one of Sydney’s most scenic locations for a morning jog or evening walk.