The garden featured in Horticultural Magazine (1870) and was romanticised by Hardy Wilson in 1920. The intense and continual interest in gardening at Gledswood has made Gledswood a prominent contributor to the art of gardening within NSW. Gledswood has historical significance for its association with the early development of Australia's wine industry. James Chisholm junior planted a vineyard in 1830, and in 1847 vinedressers from Germany were imported to work it. A convict built cellar under the homestead was capable of holding 20,000 bottles of wine. Gledswood was listed on the New South Wales State Heritage Register on 22 December 2006 having satisfied the following criteria. The place is important in demonstrating the course, or pattern, of cultural or natural history in New South Wales. The Gledswood Estate was built by James Chisholm c.1830 on land granted to him in 1829 and was upgraded in 1870 to include planned renovations to the buildings and extensions to the gardens that followed within the style of colonial style design. The place has a strong or special association with a person, or group of persons, of importance of cultural or natural history of New South Wales's history. Gledswood's outstanding 19th century garden was mentioned in the Hoticultural Magazine and by William Hardy Wilson Gledswood remained in the Chisholm family for 90 years and has a strong association with the Camden district. The place is important in demonstrating aesthetic characteristics and/or a high degree of creative or technical achievement in New South Wales. Romanticised by William Hardy Wilson, Gledswood contains one of the best of the Cowpasturers gardens. The place has a strong or special association with a particular community or cultural group in New South Wales for social, cultural or spiritual reasons. Gledswood estate has a strong association with the Camden district, much like Camden Park, Gledswood's unique character is recognised by well maintained colonial gardens and buildings that offer a strong historic rural character. The place has potential to yield information that will contribute to an understanding of the cultural or natural history of New South Wales. Gledswood has high potential to yield information on colonial settlement within Cowpastures rural downs, and in a wider sense, Camden and Cumberland County. This information combined with other studies within the area will greatly contribute to a better understanding of our cultural history. The place possesses uncommon, rare or endangered aspects of the cultural or