Roland J. Augustine

Roland J. Augustine



REAL ESTATE SALESPERSON - Roland James Augustine grew up in Pine Plains, New York, and his career in Real Estate started at a young age with a passion for conservation and the outdoors. James attended The Millbrook School and went on to St. Lawrence University where he graduated from in 2015. His extensive knowledge of Dutchess County, and crucial understanding of land conservation, make him a perfect candidate for the job. James attributes much of his early success in the real estate industry due to his use of technology, and his ability to incorporate cutting edge marketing and advertising techniques. James prides himself on his ability to go above and beyond for his clients, ensuring a smooth transaction throughout the buying and selling process. Prior to joining H.W. Guernsey, James had worked for his father’s art gallery, Luhring Augustine, located on the lower west side of Manhattan and in Bushwick, Brooklyn. His mother, Kathleen V. Augustine, previously served on the board of directors at The Dutchess Land Conservancy, and currently sits on the advisory board. James’s older brother, Sam Augustine, also works in the residential real estate industry with Compass, based out of Aspen, Colorado. James values the lifestyle that comes with land ownership in Dutchess County, and some of his passions include fly-fishing, archery, tennis, golf, biking and photography. His support extends to The Dutchess Land Conservancy, The Cary Institute, The Millbrook School, The Tamerack Preserve, The Millbrook Hunt, Fitches Corners, and The Mashomack Preserve. James currently lives on Sunnyside Farm located in Pine Plains, New York.

Contact Information

  • Office Phone: (845).677.5311

  • Office Email:

  • Cell Phone: (917).846.6297

  • Personal Email:

  • Agents Listings

Agents Recent Sales



Altomont Cottage

Represented Sellers - $ 650,000


7 Reeder Road

Represented Buyers - $455,000

McGhee Hill Farm

Represented Sellers - $1,400,000


Goose Creek Farm

Represented Sellers - $685,000


Bangall Amenia Road

Represented Sellers - $765,000


The Dairy Barn

Represented Seller - $1,995,000



Represented Seller - $950,000


Berkshire Stud

Represented Seller & Buyer - 3,600,000

Mid- Century Millbrook

Represented Sellers - $870,000

Merrydale Farm

Represented Seller - $5,000 Monthly Rental


Johnny Cake Hollow

Represented Buyer - $285,000


Light Fall

Represented Seller - $3,500,000

Camp Hight

Represented Seller - $985,000