In 2013 The Trolley Barns at Rolling Mill Hill received the ULI Nashville's Excellence in Development Award.  

Bert received the Nashville Area Chamaber of Commerce's Prosperity Partner award for his years of volunteer leadership and work with the Chamber's redevelopment task force in 2013.

In 2012 The Trolley Barns at Rolling Mill Hill received the Nashville Downtown Partnership 2012 Award for Transformation of Historic Structures into a Entrepreneurial HUB. The Mathews Company was honored for the vision of restoring the 1930s-era historical buildings to a vibrant center for young professionals.

In 2012 and 2011 Bert was named by the Nashville Post as one of the CRE Top 50, a list of Nashville commercial real estate professionals considered to be "on top of their game".

July 2011 the Nashville International Airport renamed the newly renovated terminal after Robert Mathews, Jr. He served on the Metro Nashville Airport Authority from 1979 to 2001. He was chairman of the board, which manages Nashville International and John C. Tune airports for 19 of those years. "Bobby Mathews was a great leader, not just for the authority but for aviation in general. From early on in his tenure, he stood behind this industry as being an essential part of our region’s economy." said Raul Regalado, the authority’s president and chief executive.

October 2010 Bert was recognized by the Nashville Women’s Political Caucus as one of their "Good Guys". This award goes to men who have been outstanding advocates of women in the workplace, community and in civic organizations.

June 2010 Bert was named Executive of the Year by the Nashville Business Journal’s inaugural CRE MVP.

NAIOP Lease of the Year for 2009. Bert was a member of the team who received this prestigious award for a complex and challenging transaction that occurred during the most volatile economic conditions in the last seventy years.

June 2007 Bert Mathews was one of four men named "Father of the Year" at a special awards dinner benefiting the American Diabetes Association. Bert was chosen for his exceptional ability to balance his personal and professional lives while serving as an outstanding role model in the community. In partnership with the National Father’s Day Council, the "father of the Year" awards have raised more than $10 million nationally to benefit the American Diabetes Association.

May 2007 The Stahlman, Nashville’s second skyscraper, received a 2007 Preservation Award from the Metro Historical Commission. It was restored by Stahlman Redevelopment Partners, an entity formed by Bert Mathews, president of The Mathews Company and Martin Heflin, managing Director of M2H Group. Stahlman Redevelopment Partners began work on the space in January 2005. They worked to preserve many of the building’s original historical feature including tile floors, restored marble wainscoting, hardwood floors and crotch mahogany doors. The office –building-turned-commercial-and- residential-building received one of 11 awards give at the 32nd Annual Preservation Awards.

Nashville Downtown Partnership 2006 Award for Outstanding Achievement in Residential Development

.Bert was one of three recipients to receive this annual award for quality development in the residential category. Bert was honored for his vision in restoring two historic properties and bringing them back to life as apartments: the Lofts at 160 and The Stahlman Building.

In October of 2008, the Nashville Area Chamber of Commerce presented its inaugural Sprit of the Region in memory of Bob Mathews. Bob served as chairman of the Chamber board from 1976 to 1977. His vision strongly influenced Nashville’s transformation and propelled the city to the thriving community it is today.

Bob Mathews received the 2006 Vision Award, one of the most prestigious honors given by the Downtown Partnership. Bob was recognized for his vision of downtown, which greatly transformed the city. Thirty years ago, Bob has the idea to convert the 18th century Spring Brook building on Second Avenue into lofts. In 2006, his dream became a reality when the Lofts at 160 opened and became one of Nashville’s most distinctive residential communities.