More About Me

Business Philosophy

Terry Flanagan brings a solid business background, strong work ethic and honest approach to his real estate work. Terry likes to coach his clients through their real estate transactions - he's not afraid to share tough advice with his buyers and sellers, and celebrate their successes at the end of the process. This philosophy has helped build his business; he has been a multi-million dollar producer since he began more than two decades ago. But it is his passion working with people that truly motivates him. He enjoys sharing his expertise, encouragement and negotiation abilities with all his customers.

Communities Served

Terry was born and raised in Whitefish Bay, Wis., and remains a North Shore resident. He has a strong knowledge of the area and its communities. He has experience buying and selling homes in Bayside, Fox Point, Glendale, Whitefish Bay, Shorewood, Brown Deer, Mequon and Thiensville. He also has experience working throughout Milwaukee and Ozaukee counties.

Special Interests

Terry enjoys the challenge of transforming old, tired houses into fresh, livable homes. He has a strong network of home-improvement contacts and is willing to advise clients interested in rehabbing or investment properties. He has also enjoyed coaching youth basketball and soccer for several years.

Areas of Expertise

Terry has extensive experience counseling buyers and sellers interested in the North Shore, but he is willing to work within any market. He has familiarity with single-family and multi-family homes, condos and investment properties. Terry is also a Certified Negotiation Specialist. His association with Coldwell Banker Residential Brokerage offers him the best marketing tools available in this ever-changing real estate market.

Community Involvement

  • Previously coach for youth-level basketball and soccer.
  • Past Board Member, Dominican High School, Whitefish Bay, Wis.
  • Parish Council, Holy Family Parish, Whitefish Bay, Wis.,

Personal Background

Terry was president/owner of a successful manufacturing business until he sold it in 2002. He was named Small Businessman of the Year by the city of Juneau, Wis., due to his success in that enterprise. His interest in real estate, remodeling and investment properties led him to his second career of REALTOR, which he has been for more than two decade's. His business success and skill set transferred well to real estate.

Training and Designations

  • Member Metro Board of Realtor
  • Member National and State Board of Realtors
  • Member of Coldwell Banker's eTeam
  • Certified Relocation Specialist


  • Realtor of the Week, Milwaukee Journal Sentinel
  • International Sterling Society, Coldwell Banker Realty
  • International Diamond Society, Coldwell Banker Realty
  • Glendale's MVP Production Award from Coldwell Banker
  • People's Choice Award
  • Small Businessman of the City of Juneau, Wisconsin
  • Five Star Award


My family appreciated how Terry was willing to go the extra mile to close the deal. The powerful combination of his savvy business sense, along with his abundant emotional intelligence makes him an incredible sales executive. - Previous client

Terry was very helpful and his open and honest communication was much appreciated. I sincerely appreciated Terry's willingness to ensure our satisfaction with both the condition of the home and the transaction itself. - Previous client