Meet The Milstead Team

When you are buying or selling property in today´s real estate market, it´s important to have confidence in your real estate professionals. 

We would like to tell you a little bit about The Milstead Team. We are a family team that has been selling real estate since 1960.




Meet Holly Milstead ABR, CRS, GRI, SFR


Meet Holly Milstead, the lead Realtor on The Milstead Team. Holly’s Real Estate career began in 1989 when she joined her parents in the family business. She has remained a top producer yearly since then. That same year, the Milstead family purchased a Coldwell Banker franchise and became Coldwell Banker Milstead Real Estate. After 10 years with Coldwell Banker, the decision was made to join a very innovative Keller Williams Realty.

Holly’s reputation for family values and genuine concern for each and every client has earned her the trust and support of not only her clients but also her peers. Education is a top priority for Holly. She has earned the following designations:

  • CRS, (Certified Residential Specialist),
  • GRI, (Graduate of the Realtor Institute),
  • ABR, (Accredited Buyer Specialist), and
  • Referral and Relocation Specialist
  • Multiple other Relocation Certifications.
  • Luxury Homes Specialist
  • Certified Residential Marketing Specialist,
  • Certified Property Specialist
  • Historical Home Specialist
  • Short Sale and Foreclosure Resource

    The CRS designation is only held by the top 3% of Realtors in the nation. The GRI designation is held by the top 11% and the ABR is earned by only the top 15%. Holly also has a degree from Texas State University.

    The professionalism and common goals shared by the team make for a great partnership and a combined 130+ years of experience. The team includes two licensed full time assistants.

    Holly specializes in McKinney, Frisco, Allen, Plano, Prosper, Celina, Fairview, Lucas, Anna, Melissa and also the remainder of Collin and Denton Counties. As a lifetime resident of McKinney, Holly understands the inner workings of the community and is able to use her knowledge of the past and present to give the best advice to her clients. One of the many things Holly has developed over the years is a strong bond with the community. Being involved with many of the community initiatives is a passion for Holly. She has been a member of Rotary International since 1995, The McKinney Chamber of Commerce since 1989, provided numerous volunteer hours and support for Habitat for Humanity and The Samaritan Inn. Holly is also a past graduate of Leadership McKinney. Holly’s success as a Realtor can be attributed to her strong family values, genuine concern for her clients, use of state of the art technology, commitment to marketing, internet presence and a sincere love for real estate. She continues to lives by her promise to clients; “I will not sell you a home that I would not be proud to sell for you later.”

    Holly’s achievements in the Real Estate community have been recognized in many ways over the past 20 years:
  • Holly was named by D Magazine as one of Dallas’ Top 50 Real Estate Agents
  • Recipient of the Chamber of Commerce, Top 25 Women in Business
  • Five Star Realtor Award – 2015
  • America’s Most Honored Professionals (Top 5%) 2015
  • The Milstead Team has been recognized as one of the top teams in Keller Williams Realty, receiving the following awards:
  • Double Gold 2001- 2002
  • Triple Gold 2003-2005
  • Quadruple Gold 2006-Present




  • Meet Lena Milstead CRS. GRI, Broker Associate


    Meet Lena Milstead, with over 30 years of experience in real estate and 15 years in banking, Lena brings a wealth of knowledge to the team. As a lifetime resident of Collin County, Lena has weathered all types of financial markets. She and her husband, Earl, are the founding partners of The Milstead Team and have continued to grow the business through booming and tough times. Throughout her career, Lena has worked as onsite sales representative for custom builders and also owned her own real estate company. The Milstead Team made a move in 2001 to join Keller Williams Realty where they have been recognized numerous times for being one of the top Real Estate Teams at Keller Williams.

    Lena holds a bachelor’s degree from North Texas State University and Certificate in Banking from Southwestern Graduate School of Banking at Southern Methodist University. She has also earned the following real estate certifications:

  • CRS (Certified Residential Specialist)
  • GRI (Graduate of Realtors Institute)
  • Certified New Home Specialist
  • Certified Corporate Property Specialist
  • Historical Preservation Specialist
  • Referral and Relocation Certification
  • Previews Property Specialist
  • Corporate Diversity Training
  • Luxury Home Specialist
  • Short Sale and Foreclosure
    She also holds a Real Estate Broker License.

    A passion for the community drives Lena daily and has become the focus of her career. She has also served on many boards and committees including:
  • Hurricane Creek Ladies Association (Past President)
  • Habitat for Humanity
  • Heritage Guild of Collin County
  • North Texas Christian Academy
  • City of McKinney-Town Center Study Committee
  • Women’s Alliance McKinney
  • McKinney Chamber of Commerce
  • Eldorado Ladies Association (Past President)
  • Collin County Association of Realtors

    Lena and her husband Earl are active members of the High Pointe Church of Christ.

    In addition to being recognized as one of the Top Teams at Keller Williams every year since 2001, The Milstead Team received the Chamber of Commerce Business of the Year Award. Lena was also recognized with:
  • President’s Circle and
  • President’s Elite for numerous years and
  • Chamber of Commerce Top 25 Women Award.

    Lena is recognized among her peers and clients as a woman of strong character and unwavering principles. Through these, Lena creates clients for life; once a client, forever a member of the family. As a result of these relationships, she also works with Estates and the coordinating involved with these sales as life transitions for her clients

    The Milstead Team also represents many relocation companies and third party companies.



    Meet Earl Milstead GRI, SRA, SRWA



    Meet Earl Milstead. He attended Texas Christian University and Southern Methodist University where he earned a Certificate in Real Estate. He obtained his Texas Brokers License soon after graduation. Earl began his real estate career as an Appraiser and has been influential in many of the projects you have come to know around the area including highway and reservoir acquisitions. Earl has been an owner of a real estate and appraisal company or real estate team since 1960. He has been a constant source of information for real estate. He is experienced in the appraisal of real properties, including residential, commercial, industrial and farm and ranch properties.

    He also holds numerous real estate certifications including:
  • Graduate of the Realtors Institute (GRI)
  • Society of Real Estate Appraisers (SRA)
  • Senior Right of Way Association Member (SRWA)
  • State Certified General Real Estate Appraiser He is a member of the following associations:
  • National Association of Realtors
  • Texas Association of Realtors
  • Collin County Association of Realtors
  • International Right of Way Association
  • Appraisal Institute

    Earl’s career has been vast and covered many committees and boards. Some of his past positions include President of the following:
  • Collin County Association of Realtors
  • McKinney Rotary Club
  • Appraisal Institute
  • International Right of Way Association
    Earl is also been a 32nd degree Mason and a Shriner.

    The Milstead Team has been the recipient of the Chamber of Commerce Small Business of the Year Award.
    In addition, Earl served as Chairman of County Hospital Board and Mckinney Chamber of Commerce.

    As a constant source of sound and level advice and experience, Earl continues to lead The Milstead Team. A member of a long line of family Realtors, Earl has real estate in his blood and will always be an active part of The Milstead Team. Earl has an immense love of community and pride in its continued growth. His values and leadership will continue to help McKinney grow for years to come.



    Meet Debbie Castleberry CCPS, CRMS



    Meet Debbie Castleberry. Debbie began her real estate career in 1980 at the Collin County Multiple Listing Service where she worked for 13 years. In 1995, she became a Licensed Realtor and began listing and selling properties. In 2003 she joined The Milstead Team as an Administrative Assistant/Realtor and has been a key part of the team since. Her beginning role on the team was to manage distressed properties as well as handling the closing coordination. Her duties included everything from listing and pricing to maintenance and finally all the way through the closing process. Debbie is currently working as a buyer’s agent as well as listing/closing coordinator. We couldn’t be happier with her ability to assist clients in choosing the perfect home and coordinating the closing smoothly.

    With her Real Estate Certificate from Collin County Community College and the immense amount of knowledge and experience she brings to the team Debbie creates a balance and steadiness necessary for the diversity that The Milstead Team offers. She also has the following designations: 
  • Certified Corporate Property Specialist
  • Certified Residential Marketing Specialist.

    Debbie and her husband Gary are lifetime residents of Collin County where Gary has built a name for himself as a Premier Builder for Dave R Williams Homes in Prosper. Debbie brings to the team, a vast knowledge of the new home builder industry. From her know of construction to contracts, Debbie’s experience is vast. Debbie and Gary have 2 children, Tanner and Kimberly. Tanner a 2004 Graduate of Prosper High School, he is married to Holly (Johnson) owns his own Landscaping Company in the Prosper area. Kimberly is a 2009 Graduate of Prosper High School and a 2013 Graduate of Texas Christian University, with a degree in Middle School Education. Kimberly is an 8th grade Math Teacher & Coach at Fort Worth ISD and is married to Joshua Patterson, they have a son Jett. In her spare time other than being a Grandma to Jett, She enjoys watching TCU football & soccer. She also enjoys traveling & hunting.













    Holly Milstead
    Holly Milstead
    ABR, CRS, GRI, SFR
    7200 University Drive #300 McKinney TX 75071
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