We have a great team of Real Estate Agents.
Serving Norfolk, Newport News, and Virginia Beach
Anchor Realty Group, a family-owned and operated business, has been serving Norfolk, Newport News, Virginia Beach and the surrounding area since 1957. Specializing in sales, vacation rentals, property management, HOA Management & more, we offer in house turnover crews, maintenance, and landscaping services to provide simple paths and peaceful retreats.
Matt Toller
Owner/Principal Broker
matt@anchorvirginia.com
Matt began his real estate career with a thorough training in the family business and working to serve in every area of the industry. Matt brings a broad range of knowledge and experience to the table in the vacation rental business as well as sales, maintenance, landscaping, Home Owner Association Management, and even as a rental owner himself.
In 2012, Matt and his wife, Katey, purchased Anchor Realty Group from Katey’s grandmother. Matt has leveraged his love for people and desire to solve problems to grow Anchor Realty Group into THE one stop shop for residential real estate in the Hampton Roads community. Some may consider the task of growing the company work, but Matt truly loves his career and thrives off the passion that he shares with the agents and staff of Anchor Realty Group.
Matt has called Virginia Beach home for over a decade. He and Katey live in the Red Mill area of Virginia Beach.
Fun Facts
- Favorite VB Restaurant: Whiskey Kitchen
- Most Unusual Job: Wedding DJ
- Also Known As: The Anchorman
Katey Toller
Co-Owner/Agent
katey@anchorvirginia.com
Katey began her real estate career as a college student helping her grandmother with the family business. She takes pride in the growth that Anchor has seen since she and Matt bought the business in 2012. Katey and Matt strive to lead a team of problem-solvers and cultivate a family environment in the work place.
Katey graduated from Regent University where she studied Psychology. She has leveraged her degree to hone her people skills and develop a love for her clients. Katey’s attention to detail and devotion to her clients make her excellent representation for both buyers and sellers alike.
Katey and Matt live in Red Mill with their four daughters, and 2 dogs.
Fun Facts
- Between parenting her four beautiful girls and serving her clients in her thriving business, Katey also leads VESSELS VB – an amazing club for young girls. Check it out at vesselsvb.com.
- Favorite Beach in VB: Sandbridge
- Favorite Vacation Spot: On top of a mountain with my kiddos
Brad Benson
Chief Financial Officer/Manager/Agent
accounts@anchorvirginia.com
Born and raised in Saskatoon Saskatchewan, Brad made his way from the cold plains of Canada to the mountains of Colorado and ultimately to the sunny beaches of Virginia. He has an extensive accounting career, which began when he served as controller for a real estate developer in Colorado before joining Anchor in 2014. Brad has continued his professional development by obtaining his real estate license. He enjoys combining his number crunching abilities with the many facets of real estate; selling homes, helping clients find their dream home, property management and more recently HOA management.
Brad and his wife, Angie, have three kids and live in the Red Mill area of Virginia Beach.
Fun Facts
- Coffee or Tea: Coffee (be sure to check out Java Surf)
- Favorite Country to Visit: Italy
- First Concert: BonJovi
Annie Earls
Agent
annie@anchorvirginia.com
Annie’s Real Estate credentials found a solid foundation in her degrees in Communications Advertising & Public Relationship, and a Masters in Education. As an agent, her goal is to make the buying and selling processes as easy as possible. She is a “walking checklist” making sure each box in the closing process is checked on behalf of her clients.
Annie is a mother of two beautiful girls, Bella & Addie, and a military wife. As such, she has moved multiple times (and always when her husband was deployed), equipping her to learn the ins and outs of real estate, how to present competitive offers in fast markets, and how to prepare homes to sell for top dollar. With her background in customer service and sales, and the need for a flexible schedule as a military wife and mom, Annie finds her passions combined and is always ready to go the extra mile.
Fun Facts
- Former radio DJ
- Loves to jam with music from the 90’s
- Has made an appearance on The Price is Right!
Kaitlyn Hough-Oakes
Marketing Manager, Agent
kaitlyn@anchorvirginia.com
Kaitlyn’s passion is to make sure you have the best experience possible throughout your selling or buying journey. Her varied background in education and work experience with music, law enforcement, and the military allows her to understand and appreciate the story of everyone she works with.
Kaitlyn has over 5 years of experience in vacation rental management and marketing, bringing a unique and seasoned perspective to our operations and marketing support. She and her husband have lived in Hampton Roads for over 5 years now and are tied closely with the investor community.
Fun Facts
- Plays the oboe!
- Favorite Spot in Hampton Roads: Fort Monroe – I love the history, beach, and nature!
- I’m a foodie – I’ll try anything once! Ask me about any restaurant recommendations
We do more than just rentals.
While Anchor Realty Group is best known for providing peaceful, clean, and well-maintained vacation properties, we have partners that help bring more to your vacation.
Contact our team.
We'd love to hear about your needs and figure out how we can best serve you!
About Us
Anchor Realty is local...this is our home. Our team is committed to providing the service of a hotel, with the touch of a professional leader in the industry, and the feel of home. We connect the dots.
