The Caldwell Group
Diving Deep: Get To Know Us
The Caldwell Group, led by award-winning Realtors® Dianna and Derek Caldwell, has built its reputation as one of the most trusted and accomplished real estate teams in Northern Kentucky and Cincinnati. With over 27 years of combined experience, the group has guided more than 2,600 families through successful transactions, representing over $300 million in sales volume. Consistently ranked as the #2 team locally, a Top 3 team in Kentucky, and in the Top 1% of Realtors nationwide, the Caldwell Group continues to set the standard for results-driven, client-focused real estate.
Backed by eXp Realty and coached through Tom Ferry’s elite programs, the team averages 200+ transactions per year and has earned more than 500 verified 5-star reviews across Google and Zillow. Their standing as a Zillow Premier Agent team and recognition in RealTrends America’s Best underscore their market leadership and commitment to service. Each Caldwell Group agent is required to earn at least one advanced designation, and collectively the team holds some of the industry’s most respected credentials, including Certified Residential Specialist (CRS), Certified Luxury Home Marketing Specialist (CLHMS), Accredited Buyer’s Representative (ABR®), and Military Relocation Professional (MRP)—credentials achieved by fewer than 3% of Realtors nationwide.
Serving Florence, Union, Independence, Hebron, Burlington, Fort Mitchell, Fort Thomas, Covington, and Newport in Northern Kentucky, as well as Cincinnati, Anderson, and Oakley in Ohio, the Caldwell Group specializes in luxury properties ($750k+), relocations, first-time buyers and sellers, and investment real estate. Combining local expertise with cutting-edge tools like 3D tours, AI-powered market analytics, and strategic digital marketing, they ensure every client—whether buying or selling—receives a seamless and results-driven experience.
Team Leaders
Dianna Caldwell
Team Lead / CEO
Derek Caldwell
Team Lead / Operations
Great People Don’t Work Alone
Meet Our Agents!
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Dianna Caldwell
Team Lead, REALTOR®
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Derek Caldwell
Team Lead, REALTOR®
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Allison Coffman
Agent Growth & Success, REALTOR®
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Jessica Roberts
REALTOR®
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Kaitlyn Angel
REALTOR®
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Kayla Andrews
REALTOR®
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Kirsten Rowe
REALTOR®
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Lauryn Whaley
REALTOR®
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Logan Favors
REALTOR®
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Meredith Czerwonka
REALTOR®
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Pam Lee
REALTOR®
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Rachel Greba
REALTOR®
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Roxy McGowan
REALTOR®
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Tara Casebolt
REALTOR®
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Stacy Woodbridge
REALTOR®
CALDWELL GROUP SUPPORT TEAM
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Jessica Stoutenborough
Transaction Manager
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Miranda Del Pozo
Listing Manager
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Sophia Cates
Social Media & Marketing Manager
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Mochi “Mo”
Pawperty Specialist
By The Numbers: Our Track Record
$300M+
Lifetime Sales
50+
Combines Years of Experience
100%
Client Satisfaction