Rusty Underwood

Rusty Underwood

Owner, CEO, and Realtor®

Raised in a family of builders and developers, I am an expert in the building, selling and purchasing of residential and commercial property. My main objective is to understand your financial goals and determine a holistic real estate strategy that benefits you both personally and financially. Partnering with my wife and licensed Realtor® (Rachel Underwood), our pledge is to deliver informed Real Estate advice, creative solutions, and flawless execution in order to build relationships [...]

Raised in a family of builders and developers, I am an expert in the building, selling and purchasing of residential and commercial property. My main objective is to understand your financial goals and determine a holistic real estate strategy that benefits you both personally and financially. Partnering with my wife and licensed Realtor® (Rachel Underwood), our pledge is to deliver informed Real Estate advice, creative solutions, and flawless execution in order to build relationships that last a lifetime. Recognition: Realtor of The Year Award (2023) Voted Buisness Lexington, Chevy Chaser and Southsider 2024 Best Realtor in Lexington 2023-2025 Top 10 Producing Realtor of Bluegrass Realtor's over 4000 members National Association of Realtors’ Class of 30 Under 30 (2016) KY Real Estate Commission Good Neighbor Award (2016) Bluegrass Realtors Good Neighbor Award (2016) Top Producers Club Lifetime Member Leadership & Community Involvement: President, Imagine MLS (2023-2025) Central Bank Advisory Board Director, National Association of Realtors Board of Directors (2023) Finance Committee, National Association of Realtors (2023) President, Bluegrass Realtors (2022) Board of Directors, Commerce Lexington (2022) Delegate Body Representative, Kentucky Realtor Association (2022) President, Realtor Community Housing Foundation (2019-2022) Treasurer, Bluegrass Realtors (2020) Kentucky State Realtor Relief Foundation Board of Directors (2022) Sales & Marketing Council, Building Industry Association Association Memberships: National Association of Realtors Kentucky Association of Realtors Bluegrass Realtors Other Affiliates: Real Estate Investing Specialist Historical Property Specialist New Construction Specialist Remodeling Specialist Commercial Real Estate Specialist University of Kentucky Graduate

Office Location

Lexington
332 Romany Road
Lexington, KY 40502
859-245-1179

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Rusty Underwood, Owner, CEO, and Realtor®

My wife and I started with a mission to invest in real estate with our new adventure, Oak and Blue LLC. As we began this new venture, we knew how incredibly important it was to have a realtor who understood our goals, the Lexington community, and was willing to coach us through our many questions. Rusty was encouraging, inquisitive, and genuinely invested in our goals. He coached us through many aspects of making our dreams a reality. We are looking forward to continuing to work with him as we [...]

Michael Mitchell

27 August 2026, 13:53 PM

Rusty Underwood, Owner, CEO, and Realtor®

Fantastic person with a vast depth of knowledge in the real estate industry. I will always use Rusty for my real estate needs. One of the very best people I know. Rachel Underwood is pretty fantastic also!

Lori Hicks

24 August 2026, 18:27 PM

Rusty Underwood, Owner, CEO, and Realtor®

Fabulous service.

Charles Hicks

22 June 2026, 19:39 PM

Rusty Underwood, Owner, CEO, and Realtor®

Rusty and Rachel are true professionals and extremely good at what they do. They met with us, answered questions and phone calls quickly. We had a wonderful experience and I would recommend them to anyone!!

brettmquackenbush

17 June 2026

Rusty Underwood, Owner, CEO, and Realtor®

Rusty and Rachel Underwood were the best decision we made when selling our home. They came very highly recommended and yet still managed to exceed every expectation. They were incredibly supporting, available, and helpful through every step of the process. One of the most professional operations we’ve been a part of. Thank you!

Justin Quackenbush

17 June 2026, 20:24 PM

Rusty Underwood, Owner, CEO, and Realtor®

Rusty and Rachel were fantastic to work with while purchasing and selling our home. Their professionalism, knowledge, and communication made the process smooth and stress-free. We highly recommend them to anyone looking to buy or sell a home!

jillianbsilva

04 June 2026

Rusty Underwood, Owner, CEO, and Realtor®

Rusty and Rachel were fantastic to work with while purchasing and selling our home. Their professionalism, knowledge, and communication made the process smooth and stress-free. We highly recommend them to anyone looking to buy or sell a home!

Jillian Silva

04 June 2026, 09:08 AM

Rusty Underwood, Owner, CEO, and Realtor®

Rusty and Rachel have been consummate professionals on both transactions we’ve been involved in with them.

Kevin Silva

01 June 2026, 20:38 PM

Rusty Underwood, Owner, CEO, and Realtor®

I cannot begin to say how wonderful Rusty and Rachel were! They painted a whole new picture of client service. I live in Lou & they made buying a house in Lex seem like it was the easiest thing in the world, but their service didn’t stop there. They introduced me to awesome contractors as well!

Kristin Stuedle

21 April 2026, 00:38 AM

Rusty Underwood, Owner, CEO, and Realtor®

Rusty helped me buy my first home, and I highly recommend him to everyone and will definitely work with him in the future. He is professional, reliable, and extremely hardworking. He was in constant contact with me throughout the entire process and always made time to talk, no matter the time and despite a 3 hour time difference. He was eager to negotiate in order to get the best deal possible and did so until I was fully satisfied in the deal. He went above and beyond to make sure that I was [...]

marygracehinkle

01 January 2015

See all of my testimonials

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