Ashleigh Cannon

Realtor ®

When you meet Ashleigh and hear her stories of growing up in the postcard-pretty foothills of the Blue Ridge Mountains, you’ll sense right away her genuine love and deep reverence for Rappahannock County. Her grandfather Ray T. Cannon, a real estate broker, and father Jimmy Cannon, a realtor and farmer, were both instrumental in preserving Rappahannock’s land and traditions, and Ashleigh’s commitment to conservation, farming, and real estate are a genuine extension of her family’s values. While holding on to history and carefully envisioning the future, Ashleigh was instrumental in developing and revitalizing Sperryville’s River District, encouraging entrepreneurship and supporting small business owners in creating spaces to keep neighbors and families delighting in Rappahannock’s local treasures. She’s also an active community volunteer, serving as a past Board member of the Headwaters Foundation and establishing the Women’s Committee for the Rappahannock Farm Bureau. Ashleigh loves to spend her free time gardening with her daughter, exploring and cooking Southern cuisine, shopping for antiques, and studying the architectural features of old homes. If you are hoping to find “that sweet spot” in Rappahannock, a place that blends the beauty of the past, present, and future, let Ashleigh put her creative energy, business acumen, and local heritage to work for you.

Fun Facts

Fondest Memories

My fondest memories are of times spent with my father and grandfather, riding around Rappahannock and surrounding counties looking at land and farms, seeing cattle and horses, corn and soy bean fields, and learning the long history of the farms and the people that owned them from past generations.

Fighting the Good Fight

I graduated from Radford University and have a background in Senior Care and Marketing. I’m passionate about fighting Alzheimer’s disease- which my educational background ensures I am well suited to fight for the cause.

Localvore

My daughter and I often visit our favorite local chef on Monday evenings for amazing greens and other delicacies. Best of all? My daughter has learned so much about where her food comes from.

In Our Clients' Words

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Bryan M.

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Ashleigh Cannon

Ashleigh Cannon is Rappahannock through and through, so we knew she was the best person to list our property at 6 Hope Hill Road in Castleton, Virginia. Not only was Ashleigh our neighbor in Castleton, but she has been a trusted family friend for years. Our girls played on the same basketball and softball teams, while also being a part of the same girl scout troop and cheerleading squad. We spent a lot of time with the Cannon family over the years that we resided in Rappahannock County.

Not only is Ashleigh a fantastic realtor that will work diligently to get your home sold, but she cares about her clients like they are family, because in many cases she sees them as an extension of her own family. You can always count on Ashleigh to fight for you, especially when the chips are down and there are hurdles everywhere. That is when Ashleigh is at her best. She never gives up fighting for her clients!

We absolutely made the right choice to list our home with Ashleigh Cannon. You will not find a better realtor or person to help you with your real-estate needs.

Elizabeth W.

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Ashleigh Cannon

I knew Ashleigh would be an awesome Realtor to sell my home, and she was! Ashleigh listened to me and offered great advice. An added bonus, she has an infectious smile and is such a fun person to be around. Because of Ashleigh’s experience and background in marketing, my home went under contract in a day with multiple offers, and over the asking price. Ashleigh made the whole selling process an easy and pleasurable experience, and now I have a great friend! Highly recommend!!

Willie S.

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Ashleigh Cannon

Thank you for handling my private land acquisition in a time sensitive and professional manner. Ashleigh was able to Get It Done!