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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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!!

Shelley & Scott N.

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Ashleigh Cannon

Thank you for your hard work and knowledge of the market! You were present every step including helping to pick out colors! We appreciate your tenacity and passion and encouraging us everyday! This day has finally come, hallelujah 🙌🙌🙌!!

The Jewell Family

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Ashleigh Cannon

We highly recommend Ashleigh Cannon, who was our real estate agent for our recent home purchase. She met with us numerous times, kept us informed, and provided answers to all of our questions expeditiously. She worked closely with the listing agent and obtained information from the previous owner that was needed. Her professionalism, dedication, and all out hard work, with which she handled this transaction, certainly made it very smooth for us.