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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Kayla F.

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Ashleigh Cannon

Working with Ashleigh made our real estate journey in Rappahannock truly remarkable. Her deep local knowledge and innovative approach were key in helping us secure and keep four lots together, allowing us to put down roots in this beautiful area. Ashleigh provided professional advice every step of the way, always thinking outside the box to address any challenges we faced. Thanks to her expertise and dedication, we now have new projects we cannot wait to start! We couldn’t be happier with the experience and highly recommend Ashleigh to anyone looking to make a move in Rappahannock!

Linda D.

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Ashleigh Cannon

I wanted to express my gratitude for the outstanding service that I received from your agent, Ashleigh, during the recent sale of my rental property on Sperryville Pike. Ashleigh is a gem! She made the process seamless and easy. She exhibits unparalleled professionalism while always being down to earth and approachable. Ashleigh’s work made this transaction far exceed my expectations. I would certainly refer anyone in need of an agent to your office.

Kayla F.

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Ashleigh Cannon

Our experience with Ashleigh as our real estate agent was nothing short of phenomenal. From the moment we met her, her energy, enthusiasm, and positive attitude were infectious. She came into our initial meeting with such a go-getter spirit that we knew instantly she was the right choice for selling our home.
Ashleigh’s responsiveness and promptness stood out immediately. She was always available to answer our questions and guide us through the process, making what could have been a stressful experience feel seamless and straightforward.
When it came to listing our house, Ashleigh took charge and handled everything with unmatched professionalism. Her proactive approach and dedication were evident as she had our house sold within mere days! It was clear she put in a tremendous amount of effort behind the scenes, and it paid off faster than we could have imagined.
But what truly set Ashleigh apart was her willingness to go above and beyond for us. Her efforts didn’t just stop at the sale; she ensured every aspect of the transaction was in our best interest, providing us with peace of mind throughout.
In summary, working with Ashleigh was an absolute delight. Her exceptional service, coupled with her positive and energetic approach, made our house-selling experience incredibly smooth and successful. I would recommend her without hesitation to anyone looking to sell their home efficiently and for the best value. Ashleigh isn’t just a real estate agent; she’s a game changer in the industry.