Meet The Team

Caldwell & Co. is a collaborative team focused on highlighting the heritage of Kingston while creating client relationships that continue to grow.

Local Experts On Your Side

You’re in good company.

Meet Jake

Jake Caldwell

Realtor®

Meet Anne

Anne Caldwell

Realtor®

Meet Glenn

Glenn Rea

Realtor®
Listings Co-ordinator

Meet Kayla

Kayla Fletcher

Realtor®
Licensed Assistant

Unmatched Expertise Meets White Glove Service

Our clients get the best of both worlds no matter who they work with on our team. Caldwell & Co. combines expertise in residential construction and high-end hospitality management to give our clients comprehensive, personalized real estate services. Creating exceptional experiences while educating you along the way is our approach to doing good business.

"As a military family we move a LOT and work with many realtors; Jake and Anne are the best we've worked with! Responsive, locally connected, and made what is usually a stressful process very easy and incredibly fun. I now measure all agents to their standards of advice, care, compassion, and attention to detail. I wish I could bring their team with me to every move. This is the team you want to find or sell your home."

— Patrick Cameron

"Excellent experience moving to Kingston! It was a short-deadline, no-fail move and not a buyer's market. Jake, Anne, Glenn and the team rallied to find exactly the Strathcona Park house we wanted within our timeline. Beyond the real estate services you'd expect, Jake is also an ex-contractor and can size up a house and talk renovations like a pro!"

— Andrew Pohran

"Jake & Anne go above and beyond! They took the stress out of our experience; we were very picky and they were patient. We appreciated their property knowledge, their hands on approach, and care and attention to functionality for what we wanted, Both were excellent communicators which made a huge difference in this fast paced market."

— Steve & Kelsey's Parents

Living In Kingston

Historical charm, a vibrant culture, and tight-knit communities make Kingston a top choice for families, retirees, and buyers looking to get more value for their dollar. Home to gorgeous landscapes, character-filled homes, Queens University, CFB Kingston, ample outdoor recreation, and plenty of local breweries, mom and pop restaurants, and boutique shops, Kingston has a lot to offer and we can’t wait to welcome you to the neighbourhood.

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The Caldwell & Co. Difference

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Military Relocation

Featured Listings

What Your Neighbours Are Saying

See what buyers and sellers throughout Kingston have to say about working with Caldwell & Co.

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