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Kelly Caldwell

Experience & Background

Some career paths follow a simple trajectory. Then, there’s mine. I was a creative junkie from day one. After achieving considerable success as a published writer and fine art photographer, I transitioned into an executive role in the publishing industry. I spent a number of years in the print and online media industry before venturing into the world of real estate.

I’m a Guelph native, but life has taken me on a few twists and turns. I lived in the United States for nearly 10 years, and have travelled quite extensively. Some years ago, I returned home to plant roots and I have no regrets.

My Approach

I try very carefully to listen more than I speak. I work hard at being patient and making no assumptions. And I always – and I mean always – put my clients’ interests ahead of my own.

I like to think that I bring a heightened level of organization and preparedness to the profession. And, believing in the importance of continuing education, I have sought advanced accreditations for buyer representation, as well as a commitment to better understanding green building aspects, as they relate to buyers and sellers.

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  • I have worked extensively with Guelph real estate investors, both helping those purchasing investment property, and those divesting of their interests. This is knowledge I have gained over the course of many years. Serious investors don’t need to entrust their money with someone just learning how that part of the business works. ‘Nuff said.


  • I am a certifiable “downtown’er” and I love to help people buy and sell historic homes. I live in a century cottage that I have converted from a forgotten house to a wonderful family home. With a few tears along the way, granted.


  • Finally, but most importantly, while I take this business very seriously, I try not to take myself too seriously. We can work together to negotiate favourable result for you, and still enjoy ourselves in the process. I help my clients make sound investment decisions, and we have a great time along the way.

On the personal side, I’m a risk taker. I’m a rider of motorcycles. I’m a champion for animal welfare. (Granted, I’m also a champion for wine and cheese.) I’m a mother. I’m committed to always giving more than I take. And that last bit, that’s the bit that really matters. #abundance


Recent Articles Authored by Kelly Caldwell

Read more of my articles on TW Talk

Knowledge is power and
I love to educate my clients.

Current Residential Resale Properties

Recent Sold Properties

18 Eugene Dr
Pine Ridge & Westminster, South Guelph
3 beds | 3 baths | 1369 sq ft
Asking Price: SOLD
7-383 Edinburgh Rd
Old University, South Guelph
3 beds | 2 baths | 1068 sq ft
Asking Price: SOLD
302 Kathleen St
Exhibition Park, Downtown Guelph
2 beds | 1 bath | 774 sq ft
Asking Price: SOLD
88 Wilton Road
Outside of Guelph
3 beds | 2 baths | 1388 sq ft
Asking Price: SOLD
29 Halesmanor Ct
Kortright East, South Guelph
4 beds | 4 baths | 2715 sq ft
Asking Price: SOLD
408 Flannery Dr
3 beds | 2 baths | 1287 sq ft
Asking Price: SOLD
161 Dufferin St
Exhibition Park, Downtown Guelph
4 beds | 3 baths | 1979 sq ft
Asking Price: SOLD
29 Truesdale Cres
Kortright Hills, South Guelph
4 beds | 3 baths | 2211 sq ft
Asking Price: SOLD
107 Memorial Cresc
Willow, West Guelph
3 beds | 1 bath | 925 sq ft
Asking Price: SOLD

My clients say

Richmond Hill
Investment Property

As a property investor, I turned to Kelly for guidance on selecting the right home. Her knowledge of leasing agreements, the Residential Tenancies Act, and the investor market in Guelph was truly impressive.

Home Sale

Kelly’s approach to listing my Guelph home for sale was very thoughtful and organized. Her communication during the process was outstanding and she fought hard to get us top dollar!

Mike S.

Purchasing our first home with TrilliumWest Guelph was about as simple and fun as home buying can be in this market. Kelly & Jeremiah were great to work with! They both made sure to do everything they could to make this an easy & successful process. They were easy to communicate with and made time to work with us to find us the perfect house. We will definitely work with TW again in the future!

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Sales Representative

[email protected]