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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


Knowledge is power and
I love to educate my clients.

Current Residential Resale Properties

Recent Sold Properties

101 Kortright Rd W
Kortright Hills, South Guelph
5 beds | 2 baths | 1020 sq ft
Asking Price: SOLD
44 Yewholme Drive
Outside of Guelph
4 beds | 2 baths | 1276 sq ft
Asking Price: SOLD
44 Yewholme Dr
Campus Estates, South Guelph
4 beds | 2 baths | 1276 sq ft
Asking Price: SOLD
131-49 Rhonda Rd
Margaret Green, West Guelph
3 beds | 2 baths | 1308 sq ft
Asking Price: SOLD
6 Milson Cres
Kortright Hills, South Guelph
3 beds | 3 baths | 1684 sq ft
Asking Price: SOLD
9 Karen Ave
Kortright Hills, South Guelph
3 beds | 2 baths | 1750 sq ft
Asking Price: SOLD
7 Hamel Ave
Exhibition Park, Downtown Guelph
3 beds | 1 bath | 1060 sq ft
Asking Price: SOLD
356 Scottsdale Dr
Priory Park, South Guelph
2 beds | 2 baths | 1152 sq ft
Asking Price: SOLD
294 Farley Dr
Pine Ridge & Westminster, South Guelph
4 beds | 3 baths | 2957 sq ft
Asking Price: SOLD

My clients say

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!

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.

Emma C.

Kelly and Jeremiah worked with us to buy our first home and we couldn’t be happier! Would highly recommend.

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Sales Representative

[email protected]