Dillon Holden

Sales Representative

Dillon Holden is a trusted real estate professional with over six years of experience helping clients buy and sell properties across Caledon, Muskoka, Parry Sound, and beyond.

Raised in Caledon, Dillon brings deep local insight and a genuine understanding of the lifestyle—from quiet country roads and tight-knit communities to small-town charm and scenic landscapes. He knows what makes these areas special and how to match clients with the perfect property.

With experience spanning across southern Ontario, he specializes in rural, cottage, farm, and waterfront properties. This includes agricultural land, zoning, acreage valuation, and the unique considerations of country living.

Coming from a 50-year family run landscaping and construction business in Caledon, Dillon offers practical expertise in land development, grading, drainage, foundations, septic systems, wells, and rural infrastructure. He helps clients look beyond the surface, avoid costly surprises, and make confident decisions.

Before real estate, Dillon spent 10 years as a skydiving instructor —an experience that honed his ability to stay calm under pressure, manage risk, and execute with precision. That same focused mindset now benefits clients in every negotiation and transaction.

Dillon also connects clients with a trusted network of professionals across trades—from plumbing and electrical to permitting and development—providing support that extends well beyond closing.

Known for his straightforward approach, attention to detail, and genuine commitment to protecting clients’ interests, Dillon delivers insight and service that go far beyond a typical real estate experience.

“In rural real estate, what you don’t know can cost you — let me make sure it doesn’t.”

Visit Website
(416) 689-8734

Featured Properties

For Sale
16703 MISSISSAUGA ROAD E Caledon

16703 MISSISSAUGA ROAD E

Caledon Ontario
$1,449,000
For Lease
13727 CREDITVIEW ROAD Caledon

13727 CREDITVIEW ROAD

Caledon Ontario
$5,399
For Sale
823 LAURIER AVENUE Milton

823 LAURIER AVENUE

Milton Ontario
$925,000
For Sale
5405 WELLINGTON RD 52 Erin

5405 WELLINGTON RD 52

Erin Ontario
$2,149,000
For Sale
9920 REGIONAL ROAD 25 ROAD Halton Hills

9920 REGIONAL ROAD 25 ROAD

Halton Hills Ontario
$1,349,900
For Sale
10319 15 SIDE ROAD Halton Hills

10319 15 SIDE ROAD

Halton Hills Ontario
$3,750,000
For Sale
704 - 81 MILLSIDE DRIVE Milton

704 - 81 MILLSIDE DRIVE

Milton Ontario
$449,000
For Sale
5013 ERAMOSA-ERIN TOWNLINE Erin

5013 ERAMOSA-ERIN TOWNLINE

Erin Ontario
$910,000
For Sale
9078 WELLINGTON RD 124 Erin

9078 WELLINGTON RD 124

Erin Ontario
$799,000

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