Search All Headwaters Area Real Estate Listings

Advanced Search

Address Search

Search All Headwaters Area Real Estate

Our website features the best real estate search for homes, condos, land and properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

HOT NEW LISTINGS

131 Edelwild Drive, Orangeville image
131 Edelwild Drive, Orangeville $799,000

Perfect Family Home with Incredible Income Potential! Welcome to this beautifully renovated detached raised bungalow offering 3+2 bedrooms, two self-contained living unit...

  • 5 Beds
  • 2 Baths
  • W14151814 MLS
11 Falling Leaf Drive, Caledon image
11 Falling Leaf Drive, Caledon $899,999

Welcome To 11 Falling Leaf Drive A Beautifully Maintained Family Home Nestled In One Of Caledon's Friendly Communities, Southfields. A Quiet Street Featuring A Small Park...

  • 4 Beds
  • 3 Baths
  • W14151352 MLS
99 Burbank Crescent, Orangeville image
99 Burbank Crescent, Orangeville $649,000

This 3 bedroom home on Burbank has been well cared for - professionally painted top to bottom (2026). The main floor features an eat-in kitchen along side a bright com...

  • 3 Beds
  • 2 Baths
  • W14150990 MLS
27 Terrastone Court, Caledon image
27 Terrastone Court, Caledon $970,000

Welcome to this well-maintained raised bungalow, ideally situated on a quiet court in Bolton's desirable South Hill neighbourhood. Featuring excellent curb appeal and a t...

  • 5 Beds
  • 4 Baths
  • W14150786 MLS
158 Parkinson Crescent, Orangeville image
158 Parkinson Crescent, Orangeville $709,000

Welcome To 158 Parkinson Crescent - A Beautifully Renovated And Meticulously Maintained 100% Freehold Corner-Unit Home, Proudly Owned And Cared For By The Original Owner ...

  • 3 Beds
  • 3 Baths
  • W14150088 MLS
58 Lawren Harris Crescent, Caledon image
58 Lawren Harris Crescent, Caledon $849,000

Welcome To 58 Lawren Harris Crescent In Highly Desirable Bolton West! This Immaculate 2-Storey Semi-Detached Home Offers ~1,500 Sq. Ft. Of Turn-Key Living Space Designed ...

  • 3 Beds
  • 3 Baths
  • W14147088 MLS
690 Broadway N/A Unit 26, Orangeville image
690 Broadway N/A Unit 26, Orangeville $699,000

Welcome to 690 Broadway Unit 26, a sleek, modern two-storey townhome built in 2023 that perfectly balances luxury, functional space, and high-end upgrades. Step onto the ...

  • 3 Beds
  • 3 Baths
  • W14146850 MLS
33 Fountainbridge Drive, Caledon image
33 Fountainbridge Drive, Caledon $849,000

Priced to sell & great value in a mature pocket of Bolton! *Fully detached 2-Storey home built in an era where quality craftsmanship came first! This lovingly cared-for B...

  • 4 Beds
  • 4 Baths
  • W14146634 MLS
58 Wright Crescent, Caledon image
58 Wright Crescent, Caledon $999,000

Space, privacy and timeless charm come together at 58 Wright Crescent, a beautifully situated detached backsplit in one of Bolton's established residential neighbourhoods...

  • 4 Beds
  • 2 Baths
  • W14146562 MLS
70 Church Street, Orangeville image
70 Church Street, Orangeville $649,000

Awesome Potential! Solid Detached Brick Raised Bungalow on a Mature 70 x 100 Foot Lot. Needs Updating and TLC Reflected in the Price. What Great Value. This Family Home h...

  • 4 Beds
  • 2 Baths
  • W14146526 MLS

Address Search

Search Popular Areas

Useful Information