Skip to main content
squareyards-logo
Sell Your Home
Shortlisted Properties
  • New Homes
  • For Sale
  • For Rent
Danger! Indicates a dangerous or potentially negative action.
Error

Maximum 4 project can be compared at one go.

L9Y Houses For Sale Under 500K - P2

Showing results 31 - 60 of 113
Last Updated: September 20, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 9 Days ago
49 TROTT Boulevard, Simcoe, ON , MLS #S13759622 , Image - 1
Image With Blur overlay

Like What you see?

Unit-176, 49 TROTT Boulevard Collingwood, Simcoe, ON MLS® S13759622

Residential Condo & Other (Condo Townhouse)

$399000.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Great new price!! On the water side! Welcome to this beautifully updated 2 bedroom, 2 bathroom condo nestled in one of Collingwood's most desirable an
9 Photos
Last Updated : 9 Days ago
173 EIGHTH Street, Simcoe, ON , MLS #S13158540 , Image - 1

Like What you see?

Unit-101, 173 EIGHTH Street Collingwood, Simcoe, ON MLS® S13158540

Residential Condo & Other (Condo Apartment)

$315000.0
  • 1 +0 Beds
  • 1 Baths
  • 700-799 sq-ft
This bright and inviting one-bedroom, one-bathroom ground floor condo features an open-concept layout and a spacious private patio, perfect for relaxi
25 Photos
Last Updated : 10 Days ago
515 MAPLE Street, Simcoe, ON , MLS #S13722988 , Image - 1

Like What you see?

515 MAPLE Street Collingwood, Simcoe, ON MLS® S13722988

Residential Freehold (Detached)

$479000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming, affordable and well located in Collingwood. Tucked away on one of Collingwood's lovely tree streets, this adorable brick bungalow is a wonde
23 Photos
Last Updated : 10 Days ago
508 Spruce Street, Simcoe, ON , MLS #S13735268 , Image - 1

Like What you see?

508 Spruce Street Collingwood, Simcoe, ON MLS® S13735268

Residential Freehold (Detached)

$499999.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
This charming brick bungalow offers 3 bedrooms, 1.5 bathrooms, a full basement, bonus room, single-car garage, and plenty of storage, all on a nice lo
Pre-Construction
1515 Pickering Parkway
18 Photos

1515 Pickering Parkway

1497-1525 Pickering Parkway, Pickering
From $399,990 - $706,990
project size image
Project Info
  • 1 Building
  • 571 Units
  • Condos
building outline
Property Mix
  • Studio(36)
  • 1 Bed(451)
  • 2 Bed(80)
  • 3 Bed(2)
Developer:Sevoy Developments
34 Photos
Last Updated : 11 Days ago
112 Escarpment Crescent, Simcoe, ON , MLS #S13762416 , Image - 1

Like What you see?

112 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13762416

Residential Condo & Other (Condo Townhouse)

$429000.0
  • 4 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Tucked away at the end of a quiet footpath and surrounded by mature trees and gardens, this charming 4-Bedroom, 2-Bath end unit condo offers a peacefu
16 Photos
Last Updated : 11 Days ago
170 Jozo Weider Boulevard, Grey County, ON , MLS #X13761956 , Image - 1

Like What you see?

Unit-219, 170 Jozo Weider Boulevard Blue Mountains, Grey County, ON MLS® X13761956

Residential Condo & Other (Condo Apartment)

$295000.0
  • 1 Baths
  • 0-499 sq-ft
Blue Mountain Living That Works for You! Enjoy the best of four-season living from the heart of Blue Mountain Village, without the responsibilities of
27 Photos
Last Updated : 11 Days ago
493 ONTARIO Street, Simcoe, ON , MLS #S13760822 , Image - 1

Like What you see?

493 ONTARIO Street Collingwood, Simcoe, ON MLS® S13760822

Residential Condo & Other (Condo Townhouse)

$454900.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Million-dollar Georgian Bay views from your own oversized bay windows - at a price that makes the waterfront lifestyle finally attainable. Tucked on s
21 Photos
Last Updated : 11 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13037230 , Image - 1

Like What you see?

Unit-2307, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13037230

Residential Condo & Other (Timeshare)

$19000.0
price drop iconPrice drop by 34.5%
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
An exceptional opportunity to own a fractional interest in a condo at Living Water Resort. Enjoy a vacation lifestyle in Collingwood with three design
Pre-Construction
Arbor West
14 Photos

Arbor West

10024 Mississauga Road, Brampton
From $559,990
project size image
Project Info
  • 88 Buildings
  • 204 Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Caivan
21 Photos
Last Updated : 11 Days ago
34 Dawson Drive, Simcoe, ON , MLS #S13724924 , Image - 1

Like What you see?

Unit-839, 34 Dawson Drive Collingwood, Simcoe, ON MLS® S13724924

Residential Condo & Other (Condo Townhouse)

$449000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Stone Resort and this spacious 2-bedroom, 2-bathroom upper-level condo offering convenient one-level living in a fantastic Collingwo
19 Photos
Last Updated : 12 Days ago
3 Brandy Lane Drive, Simcoe, ON , MLS #S13754258 , Image - 1

Like What you see?

Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13754258

Residential Condo & Other (Condo Apartment)

$429000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Ski Season is Fast Approaching, don't miss this Opportunity to live the Collingwood lifestyle. This four season turn-key 2-bedroom, 2-bathroom condo l
16 Photos
Last Updated : 12 Days ago
9 Harbour Street, Simcoe, ON , MLS #S13752368 , Image - 1

Like What you see?

Unit-4104/4106, 9 Harbour Street Collingwood, Simcoe, ON MLS® S13752368

Residential Condo & Other (Timeshare)

$30000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Hawaii, Palm Springs, Barcelona, Paris, Asia, Austrailia...! This fractional unit affords you membership with Interval International affording you pr
50 Photos
Last Updated : 12 Days ago
796468 Grey 19 Road, Grey County, ON , MLS #X13553424 , Image - 1

Like What you see?

Unit-211, 796468 Grey 19 Road Blue Mountains, Grey County, ON MLS® X13553424

Residential Condo & Other (Condo Apartment)

$418000.0
  • 2 +0 Beds
  • 2 Baths
  • 600-699 sq-ft
INVESTOR ALERT & MOUNTAINSIDE RETREAT! Secure a premier, high-performance revenue producer in the heart of North Creek Resort. Unit 211 is a Day 1 rea
Pre-Construction
Corktown Plaza
9 Photos

Corktown Plaza

221 John Street South, Hamilton
From $329,900
project size image
Project Info
  • 2 Buildings
  • 786 Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Slate Asset Management
15 Photos
Last Updated : 13 Days ago
156 Jozo Weider Boulevard, Grey County, ON , MLS #X13699150 , Image - 1

Like What you see?

Unit-231, 156 Jozo Weider Boulevard Blue Mountains, Grey County, ON MLS® X13699150

Residential Condo & Other (Condo Apartment)

$275000.0
  • 1 Baths
  • 0-499 sq-ft
Welcome to Suite 231 at The Grand Georgian, ideally located in the heart of Blue Mountain Village in a true ski-in, ski-out location. Step outside and
43 Photos
Last Updated : 14 Days ago
190 Jozo Weider Boulevard, Grey County, ON , MLS #X13667634 , Image - 1

Like What you see?

Unit-110, 190 Jozo Weider Boulevard Blue Mountains, Grey County, ON MLS® X13667634

Residential Condo & Other (Condo Apartment)

$274000.0
  • 1 Baths
  • 0-499 sq-ft
NEWLY RENOVATED | GROUND-FLOOR WALKOUT WITH PRIVATE PATIO Welcome to Suite 110 at Mosaic at Blue-a beautifully renovated, fully furnished bachelor re
50 Photos
Last Updated : 14 Days ago
331 MARINERS Way, Simcoe, ON , MLS #S12931640 , Image - 1

Like What you see?

331 MARINERS Way Collingwood, Simcoe, ON MLS® S12931640

Residential Condo & Other (Condo Apartment)

$464900.0
price drop iconPrice drop by 7.0%
  • 2 +0 Beds
  • 2 Baths
  • 800-899 sq-ft
This 2 bedroom, 2 bathroom, 2nd floor unit has gorgeous forest\landscape views out of the primary suite and living area. An open and bright livingroom
28 Photos
Last Updated : 15 Days ago
4 Kimberly Lane, Simcoe, ON , MLS #S13620612 , Image - 1

Like What you see?

4 Kimberly Lane
Unit-404, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13620612

Residential Condo & Other (Condo Apartment)

$395000.0
price drop iconPrice drop by 7.1%
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to effortless four-season living at The Marquis at Royal Windsor-a beautifully designed 700 sq. ft. one-bedroom suite that combines comfort, c
Pre-Construction
Lily at Crosstown
35 Photos

Lily at Crosstown

844 Don Mills Road, North York, Toronto
From $573,990 - $1,358,990
project size image
Project Info
  • 2 Buildings
  • 220 Units
  • Condos
building outline
Property Mix
  • Studio(2)
  • 1 Bed(95)
  • 2 Bed(79)
  • 3 Bed(44)
Developer:Aspen Ridge Homes
49 Photos
Last Updated : 16 Days ago
23 Dawson Drive, Simcoe, ON , MLS #S13138956 , Image - 1

Like What you see?

Unit-98, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13138956

Residential Condo & Other (Condo Apartment)

$399000.0
price drop iconPrice drop by 11.1%
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to this Lovely Ground Floor Condo tucked away in Secluded Setting along 23 Dawson Drive, Unit # 98. The Private Patio is set up perfectly for
28 Photos
Last Updated : 16 Days ago
796468 19 Grey Road, Grey County, ON , MLS #X13074640 , Image - 1

Like What you see?

Unit-514, 796468 19 Grey Road Blue Mountains, Grey County, ON MLS® X13074640

Residential Condo & Other (Condo Apartment)

$410000.0
price drop iconPrice drop by 3.5%
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
**NORTH CREEK RESORT - SHORT-TERM ACCOMMODATION PERMITTED**Ideally located at the base of Blue Mountain, this fully renovated studio loft offers excep
32 Photos
Last Updated : 16 Days ago
21 Dawson Drive, Simcoe, ON , MLS #S13493492 , Image - 1

Like What you see?

Unit-80, 21 Dawson Drive Collingwood, Simcoe, ON MLS® S13493492

Residential Condo & Other (Condo Townhouse)

$415000.0
price drop iconPrice drop by 3.3%
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to Unit 80 at 21 Dawson Drive, a beautifully updated two-bedroom, two-bathroom condo designed for easy, year-round living. Thoughtful renovati
41 Photos
Last Updated : 17 Days ago
5 Dawson Drive, Simcoe, ON , MLS #S13588828 , Image - 1

Like What you see?

Unit-314, 5 Dawson Drive Collingwood, Simcoe, ON MLS® S13588828

Residential Condo & Other (Condo Townhouse)

$430000.0
price drop iconPrice drop by 9.5%
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Rare Opportunity in Cranberry! Enjoy the convenience of ground-floor living. This spacious ground-level bungalow condo offers exceptional flexibility
Pre-Construction
The Clove Condos
13 Photos

The Clove Condos

2 East Mall Cres, Toronto
From $440,990
project size image
Project Info
  • 1 Building
  • 606 Units
  • Condos
building outline
Property Mix
  • Studio(32)
  • 1 Bed(379)
  • 2 Bed(127)
  • 3 Bed(68)
Developer:Mattamy Homes, QuadReal Property Group
28 Photos
Last Updated : 17 Days ago
13 Harbour Street W, Simcoe, ON , MLS #S13587208 , Image - 1

Like What you see?

Unit-253, 13 Harbour Street W Collingwood, Simcoe, ON MLS® S13587208

Residential Condo & Other (Condo Townhouse)

$329900.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to 253-13 Harbour Street West. This 2-bedroom, 1-bath townhouse condo is nestled among the mature trees of Cranberry, offering a fantastic opp
40 Photos
Last Updated : 17 Days ago
5 Dawson Drive, Simcoe, ON , MLS #S13626190 , Image - 1

Like What you see?

Unit-305, 5 Dawson Drive Collingwood, Simcoe, ON MLS® S13626190

Residential Condo & Other (Condo Townhouse)

$449900.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Beautifully renovated from top to bottom, this 2-bedroom, 1-bathroom end-unit townhouse condo is tucked among the mature trees of Cranberry and offers
21 Photos
Last Updated : 18 Days ago
209528 26 Highway, Grey County, ON , MLS #X13120842 , Image - 1

Like What you see?

Unit-3, 209528 26 Highway Blue Mountains, Grey County, ON MLS® X13120842

Residential Condo & Other (Condo Townhouse)

$329000.0
price drop iconPrice drop by 2.9%
  • 2 Beds
  • 1 Baths
  • 600-699 sq-ft
Well maintained 2 bedroom condo in a unique one-level building ideally located between the slopes of Blue Mountain and the shores of Georgian Bay. Thi
40 Photos
Last Updated : 19 Days ago
190 Jozo Weider Boulevard, Grey County, ON , MLS #X12886820 , Image - 1

Like What you see?

Unit-412, 190 Jozo Weider Boulevard Blue Mountains, Grey County, ON MLS® X12886820

Residential Condo & Other (Condo Apartment)

$384900.0
price drop iconPrice drop by 1.3%
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Top floor, desirable one bedroom, fully refurbished this past Fall, located in the popular boutique inspired Mosaic at Blue. Unit 412 is a rare find b
Pre-Construction
The Laurels
16 Photos

The Laurels

6100 Regional Road 25, Milton
From $506,990 - $795,990
project size image
Project Info
  • 7 Buildings
  • 1768 Units
  • Condos
building outline
Property Mix
  • 1 Bed(1425)
  • 2 Bed(343)
Developer:Mattamy Homes
15 Photos
Last Updated : 19 Days ago
190 Jozo Weider Boulevard, Grey County, ON , MLS #X13573058 , Image - 1

Like What you see?

Unit-349, 190 Jozo Weider Boulevard Blue Mountains, Grey County, ON MLS® X13573058

Residential Condo & Other (Condo Apartment)

$395000.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
This 698 sq.ft. completely refurbished, oversized one-bedroom suite at the popular Mosaic at Blue resort in Blue Mountain is a rare offering, it is on
40 Photos
Last Updated : 20 Days ago
5 Spooner Crescent, Simcoe, ON , MLS #S13134708 , Image - 1

Like What you see?

Unit-311, 5 Spooner Crescent Collingwood, Simcoe, ON MLS® S13134708

Residential Condo & Other (Condo Apartment)

$439000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome to #311 - 5 Spooner Crescent in the sought-after Blue Fairway community, a maintenance-free lifestyle in the heart of Collingwood. This stylis
27 Photos
Last Updated : 20 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13728146 , Image - 1

Like What you see?

Unit-5209, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13728146

Residential Condo & Other (Other)

$27000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Water Resort & Spa! Your stunning Collingwood getaway. You could own a fraction of this unit, spend three amazing weeks at Living Wa
24 Photos
Last Updated : 23 Days ago
71 Gibbard Crescent, Simcoe, ON , MLS #S13588594 , Image - 1

Like What you see?

71 Gibbard Crescent Collingwood, Simcoe, ON MLS® S13588594

Residential Freehold (Semi-Detached )

$489000.0
price drop iconPrice drop by 5.8%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Bright and fresh -- ready for you and your family. This is a two storey semi-detached with three bedrooms on the upper level and living room, kitchen
Pre-Construction
The Rebecca Condos
18 Photos

The Rebecca Condos

71 Rebecca Street, Hamilton
From $528,990 - $709,990
project size image
Project Info
  • 1 Building
  • 477 Units
  • Condos
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes, Melrose Investments
41 Photos
Last Updated : 23 Days ago
156 Jozo Weider Boulevard, Grey County, ON , MLS #X13723398 , Image - 1

Like What you see?

Unit-251, 156 Jozo Weider Boulevard Blue Mountains, Grey County, ON MLS® X13723398

Residential Condo & Other (Condo Apartment)

$359900.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
LUXURIOUS ONE-BEDROOM RESORT CONDOMINIUM - Fully furnished one bedroom suite in the Grand Georgian. Own a vacation property with none of the work and
20 Photos
Last Updated : 24 Days ago
7 Anchorage Crescent, Simcoe, ON , MLS #S13706662 , Image - 1

Like What you see?

Unit-#308, 7 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13706662

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Experience the Georgian Bay lifestyle in the sought-after waterfront community of Wyldewood Cove. This bright 3rd-floor corner condo offers approximat
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Tell us a Little about yourself!