Skip to main content
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.

Houses for Sale in Collingwood ON Under $500K - P2

Showing results 31 - 60 of 94
Last Updated: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
23 Photos
Last Updated : 16 Days ago
184 Eighth Street, Simcoe, ON , MLS #S13609596 , Image - 1
Image With Blur overlay

Like What you see?

Unit-307, 184 Eighth Street Collingwood, Simcoe, ON MLS® S13609596

Residential Condo & Other (Condo Apartment)

$299900.0
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Here's a unique chance to own a condo in the sought-after West Winds building! Properties here rarely become available. This secure, centrally located
33 Photos
Last Updated : 16 Days ago
4 Kimberly Lane, Simcoe, ON , MLS #S13173134 , Image - 1

Like What you see?

4 Kimberly Lane
Unit-124, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13173134

Residential Condo & Other (Condo Apartment)

$399900.0
price drop iconPrice drop by 7.0%
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Absolutely Stunning. Spacious One Bedroom Plus Den Condo With Upgraded Finishes. Quartz Countertops, S/S Appliances, Engineered Flooring, Ensuite Laun
15 Photos
Last Updated : 16 Days ago
4 Kimberly Lane, Simcoe, ON , MLS #S13605654 , Image - 1

Like What you see?

4 Kimberly Lane
Unit-325, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13605654

Residential Condo & Other (Condo Apartment)

$459000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to Royal Windsor Condos at Balmoral Village-Collingwood's premier 4-season lifestyle address! This bright and spacious 1+1 Bedroom, 1 Bath Pri
50 Photos
Last Updated : 18 Days ago
5 SPOONER Crescent, Simcoe, ON , MLS #S13110758 , Image - 1

Like What you see?

Unit-314, 5 SPOONER Crescent Collingwood, Simcoe, ON MLS® S13110758

Residential Condo & Other (Condo Apartment)

$409000.0
price drop iconPrice drop by 8.9%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Beautifully maintained newly-built two-bedroom two-bath condo overlooking the Cranberry Golf Course, featuring a bright open-concept layout in a prime
33 Photos
Last Updated : 19 Days ago
576 Oxbow Crescent, Simcoe, ON , MLS #S13211556 , Image - 1

Like What you see?

Unit-16, 576 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13211556

Residential Condo & Other (Condo Townhouse)

$499000.0
  • 4 Beds
  • 3 Baths
  • 1600-1799 sq-ft
FULLY FURNISHED AND MOVE-IN READY! This 2 Story condo townhouse is a beautifully maintained 4-bedroom, 3-bathroom townhome in Collingwood's highly des
16 Photos
Last Updated : 19 Days ago
17 Harbour Street W, Simcoe, ON , MLS #S12873986 , Image - 1

Like What you see?

Unit-227, 17 Harbour Street W Collingwood, Simcoe, ON MLS® S12873986

Residential Condo & Other (Condo Townhouse)

$350000.0
price drop iconPrice drop by 20.4%
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Welcome to Cranberry living in the heart of Collingwood! This private 2-bedroom, 1-bathroom condo offers a bright, stylish retreat in a sought-after c
6 Photos
Last Updated : 20 Days ago
10 Rhonda Road, Simcoe, ON , MLS #S13455332 , Image - 1

Like What you see?

10 Rhonda Road Collingwood, Simcoe, ON MLS® S13455332

Residential Freehold (Detached)

$299000.0
price drop iconPrice drop by 9.4%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
PROPERTY IS CONDITIONALLY SOLD. Attention Developers, Builders, and Investors! Rare opportunity to redevelop, rehabilitate, or reimagine a fully serv
47 Photos
Last Updated : 21 Days ago
5 Anchorage Crescent, Simcoe, ON , MLS #S13474236 , Image - 1

Like What you see?

Unit-104, 5 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13474236

Residential Condo & Other (Condo Townhouse)

$499000.0
price drop iconPrice drop by 3.9%
  • 1 +1 Beds
  • 2 Baths
  • 800-899 sq-ft
WYLDWOOD COVE, GROUND level one bedroom plus den with 2 bathrooms. This sought after waterfront community is located on the shores of Georgian Bay an
41 Photos
Last Updated : 22 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)

$475000.0
  • 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
30 Photos
Last Updated : 23 Days ago
32 Lorne Avenue, Simcoe, ON , MLS #S13544582 , Image - 1

Like What you see?

32 Lorne Avenue Collingwood, Simcoe, ON MLS® S13544582

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Rare opportunity to secure an oversized approximately 66'x132' lot in the heart of Collingwood, where you ca
9 Photos
Last Updated : 23 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
28 Photos
Last Updated : 23 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
31 Photos
Last Updated : 23 Days ago
440 Oxbow Crescent W, Simcoe, ON , MLS #S13516864 , Image - 1

Like What you see?

440 Oxbow Crescent W Collingwood, Simcoe, ON MLS® S13516864

Residential Condo & Other (Condo Townhouse)

$450000.0
  • 3 +0 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Welcome to Cranberry Village living in the heart of Collingwood. This spacious 3-bedroom, 2-bath condo townhouse offers approximately 1,447 sq. ft. of
24 Photos
Last Updated : 23 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S12304694 , Image - 1

Like What you see?

Unit-3210-3212, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12304694

Residential Condo & Other (Timeshare)

$80000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. Located on the 3rd floor of Living Water Resort, this unit offers amazing views o
15 Photos
Last Updated : 26 Days ago
184 Eighth Street, Simcoe, ON , MLS #S13579732 , Image - 1

Like What you see?

Unit-206, 184 Eighth Street Collingwood, Simcoe, ON MLS® S13579732

Residential Condo & Other (Common Element Condo)

$298500.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Welcome to easy, affordable living in one of Collingwood's most desirable condominium communities. Located in the well-maintained West Winds building,
17 Photos
Last Updated : 26 Days ago
34 Dawson Drive, Simcoe, ON , MLS #S13149144 , Image - 1

Like What you see?

Unit-825, 34 Dawson Drive Collingwood, Simcoe, ON MLS® S13149144

Residential Condo & Other (Condo Townhouse)

$425000.0
price drop iconPrice drop by 5.6%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to 34 Dawson Drive, Unit 825, a unique and versatile upper-level condo located in Collingwood's sought-after Living Stone Resort community. Th
6 Photos
Last Updated : 26 Days ago
149 Minnesota Street, Simcoe, ON , MLS #S12684652 , Image - 1

Like What you see?

149 Minnesota Street Collingwood, Simcoe, ON MLS® S12684652

Residential Freehold (Vacant Land)

$399900.0
price drop iconPrice drop by 11.1%
Incredible opportunity to build your dream home on this newly created lot on desirable Minnesota St. This is an exceptional opportunity as the lot has
5 Photos
Last Updated : 27 Days ago
9 HARBOUR Street E, Simcoe, ON , MLS #S12720304 , Image - 1
Unit-6201-03, 9 HARBOUR Street E Collingwood, Simcoe, ON MLS® S12720304

Residential Condo & Other (Condo Apartment)

$40000.0
price drop iconPrice drop by 20.0%
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Invest in an ownership share of Phase 2 of LIVING WATER RESORT AND SPA on the shores of Georgian Bay in the beautiful town of Collingwood. NOTE: this
50 Photos
Last Updated : 30 Days ago
5 Spooner Crescent, Simcoe, ON , MLS #S13530594 , Image - 1

Like What you see?

Unit-215, 5 Spooner Crescent Collingwood, Simcoe, ON MLS® S13530594

Residential Condo & Other (Condo Apartment)

$444999.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Discover Your Dream Home at Blue Fairview Development! Welcome to your stunning new oasis in the heart of Collingwood, nestled on Cranberry Trail and
45 Photos
Last Updated : 31 Days ago
5 Harbour Street E, Simcoe, ON , MLS #S12956994 , Image - 1

Like What you see?

Unit-1, 5 Harbour Street E Collingwood, Simcoe, ON MLS® S12956994

Residential Condo & Other (Condo Townhouse)

$489000.0
price drop iconPrice drop by 12.5%
  • 3 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Harbourside IV spacious END UNIT townhome approx. 1500 sq feet with 3 bedrooms and 2.5 bathrooms. Fantastic location in the west end of Collingwood on
44 Photos
Last Updated : 32 Days ago
24 Joseph Trail, Simcoe, ON , MLS #S13545074 , Image - 1

Like What you see?

24 Joseph Trail Collingwood, Simcoe, ON MLS® S13545074

Residential Condo & Other (Condo Townhouse)

$495000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience ultimate four-season recreation at 24 Joseph Trail, a beautifully finished 2 bedroom, 2 bathroom condo with a garage with lots of storage a
24 Photos
Last Updated : 32 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13553306 , Image - 1

Like What you see?

Unit-5100-5102, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13553306

Residential Condo & Other (Timeshare)

$45000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. This unit is located on the top floor of Living Water Resort and offers amazing u
50 Photos
Last Updated : 34 Days ago
172 Eighth Street, Simcoe, ON , MLS #S13518098 , Image - 1

Like What you see?

Unit-505, 172 Eighth Street Collingwood, Simcoe, ON MLS® S13518098

Residential Condo & Other (Condo Apartment)

$349900.0
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
UNDERGROUND PARKING FOR UNDER $350K! You will not find a cheaper unit in Collingwood with underground parking. Next winter could be so much easier he
10 Photos
Last Updated : 35 Days ago
310 Maple Street, Simcoe, ON , MLS #S13518402 , Image - 1

Like What you see?

310 Maple Street Collingwood, Simcoe, ON MLS® S13518402

Residential Freehold (Detached)

$449000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Walk to Downtown Collingwood!Endless potential awaits on this premium 28.8' x 165' deep lot, located steps from downtown Collingwood's shops, cafes, a
19 Photos
Last Updated : 37 Days ago
3 Brandy Lane Drive, Simcoe, ON , MLS #S13473544 , Image - 1

Like What you see?

Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13473544

Residential Condo & Other (Condo Apartment)

$449000.0
price drop iconPrice drop by 4.3%
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to the Collingwood lifestyle in this 4 season turn-key 2-bedroom, 2-bathroom condo located in the highly desirable Wyldewood Trailside Communi
17 Photos
Last Updated : 37 Days ago
128 Escarpment Crescent, Simcoe, ON , MLS #S13527162 , Image - 1

Like What you see?

Unit-18, 128 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13527162

Residential Condo & Other (Condo Townhouse)

$350000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Cranberry Village. This spacious two-bedroom, two-bathroom, two-story townhome is located in a quaint community in a highly desirable Colli
29 Photos
Last Updated : 38 Days ago
23 Dawson Drive, Simcoe, ON , MLS #S13497126 , Image - 1

Like What you see?

Unit-89, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13497126

Residential Condo & Other (Condo Apartment)

$359000.0
  • 2 +0 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to this bright and well-maintained 2-bedroom, 2-bathroom upper-level condo in the desirable Living Stone Resort community. Offering a function
48 Photos
Last Updated : 39 Days ago
49 Trott Boulevard, Simcoe, ON , MLS #S13418516 , Image - 1

Like What you see?

Unit-179, 49 Trott Boulevard Collingwood, Simcoe, ON MLS® S13418516

Residential Condo & Other (Condo Apartment)

$439000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to Harbourside 1 in Collingwood. Main floor, corner/end unit, bungalow style condo townhouse, with exterior storage locker and walkout to pati
27 Photos
Last Updated : 40 Days ago
493 ONTARIO Street, Simcoe, ON , MLS #S13522562 , Image - 1

Like What you see?

493 ONTARIO Street Collingwood, Simcoe, ON MLS® S13522562

Residential Condo & Other (Condo Townhouse)

$475000.0
  • 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
14 Photos
Last Updated : 41 Days ago
PT LT 2 PT 1 Downer Street, Simcoe, ON , MLS #S13514360 , Image - 1

Like What you see?

PT LT 2 PT 1 Downer Street Collingwood, Simcoe, ON MLS® S13514360

Residential Freehold (Vacant Land)

$419000.0
  • < 700 sq-ft
Premium vacant building lot in a highly sought-after Collingwood location, just steps from the sparkling shores of Georgian Bay and minutes to downtow
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!