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 - P3

Showing results 61 - 90 of 91
Last Updated: September 27, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
34 Photos
Last Updated : 43 Days ago
435 Walnut Street, Simcoe, ON , MLS #S13631308 , Image - 1
Image With Blur overlay

Like What you see?

Unit-206, 435 Walnut Street Collingwood, Simcoe, ON MLS® S13631308

Residential Condo & Other (Condo Apartment)

$359900.0
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
Welcome to Walnut Woods-this spacious and beautifully maintained 1-bedroom, 1-bathroom condo is perfectly situated in the heart of Collingwood. With a
26 Photos
Last Updated : 45 Days ago
30 Joseph Trail, Simcoe, ON , MLS #S13670478 , Image - 1

Like What you see?

30 Joseph Trail Collingwood, Simcoe, ON MLS® S13670478

Residential Condo & Other (Condo Townhouse)

$469000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to 30 Joseph Trail in the sought-after Tanglewood community of Collingwood! This exceptionally well-cared-for 2-bedroom, 2-bathroom townhouse
42 Photos
Last Updated : 47 Days ago
184 Eighth Street, Simcoe, ON , MLS #S13649502 , Image - 1

Like What you see?

Unit-203, 184 Eighth Street Collingwood, Simcoe, ON MLS® S13649502

Residential Condo & Other (Condo Apartment)

$330000.0
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Experience the best of four-season living in this bright and spacious 2-bedroom, 1-bathroom condo, ideally located in the heart of Collingwood. Whethe
14 Photos
Last Updated : 47 Days ago
23 Dawson Drive, Simcoe, ON , MLS #S13661838 , Image - 1

Like What you see?

Unit-93, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13661838

Residential Condo & Other (Condo Townhouse)

$449900.0
  • 2 Beds
  • 2 Baths
  • 600-699 sq-ft
Pride of ownership can be seen in this 2 bedroom/2 bathroom condo at Cranberry/Living Stone. Open concept unit features newer flooring and a large so
33 Photos
Last Updated : 48 Days ago
5 Winters Crescent NW, Simcoe, ON , MLS #S13647122 , Image - 1

Like What you see?

5 Winters Crescent NW Collingwood, Simcoe, ON MLS® S13647122

Residential Condo & Other (Condo Townhouse)

$479900.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Nestled into a cozy CRESCENT of MODERN TOWNES this BIRCH INTERIOR UNIT aims to please. With a soaring exterior, lots of windows complimented by BRICK
15 Photos
Last Updated : 48 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S13658428 , Image - 1

Like What you see?

Unit-57, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13658428

Residential Condo & Other (Condo Apartment)

$449990.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
BRIGHT UPPER UNIT IN GLEN II CRANBERRY VILLAGE. CARPET FREE! OPEN CONCEPT, SUN FILLED UNIT, 2 BED, 2 BATH. WOOD FIREPLACE, UPGRADED BREAKFAST BAR. LAR
15 Photos
Last Updated : 51 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13611308 , Image - 1

Like What you see?

Unit-6412/14, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13611308

Residential Condo & Other (Condo Apartment)

$34900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Top-Floor Waterfront Living in Collingwood with all maintenance fees paid until 2028! Pack your bags and unwind at Living Water Resort & Spa, a premie
24 Photos
Last Updated : 57 Days ago
9 Harbour Street, Simcoe, ON , MLS #S12483435 , Image - 1

Like What you see?

Unit-5117-5119, 9 Harbour Street Collingwood, Simcoe, ON MLS® S12483435

Residential Condo & Other (Timeshare)

$35000.0
price drop iconPrice drop by 41.7%
  • 1 +1 Beds
  • 2 Baths
  • 1200-1399 sq-ft
3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. Available weeks are #39, #40& #50 (4th week of September, 1st week of October and
43 Photos
Last Updated : 61 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13077362 , Image - 1

Like What you see?

Unit-6411/6413, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13077362

Residential Condo & Other (Condo Apartment)

$48500.0
price drop iconPrice drop by 19.2%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Water Resort & Spa, your four-season getaway on the shores of Georgian Bay in beautiful Collingwood. This fractional ownership oppor
35 Photos
Last Updated : 61 Days ago
10 Brandy Lane Drive, Simcoe, ON , MLS #S13612040 , Image - 1

Like What you see?

Unit-204, 10 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13612040

Residential Condo & Other (Condo Apartment)

$424000.0
  • 1 Beds
  • 2 Baths
  • 700-799 sq-ft
One of the most private locations in the Wyldewood Community, backing on to green space and the trails. Comfortable Year round living or your four sea
33 Photos
Last Updated : 62 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
31 Photos
Last Updated : 69 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 : 69 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
5 Photos
Last Updated : 73 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 : 76 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
24 Photos
Last Updated : 78 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
10 Photos
Last Updated : 80 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
14 Photos
Last Updated : 87 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
1 Photos
Last Updated : 104 Days ago
9596 Beachwood Road, Simcoe, ON
9596 Beachwood Road Collingwood, Simcoe, ON MLS® S13441110

Residential Freehold (Vacant Land)

$149500.0
Build your home on this residentially zoned (R1) lot, ideally located just minutes from Georgian Bay and a short drive to Collingwood, Stayner, and Wa
27 Photos
Last Updated : 105 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13442150 , Image - 1

Like What you see?

Unit-5109/5111, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13442150

Residential Condo & Other (Condo Apartment)

$35000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Unit 5109/5111 at Living Water Resort & Spa, an opportunity to own a fraction of Collingwood's premier waterfront resort on the shores of G
24 Photos
Last Updated : 106 Days ago
5 DAWSON Drive, Simcoe, ON , MLS #S13434210 , Image - 1

Like What you see?

Unit-# 338, 5 DAWSON Drive Collingwood, Simcoe, ON MLS® S13434210

Residential Condo & Other (Condo Townhouse)

$419900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
BUNGALOW in Living Stone (aka Cranberry Village). 2 bedrooms, 2 full baths, cathedral ceiling in the great room and a cozy woodburning fireplace for
8 Photos
Last Updated : 107 Days ago
17 Spooner Crescent S, Simcoe, ON , MLS #S13414808 , Image - 1

Like What you see?

Unit-107, 17 Spooner Crescent S Collingwood, Simcoe, ON MLS® S13414808

Residential Condo & Other (Condo Apartment)

$444900.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome to The View on Spooner Crescent, a modern and well-appointed ground-floor condo offering 2 bedrooms, and 2 bathrooms in the desirable Blue Fai
46 Photos
Last Updated : 109 Days ago
9 Royalton Lane, Simcoe, ON , MLS #S13427592 , Image - 1

Like What you see?

9 Royalton Lane Collingwood, Simcoe, ON MLS® S13427592

Residential Condo & Other (Condo Townhouse)

$499900.0
  • 2 +0 Beds
  • 3 Baths
  • 1000-1199 sq-ft
Nestled in a peaceful, tree-lined setting, this beautifully maintained two-storey condo delivers the ideal balance of comfort, convenience, and year-r
17 Photos
Last Updated : 109 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S13414812 , Image - 1

Like What you see?

Unit-202, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S13414812

Residential Condo & Other (Condo Apartment)

$494900.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Brand New Condo at The View with the added luxury of underground parking! Recently completed and READY TO MOVE IN! Located in the desirable Blue Fairw
28 Photos
Last Updated : 111 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S13415988 , Image - 1

Like What you see?

Unit-108, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S13415988

Residential Condo & Other (Condo Apartment)

$438000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Experience modern, low-maintenance living just minutes from Blue Mountain and downtown Collingwood in this beautifully upgraded 2-bedroom, 2-bathroom
6 Photos
Last Updated : 116 Days ago
9742 Beachwood Road, Simcoe, ON , MLS #S13232200 , Image - 1

Like What you see?

9742 Beachwood Road Collingwood, Simcoe, ON MLS® S13232200

Residential Freehold (Vacant Land)

$179000.0
Residential building lot located minutes to beaches, shopping, trails, skiing and golf. Located on the north side of Beachwood Rd in the east end of C
4 Photos
Last Updated : 116 Days ago
9736 Beachwood Road, Simcoe, ON , MLS #S13232192 , Image - 1
9736 Beachwood Road Collingwood, Simcoe, ON MLS® S13232192

Residential Freehold (Vacant Land)

$179000.0
Residential building lot located minutes to beaches, shopping, trails, skiing and golf. Located on the north side of Beachwood Rd. in east end of Coll
25 Photos
Last Updated : 123 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S12873526 , Image - 1

Like What you see?

Unit-3411/3413, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12873526

Residential Condo & Other (Other)

$45000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Enjoy your own piece of paradise on the shores of Georgian Bay at Living Water Resort & Spa in Collingwood. This fractional condominium offers an idea
4 Photos
Last Updated : 123 Days ago
9776 BEACHWOOD Road, Simcoe, ON , MLS #S12574830 , Image - 1
9776 BEACHWOOD Road Collingwood, Simcoe, ON MLS® S12574830

Residential Freehold (Vacant Land)

$230000.0
price drop iconPrice drop by 14.8%
Many Poss.To Build A Lrg House(Up To Approx.4000 Sqft) For With An Option For An Accessory Apt.W/Walkout Bsmt.Potential Views Of The Water From 2nd Le
23 Photos
Last Updated : 179 Days ago
24 Ramblings Way, Simcoe, ON , MLS #S12946948 , Image - 1

Like What you see?

24 Ramblings Way
Unit-402, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S12946948

Residential Condo & Other (Condo Apartment)

$399999.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Bayview Tower at Rupert's Landing. Collingwood waterfront living at an incredible value. This bright and well-maintained two-bedroom, two-b
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!