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Houses for Sale in Collingwood ON Under $500K - P3

Showing results 61 - 74 of 74
Last Updated: November 12, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
20 Photos
Last Updated : 77 Days ago
7 Anchorage Crescent, Simcoe, ON , MLS #S13706662 , Image - 1
Image With Blur overlay

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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
23 Photos
Last Updated : 81 Days ago
55 Trott Boulevard, Simcoe, ON , MLS #S13665944 , Image - 1

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Unit-139, 55 Trott Boulevard Collingwood, Simcoe, ON MLS® S13665944

Residential Condo & Other (Condo Townhouse)

$495000.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Unit 139 at 55 Trott Boulevard, a beautifully maintained main-floor condo offering comfortable, low-maintenance living in a sought-after lo
1 Photos
Last Updated : 82 Days ago
99 High Street, Simcoe, ON
99 High Street Collingwood, Simcoe, ON MLS® S13695750

Residential Freehold (Att/Row/Townhouse)

$399999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
FREE HOLD Townhouse Perfect for First Time Buyer or Investors 3 Bedrooms 2 Bath. Experience a vibrant Collingwood lifestyle in this Two Story house wh
3 Photos
Last Updated : 84 Days ago
41 Conc 10 Nottawasaga PT 21 N/A, Simcoe, ON , MLS #S13668732 , Image - 1
41 Conc 10 Nottawasaga PT 21 N/A Collingwood, Simcoe, ON MLS® S13668732

Residential Freehold (Vacant Land)

$395000.0
ATTENTION BUILDERS & DEVELOPERS - GREAT DEVELOPMENT OPPORTUNITY! POSSIBILY APPROXIMATELY UP TO 7 BUILDING LOTS, in near future located at 41 Concessio
26 Photos
Last Updated : 91 Days ago
30 Joseph Trail, Simcoe, ON , MLS #S13670478 , Image - 1

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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
15 Photos
Last Updated : 97 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13611308 , Image - 1

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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
43 Photos
Last Updated : 107 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13077362 , Image - 1

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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 : 107 Days ago
10 Brandy Lane Drive, Simcoe, ON , MLS #S13612040 , Image - 1

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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
5 Photos
Last Updated : 119 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
27 Photos
Last Updated : 151 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13442150 , Image - 1

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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
17 Photos
Last Updated : 155 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S13414812 , Image - 1

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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
6 Photos
Last Updated : 162 Days ago
9742 Beachwood Road, Simcoe, ON , MLS #S13232200 , Image - 1

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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 : 162 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 : 169 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S12873526 , Image - 1

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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
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