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

Showing results 31 - 42 of 42
Last Updated: December 05, 2025
  • 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 : 308 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #40645535 , Image - 1
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Unit-107, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® 40645535

Residential (Condo/Apartment Unit)

$494900
  • 2 Beds
  • 2 Baths
  • 887 sq-ft
2.99% BUILDER FINANCING AVAILABLE ON APPROVED CREDIT. 2 YEAR TERM! Payment as low as $1331 per month.* BRAND NEW CONDO AT THE VIEW on the main floor.
34 Photos
Last Updated : 332 Days ago
438 Oxbow Crescent, Simcoe, ON , MLS #40674788 , Image - 1

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438 Oxbow Crescent Collingwood, Simcoe, ON MLS® 40674788

Residential (Row/Townhouse)

$369900
price drop iconPrice drop by 7.5%
  • 1 Beds
  • 2 Baths
  • 630 sq-ft
Welcome to this adorable 1 bedroom, 2 bath bathroom abode nestled in the pines. Featuring all one level living, cathedral ceilings, gas fireplace and
26 Photos
Last Updated : 369 Days ago
9 Harbour Street E, Simcoe, ON , MLS #40682481 , Image - 1

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Unit-5202/5204, 9 Harbour Street E Collingwood, Simcoe, ON MLS® 40682481

Residential (Condo/Apartment Unit)

$90000
  • 2 Beds
  • 2 Baths
  • 1250 sq-ft
Welcome to Living Water Resort & Spa in the beautiful town of Collingwood. Steps from Georgian Bay & minutes away for golf and trails. Blue Mountain S
18 Photos
Last Updated : 373 Days ago
9 Harbour Street E, Simcoe, ON , MLS #40681152 , Image - 1

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Unit-5116/5118, 9 Harbour Street E Collingwood, Simcoe, ON MLS® 40681152

Residential (Condo/Apartment Unit)

$105000
  • 2 Beds
  • 2 Baths
  • 1250 sq-ft
PRIME WEEKS in March and May Luxury Recreation Resort Getaway or Investment Opportunity! Experience the perfect combination of relaxation and opportun
27 Photos
Last Updated : 375 Days ago
360 Ontario Street, Simcoe, ON , MLS #40656752 , Image - 1

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360 Ontario Street Collingwood, Simcoe, ON MLS® 40656752

Residential (Single Family Residence)

$499000
  • 3 Beds
  • 2 Baths
  • 1628 sq-ft
Welcome to 360 Ontario St., Collingwood.This large two-story detached home sits on a full size town lot of 58’ x 119’ with a Garage at the rear. The m
26 Photos
Last Updated : 380 Days ago
9 Harbour Street E, Simcoe, ON , MLS #40666226 , Image - 1

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Unit-2602/2604, 9 Harbour Street E Collingwood, Simcoe, ON MLS® 40666226

Residential (Condo/Apartment Unit)

$84900
  • 2 Beds
  • 2 Baths
  • 1250 sq-ft
Welcome to Living Water Resort & Spa! Your stunning Collingwood getaway. You could own a fraction of thisunit, spend three amazing weeks at Living Wat
26 Photos
Last Updated : 381 Days ago
69 Gibbard Crescent, Simcoe, ON , MLS #40644887 , Image - 1

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69 Gibbard Crescent Collingwood, Simcoe, ON MLS® 40644887

Residential (Single Family Residence)

$419000
price drop iconPrice drop by 1.4%
  • 3 Beds
  • 1 Baths
  • 1000 sq-ft
LOCATION, LOCATION, LOCATION!! Welcome to 69 Gibbard Crescent in scenic Collingwood! This charming 1,000 sq. ft. home is perfect for first-time buyers
13 Photos
Last Updated : 381 Days ago
460 Ontario Street, Simcoe, ON , MLS #40672836 , Image - 1

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Unit-403, 460 Ontario Street Collingwood, Simcoe, ON MLS® 40672836

Residential (Condo/Apartment Unit)

$369000
  • 2 Beds
  • 1 Baths
  • 800 sq-ft
2 bed room condo in the Bayview Terrace building located in the east side of Collingwood over looking the park, soccer, walking distance to Georgian B
20 Photos
Last Updated : 388 Days ago
646 Oak Street, Simcoe, ON , MLS #40662812 , Image - 1

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646 Oak Street Collingwood, Simcoe, ON MLS® 40662812

Residential (Single Family Residence)

$449000
  • 3 Beds
  • 1 Baths
  • 1210 sq-ft
Come see me!I am a 3 bedroom simi-detached cozy home, freshly painted with new trim and three ceiling fans to keep you cool on those hot summer days.
24 Photos
Last Updated : 388 Days ago
49 Raglan Street, Simcoe, ON , MLS #40670258 , Image - 1

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Unit-209, 49 Raglan Street Collingwood, Simcoe, ON MLS® 40670258

Residential (Condo/Apartment Unit)

$349000
  • 2 Beds
  • 1 Baths
  • 850 sq-ft
Welcome to Sunset Suites - affordable community retirement living in Collingwood. Outstanding lifestyle, location and security. This second floor un
26 Photos
Last Updated : 396 Days ago
9 Harbour Street E, Simcoe, ON , MLS #40672683 , Image - 1

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Unit-6210/6212, 9 Harbour Street E Collingwood, Simcoe, ON MLS® 40672683

Residential (Condo/Apartment Unit)

$80000
  • 2 Beds
  • 2 Baths
  • 1250 sq-ft
Own Your Vacation Home Through Fractional Ownership, You Can Have a Piece Of Heaven On Georgian Bay. Welcome to Living Water Resort and Spa in Colling
32 Photos
Last Updated : 405 Days ago
9 Harbour Street E, Simcoe, ON , MLS #40668713 , Image - 1

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Unit-3108/3110, 9 Harbour Street E Collingwood, Simcoe, ON MLS® 40668713

Residential (Condo/Apartment Unit)

$80000
  • 2 Beds
  • 2 Baths
  • 1250 sq-ft
Welcome to Collingwood's only waterfront resort! Enjoy 3 weeks of a 2 bedroom 2 bathroom 2 kitchen condo with access to all of Living Water Resort's a
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