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Houses Under $500K for Sale in Collingwood, ON

Showing results 1 - 30 of 76

Are you looking for houses under $500k for sale in Collingwood? Square Yards Canada offers a wide selection of properties that cater to various budgets in Collingwood. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Collingwood. Whether you’re looking to buy houses under under $500k in Collingwood for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Collingwood houses for sale under under $500k, including freehold homes, condos, and commercial properties.


Last Updated: January 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
40 Photos
Last Updated : 19 Hours ago
2 RAMBLINGS Way, Simcoe, Ontario , MLS #S11906963 , Image - 1
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2 RAMBLINGS Way

Unit-9, 2 RAMBLINGS Way Collingwood, Simcoe, ON MLS® S11906963

Condo (Condo Townhouse)

$498000.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Searching for Your Waterfront Dream? Look No Further! Welcome to Ruperts Landing, an exclusive gated community designed for those who treasure the wat
22 Photos
Last Updated : 1 Day ago
460 Ontario Street, Simcoe, ON , MLS #40684844 , Image - 1

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Unit-407, 460 Ontario Street Collingwood, Simcoe, ON MLS® 40684844

Residential (Condo/Apartment Unit)

$329800
Price drop by 5.8%
  • 2 Beds
  • 1 Baths
  • 845 sq-ft
Welcome to Bayview Terrace located at 460 Ontario Street unit 407 with views of Georgian Bay from yourbalcony! Enjoy maintenance-free living in this f
18 Photos
Last Updated : 1 Day ago
17 DAWSON Dr, Simcoe, Ontario , MLS #S10894363 , Image - 1

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17 DAWSON Dr

Unit-28, 17 DAWSON Dr Collingwood, Simcoe, ON MLS® S10894363

Condo (Condo Apartment)

$319000.0
Price drop by 15.8%
  • 1 +0 Beds
  • 1 Baths
  • 0-499 sq-ft
The perfect blend of affordability and comfort in this charming one bedroom one bath condo. Whether you're a first time buyer, downsizing, or seeking
22 Photos
Last Updated : 1 Day ago
460 Ontario St, Simcoe, Ontario , MLS #S11891536 , Image - 1

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460 Ontario St

Unit-407, 460 Ontario St Collingwood, Simcoe, ON MLS® S11891536

Condo (Comm Element Condo)

$329800.0
Price drop by 5.8%
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Welcome to Bayview Terrace located at 460 Ontario Street unit 407 with views of Georgian Bay from yourbalcony! Enjoy maintenance-free living in this f
39 Photos
Last Updated : 1 Day ago
602 TENTH St, Simcoe, Ontario , MLS #S11903689 , Image - 1

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602 TENTH St Collingwood, Simcoe, ON MLS® S11903689

Condo (Condo Townhouse)

$435000.0
  • 3 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Chic Modern Oasis in Coveted Maple View Court Community. Meticulously renovated home in the heart of Collingwood, where the contemporary design offer
18 Photos
Last Updated : 3 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #40683595 , Image - 1

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Unit-205, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® 40683595

Residential (Condo/Apartment Unit)

$450000
  • 2 Beds
  • 2 Baths
  • 846 sq-ft
WELCOME HOME To This Brand New 2 Bedroom 2 Bath Condo With Large 17'x8' Covered Balcony with Glass Railings. Located in Blue Fairway, Close To Cranber
32 Photos
Last Updated : 3 Days ago
17 Spooner Cres, Simcoe, Ontario , MLS #S11888621 , Image - 1

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17 Spooner Cres

17 Spooner Cres Collingwood, Simcoe, ON MLS® S11888621

Condo (Condo Apartment)

$450000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
WELCOME HOME To This Brand New 2 Bedroom 2 Bath Condo With Large 17'x8' Covered Balcony with Glass Railings. Located in Blue Fairway, Close To Cranber
18 Photos
Last Updated : 8 Days ago
9 HARBOUR St E, Simcoe, Ontario , MLS #S11823053 , Image - 1

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Unit-5116, 9 HARBOUR St E Collingwood, Simcoe, ON MLS® S11823053

Condo (Condo Apartment)

$90000.0
Price drop by 14.3%
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
PRIME WEEKS in March and May Luxury Recreation Resort Getaway or Investment Opportunity! Experience the perfect combination of relaxation and opportun
31 Photos
Last Updated : 15 Days ago
49 Raglan Street, Simcoe, ON , MLS #40678222 , Image - 1

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Unit-109, 49 Raglan Street Collingwood, Simcoe, ON MLS® 40678222

Residential (Condo/Apartment Unit)

$330000
  • 2 Beds
  • 1 Baths
  • 850 sq-ft
15 Photos
Last Updated : 15 Days ago
91 Raglan Street, Simcoe, ON , MLS #40669753 , Image - 1

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Unit-307, 91 Raglan Street Collingwood, Simcoe, ON MLS® 40669753

Residential (Condo/Apartment Unit)

$450000
  • 2 Beds
  • 2 Baths
  • 1070 sq-ft
Welcome to exceptional value and comfort at Raglan Village Retirement Community! This spacious 2-bedroom, 2-bath condo offers immediate occupancy and
13 Photos
Last Updated : 15 Days ago
17 Spooner Cres, Simcoe, Ontario , MLS #S9348510 , Image - 1

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17 Spooner Cres

Unit-107, 17 Spooner Cres Collingwood, Simcoe, ON MLS® S9348510

Condo (Condo Apartment)

$494900.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
BRAND NEW CONDO AT 'THE VIEW' on Main Floor. Just completed, this lovely Condo floorplan has a large 17'x8' balcony with glass railings. Located in Bl
15 Photos
Last Updated : 16 Days ago
4 Kimberly Lane, Simcoe, Ontario , MLS #S9283287 , Image - 1

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4 Kimberly Lane

Unit-227, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S9283287

Condo (Condo Apartment)

$499999.0
Price drop by 2.9%
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
20 Photos
Last Updated : 17 Days ago
9 HARBOUR St, Simcoe, Ontario , MLS #S10436134 , Image - 1

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Unit-6101-61, 9 HARBOUR St Collingwood, Simcoe, ON MLS® S10436134

Condo (Condo Apartment)

$58000.0
Price drop by 17.1%
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Your 3 Weeks are in June, July & Oct!!! Stunning water views of Georgian Bay from this Penthouse. 2 Bedrooms, 2 Baths, 2nd kitchen. Penthouse! At Liv
27 Photos
Last Updated : 17 Days ago
4 ANCHORAGE Cres, Simcoe, Ontario , MLS #S11896229 , Image - 1

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4 ANCHORAGE Cres

Unit-104, 4 ANCHORAGE Cres Collingwood, Simcoe, ON MLS® S11896229

Condo (Condo Apartment)

$499000.0
  • 1 +0 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to this stunning 1 bed + den, 2 bath condo located in the highly desirable Wyldewood Cove community, nestled along the shores of Georgian Bay
11 Photos
Last Updated : 17 Days ago
PT LT20 PT 1 Downer St, Simcoe, Ontario , MLS #S11825304 , Image - 1

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PT LT20 PT 1 Downer St Collingwood, Simcoe, ON MLS® S11825304

Residential (Vacant Land)

$499000.0
Top 5 Reasons You Will Love This Property: 1) Discover an exceptional opportunity with this vacant land, perfectly positioned as it fronts two promine
31 Photos
Last Updated : 18 Days ago
9 HARBOUR STREET, Simcoe, Ontario , MLS #S10438834 , Image - 1

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Unit-6415/17, 9 HARBOUR STREET Collingwood, Simcoe, ON MLS® S10438834

Condo (Condo Apartment)

$100000.0
  • 2 +0 Beds
  • 1 Baths
  • 1200-1399 sq-ft
Welcome to Living Water Resort & Spa! Your incredible Collingwood getaway. You could own a fraction of this unit, spend three amazing weeks at Living
4 Photos
Last Updated : 18 Days ago
120 Mountain Rd, Simcoe, Ontario , MLS #S7392900 , Image - 1

Unit-D, 120 Mountain Rd Collingwood, Simcoe, ON MLS® S7392900

Commercial (Industrial)

Price On Request
Brand New, located In The Heart Of Collingwood, Manorwood Business Park Presents A Rare Opportunity To Own State-Of- The-Art Industrial Condo comprisi
39 Photos
Last Updated : 19 Days ago
4 KIMBERLY Lane, Simcoe, Ontario , MLS #S10438347 , Image - 1

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Unit-101, 4 KIMBERLY Lane Collingwood, Simcoe, ON MLS® S10438347

Condo (Condo Apartment)

$449900.0
Price drop by 10.0%
  • 1 +0 Beds
  • 1 Baths
  • 600-699 sq-ft
27 Photos
Last Updated : 19 Days ago
25 Dawson Dr, Simcoe, Ontario , MLS #S11892272 , Image - 1

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Unit-115, 25 Dawson Dr Collingwood, Simcoe, ON MLS® S11892272

Condo (Condo Apartment)

$377000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
This charming 2-bedroom, 2-bathroom condo near Blue Mountain is bright, welcoming, and ready to impress! With freshly painted interiors and new window
31 Photos
Last Updated : 19 Days ago
1 Brandy Lane Dr, Simcoe, Ontario , MLS #S8039368 , Image - 1

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Unit-203, 1 Brandy Lane Dr Collingwood, Simcoe, ON MLS® S8039368

Condo (Condo Apartment)

$485000.0
Price drop by 3.4%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Best VALUE in Wyldewood at the moment. QUICK CLOSING . Rates have been dropping . Get in before prices go up. Seller is motivated!! MUST SEE! This Bra
29 Photos
Last Updated : 21 Days ago
27 Dawson Drive, Simcoe, ON , MLS #40684765 , Image - 1

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Unit-125, 27 Dawson Drive Collingwood, Simcoe, ON MLS® 40684765

Residential (Condo/Apartment Unit)

$420000
  • 2 Beds
  • 2 Baths
  • 797 sq-ft
Welcome to 27 Dawson Drive, Unit #125 in beautiful Collingwood! Discover this turn-key 2-bedroom condo offering the perfect blend of comfort and conve
15 Photos
Last Updated : 22 Days ago
553 Tenth Street, Simcoe, ON , MLS #40683262 , Image - 1

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553 Tenth Street Collingwood, Simcoe, ON MLS® 40683262

Residential (Condo/Apartment Unit)

$469500
Price drop by 4.1%
  • 4 Beds
  • 4 Baths
  • 1200 sq-ft
Attention first time home buyers!! This 4-bedroom (3+1) townhouse condo is priced to sell. Located in a quiet area with close proximity to downtown, s
29 Photos
Last Updated : 22 Days ago
27 Dawson Dr, Simcoe, Ontario , MLS #S11891666 , Image - 1

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27 Dawson Dr

Unit-125, 27 Dawson Dr Collingwood, Simcoe, ON MLS® S11891666

Condo (Condo Apartment)

$420000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to 27 Dawson Drive, Unit #125 in beautiful Collingwood! Discover this turn-key 2-bedroom condo offering the perfect blend of comfort and conve
15 Photos
Last Updated : 22 Days ago
553 Tenth St, Simcoe, Ontario , MLS #S11880369 , Image - 1

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553 Tenth St Collingwood, Simcoe, ON MLS® S11880369

Condo (Condo Townhouse)

$469500.0
Price drop by 4.1%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Attention first time home buyers!! This 4-bedroom (3+1) townhouse condo is priced to sell. Located in a quiet area with close proximity to downtown, s
40 Photos
Last Updated : 23 Days ago
172 EIGHTH St, Simcoe, Ontario , MLS #S11823162 , Image - 1

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Unit-401, 172 EIGHTH St Collingwood, Simcoe, ON MLS® S11823162

Condo (Condo Apartment)

$494000.0
  • 2 +0 Beds
  • 1 Baths
  • 1200-1399 sq-ft
Welcome to The Galleries! This sought-after condo complex greets you with a welcoming lobby, elevators, and amenities as you step inside. The updated
34 Photos
Last Updated : 23 Days ago
9 HARBOUR St E, Simcoe, Ontario , MLS #S10897780 , Image - 1

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Unit-5104, 9 HARBOUR St E Collingwood, Simcoe, ON MLS® S10897780

Condo (Condo Apartment)

$76900.0
  • 2 +0 Beds
  • 1 Baths
  • 1200-1399 sq-ft
Living Water Resort & Spa is a four-season vacation resort perfectly situated between Georgian Bay and the ski hills in beautiful Collingwood. Enjoy u
26 Photos
Last Updated : 25 Days ago
9 HARBOUR St E, Simcoe, Ontario , MLS #S11823239 , Image - 1

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Unit-5202/52, 9 HARBOUR St E Collingwood, Simcoe, ON MLS® S11823239

Condo (Condo Apartment)

$90000.0
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 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
12 Photos
Last Updated : 27 Days ago
173 Eighth St, Simcoe, Ontario , MLS #S11885824 , Image - 1

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Unit-301, 173 Eighth St Collingwood, Simcoe, ON MLS® S11885824

Condo (Condo Apartment)

$224900.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
This beautifully updated 1-bedroom condo in Collingwood is a must-see! Featuring an open-concept layout, an entertainer's kitchen with island and pant
10 Photos
Last Updated : 30 Days ago
184 EIGHTH St, Simcoe, Ontario , MLS #S11823064 , Image - 1

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184 EIGHTH St

Unit-304, 184 EIGHTH St Collingwood, Simcoe, ON MLS® S11823064

Condo (Condo Apartment)

$279000.0
  • 1 +0 Beds
  • 1 Baths
  • 600-699 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 locate
37 Photos
Last Updated : 31 Days ago
4 Kimberly Lane, Simcoe, ON , MLS #40683523 , Image - 1

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4 Kimberly Lane

Unit-127, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® 40683523

Residential (Condo/Apartment Unit)

$494300
  • 1 Beds
  • 1 Baths
  • 700 sq-ft
Looking to downsize? This brand new condo offers all the comforts and connivence of a home but benefits of condo living with no elevators? or are you
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