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Houses for Sale in Collingwood ON Under $500K

Showing results 1 - 17 of 17

Are you looking for houses under $500k for sale in Collingwood ON? 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 ON 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: May 13, 2026

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553 Tenth Street, Simcoe, ON , MLS #S13125326 , Image - 1

553 Tenth Street Collingwood, Simcoe, ON MLS® S13125326

Residential Condo & Other (Condo Townhouse)

$299900.0

3 +1 Beds
3 Baths
1200-1399 sq-ft

Attention first time home buyers and investors!! This 4-bedroom (3+1) townhouse condo is priced to sell. With a few cosmetic upgrades, you could trans

3 Photos

41 Conc 10 Nottawasaga PT 21 N/A, Simcoe, ON , MLS #S9364458 , Image - 1

41 Conc 10 Nottawasaga PT 21 N/A Collingwood, Simcoe, ON MLS® S9364458

Residential Freehold (Vacant Land)

$499000.0

Price drop by 9.1%

Excellent opportunity for a builder or investor for future development. Residential building lot measuring 100 x 150 ft. lot in beautiful sought after

24 Photos

172 Escarpment Crescent, Simcoe, ON , MLS #S12994870 , Image - 1

172 Escarpment Crescent Collingwood, Simcoe, ON MLS® S12994870

Residential Condo & Other (Condo Townhouse)

$415000.0

Price drop by 2.4%

2 Beds
1 Baths
800-899 sq-ft

An extremely rare opportunity in Collingwood-featuring gas heating, an exceptional and seldom-found feature. Enhanced with custom ductwork to the main

50 Photos

331 MARINERS Way, Simcoe, ON , MLS #S12931640 , Image - 1

331 MARINERS Way Collingwood, Simcoe, ON MLS® S12931640

Residential Condo & Other (Condo Apartment)

$499900.0

2 +0 Beds
2 Baths
800-899 sq-ft

This 2 bedroom, 2 bathroom, 2nd floor unit has gorgeous forest\landscape views out of the primary suite and living area. An open and bright livingroom

34 Photos

479 Oxbow Crescent, Simcoe, ON , MLS #S13069882 , Image - 1

479 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13069882

Residential Condo & Other (Condo Townhouse)

$420000.0

2 Beds
2 Baths
1000-1199 sq-ft

The perfect home or getaway in Collingwood - Ontario's Four Season playground. This remarkable condo townhome is located in Living Stone Community (fo

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14 Dawson Drive, Simcoe, ON , MLS #S13028014 , Image - 1

Unit-415, 14 Dawson Drive Collingwood, Simcoe, ON MLS® S13028014

Residential Condo & Other (Condo Townhouse)

$440000.0

2 Beds
2 Baths
900-999 sq-ft

Beautifully updated townhome in a prime Collingwood location, tucked among the trees for added privacy and a true four-season feel. This two-storey ho

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17 Spooner Crescent, Simcoe, ON , MLS #S12660244 , Image - 1

Unit-205, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S12660244

Residential Condo & Other (Condo Apartment)

$435000.0

Price drop by 2.2%

2 Beds
2 Baths
800-899 sq-ft

A great opportunity to own the MOST AFFORDABLE UNIT at The View at Blue Fairway. Are you looking for an easy, low-maintenance home or the perfect week

42 Photos

440 Oxbow Crescent, Simcoe, ON , MLS #S12936156 , Image - 1

440 Oxbow Crescent Collingwood, Simcoe, ON MLS® S12936156

Residential Condo & Other (Condo Townhouse)

$469000.0

3 Beds
2 Baths
1200-1399 sq-ft

Discover this bright, spacious 3-bedroom, 2-bath condo, perfectly located at Livingstone Resort (formerly Cranberry). The open-concept main floor feat

29 Photos

9 Harbour Street E, Simcoe, ON , MLS #S12099425 , Image - 1

Unit-3109-3111, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12099425

Residential Condo & Other (Other)

$29000.0

Price drop by 62.8%

2 Beds
2 Baths
1200-1399 sq-ft

This 3 week G6 fractional ownership for weeks 31-33-46, with a spectacular view of Georgian Bay and historic Collingwood grain terminals could be your

29 Photos

19 Dawson Drive, Simcoe, ON , MLS #S12903114 , Image - 1

Unit-47, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S12903114

Residential Condo & Other (Condo Townhouse)

$277000.0

1 Beds
1 Baths
500-599 sq-ft

Turn-key 1-bed, 1-bath condo in Livingstone Resort (formerly Cranberry), perfect for first-time buyers, retirees, or a four-season getaway. This well-

14 Photos

PT LT 2 PT 1 Downer Street, Simcoe, ON , MLS #S12835754 , Image - 1

PT LT 2 PT 1 Downer Street Collingwood, Simcoe, ON MLS® S12835754

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

21 Photos

9 Harbour Street E

Unit-4109-41, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S11931442

Residential Condo & Other (Timeshare)

$40000.0

Price drop by 33.3%

2 Beds
2 Baths
0-499 sq-ft

3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. Located on the 4th floor of Living Water Resort, this unit offers amazing views o

23 Photos

9 HARBOUR Street E, Simcoe, ON , MLS #S10893954 , Image - 1

Unit-2116-2118, 9 HARBOUR Street E Collingwood, Simcoe, ON MLS® S10893954

Residential Condo & Other (Condo Apartment)

$48000.0

Price drop by 40.0%

2 +0 Beds
2 Baths
1200-1399 sq-ft

REDUCED AGAIN!!! BRING ALL OFFERS!!! VERY MOTIVATED SELLER!!! 3 Week Fractional Ownership at Collingwood's only waterfront resort. With lock off

27 Photos

9 Harbour Street E, Simcoe, ON , MLS #S12478205 , Image - 1

Unit-5209, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12478205

Residential Condo & Other (Other)

$35000.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome to Living Water Resort & Spa! Your stunning Collingwood getaway. You could own a fraction of this unit, spend three amazing weeks at Living Wa

6 Photos

9742 Beachwood Road, Simcoe, ON , MLS #S12065510 , Image - 1

9742 Beachwood Road Collingwood, Simcoe, ON MLS® S12065510

Residential Freehold (Vacant Land)

$199000.0

< 700 sq-ft

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

21 Photos

9 Harbour Street E, Simcoe, ON , MLS #S12222241 , Image - 1

Unit-2311/13, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12222241

Residential Condo & Other (Condo Apartment)

$20000.0

Price drop by 33.3%

2 Beds
2 Baths
1200-1399 sq-ft

Escape to Luxury in Collingwood! Pack your bags and unwind at Living Water Resort & Spa, a premier waterfront destination nestled in the heart of Coll

4 Photos

9736 Beachwood Road, Simcoe, ON , MLS #S12050384 , Image - 1

9736 Beachwood Road Collingwood, Simcoe, ON MLS® S12050384

Residential Freehold (Vacant Land)

$199000.0

< 700 sq-ft

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

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