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Houses for Sale in Collingwood ON Under $300K

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Are you looking for houses under $300k 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 $300k 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 $300k, including freehold homes, condos, and commercial properties.

Last Updated: November 11, 2026

15 Photos

9746 Beachwood Road, Simcoe, ON , MLS #S13823082 , Image - 1

9746 Beachwood Road Collingwood, Simcoe, ON MLS® S13823082

Residential Freehold (Vacant Land)

$194000.0

BUILD YOUR DREAM HOME OR EXPLORE AN EXCITING INVESTMENT OPPORTUNITY! This exceptional vacant lot offers incredible potential for a custom detached hom

16 Photos

107 EIGHTH Street, Simcoe, ON , MLS #S13646606 , Image - 1

107 EIGHTH Street Collingwood, Simcoe, ON MLS® S13646606

Residential Freehold (Vacant Land)

$299900.0

Nestled on a generous 40 ft x 165 ft in-town lot, this property presents an exceptional opportunity for builders, investors, and those dreaming of a c

21 Photos

9 Harbour Street E, Simcoe, ON , MLS #S13037230 , Image - 1

Unit-2307, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13037230

Residential Condo & Other (Timeshare)

$19000.0

Price drop by 34.5%

2 Beds
2 Baths
1400-1599 sq-ft

An exceptional opportunity to own a fractional interest in a condo at Living Water Resort. Enjoy a vacation lifestyle in Collingwood with three design

12 Photos

467 Ontario Street, Simcoe, ON , MLS #S13880330 , Image - 1

467 Ontario Street Collingwood, Simcoe, ON MLS® S13880330

Residential Condo & Other (Condo Townhouse)

$298000.0

Price drop by 5.4%

3 Beds
2 Baths
1400-1599 sq-ft

Opportunity for Investors, Contractors and Renovators! Located in Collingate Mews, this three-bedroom townhouse condominium offers approximately 1,425

29 Photos

9 Harbour Street E, Simcoe, ON , MLS #S14101380 , Image - 1

Unit-3109-3111, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S14101380

Residential Condo & Other (Other)

$29000.0

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

21 Photos

9 Harbour Street E, Simcoe, ON , MLS #S12562086 , Image - 1

Unit-4119, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12562086

Residential Condo & Other (Timeshare)

$19000.0

Price drop by 67.2%

1 Beds
1 Baths
900-999 sq-ft

Exclusive Waterfront Ownership - Living Water Resort & Spa, Collingwood. Three Premium Weeks of Luxury, Lifestyle & Flexibility2026 is prepaid already

31 Photos

9 Harbour Street, Simcoe, ON , MLS #S13794028 , Image - 1

Unit-6112/6114, 9 Harbour Street Collingwood, Simcoe, ON MLS® S13794028

Residential Condo & Other (Condo Apartment)

$21000.0

2 Beds
2 Baths
1200-1399 sq-ft

Discover Fractional Ownership At Living Waters Resort With This Turnkey 1/17th Share, Offering Three Annual Vacation Weeks Including Weeks 11, 12, And

16 Photos

9 Harbour Street, Simcoe, ON , MLS #S13752368 , Image - 1

Unit-4104/4106, 9 Harbour Street Collingwood, Simcoe, ON MLS® S13752368

Residential Condo & Other (Timeshare)

$30000.0

2 Beds
2 Baths
1200-1399 sq-ft

Hawaii, Palm Springs, Barcelona, Paris, Asia, Austrailia...! This fractional unit affords you membership with Interval International affording you pr

27 Photos

9 Harbour Street E, Simcoe, ON , MLS #S13728146 , Image - 1

Unit-5209, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13728146

Residential Condo & Other (Other)

$27000.0

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

15 Photos

9 Harbour Street E, Simcoe, ON , MLS #S13611308 , Image - 1

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

9 Harbour Street E, Simcoe, ON , MLS #S13077362 , Image - 1

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

Residential Condo & Other (Condo Apartment)

$48500.0

Price 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

5 Photos

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 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

9 Harbour Street E, Simcoe, ON , MLS #S13442150 , Image - 1

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

6 Photos

9742 Beachwood Road, Simcoe, ON , MLS #S13232200 , Image - 1

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

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

9 Harbour Street E, Simcoe, ON , MLS #S12873526 , Image - 1

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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