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Houses for Sale in Collingwood ON Under $300K

Showing results 1 - 24 of 24

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: August 12, 2026

36 Photos

9 Harbour Street E, Simcoe, ON , MLS #S13576138 , Image - 1

Unit-3112/14, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13576138

Residential Condo & Other (Condo Apartment)

$10000.0

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

Welcome to Living Waters Resort, where luxury living meets shared ownership amidst unparalleled amenities. With our fractional 1/17th ownership opport

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

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

24 Photos

9 Harbour Street, Simcoe, ON , MLS #S12483435 , Image - 1

Unit-5117-5119, 9 Harbour Street Collingwood, Simcoe, ON MLS® S12483435

Residential Condo & Other (Timeshare)

$35000.0

Price drop by 41.7%

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

3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. Available weeks are #39, #40& #50 (4th week of September, 1st week of October and

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

23 Photos

184 Eighth Street, Simcoe, ON , MLS #S13609596 , Image - 1

Unit-307, 184 Eighth Street Collingwood, Simcoe, ON MLS® S13609596

Residential Condo & Other (Condo Apartment)

$299900.0

2 Beds
1 Baths
800-899 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 located

6 Photos

10 Rhonda Road, Simcoe, ON , MLS #S13455332 , Image - 1

10 Rhonda Road Collingwood, Simcoe, ON MLS® S13455332

Residential Freehold (Detached)

$299000.0

Price drop by 9.4%

3 Beds
1 Baths
700-1100 sq-ft

PROPERTY IS CONDITIONALLY SOLD. Attention Developers, Builders, and Investors! Rare opportunity to redevelop, rehabilitate, or reimagine a fully serv

24 Photos

9 Harbour Street E, Simcoe, ON , MLS #S12304694 , Image - 1

Unit-3210-3212, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12304694

Residential Condo & Other (Timeshare)

$80000.0

2 Beds
2 Baths
1200-1399 sq-ft

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

15 Photos

184 Eighth Street, Simcoe, ON , MLS #S13579732 , Image - 1

Unit-206, 184 Eighth Street Collingwood, Simcoe, ON MLS® S13579732

Residential Condo & Other (Common Element Condo)

$298500.0

1 Beds
1 Baths
600-699 sq-ft

Welcome to easy, affordable living in one of Collingwood's most desirable condominium communities. Located in the well-maintained West Winds building,

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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

24 Photos

9 Harbour Street E, Simcoe, ON , MLS #S13553306 , Image - 1

Unit-5100-5102, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13553306

Residential Condo & Other (Timeshare)

$45000.0

2 Beds
2 Baths
1200-1399 sq-ft

3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. This unit is located on the top floor of Living Water Resort and offers amazing u

1 Photos

9596 Beachwood Road Collingwood, Simcoe, ON MLS® S13441110

Residential Freehold (Vacant Land)

$149500.0

Build your home on this residentially zoned (R1) lot, ideally located just minutes from Georgian Bay and a short drive to Collingwood, Stayner, and Wa

9 Photos

9 HARBOUR Street, Simcoe, ON , MLS #S12808018 , Image - 1

Unit-4403 & 4405, 9 HARBOUR Street Collingwood, Simcoe, ON MLS® S12808018

Residential Condo & Other (Condo Apartment)

$89000.0

2 Beds
2 Baths
1200-1399 sq-ft

Start your Collingwood getaway each year with fixed Weeks 1, 2 and 14 in this spacious mountain-view resort suite at Living Water Resort & Spa.Suites

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

4 Photos

9776 BEACHWOOD Road, Simcoe, ON , MLS #S12574830 , Image - 1

9776 BEACHWOOD Road Collingwood, Simcoe, ON MLS® S12574830

Residential Freehold (Vacant Land)

$230000.0

Price drop by 14.8%

Many Poss.To Build A Lrg House(Up To Approx.4000 Sqft) For With An Option For An Accessory Apt.W/Walkout Bsmt.Potential Views Of The Water From 2nd Le

15 Photos

9746 Beachwood Road, Simcoe, ON , MLS #S13095364 , Image - 1

9746 Beachwood Road Collingwood, Simcoe, ON MLS® S13095364

Residential Freehold (Vacant Land)

$199000.0

This exceptional property comes fully prepared for construction with major approvals already in place, including an NVCA permit, zoning certificate, l

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)

$29000.0

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

17 Photos

9 Harbour Street E, Simcoe, ON , MLS #S12700808 , Image - 1

Unit-2108/2110, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12700808

Residential Condo & Other (Condo Apartment)

$59900.0

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

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

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