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Houses for Sale in Collingwood ON Under $2 Million

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Are you looking for houses under $2m 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 $2m 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 $2m, including freehold homes, condos, and commercial properties.

Last Updated: February 10, 2026

25 Photos

16 Smart Court, Simcoe, ON , MLS #S12374729 , Image - 1

16 Smart Court Collingwood, Simcoe, ON MLS® S12374729

Residential Freehold (Detached)

$899000.0

Price drop by 10.1%

3 +2 Beds
4 Baths
1500-2000 sq-ft

Welcome to a home where every day feels like a getaway. Tucked away on a tranquil, private court with friendly neighbors and mature trees, this expans

50 Photos

439 Birch Street, Simcoe, ON , MLS #S12277305 , Image - 1

439 Birch Street Collingwood, Simcoe, ON MLS® S12277305

Residential Freehold (Detached)

$1499999.0

4 Beds
3 Baths
2000-2500 sq-ft

Charming Brick Home on Coveted Tree street in Downtown Collingwood! Located on a desirable corner lot, this gem features a rare in-law suite complete

32 Photos

1 Hume Street, Simcoe, ON , MLS #S12762170 , Image - 1

Unit-422, 1 Hume Street Collingwood, Simcoe, ON MLS® S12762170

Residential Condo & Other (Condo Apartment)

$588888.0

1 +1 Beds
1 Baths
700-799 sq-ft

Welcome to the bright east facing 4th floor, Edward suite, a 1 bedroom pls den with 10ft ceilings, upgraded 8ft interior doors, an open concept layout

20 Photos

22 Dawson Drive, Simcoe, ON , MLS #S12770934 , Image - 1

Unit-534, 22 Dawson Drive Collingwood, Simcoe, ON MLS® S12770934

Residential Condo & Other (Condo Townhouse)

$375000.0

2 Beds
2 Baths
900-999 sq-ft

Welcome to this bright and inviting two-bedroom, two-bathroom townhouse featuring a distinctive reverse floor plan that blends comfort with character.

50 Photos

32 Valleymede Court, Simcoe, ON , MLS #S12770736 , Image - 1

32 Valleymede Court Collingwood, Simcoe, ON MLS® S12770736

Residential Condo & Other (Semi-Detached Condo)

$649800.0

4 Beds
3 Baths
1400-1599 sq-ft

Welcome to your new home that truly stands out! This stunning, beautifully maintained 4-bdrm, 3-bath home offers the perfect balance of beauty, comfor

48 Photos

1 Spencer Street, Simcoe, ON , MLS #S12758314 , Image - 1

1 Spencer Street Collingwood, Simcoe, ON MLS® S12758314

Residential Freehold (Detached)

$1229000.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

Stunning Middleton Model by Devonleigh Homes. Prime Corner Lot with Blue Mountain Views.This exquisite 4-year-old Middleton model by the highly regard

30 Photos

591 Oak Street, Simcoe, ON , MLS #S12528110 , Image - 1

591 Oak Street Collingwood, Simcoe, ON MLS® S12528110

Residential Freehold (Detached)

$599999.0

2 Beds
2 Baths
700-1100 sq-ft

Welcome Home to one of the nicest neighbourhoods in Collingwood! This lovely bungalow is located in the beautiful Tree Streets community. This 2 bedro

24 Photos

23 DAWSON Drive, Simcoe, ON , MLS #S12761428 , Image - 1

Unit-113, 23 DAWSON Drive Collingwood, Simcoe, ON MLS® S12761428

Residential Condo & Other (Condo Apartment)

$365000.0

2 Beds
2 Baths
700-799 sq-ft

Welcome to this beautifully updated 2 bedroom, 2 bathroom, single floor condo in sought after Cranberry/Living Stone. Perfect as a full-time residence

32 Photos

44 Trott Boulevard, Simcoe, ON , MLS #S12393036 , Image - 1

Unit-7, 44 Trott Boulevard Collingwood, Simcoe, ON MLS® S12393036

Residential Condo & Other (Condo Townhouse)

$599000.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to The Cove, one of Collingwood's most desirable waterfront communities, where Georgian Bay is right outside your door and four-season adventu

50 Photos

285 Maple Street, Simcoe, ON , MLS #S12754838 , Image - 1

285 Maple Street Collingwood, Simcoe, ON MLS® S12754838

Residential Freehold (Duplex)

$1625000.0

5 Beds
4 Baths
3500-5000 sq-ft

Charming Century Home on Coveted Tree Street in Central Collingwood. Nestled on one of Collingwood's most sought-after tree-lined streets, this beauti

36 Photos

29 Archer Avenue, Simcoe, ON , MLS #S12156289 , Image - 1

29 Archer Avenue Collingwood, Simcoe, ON MLS® S12156289

Residential Freehold (Att/Row/Townhouse)

$629900.0

Price drop by 13.7%

3 Beds
3 Baths
1100-1500 sq-ft

NEW PRICE REDUCTION!!! Welcome to this beautiful, freehold townhome found in the very popular Summit View community in Collingwood. This 3 Bedroom, 2

43 Photos

1 Chamberlain Crescent, Simcoe, ON , MLS #S12742462 , Image - 1

Unit-304, 1 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S12742462

Residential Condo & Other (Condo Apartment)

$584900.0

3 Beds
2 Baths
1200-1399 sq-ft

Welcome to Dwell at Creekside, an exclusive offering from award-winning Devonleigh Homes, where luxury meets lifestyle in the heart of Ontario's four-

19 Photos

3 Brandy Lane Drive, Simcoe, ON , MLS #S12574958 , Image - 1

Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S12574958

Residential Condo & Other (Condo Apartment)

$439000.0

Price drop by 5.6%

2 Beds
2 Baths
800-899 sq-ft

Welcome To Wyldewood! The Home Of Ski And Golf Enthusiasts. A Four - Season Community In The Heart Of Collingwood. Make This Two Bedroom, 2 Bath Your

40 Photos

17 Gregory Avenue, Simcoe, ON , MLS #S12738418 , Image - 1

17 Gregory Avenue Collingwood, Simcoe, ON MLS® S12738418

Residential Freehold (Att/Row/Townhouse)

$759000.0

3 Beds
4 Baths
1100-1500 sq-ft

Luxury Living Awaits In The Highly Coveted Blue Fairway Community! The Pebble Beach End-Unit Shows 10+ & Boasts 6 Additional Windows For An Abundance

29 Photos

46 Erie Street, Simcoe, ON , MLS #S12721690 , Image - 1

46 Erie Street Collingwood, Simcoe, ON MLS® S12721690

Residential Freehold (Detached)

$639000.0

4 +0 Beds
2 Baths
1100-1500 sq-ft

Welcome to 46 Erie Street - a fantastic opportunity on a well-established, family-friendly street. Recent updates include brand-new carpeting and fres

33 Photos

31 Huron Street, Simcoe, ON , MLS #S12723380 , Image - 1

Unit-412, 31 Huron Street Collingwood, Simcoe, ON MLS® S12723380

Residential Condo & Other (Condo Apartment)

$589900.0

1 +1 Beds
1 Baths
600-699 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Here's your opportunity to own one of the few remaining suites at Harbour House, Collingwood's sought-after

22 Photos

31 Huron Street, Simcoe, ON , MLS #S12723370 , Image - 1

Unit-209, 31 Huron Street Collingwood, Simcoe, ON MLS® S12723370

Residential Condo & Other (Condo Apartment)

$619900.0

1 +1 Beds
1 Baths
700-799 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Don't miss your chance to own one of the final remaining fully furnished suites at Harbour House, Collingwo

29 Photos

19 Dawson Drive, Simcoe, ON , MLS #S12713260 , Image - 1

Unit-47, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S12713260

Residential Condo & Other (Condo Townhouse)

$287000.0

1 Beds
1 Baths
500-599 sq-ft

Best value in Collingwood! Affordable, turn-Key Livingstone Resort Condo! Well-maintained and move-in ready one-bedroom, one-bathroom condo in the sou

50 Photos

13 Belcher Street, Simcoe, ON , MLS #S12558282 , Image - 1

13 Belcher Street Collingwood, Simcoe, ON MLS® S12558282

Residential Freehold (Detached)

$675000.0

Price drop by 3.6%

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 13 Belcher Street, your private Georgian Bay escape. Set on an expansive 100' x 170' treed lot, this beautifully updated 3-bedroom multi le

39 Photos

61 Tracey Lane, Simcoe, ON , MLS #S12655776 , Image - 1

61 Tracey Lane Collingwood, Simcoe, ON MLS® S12655776

Residential Freehold (Detached)

$799900.0

4 Beds
3 Baths
1500-2000 sq-ft

Welcome to Indigo Estates, Collingwood's new premier community. 61Tracey La , 1978 Sq Ft , 4 Bedrooms and 3 Bathrooms with main floor office.Collingwo

37 Photos

452 Hurontario Street, Simcoe, ON , MLS #S12714050 , Image - 1

452 Hurontario Street Collingwood, Simcoe, ON MLS® S12714050

Residential Freehold (Detached)

$680000.0

2 Beds
1 Baths
< 700 sq-ft

Ideally located in the heart of downtown Collingwood, this charming bungalow offers 2 bedrooms and 1 bathroom on an exceptionally large town lot. Set

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

215 Pine Street, Simcoe, ON , MLS #S12081876 , Image - 1

Unit-4, 215 Pine Street Collingwood, Simcoe, ON MLS® S12081876

Residential Condo & Other (Condo Apartment)

$429000.0

Price drop by 23.3%

2 Beds
2 Baths
1200-1399 sq-ft

Spacious 2 bedroom, 2 bathroom condominium located on a historic and very pretty street in Collingwood with century homes. Walking distance to many am

34 Photos

2 Anchorage Crescent, Simcoe, ON , MLS #S12689508 , Image - 1

Unit-200, 2 Anchorage Crescent Collingwood, Simcoe, ON MLS® S12689508

Residential Condo & Other (Condo Apartment)

$409800.0

1 Beds
1 Baths
500-599 sq-ft

Team Tiger proudly presents 2 Anchorage Crescent #200 - a luminous corner residence where refined design meets effortless, four-season living. Bathed

39 Photos

2 EVERGREEN Road, Simcoe, ON , MLS #S12089114 , Image - 1

2 EVERGREEN Road Collingwood, Simcoe, ON MLS® S12089114

Residential Freehold (Detached)

$1599000.0

Price drop by 8.6%

4 +0 Beds
3 Baths
2500-3000 sq-ft

Imagine living just two minutes from Blue Mountain's ski hills, golf courses, shops, restaurants, and everything Collingwood has to offer. Hop on your

44 Photos

10 Water Street, Simcoe, ON , MLS #S12656262 , Image - 1

10 Water Street Collingwood, Simcoe, ON MLS® S12656262

Residential Freehold (Detached)

$824000.0

3 +2 Beds
2 Baths
1500-2000 sq-ft

In the Heart of Ontario's Four-Season Playground, tucked away next to the waterfront, this hidden enclave of homes is one of Collingwood's best-kept s

34 Photos

479 Oxbow Crescent, Simcoe, ON , MLS #S12692944 , Image - 1

479 Oxbow Crescent Collingwood, Simcoe, ON MLS® S12692944

Residential Condo & Other (Condo Townhouse)

$450000.0

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

19 Photos

24 Ramblings Way

Unit-305, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S12469689

Residential Condo & Other (Condo Apartment)

$389900.0

Price drop by 9.1%

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Unit 305 in Bayview Tower at Ruperts Landing one of Collingwood's most desirable waterfront communities! This 2-bedroom, 2-bathroom condo o

43 Photos

5 Anchorage Crescent, Simcoe, ON , MLS #S12671614 , Image - 1

Unit-202, 5 Anchorage Crescent Collingwood, Simcoe, ON MLS® S12671614

Residential Condo & Other (Condo Apartment)

$579000.0

2 Beds
2 Baths
1000-1199 sq-ft

Experience the Georgian Bay lifestyle in the highly sought-after waterfront community of Wyldewood Cove in Collingwood. This bright, extensively upgra

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)

$78000.0

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

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