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Houses for Sale in Collingwood ON Under $2 Million

Showing results 1 - 30 of 335

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: September 26, 2026

23 Photos

19 Dawson Drive, Simcoe, ON , MLS #S13832334 , Image - 1

Unit-53, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13832334

Residential Condo & Other (Condo Apartment)

$359900.0

2 Beds
2 Baths
600-699 sq-ft

Your Collingwood lifestyle starts here! Whether you're looking for a full-time home, weekend escape or an easy-care investment, this bright 2-bedroom,

50 Photos

122 Conservation Way, Simcoe, ON , MLS #S13067932 , Image - 1

122 Conservation Way Collingwood, Simcoe, ON MLS® S13067932

Residential Condo & Other (Condo Townhouse)

$879900.0

Price drop by 1.1%

3 Beds
4 Baths
1600-1799 sq-ft

Welcome to Silver Glen Preserve. A vibrant, friendly community perfectly situated in the heart of Collingwood's renowned four-season playground. Enjoy

Open House : Sat Sep 26, 12:00 PM to 02:00 PM

43 Photos

37 Silver Glen Boulevard, Simcoe, ON , MLS #S13790228 , Image - 1

Unit-37, 37 Silver Glen Boulevard Collingwood, Simcoe, ON MLS® S13790228

Residential Condo & Other (Condo Townhouse)

$595000.0

3 Beds
2 Baths
1200-1399 sq-ft

Charming, low-maintenance townhome-style condo in desirable Silver Glen Preserve, perfectly suited for seasonal escapes and year-round living. Whether

Open House : Sat Sep 26, 12:00 PM to 02:00 PM

42 Photos

4 Anchorage Crescent, Simcoe, ON , MLS #S13831852 , Image - 1

Unit-308, 4 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13831852

Residential Condo & Other (Condo Apartment)

$684900.0

3 Beds
2 Baths
1200-1399 sq-ft

A standout top-floor condo suite in Collingwood's sought-after waterfront community, Wyldewood Cove. Offering approximately 1,079 interior square fee

44 Photos

530 Tenth Street, Simcoe, ON , MLS #S13772254 , Image - 1

530 Tenth Street Collingwood, Simcoe, ON MLS® S13772254

Residential Condo & Other (Condo Townhouse)

$369900.0

3 Beds
2 Baths
1000-1199 sq-ft

Welcome to easy living in Collingwood, where the updates are done, the yard is yours to enjoy, and low-maintenance living is actually easy. This beaut

Open House : Sat Sep 26, 12:00 PM to 02:00 PM

47 Photos

69 Joseph Trail, Simcoe, ON , MLS #S13831844 , Image - 1

69 Joseph Trail Collingwood, Simcoe, ON MLS® S13831844

Residential Condo & Other (Condo Townhouse)

$749000.0

3 Beds
3 Baths
1800-1999 sq-ft

Turn key ...completely furnished ......Welcome to Tanglewood at Cranberry Trail - one of Southern Georgian Bay's most sought-after communities. This s

Open House : Sun Sep 27, 12:30 PM to 02:30 PM

49 Photos

48 KARI Crescent, Simcoe, ON , MLS #S13824264 , Image - 1

48 KARI Crescent Collingwood, Simcoe, ON MLS® S13824264

Residential Condo & Other (Vacant Land Condo)

$999000.0

2 +1 Beds
3 Baths
1400-1599 sq-ft

Welcome to 48 Kari Crescent, a beautifully maintained home in Balmoral Village, one of Collingwood's most desirable adult lifestyle communities. Brigh

30 Photos

435 Walnut Street, Simcoe, ON , MLS #S13827436 , Image - 1

Unit-101, 435 Walnut Street Collingwood, Simcoe, ON MLS® S13827436

Residential Condo & Other (Condo Apartment)

$379000.0

1 Beds
1 Baths
800-899 sq-ft

Welcome to the desirable WALNUT WOODS condominium community, a well-maintained 16-unit brick building perfectly located in the heart of Collingwood. T

Open House : Sat Sep 26, 10:00 AM to 12:00 PM

47 Photos

24 Barfoot Street, Simcoe, ON , MLS #S13826524 , Image - 1

24 Barfoot Street Collingwood, Simcoe, ON MLS® S13826524

Residential Freehold (Att/Row/Townhouse)

$699000.0

4 +1 Beds
3 Baths
1500-2000 sq-ft

Enjoy the feel of a detached home in this beautifully updated builder finished home, linked to its neighbour only at the garage! A standout upgrade is

40 Photos

275 Saint Paul Street, Simcoe, ON , MLS #S13819224 , Image - 1

275 Saint Paul Street Collingwood, Simcoe, ON MLS® S13819224

Residential Freehold (Detached)

$1775000.0

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

Thoughtfully designed. Beautifully finished. Remarkably efficient. A distinctive Collingwood home where contemporary design and advanced building syst

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173 Vacation Inn Drive, Simcoe, ON , MLS #S13584960 , Image - 1

173 Vacation Inn Drive Collingwood, Simcoe, ON MLS® S13584960

Residential Condo & Other (Condo Townhouse)

$529900.0

Price drop by 2.8%

3 +0 Beds
3 Baths
1200-1399 sq-ft

STANDOUT VALUE IN COLLINGWOOD: END UNIT, 2 PARKING SPACES, LOW CONDO FEES, PRIVATE HOT TUB AND SOUTH/WEST EXPOSURE! This fully furnished 3-bedroom, 3-

Open House : Sun Sep 27, 09:00 AM to 11:00 AM

36 Photos

91 Summer View Avenue, Simcoe, ON , MLS #S13821400 , Image - 1

91 Summer View Avenue Collingwood, Simcoe, ON MLS® S13821400

Residential Freehold (Detached)

$1175000.0

5 Beds
3 Baths
1500-2000 sq-ft

Set on a generous lot just shy of half an acre in Collingwood's east end, this beautifully finished 5-bedroom home offers over 2,900 sq. ft. of living

42 Photos

73 Kari Crescent, Simcoe, ON , MLS #S13740872 , Image - 1

73 Kari Crescent Collingwood, Simcoe, ON MLS® S13740872

Residential Condo & Other (Condo Townhouse)

$699000.0

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

Welcome to 73 Kari Crescent, a townhouse offering stylish, low-maintenance living in Collingwood's Balmoral Village. Bright and move-in ready, this ho

Open House : Sat Oct 03, 12:00 PM to 02:00 PM

50 Photos

17 Collship Lane, Simcoe, ON , MLS #S13830408 , Image - 1

17 Collship Lane Collingwood, Simcoe, ON MLS® S13830408

Residential Condo & Other (Condo Townhouse)

$1175000.0

3 Beds
4 Baths
2250-2499 sq-ft

Welcome to THE SHIPYARDS, a waterfront community on the shores of Georgian Bay yet only a five minute walk to Historic Downtown Collingwood . Enter th

41 Photos

18 River Run, Simcoe, ON , MLS #S13830242 , Image - 1

18 River Run Collingwood, Simcoe, ON MLS® S13830242

Residential Freehold (Detached)

$838000.0

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

Great home, great location! Offering 5 bedrooms (3+2), 3.5 bathrooms and 1,688 sq. ft. of bright, open-concept living space, plus a fully finished low

29 Photos

46 Erie Street, Simcoe, ON , MLS #S13718462 , Image - 1

46 Erie Street Collingwood, Simcoe, ON MLS® S13718462

Residential Freehold (Detached)

$569000.0

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

Open House : Sat Sep 26, 01:00 PM to 03:00 PM

41 Photos

100 Kari Crescent, Simcoe, ON , MLS #S13652724 , Image - 1

100 Kari Crescent Collingwood, Simcoe, ON MLS® S13652724

Residential Condo & Other (Condo Townhouse)

$1199000.0

3 +1 Beds
4 Baths
1800-1999 sq-ft

Welcome to Balmoral Village-one of Collingwood's most sought-after communities, thoughtfully designed for an active and social 55+ lifestyle. This bea

Open House : Sat Sep 26, 10:00 AM to 12:00 PM

28 Photos

500 SIXTH Street, Simcoe, ON , MLS #S13809794 , Image - 1

500 SIXTH Street Collingwood, Simcoe, ON MLS® S13809794

Residential Freehold (Detached)

$679999.0

3 +0 Beds
2 Baths
1100-1500 sq-ft

Fully renovated and move-in-ready! This 3-bedroom, 2-bathroom bungalow is set on a rare 63 x 167 ft lot! Perfect for first-time buyers, investors, or

24 Photos

444 Oxbow Crescent, Simcoe, ON , MLS #S13808266 , Image - 1

444 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13808266

Residential Condo & Other (Condo Townhouse)

$549000.0

2 Beds
2 Baths
1000-1199 sq-ft

Imagine carefree living in this beautifully updated bungalow-style home, thoughtfully designed for comfortable, low-maintenance one-level living, with

Open House : Sat Sep 26, 12:00 PM to 02:00 PM

20 Photos

13 Raglan Street, Simcoe, ON , MLS #S13829354 , Image - 1

Unit-27, 13 Raglan Street Collingwood, Simcoe, ON MLS® S13829354

Residential Condo & Other (Condo Townhouse)

$495000.0

2 Beds
2 Baths
1000-1199 sq-ft

One of Collingwood's most sought-after neighbourhoods, Sunset Point! This charming and affordable 2-bedroom, 1.5-bathroom condo offers comfortable, lo

13 Photos

6 Wildrose Trail, Simcoe, ON , MLS #S13714338 , Image - 1

6 Wildrose Trail Collingwood, Simcoe, ON MLS® S13714338

Residential Condo & Other (Condo Townhouse)

$595000.0

2 Beds
4 Baths
1000-1199 sq-ft

Enjoy the four-season lifestyle of the Tanglewood community, ideally situated within the golf course and surrounded by scenic trails. This move-in-rea

Open House : Sat Sep 26, 11:30 AM to 01:30 PM

2 Photos

23 Market Street, Simcoe, ON , MLS #S13828486 , Image - 1

23 Market Street Collingwood, Simcoe, ON MLS® S13828486

Residential Freehold (Vacant Land)

$599900.0

A rare opportunity to acquire vacant commercial land in the heart of downtown Collingwood. Zoned C1 - Downtown Core Commercial, this property offers e

41 Photos

176 Sixth Street, Simcoe, ON , MLS #S13828460 , Image - 1

176 Sixth Street Collingwood, Simcoe, ON MLS® S13828460

Residential Freehold (Duplex)

$995000.0

4 Beds
4 Baths
2500-3000 sq-ft

Exceptional turnkey duplex and multi-generational living opportunity in the heart of Collingwood! Ideally located among the Tree Streets, walking dist

42 Photos

55 CONSERVATION Way, Simcoe, ON , MLS #S13828002 , Image - 1

55 CONSERVATION Way Collingwood, Simcoe, ON MLS® S13828002

Residential Condo & Other (Condo Townhouse)

$699000.0

3 +0 Beds
3 Baths
1200-1399 sq-ft

Silver Glen Preserve Townhome backing on to Cranberry Golf Course with coveted WALKOUT lower level. Spacious main level floor plan features a two piec

46 Photos

24 Ramblings Way

Unit-802, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S13668066

Residential Condo & Other (Condo Apartment)

$589000.0

Price drop by 5.8%

2 Beds
2 Baths
1000-1199 sq-ft

Spectacular sweeping view of Georgian Bay and the Blue Mountain Ski Hill! Enjoy the four season views from all rooms from this 8th floor, 2 bed 2 bath

50 Photos

172 Eighth Street, Simcoe, ON , MLS #S13518098 , Image - 1

Unit-505, 172 Eighth Street Collingwood, Simcoe, ON MLS® S13518098

Residential Condo & Other (Condo Apartment)

$339900.0

Price drop by 2.9%

2 Beds
1 Baths
1000-1199 sq-ft

There is still time to get in and settled before winter UNDERGROUND PARKING FOR UNDER $350K! You will not find a cheaper unit in Collingwood with un

Open House : Sat Sep 26, 12:00 PM to 02:00 PM

37 Photos

594 Oak Street, Simcoe, ON , MLS #S13515080 , Image - 1

594 Oak Street Collingwood, Simcoe, ON MLS® S13515080

Residential Freehold (Detached)

$739000.0

Price drop by 5.1%

3 +1 Beds
2 Baths
700-1100 sq-ft

Bright and open 3+1 bedroom home with an attached garage on an oversized severable lot!!! Prime Investment Opportunity with Incredible Upside! Whether

33 Photos

31 HURON Street, Simcoe, ON , MLS #S13748016 , Image - 1

Unit-203, 31 HURON Street Collingwood, Simcoe, ON MLS® S13748016

Residential Condo & Other (Condo Apartment)

$799900.0

2 Beds
2 Baths
900-999 sq-ft

Gorgeous direct water views! Welcome to Harbour House, a brand-new boutique condo building by Streetcar Development, offering a one year new 930 SF,

32 Photos

230 Napier Street, Simcoe, ON , MLS #S13740414 , Image - 1

230 Napier Street Collingwood, Simcoe, ON MLS® S13740414

Residential Freehold (Detached)

$1288000.0

2 +2 Beds
3 Baths
1100-1500 sq-ft

Offering 2,800+ sq. ft. of thoughtfully finished living space, this meticulously cared-for raised bungalow is generous in scale & beautifully proporti

Open House : Sat Sep 26, 10:00 AM to 01:00 PM

46 Photos

408 Walnut Street, Simcoe, ON , MLS #S13673402 , Image - 1

408 Walnut Street Collingwood, Simcoe, ON MLS® S13673402

Residential Freehold (Semi-Detached )

$525000.0

Price drop by 4.5%

3 Beds
2 Baths
700-1100 sq-ft

OPEN HOUSE SATURDAY SEPT 26TH 12:00 - 2:00 P.M. Attention First time buyers! This house is a great house to start home ownership in! 3 bedrooms, 1

Open House : Sat Sep 26, 11:00 AM to 01:00 PM

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