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Houses for Sale in Collingwood ON Under $2 Million - P2

Showing results 31 - 60 of 296
Last Updated: November 11, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
48 Photos
Last Updated : 1 Day ago
340 Cedar Street, Simcoe, ON , MLS #S13882828 , Image - 1
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340 Cedar Street Collingwood, Simcoe, ON MLS® S13882828

Residential Freehold (Detached)

$1649900.0
price drop iconPrice drop by 5.7%
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Price just reduced $100,000! A rare opportunity to own a newly custom-built home on one of Collingwood's coveted tree streets, combining contemporary
47 Photos
Last Updated : 1 Day ago
23 Silver Glen Boulevard, Simcoe, ON , MLS #S13744196 , Image - 1

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23 Silver Glen Boulevard Collingwood, Simcoe, ON MLS® S13744196

Residential Condo & Other (Condo Townhouse)

$699000.0
price drop iconPrice drop by 2.6%
  • 3 Beds
  • 4 Baths
  • 1200-1399 sq-ft
This Charming End Unit Townhome is Situated Between Vibrant downtown Collingwood & the four-season playground of Georgian Bay. Minutes to Cafes, Art B
19 Photos
Last Updated : 1 Day ago
172 Eighth Street, Simcoe, ON , MLS #S12828326 , Image - 1

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Unit-409, 172 Eighth Street Collingwood, Simcoe, ON MLS® S12828326

Residential Condo & Other (Condo Apartment)

$384900.0
price drop iconPrice drop by 8.1%
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to The Galleries! This bright, spacious and freshly painted fourth floor 2-bedroom, 1-bathroom condo located in a sought after building which
Open House : Sat Nov 14, 10:00 AM to 12:00 PM
36 Photos
Last Updated : 2 Days ago
5 Dawson Drive, Simcoe, ON , MLS #S14116898 , Image - 1

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Unit-327, 5 Dawson Drive Collingwood, Simcoe, ON MLS® S14116898

Residential Condo & Other (Condo Townhouse)

$370000.0
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Outstanding 2-Bed Collingwood Townhome Near Georgian Bay! Filled with natural light, this upgraded 2-level condo features an open-concept upper floor
Open House : Sat Nov 14, 10:00 AM to 12:00 PM
50 Photos
Last Updated : 2 Days ago
66 Highlands Crescent, Simcoe, ON , MLS #S13575424 , Image - 1

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66 Highlands Crescent Collingwood, Simcoe, ON MLS® S13575424

Residential Freehold (Detached)

$949900.0
price drop iconPrice drop by 2.6%
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
ATTENTION: Outdoor enthusiast!! Georgian Meadows is known for its safe, friendly atmosphere and family-focused lifestyle, featuring a nearby play pa
23 Photos
Last Updated : 2 Days ago
15 Watts Crescent, Simcoe, ON , MLS #S14164084 , Image - 1

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Unit-3, 15 Watts Crescent Collingwood, Simcoe, ON MLS® S14164084

Residential Condo & Other (Condo Townhouse)

$399900.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
3 bedroom condo in a quiet residential neighbourhood in Collingwood. Spacious entry with closet, a well-designed kitchen with new appliances and sink
16 Photos
Last Updated : 2 Days ago
17 Harbour Street W, Simcoe, ON , MLS #S12873986 , Image - 1

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Unit-227, 17 Harbour Street W Collingwood, Simcoe, ON MLS® S12873986

Residential Condo & Other (Condo Townhouse)

$325000.0
price drop iconPrice drop by 26.1%
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Welcome to Cranberry living in the heart of Collingwood! This private 2-bedroom, 1-bathroom condo offers a bright, stylish retreat in a sought-after c
50 Photos
Last Updated : 2 Days ago
122 Conservation Way, Simcoe, ON , MLS #S14131916 , Image - 1

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122 Conservation Way Collingwood, Simcoe, ON MLS® S14131916

Residential Condo & Other (Condo Townhouse)

$859900.0
  • 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 : Sun Nov 15, 01:00 PM to 03:00 PM
46 Photos
Last Updated : 2 Days ago
24 Ramblings Way, Simcoe, ON , MLS #S14163856 , Image - 1

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24 Ramblings Way
Unit-802, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S14163856

Residential Condo & Other (Condo Apartment)

$519000.0
  • 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
33 Photos
Last Updated : 2 Days ago
668 Johnston Park Avenue, Simcoe, ON , MLS #S14163412 , Image - 1

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668 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S14163412

Residential Condo & Other (Condo Apartment)

$775000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Enjoy spectacular waterfront living at highly desirable Lighthouse Point! This beautifully appointed 3-bedroom, 2-bathroom corner unit offers water vi
46 Photos
Last Updated : 2 Days ago
3 Minnesota Street, Simcoe, ON , MLS #S14136798 , Image - 1

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3 Minnesota Street Collingwood, Simcoe, ON MLS® S14136798

Residential Freehold (Detached)

$1525000.0
  • 6 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Built in 1901, 3 Minnesota Street is a beautifully restored piece of Collingwood history, ideally located on the corner of Minnesota and Rodney Street
Open House : Sat Nov 14, 12:00 PM to 02:00 PM
46 Photos
Last Updated : 2 Days ago
350 Birch Street, Simcoe, ON , MLS #S13771780 , Image - 1

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350 Birch Street Collingwood, Simcoe, ON MLS® S13771780

Residential Freehold (Detached)

$1149000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Nestled on a picturesque, tree-lined street in one of Collingwood's most sought-after neighbourhoods, 350 Birch Street is a beautifully restored REGEN
47 Photos
Last Updated : 2 Days ago
24 Ramblings Way, Simcoe, ON , MLS #S13807064 , Image - 1

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24 Ramblings Way
Unit-502, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S13807064

Residential Condo & Other (Condo Apartment)

$394999.0
  • 1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
An exceptional opportunity to enjoy the Georgian Bay lifestyle at an incredible price! Offered at just $394,999, this spacious condo at Rupert's Landi
40 Photos
Last Updated : 2 Days ago
23 Marina Crescent, Simcoe, ON , MLS #S13803888 , Image - 1

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23 Marina Crescent Collingwood, Simcoe, ON MLS® S13803888

Residential Freehold (Detached)

$849500.0
price drop iconPrice drop by 5.5%
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
This sought-after Essex Model home features 4 bedrooms and 3.5 baths, including a primary suite with a walk-in closet and a 5-piece ensuite bath. Enj
1 Photos
Last Updated : 2 Days ago
117 Plewes Drive, Simcoe, ON
117 Plewes Drive Collingwood, Simcoe, ON MLS® S14161564

Residential Freehold (Detached)

$999999.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
40 Photos
Last Updated : 2 Days ago
61 Maidens Crescent, Simcoe, ON , MLS #S14161480 , Image - 1

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61 Maidens Crescent Collingwood, Simcoe, ON MLS® S14161480

Residential Freehold (Detached)

$995000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
ELEGANT FOUR-SEASON RETREAT | BLUE MOUNTAIN LIFESTYLE! Discover the exceptional lifestyle offered by this beautifully appointed 4-bedroom, 3-bathroom
10 Photos
Last Updated : 3 Days ago
310 Maple Street, Simcoe, ON , MLS #S13518402 , Image - 1

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310 Maple Street Collingwood, Simcoe, ON MLS® S13518402

Residential Freehold (Detached)

$449000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Walk to Downtown Collingwood! Endless potential awaits on this premium 28.8' x 165' deep lot, located steps from downtown Collingwood's shops, cafes,
42 Photos
Last Updated : 3 Days ago
285 Second Street, Simcoe, ON , MLS #S14131654 , Image - 1

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285 Second Street Collingwood, Simcoe, ON MLS® S14131654

Residential Freehold (Detached)

$549000.0
price drop iconPrice drop by 6.8%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Enjoy the best of Collingwood from this charming two-bedroom bungalow in an established neighbourhood close to downtown, the Arboretum, Georgian Bay,
25 Photos
Last Updated : 3 Days ago
515 MAPLE Street, Simcoe, ON , MLS #S13722988 , Image - 1

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515 MAPLE Street Collingwood, Simcoe, ON MLS® S13722988

Residential Freehold (Detached)

$399000.0
price drop iconPrice drop by 16.7%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming, affordable and well located in Collingwood. Tucked away on one of Collingwood's lovely tree streets, this adorable brick bungalow is a wonde
16 Photos
Last Updated : 4 Days ago
18 Sutton Lane, Simcoe, ON , MLS #S13470184 , Image - 1

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18 Sutton Lane Collingwood, Simcoe, ON MLS® S13470184

Residential Condo & Other (Condo Apartment)

$599000.0
price drop iconPrice drop by 22.7%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
BUNGALOW, 2 Bed 2 Bath ATTACHED GARAGE, Highly Regarded, Balmoral Village, located in a wonderful setting at the heart of Ontario's four-season playgr
49 Photos
Last Updated : 4 Days ago
61 Barker Boulevard, Simcoe, ON , MLS #S13019872 , Image - 1

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61 Barker Boulevard Collingwood, Simcoe, ON MLS® S13019872

Residential Condo & Other (Semi-Detached Condo)

$748800.0
price drop iconPrice drop by 9.6%
  • 5 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Welcome to Cranberry Trails West in Collingwood, This beautiful semi-detached, Catalina model home and features 2300 square feet of open concept livin
50 Photos
Last Updated : 5 Days ago
18 Dillon Drive, Simcoe, ON , MLS #S13844414 , Image - 1

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18 Dillon Drive Collingwood, Simcoe, ON MLS® S13844414

Residential Freehold (Detached)

$749000.0
  • 3 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Spacious 4-level side split with over 2,300 sq. ft. of living space! Features 3 bedrooms, 2.5 bathrooms, a bright living room with gas fireplace, eat-
50 Photos
Last Updated : 5 Days ago
1 Shipyard Lane, Simcoe, ON , MLS #S13861668 , Image - 1

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1 Shipyard Lane
Unit-208, 1 Shipyard Lane Collingwood, Simcoe, ON MLS® S13861668

Residential Condo & Other (Condo Apartment)

$730000.0
  • 1 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience waterfront living at its finest with unobstructed views of Collingwood Harbour. This elegant 1-bedroom plus den residence features updated
47 Photos
Last Updated : 5 Days ago
68 Kari Crescent, Simcoe, ON , MLS #S13738378 , Image - 1

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68 Kari Crescent Collingwood, Simcoe, ON MLS® S13738378

Residential Condo & Other (Condo Townhouse)

$969000.0
price drop iconPrice drop by 11.8%
  • 2 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Welcome to Balmoral Village-one of Collingwood's most sought-after communities, thoughtfully designed for an active and connected 55+ lifestyle. This
39 Photos
Last Updated : 5 Days ago
1 Hume Street, Simcoe, ON , MLS #S13788024 , Image - 1

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Unit-309, 1 Hume Street Collingwood, Simcoe, ON MLS® S13788024

Residential Condo & Other (Common Element Condo)

$699000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Monaco. Beautiful appointed south-facing two-bedroom, two-bathroom residence offers modern luxury, thoughtful design & convenience. Bright
50 Photos
Last Updated : 5 Days ago
47 Chamberlain Crescent, Simcoe, ON , MLS #S13490132 , Image - 1

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47 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S13490132

Residential Freehold (Detached)

$839000.0
price drop iconPrice drop by 2.4%
  • 2 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained bungalow in Collingwood's highly sought-after Creekside community. Situated on a generous pie-shaped lot in a q
48 Photos
Last Updated : 5 Days ago
18 Gregory Avenue, Simcoe, ON , MLS #S13236660 , Image - 1

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18 Gregory Avenue Collingwood, Simcoe, ON MLS® S13236660

Residential Freehold (Att/Row/Townhouse)

$670000.0
price drop iconPrice drop by 5.0%
  • 3 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Just minutes from Blue Mountain's ski hills and premier ski clubs, this exceptional end-unit townhome in Collingwood's sought-after Blue Fairway commu
35 Photos
Last Updated : 5 Days ago
215 Pine Street, Simcoe, ON , MLS #S14131254 , Image - 1

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Unit-5, 215 Pine Street Collingwood, Simcoe, ON MLS® S14131254

Residential Condo & Other (Condo Apartment)

$479000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
DOWNTOWN CHARM. EXCEPTIONAL LIGHT AND SPACE. PRIME LOCATION AMID CENTURY HOMES ON ONE OF COLLINGWOOD'S DESIRABLE TREE STREETS. Cathedral ceilings, str
28 Photos
Last Updated : 5 Days ago
70 Shipley Avenue, Simcoe, ON , MLS #S13846838 , Image - 1

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70 Shipley Avenue Collingwood, Simcoe, ON MLS® S13846838

Residential Freehold (Detached)

$1129990.0
price drop iconPrice drop by 5.7%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
STUNNING 2 STOREY HOME IN SUMMIT VIEW COMMUNITY. BACKING ONTO RAVINE! DEEP LOT! CLYDESDAL MODEL WITH 2600 SQFT. 9'CEILING, OPEN CONCEPT. 5 BEDROOMS, 3
22 Photos
Last Updated : 5 Days ago
127 Fairway Crescent, Simcoe, ON , MLS #S13666810 , Image - 1

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Unit-28, 127 Fairway Crescent Collingwood, Simcoe, ON MLS® S13666810

Residential Condo & Other (Condo Townhouse)

$535900.0
price drop iconPrice drop by 5.1%
  • 3 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Peace and tranquility await you in this quiet, end unit, 3 bedroom townhouse in Living Waters (formerly know as Cranberry). Enjoy the privacy from mat
Shortlisted Properties
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