344+ Houses for Sale in Collingwood Under $5 Million

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61 Maidens Crescent, Simcoe, ON , MLS #S13770242 , Image - 1

61 Maidens Crescent Collingwood, Simcoe, ON MLS® S13770242

Residential Freehold (Detached)

$799000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to an exceptional four-season retreat in the heart of Blue Mountain. Built by renowned Devonleigh Homes, this elegant 4-bedroom, 3-bathroom de

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27 York Street, Simcoe, ON , MLS #S13487320 , Image - 1

27 York Street Collingwood, Simcoe, ON MLS® S13487320

Residential Freehold (Detached)

$799000.0

3 Beds
2 Baths
1100-1500 sq-ft

Your Georgian Bay Escape Awaits! Welcome to this charming four-season Viceroy cottage, perfectly situated just steps from Georgian Bay. Nestled on a p

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515 MAPLE Street, Simcoe, ON , MLS #S13722988 , Image - 1

515 MAPLE Street Collingwood, Simcoe, ON MLS® S13722988

Residential Freehold (Detached)

$479000.0

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

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1 Hume Street, Simcoe, ON , MLS #S13686644 , Image - 1

Unit-422, 1 Hume Street Collingwood, Simcoe, ON MLS® S13686644

Residential Condo & Other (Condo Apartment)

$558000.0

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

Welcome to The Bright East Facing 4th Floor, Edward Suite, a 1 Bedroom Plus Den with 10ft Ceilings, Upgraded 8ft Interior Doors, an Open Concept Layou

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4 Griffin Road, Simcoe, ON , MLS #S13767662 , Image - 1

4 Griffin Road Collingwood, Simcoe, ON MLS® S13767662

Residential Freehold (Semi-Detached )

$599000.0

3 Beds
2 Baths
1100-1500 sq-ft

This might just be one of those homes that makes life feel a little easier. Set on Collingwood's west end, 4 Griffin Road is a bright, move-in-ready 3

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43 SUNDIAL Court, Simcoe, ON , MLS #S13764494 , Image - 1

43 SUNDIAL Court Collingwood, Simcoe, ON MLS® S13764494

Residential Condo & Other (Condo Townhouse)

$507900.0

3 Beds
3 Baths
1000-1199 sq-ft

Welcome to this beautiful three-bedroom, three-bathroom home backing directly onto the golf course in one of Collingwood's most sought-after communiti

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112 Escarpment Crescent, Simcoe, ON , MLS #S13762416 , Image - 1

112 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13762416

Residential Condo & Other (Condo Townhouse)

$429000.0

4 Beds
2 Baths
1400-1599 sq-ft

Tucked away at the end of a quiet footpath and surrounded by mature trees and gardens, this charming 4-Bedroom, 2-Bath end unit condo offers a peacefu

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72 Campbell Street, Simcoe, ON , MLS #S13426178 , Image - 1

72 Campbell Street Collingwood, Simcoe, ON MLS® S13426178

Residential Freehold (Detached)

$1074000.0

3 Beds
2 Baths
1500-2000 sq-ft

Life in this central Collingwood neighbourhood means leaving the car at home and enjoying easy walks to downtown cafés, restaurants, shops, schools, p

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493 ONTARIO Street, Simcoe, ON , MLS #S13760822 , Image - 1

493 ONTARIO Street Collingwood, Simcoe, ON MLS® S13760822

Residential Condo & Other (Condo Townhouse)

$454900.0

3 Beds
2 Baths
1400-1599 sq-ft

Million-dollar Georgian Bay views from your own oversized bay windows - at a price that makes the waterfront lifestyle finally attainable. Tucked on s

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1 Sierra Trail, Simcoe, ON , MLS #S13735490 , Image - 1

1 Sierra Trail Collingwood, Simcoe, ON MLS® S13735490

Residential Condo & Other (Condo Townhouse)

$840000.0

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

Welcome to 1 Sierra Trail, offering easy four-season living in Collingwood with the convenience of a low-maintenance condo lifestyle. With 2,361 sq. f

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67 East Street E, Simcoe, ON , MLS #S13759122 , Image - 1

67 East Street E Collingwood, Simcoe, ON MLS® S13759122

Residential Freehold (Detached)

$629999.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 67 East Collingwood - a solid all-brick bungalow offering comfort, versatility, and excellent investment potential. This well-maintained ho

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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

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34 Dawson Drive, Simcoe, ON , MLS #S13724924 , Image - 1

Unit-839, 34 Dawson Drive Collingwood, Simcoe, ON MLS® S13724924

Residential Condo & Other (Condo Townhouse)

$449000.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome to Living Stone Resort and this spacious 2-bedroom, 2-bathroom upper-level condo offering convenient one-level living in a fantastic Collingwo

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103 Plewes Drive W, Simcoe, ON , MLS #S13647650 , Image - 1

103 Plewes Drive W Collingwood, Simcoe, ON MLS® S13647650

Residential Freehold (Detached)

$1035000.0

4 Beds
3 Baths
2000-2500 sq-ft

A Rare Find in Summitview Community This Devonleigh-built detached home (Premium Lot) in the highly sought-after Summitview Community is a rare find.

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58 Market Street, Simcoe, ON , MLS #S13750540 , Image - 1

58 Market Street Collingwood, Simcoe, ON MLS® S13750540

Residential Freehold (Detached)

$859500.0

3 Beds
2 Baths
1100-1500 sq-ft

A private, character-filled property in the heart of Collingwood, offering a rare combination of space, privacy and possibility just moments from down

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108 Beech Street, Simcoe, ON , MLS #S13740322 , Image - 1

108 Beech Street Collingwood, Simcoe, ON MLS® S13740322

Residential Freehold (Detached)

$1199900.0

3 Beds
3 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Rich with history and character, this charming 1880s century home beautifully presents its original trim and

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3 Brandy Lane Drive, Simcoe, ON , MLS #S13754258 , Image - 1

Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13754258

Residential Condo & Other (Condo Apartment)

$429000.0

2 Beds
2 Baths
700-799 sq-ft

Ski Season is Fast Approaching, don't miss this Opportunity to live the Collingwood lifestyle. This four season turn-key 2-bedroom, 2-bathroom condo l

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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

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750 Johnston Park Avenue, Simcoe, ON , MLS #S13751720 , Image - 1

Unit-3003, 750 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13751720

Residential Condo & Other (Condo Apartment)

$899000.0

3 Beds
2 Baths
1200-1399 sq-ft

Step into resort-style living at Lighthouse Point, a coveted waterfront community set on 100+ acres of beautifully landscaped grounds & over 2 km of t

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18 Gregory Avenue, Simcoe, ON , MLS #S13236660 , Image - 1

18 Gregory Avenue Collingwood, Simcoe, ON MLS® S13236660

Residential Freehold (Att/Row/Townhouse)

$694900.0

Price drop by 1.4%

3 Beds
4 Baths
1100-1500 sq-ft

Nestled alongside the renowned Cranberry Golf Course, in Collingwood, experience the best of four-season living in this exceptional end-unit townhome

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59 Kells Crescent, Simcoe, ON , MLS #S13604150 , Image - 1

59 Kells Crescent Collingwood, Simcoe, ON MLS® S13604150

Residential Freehold (Detached)

$1439000.0

Price drop by 2.4%

4 +1 Beds
5 Baths
3000-3500 sq-ft

Welcome to one of Mair Mills' most exceptional offerings, where refined executive class living meets an excellent setting. Ideally located between the

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82 Stanley Street, Simcoe, ON , MLS #S13156784 , Image - 1

82 Stanley Street Collingwood, Simcoe, ON MLS® S13156784

Residential Freehold (Detached)

$1345000.0

Price drop by 3.6%

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

Located in the south end of Collingwood this highly sought-after neighbourhood boasts an enclave of custom-built homes where pride of ownership is evi

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4 Kimberly Lane

Unit-404, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13620612

Residential Condo & Other (Condo Apartment)

$395000.0

Price drop by 7.1%

1 Beds
1 Baths
700-799 sq-ft

Welcome to effortless four-season living at The Marquis at Royal Windsor-a beautifully designed 700 sq. ft. one-bedroom suite that combines comfort, c

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142 Sixth Street, Simcoe, ON , MLS #S13747506 , Image - 1

142 Sixth Street Collingwood, Simcoe, ON MLS® S13747506

Residential Freehold (Detached)

$1949999.0

4 Beds
3 Baths
2500-3000 sq-ft

Thoughtfully designed and custom built in 2024, this contemporary residence brings together refined architecture, timeless finishes, and an exceptiona

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57 Georgian Meadows Drive, Simcoe, ON , MLS #S13646572 , Image - 1

57 Georgian Meadows Drive Collingwood, Simcoe, ON MLS® S13646572

Residential Freehold (Detached)

$849500.0

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to the wonderful family-friendly community of Georgian Meadows, where parks, trails and a welcoming neighbourhood atmosphere make this one of

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16 Greaves Avenue, Simcoe, ON , MLS #S13732400 , Image - 1

16 Greaves Avenue Collingwood, Simcoe, ON MLS® S13732400

Residential Freehold (Att/Row/Townhouse)

$599000.0

2 Beds
4 Baths
1100-1500 sq-ft

This well-maintained freehold town-home offers a long list of upgrades and thoughtful features throughout. Enjoy upgraded hardwood flooring, a cozy ga

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88 Robertson Street, Simcoe, ON , MLS #S13576752 , Image - 1

88 Robertson Street Collingwood, Simcoe, ON MLS® S13576752

Residential Freehold (Semi-Detached )

$665000.0

Price drop by 2.9%

3 Beds
3 Baths
1500-2000 sq-ft

Built by Sunvale Homes, this well-maintained semi-detached residence is located in Collingwood's Pretty River Estates community, just minutes from dow

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54 STANLEY Street Collingwood, Simcoe, ON MLS® S13744926

Residential Freehold (Other)

$500000.0

< 700 sq-ft

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23 Dawson Drive, Simcoe, ON , MLS #S13138956 , Image - 1

Unit-98, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13138956

Residential Condo & Other (Condo Apartment)

$399000.0

Price drop by 11.1%

2 Beds
2 Baths
700-799 sq-ft

Welcome to this Lovely Ground Floor Condo tucked away in Secluded Setting along 23 Dawson Drive, Unit # 98. The Private Patio is set up perfectly for

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12 WHEELHOUSE Crescent, Simcoe, ON , MLS #S13735694 , Image - 1

12 WHEELHOUSE Crescent Collingwood, Simcoe, ON MLS® S13735694

Residential Condo & Other (Condo Townhouse)

$2300000.0

4 +0 Beds
4 Baths
2750-2999 sq-ft

This spectacular waterfront condo in The Shipyards offers 3,591 square feet of finished living space across three storeys of luxury construction, with

Houses for Sale in Collingwood ON Under $5 Million - P7