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Collingwood Detached Houses for Sale

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Last Updated: December 20, 2025

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

32 Photos

7 Meadowlark Way, Simcoe, ON , MLS #S12639170 , Image - 1

7 Meadowlark Way Collingwood, Simcoe, ON MLS® S12639170

Residential Freehold (Detached)

$3590000.0

3 +2 Beds
4 Baths
2500-3000 sq-ft

MODERN, ORGANIC & TIMELESS CUSTOM-BUILT BUNGALOW FEATURING OVER 5,500 SQFT OF COMFORT-DRIVEN LIVING SPACE! Located in the equally coveted and conveni

5 Photos

169 Second Street, Simcoe, ON , MLS #S12226359 , Image - 1

169 Second Street Collingwood, Simcoe, ON MLS® S12226359

Residential Freehold (Detached)

$1950000.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to Charming Collingwood Living. Where Luxury Meets Location! Discover the perfect blend of elegance, comfort, and convenience in this stunning

45 Photos

73 Findlay Drive, Simcoe, ON , MLS #S12467719 , Image - 1

73 Findlay Drive Collingwood, Simcoe, ON MLS® S12467719

Residential Freehold (Detached)

$999000.0

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

Welcome to this spacious and immaculate custom bungalow in a prime location backing onto greenbelt! Offering an open-concept floor plan that perfectly

45 Photos

234 Pine Street, Simcoe, ON , MLS #S12456481 , Image - 1

234 Pine Street Collingwood, Simcoe, ON MLS® S12456481

Residential Freehold (Detached)

$1899000.0

6 Beds
5 Baths
3000-3500 sq-ft

There is something rather enchanting about living a on a tree-lined street in a home with history that is located right in the heart of the downtown H

37 Photos

26 Davis Street, Simcoe, ON , MLS #S12404182 , Image - 1

26 Davis Street Collingwood, Simcoe, ON MLS® S12404182

Residential Freehold (Detached)

$879900.0

Price drop by 2.1%

3 +1 Beds
3 Baths
1100-1500 sq-ft

Discover this stunning 2,200 sq ft home nestled in the highly sought-after Creekside neighbourhood. Expertly renovated by Collingwood's acclaimed Kofo

34 Photos

163 Collins Street, Simcoe, ON , MLS #S12451781 , Image - 1

163 Collins Street Collingwood, Simcoe, ON MLS® S12451781

Residential Freehold (Detached)

$600000.0

Price drop by 5.5%

3 Beds
3 Baths
700-1100 sq-ft

OPEN HOUSE: December 20th 1pm-4pm - Christmas on Collins Street!! Your new home awaits in this highly desirable family friendly neighbourhood! Ideall

27 Photos

80 Huron Street, Simcoe, ON , MLS #S12496276 , Image - 1

80 Huron Street Collingwood, Simcoe, ON MLS® S12496276

Residential Freehold (Detached)

$504000.0

Price drop by 9.8%

3 Beds
2 Baths
1100-1500 sq-ft

POWER OF SALE. 3 Bedroom 1.5 Storey Home. Fully Fenced 54 ft X 175 ft Back Yard. Minutes To Georgian Bay And Downtown Collingwood. A Short Drive To B

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

29 Photos

4 BUCKINGHAM Boulevard, Simcoe, ON , MLS #S12211234 , Image - 1

4 BUCKINGHAM Boulevard Collingwood, Simcoe, ON MLS® S12211234

Residential Freehold (Detached)

$2999990.0

Price drop by 1.6%

7 Beds
4 Baths
5000 + sq-ft

Experience unparalleled luxury and exceptional investment potential at 4 Buckingham Boulevard, an expansive estate offering over 5,000 sq. ft. of exqu

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

36 Photos

22 Hughes Street, Simcoe, ON , MLS #S12552626 , Image - 1

22 Hughes Street Collingwood, Simcoe, ON MLS® S12552626

Residential Freehold (Detached)

$899900.0

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

Welcome to Pretty River Estates, a move-in ready Detached Home tucked away in a Peaceful Neighborhood Convenient to Everything Collingwood has to Offe

50 Photos

75 Indian Trail, Simcoe, ON , MLS #S12533084 , Image - 1

75 Indian Trail Collingwood, Simcoe, ON MLS® S12533084

Residential Freehold (Detached)

$2300000.0

6 Beds
4 Baths
3500-5000 sq-ft

This dream waterfront estate home could be yours for the 2025/2026 Ski season. Spanning nearly 5,000 square feet of living space, this six-bedroom hom

48 Photos

56 Georgian Manor Drive, Simcoe, ON , MLS #S12430539 , Image - 1

56 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S12430539

Residential Freehold (Detached)

$749000.0

Price drop by 9.2%

5 Beds
2 Baths
1500-2000 sq-ft

Welcome to 56 Georgian Manor Drive in beautiful Collingwood an incredible investment opportunity just minutes from Georgian Bay, downtown Collingwood

40 Photos

97 Tracey Lane, Simcoe, ON , MLS #S12531664 , Image - 1

97 Tracey Lane Collingwood, Simcoe, ON MLS® S12531664

Residential Freehold (Detached)

$819000.0

3 Beds
3 Baths
1500-2000 sq-ft

This Marigold model has everything you need and more! With 3 bedrooms and 2 full bathrooms, it's perfect for families, couples, or anyone looking to

40 Photos

143 Fourth Street W, Simcoe, ON , MLS #S12511694 , Image - 1

143 Fourth Street W Collingwood, Simcoe, ON MLS® S12511694

Residential Freehold (Detached)

$869000.0

3 +0 Beds
1 Baths
1500-2000 sq-ft

Charming Red Brick Century Home in Downtown Collingwood! Fall in love with this stunning century home on a beautiful tree-lined street just steps from

50 Photos

53 Silver Creek Drive, Simcoe, ON , MLS #S12522756 , Image - 1

53 Silver Creek Drive Collingwood, Simcoe, ON MLS® S12522756

Residential Freehold (Detached)

$1899000.0

5 Beds
5 Baths
3500-5000 sq-ft

Nestled on a secluded, park-like acre within the Town of Collingwood, this exceptional estate blends refined luxury with natural beauty. Surrounded by

50 Photos

77 Lockerbie Crescent, Simcoe, ON , MLS #S12509018 , Image - 1

77 Lockerbie Crescent Collingwood, Simcoe, ON MLS® S12509018

Residential Freehold (Detached)

$1199000.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to 77 Lockerbie Crescent, a beautifully designed 4-bedroom, 3.5-bathroom home in the sought-after Mountaincroft community. From the moment you

25 Photos

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

16 Smart Court Collingwood, Simcoe, ON MLS® S12374729

Residential Freehold (Detached)

$945000.0

Price drop by 5.5%

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

45 Photos

210 Minnesota Street, Simcoe, ON , MLS #S12176825 , Image - 1

210 Minnesota Street Collingwood, Simcoe, ON MLS® S12176825

Residential Freehold (Detached)

$1499000.0

Price drop by 6.3%

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

Welcome to 210 Minnesota Street a home on one of Collingwood's most loved streets. There's a reason homes here rarely change hands. The street has a

40 Photos

299 Napier Street, Simcoe, ON , MLS #S12429416 , Image - 1

299 Napier Street Collingwood, Simcoe, ON MLS® S12429416

Residential Freehold (Detached)

$695000.0

4 +0 Beds
2 Baths
1500-2000 sq-ft

Century red brick located on a large lot in central Collingwood. This 4 bed home was built in 1900 and still features much of the original woodwork,

26 Photos

53 Niagara Street, Simcoe, ON , MLS #S12399959 , Image - 1

53 Niagara Street Collingwood, Simcoe, ON MLS® S12399959

Residential Freehold (Detached)

$2399000.0

3 +2 Beds
4 Baths
2000-2500 sq-ft

NEW PRICE & STEPS TO SUNSET POINT, GEORGIAN BAY - this custom Vandermeer-designed 5-bedroom home offers over 3,700 sq. ft. of beautifully finished li

38 Photos

45 Mary Street, Simcoe, ON , MLS #S12039966 , Image - 1

45 Mary Street Collingwood, Simcoe, ON MLS® S12039966

Residential Freehold (Detached)

$2400000.0

4 +2 Beds
5 Baths
3000-3500 sq-ft

***BUILD IN PROGRESS*** Luxury Custom Home on Mary Street, Collingwood. Currently under construction by a quality local builder, this stunning custom

50 Photos

22 Jane Street, Simcoe, ON , MLS #S12145577 , Image - 1

22 Jane Street Collingwood, Simcoe, ON MLS® S12145577

Residential Freehold (Detached)

$639936.0

Price drop by 1.4%

2 Beds
1 Baths
< 700 sq-ft

Nestled at the end of a quiet dead-end street and surrounded by nature, this bright and beautifully updated 2-bedroom, 1-bathroom bungalow offers the

50 Photos

155 Glenlake Boulevard, Simcoe, ON , MLS #S12478837 , Image - 1

155 Glenlake Boulevard Collingwood, Simcoe, ON MLS® S12478837

Residential Freehold (Detached)

$2099000.0

4 Beds
5 Baths
3000-3500 sq-ft

Welcome to your dream home, a breathtaking 4-bedroom, 4.5-bathroom, two-story masterpiece built in 2019, designed for unparalleled luxury and comfort.

48 Photos

34 Davis Street, Simcoe, ON , MLS #S12453535 , Image - 1

34 Davis Street Collingwood, Simcoe, ON MLS® S12453535

Residential Freehold (Detached)

$999000.0

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

Welcome Home! Step into this stunning, thoughtfully renovated residence that perfectly combines modern comfort with timeless charm. Located in the hea

40 Photos

2 ROWLAND Street, Simcoe, ON , MLS #S12448415 , Image - 1

2 ROWLAND Street Collingwood, Simcoe, ON MLS® S12448415

Residential Freehold (Detached)

$1100000.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to your dream home a stunning, brand-new Clydesdale Style residence by Devonleigh Homes Development! This exceptional 2-storey masterpiece si

31 Photos

145 Ontario Street, Simcoe, ON , MLS #S12397450 , Image - 1

145 Ontario Street Collingwood, Simcoe, ON MLS® S12397450

Residential Freehold (Detached)

$1325000.0

3 Beds
3 Baths
2000-2500 sq-ft

Exclusive downtown location in Olde Towne. This charming 3-bedroom, 2.5-bathroom home, with its exclusive downtown location, nestled in the heart of O

10 Photos

15 Mclean Avenue, Simcoe, ON , MLS #S12439362 , Image - 1

15 Mclean Avenue Collingwood, Simcoe, ON MLS® S12439362

Residential Freehold (Detached)

$1219900.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to Indigo Estates, Collingwood's new premier community. 15 Mclean Ave, 2929 Sq Ft, 4 Bedrooms and 4 Bathrooms with main floor office.Collingwo

26 Photos

491 Minnesota Street, Simcoe, ON , MLS #S12403815 , Image - 1

491 Minnesota Street Collingwood, Simcoe, ON MLS® S12403815

Residential Freehold (Detached)

$759000.0

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

Welcome to 491 Minnesota, a versatile bungalow that offers two separate living spaces, perfect for families, investors, or anyone seeking income poten

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