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Collingwood Detached Houses for Sale

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Last Updated: November 06, 2026

40 Photos

61 Maidens Crescent, Simcoe, ON , MLS #S14090700 , Image - 1

61 Maidens Crescent Collingwood, Simcoe, ON MLS® S14090700

Residential Freehold (Detached)

$799000.0

4 Beds
3 Baths
2000-2500 sq-ft

Discover refined ** FOUR-SEASON ** living at 61 Maidens Cres., an elegant 4-bedroom, 3-bathroom detached home by renowned Devonleigh Homes, ideally lo

44 Photos

275 Second Street, Simcoe, ON , MLS #S14157262 , Image - 1

275 Second Street Collingwood, Simcoe, ON MLS® S14157262

Residential Freehold (Detached)

$575000.0

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

A Wonderful Opportunity to Create the Family Home You've Always Envisioned! Located within walking distance of downtown Collingwood, this spacious 3+1

50 Photos

6 Alyssa Drive, Simcoe, ON , MLS #S13176562 , Image - 1

6 Alyssa Drive Collingwood, Simcoe, ON MLS® S13176562

Residential Freehold (Detached)

$829000.0

Price drop by 7.8%

3 Beds
4 Baths
1500-2000 sq-ft

Fabulous home in the very desirable & much sought after Georgian Meadows. This spacious 3 Bed 4 Bath property is ready to welcome its new owners. Whe

42 Photos

285 Second Street, Simcoe, ON , MLS #S14131654 , Image - 1

285 Second Street Collingwood, Simcoe, ON MLS® S14131654

Residential Freehold (Detached)

$589000.0

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,

Open House : Sun Nov 08, 11:00 AM to 01:00 PM

38 Photos

32 Courtice Crescent, Simcoe, ON , MLS #S13836096 , Image - 1

32 Courtice Crescent Collingwood, Simcoe, ON MLS® S13836096

Residential Freehold (Detached)

$579900.0

3 +0 Beds
2 Baths
700-1100 sq-ft

$579,900 for a single family detached home with garage! 32 Courtice Crescent features 3 bedrooms, 2 bath, large landscaped lot, a main floor featuring

40 Photos

71 Lockerbie Crescent, Simcoe, ON , MLS #S14114978 , Image - 1

71 Lockerbie Crescent Collingwood, Simcoe, ON MLS® S14114978

Residential Freehold (Detached)

$1175000.0

4 Beds
3 Baths
3000-3500 sq-ft

Welcome to 71 Lockerbie Crescent, a spacious 3,171 sq. ft. family home offering 4 bedrooms, 2.5 bathrooms and plenty of room to grow in a desirable Co

Open House : Sun Nov 08, 01:30 PM to 03:30 PM

41 Photos

18 River Run, Simcoe, ON , MLS #S13874132 , Image - 1

18 River Run Collingwood, Simcoe, ON MLS® S13874132

Residential Freehold (Detached)

$749000.0

Price drop by 4.9%

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

Move right into this FULLY RENOVATED and PRE-INSPECTED home! Set on a private, pie-shaped lot on a QUIET CUL-DE-SAC, 18 River Run is located NEXT TO

Open House : Sun Nov 08, 01:00 PM to 03:00 PM

31 Photos

3 Portland Street, Simcoe, ON , MLS #S14155338 , Image - 1

3 Portland Street Collingwood, Simcoe, ON MLS® S14155338

Residential Freehold (Detached)

$799900.0

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

Fantastic price in Collingwood's sought after Pretty River Estates! Buyers will not go wrong with this detached bungaloft with a fully self contained

48 Photos

340 Cedar Street, Simcoe, ON , MLS #S13882828 , Image - 1

340 Cedar Street Collingwood, Simcoe, ON MLS® S13882828

Residential Freehold (Detached)

$1749000.0

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

A rare opportunity to own a newly custom-built home on one of Collingwood's coveted tree streets, combining contemporary design, exceptional living sp

Open House : Sat Nov 07, 01:00 PM to 03:00 PM

47 Photos

5 BROCK Crescent, Simcoe, ON , MLS #S12486327 , Image - 1

5 BROCK Crescent Collingwood, Simcoe, ON MLS® S12486327

Residential Freehold (Detached)

$799999.0

Price drop by 35.0%

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

Welcome to 5 Brock Crescent the place to be in Collingwood!! If you are looking for a great bungalow in a well established and desirable area you just

25 Photos

550 Simcoe Street, Simcoe, ON , MLS #S14149946 , Image - 1

550 Simcoe Street Collingwood, Simcoe, ON MLS® S14149946

Residential Freehold (Detached)

$599000.0

2 Beds
1 Baths
700-1100 sq-ft

True bungalow, Perfectly situated on a quaint cul-de-sac in a sought-after central location, this charming 2-bedroom, 1-bath (in floor heat) bungalow

Open House : Sun Nov 08, 11:00 AM to 01:00 PM

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 Nov 21, 11:00 AM to 02:00 PM

50 Photos

514 Tenth Street, Simcoe, ON , MLS #S13760456 , Image - 1

514 Tenth Street Collingwood, Simcoe, ON MLS® S13760456

Residential Freehold (Detached)

$624999.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 514 Tenth Street, located in a desirable family friendly neighbourhood close to schools, parks, walking trails, shopping & all the amenitie

46 Photos

39 Forest Drive, Simcoe, ON , MLS #S14152986 , Image - 1

39 Forest Drive Collingwood, Simcoe, ON MLS® S14152986

Residential Freehold (Detached)

$1349000.0

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

Private 3-Bedroom Bungalow on an Incredible 3/4 Acre Lot in Sought After Collingwood! Set on an exceptional 3/4 acre property, this well looked after

18 Photos

280 Maple Street, Simcoe, ON , MLS #S14152784 , Image - 1

280 Maple Street Collingwood, Simcoe, ON MLS® S14152784

Residential Freehold (Detached)

$799000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to the charming Tree Streets of Collingwood! This colourful and character-filled bungalow with a single-car garage offers a wonderful blend of

29 Photos

74 Telfer Road, Simcoe, ON , MLS #S13752784 , Image - 1

74 Telfer Road Collingwood, Simcoe, ON MLS® S13752784

Residential Freehold (Detached)

$599900.0

Price drop by 2.4%

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

MANY UPGRADES & EXCELLENT LOCATION!! Beautifully maintained 4 Bedroom, 2 bathroom raised bungalow with over 1700 sq ft. of living space. Thoughtfully

Open House : Sat Nov 07, 12:00 PM to 02:00 PM

45 Photos

35 Hughes Street, Simcoe, ON , MLS #S14143760 , Image - 1

35 Hughes Street Collingwood, Simcoe, ON MLS® S14143760

Residential Freehold (Detached)

$998000.0

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

Welcome to 35 Hughes St in coveted Pretty River Estates! This stunning bungaloft offers rare privacy, backing directly onto the trail system with prof

Open House : Sun Nov 08, 02:00 PM to 04:00 PM

36 Photos

886 Sixth Street, Simcoe, ON , MLS #S14150180 , Image - 1

886 Sixth Street Collingwood, Simcoe, ON MLS® S14150180

Residential Freehold (Detached)

$1598800.0

3 Beds
3 Baths
1100-1500 sq-ft

Experience country privacy with Collingwood convenience. Set on 3.6 picturesque acres with a private creek and mature trees, this beautifully renovate

19 Photos

47 Courtice Crescent, Simcoe, ON , MLS #S14151084 , Image - 1

47 Courtice Crescent Collingwood, Simcoe, ON MLS® S14151084

Residential Freehold (Detached)

$580000.0

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

Great updated three + 1 bedroom raised bungalow in an established Collingwood neighbourhood with detached garage. Close to schools, parks, trails and

35 Photos

495 Maple Street, Simcoe, ON , MLS #S13644218 , Image - 1

495 Maple Street Collingwood, Simcoe, ON MLS® S13644218

Residential Freehold (Detached)

$680000.0

Price drop by 9.2%

3 Beds
1 Baths
700-1100 sq-ft

Fully renovated from top to bottom and ready for you to move right in! Welcome to 495 Maple Street, a stunning, completely updated home on a rare corn

33 Photos

32 Davis Street, Simcoe, ON , MLS #S14115828 , Image - 1

32 Davis Street Collingwood, Simcoe, ON MLS® S14115828

Residential Freehold (Detached)

$795000.0

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

BEAUTIFULLY REFRESHED, MOVE-IN-READY HOME IN CREEKSIDE! Welcome to this spacious 3-bedroom,4-bathroom home in the desirable Creekside subdivision, off

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

41 Photos

333 Oak Street, Simcoe, ON , MLS #S13511634 , Image - 1

333 Oak Street Collingwood, Simcoe, ON MLS® S13511634

Residential Freehold (Detached)

$725000.0

Price drop by 12.1%

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to this charming three-bedroom bungalow nestled on a full town lot in one of Collingwood's most desirable downtown neighborhoods. Offering the

Open House : Sat Nov 07, 01:00 PM to 03:00 PM

47 Photos

291 Third Street, Simcoe, ON , MLS #S13811550 , Image - 1

291 Third Street Collingwood, Simcoe, ON MLS® S13811550

Residential Freehold (Detached)

$2375000.0

Price drop by 5.0%

5 Beds
3 Baths
3000-3500 sq-ft

**A Rare Collingwood Masterpiece - Historic Character, Modern Luxury & Unparalleled Potential!** This extraordinary 1894 red brick estate is set on a

50 Photos

439 Birch Street, Simcoe, ON , MLS #S12865818 , Image - 1

439 Birch Street Collingwood, Simcoe, ON MLS® S12865818

Residential Freehold (Detached)

$1425000.0

Price drop by 4.8%

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

38 Photos

390 Second Street, Simcoe, ON , MLS #S14097270 , Image - 1

390 Second Street Collingwood, Simcoe, ON MLS® S14097270

Residential Freehold (Detached)

$825000.0

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

Welcome to 390 Second Street, a thoughtfully renovated 3+1 bedroom, 2-bathroom bungalow with over 2,000 sqft of living space in a walkable Collingwood

Open House : Sat Nov 07, 11:00 AM to 01:00 PM

42 Photos

13 Gilpin Crescent, Simcoe, ON , MLS #S14080974 , Image - 1

13 Gilpin Crescent Collingwood, Simcoe, ON MLS® S14080974

Residential Freehold (Detached)

$1249000.0

Price drop by 2.3%

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

Welcome to beautiful Mountain Croft! Built in 2019, this stunning 5-bedroom, 3.5-bathroom home offers the perfect blend of style, space, and functiona

Open House : Sun Nov 08, 12:00 PM to 02:00 PM

28 Photos

70 Shipley Avenue, Simcoe, ON , MLS #S13846838 , Image - 1

70 Shipley Avenue Collingwood, Simcoe, ON MLS® S13846838

Residential Freehold (Detached)

$1198000.0

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

25 Photos

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

515 MAPLE Street Collingwood, Simcoe, ON MLS® S13722988

Residential Freehold (Detached)

$423000.0

Price drop by 11.7%

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

50 Photos

43 Niagara Street, Simcoe, ON , MLS #S14114082 , Image - 1

43 Niagara Street Collingwood, Simcoe, ON MLS® S14114082

Residential Freehold (Detached)

$1999000.0

4 Beds
3 Baths
3000-3500 sq-ft

UPSCALE COASTAL LIVING AT SUNSET POINT - Welcome to 43 Niagara Street, a beautifully designed Craftsman-style home in Collingwood's coveted Sunset Poi

50 Photos

24 Oliver Crescent, Simcoe, ON , MLS #S14144460 , Image - 1

24 Oliver Crescent Collingwood, Simcoe, ON MLS® S14144460

Residential Freehold (Detached)

$1795000.0

3 +2 Beds
4 Baths
3000-3500 sq-ft

Rare blend of authentic log construction and modern efficiency on a prime 120' x 225' riverfront lot. Backing directly onto the Pretty River and steps

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