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Collingwood Single Family Homes for Sale

Showing results 1 - 30 of 143

Find over 143 Single Family houses for sale in Collingwood with Square Yards Canada. As per the current property price trend shows an increase in demand for single family homes with furnishings and amenities. You can choose from townhouses, detached houses, and semi-detached houses in single family for sale in Collingwood. Get your upscale and luxury single family houses for sale in Collingwood

Last Updated: November 12, 2026

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

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 (opens up to 87.6 Ft wide at the back) on a QUIET CUL-D

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 : Sat Nov 14, 02:00 PM to 04:00 PM

42 Photos

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

285 Second Street Collingwood, Simcoe, ON MLS® S14131654

Residential Freehold (Detached)

$549000.0

Price 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,

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

26 Photos

491 Minnesota Street, Simcoe, ON , MLS #S14102646 , Image - 1

491 Minnesota Street Collingwood, Simcoe, ON MLS® S14102646

Residential Freehold (Detached)

$739000.0

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

Welcome to 491 Minnesota Street! Raised bungalow, in a great location directly across the street from the Minnesota Trail with close access to the YMC

Open House : Fri Nov 13, 02:00 PM to 04:00 PM

48 Photos

101 Stanley Street, Simcoe, ON , MLS #S13824996 , Image - 1

101 Stanley Street Collingwood, Simcoe, ON MLS® S13824996

Residential Freehold (Detached)

$1850000.0

Price drop by 1.3%

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

Experience elevated four-season living at 101 Stanley Street, an impressive residence offering a total of 4,844 sq. ft. of beautifully finished living

40 Photos

13 Mclean Avenue, Simcoe, ON , MLS #S14173176 , Image - 1

13 Mclean Avenue Collingwood, Simcoe, ON MLS® S14173176

Residential Freehold (Detached)

$1175000.0

4 Beds
3 Baths
2000-2500 sq-ft

The comfort of main-floor living, with the flexibility of a four-bedroom home. Welcome to 13 McLean Avenue, a detached bungaloft built in 2022, offeri

Open House : Sat Nov 14, 01:00 PM to 03:00 PM

48 Photos

62 Courtice Crescent, Simcoe, ON , MLS #S14130620 , Image - 1

62 Courtice Crescent Collingwood, Simcoe, ON MLS® S14130620

Residential Freehold (Detached)

$574999.0

Price drop by 1.7%

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

Welcome to this updated 3-bedroom bungalow. Ideally located close to schools, shopping, restaurants and Blue Mountain. Bright, open and move-in ready.

38 Photos

390 Second Street, Simcoe, ON , MLS #S14167930 , Image - 1

390 Second Street Collingwood, Simcoe, ON MLS® S14167930

Residential Freehold (Detached)

$798000.0

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

**NEW PRICE $798,000 | QUICK CLOSING AVAILABLE!** Welcome to 390 Second Street, a thoughtfully renovated 3+1 bedroom, 2-bathroom raised bungalow with

Open House : Sat Nov 14, 01:00 PM to 03:00 PM

19 Photos

46 Dillon Drive, Simcoe, ON , MLS #S14135308 , Image - 1

46 Dillon Drive Collingwood, Simcoe, ON MLS® S14135308

Residential Freehold (Detached)

$599000.0

Price drop by 7.4%

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

Excellent Location - Move-In Ready! Enjoy an outstanding location close to the hospital, high school, shopping, restaurants, and bike trails! This wel

26 Photos

1 Woodland Court, Simcoe, ON , MLS #S14093972 , Image - 1

Unit-1, 1 Woodland Court Collingwood, Simcoe, ON MLS® S14093972

Residential Condo & Other (Semi-Detached Condo)

$950000.0

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

Rarely offered semi-detached bungalow condominium on a quiet, sought-after cul-de-sac in Cranberry Woodlands, backing directly onto the Cranberry Mars

Open House : Sun Nov 15, 12:00 PM to 02:00 PM

49 Photos

320 Birch Street, Simcoe, ON , MLS #S14127220 , Image - 1

320 Birch Street Collingwood, Simcoe, ON MLS® S14127220

Residential Freehold (Detached)

$1680000.0

5 Beds
5 Baths
1500-2000 sq-ft

This stunning home offers over 3000 sq.ft of living area! Welcome to 320 Birch Street, ideally situated in Collingwood's coveted Treed Streets one o

43 Photos

20 Highlands Crescent, Simcoe, ON , MLS #S13773478 , Image - 1

20 Highlands Crescent Collingwood, Simcoe, ON MLS® S13773478

Residential Freehold (Detached)

$950000.0

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

Talk about a move-in ready home! Set out a south facing lot, 20 Highlands Crescent features 4 bedrooms (3+1), 3.5 bath, 2,176 sq ft above grade and ha

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
1500-2000 sq-ft

Welcome to 280 Maple Street 1518 sq. ft. above grade, nestled in Collingwood's desirable Tree Streets neighbourhood. This inviting bungalow offers a s

Open House : Sat Nov 14, 01:00 PM to 03:00 PM

36 Photos

26 Robertson Street, Simcoe, ON , MLS #S14129034 , Image - 1

26 Robertson Street Collingwood, Simcoe, ON MLS® S14129034

Residential Freehold (Att/Row/Townhouse)

$564899.0

3 Beds
3 Baths
1500-2000 sq-ft

A fully fenced backyard with no rear neighbours, a cozy gas fireplace, and a primary suite with walk-in closet and ensuite: 26 Robertson Street has th

22 Photos

37 Lett Avenue, Simcoe, ON , MLS #S13699070 , Image - 1

37 Lett Avenue Collingwood, Simcoe, ON MLS® S13699070

Residential Freehold (Att/Row/Townhouse)

$559000.0

Price drop by 5.1%

2 Beds
3 Baths
1100-1500 sq-ft

Welcome to 37 Lett Avenue, an exceptional end-unit freehold townhome in Collingwood's sought-after Blue Fairway community. With the added natural ligh

39 Photos

182 Findlay Drive, Simcoe, ON , MLS #S13875994 , Image - 1

182 Findlay Drive Collingwood, Simcoe, ON MLS® S13875994

Residential Freehold (Detached)

$789000.0

Price drop by 3.7%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to the coveted Mountaincroft neighbourhood! This beautifully upgraded 2-storey home is filled with natural light and offers a thoughtfully des

30 Photos

23 Kirby Avenue, Simcoe, ON , MLS #S14169664 , Image - 1

23 Kirby Avenue Collingwood, Simcoe, ON MLS® S14169664

Residential Freehold (Att/Row/Townhouse)

$659000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 23 Kibry Ave, Collingwood! Offering 1,539 sq. ft. of finished living space, thisbeautifully maintained home features numerous upgrades and

48 Photos

18 Thomas Drive, Simcoe, ON , MLS #S13811204 , Image - 1

18 Thomas Drive Collingwood, Simcoe, ON MLS® S13811204

Residential Freehold (Att/Row/Townhouse)

$799999.0

3 Beds
3 Baths
1500-2000 sq-ft

Golf course views and turnkey living meet in the heart of Mair Mills. This end-unit freehold townhome offers rare privacy, backing seamlessly onto the

37 Photos

15 Clark Street, Simcoe, ON , MLS #S13735838 , Image - 1

15 Clark Street Collingwood, Simcoe, ON MLS® S13735838

Residential Freehold (Detached)

$749000.0

Price drop by 3.9%

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

Welcome to 15 Clark Street, a beautifully maintained all-brick home in the sought-after Mountaincroft community. With its charming covered front porch

42 Photos

237 Simcoe Street, Simcoe, ON , MLS #S14139944 , Image - 1

237 Simcoe Street Collingwood, Simcoe, ON MLS® S14139944

Residential Freehold (Detached)

$668900.0

2 Beds
2 Baths
1100-1500 sq-ft

237 Simcoe Street features over 1,400 square feet with recent updates, a great layout, detached garage and unbeatable location just minutes on foot fr

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

Open House : Sat Nov 14, 12:00 PM to 02:00 PM

38 Photos

562 Cameron Street, Simcoe, ON , MLS #S13856610 , Image - 1

562 Cameron Street Collingwood, Simcoe, ON MLS® S13856610

Residential Freehold (Detached)

$1099000.0

2 Beds
2 Baths
1500-2000 sq-ft

Welcome to 562 Cameron Street. Set on an extraordinary half-acre lot in central Collingwood, this 1890 stone house is rich in charm, character, and ti

40 Photos

58 Market Street, Simcoe, ON , MLS #S14112914 , Image - 1

58 Market Street Collingwood, Simcoe, ON MLS® S14112914

Residential Freehold (Detached)

$795000.0

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

49 Photos

11 Georgian Manor Drive, Simcoe, ON , MLS #S14088822 , Image - 1

11 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S14088822

Residential Freehold (Detached)

$2899000.0

4 Beds
5 Baths
2500-3000 sq-ft

A RARE WATERFRONT OFFERING WITH STYLE, SPACE & SOPHISTICATION. Rare find with double garage attached on the water. This striking home at 11 Georgian

50 Photos

63 Archer Avenue, Simcoe, ON , MLS #S14088862 , Image - 1

63 Archer Avenue Collingwood, Simcoe, ON MLS® S14088862

Residential Freehold (Att/Row/Townhouse)

$659900.0

Price drop by 5.7%

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

Welcome to 63 Archer Avenue in Collingwood's Vibrant South End! Located in the desirable Summit View community, this bright and beautifully appointed

41 Photos

795853 Grey 19 Road, Simcoe, ON , MLS #S14108452 , Image - 1

795853 Grey 19 Road Collingwood, Simcoe, ON MLS® S14108452

Residential Freehold (Detached)

$1149900.0

5 Beds
4 Baths
2500-3000 sq-ft

Set on a beautifully private rural lot w/ stunning views of Blue Mountain & only 7 minutes from downtown Collingwood, this charming ranch bungalow off

32 Photos

70 Plewes Drive, Simcoe, ON , MLS #S14114300 , Image - 1

70 Plewes Drive Collingwood, Simcoe, ON MLS® S14114300

Residential Freehold (Detached)

$1259000.0

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

6 Standout Features That Make This Home Exceptional: 1. A private setting overlooking green space and a pond. 2. The convenience of a main-floor prima

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

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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