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Collingwood Single Family Homes for Sale

Showing results 1 - 30 of 158

Find over 158 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: September 28, 2026

41 Photos

18 River Run, Simcoe, ON , MLS #S13830242 , Image - 1

18 River Run Collingwood, Simcoe, ON MLS® S13830242

Residential Freehold (Detached)

$838000.0

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

Great home, great location! Offering 5 bedrooms (3+2), 3.5 bathrooms and 1,688 sq. ft. of bright, open-concept living space, plus a fully finished low

46 Photos

35 Kayla Crescent, Simcoe, ON , MLS #S13804138 , Image - 1

35 Kayla Crescent Collingwood, Simcoe, ON MLS® S13804138

Residential Freehold (Detached)

$1349000.0

5 Beds
3 Baths
2500-3000 sq-ft

A rare setting in Georgian Meadows. This beautifully presented 5-bedroom home offers approximately 2,717 sq. ft. above grade, mature landscaping and e

Open House : Sun Oct 04, 01:00 PM to 03:00 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

33 Photos

61 Marina Crescent, Simcoe, ON , MLS #S13818716 , Image - 1

61 Marina Crescent Collingwood, Simcoe, ON MLS® S13818716

Residential Freehold (Detached)

$979000.0

5 Beds
4 Baths
2000-2500 sq-ft

Nestled in the sought-after Georgian Meadows community near top schools, local ski hills, and downtown Collingwood, this Clairefield model executive h

Open House : Sat Oct 03, 11:00 AM to 01:00 PM

44 Photos

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

44 Photos

66 Telfer Road, Simcoe, ON , MLS #S13718016 , Image - 1

66 Telfer Road Collingwood, Simcoe, ON MLS® S13718016

Residential Freehold (Detached)

$669000.0

4 Beds
2 Baths
700-1100 sq-ft

Located in a desirable west-end pocket just steps from Collingwood's trail network, 66 Telfer Road delivers a versatile 4-bedroom, 2-bathroom layout e

32 Photos

161 Vacation Inn Drive, Simcoe, ON , MLS #S13832752 , Image - 1

161 Vacation Inn Drive Collingwood, Simcoe, ON MLS® S13832752

Residential Condo & Other (Semi-Detached Condo)

$769000.0

3 Beds
3 Baths
1400-1599 sq-ft

IMPECCABLY RENOVATED | MODERN LUXURY | FOUR-SEASON LIVING 3-bedroom, 3-bathroom, 1,510 sq. ft. semi-detached residence on Vacation Inn Drive, nestled

Open House : Sat Oct 10, 10:00 AM to 12:00 PM

36 Photos

91 Summer View Avenue, Simcoe, ON , MLS #S13821400 , Image - 1

91 Summer View Avenue Collingwood, Simcoe, ON MLS® S13821400

Residential Freehold (Detached)

$1175000.0

5 Beds
3 Baths
1500-2000 sq-ft

Set on a generous lot just shy of half an acre in Collingwood's east end, this beautifully finished 5-bedroom home offers over 2,900 sq. ft. of living

41 Photos

6 Thomas Drive, Simcoe, ON , MLS #S13739686 , Image - 1

6 Thomas Drive Collingwood, Simcoe, ON MLS® S13739686

Residential Freehold (Att/Row/Townhouse)

$695000.0

3 Beds
3 Baths
2500-3000 sq-ft

A Freehold Townhome, without condo fees that Lives Like a Detached Home. Start planning now for ski season and discover an exceptional combination of

24 Photos

444 Oxbow Crescent, Simcoe, ON , MLS #S13808266 , Image - 1

444 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13808266

Residential Condo & Other (Semi-Detached Condo)

$549000.0

2 Beds
2 Baths
1000-1199 sq-ft

Imagine carefree living in this beautifully updated bungalow-style home, thoughtfully designed for comfortable, low-maintenance one-level living, with

40 Photos

91 High Street, Simcoe, ON , MLS #S13804196 , Image - 1

91 High Street Collingwood, Simcoe, ON MLS® S13804196

Residential Freehold (Att/Row/Townhouse)

$534900.0

3 Beds
2 Baths
1100-1500 sq-ft

Stunning 3 bedroom freehold townhome has been professionally updated, lovingly maintained and is move in ready! The main floor boasts a beautiful larg

50 Photos

22 Portland Street, Simcoe, ON , MLS #S13810462 , Image - 1

22 Portland Street Collingwood, Simcoe, ON MLS® S13810462

Residential Freehold (Detached)

$975000.0

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

Welcome to your dream home at 22 Portland Collingwood, Ontario! This sun-drenched 6 bed 3.5 bath sanctuary offers the perfect blend of comfort, style,

30 Photos

24 Dance Street, Simcoe, ON , MLS #S13794638 , Image - 1

24 Dance Street Collingwood, Simcoe, ON MLS® S13794638

Residential Freehold (Detached)

$749900.0

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to Mountaincroft Estates, where this impeccably maintained 3-bedroom Hampton model offers a bright, open-concept layout with modern finishes a

47 Photos

24 Barfoot Street, Simcoe, ON , MLS #S13826524 , Image - 1

24 Barfoot Street Collingwood, Simcoe, ON MLS® S13826524

Residential Freehold (Att/Row/Townhouse)

$699000.0

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

Enjoy the feel of a detached home in this beautifully updated builder finished home, linked to its neighbour only at the garage! A standout upgrade is

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

29 Photos

46 Erie Street, Simcoe, ON , MLS #S13718462 , Image - 1

46 Erie Street Collingwood, Simcoe, ON MLS® S13718462

Residential Freehold (Detached)

$569000.0

4 +0 Beds
2 Baths
1100-1500 sq-ft

Welcome to 46 Erie Street - a fantastic opportunity on a well-established, family-friendly street. Recent updates include brand-new carpeting and fres

28 Photos

500 SIXTH Street, Simcoe, ON , MLS #S13809794 , Image - 1

500 SIXTH Street Collingwood, Simcoe, ON MLS® S13809794

Residential Freehold (Detached)

$679999.0

3 +0 Beds
2 Baths
1100-1500 sq-ft

Fully renovated and move-in-ready! This 3-bedroom, 2-bathroom bungalow is set on a rare 63 x 167 ft lot! Perfect for first-time buyers, investors, or

49 Photos

529 Saint Marie Street, Simcoe, ON , MLS #S13827574 , Image - 1

529 Saint Marie Street Collingwood, Simcoe, ON MLS® S13827574

Residential Freehold (Detached)

$2475000.0

5 Beds
4 Baths
3500-5000 sq-ft

Welcome To 529 Ste Marie Street, An Opulent, Red-Brick Century Masterpiece On One Of Collingwood's Most Coveted Mature Tree Lined Streets. Just Steps

37 Photos

594 Oak Street, Simcoe, ON , MLS #S13515080 , Image - 1

594 Oak Street Collingwood, Simcoe, ON MLS® S13515080

Residential Freehold (Detached)

$739000.0

Price drop by 5.1%

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

Bright and open 3+1 bedroom home with an attached garage on an oversized severable lot!!! Prime Investment Opportunity with Incredible Upside! Whether

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

41 Photos

33 Slalom Gate Road, Simcoe, ON , MLS #S13786908 , Image - 1

33 Slalom Gate Road Collingwood, Simcoe, ON MLS® S13786908

Residential Freehold (Detached)

$1599000.0

4 Beds
4 Baths
1100-1500 sq-ft

A private modern mountain retreat where refined design meets an exceptional four-season lifestyle. Tucked quietly into the trees and backing onto lush

35 Photos

94 KIRBY Avenue, Simcoe, ON , MLS #S13645792 , Image - 1

94 KIRBY Avenue Collingwood, Simcoe, ON MLS® S13645792

Residential Freehold (Detached)

$875000.0

Price drop by 7.9%

4 +0 Beds
3 Baths
2000-2500 sq-ft

Welcome to a masterpiece of modern living where luxury meets nature in every corner of this stunning residence! With over $ 50K in premium upgrades an

40 Photos

23 Marina Crescent, Simcoe, ON , MLS #S13803888 , Image - 1

23 Marina Crescent Collingwood, Simcoe, ON MLS® S13803888

Residential Freehold (Detached)

$899000.0

4 Beds
4 Baths
2000-2500 sq-ft

Experience family connections in one of Collingwood's best neighbourhoods, Georgian Meadows. Just minutes from Blue Mountain and downtown Collingwood.

15 Photos

194 Erie Street, Simcoe, ON , MLS #S13824958 , Image - 1

194 Erie Street Collingwood, Simcoe, ON MLS® S13824958

Residential Freehold (Detached)

$325000.0

1 Beds
1 Baths
700-1100 sq-ft

Attention INVESTORS, DEVELOPERS, BIG THINKERS! This property is a rare opportunity to redevelop, rehabilitate, or reimagine a fully serviced town lot

48 Photos

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

101 Stanley Street Collingwood, Simcoe, ON MLS® S13824996

Residential Freehold (Detached)

$1875000.0

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

42 Photos

91 Beech Street, Simcoe, ON , MLS #S13578406 , Image - 1

91 Beech Street Collingwood, Simcoe, ON MLS® S13578406

Residential Freehold (Detached)

$775000.0

Price drop by 3.0%

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

Location, Location, Location! Welcome to 91 Beech Street, ideally situated on one of Collingwood's most sought-after Tree Streets. Just a short stroll

50 Photos

63 Georgian Manor Drive, Simcoe, ON , MLS #S13658890 , Image - 1

63 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S13658890

Residential Freehold (Detached)

$2450000.0

Price drop by 10.9%

5 Beds
3 Baths
3000-3500 sq-ft

Wake up to spectacular sunrises, unwind with unforgettable sunsets, and enjoy panoramic 180-degree views across Nottawasaga Bay from this exceptional

50 Photos

9 Hill Street, Simcoe, ON , MLS #S13746214 , Image - 1

9 Hill Street Collingwood, Simcoe, ON MLS® S13746214

Residential Freehold (Detached)

$915000.0

3 Beds
3 Baths
2000-2500 sq-ft

9 Hill Street offers a clean, well-maintained 3 bed, 2.5 bath family home in the sought after Mair Mills community, known for it's friendly neighbours

29 Photos

4 Buckingham Boulevard, Simcoe, ON , MLS #S13814476 , Image - 1

4 Buckingham Boulevard Collingwood, Simcoe, ON MLS® S13814476

Residential Freehold (Detached)

$2799000.0

7 Beds
4 Baths
3500-5000 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

47 Chamberlain Crescent, Simcoe, ON , MLS #S13490132 , Image - 1

47 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S13490132

Residential Freehold (Detached)

$839000.0

Price 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

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