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Collingwood Detached Houses for Sale

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Last Updated: September 22, 2026

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

50 Photos

553 Spruce Street, Simcoe, ON , MLS #S13722036 , Image - 1

553 Spruce Street Collingwood, Simcoe, ON MLS® S13722036

Residential Freehold (Detached)

$700000.0

Price drop by 4.0%

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

Set on a large, beautifully landscaped lot, this completely renovated all-brick bungalow offers the perfect blend of comfort, style and space, both in

41 Photos

142 Campbell Street, Simcoe, ON , MLS #S13808634 , Image - 1

142 Campbell Street Collingwood, Simcoe, ON MLS® S13808634

Residential Freehold (Detached)

$899900.0

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

Welcome to 142 Campbell Street, a beautifully maintained and modernized multi-level backsplit located in the heart of Collingwood being steps from Col

48 Photos

202 Pine Street, Simcoe, ON , MLS #S13586210 , Image - 1

202 Pine Street Collingwood, Simcoe, ON MLS® S13586210

Residential Freehold (Detached)

$1789000.0

4 +0 Beds
4 Baths
2500-3000 sq-ft

Located on one of the most desirable tree-lined streets in Collingwood's Heritage District, this beautifully restored red brick home blends timeless c

28 Photos

9771 Beachwood Road, Simcoe, ON , MLS #S13684022 , Image - 1

9771 Beachwood Road Collingwood, Simcoe, ON MLS® S13684022

Residential Freehold (Detached)

$499900.0

Price drop by 5.7%

4 Beds
2 Baths
1500-2000 sq-ft

Welcome to 9771 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten

47 Photos

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

291 Third Street Collingwood, Simcoe, ON MLS® S13811550

Residential Freehold (Detached)

$2499000.0

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

46 Photos

309 Beech Street, Simcoe, ON , MLS #S13754354 , Image - 1

309 Beech Street Collingwood, Simcoe, ON MLS® S13754354

Residential Freehold (Detached)

$929000.0

4 Beds
2 Baths
2000-2500 sq-ft

A Classic Collingwood Gem on one of the Town's Coveted Tree Streets. If you've been searching for a home you can truly make your own, this is the oppo

46 Photos

98 Huron Street, Simcoe, ON , MLS #S13754592 , Image - 1

98 Huron Street Collingwood, Simcoe, ON MLS® S13754592

Residential Freehold (Detached)

$2449000.0

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

COVETED SUNSET POINT LOCATION!! Welcome to an exceptional custom-built residence where timeless Victorian-inspired elegance meets the beauty of Georgi

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

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,

32 Photos

9775 Beachwood Road, Simcoe, ON , MLS #S13684034 , Image - 1

9775 Beachwood Road Collingwood, Simcoe, ON MLS® S13684034

Residential Freehold (Detached)

$469900.0

Price drop by 6.0%

5 Beds
2 Baths
700-1100 sq-ft

Welcome to 9775 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten

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

41 Photos

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

333 Oak Street Collingwood, Simcoe, ON MLS® S13511634

Residential Freehold (Detached)

$765000.0

Price drop by 7.3%

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 : Sun Sep 27, 10:00 AM to 12:00 PM

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.

50 Photos

110 Mary Street, Simcoe, ON , MLS #S13670202 , Image - 1

110 Mary Street Collingwood, Simcoe, ON MLS® S13670202

Residential Freehold (Detached)

$1780000.0

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

Executive custom bungalow built by L. Patten & Sons, perfectly positioned on a premium 65x165 ft treed lot in one of Collingwood's most sought-after c

36 Photos

307 Fourth Street W, Simcoe, ON , MLS #S13772094 , Image - 1

307 Fourth Street W Collingwood, Simcoe, ON MLS® S13772094

Residential Freehold (Detached)

$688000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to a home where character, charm and an exceptional location come together. Situated on a desirable corner lot in a family-friendly Collingwoo

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

44 Photos

65 Connor Avenue, Simcoe, ON , MLS #S13632990 , Image - 1

65 Connor Avenue Collingwood, Simcoe, ON MLS® S13632990

Residential Freehold (Detached)

$1245000.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to 65 Connor Avenue, a beautifully updated Chamberlin model in the sought-after Georgian Meadows community of Collingwood. Offering over 2,500

16 Photos

301 Spruce Street, Simcoe, ON , MLS #S13802206 , Image - 1

301 Spruce Street Collingwood, Simcoe, ON MLS® S13802206

Residential Freehold (Detached)

$700000.0

3 Beds
3 Baths
1100-1500 sq-ft

This is your chance to purchase a well located Collingwood property with a great 3 bedroom side spilt home on a large mature lot. Attached garage offe

48 Photos

133 Peel Street, Simcoe, ON , MLS #S13804080 , Image - 1

133 Peel Street Collingwood, Simcoe, ON MLS® S13804080

Residential Freehold (Detached)

$629000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 133 Peel St. Collingwood, nestled in the heart of this vibrant community. Charming and tastefully updated throughout, this home offers a c

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

49 Photos

320 Birch Street, Simcoe, ON , MLS #S13736748 , Image - 1

320 Birch Street Collingwood, Simcoe, ON MLS® S13736748

Residential Freehold (Detached)

$1775000.0

5 Beds
5 Baths
1500-2000 sq-ft

Welcome to 320 Birch Street, ideally situated in Collingwood's coveted Treed Streets - one of the area's most established and sought-after neighbourho

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

48 Photos

114 Stanley Street, Simcoe, ON , MLS #S13784762 , Image - 1

114 Stanley Street Collingwood, Simcoe, ON MLS® S13784762

Residential Freehold (Detached)

$1849000.0

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

Set on sought-after Stanley Street, 114 Stanley is an exceptional custom residence by Great Oak Homes where timeless design, meticulous craftsmanship

23 Photos

54 Williams Street, Simcoe, ON , MLS #S13803608 , Image - 1

54 Williams Street Collingwood, Simcoe, ON MLS® S13803608

Residential Freehold (Detached)

$1195000.0

5 Beds
4 Baths
2000-2500 sq-ft

Ideally located in the heart of one of Collingwood's most sought-after school districts, 54 Williams St. is a beautifully maintained home with 2,800+

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

48 Photos

68 Trott Boulevard, Simcoe, ON , MLS #S13802606 , Image - 1

68 Trott Boulevard Collingwood, Simcoe, ON MLS® S13802606

Residential Freehold (Detached)

$849000.0

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

Top 5 Reasons You Will Love This Home: 1) Offering over 2,600 square feet of finished living space, this beautifully designed home unfolds across mult

49 Photos

121 Mary Street, Simcoe, ON , MLS #S13539818 , Image - 1

121 Mary Street Collingwood, Simcoe, ON MLS® S13539818

Residential Freehold (Detached)

$1690000.0

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

Welcome to this exceptional custom-built raised bungalow, perfectly situated on one of Collingwood's most sought-after family-friendly streets. Ideall

50 Photos

28 Dey Drive W, Simcoe, ON , MLS #S13794076 , Image - 1

28 Dey Drive W Collingwood, Simcoe, ON MLS® S13794076

Residential Freehold (Detached)

$699000.0

4 Beds
3 Baths
2500-3000 sq-ft

Beautifully maintained 4-bedroom, 3-bathroom detached home on an impressive 45' x 132' lot, perfectly positioned directly across from the newly develo

50 Photos

66 Highlands Crescent, Simcoe, ON , MLS #S13575424 , Image - 1

66 Highlands Crescent Collingwood, Simcoe, ON MLS® S13575424

Residential Freehold (Detached)

$949900.0

Price drop by 2.6%

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

ATTENTION: Outdoor enthusiast!! Georgian Meadows is known for its safe, friendly atmosphere and family-focused lifestyle, featuring a nearby play pa

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