344+ Houses for Sale in Collingwood Under $5 Million

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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

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6 Brandy Lane Drive, Simcoe, ON , MLS #S13579566 , Image - 1

Unit-105, 6 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13579566

Residential Condo & Other (Condo Apartment)

$399000.0

Price drop by 2.7%

1 Beds
2 Baths
600-699 sq-ft

Welcome to this beautiful main-floor condo offering the perfect blend of comfort, convenience, and the Georgian Bay lifestyle. Backing onto the Georgi

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158 Escarpment Crescent, Simcoe, ON , MLS #S13760960 , Image - 1

158 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13760960

Residential Condo & Other (Condo Townhouse)

$559000.0

Price drop by 1.9%

4 Beds
3 Baths
1600-1799 sq-ft

IMMACULATE END-UNIT CONDO | OVER 1,600 SQ. FT. | 4 BEDROOMS | 2.5 BATHS. Welcome to 158 Escarpment Crescent, an immaculate and beautifully maintained

Open House : Sat Sep 26, 10:00 AM to 12:00 PM

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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

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34 Dawson Drive, Simcoe, ON , MLS #S13793238 , Image - 1

Unit-825, 34 Dawson Drive Collingwood, Simcoe, ON MLS® S13793238

Residential Condo & Other (Condo Townhouse)

$399000.0

2 Beds
2 Baths
1200-1399 sq-ft

Exceptional Value in Collingwood! Offered at just $399,000, this unique upper-level condo at 34 Dawson Drive, Unit 825 offers a versatile layout and a

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13 Winters Crescent, Simcoe, ON , MLS #S13803160 , Image - 1

13 Winters Crescent Collingwood, Simcoe, ON MLS® S13803160

Residential Condo & Other (Condo Townhouse)

$599000.0

3 +0 Beds
2 Baths
1400-1599 sq-ft

Comes Fully Furnished. Discover refined living in this executive townhome in the heart of Collingwood, perfectly positioned just minutes from the wate

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57 Barker Boulevard, Simcoe, ON , MLS #S13494010 , Image - 1

57 Barker Boulevard Collingwood, Simcoe, ON MLS® S13494010

Residential Condo & Other (Condo Townhouse)

$599000.0

Price drop by 7.7%

3 +1 Beds
3 Baths
2000-2249 sq-ft

Enjoy relaxed, low-maintenance living in this spacious and beautifully maintained one-owner home, quietly positioned along the 7th fairway of Cranberr

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442 Oxbow Crescent, Simcoe, ON , MLS #S13809084 , Image - 1

442 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13809084

Residential Condo & Other (Condo Townhouse)

$319900.0

1 +1 Beds
2 Baths
600-699 sq-ft

Welcome to 442 Oxbow Crescent, a charming end-unit retreat in Collingwood's desirable Cranberry Resort and Golf Course neighbourhood. Furnished and mo

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8 Brandy Lane Drive, Simcoe, ON , MLS #S13717892 , Image - 1

Unit-303, 8 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13717892

Residential Condo & Other (Condo Apartment)

$519000.0

Price drop by 6.5%

3 Beds
2 Baths
1200-1399 sq-ft

The perfect Wyldewood modern condo backing onto green space and the Collingwood trail! Live the Collingwood lifestyle or the perfect weekend retreat

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218 Fifth Street, Simcoe, ON , MLS #S12876586 , Image - 1

Unit-1&2, 218 Fifth Street Collingwood, Simcoe, ON MLS® S12876586

Residential Freehold (Duplex)

$950000.0

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

Recently Renovated Duplex in central Collingwood, containing 2 rental units. Great Neighbourhood, close to schools, parks, trails, shopping, The Y, li

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31 Huron Street, Simcoe, ON , MLS #S13706820 , Image - 1

Unit-413, 31 Huron Street Collingwood, Simcoe, ON MLS® S13706820

Residential Condo & Other (Condo Apartment)

$479000.0

1 +1 Beds
1 Baths
700-799 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Stunning new condo in the heart of Collingwood, perfectly situated near Nottawasaga Bay and offering an exc

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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

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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

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423 Mariners Way, Simcoe, ON , MLS #S13807296 , Image - 1

423 Mariners Way Collingwood, Simcoe, ON MLS® S13807296

Residential Condo & Other (Condo Apartment)

$849000.0

3 Beds
2 Baths
1200-1399 sq-ft

Welcome to Lighthouse Point! Discover this rarely available 3-bedroom Garden Home, ideally located near the clubhouse in one of the most sought-after

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24 Ramblings Way

Unit-1001, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S12812282

Residential Condo & Other (Condo Apartment)

$999000.0

Price drop by 19.4%

2 Beds
2 Baths
1800-1999 sq-ft

MOVE IN BEFORE THANKSGIVING! There are views, and then there are views like this! Perched above Southern Georgian Bay, this exceptional 1,894 sq. ft.

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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

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1 CHAMBERLAIN Crescent, Simcoe, ON , MLS #S13774794 , Image - 1

Unit-109, 1 CHAMBERLAIN Crescent Collingwood, Simcoe, ON MLS® S13774794

Residential Condo & Other (Condo Townhouse)

$515000.0

2 Beds
1 Baths
900-999 sq-ft

Welcome to Unit 109 at Dwell Creekside Condos, a bright and well-maintained 2-bedroom, 1-bathroom main-floor condo in Collingwood, built by award winn

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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

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

37 Lett Avenue Collingwood, Simcoe, ON MLS® S13699070

Residential Freehold (Att/Row/Townhouse)

$579000.0

Price drop by 1.7%

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

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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

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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

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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

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49 Silver Glen Boulevard, Simcoe, ON , MLS #S13677708 , Image - 1

49 Silver Glen Boulevard Collingwood, Simcoe, ON MLS® S13677708

Residential Condo & Other (Condo Townhouse)

$685000.0

3 Beds
4 Baths
1200-1399 sq-ft

Welcome to this light filled end unit in Silver Glen a short stroll from rec centre and trails! Offering an open plan living with eat in kitchen featu

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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+

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18 Sutton Lane, Simcoe, ON , MLS #S13470184 , Image - 1

18 Sutton Lane Collingwood, Simcoe, ON MLS® S13470184

Residential Condo & Other (Vacant Land Condo)

$697465.0

Price drop by 10.0%

2 Beds
2 Baths
1200-1399 sq-ft

BUNGALOW, 2 Bed 2 Bath ATTACHED GARAGE, Highly Regarded, Balmoral Village, located in a wonderful setting at the heart of Ontario's four-season playgr

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9 Cranberry Surf N/A, Simcoe, ON , MLS #S13599424 , Image - 1

9 Cranberry Surf N/A Collingwood, Simcoe, ON MLS® S13599424

Residential Condo & Other (Condo Townhouse)

$1599000.0

4 Beds
4 Baths
1800-1999 sq-ft

A Refined Waterfront Sanctuary on Nottawasaga Bay! A residence of timeless elegance and four season beauty, 9 Cranberry Surf presents a rare opportuni

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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

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9 Harbour Street E, Simcoe, ON , MLS #S12562086 , Image - 1

Unit-4119, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12562086

Residential Condo & Other (Timeshare)

$19000.0

Price drop by 67.2%

1 Beds
1 Baths
900-999 sq-ft

Exclusive Waterfront Ownership - Living Water Resort & Spa, Collingwood. Three Premium Weeks of Luxury, Lifestyle & Flexibility2026 is prepaid already

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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

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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

Houses for Sale in Collingwood ON Under $5 Million - P4