74+ Houses for Sale in Collingwood Under $500K

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49 Trott Boulevard, Simcoe, ON , MLS #S13808690 , Image - 1

Unit-179, 49 Trott Boulevard Collingwood, Simcoe, ON MLS® S13808690

Residential Condo & Other (Condo Apartment)

$429000.0

2 Beds
2 Baths
900-999 sq-ft

Welcome to Harbourside 1 in Collingwood. Main floor, corner/end unit, bungalow style condo townhouse, with exterior storage locker and walkout to pati

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71 Gibbard Crescent, Simcoe, ON , MLS #S13588594 , Image - 1

71 Gibbard Crescent Collingwood, Simcoe, ON MLS® S13588594

Residential Freehold (Semi-Detached )

$499000.0

Price drop by 3.9%

3 Beds
1 Baths
700-1100 sq-ft

Bright and fresh -- ready for you and your family. This is a two storey semi-detached with three bedrooms on the upper level and living room, kitchen

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1 Brandy Lane Drive, Simcoe, ON , MLS #S14094094 , Image - 1

Unit-300, 1 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S14094094

Residential Condo & Other (Condo Apartment)

$345000.0

1 Beds
1 Baths
600-699 sq-ft

Welcome to relaxed, four-season living in Collingwood's highly sought-after Wyldewood community. This bright, corner-situated, 1-bedroom, 1-bathroom c

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9 Harbour Street E, Simcoe, ON , MLS #S14101380 , Image - 1

Unit-3109-3111, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S14101380

Residential Condo & Other (Other)

$29000.0

2 Beds
2 Baths
1200-1399 sq-ft

This 3 week G6 fractional ownership for weeks 31-33-46, with a spectacular view of Georgian Bay and historic Collingwood grain terminals could be your

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112 Escarpment Crescent, Simcoe, ON , MLS #S13762416 , Image - 1

112 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13762416

Residential Condo & Other (Condo Townhouse)

$415000.0

Price drop by 3.3%

4 Beds
2 Baths
1400-1599 sq-ft

Tucked away at the end of a quiet footpath and surrounded by mature trees and gardens, this charming 4-Bedroom, 2-Bath end unit condo offers a peacefu

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5 Dawson Drive, Simcoe, ON , MLS #S13588828 , Image - 1

Unit-314, 5 Dawson Drive Collingwood, Simcoe, ON MLS® S13588828

Residential Condo & Other (Condo Townhouse)

$410000.0

Price drop by 13.7%

3 Beds
2 Baths
1000-1199 sq-ft

Rare Opportunity in Cranberry! Enjoy the convenience of ground-floor living. This spacious ground-level bungalow condo offers exceptional flexibility

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49 Trott Boulevard, Simcoe, ON , MLS #S13854208 , Image - 1

Unit-183, 49 Trott Boulevard Collingwood, Simcoe, ON MLS® S13854208

Residential Condo & Other (Common Element Condo)

$349900.0

Price drop by 5.4%

2 Beds
2 Baths
800-899 sq-ft

Welcome to Harbourside living in Collingwood! Nestled on the highly desirable water side of Highway 26, this ground-floor, bungalow-style condo offers

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420 Sixth Street, Simcoe, ON , MLS #S14092824 , Image - 1

420 Sixth Street Collingwood, Simcoe, ON MLS® S14092824

Residential Freehold (Semi-Detached )

$489000.0

3 Beds
2 Baths
1100-1500 sq-ft

Great value in this move in ready semi-detached home. Welcome to this inviting 3 bedroom, 2 bathroom home, featuring fresh updates and plenty of spac

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130 ESCARPMENT Crescent, Simcoe, ON , MLS #S13864406 , Image - 1

130 ESCARPMENT Crescent Collingwood, Simcoe, ON MLS® S13864406

Residential Condo & Other (Condo Townhouse)

$469000.0

3 Beds
2 Baths
1000-1199 sq-ft

YOUR 4-SEASON COLLINGWOOD HAVEN | 130 ESCARPMENT CRESCENT 3 Bed | 2 Bath | Premium End-Unit | Updated Top-to-Bottom. Welcome to effortless Georgian Ba

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285 Robinson Street, Simcoe, ON , MLS #S14088536 , Image - 1

285 Robinson Street Collingwood, Simcoe, ON MLS® S14088536

Residential Freehold (Detached)

$440000.0

2 Beds
1 Baths
700-1100 sq-ft

Quaint home with spacious yard in central Collingwood location. This 2-bedroom, 1-full-bath bungalow offers approximately 720 sq. ft. of comfortable m

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31 Huron Street, Simcoe, ON , MLS #S13774712 , Image - 1

Unit-412, 31 Huron Street Collingwood, Simcoe, ON MLS® S13774712

Residential Condo & Other (Condo Apartment)

$499900.0

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

Top 5 Reasons You Will Love This Condo: 1) Here's your opportunity to own one of the few remaining suites at Harbour House, Collingwood's sought-after

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23 Dawson Drive, Simcoe, ON , MLS #S13885220 , Image - 1

Unit-84, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13885220

Residential Condo & Other (Condo Apartment)

$355000.0

2 Beds
2 Baths
700-799 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Beautifully updated throughout, this ground-floor condominium delivers modern style and everyday functional

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493 ONTARIO Street, Simcoe, ON , MLS #S13760822 , Image - 1

493 ONTARIO Street Collingwood, Simcoe, ON MLS® S13760822

Residential Condo & Other (Condo Townhouse)

$454900.0

3 Beds
2 Baths
1400-1599 sq-ft

Million-dollar Georgian Bay views from your own oversized bay windows - at a price that makes the waterfront lifestyle finally attainable. Tucked on s

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13 Raglan Street, Simcoe, ON , MLS #S13829354 , Image - 1

Unit-27, 13 Raglan Street Collingwood, Simcoe, ON MLS® S13829354

Residential Condo & Other (Condo Townhouse)

$495000.0

2 Beds
2 Baths
1000-1199 sq-ft

One of Collingwood's most sought-after neighbourhoods, Sunset Point! This charming and affordable 2-bedroom, 1.5-bathroom condo offers comfortable, lo

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149 Minnesota Street, Simcoe, ON , MLS #S12684652 , Image - 1

149 Minnesota Street Collingwood, Simcoe, ON MLS® S12684652

Residential Freehold (Vacant Land)

$379000.0

Price drop by 15.8%

Incredible opportunity to build your dream home on this newly created lot on desirable Minnesota St. This is an exceptional opportunity as the lot has

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172 Eighth Street, Simcoe, ON , MLS #S13882662 , Image - 1

Unit-102, 172 Eighth Street Collingwood, Simcoe, ON MLS® S13882662

Residential Condo & Other (Condo Apartment)

$374000.0

2 Beds
1 Baths
1000-1199 sq-ft

Bright and light 2 bedroom condo on the main floor in The Galleries. This west facing unit boasts ample space with over 1100 sqft; newly installed vin

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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

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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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467 Oxbow Crescent, Simcoe, ON , MLS #S13873758 , Image - 1

Unit-7, 467 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13873758

Residential Condo & Other (Condo Townhouse)

$429999.0

3 Beds
2 Baths
1200-1399 sq-ft

Welcome to 467 Oxbow Crescent, CollingwoodThis townhouse-style condominium is situated on a green space adjacent to the golf course at Living Waters R

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5 Spooner Crescent, Simcoe, ON , MLS #S13862962 , Image - 1

Unit-215, 5 Spooner Crescent Collingwood, Simcoe, ON MLS® S13862962

Residential Condo & Other (Condo Apartment)

$399998.0

2 Beds
2 Baths
800-899 sq-ft

Discover Your Dream Home at Blue Fairview Development! Welcome to your stunning new oasis in the heart of Collingwood, nestled on Cranberry Trail and

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288 Mariners Way, Simcoe, ON , MLS #S13817204 , Image - 1

288 Mariners Way Collingwood, Simcoe, ON MLS® S13817204

Residential Condo & Other (Condo Townhouse)

$359000.0

1 Beds
1 Baths
500-599 sq-ft

Four-season living at Lighthouse Point! This beautifully updated ground-level, 1-bedroom condo offers a low-maintenance lifestyle in one of Collingwoo

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11325 26 Highway, Simcoe, ON , MLS #S13839254 , Image - 1

11325 26 Highway Collingwood, Simcoe, ON MLS® S13839254

Residential Freehold (Vacant Land)

$300000.0

Developers take note. R-3 zoning allows a number of possibilities to build a multi-unit building. Close to skiing, bus route, golf, and hiking trails.

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5 SPOONER Crescent, Simcoe, ON , MLS #S13110758 , Image - 1

Unit-314, 5 SPOONER Crescent Collingwood, Simcoe, ON MLS® S13110758

Residential Condo & Other (Condo Apartment)

$399000.0

Price drop by 11.1%

2 Beds
2 Baths
800-899 sq-ft

Beautifully maintained newly-built two-bedroom two-bath condo overlooking the Cranberry Golf Course, featuring a bright open-concept layout in a prime

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9618 Beachwood Road Collingwood, Simcoe, ON MLS® S13693842

Residential Freehold (Vacant Land)

$499000.0

Price drop by 16.7%

< 700 sq-ft

This 2.25-acre property sits on the corner of Beachwood Rd and King St, just south of Poplar Sideroad. The lot offers excellent severance potential, m

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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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9 Harbour Street, Simcoe, ON , MLS #S13794028 , Image - 1

Unit-6112/6114, 9 Harbour Street Collingwood, Simcoe, ON MLS® S13794028

Residential Condo & Other (Condo Apartment)

$21000.0

2 Beds
2 Baths
1200-1399 sq-ft

Discover Fractional Ownership At Living Waters Resort With This Turnkey 1/17th Share, Offering Three Annual Vacation Weeks Including Weeks 11, 12, And

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590 Tenth Street, Simcoe, ON , MLS #S13736530 , Image - 1

590 Tenth Street Collingwood, Simcoe, ON MLS® S13736530

Residential Condo & Other (Condo Townhouse)

$340000.0

3 Beds
2 Baths
1000-1199 sq-ft

Townhouse style condo with it's own yard in the heart of Collingwood. An open concept main floor living area awaits with ceramic and laminate flooring

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3 Brandy Lane Drive, Simcoe, ON , MLS #S13754258 , Image - 1

Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13754258

Residential Condo & Other (Condo Apartment)

$429000.0

2 Beds
2 Baths
700-799 sq-ft

Ski Season is Fast Approaching, don't miss this Opportunity to live the Collingwood lifestyle. This four season turn-key 2-bedroom, 2-bathroom condo l

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9 Harbour Street, Simcoe, ON , MLS #S13752368 , Image - 1

Unit-4104/4106, 9 Harbour Street Collingwood, Simcoe, ON MLS® S13752368

Residential Condo & Other (Timeshare)

$30000.0

2 Beds
2 Baths
1200-1399 sq-ft

Hawaii, Palm Springs, Barcelona, Paris, Asia, Austrailia...! This fractional unit affords you membership with Interval International affording you pr

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9 Harbour Street E, Simcoe, ON , MLS #S13728146 , Image - 1

Unit-5209, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13728146

Residential Condo & Other (Other)

$27000.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome to Living Water Resort & Spa! Your stunning Collingwood getaway. You could own a fraction of this unit, spend three amazing weeks at Living Wa

Houses for Sale in Collingwood ON Under $500K - P2