91+ Houses for Sale in Collingwood Under $500K

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19 Dawson Drive, Simcoe, ON , MLS #S13756960 , Image - 1

Unit-68, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13756960

Residential Condo & Other (Condo Townhouse)

$380000.0

2 Beds
2 Baths
600-699 sq-ft

One-of-a-kind ground floor condo in Collingwood with incredible outdoor space that truly feels like home. You'll never tire of returning after a day

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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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32 Lorne Avenue, Simcoe, ON , MLS #S13544582 , Image - 1

32 Lorne Avenue Collingwood, Simcoe, ON MLS® S13544582

Residential Freehold (Detached)

$499000.0

3 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Rare opportunity to secure an oversized approximately 66'x132' lot in the heart of Collingwood, where you ca

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19 Dawson Drive, Simcoe, ON , MLS #S13676764 , Image - 1

Unit-42, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13676764

Residential Condo & Other (Condo Apartment)

$364000.0

2 Beds
2 Baths
700-799 sq-ft

Welcome to this beautifully updated 2-bedroom, 2-bathroom condo in an ideal Collingwood location. Freshly painted throughout with new vinyl laminate f

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107 EIGHTH Street, Simcoe, ON , MLS #S13646606 , Image - 1

107 EIGHTH Street Collingwood, Simcoe, ON MLS® S13646606

Residential Freehold (Vacant Land)

$299900.0

Nestled on a generous 40 ft x 165 ft in-town lot, this property presents an exceptional opportunity for builders, investors, and those dreaming of a c

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35 Sundial Court, Simcoe, ON , MLS #S13739236 , Image - 1

35 Sundial Court Collingwood, Simcoe, ON MLS® S13739236

Residential Condo & Other (Condo Townhouse)

$399900.0

2 Beds
2 Baths
900-999 sq-ft

Welcome to easy Southern Georgian Bay living at 35 Sundial Court! This clean, cosy, and charming 2-bedroom, 1.5-bathroom condo townhouse backs onto pe

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49 TROTT Boulevard, Simcoe, ON , MLS #S13759622 , Image - 1

Unit-176, 49 TROTT Boulevard Collingwood, Simcoe, ON MLS® S13759622

Residential Condo & Other (Condo Townhouse)

$399000.0

2 +0 Beds
2 Baths
1000-1199 sq-ft

Great new price!! On the water side! Welcome to this beautifully updated 2 bedroom, 2 bathroom condo nestled in one of Collingwood's most desirable an

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515 MAPLE Street, Simcoe, ON , MLS #S13722988 , Image - 1

515 MAPLE Street Collingwood, Simcoe, ON MLS® S13722988

Residential Freehold (Detached)

$479000.0

2 Beds
1 Baths
700-1100 sq-ft

Charming, affordable and well located in Collingwood. Tucked away on one of Collingwood's lovely tree streets, this adorable brick bungalow is a wonde

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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)

$429000.0

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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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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9 Harbour Street E, Simcoe, ON , MLS #S13037230 , Image - 1

Unit-2307, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13037230

Residential Condo & Other (Timeshare)

$19000.0

Price drop by 34.5%

2 Beds
2 Baths
1400-1599 sq-ft

An exceptional opportunity to own a fractional interest in a condo at Living Water Resort. Enjoy a vacation lifestyle in Collingwood with three design

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34 Dawson Drive, Simcoe, ON , MLS #S13724924 , Image - 1

Unit-839, 34 Dawson Drive Collingwood, Simcoe, ON MLS® S13724924

Residential Condo & Other (Condo Townhouse)

$449000.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome to Living Stone Resort and this spacious 2-bedroom, 2-bathroom upper-level condo offering convenient one-level living in a fantastic Collingwo

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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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4 Kimberly Lane

Unit-404, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13620612

Residential Condo & Other (Condo Apartment)

$395000.0

Price drop by 7.1%

1 Beds
1 Baths
700-799 sq-ft

Welcome to effortless four-season living at The Marquis at Royal Windsor-a beautifully designed 700 sq. ft. one-bedroom suite that combines comfort, c

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23 Dawson Drive, Simcoe, ON , MLS #S13138956 , Image - 1

Unit-98, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13138956

Residential Condo & Other (Condo Apartment)

$399000.0

Price drop by 11.1%

2 Beds
2 Baths
700-799 sq-ft

Welcome to this Lovely Ground Floor Condo tucked away in Secluded Setting along 23 Dawson Drive, Unit # 98. The Private Patio is set up perfectly for

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21 Dawson Drive, Simcoe, ON , MLS #S13493492 , Image - 1

Unit-80, 21 Dawson Drive Collingwood, Simcoe, ON MLS® S13493492

Residential Condo & Other (Condo Townhouse)

$415000.0

Price drop by 3.3%

2 Beds
2 Baths
700-799 sq-ft

Welcome to Unit 80 at 21 Dawson Drive, a beautifully updated two-bedroom, two-bathroom condo designed for easy, year-round living. Thoughtful renovati

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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)

$430000.0

Price drop by 9.5%

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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13 Harbour Street W, Simcoe, ON , MLS #S13587208 , Image - 1

Unit-253, 13 Harbour Street W Collingwood, Simcoe, ON MLS® S13587208

Residential Condo & Other (Condo Townhouse)

$329900.0

2 Beds
1 Baths
700-799 sq-ft

Welcome to 253-13 Harbour Street West. This 2-bedroom, 1-bath townhouse condo is nestled among the mature trees of Cranberry, offering a fantastic opp

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5 Dawson Drive, Simcoe, ON , MLS #S13626190 , Image - 1

Unit-305, 5 Dawson Drive Collingwood, Simcoe, ON MLS® S13626190

Residential Condo & Other (Condo Townhouse)

$449900.0

2 Beds
1 Baths
700-799 sq-ft

Beautifully renovated from top to bottom, this 2-bedroom, 1-bathroom end-unit townhouse condo is tucked among the mature trees of Cranberry and offers

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5 Spooner Crescent, Simcoe, ON , MLS #S13134708 , Image - 1

Unit-311, 5 Spooner Crescent Collingwood, Simcoe, ON MLS® S13134708

Residential Condo & Other (Condo Apartment)

$439000.0

2 Beds
2 Baths
800-899 sq-ft

Welcome to #311 - 5 Spooner Crescent in the sought-after Blue Fairway community, a maintenance-free lifestyle in the heart of Collingwood. This stylis

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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

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7 Anchorage Crescent, Simcoe, ON , MLS #S13706662 , Image - 1

Unit-#308, 7 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13706662

Residential Condo & Other (Condo Apartment)

$499900.0

2 Beds
2 Baths
900-999 sq-ft

Experience the Georgian Bay lifestyle in the sought-after waterfront community of Wyldewood Cove. This bright 3rd-floor corner condo offers approximat

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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)

$399900.0

Price drop by 11.1%

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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5 Anchorage Crescent, Simcoe, ON , MLS #S13474236 , Image - 1

Unit-104, 5 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13474236

Residential Condo & Other (Condo Townhouse)

$499000.0

Price drop by 3.9%

1 +1 Beds
2 Baths
800-899 sq-ft

WYLDWOOD COVE, GROUND level one bedroom plus den with 2 bathrooms. This sought after waterfront community is located on the shores of Georgian Bay an

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9 Trafalgar Road, Simcoe, ON , MLS #S13442564 , Image - 1

9 Trafalgar Road Collingwood, Simcoe, ON MLS® S13442564

Residential Condo & Other (Condo Townhouse)

$410000.0

Price drop by 8.9%

3 Beds
3 Baths
1400-1599 sq-ft

Nestled against a peaceful forest backdrop, this beautifully updated 3-bedroom, 3-bathroom condo townhome in Whisper Woods offers refined living in th

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55 Trott Boulevard, Simcoe, ON , MLS #S13665944 , Image - 1

Unit-139, 55 Trott Boulevard Collingwood, Simcoe, ON MLS® S13665944

Residential Condo & Other (Condo Townhouse)

$495000.0

3 Beds
2 Baths
1000-1199 sq-ft

Welcome to Unit 139 at 55 Trott Boulevard, a beautifully maintained main-floor condo offering comfortable, low-maintenance living in a sought-after lo

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99 High Street Collingwood, Simcoe, ON MLS® S13695750

Residential Freehold (Att/Row/Townhouse)

$399999.0

3 Beds
2 Baths
1100-1500 sq-ft

FREE HOLD Townhouse Perfect for First Time Buyer or Investors 3 Bedrooms 2 Bath. Experience a vibrant Collingwood lifestyle in this Two Story house wh

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41 Conc 10 Nottawasaga PT 21 N/A, Simcoe, ON , MLS #S13668732 , Image - 1

41 Conc 10 Nottawasaga PT 21 N/A Collingwood, Simcoe, ON MLS® S13668732

Residential Freehold (Vacant Land)

$395000.0

ATTENTION BUILDERS & DEVELOPERS - GREAT DEVELOPMENT OPPORTUNITY! POSSIBILY APPROXIMATELY UP TO 7 BUILDING LOTS, in near future located at 41 Concessio

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172 Eighth Street, Simcoe, ON , MLS #S13500320 , Image - 1

Unit-102, 172 Eighth Street Collingwood, Simcoe, ON MLS® S13500320

Residential Condo & Other (Condo Apartment)

$399000.0

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

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