165+ Houses for Sale in Collingwood Under $2 Million

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285 Maple Street, Simcoe, ON , MLS #S12204621 , Image - 1

285 Maple Street Collingwood, Simcoe, ON MLS® S12204621

Residential Freehold (Duplex)

$1649000.0

Price drop by 10.9%

5 Beds
4 Baths
3500-5000 sq-ft

Charming Century Home on Coveted Tree Street in Central Collingwood. Nestled on one of Collingwood's most sought-after tree-lined streets, this beauti

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24 Ramblings Way

Unit-901, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S12487077

Residential Condo & Other (Condo Apartment)

$729900.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome to the lifestyle you've been waiting for in Collingwood's prestigious Rupert's Landing. If you're ready to leave behind the hustle of city lif

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215 Pine Street, Simcoe, ON , MLS #S12081876 , Image - 1

Unit-4, 215 Pine Street Collingwood, Simcoe, ON MLS® S12081876

Residential Condo & Other (Condo Apartment)

$439000.0

Price drop by 21.5%

2 Beds
2 Baths
1200-1399 sq-ft

Spacious 2 bedroom, 2 bathroom condominium located on a historic and very pretty street in Collingwood with century homes. Walking distance to many am

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24 Ramblings Way

Unit-305, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S12469689

Residential Condo & Other (Condo Apartment)

$429000.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Unit 305 in Bayview Tower at Ruperts Landing one of Collingwood's most desirable waterfront communities! This 2-bedroom, 2-bathroom condo o

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1 Hughes Street, Simcoe, ON , MLS #S12141792 , Image - 1

1 Hughes Street Collingwood, Simcoe, ON MLS® S12141792

Residential Freehold (Semi-Detached )

$649000.0

Price drop by 4.4%

3 Beds
3 Baths
1500-2000 sq-ft

This spacious 3-bedroom, 2.5-bathroom semi-detached home is a great opportunity ready for yourfinishing touches! With an attached garage and a bright,

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9 Harbour Street E, Simcoe, ON , MLS #S12478205 , Image - 1

Unit-5209, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12478205

Residential Condo & Other (Other)

$35000.0

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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22 Jane Street, Simcoe, ON , MLS #S12145577 , Image - 1

22 Jane Street Collingwood, Simcoe, ON MLS® S12145577

Residential Freehold (Detached)

$639936.0

Price drop by 1.4%

2 Beds
1 Baths
< 700 sq-ft

Nestled at the end of a quiet dead-end street and surrounded by nature, this bright and beautifully updated 2-bedroom, 1-bathroom bungalow offers the

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60 Lockhart Road, Simcoe, ON , MLS #S12382318 , Image - 1

60 Lockhart Road Collingwood, Simcoe, ON MLS® S12382318

Residential Freehold (Detached)

$1249000.0

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

Welcome to 60 Lockhart Road, a beautifully updated, custom-built bungalow nestled in one of Collingwoods most sought-after neighbourhoods. With nearly

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5 Anchorage Crescent, Simcoe, ON , MLS #S12386017 , Image - 1

Unit-102, 5 Anchorage Crescent Collingwood, Simcoe, ON MLS® S12386017

Residential Condo & Other (Condo Apartment)

$599999.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to 5 Anchorage, Unit 102, a beautifully appointed ground-floor condo in the sought-after waterfront community of Wyldewood Cove. This 2-bedroo

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9742 Beachwood Road, Simcoe, ON , MLS #S12065510 , Image - 1

9742 Beachwood Road Collingwood, Simcoe, ON MLS® S12065510

Residential Freehold (Vacant Land)

$199000.0

< 700 sq-ft

Residential building lot located minutes to beaches, shopping, trails, skiing and golf. Located on the north side of Beachwood Rd in the east end of C

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73 Findlay Drive, Simcoe, ON , MLS #S12467719 , Image - 1

73 Findlay Drive Collingwood, Simcoe, ON MLS® S12467719

Residential Freehold (Detached)

$999000.0

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

Welcome to this spacious and immaculate custom bungalow in a prime location backing onto greenbelt! Offering an open-concept floor plan that perfectly

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32 ST PAUL Street, Simcoe, ON , MLS #S12290231 , Image - 1

32 ST PAUL Street Collingwood, Simcoe, ON MLS® S12290231

Residential Freehold (Triplex)

$1169000.0

5 +0 Beds
3 Baths
2000-2500 sq-ft

CALLING ALL INVESTORS. This beautifully renovated TRIPLEX in the heart of downtown Collingwood presents an exceptional opportunity to own a fully upda

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48 Mclean Avenue, Simcoe, ON , MLS #S12462239 , Image - 1

48 Mclean Avenue Collingwood, Simcoe, ON MLS® S12462239

Residential Freehold (Detached)

$899000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to this stunning Collingwood residence, a home that perfectly blends style, comfort & convenience. Thoughtfully designed w/ over $100,000 in e

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234 Pine Street, Simcoe, ON , MLS #S12456481 , Image - 1

234 Pine Street Collingwood, Simcoe, ON MLS® S12456481

Residential Freehold (Detached)

$1899000.0

6 Beds
5 Baths
3000-3500 sq-ft

There is something rather enchanting about living a on a tree-lined street in a home with history that is located right in the heart of the downtown H

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34 Davis Street, Simcoe, ON , MLS #S12453535 , Image - 1

34 Davis Street Collingwood, Simcoe, ON MLS® S12453535

Residential Freehold (Detached)

$999000.0

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

Welcome Home! Step into this stunning, thoughtfully renovated residence that perfectly combines modern comfort with timeless charm. Located in the hea

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81 Winters Crescent, Simcoe, ON , MLS #S12214004 , Image - 1

81 Winters Crescent Collingwood, Simcoe, ON MLS® S12214004

Residential Condo & Other (Condo Townhouse)

$609000.0

3 Beds
3 Baths
1400-1599 sq-ft

Modern 3-Bed, 3-Bath, 3-storey townhome built in 2024! Each bedroom has its own dedicated bathroom, making daily routines easier for everyone in the h

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2 ROWLAND Street, Simcoe, ON , MLS #S12448415 , Image - 1

2 ROWLAND Street Collingwood, Simcoe, ON MLS® S12448415

Residential Freehold (Detached)

$1100000.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to your dream home a stunning, brand-new Clydesdale Style residence by Devonleigh Homes Development! This exceptional 2-storey masterpiece si

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9 Harbour Street E, Simcoe, ON , MLS #S12099425 , Image - 1

Unit-3109-3111, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12099425

Residential Condo & Other (Other)

$78000.0

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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63 Broadview Street, Simcoe, ON , MLS #S12447695 , Image - 1

63 Broadview Street Collingwood, Simcoe, ON MLS® S12447695

Residential Freehold (Detached)

$1299999.0

4 +3 Beds
3 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Experience the remarkable versatility of this home, with a fully equipped three-bedroom walkout suite comple

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145 Ontario Street, Simcoe, ON , MLS #S12397450 , Image - 1

145 Ontario Street Collingwood, Simcoe, ON MLS® S12397450

Residential Freehold (Detached)

$1325000.0

3 Beds
3 Baths
2000-2500 sq-ft

Exclusive downtown location in Olde Towne. This charming 3-bedroom, 2.5-bathroom home, with its exclusive downtown location, nestled in the heart of O

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15 Mclean Avenue, Simcoe, ON , MLS #S12439362 , Image - 1

15 Mclean Avenue Collingwood, Simcoe, ON MLS® S12439362

Residential Freehold (Detached)

$1219900.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to Indigo Estates, Collingwood's new premier community. 15 Mclean Ave, 2929 Sq Ft, 4 Bedrooms and 4 Bathrooms with main floor office.Collingwo

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9 Harbour Street E, Simcoe, ON , MLS #S12222241 , Image - 1

Unit-2311/13, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12222241

Residential Condo & Other (Condo Apartment)

$20000.0

Price drop by 33.3%

2 Beds
2 Baths
1200-1399 sq-ft

Escape to Luxury in Collingwood! Pack your bags and unwind at Living Water Resort & Spa, a premier waterfront destination nestled in the heart of Coll

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38 Lighthouse Lane E, Simcoe, ON , MLS #S12437197 , Image - 1

38 Lighthouse Lane E Collingwood, Simcoe, ON MLS® S12437197

Residential Condo & Other (Condo Townhouse)

$1699000.0

4 Beds
3 Baths
2500-2749 sq-ft

This is a RARE + EXCEPTIONAL property-an absolute gem w/ nothing comparable in all of Collingwood. Experience waterfront living at its finest in this

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47 Winters Crescent, Simcoe, ON , MLS #S12435027 , Image - 1

47 Winters Crescent Collingwood, Simcoe, ON MLS® S12435027

Residential Condo & Other (Condo Townhouse)

$648888.0

3 Beds
4 Baths
1800-1999 sq-ft

Welcome to your brand new Collingwood oasis within minutes from Blue Mountain Ski Resort, walking trails, golf clubs, restaurants, downtown Collingwoo

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31 Huron Street, Simcoe, ON , MLS #S12434380 , Image - 1

Unit-209, 31 Huron Street Collingwood, Simcoe, ON MLS® S12434380

Residential Condo & Other (Condo Apartment)

$649900.0

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

Top 5 Reasons You Will Love This Condo: 1) Don't miss your chance to own one of the final remaining fully furnished suites at Harbour House, Collingwo

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31 Huron Street, Simcoe, ON , MLS #S12432749 , Image - 1

Unit-412, 31 Huron Street Collingwood, Simcoe, ON MLS® S12432749

Residential Condo & Other (Condo Apartment)

$619900.0

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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31 Huron Street, Simcoe, ON , MLS #S12432849 , Image - 1

Unit-609, 31 Huron Street Collingwood, Simcoe, ON MLS® S12432849

Residential Condo & Other (Condo Apartment)

$869900.0

1 +1 Beds
2 Baths
900-999 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Discover one of the final penthouse opportunities in this striking Streetcar Developments residence, design

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491 Minnesota Street, Simcoe, ON , MLS #S12403815 , Image - 1

491 Minnesota Street Collingwood, Simcoe, ON MLS® S12403815

Residential Freehold (Detached)

$759000.0

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

Welcome to 491 Minnesota, a versatile bungalow that offers two separate living spaces, perfect for families, investors, or anyone seeking income poten

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27 Braeside Street, Simcoe, ON , MLS #S12424527 , Image - 1

27 Braeside Street Collingwood, Simcoe, ON MLS® S12424527

Residential Freehold (Vacant Land)

$249888.0

< 700 sq-ft

Top 5 Reasons You Will Love This Property: 1) Nestled in the desirable Beachwood community, you're just minutes from Collingwood, Wasaga Beach, and Bl

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11 Royalton Lane

Unit-11, 11 Royalton Lane Collingwood, Simcoe, ON MLS® S11975895

Residential Condo & Other (Condo Townhouse)

$549990.0

Price drop by 8.3%

2 +1 Beds
3 Baths
1600-1799 sq-ft

Experience the Four-Season Lifestyle in Georgian Bay! This well-maintained end-unit townhome offers the perfect blend of full-time living, a weekend r

Houses for Sale in Collingwood ON Under $2 Million - P3