307+ Houses for Sale in Collingwood Under $5 Million

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18 Thomas Drive, Simcoe, ON , MLS #S13811204 , Image - 1

18 Thomas Drive Collingwood, Simcoe, ON MLS® S13811204

Residential Freehold (Att/Row/Townhouse)

$799999.0

3 Beds
3 Baths
1500-2000 sq-ft

Golf course views and turnkey living meet in the heart of Mair Mills. This end-unit freehold townhome offers rare privacy, backing seamlessly onto the

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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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237 Simcoe Street, Simcoe, ON , MLS #S14139944 , Image - 1

237 Simcoe Street Collingwood, Simcoe, ON MLS® S14139944

Residential Freehold (Detached)

$668900.0

2 Beds
2 Baths
1100-1500 sq-ft

237 Simcoe Street features over 1,400 square feet with recent updates, a great layout, detached garage and unbeatable location just minutes on foot fr

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43 Niagara Street, Simcoe, ON , MLS #S14114082 , Image - 1

43 Niagara Street Collingwood, Simcoe, ON MLS® S14114082

Residential Freehold (Detached)

$1999000.0

4 Beds
3 Baths
3000-3500 sq-ft

UPSCALE COASTAL LIVING AT SUNSET POINT - Welcome to 43 Niagara Street, a beautifully designed Craftsman-style home in Collingwood's coveted Sunset Poi

Open House : Sat Nov 14, 12:00 PM to 02:00 PM

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562 Cameron Street, Simcoe, ON , MLS #S13856610 , Image - 1

562 Cameron Street Collingwood, Simcoe, ON MLS® S13856610

Residential Freehold (Detached)

$1099000.0

2 Beds
2 Baths
1500-2000 sq-ft

Welcome to 562 Cameron Street. Set on an extraordinary half-acre lot in central Collingwood, this 1890 stone house is rich in charm, character, and ti

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5 Dawson Drive, Simcoe, ON , MLS #S14031914 , Image - 1

Unit-305, 5 Dawson Drive Collingwood, Simcoe, ON MLS® S14031914

Residential Condo & Other (Condo Townhouse)

$435000.0

2 Beds
1 Baths
700-799 sq-ft

Beautifully renovated from top to bottom, this 2-bed, 1-bath end-unit townhouse condo offers a true turnkey opportunity. The bright, open-concept uppe

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58 Market Street, Simcoe, ON , MLS #S14112914 , Image - 1

58 Market Street Collingwood, Simcoe, ON MLS® S14112914

Residential Freehold (Detached)

$795000.0

3 Beds
2 Baths
1100-1500 sq-ft

A private, character-filled property in the heart of Collingwood, offering a rare combination of space, privacy and possibility just moments from down

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11 Georgian Manor Drive, Simcoe, ON , MLS #S14088822 , Image - 1

11 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S14088822

Residential Freehold (Detached)

$2899000.0

4 Beds
5 Baths
2500-3000 sq-ft

A RARE WATERFRONT OFFERING WITH STYLE, SPACE & SOPHISTICATION. Rare find with double garage attached on the water. This striking home at 11 Georgian

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63 Archer Avenue, Simcoe, ON , MLS #S14088862 , Image - 1

63 Archer Avenue Collingwood, Simcoe, ON MLS® S14088862

Residential Freehold (Att/Row/Townhouse)

$659900.0

Price drop by 5.7%

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

Welcome to 63 Archer Avenue in Collingwood's Vibrant South End! Located in the desirable Summit View community, this bright and beautifully appointed

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795853 Grey 19 Road, Simcoe, ON , MLS #S14108452 , Image - 1

795853 Grey 19 Road Collingwood, Simcoe, ON MLS® S14108452

Residential Freehold (Detached)

$1149900.0

5 Beds
4 Baths
2500-3000 sq-ft

Set on a beautifully private rural lot w/ stunning views of Blue Mountain & only 7 minutes from downtown Collingwood, this charming ranch bungalow off

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22 Cranberry Surf N/A, Simcoe, ON , MLS #S13818136 , Image - 1

22 Cranberry Surf N/A Collingwood, Simcoe, ON MLS® S13818136

Residential Condo & Other (Condo Townhouse)

$525000.0

3 Beds
3 Baths
1000-1199 sq-ft

With views of Georgian Bay, a neighborhood saltwater pool, and direct access to nature, 22 Cranberry Surf offers the perfect blend of modern comfort a

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172 Eighth Street, Simcoe, ON , MLS #S13880490 , Image - 1

Unit-505, 172 Eighth Street Collingwood, Simcoe, ON MLS® S13880490

Residential Condo & Other (Condo Apartment)

$334900.0

Price drop by 1.5%

2 Beds
1 Baths
1000-1199 sq-ft

There is still time to get in and settled before winter UNDERGROUND PARKING FOR UNDER $350K! You will not find a cheaper unit in Collingwood with un

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70 Plewes Drive, Simcoe, ON , MLS #S14114300 , Image - 1

70 Plewes Drive Collingwood, Simcoe, ON MLS® S14114300

Residential Freehold (Detached)

$1259000.0

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

6 Standout Features That Make This Home Exceptional: 1. A private setting overlooking green space and a pond. 2. The convenience of a main-floor prima

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495 Maple Street, Simcoe, ON , MLS #S13644218 , Image - 1

495 Maple Street Collingwood, Simcoe, ON MLS® S13644218

Residential Freehold (Detached)

$680000.0

Price drop by 9.2%

3 Beds
1 Baths
700-1100 sq-ft

Fully renovated from top to bottom and ready for you to move right in! Welcome to 495 Maple Street, a stunning, completely updated home on a rare corn

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275 Saint Paul Street, Simcoe, ON , MLS #S13819224 , Image - 1

275 Saint Paul Street Collingwood, Simcoe, ON MLS® S13819224

Residential Freehold (Detached)

$1775000.0

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

Thoughtfully designed. Beautifully finished. Remarkably efficient. A distinctive Collingwood home where contemporary design and advanced building syst

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320 Holden Street, Simcoe, ON , MLS #S14161096 , Image - 1

320 Holden Street Collingwood, Simcoe, ON MLS® S14161096

Residential Freehold (Detached)

$775000.0

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

Family life comes easy in this bright 3+1 bedroom Collingwood home, with a fully finished basement giving growing families extra breathing room, an at

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17 Spooner Crescent S, Simcoe, ON , MLS #S14167036 , Image - 1

Unit-107, 17 Spooner Crescent S Collingwood, Simcoe, ON MLS® S14167036

Residential Condo & Other (Condo Apartment)

$444900.0

2 Beds
2 Baths
800-899 sq-ft

Welcome to The View on Spooner Crescent, a modern and well-appointed ground-floor condo offering 2 bedrooms, and 2 bathrooms in the desirable Blue Fai

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155 Glenlake Boulevard, Simcoe, ON , MLS #S13770688 , Image - 1

155 Glenlake Boulevard Collingwood, Simcoe, ON MLS® S13770688

Residential Freehold (Detached)

$1899000.0

4 Beds
5 Baths
3000-3500 sq-ft

Welcome to your dream home, a breathtaking 4-bedroom, 4.5-bathroom, two-story masterpiece built in 2019, designed for unparalleled luxury and comfort.

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

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340 Cedar Street, Simcoe, ON , MLS #S13882828 , Image - 1

340 Cedar Street Collingwood, Simcoe, ON MLS® S13882828

Residential Freehold (Detached)

$1649900.0

Price drop by 5.7%

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

Price just reduced $100,000! A rare opportunity to own a newly custom-built home on one of Collingwood's coveted tree streets, combining contemporary

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23 Silver Glen Boulevard, Simcoe, ON , MLS #S13744196 , Image - 1

23 Silver Glen Boulevard Collingwood, Simcoe, ON MLS® S13744196

Residential Condo & Other (Condo Townhouse)

$699000.0

Price drop by 2.6%

3 Beds
4 Baths
1200-1399 sq-ft

This Charming End Unit Townhome is Situated Between Vibrant downtown Collingwood & the four-season playground of Georgian Bay. Minutes to Cafes, Art B

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172 Eighth Street, Simcoe, ON , MLS #S12828326 , Image - 1

Unit-409, 172 Eighth Street Collingwood, Simcoe, ON MLS® S12828326

Residential Condo & Other (Condo Apartment)

$384900.0

Price drop by 8.1%

2 Beds
1 Baths
1000-1199 sq-ft

Welcome to The Galleries! This bright, spacious and freshly painted fourth floor 2-bedroom, 1-bathroom condo located in a sought after building which

Open House : Sat Nov 14, 10:00 AM to 12:00 PM

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222 Oak Street, Simcoe, ON , MLS #S13701580 , Image - 1

222 Oak Street Collingwood, Simcoe, ON MLS® S13701580

Residential Freehold (Detached)

$2850000.0

Price drop by 3.4%

5 Beds
4 Baths
3500-5000 sq-ft

Welcome to 222 Oak Street, where timeless elegance meets modern luxury in this custom-built North Oak home. Set on a fenced full town lot in downtown

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5 Dawson Drive, Simcoe, ON , MLS #S14116898 , Image - 1

Unit-327, 5 Dawson Drive Collingwood, Simcoe, ON MLS® S14116898

Residential Condo & Other (Condo Townhouse)

$370000.0

2 Beds
1 Baths
800-899 sq-ft

Outstanding 2-Bed Collingwood Townhome Near Georgian Bay! Filled with natural light, this upgraded 2-level condo features an open-concept upper floor

Open House : Sat Nov 14, 10:00 AM to 12:00 PM

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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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15 Watts Crescent, Simcoe, ON , MLS #S14164084 , Image - 1

Unit-3, 15 Watts Crescent Collingwood, Simcoe, ON MLS® S14164084

Residential Condo & Other (Condo Townhouse)

$399900.0

3 Beds
2 Baths
1000-1199 sq-ft

3 bedroom condo in a quiet residential neighbourhood in Collingwood. Spacious entry with closet, a well-designed kitchen with new appliances and sink

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17 Harbour Street W, Simcoe, ON , MLS #S12873986 , Image - 1

Unit-227, 17 Harbour Street W Collingwood, Simcoe, ON MLS® S12873986

Residential Condo & Other (Condo Townhouse)

$325000.0

Price drop by 26.1%

2 Beds
1 Baths
800-899 sq-ft

Welcome to Cranberry living in the heart of Collingwood! This private 2-bedroom, 1-bathroom condo offers a bright, stylish retreat in a sought-after c

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122 Conservation Way, Simcoe, ON , MLS #S14131916 , Image - 1

122 Conservation Way Collingwood, Simcoe, ON MLS® S14131916

Residential Condo & Other (Condo Townhouse)

$859900.0

3 Beds
4 Baths
1600-1799 sq-ft

Welcome to Silver Glen Preserve. A vibrant, friendly community perfectly situated in the heart of Collingwood's renowned four-season playground. Enjoy

Open House : Sun Nov 15, 01:00 PM to 03:00 PM

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24 Ramblings Way

Unit-802, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S14163856

Residential Condo & Other (Condo Apartment)

$519000.0

2 Beds
2 Baths
1000-1199 sq-ft

Spectacular sweeping view of Georgian Bay and the Blue Mountain Ski Hill! Enjoy the four season views from all rooms from this 8th floor, 2 bed 2 bath

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63 Georgian Manor Drive, Simcoe, ON , MLS #S13658890 , Image - 1

63 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S13658890

Residential Freehold (Detached)

$2399000.0

Price drop by 12.8%

5 Beds
3 Baths
3000-3500 sq-ft

Wake up to spectacular sunrises, unwind with unforgettable sunsets, and enjoy panoramic 180-degree views across Nottawasaga Bay from this exceptional

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3 Minnesota Street, Simcoe, ON , MLS #S14136798 , Image - 1

3 Minnesota Street Collingwood, Simcoe, ON MLS® S14136798

Residential Freehold (Detached)

$1525000.0

6 Beds
4 Baths
3000-3500 sq-ft

Built in 1901, 3 Minnesota Street is a beautifully restored piece of Collingwood history, ideally located on the corner of Minnesota and Rodney Street

Open House : Sat Nov 14, 12:00 PM to 02:00 PM

Houses for Sale in Collingwood ON Under $5 Million - P2

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