169+ Houses for Sale in Collingwood Under $5 Million

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53 Silver Creek Drive, Simcoe, ON , MLS #S12522756 , Image - 1

53 Silver Creek Drive Collingwood, Simcoe, ON MLS® S12522756

Residential Freehold (Detached)

$1899000.0

5 Beds
5 Baths
3500-5000 sq-ft

Nestled on a secluded, park-like acre within the Town of Collingwood, this exceptional estate blends refined luxury with natural beauty. Surrounded by

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26 Barrington Trail, Simcoe, ON , MLS #S12464166 , Image - 1

26 Barrington Trail Collingwood, Simcoe, ON MLS® S12464166

Residential Freehold (Detached)

$949000.0

3 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Welcome to this 'Cameron Model' by Eden Oaks, settled in a prime location steps away from Georgian Bay, Suns

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6 Brandy Lane Drive, Simcoe, ON , MLS #S12062420 , Image - 1

Unit-308, 6 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S12062420

Residential Condo & Other (Condo Apartment)

$579000.0

Price drop by 2.7%

3 Beds
2 Baths
1000-1199 sq-ft

Perfect as a weekend retreat or permanent home in the desirable Wyldewood development! Beautifully designed 3 bedroom, 2 bathroom end unit with open

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331 MARINERS Way, Simcoe, ON , MLS #S12520826 , Image - 1

331 MARINERS Way Collingwood, Simcoe, ON MLS® S12520826

Residential Condo & Other (Condo Apartment)

$499900.0

2 +0 Beds
2 Baths
800-899 sq-ft

This 2 bedroom, 2 bathroom, 2nd floor unit has gorgeous forest\landscape views out of the primary suite and living area. An open and bright livingroom

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214 Escarpment Crescent, Simcoe, ON , MLS #S12509890 , Image - 1

Unit-31, 214 Escarpment Crescent Collingwood, Simcoe, ON MLS® S12509890

Residential Condo & Other (Condo Townhouse)

$559000.0

4 Beds
2 Baths
1400-1599 sq-ft

Turn-Key Townhouse in Collingwood, Ontario. 4 Bedrooms | 2 Bathrooms | Fully Furnished | Reverse Layout | Private Deck Experience resort-style living

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77 Lockerbie Crescent, Simcoe, ON , MLS #S12509018 , Image - 1

77 Lockerbie Crescent Collingwood, Simcoe, ON MLS® S12509018

Residential Freehold (Detached)

$1199000.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to 77 Lockerbie Crescent, a beautifully designed 4-bedroom, 3.5-bathroom home in the sought-after Mountaincroft community. From the moment you

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16 Smart Court, Simcoe, ON , MLS #S12374729 , Image - 1

16 Smart Court Collingwood, Simcoe, ON MLS® S12374729

Residential Freehold (Detached)

$945000.0

Price drop by 5.5%

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

Welcome to a home where every day feels like a getaway. Tucked away on a tranquil, private court with friendly neighbors and mature trees, this expans

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17 Dawson Drive, Simcoe, ON , MLS #S12503666 , Image - 1

Unit-29, 17 Dawson Drive Collingwood, Simcoe, ON MLS® S12503666

Residential Condo & Other (Condo Apartment)

$399000.0

2 Beds
2 Baths
700-799 sq-ft

Lovingly updated two-bedroom, two bathroom upper-level condo offers an easy option for anyone looking to enter the market, simplify their living space

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210 Minnesota Street, Simcoe, ON , MLS #S12176825 , Image - 1

210 Minnesota Street Collingwood, Simcoe, ON MLS® S12176825

Residential Freehold (Detached)

$1499000.0

Price drop by 6.3%

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

Welcome to 210 Minnesota Street a home on one of Collingwood's most loved streets. There's a reason homes here rarely change hands. The street has a

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4 Kimberly Lane

Unit-309, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S12435147

Residential Condo & Other (Condo Apartment)

$620000.0

2 Beds
2 Baths
1000-1199 sq-ft

Brand New Condo at Royal Windsor Condominiums. Welcome to the Monarch Suite a stunning 2-bedroom, 2-bathroom condo featuring a south-facing balcony wi

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299 Napier Street, Simcoe, ON , MLS #S12429416 , Image - 1

299 Napier Street Collingwood, Simcoe, ON MLS® S12429416

Residential Freehold (Detached)

$695000.0

4 +0 Beds
2 Baths
1500-2000 sq-ft

Century red brick located on a large lot in central Collingwood. This 4 bed home was built in 1900 and still features much of the original woodwork,

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9 HARBOUR Street E, Simcoe, ON , MLS #S10893954 , Image - 1

Unit-2116-2118, 9 HARBOUR Street E Collingwood, Simcoe, ON MLS® S10893954

Residential Condo & Other (Condo Apartment)

$48000.0

Price drop by 40.0%

2 +0 Beds
2 Baths
1200-1399 sq-ft

REDUCED AGAIN!!! BRING ALL OFFERS!!! VERY MOTIVATED SELLER!!! 3 Week Fractional Ownership at Collingwood's only waterfront resort. With lock off

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9 Harbour Street E

Unit-4109-41, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S11931442

Residential Condo & Other (Timeshare)

$60000.0

2 Beds
2 Baths
0-499 sq-ft

3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. Located on the 4th floor of Living Water Resort, this unit offers amazing views o

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14 Thomas Drive, Simcoe, ON , MLS #S12436633 , Image - 1

14 Thomas Drive Collingwood, Simcoe, ON MLS® S12436633

Residential Freehold (Att/Row/Townhouse)

$849000.0

2 Beds
3 Baths
1100-1500 sq-ft

Discover an exceptional opportunity in Collingwood's highly sought-after Mair Mills community: a beautifully renovated freehold townhome with no condo

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479 Oxbow Crescent, Simcoe, ON , MLS #S12436635 , Image - 1

479 Oxbow Crescent Collingwood, Simcoe, ON MLS® S12436635

Residential Condo & Other (Condo Townhouse)

$465000.0

2 Beds
2 Baths
1000-1199 sq-ft

The perfect home or getaway in Collingwood - Ontario's Four Season playground. This remarkable condo townhome is located in Living Stone Community (f

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4 KIMBERLY Lane, Simcoe, ON , MLS #S10436897 , Image - 1

Unit-109, 4 KIMBERLY Lane Collingwood, Simcoe, ON MLS® S10436897

Residential Condo & Other (Condo Apartment)

$879000.0

Price drop by 10.8%

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

Welcome to Royal Windsor Condominiums in Beautiful Collingwood - This Brand new KNIGHT suite (1,500 Sq ft) has a two bedroom, two bathroom. 2 (tandem)

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4 KIMBERLY Lane, Simcoe, ON , MLS #S10438907 , Image - 1

Unit-207, 4 KIMBERLY Lane Collingwood, Simcoe, ON MLS® S10438907

Residential Condo & Other (Condo Apartment)

$749000.0

Price drop by 13.9%

2 +0 Beds
2 Baths
1200-1399 sq-ft

Welcome to Royal Windsor Condominiums in Beautiful Collingwood - This Brand new DYNASTY suite (1,305 Sq ft) has a two bedroom, two bathroom floor plan

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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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53 Niagara Street, Simcoe, ON , MLS #S12399959 , Image - 1

53 Niagara Street Collingwood, Simcoe, ON MLS® S12399959

Residential Freehold (Detached)

$2399000.0

3 +2 Beds
4 Baths
2000-2500 sq-ft

NEW PRICE & STEPS TO SUNSET POINT, GEORGIAN BAY - this custom Vandermeer-designed 5-bedroom home offers over 3,700 sq. ft. of beautifully finished li

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45 Mary Street, Simcoe, ON , MLS #S12039966 , Image - 1

45 Mary Street Collingwood, Simcoe, ON MLS® S12039966

Residential Freehold (Detached)

$2400000.0

4 +2 Beds
5 Baths
3000-3500 sq-ft

***BUILD IN PROGRESS*** Luxury Custom Home on Mary Street, Collingwood. Currently under construction by a quality local builder, this stunning custom

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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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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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155 Glenlake Boulevard, Simcoe, ON , MLS #S12478837 , Image - 1

155 Glenlake Boulevard Collingwood, Simcoe, ON MLS® S12478837

Residential Freehold (Detached)

$2099000.0

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.

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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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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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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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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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